3-[(4S,7R,7aR)-3,7-dimethyl-2,4,5,6,7,7a-hexahydro-1H-inden-4-yl]-2-methylprop-2-enoic acid

• ChemBase ID: 157430
• Molecular Formular: C15H22O2
• Molecular Mass: 234.33398
• Monoisotopic Mass: 234.16197994
• SMILES: C[C@@H]1CC[C@H](C2=C(CC[C@H]12)C)/C=C(\C)/C(=O)O
• Canonical SMILES: C[C@@H]1CC[C@H](C2=C(CC[C@H]12)C)/C=C(/C(=O)O)\C
• InChI: InChI=1S/C15H22O2/c1-9-4-6-12(8-11(3)15(16)17)14-10(2)5-7-13(9)14/h8-9,12-13H,4-7H2,1-3H3,(H,16,17)/t9-,12+,13-/m1/s1
• InChIKey: FEBNTWHYQKGEIQ-JIMOISOXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(4S,7R,7aR)-3,7-dimethyl-2,4,5,6,7,7a-hexahydro-1H-inden-4-yl]-2-methylprop-2-enoic acid
• IUPAC Traditional name: 3-[(4S,7R,7aR)-3,7-dimethyl-2,4,5,6,7,7a-hexahydro-1H-inden-4-yl]-2-methylprop-2-enoic acid
• Synonyms: (2E)-3-[(4S,7R,7aR)-2,4,5,6,7,7a-Hexadydro-3,7-dimethyl- 1H-inden-4-yl]-2-methyl-2-propenoic acid; Valerenic acid; (2E)-3-[(4S,7R,7aR)-2,4,5,6,7,7a-六氢-3,7-二甲基-1H-茚-4-基]-2-甲基-2-丙烯酸; 缬草烯酸

Database IDs

• CAS Number: 3569-10-6
• MDL Number: MFCD00075694
• Beilstein Number: 3138020
• PubChem SID: 24873924; 162251567
• PubChem CID: 6440940

CALCULATED PROPERTIES

• Acid pKa: 5.055678
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.0190434
• LogD (pH = 7.4): 1.2775675
• Log P: 3.5963824
• Molar Refractivity: 70.049 cm^3
• Polarizability: 26.92679 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98.0% (HPLC)
• Grade: analytical standard; primary reference standard
• Empirical Formula (Hill Notation): C15H22O2

DETAILS

Sigma Aldrich - 02010595

Application
Reference standard in the analysis of herbal medicinal products.
General description
Produced and qualified by HWI AnalytikExact content by quantitative NMR can be found on the certificate

Sigma Aldrich - 51964

Other Notes
Constituent of Valeriana officinalis1