Ubidecarenone supplier | CasNO.303-98-0

Name
Ubidecarenone
EINECS 206-147-9
CAS No. 303-98-0
Article Data53
CAS DataBase
Density 0.97 g/cm³
Solubility
Melting Point 49-51 °C
Formula C₅₉H₉₀O₄
Boiling Point 869 °C at 760 mmHg
Molecular Weight 863.361
Flash Point 324.5 °C
Transport Information
Appearance yellow-orange crystalline powder
Safety 22-24/25-26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Terekol;Heartcin;Udekinon Emitolon;Ensorb;Ubiquinone 10;Ubiquinone 10 (Coenzyme Q10);Udekinon;Co Q10;CoQ10;Ubiquinone 50;Bio-Quinon;Q 199;Inokiten;Coenzyme Q10;Neuquinone;Q 10;2,5-Cyclohexadiene-1,4-dione,2-[(2E,6E,10E,- 14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,- 31,35,39-decamethyl-2,6,10,14,18,22,26,30,34,- 38-tetracontadecaenyl]-5,6-dimethoxy-3- methyl-;Water soluble coenzyme Q10;Ubidecarenone (Coenzyme Q10) USP28;CO-Q10;Coenzyme Q10(Ubiquinone);Ubidecarenone Coenzyme Q10;Ube-Q;Adelir;Coezime Q10;
PSA 52.60000
LogP 17.85390

Synthetic route

: (1α,4α,4aβ,8aβ)-(all-E)-(3,7,11,15,19,23,27,31,35,39-Decamethyl-2,6,10,14,18,22,26,30,34,38-tetracontadecaenyl)-1,4,4a,8a-tetrahydro-6,7-dimethoxy-4a-methyl-1,4-methanonaphthalene-5,8-dione

: 303-98-0
ubidecarenone

Conditions

Conditions	Yield
In toluene for 0.5h; Heating;	100%

: 899809-10-0
2-hydroxy-3,4,5-trimethoxy-6-((2E)-decaprenyl)-toluene

: 303-98-0
ubidecarenone

Conditions

Conditions	Yield
With iron(III) chloride In dichloromethane; acetonitrile at 0 - 5℃; for 0.5h; Product distribution / selectivity;	100%
With iron(III) chloride In dichloromethane; water; acetonitrile at 0 - 5℃; for 0.5h; Product distribution / selectivity;	100%
With iron(III) chloride In di-isopropyl ether; water; ethyl acetate at 0 - 5℃; for 0.5h; Product distribution / selectivity;	95%

ubiquinone-10-containing raw material: ubiquinone-10-containing raw material

: 303-98-0
ubidecarenone

Conditions

Conditions	Yield
In ethanol; hexane at 25℃; for 0.733333h; Purification / work up;	99.8%

: 64634-91-9
1-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyltetraconta-2,6,10,14,18,22,26,30,34,38-decaen-1-yl]-3,4-dimethoxy-2,5-bis(methoxymethoxy)-6-methylbenzene

: 303-98-0
ubidecarenone

Conditions

Conditions	Yield
With hydrogenchloride; iron(III) chloride In ethanol; hexane; water at 20℃; for 3h;	95%
With hydrogenchloride; air In methanol; hexane at 40℃; for 4h;	93%
With hydrogenchloride In methanol; hexane at 40℃; for 4h;	93%
With air; hydrogen cation Yield given. Multistep reaction;

: 400010-26-6
2-((2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-Decamethyl-tetraconta-2,6,10,14,18,22,26,30,34,38-decaenyl)-5,6-dimethoxy-3-methyl-phenol

: 303-98-0
ubidecarenone

Conditions

Conditions	Yield
With salcomine; oxygen In N,N-dimethyl-formamide; toluene at 20℃; for 24h;	94%
With pyridine; oxygen; sodium carbonate; salcomine In toluene; acetonitrile for 16h; Product distribution / selectivity;	69%

: 75426-26-5, 992-78-9
ubiquinol

: 303-98-0
ubidecarenone

Conditions

Conditions	Yield
With sodium hydrogencarbonate at 50℃; pH=8; Temperature; pH-value;	90.6%
With oxygen In ethanol for 24h; Conversion of starting material;	46%
With oxygen; acetic acid In ethanol for 24h; Conversion of starting material;	41%

: 75-24-1
trimethylaluminum

: 202843-56-9
2-chloromethyl-5,6-dimethoxy-3-methyl-[1,4]benzoquinone

: 400010-22-2
(all-E)-2,6,10,14,18,22,26,30,34-nonamethyl-2,6,10,14,18,22,26,30,34-nonacontanonaen-38-yne

: 303-98-0
ubidecarenone

Conditions

Conditions	Yield
Stage #1: trimethylaluminum; (all-E)-2,6,10,14,18,22,26,30,34-nonamethyl-2,6,10,14,18,22,26,30,34-nonacontanonaen-38-yne With zirconocene dichloride In 1,2-dichloro-ethane at 23℃; for 1h; Stage #2: 2-chloromethyl-5,6-dimethoxy-3-methyl-[1,4]benzoquinone With n-butyllithium; Cl2Ni(PPh)2; triphenylphosphine In tetrahydrofuran at 23℃; for 1h; Further stages.;	90%
Stage #1: trimethylaluminum; (all-E)-2,6,10,14,18,22,26,30,34-nonamethyl-2,6,10,14,18,22,26,30,34-nonacontanonaen-38-yne; zirconocene dichloride In dichloromethane; chlorobenzene at -15 - 0℃; Stage #2: 2-chloromethyl-5,6-dimethoxy-3-methyl-[1,4]benzoquinone With bis(triphenylphosphine)nickel(II) chloride; n-butyllithium In tetrahydrofuran at -20℃; for 2h; Further stages.;	89%
Stage #1: trimethylaluminum; (all-E)-2,6,10,14,18,22,26,30,34-nonamethyl-2,6,10,14,18,22,26,30,34-nonacontanonaen-38-yne With methylalumoxane; rac-ethylenebis(1-indenyl)zirconium(IV) chloride In toluene at 20℃; for 22h; Negishi carboalumination; Stage #2: 2-chloromethyl-5,6-dimethoxy-3-methyl-[1,4]benzoquinone; bis(triphenylphosphine)nickel(II) chloride; n-butyllithium In tetrahydrofuran at -20℃; for 2h;	88%

...Expand

: 3,7,11,15,19,23,27,31,35,39-decamethyl-1-(3-isopropoxy-2-methyl-4,5,6-trimethoxyphenyl)tetraconta-2,6,10,14,18,22,26,30,34,38-decaene

: 303-98-0
ubidecarenone

Conditions

Conditions	Yield
With ammonium cerium (IV) nitrate; nitric acid In tetrahydrofuran; water; acetonitrile at 0℃; for 0.5h;	79%

: 70854-63-6
1,4-bis(benzyloxy)-2-{(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyl-5-[(4-methylphenyl)sulfonyl]tetraconta-2,6,10,14,18,22,26,30,34,38-decaenyl}-5,6-dimethoxy-3-methylbenzene

: 303-98-0
ubidecarenone

Conditions

Conditions	Yield
With naphthalen-1-yl-lithium In tetrahydrofuran at -78℃; for 2h;	77%

: 94828-17-8
(2'E,6'E,10'E,14'E,18'E,22'E,26'E,30'E,34'E,38'E)-1-(3',7',11',15',19',23',27',31',35',39'-decamethyltetraconta-2',6',10',14',18',22',26',30',34',38'-decaenyl)-6-methyl-2,3,4,5-tetramethoxybenzene

: 303-98-0
ubidecarenone

Conditions

Conditions	Yield
With ceric ammoniumnitrate In dichloromethane; water; acetonitrile	72%
With ammonium cerium(IV) nitrate In dichloromethane; acetonitrile at 0℃; for 0.5h;	61%
With cerium(IV)diammonium nitrate; water In dichloromethane; acetonitrile at -5 - 3℃; for 1.28333h;

