Proanthocyanidin A4

Basic Information

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CAS Number

111466-29-6

Molecular Formula

C30H24O12

Molecular Weight

576.51 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

SMILES

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OC1Cc2c(O)cc3OC4(Oc5cc(O)cc(O)c5C(C4O)c3c2OC1c1ccc(O)c(O)c1)c1ccc(O)c(O)c1

InChI

InChI=1S/C30H24O12/c31-13-7-20(37)24-22(8-13)41-30(12-2-4-16(33)19(36)6-12)29(39)26(24)25-23(42-30)10-17(34)14-9-21(38)27(40-28(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,21,26-27,29,31-39H,9H2

InChIKey

NSEWTSAADLNHNH-UHFFFAOYSA-N

LogP

2.7935000000000008

Topological Polar Surface Area

209.75999999999996 Å²

Hydrogen Bond Donor/Acceptor

9 / 12

Complexity

1010

Safety Information

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Storage Conditions

2-8℃

Synonyms & References

English

8,14-Methano-2H,14H-1-benzopyrano[7,8-d][1,3]benzodioxocin-3,5,11,13,15-pentol,2,8-bis(3,4-dihydroxyphenyl)-3,4-dihydro-, (2S,3R,8S,14R,15R)-
Procyanidin A4
8,14-Methano-2H,14H-1-benzopyrano[7,8-d][1,3]benzodioxocin-3,5,11,13,15-pentol,2,8-bis(3,4-dihydroxyphenyl)-3,4-dihydro-, (2S
Proanthocyanidin A4
8,14-Methano-2H,14H-1-benzopyrano[7,8-d][1,3]benzodioxocin-3,5,11,13,15-pentol,2,8-bis(3,4-dihydroxyphenyl)-3,4-dihydro-, [2S-(2a,3b,8a,14a,15S*)]-
(2S,3R,8S,14R,15R)-2,8-Bis(3,4-dihydroxyphenyl)-3,4-dihydro-8,14-methano-2H,14H-1-benzopyrano[7,8-d][1,3]benzodioxocin-3,5,11,13,15-pentol
(13R)-5-(3,4-Dihydroxyphenyl)-13-(3,4,5-trihydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8
ent-Epigallocatechin-(2alpha-O-7,4alpha-8)-catechin

FAQ

What are the physical and chemical properties of Proanthocyanidin A4 (CAS: 111466-29-6)?

Proanthocyanidin A4 (CAS: 111466-29-6) is a polyphenol with a molecular weight of approximately 1,324.5 g/mol. It is insoluble in water but soluble in organic solvents like methanol and ethanol. Chemically, it exhibits reducing properties and can undergo reactions with metal ions, making it prone to oxidation and degradation under acidic or alkaline conditions.

How is Proanthocyanidin A4 (CAS: 111466-29-6) typically synthesized?

Proanthocyanidin A4 (CAS: 111466-29-6) is synthesized through the condensation of flavan-3-ol monomers. Common synthetic methods include the use of Lewis acids or organometallic catalysts, which lead to high yields and good selectivity. The synthesis typically involves multi-step reactions, ensuring high purity and molecular integrity.

What industries use Proanthocyanidin A4 (CAS: 111466-29-6)?

Proanthocyanidin A4 (CAS: 111466-29-6) finds applications in the pharmaceutical industry for its antioxidant and anti-inflammatory properties. It is also used in the food industry as a natural colorant and preservative. Additionally, it is explored in the cosmetic industry for its skin protection benefits and in the sensor industry for its unique chemical reactivity.

What precautions should be taken when handling Proanthocyanidin A4 (CAS: 111466-29-6)?

Proanthocyanidin A4 (CAS: 111466-29-6) should be handled in a fume hood to minimize exposure to air. Wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. Store in a cool, dry place away from heat sources and direct sunlight. In case of spill, immediately clean up using appropriate absorbent materials and refer to the Safety Data Sheet (SDS) for further instructions.