(1S,4aR)-1,4a-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,4b,5,6,10,10a-decahydrophenanthrene-1-carboxylic acid

• ChemBase ID: 302364
• Molecular Formular: C20H30O2
• Molecular Mass: 302.451
• Monoisotopic Mass: 302.2245802
• SMILES: CC(C)C1=CC2=CCC3[C@@](C2CC1)(CCC[C@]3(C)C(=O)O)C
• Canonical SMILES: CC(C1=CC2=CCC3[C@](C2CC1)(C)CCC[C@]3(C)C(=O)O)C
• InChI: InChI=1S/C20H30O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h7,12-13,16-17H,5-6,8-11H2,1-4H3,(H,21,22)/t16?,17?,19-,20+/m1/s1
• InChIKey: RSWGJHLUYNHPMX-TZJYRCSTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4aR)-1,4a-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,4b,5,6,10,10a-decahydrophenanthrene-1-carboxylic acid
• IUPAC Traditional name: (1S,4aR)-7-isopropyl-1,4a-dimethyl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid
• Synonyms: Abietic acid; 松香酸, tech; 松香酸

Database IDs

• CAS Number: 514-10-3
• EC Number: 208-178-3
• MDL Number: MFCD03423567
• Beilstein Number: 2221451
• Merck Index: 147

CALCULATED PROPERTIES

• Acid pKa: 4.589813
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.9930508
• LogD (pH = 7.4): 2.2175677
• Log P: 4.952565
• Molar Refractivity: 91.2142 cm^3
• Polarizability: 35.413227 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Crystalline
• Melting Point: 148-152°C

Safety Information

• Storage Warning: Air Sensitive
• RTECS: TP8580000
• European Hazard Symbols: Irritant (Xi)
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 90+%; tech. 75%

REFERENCES

• Useful precursor for synthesis of various natural products including diterpenes and steroids. Review: Sci. Pharm., 53, 173 (1985).