Cinnamtannin B1
Basic information
- CAS
88082-60-4- Standard SMILES
Oc1cc(O)c2c(c1)O[C@@]1(c3ccc(O)c(O)c3)Oc3cc(O)c4c(c3[C@@H]2[C@H]1O)O[C@H](c1ccc(O)c(O)c1)[C@H](O)[C@H]4c1c(O)cc(O)c2c1O[C@H](c1ccc(O)c(O)c1)[C@H](O)C2- InChIKey
BYSRPHRKESMCPO-LQNPQWRQSA-N- Molecular formula
- C45H36O18
- Average molar mass
- 864.8 g/mol
- Monoisotopic mass
- 864.1901643
Overview
Cinnamtannin B-1 is a proanthocyanidin found in Cinnamomum cassia and Cinnamomum zeylanicum. It has a role as a cyclooxygenase 2 inhibitor and a plant metabolite.
Names & identifiers
- Preferred name
- Cinnamtannin B1
- IUPAC
- (1R,5R,6R,7S,13S,21R)-5,13-bis(3,4-dihydroxyphenyl)-7-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol
- English name
- Cinnamtannin B-1
- Molecular formula
- C45H36O18
- Molecular weight
- 864.76
Names & synonyms
Cinnamtannin B1cinnamtannin B-188082-60-4CHEBI:69304DTXSID601030258(1R,5R,6R,7S,13S,21R)-5,13-bis(3,4-dihydroxyphenyl)-7-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol(1R,5R,6R,7S,13S,21R)-5,13-bis(3,4-dihydroxyphenyl)-7-((2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl)-4,12,14-trioxapentacyclo(11.7.1.02,11.03,8.015,20)henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol8,14-Methano-2H,14H-1-benzopyrano(7,8-d)(1,3)benzodioxocin-3,5,11,13,15-pentol, 2,8-bis(3,4-dihydroxyphenyl)-4-((2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-3,5,7-trihydroxy-2H-1-benzopyran-8-yl)-3,4-dihydro-, (2R,3R,4S,8S,14R,15R)-RefChem:32520DTXCID8015153578,14-Methano-2H,14H-1-benzopyrano[7,8-d][1,3]benzodioxocin-3,5,11,13,15-pentol, 2,8-bis(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-3,5,7-trihydroxy-2H-1-benzopyran-8-yl]-3,4-dihydro-, (2R,3R,4S,8S,14R,15R)-
Properties
Computed structural properties
- XLogP
- 3.3
- Topological polar surface area
- 320 Ų
- Hydrogen bond donors
- 14
- Hydrogen bond acceptors
- 18
- Rotatable bonds
- 4
- Heavy atoms
- 63
- Formal charge
- 0
- Complexity
- 1,610
Physicochemical properties
- Melting point
- 203 · 203-206 °C (decomp)
- Density
- 1.789 · 1.789±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- DMSO:Water (1:1): Soluble; Ethanol: Soluble; Methanol: Soluble
- form
- Brown solid.
- pka
- 8.76 · 8.76±0.70(Predicted)
- color
- Brown
- FDA UNII
- 1059 K9GIN · H1059K9GIN
Chemistry & industry
Pharmacology
Cellular LocationsMembrane
Applications
UsesCinnamtannin B-1 is a potent antioxidant and Cox-2 inhibitor.
Additional notes
DefinitionChEBI: Cinnamtannin B-1 is a proanthocyanidin found in Cinnamomum cassia and Cinnamomum zeylanicum. It has a role as a cyclooxygenase 2 inhibitor and a plant metabolite.
Related reactions
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Compound notes
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