(2E,4E)-3-methyl-6-[(2R)-2,4,4-trimethyl-1-methylidene-2,3,4,5,6,7-hexahydro-1H-inden-2-yl]hexa-2,4-dienoic acid

• ChemBase ID: 6079
• Molecular Formular: C20H28O2
• Molecular Mass: 300.43512
• Monoisotopic Mass: 300.20893014
• SMILES: C1(CCCC2=C1C[C@](C2=C)(C/C=C/C(=C/C(=O)O)/C)C)(C)C
• Canonical SMILES: OC(=O)/C=C(/C=C/C[C@]1(C)CC2=C(C1=C)CCCC2(C)C)\C
• InChI: InChI=1S/C20H28O2/c1-14(12-18(21)22)8-6-11-20(5)13-17-16(15(20)2)9-7-10-19(17,3)4/h6,8,12H,2,7,9-11,13H2,1,3-5H3,(H,21,22)/b8-6+,14-12+/t20-/m1/s1
• InChIKey: HEVXQLBAMFMFKU-IAZPEVBMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E,4E)-3-methyl-6-[(2R)-2,4,4-trimethyl-1-methylidene-2,3,4,5,6,7-hexahydro-1H-inden-2-yl]hexa-2,4-dienoic acid
• IUPAC Traditional name: (2E,4E)-3-methyl-6-[(2R)-2,4,4-trimethyl-1-methylidene-3,5,6,7-tetrahydroinden-2-yl]hexa-2,4-dienoic acid
• Synonyms: 6-(2,3,4,5,6,7-HEXAHYDRO-2,4,4-TRIMETHYL-1-METYLENEINDEN-2-YL)-3-METHYLHEXA-2,4-DIENOIC ACID

Database IDs

• PubChem SID: 99444938; 160969504
• PubChem CID: 5289278

CALCULATED PROPERTIES

JChem

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.8708446
• LogD (pH = 7.4): 2.09518
• Log P: 4.668426
• Molar Refractivity: 93.6212 cm^3
• Polarizability: 35.673256 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true
• Acid pKa: 4.77701

ALOGPS 2.1

• Log P: 5.75
• LOG S: -4.53
• Solubility (Water): 8.92e-03 g/l

DETAILS

DrugBank - DB08467

Drug information: experimental