(2S)-2-hydroxy-2H-chromene-2-carboxylic acid

• ChemBase ID: 4606
• Molecular Formular: C10H8O4
• Molecular Mass: 192.16812
• Monoisotopic Mass: 192.04225874
• SMILES: OC(=O)[C@@]1(O)Oc2c(C=C1)cccc2
• Canonical SMILES: OC(=O)[C@]1(O)C=Cc2c(O1)cccc2
• InChI: InChI=1S/C10H8O4/c11-9(12)10(13)6-5-7-3-1-2-4-8(7)14-10/h1-6,13H,(H,11,12)/t10-/m0/s1
• InChIKey: LGYIZQLNYONEFJ-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-hydroxy-2H-chromene-2-carboxylic acid
• IUPAC Traditional name: (2S)-2-hydroxychromene-2-carboxylic acid
• Synonyms: (2S)-2-HYDROXY-2H-CHROMENE-2-CARBOXYLIC ACID

Database IDs

• PubChem SID: 99443423; 160968038
• PubChem CID: 16122570

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.8473983
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.7702622
• LogD (pH = 7.4): -1.6612223
• Log P: 1.8291622
• Molar Refractivity: 48.7667 cm^3
• Polarizability: 18.650272 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.92
• LOG S: -1.34
• Solubility (Water): 8.80e+00 g/l

DETAILS

DrugBank - DB06952

Drug information: experimental