(1R,7S,8R,9R)-9-[(1E,3E)-4-carboxy-4-methylbuta-1,3-dien-1-yl]-7-hydroxy-9-methyl-11-oxo-10-oxatricyclo[6.3.2.01,7]tridec-3-ene-4-carboxylic acid

• ChemBase ID: 304247
• Molecular Formular: C20H24O7
• Molecular Mass: 376.40036
• Monoisotopic Mass: 376.15220311
• SMILES: [C@]123[C@@](CCC(=CC1)C(=O)O)(O)[C@@H]([C@](OC2=O)(/C=C/C=C(/C(=O)O)\C)C)CC3
• Canonical SMILES: C/C(=C\C=C\[C@@]1(C)OC(=O)[C@]23[C@]([C@@H]1CC2)(O)CCC(=CC3)C(=O)O)/C(=O)O
• InChI: InChI=1S/C20H24O7/c1-12(15(21)22)4-3-8-18(2)14-7-10-19(17(25)27-18)9-5-13(16(23)24)6-11-20(14,19)26/h3-5,8,14,26H,6-7,9-11H2,1-2H3,(H,21,22)(H,23,24)/b8-3+,12-4+/t14-,18+,19+,20-/m0/s1
• InChIKey: QPFFEVMIQIJTGZ-XYWPTNBISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,7S,8R,9R)-9-[(1E,3E)-4-carboxy-4-methylbuta-1,3-dien-1-yl]-7-hydroxy-9-methyl-11-oxo-10-oxatricyclo[6.3.2.0^1,^7]tridec-3-ene-4-carboxylic acid
• IUPAC Traditional name: (1R,7S,8R,9R)-9-[(1E,3E)-4-carboxy-4-methylbuta-1,3-dien-1-yl]-7-hydroxy-9-methyl-11-oxo-10-oxatricyclo[6.3.2.0^1,^7]tridec-3-ene-4-carboxylic acid
• Synonyms: Deacetylpseudolaric acid C2

Database IDs

• CAS Number: 82508-36-9

CALCULATED PROPERTIES

• Acid pKa: 4.0092573
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -0.29828173
• LogD (pH = 7.4): -3.7791753
• Log P: 2.127254
• Molar Refractivity: 97.2109 cm^3
• Polarizability: 37.16944 Å^3
• Polar Surface Area: 121.13 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder

Product Information

• Purity: 98.0