2,4-dihydroxy-3-[(1R,6R)-3-methyl-6-(prop-1-en-2-yl)cyclohex-2-en-1-yl]-6-pentylbenzoic acid

• ChemBase ID: 156362
• Molecular Formular: C22H30O4
• Molecular Mass: 358.4712
• Monoisotopic Mass: 358.21440944
• SMILES: CCCCCc1cc(c(c(c1C(=O)O)O)[C@@H]1C=C(CC[C@H]1C(=C)C)C)O
• Canonical SMILES: CCCCCc1cc(O)c(c(c1C(=O)O)O)[C@@H]1C=C(C)CC[C@H]1C(=C)C
• InChI: InChI=1S/C22H30O4/c1-5-6-7-8-15-12-18(23)20(21(24)19(15)22(25)26)17-11-14(4)9-10-16(17)13(2)3/h11-12,16-17,23-24H,2,5-10H2,1,3-4H3,(H,25,26)/t16-,17+/m0/s1
• InChIKey: WVOLTBSCXRRQFR-DLBZAZTESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,4-dihydroxy-3-[(1R,6R)-3-methyl-6-(prop-1-en-2-yl)cyclohex-2-en-1-yl]-6-pentylbenzoic acid
• IUPAC Traditional name: cannabidiolic acid
• Synonyms: CBDA; Cannabidiolic acid; 大麻二酚酸

Database IDs

• CAS Number: 1244-58-2
• PubChem SID: 162250500
• PubChem CID: 160570

CALCULATED PROPERTIES

• Acid pKa: 2.9122612
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 4.0909233
• LogD (pH = 7.4): 3.1463504
• Log P: 6.632784
• Molar Refractivity: 105.7871 cm^3
• Polarizability: 40.192265 Å^3
• Polar Surface Area: 77.76 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Drug Control: USDEA Schedule I; Home Office Schedule 1; regulated under CDSA - not available from Sigma-Aldrich Canada
• Storage Temperature: -20°C

Product Information

• Purity: ≥95% (HPLC)
• Grade: analytical standard, for drug analysis
• Suitability: in accordance for H-NMR
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C22H30O4