2-(4-{2-[(1S,2R,10S,11S,14R,15S)-14-hydroxy-2,15-dimethyl-5,17-dioxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl]-2-oxoethoxy}-4-oxobutanamido)acetic acid

• ChemBase ID: 210149
• Molecular Formular: C27H35NO9
• Molecular Mass: 517.5681
• Monoisotopic Mass: 517.23118171
• SMILES: [C@]12([C@@](C(=O)COC(=O)CCC(=O)NCC(=O)O)(CC[C@H]1[C@H]1[C@@H]([C@@]3(C(=CC(=O)CC3)CC1)C)C(=O)C2)O)C
• Canonical SMILES: O=C(NCC(=O)O)CCC(=O)OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)CC(=O)[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C
• InChI: InChI=1S/C27H35NO9/c1-25-9-7-16(29)11-15(25)3-4-17-18-8-10-27(36,26(18,2)12-19(30)24(17)25)20(31)14-37-23(35)6-5-21(32)28-13-22(33)34/h11,17-18,24,36H,3-10,12-14H2,1-2H3,(H,28,32)(H,33,34)/t17-,18-,24+,25-,26-,27-/m0/s1
• InChIKey: ZXEULDJSILFOED-LXRDHYAESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-{2-[(1S,2R,10S,11S,14R,15S)-14-hydroxy-2,15-dimethyl-5,17-dioxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]-2-oxoethoxy}-4-oxobutanamido)acetic acid
• IUPAC Traditional name: (4-{2-[(1S,2R,10S,11S,14R,15S)-14-hydroxy-2,15-dimethyl-5,17-dioxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]-2-oxoethoxy}-4-oxobutanamido)acetic acid

Database IDs

• PubChem SID: 164266059
• PubChem CID: 16403149

CALCULATED PROPERTIES

• Acid pKa: 3.5232801
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -1.1478983
• LogD (pH = 7.4): -2.5469186
• Log P: 0.8213856
• Molar Refractivity: 129.3231 cm^3
• Polarizability: 50.80218 Å^3
• Polar Surface Area: 164.14 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds