(1R,2S,6R,7R,12R)-2,6-dimethyl-12-(propan-2-yl)-13,14-dioxatetracyclo[10.2.2.01,10.02,7]hexadec-10-ene-6-carboxylic acid

• ChemBase ID: 305826
• Molecular Formular: C20H30O4
• Molecular Mass: 334.4498
• Monoisotopic Mass: 334.21440944
• SMILES: C1C[C@@]([C@H]2[C@](C1)([C@]13C(=C[C@@](CC1)(C(C)C)OO3)CC2)C)(C)C(=O)O
• Canonical SMILES: CC([C@@]12CC[C@@]3(OO1)C(=C2)CC[C@@H]1[C@]3(C)CCC[C@@]1(C)C(=O)O)C
• InChI: InChI=1S/C20H30O4/c1-13(2)19-10-11-20(24-23-19)14(12-19)6-7-15-17(3,16(21)22)8-5-9-18(15,20)4/h12-13,15H,5-11H2,1-4H3,(H,21,22)/t15-,17+,18-,19-,20+/m0/s1
• InChIKey: OOHFJWCHEFCJDC-AXDKOMKPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,6R,7R,12R)-2,6-dimethyl-12-(propan-2-yl)-13,14-dioxatetracyclo[10.2.2.0^1,^1^0.0^2,^7]hexadec-10-ene-6-carboxylic acid
• IUPAC Traditional name: (1R,2S,6R,7R,12R)-12-isopropyl-2,6-dimethyl-13,14-dioxatetracyclo[10.2.2.0^1,^1^0.0^2,^7]hexadec-10-ene-6-carboxylic acid
• Synonyms: 9α,13α-Epidioxyabiet-8(14)-en-18-oic acid

Database IDs

• CAS Number: 116499-73-1

CALCULATED PROPERTIES

• Acid pKa: 4.2928634
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.3880534
• LogD (pH = 7.4): 1.6511015
• Log P: 4.6192794
• Molar Refractivity: 90.7606 cm^3
• Polarizability: 36.313404 Å^3
• Polar Surface Area: 55.76 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder