1-Benzopyrylium,2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy- supplier

Name
cyanidin
EINECS 1312995-182-4
CAS No. 13306-05-3
Article Data19
CAS DataBase
Density
Solubility
Melting Point
Formula C₁₅H₁₁O₆
Boiling Point
Molecular Weight 287.249
Flash Point
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 3,3',4',5,7-Pentahydroxyflavyliumchlorid;
PSA 114.29000
LogP 2.90890

Synthetic route

: 20315-25-7
procyanidin B1

: 13306-05-3
cyanidin

Conditions

Conditions	Yield
With hydrogenchloride; ammonium ferric sulfate In methanol; butan-1-ol at 95℃; for 0.666667h;

: 61541-06-8, 78284-51-2, 79199-52-3, 79199-53-4, 104320-35-6, 141605-03-0, 61541-02-4
(2R,3R,4S)-4-(2,4,6-trihydroxyphenyl)flavan-3,3',4',5,7-pentaol

: 13306-05-3
cyanidin

Conditions

Conditions	Yield
With hydrogenchloride; ammonium ferric sulfate In methanol; butan-1-ol at 95℃; for 0.666667h;

: 61541-02-4, 78284-51-2, 79199-52-3, 79199-53-4, 104320-35-6, 141605-03-0, 61541-06-8
catechin-(4α->2)-phloroglucinol

: 13306-05-3
cyanidin

Conditions

Conditions	Yield
With hydrogenchloride; ammonium ferric sulfate In methanol; butan-1-ol at 95℃; for 0.666667h;

: 12798-59-3
procyanidin B7

: 13306-05-3
cyanidin

Conditions

Conditions	Yield
With hydrogenchloride; ammonium ferric sulfate In methanol; butan-1-ol at 95℃; for 0.666667h;

: 23567-23-9
procyanidin B3

: 13306-05-3
cyanidin

Conditions

Conditions	Yield
With hydrogenchloride; ammonium ferric sulfate In methanol; butan-1-ol at 95℃; for 0.666667h;

: 23459-99-6, 37064-31-6, 65085-09-8, 78655-09-1, 87727-69-3, 97233-64-2, 97233-66-4, 99297-48-0, 102130-86-9, 109430-55-9, 115648-77-6, 128779-43-1, 79813-67-5
arecatannin A-1

: 13306-05-3
cyanidin

Conditions

Conditions	Yield
With hydrogenchloride; ammonium ferric sulfate In methanol; butan-1-ol at 95℃; for 0.666667h;

: 69256-15-1
(2R,3S,4R)-(+)-3,4,5,7,3',4'-hexahydroxyflavan

: 13306-05-3
cyanidin

Conditions

Conditions	Yield
With hydrogenchloride; ammonium ferric sulfate In methanol; butan-1-ol at 95℃; for 0.666667h; Mechanism; various metals;

: 68178-64-3
epicatechin-(4β<*>8)-epicatechin-(4β<*>2)-phloroglucinol

: 13306-05-3
cyanidin

Conditions

Conditions	Yield
With hydrogenchloride; ammonium ferric sulfate In methanol; butan-1-ol at 95℃; for 0.666667h;

: 47705-70-4, 142506-26-1
cyanidin-3-glucoside

A: 2280-44-6
D-Glucose

B: 13306-05-3
cyanidin

Conditions

Conditions	Yield
With trifluoroacetic acid at 95℃; Kinetics;

: idaein

A: 10257-28-0
D-Galactose

B: 13306-05-3
cyanidin

Conditions

Conditions	Yield
With trifluoroacetic acid at 95℃; Kinetics;

: cyanidin 3-O-β-D-arabinoside

A: 13306-05-3
cyanidin

B: 25545-03-3
β-D-arabinofuranose

Conditions

Conditions	Yield
With trifluoroacetic acid at 95℃; Kinetics;

: cyanidin 3-O-[2-O-(2-(trans-caffeoyl)-β-D-glucopyranosyl)-6-O-(2-O-(tartaryl)malonyl)-β-D-galactopyranoside]-7-O-[6-O-(trans-caffeoyl)-β-D-glucopyranoside]-3'-O-[β-D-glucuronopyranoside]

A: 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

B: 13306-05-3
cyanidin

C: 50-99-7
D-glucose

D: 59-23-4
D-Galactose

Conditions

Conditions	Yield
With hydrogenchloride In methanol at 20℃; Title compound not separated from byproducts;

...Expand

: PZ-5

A: 7690-51-9
pelargonidin

B: 13306-05-3
cyanidin

C: 13270-61-6
delphinidin

D: 154-23-4
catechin

Conditions

Conditions	Yield
Acid hydrolysis;

...Expand

: 142506-19-2
cyanidin 3-β-D-xylopyranosyl-(1→2)-β-D-galactopyranoside

A: 58-86-6
D-xylose

B: 13306-05-3
cyanidin

C: 59-23-4
D-Galactose

Conditions

Conditions	Yield
With hydrogenchloride; water at 95℃; for 2h;

...Expand

: 20905-74-2
cyanidin 3,5-O-diglucopyranoside

A: 13306-05-3
cyanidin

B: 50-99-7
D-glucose

Conditions

Conditions	Yield
Acidic aq. solution;

: cyanidin 3-O-rutinoside

: 13306-05-3
cyanidin

Conditions

Conditions	Yield
Acidic conditions;

: 1255211-38-1
platanoside-A

A: 492-61-5
β-D-glucose

B: 13306-05-3
cyanidin

C: 863-03-6, 10517-25-6, 13445-34-6, 17431-25-3, 20819-16-3, 25615-05-8, 130405-40-2, 1257-08-5
(-)-epicatechin gallate

Conditions

Conditions	Yield
With hydrogenchloride; water In ethanol for 2h; Inert atmosphere; Reflux;

...Expand

: 1255211-63-2
platanoside-B

A: 492-61-5
β-D-glucose

B: 13306-05-3
cyanidin

C: 7253-25-0, 34781-46-9
O-β-(6-O-galloyl)-glucopyranoside

D: 863-03-6, 10517-25-6, 13445-34-6, 17431-25-3, 20819-16-3, 25615-05-8, 130405-40-2, 1257-08-5
(-)-epicatechin gallate

Conditions

Conditions	Yield
With hydrogenchloride; water In ethanol Inert atmosphere; Reflux;

...Expand

: 1333874-50-2
7-O-(β-Glcp-6-O-galloyl)-(+)-catechin-(4α->8)-(+)-catechin-(4α->8)-(-)-epigallocatechin

A: 492-61-5
β-D-glucose

B: 13306-05-3
cyanidin

C: 7253-25-0, 34781-46-9
O-β-(6-O-galloyl)-glucopyranoside

D: 970-73-0, 1617-55-6, 3371-27-5, 13425-13-3, 136892-45-0, 970-74-1
epigallocatechin

Conditions

Conditions	Yield
With hydrogenchloride; water In ethanol for 2h; Inert atmosphere; Reflux;	A n/a B n/a C n/a D 6 mg

...Expand

: 7-O-(β-D-Glcp-6-O-galloyl)-(+)-catechin-[(4α->8)-(+)-catechin]3-(4α->8)-(-)-epigallocatechin-3-O-gallate

A: 492-61-5
β-D-glucose

B: 13306-05-3
cyanidin

C: 7253-25-0, 34781-46-9
O-β-(6-O-galloyl)-glucopyranoside

D: 2596-50-1, 4233-96-9, 5127-64-0, 19065-20-4, 107965-88-8, 137766-94-0, 989-51-5
(-)-epigallocathechin gallate

Conditions

Conditions	Yield
With hydrogenchloride; water In ethanol for 2h; Inert atmosphere; Reflux;

...Expand

: cyanidin 3-O-[6-O-(2-O-(trans-caffeoyl)-α-arabinofuranosyl)-β-glucopyranoside]-7,3'-O-di[6-O-(trans-caffeoyl)-β-glucopyranoside]

A: 13306-05-3
cyanidin

B: 5328-37-0
L-arabinose

C: 50-99-7
D-glucose

D: 331-39-5
caffeic acid

Conditions

Conditions	Yield
Acidic conditions;

...Expand

: 47705-70-4, 142506-26-1
cyanidin-3-O-glucoside

A: 99-50-3
3,4-Dihydroxybenzoic acid

B: 13306-05-3
cyanidin

C: 83-30-7
acide 2,4,6-trihydroxybenzoique

Conditions

Conditions	Yield
at 95℃; for 24h;

...Expand

: cyanidin 3-O-[2-O-(β-xylopyranosyl)-6-O-(4-O-(6-O-(trans-feruloyl)-β-glucopyranosyl)-trans-p-coumaroyl)-β-glucopyranoside]-5-O-[6-O-(malonyl)-β-glucopyranoside]

A: 1135-24-6
3-(4-hydroxy-3-methoxyphenyl)acrylic acid

B: 58-86-6
D-xylose

C: 13306-05-3
cyanidin

D: 50-99-7
D-glucose

E: 141-82-2
malonic acid

F para-coumaric acid: para-coumaric acid

Conditions

Conditions	Yield
With hydrogenchloride; water at 100℃; for 2h;

...Expand

: cyanidin 3-O-[2-O-(2-O-(trans-feruloyl)-β-xylopyranosyl)-6-O-(4-O-(β-glucopyranosyl)-trans-pcoumaroyl)-β-glucopyranoside]-5-O-[6-O-(malonyl)-β-glucopyranoside]

A: 1135-24-6
3-(4-hydroxy-3-methoxyphenyl)acrylic acid

B: 58-86-6
D-xylose

C: 13306-05-3
cyanidin

D: 50-99-7
D-glucose

E: 141-82-2
malonic acid

F: 7400-08-0
para-coumaric acid

Conditions

Conditions	Yield
With hydrogenchloride; water at 100℃; for 2h;

...Expand

: cyanidin 3-O-[2-O-(2-O-(trans-feruloyl)-β-xylopyranosyl)-6-O-(4-O-(6-O-(trans-feruloyl)-β-glucopyranosyl)-trans-p-coumar-oyl)-β-glucopyranoside]-5-O-[6-O-(malonyl)-β-glucopyranoside]

A: 1135-24-6
3-(4-hydroxy-3-methoxyphenyl)acrylic acid

B: 58-86-6
D-xylose

C: 13306-05-3
cyanidin

D: 50-99-7
D-glucose

E: 141-82-2
malonic acid

F: 7400-08-0
para-coumaric acid

Conditions

Conditions	Yield
With hydrogenchloride; water at 100℃; for 2h;

...Expand

: cyanidin 3-O-[2-O-(2-O-(trans-feruloyl)-3-O-(β-glucopyranosyl)-β-xylopyranosyl)-6-O-(4-O-(6-O-(trans-feruloyl)-β-glucopyranosyl)-trans-p-coumaroyl)-β-glucopyranoside]-5-O-[6-O-(malonyl)-β-glucopyranoside]

A: 1135-24-6
3-(4-hydroxy-3-methoxyphenyl)acrylic acid

B: 58-86-6
D-xylose

C: 13306-05-3
cyanidin

D: 50-99-7
D-glucose

E: 141-82-2
malonic acid

F: 7400-08-0
para-coumaric acid

Conditions

Conditions	Yield
With hydrogenchloride; water at 100℃; for 2h;

...Expand

: 47705-70-4, 142506-26-1
cyanidin 3-O-D-galactoside

: 13306-05-3
cyanidin

Conditions

Conditions	Yield
With hydrogenchloride In methanol; water at 100℃; for 0.5h;

: 1647116-56-0
cyanidin 3-O-[2-O-(2-O-(trans-feruloyl)-β-xylosyl)-6-O-(trans-feruloyl)-β-glucoside]-5-O-[6-O-(malonyl)-β-glucoside]

: 13306-05-3
cyanidin

Conditions

Conditions	Yield
With hydrogenchloride; water at 100℃; for 2h;

: cyanidin 3-O-[2-O-(2-O-(trans-sinapoyl)-β-xylopyranosyl)-6-O-(trans-feruloyl)-β-glucopyranoside]-5-O-[6-O-(malonyl)-β-glucopyranoside]

: 13306-05-3
cyanidin

Conditions

Conditions	Yield
With hydrogenchloride; water at 100℃; for 2h;

: 133-89-1
UDP-glucose

: 13306-05-3
cyanidin

: 2-(3,4-Dihydroxy-phenyl)-3,7-dihydroxy-5-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-chromenylium

Conditions

Conditions	Yield
With recombinant anthocyanin 5-O-glucosyltransferase In 2-methoxy-ethanol at 30℃; for 0.266667h; pH=8.0; Enzyme kinetics;

: 2140-58-1
adenosine-5'-(α-D-glucopyranosyl)diphosphate

: 13306-05-3
cyanidin

: 2-(3,4-Dihydroxy-phenyl)-3,7-dihydroxy-5-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-chromenylium

Conditions

Conditions	Yield
With recombinant anthocyanin 5-O-glucosyltransferase In 2-methoxy-ethanol at 30℃; for 0.266667h; pH=8.0; Enzyme kinetics;

: 133-89-1
UDP-glucose

: 13306-05-3
cyanidin

: 47705-70-4, 142506-26-1
cyanidin-3-O-glucoside

Conditions

Conditions	Yield
With Glycine max (L.) Merr. cv. Clark His6-UDP-glucose:flavonoid 3-O-glucosyltransferase at 30℃; pH=8; Kinetics; Concentration; aq. buffer; regiospecific reaction;
With 3-O-glycosyltransferase from Scutellaria baicalensis In aq. buffer at 45℃; for 1h; pH=9; Enzymatic reaction; regiospecific reaction;

: 13306-05-3
cyanidin

: 133-89-1, 2956-16-3, 7307-71-3, 7349-77-1, 16375-64-7, 16375-65-8, 16414-46-3, 17012-87-2, 25318-68-7, 78391-94-3, 99020-05-0, 99945-86-5
uridine-5'-diphosphogalactose

: 47705-70-4, 142506-26-1
cyanidin 3-O-D-galactoside

Conditions

Conditions	Yield
With Glycine max (L.) Merr. cv. Clark His6-UDP-glucose:flavonoid 3-O-glucosyltransferase at 30℃; for 0.05h; pH=8; aq. buffer; regiospecific reaction;

1-Benzopyrylium,2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy- Specification

The 1-Benzopyrylium,2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-, with the CAS registry number of 13306-05-3, is also known as 3,3',4',5,7-Pentahydroxyflavyliumchlorid. Its molecular formula is C₁₅H₁₁O₆ and molecular weight is 287.244240. What's more, its IUPAC name is 2-(3,4-Dihydroxyphenyl)chromenylium-3,5,7-triol. It is a natural organic compound. It is a particular type of anthocyanidin (not to be confused with anthocyanins which are glycosides of anthocyanidins).

Physical properties about the 1-Benzopyrylium,2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy- are: (1)#H bond acceptors: 6; (2)#H bond donors: 5; (3)#Freely Rotating Bonds: 6; (4)Polar Surface Area: 59.29 Å².

You can still convert the following datas into molecular structure:
(1) SMILES: Oc1ccc(cc1O)c3[o+]c2cc(O)cc(O)c2cc3O
(2) InChI: InChI=1/C15H10O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-6H,(H4-,16,17,18,19,20)/p+1
(3) InChIKey: VEVZSMAEJFVWIL-IKLDFBCSAG

Product Name

cyanidin

Synthetic route

1-Benzopyrylium,2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy- Specification

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