: 3,7,11,15,19,23,27,31,35,39-decamethyl-1-(3-ethoxy-2-methyl-4,5,6-trimethoxyphenyl)tetraconta-2,6,10,14,18,22,26,30,34,38-decaene

: 303-98-0
ubidecarenone

Conditions

Conditions	Yield
With ammonium cerium (IV) nitrate; nitric acid In tetrahydrofuran; water; acetonitrile at 0℃; for 0.5h;	72%

: 3,7,11,15,19,23,27,31,35,39,43-Undecamethyl-1,6,10,14,18,22,26,30,34,38,42-tetratetracontaundecaene-3-ol

: 3066-90-8
2,3-dimethoxy-5-methylbenzene-1,4-diol

: 303-98-0
ubidecarenone

Conditions

Conditions	Yield
Stage #1: 3,7,11,15,19,23,27,31,35,39,43-Undecamethyl-1,6,10,14,18,22,26,30,34,38,42-tetratetracontaundecaene-3-ol; 2,3-dimethoxy-5-methylbenzene-1,4-diol With scandium tris(trifluoromethanesulfonate) In nitromethane; hexane at 53℃; for 12h; Stage #2: With acetic acid; silver(l) oxide In hexane at 20℃; for 1h; Product distribution / selectivity;	47.4%
Stage #1: 3,7,11,15,19,23,27,31,35,39,43-Undecamethyl-1,6,10,14,18,22,26,30,34,38,42-tetratetracontaundecaene-3-ol; 2,3-dimethoxy-5-methylbenzene-1,4-diol With indium(III) chloride In nitromethane; hexane at 45 - 57℃; for 12h; Stage #2: With acetic acid; silver(l) oxide In hexane at 20℃; for 1h; Product distribution / selectivity;	46.6%
Stage #1: 3,7,11,15,19,23,27,31,35,39,43-Undecamethyl-1,6,10,14,18,22,26,30,34,38,42-tetratetracontaundecaene-3-ol; 2,3-dimethoxy-5-methylbenzene-1,4-diol With phosphotungstic acid In nitromethane; hexane at 52 - 53℃; for 12h; Stage #2: With acetic acid; silver(l) oxide In hexane at 20℃; for 1h; Product distribution / selectivity;	45.2%

: 15575-04-9
decaprenol

: 3066-90-8
2,3-dimethoxy-5-methylbenzene-1,4-diol

: 303-98-0
ubidecarenone

: 3066-90-8
2,3-dimethoxy-5-methylbenzene-1,4-diol

: 59640-02-7
3,7,11,15,19,23,27,31,35,39-decamethyl-1,6,10,14,18,22,26,30,34,38-tetracontadecaene-3-ol

A: 303-98-0
ubidecarenone

B: 65085-29-2
2-((2Z,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyl-tetraconta-2,6,10,14,18,22,26,30,34,38-decaenyl)-5,6-dimethoxy-3-methyl-[1,4]benzoquinone

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate 1) hexane, nitromethane, 10 min, 43 deg C, 2) 2-propanol, RT, 1 h; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 75426-26-5, 992-78-9
ubiquinol

A: 303-98-0
ubidecarenone

B: 2-((3E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-Decamethyl-tetraconta-3,6,10,14,18,22,26,30,34,38-decaenyl)-5,6-dimethoxy-3-methyl-[1,4]benzoquinone

Conditions

Conditions	Yield
With air In isopropyl alcohol at 25℃; for 3h; Yield given. Yields of byproduct given;

: 76936-19-1
(1,5-Dimethyl-4-hexenylidene)-triphenylphosphorane

: 81914-51-4
2,3-dimethoxy-5-methyl-6-(33-formyl-3,7,11,15,19,23,27,31,35-octamethylhexatriacont-2E,6E,10E,14E,18E,22E,26E,30E-octaenyl)-1,4-benzoquinone

A: 303-98-0
ubidecarenone

B: 303-98-0, 27696-12-4, 40819-90-7, 60684-33-5, 65085-29-2, 110012-76-5, 117707-52-5
34'Z-ubiquinone-10

Conditions

Conditions	Yield
In tetrahydrofuran at -20℃; for 0.5h; Title compound not separated from byproducts;

...Expand

: 947156-48-1
2-((2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-Decamethyl-tetraconta-2,6,10,14,18,22,26,30,34,38-decaenyl)-5,6-dimethoxy-3-methyl-benzene-1,4-diol

A: 303-98-0
ubidecarenone

B: 65085-29-2
2-((2Z,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyl-tetraconta-2,6,10,14,18,22,26,30,34,38-decaenyl)-5,6-dimethoxy-3-methyl-[1,4]benzoquinone

Conditions

Conditions	Yield
With manganese(IV) oxide In diethyl ether at 0℃; Yield given. Yields of byproduct given;

: 59242-49-8, 64634-91-9, 110012-77-6
1-((2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-Decamethyl-tetraconta-2,6,10,14,18,22,26,30,34,38-decaenyl)-3,4-dimethoxy-2,5-bis-methoxymethoxy-6-methyl-benzene

A: 303-98-0
ubidecarenone

B: 110012-76-5
co-enzyme Q10

Conditions

Conditions	Yield
With silver(l) oxide; hydrogenchloride 1.) MeOH, CHCl3, stirring overnight: 2.) hexane, R.T. 30 min; Yield given. Multistep reaction. Yields of byproduct given;

: 94828-16-7
1-(5'-p-tosyl-all-trans-decaprenyl)-2-methyl-3,4,5,6-tetramethoxybenzene

A: 303-98-0
ubidecarenone

B: 94827-96-0
2-((2E,5E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-Decamethyl-tetraconta-2,5,10,14,18,22,26,30,34,38-decaenyl)-5,6-dimethoxy-3-methyl-[1,4]benzoquinone

Conditions

Conditions	Yield
With ammonium cerium(IV) nitrate; ethanol; sodium 1.) THF, 2 h, -20 to 0 deg C; 2.) CH2Cl2, CH3CN, H2O, 5 min, 0 deg C; Yield given. Multistep reaction. Yields of byproduct given;

: 70854-63-6
1,4-bis(benzyloxy)-2-{(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyl-5-[(4-methylphenyl)sulfonyl]tetraconta-2,6,10,14,18,22,26,30,34,38-decaenyl}-5,6-dimethoxy-3-methylbenzene

A: 303-98-0
ubidecarenone

B: 94827-96-0
2-((2E,5E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-Decamethyl-tetraconta-2,5,10,14,18,22,26,30,34,38-decaenyl)-5,6-dimethoxy-3-methyl-[1,4]benzoquinone

Conditions

Conditions	Yield
With oxygen; lithium; ethylamine 1.) THF, -70 deg C, 30 min; 2.) THF, MeOH, H2O, Et2O, 15 min; Yield given. Multistep reaction. Yields of byproduct given;

: 116854-28-5
1,4-dibenzyloxy-2,3-dimethoxy-5-methyl-6-(37'-phenylthio-3',7',11',15',19',23',27',31',35',39'-decamethyltetraconta-2'E,6'E,10'E,14'E,18'E,22'E,26'E,30'E,34'E,38'-decaenyl)benzene

A: 303-98-0
ubidecarenone

B: 116854-30-9
2,3-dimethoxy-5-methyl-6-(3',7',11',15',19',23',27',31',35',39'-decamethyltetraconta-2'E,6'E,10'E,14'E,18'E,22'E,26'E,30'E,34'E,37'E-decaenyl)-1,4-benzoquinone

Conditions

Conditions	Yield
With air; ammonia; iron(III) chloride; lithium 1.) ether, -70 deg C, 15 min, 2.) AcOH; Yield given. Multistep reaction. Yields of byproduct given;

: 116854-27-4
1,4-dibenzyloxy-2,3-dimethoxy-5-methyl-6-<37'-(4'',5''-dihydrothiazol-2''-yl)thio-3',7',11',15',19',23',27',31',35',39'-decamethyltetraconta-2'E,6'E,10'E,14'E,18'E,22'E,26'E,30'E,34'E,38'-decaenyl>benzene

A: 303-98-0
ubidecarenone

B: 116854-30-9
2,3-dimethoxy-5-methyl-6-(3',7',11',15',19',23',27',31',35',39'-decamethyltetraconta-2'E,6'E,10'E,14'E,18'E,22'E,26'E,30'E,34'E,37'E-decaenyl)-1,4-benzoquinone

Conditions

Conditions	Yield
With air; ammonia; iron(III) chloride; lithium 1.) Et2O, -40 deg C, 3 h, 2.) AcOH, 25 deg C; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

: 116883-28-4
1,4-dibenzyloxy-2,3-dimethoxy-5-methyl-6-(37'-phenylsulfonyl-3',7',11',15',19',23',27',31',35',39'-decamethyltetraconta-2'E,6'E,10'E,14'E,18'E,22'E,26'E,30'E,34'E,38'-decaenyl)benzene

A: 303-98-0
ubidecarenone

B: 116854-30-9
2,3-dimethoxy-5-methyl-6-(3',7',11',15',19',23',27',31',35',39'-decamethyltetraconta-2'E,6'E,10'E,14'E,18'E,22'E,26'E,30'E,34'E,37'E-decaenyl)-1,4-benzoquinone

Conditions

Conditions	Yield
With air; iron(III) chloride; lithium; ethylamine 1.) -70 deg C, 15 min, THF, 2.) AcOH, 25 deg C; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
With air; iron(III) chloride; lithium; ethylamine 1.) THF, -70 deg C, 15 min, 2.) AcOH, 25 deg C; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

: 114832-98-3, 114884-49-0
1,4-dibenzyloxy-2,3-dimethoxy-5-methyl-6-(3',7',11',15',19',23',27',31',35',39'-decamethyltetraconta-2'E,6'E,10'E,14'E,18'E,22'E,26'E,30'E,34'E/Z,38'-decaenyl)benzene

A: 303-98-0
ubidecarenone

B: 303-98-0, 27696-12-4, 40819-90-7, 60684-33-5, 65085-29-2, 110012-76-5, 117707-52-5
34'Z-ubiquinone-10

Conditions

Conditions	Yield
With air; lithium; ethylamine 1.) THF, 2.) 25 deg C, 40 min; Multistep reaction. Title compound not separated from byproducts;

: 82343-09-7
1-Benzyloxy-3-((2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyl-tetraconta-2,6,10,14,18,22,26,30,34,38-decaenyl)-4,5,6-trimethoxy-2-methyl-benzene

: 303-98-0
ubidecarenone

Conditions

Conditions	Yield
With 1.); iron(III) chloride; lithium; ethylamine 1.) -78 deg C, 2.) ethyl acetate-isopropyl ether; Multistep reaction;

: 605-94-7
2,3-Dimethoxy-5-methyl-1,4-benzoquinone

: 68799-83-7
(all-E)-3,7,11,15,19,23,27,31,35,39-decamethyl-2,6,10,14,18,22,26,30,34,38-tetracontadecaenyl bromide

: 303-98-0
ubidecarenone

Conditions

Conditions	Yield
Stage #1: (all-E)-3,7,11,15,19,23,27,31,35,39-decamethyl-2,6,10,14,18,22,26,30,34,38-tetracontadecaenyl bromide With tri-n-butyl-tin hydride; lithium diisopropyl amide In tetrahydrofuran; hexane for 2h; Stage #2: 2,3-Dimethoxy-5-methyl-1,4-benzoquinone With silver(l) oxide; boron trifluoride diethyl etherate In dichloromethane for 2h; Further stages.;

: 918799-20-9
1-((2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyltetraconta-2,6,10,14,18,22,26,30,34,38-decaenyl)-2,3,4-trimethoxy-5-((2-methoxyethoxy)methoxy)-6-methylbenzene

: 303-98-0
ubidecarenone

Conditions

Conditions	Yield
Stage #1: 1-((2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyltetraconta-2,6,10,14,18,22,26,30,34,38-decaenyl)-2,3,4-trimethoxy-5-((2-methoxyethoxy)methoxy)-6-methylbenzene With water; hydrogen bromide In isopropyl alcohol at 50℃; for 4h; Stage #2: With iron(III) chloride In water; isopropyl alcohol for 3h; Stage #3: With water In isopropyl alcohol Product distribution / selectivity;

Yield

Stage #1: 1-((2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyltetraconta-2,6,10,14,18,22,26,30,34,38-decaenyl)-2,3,4-trimethoxy-5-((2-methoxyethoxy)methoxy)-6-methylbenzene With water; hydrogen bromide In isopropyl alcohol at 50℃; for 4h;
Stage #2: With iron(III) chloride In water; isopropyl alcohol for 3h;
Stage #3: With water In isopropyl alcohol Product distribution / selectivity;

: 944936-30-5
1-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-5-(4-chlorophenylsulfonyl)-3,7,11,15,19,23,27,31,35,39-decamethyltetraconta-2,6,10,14,18,22,26,30,34,38-decaenyl]-3,4-dimethoxy-2,5-bis(methoxymethoxy)-6-methylbenzene

: 303-98-0
ubidecarenone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: EtNH2; Li / tetrahydrofuran / 0.5 h / -78 °C 1.2: 86.1 percent / isoprene; NH4Cl / tetrahydrofuran 2.1: 93 percent / aq. HCl / methanol; hexane / 4 h / 40 °C View Scheme

: 944936-27-0
(tert-butyl){[(2E)-4-(3,4-dimethoxy-2,5-bis(methoxymethoxy)-6-methylphenyl)-2-methylbut-2-enyl]oxy}dimethylsilane

: 303-98-0
ubidecarenone

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: 96.6 percent / Bu3NF*H2O / tetrahydrofuran / 0.67 h / 0 °C 2.1: 96.8 percent / MsCl; 2,6-dimethylpyridine; LiCl / dimethylformamide / 4 h / -5 °C 3.1: BuLi / hexane; tetrahydrofuran; hexamethylphosphoric acid triamide / 0.5 h / -70 °C 3.2: 75.8 percent / hexane; tetrahydrofuran; hexamethylphosphoric acid triamide / 3 h / -70 - 20 °C 4.1: EtNH2; Li / tetrahydrofuran / 0.5 h / -78 °C 4.2: 86.1 percent / isoprene; NH4Cl / tetrahydrofuran 5.1: 93 percent / aq. HCl / methanol; hexane / 4 h / 40 °C View Scheme

Yield

Multi-step reaction with 5 steps
1.1: 96.6 percent / Bu3NF*H2O / tetrahydrofuran / 0.67 h / 0 °C
2.1: 96.8 percent / MsCl; 2,6-dimethylpyridine; LiCl / dimethylformamide / 4 h / -5 °C
3.1: BuLi / hexane; tetrahydrofuran; hexamethylphosphoric acid triamide / 0.5 h / -70 °C
3.2: 75.8 percent / hexane; tetrahydrofuran; hexamethylphosphoric acid triamide / 3 h / -70 - 20 °C
4.1: EtNH2; Li / tetrahydrofuran / 0.5 h / -78 °C
4.2: 86.1 percent / isoprene; NH4Cl / tetrahydrofuran
5.1: 93 percent / aq. HCl / methanol; hexane / 4 h / 40 °C
View Scheme

: 303-98-0
ubidecarenone

: 2,3-dimethoxy-5-methyl-6-decaprenyl-1,4-benzoquinol

Conditions

Conditions	Yield
With ascorbic acid In ethanol; water at 50 - 78℃; for 30h;	99.3%
With ascorbic acid In ethanol at 78℃; for 30h;	95%
With ascorbic acid In ethanol at 78℃; for 30h;	95%

: 303-98-0
ubidecarenone

: 75426-26-5, 992-78-9
ubiquinol

Conditions

Conditions	Yield
With sodium thiosulfate; sodium chloride In water at 48℃; for 2h; pH=4 - 6;	99%
With sodium thiosulfate; sodium chloride In n-heptane; water at 25℃; for 2h; pH=4 - 6;	99%
With sodium hydroxide; ascorbic acid In ethanol at 50℃;	98%

: 303-98-0
ubidecarenone

: 2394-68-5
ubiquinone 8

: 303-95-7
Ubichinon-7

A: 74075-00-6
ubiquinol-8

B: 75426-26-5, 992-78-9
ubiquinol

C: 484-59-3
reduced coenzyme Q7

Conditions

Conditions	Yield
With ascorbic acid In ethanol at 78℃; for 30h;	A 0.3% B 97% C 0.4%

...Expand

: 303-98-0
ubidecarenone

Reaxys ID: 11360848: Reaxys ID: 11360848

Conditions

Conditions	Yield
With ascorbic acid In ethanol at 78℃; for 30h;	95%

: 303-98-0
ubidecarenone

: 65294-32-8
mono(6-diethylenetriamino-6-deoxy)-β-cyclodextrin

: 1338720-78-7
C46H81N3O34*C59H90O4

Conditions

Conditions	Yield
In tetrahydrofuran; water at 20℃; for 72h;	49%

: 303-98-0
ubidecarenone

: 60984-63-6
mono-6-deoxy-6-(2-aminoethylamino)-β-cyclodextrin

: 1338720-77-6
C44H76N2O34*C59H90O4

Conditions

Conditions	Yield
In tetrahydrofuran; water at 20℃; for 72h;	48%

: 303-98-0
ubidecarenone

: 65294-33-9
6A-{{2-{{2-[(2-aminoethyl)amino]ethyl}amino}ethyl}amino}-6A-deoxy-β-cyclodextrin

: 1338720-79-8
C48H86N4O34*C59H90O4

Conditions

Conditions	Yield
In tetrahydrofuran; water at 20℃; for 72h;	47%

: 303-98-0
ubidecarenone

: 65085-30-5
ubichromenol-9

Conditions

Conditions	Yield
With triethylamine at 95℃; for 2h;	45%

: 74-85-1
ethene

: 303-98-0
ubidecarenone

A: C57H86O4

B: C52H78O4

C: C47H70O4

D: C42H62O4

Conditions

Conditions	Yield
With Hoveyda-Grubbs catalyst second generation In toluene at 100℃; under 2250.23 Torr; for 3h; Solvent; Pressure; Temperature; Time; Autoclave;	A 17% B n/a C n/a D n/a

...Expand

: 303-98-0
ubidecarenone

: 28527-67-5
diethoxy-CoQ10

Conditions

Conditions	Yield
With sodium ethanolate

Ubidecarenone History

In 1957, Ubidecarenone was first discovered by Professor Fredrick L. Crane and colleagues at the University of Wisconsin–Madison Enzyme Institute. Its chemical structure was reported by Dr. Karl Folkers and coworkers at Merck in 1958; in 1968, Folkers became a Professor in the Chemistry Department at the University of Texas at Austin.

Ubidecarenone Consensus Reports

Reported in EPA TSCA Inventory.

Ubidecarenone Specification

Ubidecarenone, with the IUPAC Name of 2-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-Decamethyltetraconta-2,6,10,14,18,22,26,30,34,38-decaenyl]-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione, is one kind of fine powder. For being stable, it may be light or heat sensitive. Incompatible with strong oxidizing agents. It belongs to the Product Categories which include Drug bulk; Mixed Fatty Acids; Antioxidant; Benzoquinones; Biochemistry; Vitamin Related Compounds; Vitamins; Nutritional Supplements; Drugs & Medication; Fatty Acid Derivatives & Lipids; Glycerols; Steroids. Ubidecarenone can be widely used as antibacterial, antioxidant agent in food, cosmetics, dietary supplements industry.

Physical properties about Ubidecarenone are: (1)ACD/LogP: 19.119; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): 19.12; (4)ACD/LogD (pH 7.4): 19.12; (5)ACD/BCF (pH 5.5): 1000000.00; (6)ACD/BCF (pH 7.4): 1000000.00; (7)ACD/KOC (pH 5.5): 10000000.00 ; (8)ACD/KOC (pH 7.4): 10000000.00; (9)#H bond acceptors: 4; (10)#Freely Rotating Bonds: 31; (11)Index of Refraction: 1.526; (12)Molar Refractivity: 272.647 cm³; (13)Molar Volume: 888.522 cm³ ; (14)Polarizability: 108.086 10-24cm³; (15)Surface Tension: 38.5900001525879 dyne/cm; (16)Density: 0.972 g/cm³; (17)Flash Point: 324.58 °C; (18)Enthalpy of Vaporization: 126.289 kJ/mol; (19)Boiling Point: 868.993 °C at 760 mmHg

You can still convert the following datas into molecular structure:
(1)InChI=1S/C59H90O4/c1-44(2)24-15-25-45(3)26-16-27-46(4)28-17-29-47(5)30-18-31-48(6)32-19-33-49(7)34-20-35-50(8)36-21-37-51(9)38-22-39-52(10)40-23-41-53(11)42-43-55-54(12)56(60)58(62-13)59(63-14)57(55)61/h24,26,28,30,32,34,36,38,40,42H,15-23,25,27,29,31,33,35,37,39,41,43H2,1-14H3/b45-26+,46-28+,47-30+,48-32+,49-34+,50-36+,51-38+,52-40+,53-42+;
(2)InChIKey=ACTIUHUUMQJHFO-UPTCCGCDSA-N;
(3)SmilesC(C(=C/CCC(=C/CCC(=C/CCC(=C/CCC(=C/CCC(=C/CCC(=C/CCC(=C/CCC(=C/CC1=C(C(C(=C(C1=O)OC)OC)=O)C)\C)\C)\C)\C)\C)\C)\C)\C)\C)C\C=C(/C)C

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD	intramuscular	> 500mg/kg (500mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Oyo Yakuri. Pharmacometrics. Vol. 6, Pg. 769, 1972.
mouse	LD	intravenous	> 500mg/kg (500mg/kg)	LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)	Oyo Yakuri. Pharmacometrics. Vol. 6, Pg. 769, 1972.
mouse	LD	oral	> 4gm/kg (4000mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Oyo Yakuri. Pharmacometrics. Vol. 6, Pg. 769, 1972.
mouse	LD	subcutaneous	> 500mg/kg (500mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Oyo Yakuri. Pharmacometrics. Vol. 6, Pg. 769, 1972.
rat	LD	intramuscular	> 500mg/kg (500mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Oyo Yakuri. Pharmacometrics. Vol. 6, Pg. 769, 1972.
rat	LD	intravenous	> 250mg/kg (250mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) LUNGS, THORAX, OR RESPIRATION: DYSPNEA	Oyo Yakuri. Pharmacometrics. Vol. 6, Pg. 769, 1972.
rat	LD	oral	> 4gm/kg (4000mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)	Oyo Yakuri. Pharmacometrics. Vol. 6, Pg. 769, 1972.
rat	LD	subcutaneous	> 500mg/kg (500mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)	Oyo Yakuri. Pharmacometrics. Vol. 6, Pg. 769, 1972.

Product Name

Ubidecarenone

Synthetic route

Ubidecarenone History

Ubidecarenone Consensus Reports

Ubidecarenone Specification

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