Violaxanthin

Identification

Name
Violaxanthin
Accession Number
DB03460  (EXPT03252)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
  • all-trans-violaxanthin
  • trans-violaxanthin
  • zeaxanthin diepoxide
External IDs
CHEBI:35288 / E 161E
Categories
UNII
51C926029A
CAS number
126-29-4
Weight
Average: 600.884
Monoisotopic: 600.417860283
Chemical Formula
C40H56O4
InChI Key
SZCBXWMUOPQSOX-WVJDLNGLSA-N
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/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t33-,34-,37+,38+,39-,40-/m0/s1
IUPAC Name
(1R,3S,6S)-6-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-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
SMILES
C\C(\C=C\C=C(/C)\C=C\[C@@]12O[C@]1(C)C[C@@H](O)CC2(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/[C@@]12O[C@]1(C)C[C@@H](O)CC2(C)C

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
Not Available
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
KEGG Compound
C08614
PubChem Compound
448438
PubChem Substance
46505440
ChemSpider
395237
ChEBI
35288
HET
XAT
Wikipedia
Violaxanthin
PDB Entries
1rwt / 2bhw / 3jcu / 3pl9 / 4xk8 / 5l8r / 5xnl / 5xnm / 5xnn / 5xno
show 1 more

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.000568 mg/mLALOGPS
logP8.33ALOGPS
logP7.26ChemAxon
logS-6ALOGPS
pKa (Strongest Acidic)14.84ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area62.22 Å2ChemAxon
Rotatable Bond Count10ChemAxon
Refractivity192.33 m3·mol-1ChemAxon
Polarizability74.48 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9722
Blood Brain Barrier+0.5934
Caco-2 permeable+0.6156
P-glycoprotein substrateSubstrate0.7045
P-glycoprotein inhibitor IInhibitor0.5269
P-glycoprotein inhibitor IINon-inhibitor0.9358
Renal organic cation transporterNon-inhibitor0.9028
CYP450 2C9 substrateNon-substrate0.8207
CYP450 2D6 substrateNon-substrate0.8422
CYP450 3A4 substrateSubstrate0.6465
CYP450 1A2 substrateNon-inhibitor0.8519
CYP450 2C9 inhibitorNon-inhibitor0.8314
CYP450 2D6 inhibitorNon-inhibitor0.9441
CYP450 2C19 inhibitorNon-inhibitor0.7199
CYP450 3A4 inhibitorNon-inhibitor0.8778
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8434
Ames testAMES toxic0.5928
CarcinogenicityNon-carcinogens0.8747
BiodegradationNot ready biodegradable0.9867
Rat acute toxicity2.7889 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9777
hERG inhibition (predictor II)Non-inhibitor0.9003
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as xanthophylls. These are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Prenol lipids
Sub Class
Tetraterpenoids
Direct Parent
Xanthophylls
Alternative Parents
Oxepanes / Secondary alcohols / Cyclic alcohols and derivatives / Oxacyclic compounds / Epoxides / Dialkyl ethers / Hydrocarbon derivatives
Substituents
Xanthophyll / Oxepane / Cyclic alcohol / Secondary alcohol / Oxacycle / Organoheterocyclic compound / Ether / Oxirane / Dialkyl ether / Organic oxygen compound
Molecular Framework
Aliphatic heteropolycyclic compounds
External Descriptors
violaxanthin (CHEBI:35288) / C40 isoprenoids (tetraterpenes), Carotenoids (C08614) / C40 isoprenoids (tetraterpenes) (LMPR01070282)

Drug created on June 13, 2005 07:24 / Updated on November 02, 2018 05:35