(1S,3R,4S,5R,9R,10R)-3,10-dihydroxy-5,9-dimethyl-14-methylidene-15-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

• ChemBase ID: 304848
• Molecular Formular: C20H28O5
• Molecular Mass: 348.43332
• Monoisotopic Mass: 348.193674
• SMILES: C1C[C@]([C@@H]2[C@@](C1)([C@]1([C@]3(C[C@H]2O)C(=O)C(=C)C(CC1)C3)O)C)(C(=O)O)C
• Canonical SMILES: C=C1C2CC[C@@]3([C@](C1=O)(C2)C[C@@H](O)[C@H]1[C@@]3(C)CCC[C@@]1(C)C(=O)O)O
• InChI: InChI=1S/C20H28O5/c1-11-12-5-8-20(25)18(3)7-4-6-17(2,16(23)24)14(18)13(21)10-19(20,9-12)15(11)22/h12-14,21,25H,1,4-10H2,2-3H3,(H,23,24)/t12?,13-,14-,17-,18-,19-,20-/m1/s1
• InChIKey: UTVJJCFYCUPKOU-VIWGFXGCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3R,4S,5R,9R,10R)-3,10-dihydroxy-5,9-dimethyl-14-methylidene-15-oxotetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadecane-5-carboxylic acid
• IUPAC Traditional name: (1S,3R,4S,5R,9R,10R)-3,10-dihydroxy-5,9-dimethyl-14-methylidene-15-oxotetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadecane-5-carboxylic acid
• Synonyms: ent-6α,9α-Dihydroxy -15-oxokaur-16-en-19-oic acid

Database IDs

• CAS Number: 81264-00-8

CALCULATED PROPERTIES

• Acid pKa: 4.393195
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.2024593
• LogD (pH = 7.4): -0.5529144
• Log P: 2.3403246
• Molar Refractivity: 91.0752 cm^3
• Polarizability: 36.273705 Å^3
• Polar Surface Area: 94.83 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder

Product Information

• Purity: 96.5