(1R,4aR,4bS,7S,10aR)-7-ethenyl-1,4a,7-trimethyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthrene-1-carboxylic acid

• ChemBase ID: 106076
• Molecular Formular: C20H30O2
• Molecular Mass: 302.451
• Monoisotopic Mass: 302.2245802
• SMILES: C=C[C@]1(C)CC[C@H]2C(=C1)CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(=O)O
• Canonical SMILES: C=C[C@]1(C)CC[C@H]2C(=C1)CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(=O)O
• InChI: InChI=1S/C20H30O2/c1-5-18(2)12-9-15-14(13-18)7-8-16-19(15,3)10-6-11-20(16,4)17(21)22/h5,13,15-16H,1,6-12H2,2-4H3,(H,21,22)/t15-,16+,18+,19+,20+/m0/s1
• InChIKey: MHVJRKBZMUDEEV-APQLOABGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,4aR,4bS,7S,10aR)-7-ethenyl-1,4a,7-trimethyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthrene-1-carboxylic acid
• IUPAC Traditional name: pimaric acid
• Synonyms: PIMARIC ACID; Pimara-8(14),15-dien-19-oic Acid; Δ8(14)-Pimaric Acid; α-Pimaric Acid; (1R,4aR,4bS,7S,10aR)-7-Ethenyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-1,4a,7-trimethyl-1-phenanthrenecarboxylic Acid; 13α-Methyl-13-vinylpodocarp-8(14)-en-15-oic acid; 8(14),15-Pimaradien-18-oic Acid; Dextropimaric Acid; NSC 2956; Pimaric acid

Database IDs

• CAS Number: 127-27-5
• PubChem SID: 162089007
• PubChem CID: 220338
• Wikipedia Title: Pimaric_acid

CALCULATED PROPERTIES

• Acid pKa: 4.8046494
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 4.292683
• LogD (pH = 7.4): 2.518545
• Log P: 5.0671844
• Molar Refractivity: 90.3348 cm^3
• Polarizability: 35.413227 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder

Safety Information

• Storage Condition: Room Temperature (15-30°C)

Product Information

• Purity: 80.0

DETAILS

Toronto Research Chemicals - P445100

A novel activators of large-conductance Ca2+-activated K+ channel α-subunit.

REFERENCES

• Imaizumei, Y. et al.: Mol. Pharmacol., 62, 836 (2002)
• Chang, S. et al.: AM. J. Physiol., 298, F1416 (2002)