4-(4-{2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-14-yl]-2-oxoethoxy}-4-oxobutanamido)-3-phenylbutanoic acid

• ChemBase ID: 209645
• Molecular Formular: C35H43NO9
• Molecular Mass: 621.71722
• Monoisotopic Mass: 621.29378196
• SMILES: [C@]12([C@@](C(=O)COC(=O)CCC(=O)NCC(CC(=O)O)c3ccccc3)(CC[C@H]1[C@H]1[C@@H]([C@@]3(C(=CC(=O)C=C3)CC1)C)[C@H](C2)O)O)C
• Canonical SMILES: O=C(OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2CCC2=CC(=O)C=C[C@]12C)CCC(=O)NCC(c1ccccc1)CC(=O)O
• InChI: InChI=1S/C35H43NO9/c1-33-14-12-24(37)17-23(33)8-9-25-26-13-15-35(44,34(26,2)18-27(38)32(25)33)28(39)20-45-31(43)11-10-29(40)36-19-22(16-30(41)42)21-6-4-3-5-7-21/h3-7,12,14,17,22,25-27,32,38,44H,8-11,13,15-16,18-20H2,1-2H3,(H,36,40)(H,41,42)/t22?,25-,26-,27-,32+,33-,34-,35-/m0/s1
• InChIKey: VHXRBFDBXXELMF-ATDCQFBXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(4-{2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]-2-oxoethoxy}-4-oxobutanamido)-3-phenylbutanoic acid
• IUPAC Traditional name: 4-(4-{2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]-2-oxoethoxy}-4-oxobutanamido)-3-phenylbutanoic acid

Database IDs

• PubChem SID: 164265555
• PubChem CID: 16402882

CALCULATED PROPERTIES

• Acid pKa: 4.240375
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): 1.1775923
• LogD (pH = 7.4): -0.54744107
• Log P: 2.4581456
• Molar Refractivity: 165.3626 cm^3
• Polarizability: 64.27535 Å^3
• Polar Surface Area: 167.3 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Description: Diastereomers
• Classification: Rare Derivatives of Natural Compounds