2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioic acid

• ChemBase ID: 104605
• Molecular Formular: C20H24O4
• Molecular Mass: 328.40216
• Monoisotopic Mass: 328.16745925
• SMILES: C/C(=C\C=C\C=C(/C)\C=C\C=C(/C)\C(=O)O)/C=C/C=C(\C)/C(=O)O
• Canonical SMILES: C/C(=C\C=C\C=C(\C=C\C=C(\C(=O)O)/C)/C)/C=C/C=C(/C(=O)O)\C
• InChI: InChI=1S/C20H24O4/c1-15(11-7-13-17(3)19(21)22)9-5-6-10-16(2)12-8-14-18(4)20(23)24/h5-14H,1-4H3,(H,21,22)(H,23,24)
• InChIKey: PANKHBYNKQNAHN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioic acid
• IUPAC Traditional name: crocetin
• Synonyms: Natural Yellow 6; SAFFRON; 8,8'-Diapocarotenedioic acid; 2,6,11,15-Tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedoic acid; CROCETIN

Database IDs

• CAS Number: 42553-65-1; 27876-94-4
• EC Number: 255-881-6; 248-708-0
• Beilstein Number: 1715455
• PubChem SID: 162091774
• PubChem CID: 5281232
• CHEBI ID: 3918
• CHEMBL: 464792
• Chemspider ID: 4444644
• KEGG ID: C08588
• MeSH Name: crocetin
• Unique Ingredient Identifier: 20TC155L9C
• Wikipedia Title: Crocetin

CALCULATED PROPERTIES

• Acid pKa: 4.6451793
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.079535
• LogD (pH = 7.4): -0.44036222
• Log P: 4.400203
• Molar Refractivity: 103.7968 cm^3
• Polarizability: 36.896484 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Red crystals
• Melting Point: 258-259°C; 285°C
• Partition Coefficient: 4.312
• pKa: 4.39

Safety Information

• Storage Condition: 0°C; Room Temperature (15-30°C)
• RTECS: HL7380000

DETAILS

MP Biomedicals - 02193543

From Gardenia jasminoides ellis
Free Acid