4-{[(1S,2S,4S,8S,9S,12S,13R,16R)-6-[(3S)-4-acetamido-3-methylbutyl]-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-6,18-dien-16-yl]oxy}-4-oxobutanoic acid

• ChemBase ID: 208116
• Molecular Formular: C33H49NO6
• Molecular Mass: 555.74526
• Monoisotopic Mass: 555.35598829
• SMILES: [C@@]12([C@H]([C@H]3[C@@H]([C@@]4(C(=CC3)C[C@H](OC(=O)CCC(=O)O)CC4)C)CC2)C[C@H]2[C@@H]1C(=C(O2)CC[C@@H](CNC(=O)C)C)C)C
• Canonical SMILES: C[C@@H](CCC1=C(C)[C@H]2[C@@H](O1)C[C@@H]1[C@]2(C)CC[C@H]2[C@H]1CC=C1[C@]2(C)CC[C@H](C1)OC(=O)CCC(=O)O)CNC(=O)C
• InChI: InChI=1S/C33H49NO6/c1-19(18-34-21(3)35)6-9-27-20(2)31-28(40-27)17-26-24-8-7-22-16-23(39-30(38)11-10-29(36)37)12-14-32(22,4)25(24)13-15-33(26,31)5/h7,19,23-26,28,31H,6,8-18H2,1-5H3,(H,34,35)(H,36,37)/t19-,23+,24+,25-,26-,28-,31-,32-,33-/m0/s1
• InChIKey: CRMKRURKTFORIA-PCQAQKFGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[(1S,2S,4S,8S,9S,12S,13R,16R)-6-[(3S)-4-acetamido-3-methylbutyl]-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.0^2,^9.0^4,^8.0^1^3,^1^8]icosa-6,18-dien-16-yl]oxy}-4-oxobutanoic acid
• IUPAC Traditional name: 4-{[(1S,2S,4S,8S,9S,12S,13R,16R)-6-[(3S)-4-acetamido-3-methylbutyl]-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.0^2,^9.0^4,^8.0^1^3,^1^8]icosa-6,18-dien-16-yl]oxy}-4-oxobutanoic acid

Database IDs

• PubChem SID: 164264026
• PubChem CID: 16402092

CALCULATED PROPERTIES

• Acid pKa: 4.06623
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.3763974
• LogD (pH = 7.4): 0.7025531
• Log P: 3.822423
• Molar Refractivity: 154.593 cm^3
• Polarizability: 60.569607 Å^3
• Polar Surface Area: 101.93 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds