(1R,2R,5S,8R,10R,13R,14R,16Z)-1,2,14,18,18-pentamethyl-16-[(3-nitrophenyl)methylidene]-17-oxo-8-(prop-1-en-2-yl)pentacyclo[11.8.0.02,10.05,9.014,19]henicosane-5-carboxylic acid

• ChemBase ID: 195159
• Molecular Formular: C37H49NO5
• Molecular Mass: 587.78866
• Monoisotopic Mass: 587.36107367
• SMILES: [C@]12([C@@H]3[C@]([C@]4([C@@H](C5[C@@](C(=O)O)(CC4)CC[C@H]5C(=C)C)CC3)C)(CCC1C(C(=O)/C(=C\c1cc([N+](=O)[O-])ccc1)/C2)(C)C)C)C
• Canonical SMILES: CC(=C)[C@@H]1CC[C@]2(C1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CCC1[C@]3(C)C/C(=C/c2cccc(c2)[N+](=O)[O-])/C(=O)C1(C)C)C(=O)O
• InChI: InChI=1S/C37H49NO5/c1-22(2)26-13-16-37(32(40)41)18-17-35(6)27(30(26)37)11-12-29-34(5)21-24(19-23-9-8-10-25(20-23)38(42)43)31(39)33(3,4)28(34)14-15-36(29,35)7/h8-10,19-20,26-30H,1,11-18,21H2,2-7H3,(H,40,41)/b24-19-/t26-,27+,28?,29+,30?,34-,35+,36+,37-/m0/s1
• InChIKey: FXOJJICNCZRBFI-UFUSRZAKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,5S,8R,10R,13R,14R,16Z)-1,2,14,18,18-pentamethyl-16-[(3-nitrophenyl)methylidene]-17-oxo-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0^2,^1^0.0^5,^9.0^1^4,^1^9]henicosane-5-carboxylic acid
• IUPAC Traditional name: (1R,2R,5S,8R,10R,13R,14R,16Z)-1,2,14,18,18-pentamethyl-16-[(3-nitrophenyl)methylidene]-17-oxo-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0^2,^1^0.0^5,^9.0^1^4,^1^9]henicosane-5-carboxylic acid

Database IDs

• PubChem SID: 164251069
• PubChem CID: 16398514

CALCULATED PROPERTIES

• Acid pKa: 4.7756605
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 8.398983
• LogD (pH = 7.4): 6.623255
• Log P: 9.197698
• Molar Refractivity: 169.2743 cm^3
• Polarizability: 65.80091 Å^3
• Polar Surface Area: 100.19 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds