(1R,4aR,4bS)-1,4a-dimethyl-7-(propan-2-ylidene)-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthrene-1-carboxylic acid

• ChemBase ID: 157846
• Molecular Formular: C20H30O2
• Molecular Mass: 302.451
• Monoisotopic Mass: 302.2245802
• SMILES: CC(=C1CC[C@H]2C(=C1)CCC1[C@@]2(CCC[C@@]1(C)C(=O)O)C)C
• Canonical SMILES: CC(=C1CC[C@H]2C(=C1)CCC1[C@]2(C)CCC[C@@]1(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/h12,16-17H,5-11H2,1-4H3,(H,21,22)/t16-,17?,19+,20+/m0/s1
• InChIKey: KGMSWPSAVZAMKR-RMGPQRKISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,4aR,4bS)-1,4a-dimethyl-7-(propan-2-ylidene)-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthrene-1-carboxylic acid
• IUPAC Traditional name: (1R,4aR,4bS)-1,4a-dimethyl-7-(propan-2-ylidene)-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid
• Synonyms: Neoabietic acid; 新松脂酸

Database IDs

• CAS Number: 471-77-2
• MDL Number: MFCD01699019
• Beilstein Number: 2702391
• PubChem SID: 24886356; 162251982
• PubChem CID: 16218440

CALCULATED PROPERTIES

• Acid pKa: 4.589961
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.9495244
• LogD (pH = 7.4): 2.174034
• Log P: 4.9089074
• Molar Refractivity: 90.9476 cm^3
• Polarizability: 35.413227 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• RTECS: TP8740000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (GC)
• Grade: analytical standard
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C20H30O2

DETAILS

Sigma Aldrich - 72066

Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 72066.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.