(2Z,6S)-6-[(3S,3aS,5aR,6S,7S,9bS)-6-(2-carboxyethyl)-3a,6,9b-trimethyl-7-(prop-1-en-2-yl)-1H,2H,3H,3aH,4H,5H,5aH,6H,7H,8H,9bH-cyclopenta[a]naphthalen-3-yl]-2-methylhept-2-enoic acid

• ChemBase ID: 305421
• Molecular Formular: C30H46O4
• Molecular Mass: 470.68384
• Monoisotopic Mass: 470.33960995
• SMILES: C(C[C@]1([C@@H](CC=C2[C@@H]1CC[C@@]1([C@]2(C)CC[C@H]1[C@@H](C)CC/C=C(/C)\C(=O)O)C)C(=C)C)C)C(=O)O
• Canonical SMILES: OC(=O)CC[C@@]1(C)[C@@H](CC=C2[C@@H]1CC[C@@]1([C@]2(C)CC[C@H]1[C@H](CC/C=C(\C(=O)O)/C)C)C)C(=C)C
• InChI: InChI=1S/C30H46O4/c1-19(2)22-11-12-25-24(28(22,5)16-15-26(31)32)14-18-29(6)23(13-17-30(25,29)7)20(3)9-8-10-21(4)27(33)34/h10,12,20,22-24H,1,8-9,11,13-18H2,2-7H3,(H,31,32)(H,33,34)/b21-10-/t20-,22-,23-,24-,28-,29-,30+/m0/s1
• InChIKey: VGVAABHRCNAZRM-UKFNWJJFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z,6S)-6-[(3S,3aS,5aR,6S,7S,9bS)-6-(2-carboxyethyl)-3a,6,9b-trimethyl-7-(prop-1-en-2-yl)-1H,2H,3H,3aH,4H,5H,5aH,6H,7H,8H,9bH-cyclopenta[a]naphthalen-3-yl]-2-methylhept-2-enoic acid
• IUPAC Traditional name: (2Z,6S)-6-[(3S,3aS,5aR,6S,7S,9bS)-6-(2-carboxyethyl)-3a,6,9b-trimethyl-7-(prop-1-en-2-yl)-1H,2H,3H,4H,5H,5aH,7H,8H-cyclopenta[a]naphthalen-3-yl]-2-methylhept-2-enoic acid
• Synonyms: 3,4-Secotirucalla-4(28),7,24- triene-3,26-dioic acid

Database IDs

• CAS Number: 159623-48-0

CALCULATED PROPERTIES

• Acid pKa: 4.569014
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 5.677235
• LogD (pH = 7.4): 2.142346
• Log P: 7.113194
• Molar Refractivity: 138.384 cm^3
• Polarizability: 54.093468 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder