(2S)-2-[(3S,4S)-3-carboxy-5,6,7-trihydroxy-1-oxo-3,4-dihydro-1H-2-benzopyran-4-yl]butanedioic acid

• ChemBase ID: 126488
• Molecular Formular: C14H12O11
• Molecular Mass: 356.23848
• Monoisotopic Mass: 356.0379612
• SMILES: c1c2c(c(c(c1O)O)O)[C@@H]([C@H](OC2=O)C(=O)O)[C@H](CC(=O)O)C(=O)O
• Canonical SMILES: OC(=O)C[C@@H]([C@@H]1[C@H](OC(=O)c2c1c(O)c(c(c2)O)O)C(=O)O)C(=O)O
• InChI: InChI=1S/C14H12O11/c15-5-1-4-7(10(19)9(5)18)8(3(12(20)21)2-6(16)17)11(13(22)23)25-14(4)24/h1,3,8,11,15,18-19H,2H2,(H,16,17)(H,20,21)(H,22,23)/t3-,8-,11-/m0/s1
• InChIKey: COZMWVAACFYLBI-XJEVXTIOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(3S,4S)-3-carboxy-5,6,7-trihydroxy-1-oxo-3,4-dihydro-1H-2-benzopyran-4-yl]butanedioic acid
• IUPAC Traditional name: (2S)-2-[(3S,4S)-3-carboxy-5,6,7-trihydroxy-1-oxo-3,4-dihydro-2-benzopyran-4-yl]butanedioic acid
• Synonyms: Chebulic acid

Database IDs

• CAS Number: 23725-05-5
• PubChem SID: 162220821
• PubChem CID: 25255065; 71308174
• Chemspider ID: 27470963
• Wikipedia Title: Chebulic_acid

CALCULATED PROPERTIES

• Acid pKa: 2.4930277
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): -6.393948
• LogD (pH = 7.4): -10.099667
• Log P: -0.24753217
• Molar Refractivity: 74.7444 cm^3
• Polarizability: 29.018131 Å^3
• Polar Surface Area: 198.89 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Brown powder