5-(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)pentanoic acid

• ChemBase ID: 210421
• Molecular Formular: C30H41NO9
• Molecular Mass: 559.64784
• Monoisotopic Mass: 559.2781319
• SMILES: [C@]12([C@@](C(=O)COC(=O)CCC(=O)NCCCCC(=O)O)(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)NCCCCC(=O)O
• InChI: InChI=1S/C30H41NO9/c1-28-12-10-19(32)15-18(28)6-7-20-21-11-13-30(39,29(21,2)16-22(33)27(20)28)23(34)17-40-26(38)9-8-24(35)31-14-4-3-5-25(36)37/h10,12,15,20-22,27,33,39H,3-9,11,13-14,16-17H2,1-2H3,(H,31,35)(H,36,37)/t20-,21-,22-,27+,28-,29-,30-/m0/s1
• InChIKey: WLDUSSQBJHWPJZ-HINYIVJSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(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)pentanoic acid
• IUPAC Traditional name: 5-(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)pentanoic acid

Database IDs

• PubChem SID: 164266331
• PubChem CID: 16403288

CALCULATED PROPERTIES

• Acid pKa: 4.5326657
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): 0.39332485
• LogD (pH = 7.4): -1.3784477
• Log P: 1.4039375
• Molar Refractivity: 145.397 cm^3
• Polarizability: 56.57626 Å^3
• Polar Surface Area: 167.3 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds