(1R,3S)-3-hydroxy-4-[(3E,5E,7E,9E)-10-{[(2Z)-4-[(E)-2-[(1R,4R,6S)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]ethenyl]-5-oxo-2,5-dihydrofuran-2-ylidene]methyl}-3-methylundeca-1,3,5,7,9-pentaen-1-ylidene]-3,5,5-trimethylcyclohexyl acetate

• ChemBase ID: 2708
• Molecular Formular: C39H50O7
• Molecular Mass: 630.8101
• Monoisotopic Mass: 630.35565394
• SMILES: CC(=O)O[C@@H]1CC(C)(C)C(=C=C/C(=C/C=C/C=C/C=C(\C)/C=C/2\OC(=O)C(=C2)/C=C/[C@]23O[C@@]2(C)C[C@H](O)CC3(C)C)/C)[C@@](C)(O)C1
• Canonical SMILES: C/C(=C\C=C\C=C\C=C(\C=C/1\C=C(C(=O)O1)/C=C/[C@@]12O[C@@]2(C)C[C@@H](CC1(C)C)O)/C)/C=C=C1C(C)(C)C[C@H](C[C@]1(C)O)OC(=O)C
• InChI: InChI=1S/C39H50O7/c1-26(16-17-33-35(4,5)24-32(44-28(3)40)25-37(33,8)43)14-12-10-11-13-15-27(2)20-31-21-29(34(42)45-31)18-19-39-36(6,7)22-30(41)23-38(39,9)46-39/h10-16,18-21,30,32,41,43H,22-25H2,1-9H3/b12-10+,13-11+,19-18+,26-14+,27-15+,31-20-/t17?,30-,32-,37+,38+,39-/m1/s1
• InChIKey: UYRDHEJRPVSJFM-YGLVDFNQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3S)-3-hydroxy-4-[(3E,5E,7E,9E)-10-{[(2Z)-4-[(E)-2-[(1R,4R,6S)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]ethenyl]-5-oxo-2,5-dihydrofuran-2-ylidene]methyl}-3-methylundeca-1,3,5,7,9-pentaen-1-ylidene]-3,5,5-trimethylcyclohexyl acetate
• IUPAC Traditional name: (1R,3S)-3-hydroxy-4-[(3E,5E,7E,9E)-10-{[(2Z)-4-[(E)-2-[(1R,4R,6S)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]ethenyl]-5-oxofuran-2-ylidene]methyl}-3-methylundeca-1,3,5,7,9-pentaen-1-ylidene]-3,5,5-trimethylcyclohexyl acetate
• Synonyms: Peridinin

Database IDs

• PubChem SID: 46507234; 160966157
• PubChem CID: 46936550

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.03772
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 5.2508373
• LogD (pH = 7.4): 5.2508373
• Log P: 5.2508373
• Molar Refractivity: 188.6993 cm^3
• Polarizability: 70.623474 Å^3
• Polar Surface Area: 105.59 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 7.05
• LOG S: -5.86
• Solubility (Water): 8.80e-04 g/l

DETAILS

DrugBank - DB03001

Drug information: experimental