5,6-dihydroxy-1,1-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylic acid

• ChemBase ID: 126432
• Molecular Formular: C20H28O4
• Molecular Mass: 332.43392
• Monoisotopic Mass: 332.19875938
• SMILES: CC(C)c1c(c(c2c(c1)CCC1C2(CCCC1(C)C)C(=O)O)O)O
• Canonical SMILES: OC(=O)C12CCCC(C2CCc2c1c(O)c(c(c2)C(C)C)O)(C)C
• InChI: InChI=1S/C20H28O4/c1-11(2)13-10-12-6-7-14-19(3,4)8-5-9-20(14,18(23)24)15(12)17(22)16(13)21/h10-11,14,21-22H,5-9H2,1-4H3,(H,23,24)
• InChIKey: QRYRORQUOLYVBU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,6-dihydroxy-1,1-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylic acid
• IUPAC Traditional name: carnosic acid
• Synonyms: Salvin; Carnosic acid

Database IDs

• CAS Number: 3650-09-7
• PubChem SID: 162220766
• PubChem CID: 5024746; 65126
• CHEMBL: 484853
• Chemspider ID: 58635
• Wikipedia Title: Carnosic_acid

CALCULATED PROPERTIES

• LogD (pH = 7.4): 2.1704886
• Log P: 5.141634
• Molar Refractivity: 93.4058 cm^3
• Polarizability: 36.217587 Å^3
• Polar Surface Area: 77.76 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false
• Acid pKa: 4.2929454
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 3.9104488

PROPERTIES

Physical Property

• Melting Point: 185–190 °C