3-[8,8-bis(2-carboxyethyl)-8a-hydroxy-2-oxo-octahydro-2H-1-benzopyran-4a-yl]propanoic acid

• ChemBase ID: 181958
• Molecular Formular: C18H26O9
• Molecular Mass: 386.39364
• Monoisotopic Mass: 386.15768241
• SMILES: C12(OC(=O)CCC1(CCC(=O)O)CCCC2(CCC(=O)O)CCC(=O)O)O
• Canonical SMILES: OC(=O)CCC1(CCCC2(C1(O)OC(=O)CC2)CCC(=O)O)CCC(=O)O
• InChI: InChI=1S/C18H26O9/c19-12(20)2-8-16(9-3-13(21)22)6-1-7-17(10-4-14(23)24)11-5-15(25)27-18(16,17)26/h26H,1-11H2,(H,19,20)(H,21,22)(H,23,24)
• InChIKey: JTSWOZAXJNDQKV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[8,8-bis(2-carboxyethyl)-8a-hydroxy-2-oxo-octahydro-2H-1-benzopyran-4a-yl]propanoic acid
• IUPAC Traditional name: 3-[8,8-bis(2-carboxyethyl)-8a-hydroxy-2-oxo-tetrahydro-3H-1-benzopyran-4a-yl]propanoic acid

Database IDs

• PubChem SID: 164237868
• PubChem CID: 3841432

CALCULATED PROPERTIES

• Acid pKa: 3.5727413
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -2.6224172
• LogD (pH = 7.4): -7.6425033
• Log P: 1.5170102
• Molar Refractivity: 88.4596 cm^3
• Polarizability: 35.64621 Å^3
• Polar Surface Area: 158.43 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds