(1R,3S,6S)-6-{18-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl}-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol

• ChemBase ID: 130154
• Molecular Formular: C40H56O4
• Molecular Mass: 600.87024
• Monoisotopic Mass: 600.41786027
• SMILES: C/C(=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\[C@]12C(C[C@@H](C[C@]1(O2)C)O)(C)C)/C=C/C=C(\C)/C=C/[C@]12C(C[C@@H](C[C@]1(O2)C)O)(C)C
• Canonical SMILES: C/C(=C\C=C\C=C(\C=C\C=C(\C=C\[C@]12O[C@]2(C)C[C@H](CC1(C)C)O)/C)/C)/C=C/C=C(/C=C/[C@]12O[C@]2(C)C[C@H](CC1(C)C)O)\C
• InChI: InChI=1S/C40H56O4/c1-29(17-13-19-31(3)21-23-39-35(5,6)25-33(41)27-37(39,9)43-39)15-11-12-16-30(2)18-14-20-32(4)22-24-40-36(7,8)26-34(42)28-38(40,10)44-40/h11-24,33-34,41-42H,25-28H2,1-10H3/t33-,34-,37+,38+,39-,40-/m0/s1
• InChIKey: SZCBXWMUOPQSOX-PUJYBPSASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3S,6S)-6-{18-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl}-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol
• IUPAC Traditional name: (1R,3S,6S)-6-{18-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl}-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol
• Synonyms: 5,6:5',6'-Diepoxy-5,5',6,6'-tetrahydro-β-carotene-3,3'-diol; Zeaxanthin diepoxidl; all-trans-Violaxanthil; E161e; Violaxanthin

Database IDs

• CAS Number: 126-29-4
• PubChem SID: 162224438
• PubChem CID: 448438
• CHEBI ID: 35288
• Chemspider ID: 395237
• Wikipedia Title: Violaxanthin

CALCULATED PROPERTIES

• Acid pKa: 14.838654
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 7.257461
• LogD (pH = 7.4): 7.257461
• Log P: 7.257461
• Molar Refractivity: 192.327 cm^3
• Polarizability: 71.99721 Å^3
• Polar Surface Area: 65.52 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Orange crystals
• Melting Point: 200 °C