(2S,5S,7S,10R,11S,14S,15R)-5,7-bis(acetyloxy)-14-[2-(acetyloxy)acetyl]-11-hydroxy-15-methyltetracyclo[8.7.0.02,7.011,15]heptadecane-2-carboxylic acid

• ChemBase ID: 204664
• Molecular Formular: C27H38O10
• Molecular Mass: 522.58462
• Monoisotopic Mass: 522.24649742
• SMILES: [C@@]12([C@@](OC(=O)C)(C[C@@H](OC(=O)C)CC2)CC[C@H]2[C@@]3([C@@]([C@H](CC3)C(=O)COC(=O)C)(CCC12)C)O)C(=O)O
• Canonical SMILES: CC(=O)OCC(=O)[C@H]1CC[C@]2([C@]1(C)CCC1[C@H]2CC[C@]2([C@@]1(CC[C@@H](C2)OC(=O)C)C(=O)O)OC(=O)C)O
• InChI: InChI=1S/C27H38O10/c1-15(28)35-14-22(31)21-8-12-27(34)20-7-10-25(37-17(3)30)13-18(36-16(2)29)5-11-26(25,23(32)33)19(20)6-9-24(21,27)4/h18-21,34H,5-14H2,1-4H3,(H,32,33)/t18-,19?,20+,21+,24+,25-,26+,27-/m0/s1
• InChIKey: GADAHPHEPRHMOO-ZYGYZIEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,5S,7S,10R,11S,14S,15R)-5,7-bis(acetyloxy)-14-[2-(acetyloxy)acetyl]-11-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane-2-carboxylic acid
• IUPAC Traditional name: (2S,5S,7S,10R,11S,14S,15R)-5,7-bis(acetyloxy)-14-[2-(acetyloxy)acetyl]-11-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane-2-carboxylic acid

Database IDs

• PubChem SID: 164260574
• PubChem CID: 16401185

CALCULATED PROPERTIES

• Acid pKa: 4.0942945
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -0.04786988
• LogD (pH = 7.4): -1.731198
• Log P: 1.3713189
• Molar Refractivity: 126.7162 cm^3
• Polarizability: 51.240173 Å^3
• Polar Surface Area: 153.5 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds