(1R,4S,5R,9R,10S,11S,13R,14R,16S)-16-hydroxy-5,9,13-trimethyl-12-oxapentacyclo[11.2.1.111,14.01,10.04,9]heptadecane-5-carboxylic acid

• ChemBase ID: 305466
• Molecular Formular: C20H30O4
• Molecular Mass: 334.4498
• Monoisotopic Mass: 334.21440944
• SMILES: C1C[C@]([C@@H]2[C@@](C1)([C@H]1[C@]3(CC2)[C@@H]([C@]2([C@@H](C[C@@H]1O2)C3)C)O)C)(C(=O)O)C
• Canonical SMILES: OC(=O)[C@]1(C)CCC[C@@]2([C@@H]1CC[C@]13[C@H]2[C@@H]2C[C@@H](C1)[C@]([C@H]3O)(O2)C)C
• InChI: InChI=1S/C20H30O4/c1-17-6-4-7-18(2,16(22)23)13(17)5-8-20-10-11-9-12(14(17)20)24-19(11,3)15(20)21/h11-15,21H,4-10H2,1-3H3,(H,22,23)/t11-,12-,13-,14-,15+,17+,18+,19+,20+/m0/s1
• InChIKey: RNEBMVMFRKVVMY-GOCTUUHOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,4S,5R,9R,10S,11S,13R,14R,16S)-16-hydroxy-5,9,13-trimethyl-12-oxapentacyclo[11.2.1.1^1^1,^1^4.0^1,^1^0.0^4,^9]heptadecane-5-carboxylic acid
• IUPAC Traditional name: (1R,4S,5R,9R,10S,11S,13R,14R,16S)-16-hydroxy-5,9,13-trimethyl-12-oxapentacyclo[11.2.1.1^1^1,^1^4.0^1,^1^0.0^4,^9]heptadecane-5-carboxylic acid
• Synonyms: ent-11,16-Epoxy-15-hydroxykauran-19-oic acid

Database IDs

• CAS Number: 77658-46-9

CALCULATED PROPERTIES

• Acid pKa: 4.5181494
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.7505159
• LogD (pH = 7.4): -0.020035744
• Log P: 2.774212
• Molar Refractivity: 88.5581 cm^3
• Polarizability: 35.76518 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder