Oleanic acid supplier | CasNO.508-02-1

Name
Oleanic acid
EINECS 208-081-6
CAS No. 508-02-1
Article Data103
CAS DataBase
Density 1.1 g/cm³
Solubility
Melting Point >300 °C
Formula C₃₀H₄₈O₃
Boiling Point 553.5 °C at 760 mmHg
Molecular Weight 456.709
Flash Point 302.6 °C
Transport Information
Appearance light yellow
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 3-beta-Hydroxyolean-12-en-28-oic acid;Olean-12-en-28-oic acid, 3-beta-hydroxy- (8CI);(4aS,5S,6aS,6bR,8R,8aR,10S,12aR,12bR,14bS)-10-Hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid;Giganteumgenin C;Olean-12-en-28-oic acid,3-hydroxy-,(3a)-;Olean-12-en-28-oic acid, 3-hydroxy-, (3.beta.)-;Virgaureagenin B;Caryophyllin;Astrantiagenin C;
PSA 57.53000
LogP 7.23360

Synthetic route

: 152487-68-8
(4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-(tert-Butyl-dimethyl-silanyloxy)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid

: 508-02-1
Oleanolic acid

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 55℃; for 13h;	96%

: C54H72NO5Pol

: 508-02-1
Oleanolic acid

Conditions

Conditions	Yield
With titanium tetrachloride In dichloromethane at 20℃; for 0.5h; solid phase reaction;	94.6%

: C61H76NO6PolS

A: 1310058-25-3
3β-[(E)-3-(thiophen-2-yl)acryloxyl]-olean-12-en-28-oic acid

B: 508-02-1
Oleanolic acid

Conditions

Conditions	Yield
With titanium tetrachloride In dichloromethane at 20℃; for 0.5h; solid phase reaction;	A 92% B 0.5 mg

: 1310058-23-1
{2-[2-(triphenylmethyl)aminoethoxy]ethoxy}methyl olean-12-en-28-oate

: 508-02-1
Oleanolic acid

Conditions

Conditions	Yield
With titanium tetrachloride In dichloromethane at 20℃; for 0.5h;	89.6%

: 25493-69-0, 122798-61-2, 1721-57-9
(4aS,6aS,6bR,10S,12aR)-methyl 10-acetoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate

: 508-02-1
Oleanolic acid

Conditions

Conditions	Yield
With Me2AlTeMe In toluene at 50℃; for 10h;	80%

: 1724-17-0, 73584-64-2
oleanolic acid methyl ester

: 508-02-1
Oleanolic acid

Conditions

Conditions	Yield
With lithium In ethylenediamine for 4h; Heating;	70%
With lithium In ethylenediamine for 4h; Heating; other hindered esters;	70%

: 86532-12-9
3β-acetyl-12α-bromo-oleanan-28 <*> 13β-olide

A: 508-02-1
Oleanolic acid

B: 17990-43-1
3-dehydroxy-oleanolic acid

Conditions

Conditions	Yield
With lithium; ethylenediamine for 2h; Heating;	A 35% B 30%

: 77-52-1
ursolic acid

Nocardia sp. NRRL 5646: Nocardia sp. NRRL 5646

A: 508-02-1
Oleanolic acid

B: 915-32-2, 26532-60-5, 32208-45-0, 74984-68-2, 94482-47-0, 121468-30-2
methyl (3β)-3-hydroxyurs-12-en-28-oate

C: 1724-17-0, 73584-64-2
oleanolic acid methyl ester

Conditions

Conditions	Yield
at 28℃; for 120h; pH=7.0; Product distribution; Microbiological reaction;	A 21% B 9% C 13%

...Expand

: 3-hydroxy-23-semicarbazono-olean-12-en-28-oic acid

: 141-52-6
sodium ethanolate

: 508-02-1
Oleanolic acid

Conditions

Conditions	Yield
at 180℃; im Rohr;

: 3-acetoxy-23-semicarbazono-olean-12-en-28-oic acid

: 141-52-6
sodium ethanolate

: 508-02-1
Oleanolic acid

Conditions

Conditions	Yield
at 160 - 170℃; im Rohr;

: 67-56-1
methanol

: momordin I

A: 91-09-8, 612-05-5, 1825-00-9, 2500-78-9, 3867-83-2, 3945-28-6, 5328-63-2, 6206-67-3, 6207-01-8, 6207-03-0, 7404-24-2, 14703-09-4, 17289-61-1, 18449-76-8, 33509-64-7, 36793-06-3, 41897-31-8, 41897-32-9, 41897-33-0, 41897-34-1, 41897-37-4, 41897-38-5, 41897-39-6, 53448-52-5, 65137-86-2, 89615-04-3, 89615-05-4, 131233-91-5
methyl α-L-xylopyranoside

B: 508-02-1
Oleanolic acid

C: 18486-51-6
1-O-methyl-α-D-glucopyranuronic acid methyl ester

Conditions

Conditions	Yield
With hydrogenchloride for 3h; Product distribution; Heating;	A n/a B 207 mg C n/a

...Expand

: 67-56-1
methanol

: momordin II

A: 91-09-8, 612-05-5, 1825-00-9, 2500-78-9, 3867-83-2, 3945-28-6, 5328-63-2, 6206-67-3, 6207-01-8, 6207-03-0, 7404-24-2, 14703-09-4, 17289-61-1, 18449-76-8, 33509-64-7, 36793-06-3, 41897-31-8, 41897-32-9, 41897-33-0, 41897-34-1, 41897-37-4, 41897-38-5, 41897-39-6, 53448-52-5, 65137-86-2, 89615-04-3, 89615-05-4, 131233-91-5
methyl α-L-xylopyranoside

B: 508-02-1
Oleanolic acid

C: 18486-51-6
1-O-methyl-α-D-glucopyranuronic acid methyl ester

Conditions

Conditions	Yield
With hydrogenchloride for 3h; Product distribution; Heating;	A n/a B 12 mg C n/a

...Expand

: 127-09-3
sodium acetate

A: 77-52-1
ursolic acid

B: 508-02-1
Oleanolic acid

Conditions

Conditions	Yield
With cultured cells of Rabdosia japonica Hara for 96h; Mechanism; labelling studies;

: 135754-97-1
mimonoside A

: 508-02-1
Oleanolic acid

Conditions

Conditions	Yield
With hydrogenchloride at 100℃; for 4h;	2 mg

: 135754-98-2
mimonoside B

: 508-02-1
Oleanolic acid

Conditions

Conditions	Yield
With hydrogenchloride at 100℃; for 4h;

: 75799-18-7, 96315-51-4, 104494-26-0, 142628-40-8, 75799-17-6
oleanolic acid 3-O-

A: 508-02-1
Oleanolic acid

B: 75026-25-4, 35790-95-5
β-hederin

C: 28283-45-6, 28283-48-9, 58163-30-7, 61617-29-6, 60252-11-1
fatsiaside A1

Conditions

Conditions	Yield
With sulfuric acid In methanol for 1.5h; Heating;	A 348 mg B 23 mg C 52 mg

...Expand

: 140208-80-6
Digitoside B

: 508-02-1
Oleanolic acid

Conditions

Conditions	Yield
With sulfuric acid In methanol for 3h; Heating;	32 mg

: 140208-79-3
Digitoside A

: 508-02-1
Oleanolic acid

Conditions

Conditions	Yield
With sulfuric acid In methanol for 3h; Heating;	29 mg

: 143114-86-7
Pseudo-ginsenoside-RI3

: 508-02-1
Oleanolic acid

Conditions

Conditions	Yield
With hydrogenchloride In methanol for 4h; Heating;

: 121480-74-8
kalopanax-saponin D (3-O-α-rhamnopyranosyl-(1->2)-<β-glucopyranosyl-(1->3)>-α-arabinopyranosyl oleanolic acid 28-O-α-rhamnopyranosyl-(1->4)-β-glucopyranosyl-(1->6)-β-glucopyranosyl ester

A: 2280-44-6
D-Glucose

B: 73-34-7
L-rhamnose

C: 87-72-9, 608-45-7, 608-46-8, 608-47-9, 2460-44-8, 6748-95-4, 6763-34-4, 7261-26-9, 7283-06-9, 7283-07-0, 7296-55-1, 7296-56-2, 7296-58-4, 7296-59-5, 7296-60-8, 7296-61-9, 7296-62-0, 7322-30-7, 10257-31-5, 10257-32-6, 10257-33-7, 10257-34-8, 10257-35-9, 19982-83-3, 20242-88-0, 28697-53-2, 36562-42-2, 41546-41-2, 89299-64-9, 107655-34-5, 115794-06-4, 115794-07-5, 130550-15-1, 130606-21-2
L-(+)-arabinose

D: 508-02-1
Oleanolic acid

Conditions

Conditions	Yield
With hydrogenchloride In methanol Heating;

...Expand

: 33783-82-3
hederacholichiside E

: 508-02-1
Oleanolic acid

Conditions

Conditions	Yield
With hydrogenchloride at 100℃; for 3h;

: 25406-56-8
3-O-

A: 2280-44-6
D-Glucose

B: 6556-12-3, 489-91-8, 528-16-5, 552-12-5, 577-46-8, 643-33-4, 2240-07-5, 6294-16-2, 10133-02-5, 18402-78-3, 18968-14-4, 21179-08-8, 23018-83-9, 33599-45-0, 33599-46-1, 46171-67-9, 46171-69-1, 46172-26-3, 70021-34-0, 71031-08-8, 104195-06-4, 106499-29-0, 124817-72-7
D-glucuronic acid

C: 508-02-1
Oleanolic acid

Conditions

Conditions	Yield
With hydrogenchloride In methanol Heating;

...Expand

: momordin I

: 508-02-1
Oleanolic acid

Conditions

Conditions	Yield
With hydrogenchloride In methanol for 3h; Heating; Yield given;

: C50H82O14

A: 1139-97-5, 1139-98-6, 1851-12-3, 3353-52-4, 6163-35-5, 14184-49-7, 19146-17-9, 22248-57-3, 34361-56-3, 34361-57-4, 57793-53-0, 7506-68-5
2,3,4,6-tetra-O-methyl-D-glucopyranose

B: 508-02-1
Oleanolic acid

C: 545-48-2, 55869-95-9, 118204-21-0
erythrodiol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; sulfuric acid Multistep reaction;

...Expand

: 89355-06-6
C46H72O17

A: 87-72-9, 608-45-7, 608-46-8, 608-47-9, 2460-44-8, 6748-95-4, 6763-34-4, 7261-26-9, 7283-06-9, 7283-07-0, 7296-55-1, 7296-56-2, 7296-58-4, 7296-59-5, 7296-60-8, 7296-61-9, 7296-62-0, 7322-30-7, 10257-31-5, 10257-32-6, 10257-33-7, 10257-34-8, 10257-35-9, 19982-83-3, 20242-88-0, 28697-53-2, 36562-42-2, 41546-41-2, 89299-64-9, 107655-34-5, 115794-06-4, 115794-07-5, 130550-15-1, 130606-21-2
D-Xylose

B: 6556-12-3, 489-91-8, 528-16-5, 552-12-5, 577-46-8, 643-33-4, 2240-07-5, 6294-16-2, 10133-02-5, 18402-78-3, 18968-14-4, 21179-08-8, 23018-83-9, 33599-45-0, 33599-46-1, 46171-67-9, 46171-69-1, 46172-26-3, 70021-34-0, 71031-08-8, 104195-06-4, 106499-29-0, 124817-72-7
D-glucuronic acid

C: 508-02-1
Oleanolic acid

Conditions

Conditions	Yield
With sulfuric acid for 6h; on the water bath;

...Expand

: 121521-92-4
3-O-{[β-D-glucopyranosyl (1->2)]-[α-L-arabinopyranosyl (1->3)]-β-D-glucuronopyranosyl}oleanolic acid

A: 2280-44-6
D-Glucose

B: 6556-12-3, 489-91-8, 528-16-5, 552-12-5, 577-46-8, 643-33-4, 2240-07-5, 6294-16-2, 10133-02-5, 18402-78-3, 18968-14-4, 21179-08-8, 23018-83-9, 33599-45-0, 33599-46-1, 46171-67-9, 46171-69-1, 46172-26-3, 70021-34-0, 71031-08-8, 104195-06-4, 106499-29-0, 124817-72-7
D-glucuronic acid

C: 87-72-9, 608-45-7, 608-46-8, 608-47-9, 2460-44-8, 6748-95-4, 6763-34-4, 7261-26-9, 7283-06-9, 7283-07-0, 7296-55-1, 7296-56-2, 7296-58-4, 7296-59-5, 7296-60-8, 7296-61-9, 7296-62-0, 7322-30-7, 10257-31-5, 10257-32-6, 10257-33-7, 10257-34-8, 10257-35-9, 19982-83-3, 20242-88-0, 28697-53-2, 36562-42-2, 41546-41-2, 89299-64-9, 107655-34-5, 115794-06-4, 115794-07-5, 130550-15-1, 130606-21-2
L-(+)-arabinose

D: 508-02-1
Oleanolic acid

Conditions

Conditions	Yield
With hydrogenchloride In methanol Heating;

...Expand

: 95851-41-5
3-O-<α-L-arabinopyranosyl (1->3)-β-D-glucuronopyranosyl>-oleanolic acid β-D-glucopyranosyl (1->28) ester

A: 2280-44-6
D-Glucose

B: 6556-12-3, 489-91-8, 528-16-5, 552-12-5, 577-46-8, 643-33-4, 2240-07-5, 6294-16-2, 10133-02-5, 18402-78-3, 18968-14-4, 21179-08-8, 23018-83-9, 33599-45-0, 33599-46-1, 46171-67-9, 46171-69-1, 46172-26-3, 70021-34-0, 71031-08-8, 104195-06-4, 106499-29-0, 124817-72-7
D-glucuronic acid

C: 87-72-9, 608-45-7, 608-46-8, 608-47-9, 2460-44-8, 6748-95-4, 6763-34-4, 7261-26-9, 7283-06-9, 7283-07-0, 7296-55-1, 7296-56-2, 7296-58-4, 7296-59-5, 7296-60-8, 7296-61-9, 7296-62-0, 7322-30-7, 10257-31-5, 10257-32-6, 10257-33-7, 10257-34-8, 10257-35-9, 19982-83-3, 20242-88-0, 28697-53-2, 36562-42-2, 41546-41-2, 89299-64-9, 107655-34-5, 115794-06-4, 115794-07-5, 130550-15-1, 130606-21-2
L-(+)-arabinose

D: 508-02-1
Oleanolic acid

Conditions

Conditions	Yield
sulfuric acid In methanol; water for 6h; Product distribution; Heating; The structure of the compound was confirmed by chemical degradation;

...Expand

: 89827-13-4
3-O-[β-D-xylopyranosyl-(1->4)-β-D-glucuronopyranosyl]-28-O-[β-D-glucopyranosyl]oleanolic acid

: 508-02-1
Oleanolic acid

Conditions

Conditions	Yield
With sulfuric acid at 95℃; for 6h;	22 mg

: 90155-39-8
C47H74O18

A: 87-72-9, 608-45-7, 608-46-8, 608-47-9, 2460-44-8, 6748-95-4, 6763-34-4, 7261-26-9, 7283-06-9, 7283-07-0, 7296-55-1, 7296-56-2, 7296-58-4, 7296-59-5, 7296-60-8, 7296-61-9, 7296-62-0, 7322-30-7, 10257-31-5, 10257-32-6, 10257-33-7, 10257-34-8, 10257-35-9, 19982-83-3, 20242-88-0, 28697-53-2, 36562-42-2, 41546-41-2, 89299-64-9, 107655-34-5, 115794-06-4, 115794-07-5, 130550-15-1, 130606-21-2
D-Xylose

B: 2280-44-6
D-Glucose

C: 6556-12-3, 489-91-8, 528-16-5, 552-12-5, 577-46-8, 643-33-4, 2240-07-5, 6294-16-2, 10133-02-5, 18402-78-3, 18968-14-4, 21179-08-8, 23018-83-9, 33599-45-0, 33599-46-1, 46171-67-9, 46171-69-1, 46172-26-3, 70021-34-0, 71031-08-8, 104195-06-4, 106499-29-0, 124817-72-7
D-glucuronic acid

D: 508-02-1
Oleanolic acid

Conditions

Conditions	Yield
With sulfuric acid at 100℃; for 4h;

...Expand

: momordin II

: 508-02-1
Oleanolic acid

Conditions

Conditions	Yield
With hydrogenchloride In methanol Yield given;

: 186581-53-3, 908094-01-9
diazomethane

: 508-02-1
Oleanolic acid

: 1724-17-0, 73584-64-2
oleanolic acid methyl ester

Conditions

Conditions	Yield
In tetrahydrofuran; diethyl ether at 0℃;	100%
In diethyl ether at 0℃; for 24h;	98%
With diethyl ether	94%

: 508-02-1
Oleanolic acid

: 108-24-7
acetic anhydride

: 4339-72-4
oleanolic acid 3-acetate

Conditions

Conditions	Yield
With pyridine for 10h; Reflux;	100%
With pyridine; dmap for 5h;	99%
With pyridine; dmap at 20℃;	99%

: 508-02-1
Oleanolic acid

: 18107-18-1
diazomethyl-trimethyl-silane

: 1724-17-0, 73584-64-2
oleanolic acid methyl ester

Conditions

Conditions	Yield
In methanol; benzene	100%
In methanol; diethyl ether at 20℃; for 1h;	99%
In methanol; diethyl ether; toluene at 20℃; for 0.5h;	94%
In methanol; benzene	80.1%
In methanol

: 508-02-1
Oleanolic acid

: 76-83-5
trityl chloride

: 257614-49-6
oleanolic acid trityl ester

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran tritylationprotection; Heating;	100%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran	91%

: 508-02-1
Oleanolic acid

: 407-25-0
trifluoroacetic anhydride

: C34H46F6O5

Conditions

Conditions	Yield
at 20℃; for 0.166667h;	100%

: 508-02-1
Oleanolic acid

: 74-88-4
methyl iodide

: 1724-17-0, 73584-64-2
oleanolic acid methyl ester

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;	100%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere;	100%
With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃; for 24h; Inert atmosphere;	99%

: 508-02-1
Oleanolic acid

: 17990-42-0
Oleanonsaeure

Conditions

Conditions	Yield
With Dess-Martin periodane In dichloromethane at 20℃; for 1h; Inert atmosphere;	99%
With Jones reagent In dichloromethane; acetone at 0 - 5℃; for 0.75h; Jones Oxidation;	99%
With Jones reagent In acetone Cooling with ice;	98%

: 4160-82-1
3,3-dimethylglutaric anhydride

: 508-02-1
Oleanolic acid

: 3-O-(3',3'-dimethylglutaryl)oleanolic acid

Conditions

Conditions	Yield
With pyridine; dmap for 48h; Heating;	99%
With pyridine at 20℃; for 24h;	62%
With dmap In pyridine for 36h; Heating;	57.1%
With dmap In pyridine Heating;
With pyridine; dmap Heating;

: 4480-83-5
1,4-dioxane-2,6-dione

: 508-02-1
Oleanolic acid

: oleanolic acid hemidiglycolate

Conditions

Conditions	Yield
With pyridine; dmap for 12h; Heating;	99%

: 508-02-1
Oleanolic acid

: 124-63-0
methanesulfonyl chloride

: (3β)-methylsulfonyloxyolean-12-en-28-oic acid

Conditions

Conditions	Yield
With pyridine at 80℃; for 1h;	99%
With pyridine at 0℃;

: 508-02-1
Oleanolic acid

: 1721-60-4
3β-Hydroxyolean-28,13-olide

Conditions

Conditions	Yield
With triethylsilane; N-iodo-succinimide In 2,2,2-trifluoroethanol at 20℃; for 3.5h;	98%
With hydrogenchloride; chloroform

: 508-02-1
Oleanolic acid

: 77-78-1
dimethyl sulfate

: 1724-17-0, 73584-64-2
oleanolic acid methyl ester

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide	98%
With sodium hydroxide In ethanol Reflux;	96%
With potassium hydroxide

: 508-02-1
Oleanolic acid

: 100-39-0
benzyl bromide

: 303114-51-4
oleanolic acid benzyl ester

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 20℃;	98%
With potassium carbonate In tetrahydrofuran; water at 20℃;	98%
With tetra-(n-butyl)ammonium iodide; potassium carbonate In tetrahydrofuran; water at 20℃;	98%

: 508-02-1
Oleanolic acid

: 106-95-6
allyl bromide

: 247017-37-4
3-hydroxy-olean-12-en-28-oic acid allyl ester

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide; acetone at 80℃;	98%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere;	97%
Stage #1: Oleanolic acid With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 4h; Stage #2: allyl bromide In N,N-dimethyl-formamide for 8h;	92%

: 508-02-1
Oleanolic acid

: 106-96-7
propargyl bromide

: 1161826-31-8
prop-2-yn-1-yl (4aS,6aS,6bR,12aR)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydropicene-4a(2H)carboxylate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 48h;	98%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 18h;	97%
With caesium carbonate In tetrahydrofuran; N,N-dimethyl-formamide at 20℃;	97%

: 508-02-1
Oleanolic acid

: 870-63-3
prenyl bromide

: 1383539-87-4
3β-hydroxy-olean-12-en-28-prenylate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide; acetone at 80℃;	98%

: 508-02-1
Oleanolic acid

: 75-03-6
ethyl iodide

: 110700-49-7
(3β)-ethyl 3-hydroxyolean-12-en-28-oate

Conditions

Conditions	Yield
Stage #1: Oleanolic acid With potassium carbonate In N,N-dimethyl-formamide for 0.5h; Stage #2: ethyl iodide In N,N-dimethyl-formamide at 20℃; for 12h;	97%
With potassium carbonate In N,N-dimethyl-formamide at 45℃;	92%
With potassium carbonate In N,N-dimethyl-formamide at 45℃; Large scale;	92%
With potassium hydroxide

: 629-03-8
1 ,6-dibromohexane

: 508-02-1
Oleanolic acid

: 1161826-45-4
3β-hydroxyoleanane-12-en-28-oic acid(6-bromohexyl) ester

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 12h;	97%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 12h;	95%
With potassium carbonate In N,N-dimethyl-formamide at 40℃; for 12h;	58%

: 508-02-1
Oleanolic acid

ethyl halide: ethyl halide

: ethyl 3β-hydroxyolean-12-en-28-oate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;	97%

: 508-02-1
Oleanolic acid

: C93H186BrNO45

: C123H233NO48

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;	97%

: 508-02-1
Oleanolic acid

: 18162-48-6
tert-butyldimethylsilyl chloride

: 3β-hydroxyolean-12-ene-28-oic acid tert-butyl dimethylsilyl ester

Conditions

Conditions	Yield
Stage #1: Oleanolic acid With triethylamine In dichloromethane at 20℃; for 0.25h; Stage #2: tert-butyldimethylsilyl chloride In dichloromethane at 20℃;	97%

: 57260-73-8
N-BOC-1,2-diaminoethane

: 508-02-1
Oleanolic acid

: C37H62N2O4

Conditions

Conditions	Yield
Stage #1: Oleanolic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 0℃; for 0.166667h; Inert atmosphere; Stage #2: N-BOC-1,2-diaminoethane In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;	97%

: 508-02-1
Oleanolic acid

: 545-48-2, 55869-95-9, 118204-21-0
erythrodiol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; Reflux;	96%
With lithium aluminium tetrahydride In tetrahydrofuran for 3.5h; Heating;	95%
With lithium aluminium tetrahydride In tetrahydrofuran at -12 - 20℃; for 24h; Inert atmosphere;	94%

: 508-02-1
Oleanolic acid

: 572-09-8
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

: olean-12-en-28-oic acid 3-hydroxy-2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl ester

Conditions

Conditions	Yield
With Aliquat 336; potassium carbonate In dichloromethane; water for 48h; Ambient temperature;	96%
With potassium carbonate In N,N-dimethyl-formamide at 20℃;	92%
With tetrabutylammomium bromide; potassium carbonate In dichloromethane; water for 6h; Heating;	78%

: 508-02-1
Oleanolic acid

benzyl halide: benzyl halide

: benzyl 3β-hydroxyolean-12-en-28-oate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;	96%

: 508-02-1
Oleanolic acid

methyl halide: methyl halide

: 1724-17-0, 73584-64-2
methyl 3β-hydroxyolean-12-en-28-oate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;	96%

: 508-02-1
Oleanolic acid

: 12α-chloro-3β-hydroxyoleanan-28,13β-olide

Conditions

Conditions	Yield
With N-chloro-succinimide In 1,2-dimethoxyethane at 20℃; for 96h; Reagent/catalyst; Solvent;	96%

: 508-02-1
Oleanolic acid

: 100-44-7
benzyl chloride

: 303114-51-4
oleanolic acid benzyl ester

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60℃;	95%
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 3h;	95%
Stage #1: Oleanolic acid With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 0.5h; Stage #2: benzyl chloride In N,N-dimethyl-formamide at 120℃; for 0.5h;	95.1%

: 1221151-98-9
2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl ortho-(hex-1-ynyl)benzoate

: 508-02-1
Oleanolic acid

: 676530-80-6
oleanolic acid 28-O-2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl ester

Conditions

Conditions	Yield
With trifluoromethanesulfonyloxy(triphenylphosphine)gold(I); boron trifluoride diethyl etherate; 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃; Molecular sieve; Inert atmosphere; chemoselective reaction;	95%

Oleanic acid Chemical Properties

IUPAC Name: 10-Hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
Synonyms of Oleanolic acid (CAS NO.508-02-1): 3Beta-Hydroxyolean-12-en-28-oic acid
Molecular Structure:
Molecular Formula: C₃₀H₄₈O₃
Molecular Weight: 456.71
CAS NO: 508-02-1
H bond acceptors: 3
H bond donors: 2
Freely Rotating Bonds: 2
Polar Surface Area: 35.53 Å²
Index of Refraction: 1.557
Molar Refractivity: 133.57 cm³
Molar Volume: 414.9 cm³
EINECS : 208-081-6
Mol File: 508-02-1.mol
Melting point: >300°C
Storage temp: 2-8°C
Surface Tension: 45.4 dyne/cm
Density: 1.1 g/cm³
Flash Point: 302.6 °C
Enthalpy of Vaporization: 95.9 kJ/mol
Boiling Point: 553.5 °C at 760 mmHg
Vapour Pressure: 1.47E-14 mmHg at 25°C
Color: light yellow.
Product Categories of Oleanolic acid (CAS NO.508-02-1): Pentacyclic triterpenes;Tri-Terpenoids;Biochemistry;Terpenes;Terpenes (Others);Natural Plant Extract;Anti-proliferative AgentsAsymmetric Synthesis;Complex MoleculesNutrition Research;Isoprenoid/terpenoidCancer Research;Phase I Enzyme Inhibitors;Phase I Enzyme InhibitorsCancer Research;Biochemicals Found in Plants;Cancer Research;Chemopreventive Agents;Chiral Building Blocks;Multidrug Resistance

Oleanic acid Uses

Oleanolic acid (CAS NO.508-02-1) is suitable for all types of hepatitis, with the promotion of liver regeneration to accelerate the repair of damaged liver cells, and has a strong effects on heart, diuretic and anti-inflammatory.

Oleanic acid Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
mouse	LD50	intraperitoneal	1500mg/kg (1500mg/kg)	Journal of Pharmacy and Pharmacology. Vol. 44, Pg. 456, 1992.
mouse	LD50	oral	> 2gm/kg (2000mg/kg)	Journal of Pharmacy and Pharmacology. Vol. 44, Pg. 456, 1992.
rat	LD50	intraperitoneal	> 2gm/kg (2000mg/kg)	Drugs of the Future. Vol. 19, Pg. 450, 1994.
rat	LD50	oral	> 2gm/kg (2000mg/kg)	Journal of Pharmacy and Pharmacology. Vol. 44, Pg. 456, 1992.

Oleanic acid Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38: Oleanolic acid (CAS NO. 508-02-1) is irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
WGK Germany: 2
RTECS: RK0177965

Oleanic acid Specification

Oleanolic acid (CAS NO.508-02-1) is a naturally occurring triterpenoid, which distributed in food and medicinal plants, related to betulinic acid. And it can be widely found in Phytolacca americana (American pokeweed), and Syzygium spp, garlic, etc. It is quite non-toxic, antitumor, and hepatoprotective, as well as exhibiting antiviral properties.

Product Name

Oleanic acid

Synthetic route

Oleanic acid Chemical Properties

Oleanic acid Uses

Oleanic acid Toxicity Data With Reference

Oleanic acid Safety Profile

Oleanic acid Specification

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