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

• ChemBase ID: 209625
• Molecular Formular: C28H39NO9
• Molecular Mass: 533.61056
• Monoisotopic Mass: 533.26248183
• SMILES: [C@]12([C@@](C(=O)COC(=O)CCC(=O)NC(C(=O)O)CO)(CC[C@H]1[C@H]1[C@@H]([C@@]3(C(=CC(=O)CC3)CC1)C)CC2)O)C
• Canonical SMILES: OCC(C(=O)O)NC(=O)CCC(=O)OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C
• InChI: InChI=1S/C28H39NO9/c1-26-10-7-17(31)13-16(26)3-4-18-19(26)8-11-27(2)20(18)9-12-28(27,37)22(32)15-38-24(34)6-5-23(33)29-21(14-30)25(35)36/h13,18-21,30,37H,3-12,14-15H2,1-2H3,(H,29,33)(H,35,36)/t18-,19+,20+,21?,26+,27+,28+/m1/s1
• InChIKey: RESORBICGDCNNU-FJKCAGFSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-hydroxy-2-(4-{2-[(1S,2R,10R,11S,14R,15S)-14-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]-2-oxoethoxy}-4-oxobutanamido)propanoic acid
• IUPAC Traditional name: 3-hydroxy-2-(4-{2-[(1S,2R,10R,11S,14R,15S)-14-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]-2-oxoethoxy}-4-oxobutanamido)propanoic acid

Database IDs

• PubChem SID: 164265535
• PubChem CID: 16402872

CALCULATED PROPERTIES

• Acid pKa: 3.4270504
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -0.79519737
• LogD (pH = 7.4): -2.1294327
• Log P: 1.2664905
• Molar Refractivity: 134.6934 cm^3
• Polarizability: 53.167305 Å^3
• Polar Surface Area: 167.3 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds