(1R,2R,4S,5R,7S,11S,14S,15R)-4,5,7,11-tetrahydroxy-2,15-dimethyl-14-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]tetracyclo[8.7.0.02,7.011,15]heptadec-9-en-8-one

• ChemBase ID: 131339
• Molecular Formular: C27H44O8
• Molecular Mass: 496.63346
• Monoisotopic Mass: 496.30361837
• SMILES: C[C@]12CC[C@H]3C(=CC(=O)[C@]4([C@@]3(C[C@@H]([C@@H](C4)O)O)C)O)[C@@]1(CC[C@@H]2[C@](C)([C@@H](CCC(C)(C)O)O)O)O
• Canonical SMILES: O[C@H]1C[C@]2(C)[C@H]3CC[C@]4([C@@](C3=CC(=O)[C@@]2(C[C@H]1O)O)(O)CC[C@@H]4[C@]([C@@H](CCC(O)(C)C)O)(O)C)C
• InChI: InChI=1S/C27H44O8/c1-22(2,32)9-8-20(30)25(5,33)19-7-11-26(34)16-12-21(31)27(35)14-18(29)17(28)13-24(27,4)15(16)6-10-23(19,26)3/h12,15,17-20,28-30,32-35H,6-11,13-14H2,1-5H3/t15-,17-,18+,19-,20+,23+,24+,25+,26+,27+/m0/s1
• InChIKey: GMFLGNRCCFYOKL-ACCCYTKYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,4S,5R,7S,11S,14S,15R)-4,5,7,11-tetrahydroxy-2,15-dimethyl-14-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-9-en-8-one
• IUPAC Traditional name: polypodine B
• Synonyms: Polypodine B; (20R,22R)-2β,3β,5α,14α,20,22,25-七羟基胆甾-7-烯-6-酮; 脱皮甾酮 B

Database IDs

• CAS Number: 18069-14-2
• PubChem SID: 162225617
• PubChem CID: 441833

CALCULATED PROPERTIES

• Acid pKa: 12.492165
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): -0.21035697
• LogD (pH = 7.4): -0.21036044
• Log P: -0.21035692
• Molar Refractivity: 130.2322 cm^3
• Polarizability: 51.783863 Å^3
• Polar Surface Area: 158.68 Å^2
• Rotatable Bonds: 5
• 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: -20°C