(2S)-1-(2-{4,8,8-trimethyl-2-oxo-2H,6H,7H,8H-pyrano[3,2-g]chromen-3-yl}acetyl)pyrrolidine-2-carboxylic acid

• ChemBase ID: 216901
• Molecular Formular: C22H25NO6
• Molecular Mass: 399.437
• Monoisotopic Mass: 399.16818753
• SMILES: c1(c(c2c(oc1=O)cc1OC(CCc1c2)(C)C)C)CC(=O)N1[C@H](C(=O)O)CCC1
• Canonical SMILES: OC(=O)[C@@H]1CCCN1C(=O)Cc1c(=O)oc2c(c1C)cc1c(c2)OC(CC1)(C)C
• InChI: InChI=1S/C22H25NO6/c1-12-14-9-13-6-7-22(2,3)29-17(13)11-18(14)28-21(27)15(12)10-19(24)23-8-4-5-16(23)20(25)26/h9,11,16H,4-8,10H2,1-3H3,(H,25,26)/t16-/m0/s1
• InChIKey: QLJJENPTFPHHGW-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-(2-{4,8,8-trimethyl-2-oxo-2H,6H,7H,8H-pyrano[3,2-g]chromen-3-yl}acetyl)pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S)-1-(2-{4,8,8-trimethyl-2-oxo-6H,7H-pyrano[3,2-g]chromen-3-yl}acetyl)pyrrolidine-2-carboxylic acid

Database IDs

• PubChem SID: 164272811
• PubChem CID: 11920957

CALCULATED PROPERTIES

• Acid pKa: 3.348378
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.22586215
• LogD (pH = 7.4): -1.0526805
• Log P: 2.3627157
• Molar Refractivity: 104.8714 cm^3
• Polarizability: 40.558163 Å^3
• Polar Surface Area: 93.14 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds