(2S)-1-{2-[(2S)-2,6-dicarboxy-1,2,3,4-tetrahydropyridin-4-ylidene]ethylidene}-1λ5-pyrrolidin-1-ylium-2-carboxylate

• ChemBase ID: 127813
• Molecular Formular: C14H16N2O6
• Molecular Mass: 308.28664
• Monoisotopic Mass: 308.10083624
• SMILES: O=C(O)C1=C/C(=C\C=[N+]/2\[C@H](C(=O)[O-])CCC2)/C[C@@H](C(=O)O)N1
• Canonical SMILES: OC(=O)[C@@H]1C/C(=C/C=[N+]/2\CCC[C@H]2C(=O)[O-])/C=C(N1)C(=O)O
• InChI: InChI=1S/C14H16N2O6/c17-12(18)9-6-8(7-10(15-9)13(19)20)3-5-16-4-1-2-11(16)14(21)22/h3,5-6,10-11H,1-2,4,7H2,(H3,17,18,19,20,21,22)/t10-,11-/m0/s1
• InChIKey: RJIIQBYZGJSODH-QWRGUYRKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-{2-[(2S)-2,6-dicarboxy-1,2,3,4-tetrahydropyridin-4-ylidene]ethylidene}-1λ^5-pyrrolidin-1-ylium-2-carboxylate
• IUPAC Traditional name: indicaxanthin
• Synonyms: Indicaxanthin

Database IDs

• CAS Number: 2181-75-1
• PubChem SID: 162222131
• PubChem CID: 71308222; 6096870
• Chemspider ID: 4807442
• Wikipedia Title: Indicaxanthin

CALCULATED PROPERTIES

• Acid pKa: 2.1199315
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -6.291596
• LogD (pH = 7.4): -9.600423
• Log P: -4.120197
• Molar Refractivity: 98.0534 cm^3
• Polarizability: 28.358818 Å^3
• Polar Surface Area: 129.77 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true