(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

• ChemBase ID: 157604
• Molecular Formular: C45H38O18
• Molecular Mass: 866.77242
• Monoisotopic Mass: 866.20581438
• SMILES: c1cc(c(cc1[C@@H]1[C@@H](Cc2c(cc(c(c2O1)[C@H]1c2c(cc(c(c2O[C@@H]([C@@H]1O)c1ccc(c(c1)O)O)[C@H]1c2c(cc(cc2O[C@@H]([C@@H]1O)c1ccc(c(c1)O)O)O)O)O)O)O)O)O)O)O
• Canonical SMILES: Oc1cc(O)c2c(c1)O[C@@H]([C@@H]([C@H]2c1c(O)cc(c2c1O[C@H](c1ccc(c(c1)O)O)[C@@H]([C@H]2c1c(O)cc(c2c1O[C@@H]([C@@H](C2)O)c1ccc(c(c1)O)O)O)O)O)O)c1ccc(c(c1)O)O
• InChI: InChI=1S/C45H38O18/c46-18-10-27(54)33-32(11-18)61-42(16-2-5-21(48)25(52)8-16)39(59)37(33)35-29(56)14-30(57)36-38(40(60)43(63-45(35)36)17-3-6-22(49)26(53)9-17)34-28(55)13-23(50)19-12-31(58)41(62-44(19)34)15-1-4-20(47)24(51)7-15/h1-11,13-14,31,37-43,46-60H,12H2/t31-,37-,38+,39-,40-,41-,42-,43-/m1/s1
• InChIKey: MOJZMWJRUKIQGL-XILRTYJMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol
• IUPAC Traditional name: proanthocyanidin C1
• Synonyms: Procyanidol C1; Procyanidin C1

Database IDs

• CAS Number: 37064-30-5
• PubChem SID: 162251741
• PubChem CID: 169853

CALCULATED PROPERTIES

• Acid pKa: 8.640135
• H Acceptors: 18
• H Donor: 15
• LogD (pH = 5.5): 4.4360704
• LogD (pH = 7.4): 4.4117346
• Log P: 4.4363832
• Molar Refractivity: 219.0163 cm^3
• Polarizability: 83.82827 Å^3
• Polar Surface Area: 331.14 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥75.0% (HPLC)
• Grade: analytical standard
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C45H38O18