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

• ChemBase ID: 157296
• Molecular Formular: C30H26O12
• Molecular Mass: 578.52024
• Monoisotopic Mass: 578.14242627
• SMILES: c1cc(c(cc1[C@@H]1[C@H](Cc2c(cc(c(c2O1)[C@H]1c2c(cc(cc2O[C@@H]([C@@H]1O)c1ccc(c(c1)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]([C@H](C2)O)c1ccc(c(c1)O)O)O)O)c1ccc(c(c1)O)O
• InChI: InChI=1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2/t22-,26+,27+,28+,29+/m0/s1
• InChIKey: XFZJEEAOWLFHDH-UKWJTHFESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol
• IUPAC Traditional name: procyanidin B1
• Synonyms: cis,trans′′-4,8′′-Bi-(3,3′,4′,5,7-Pentahydroxyflavane); Procyanidin B1; 顺式,反式′′-4,8′′-二-(3,3′,4′,5,7-五羟基黄烷); 原花青素 B1

Database IDs

• CAS Number: 20315-25-7
• MDL Number: MFCD01861512
• PubChem SID: 162251433; 24851692
• PubChem CID: 11250133

CALCULATED PROPERTIES

• Acid pKa: 8.693249
• H Acceptors: 12
• H Donor: 10
• LogD (pH = 5.5): 3.1154685
• LogD (pH = 7.4): 3.093928
• Log P: 3.115745
• Molar Refractivity: 146.508 cm^3
• Polarizability: 56.124237 Å^3
• Polar Surface Area: 220.76 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥90% (HPLC)
• Grade: analytical standard
• Empirical Formula (Hill Notation): C30H26O12