Record Information
Version1.0
Creation date2010-04-08 22:11:01 UTC
Update date2015-07-20 23:04:10 UTC
Primary IDFDB013987
Secondary Accession NumbersNot Available
Chemical Information
FooDB Namecis-Bixin
Descriptionalpha-Bixin, also known as a-bixin or isobixin, belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle. alpha-Bixin is an extremely weak basic (essentially neutral) compound (based on its pKa).
CAS Number6983-79-5
Structure
Thumb
Synonyms
SynonymSource
Methyl (9-cis)-hydrogen-6,6'-diapo-psi,psi-carotenedioateKegg
Methyl (9-cis)-hydrogen-6,6'-diapo-psi,psi-carotenedioic acidGenerator
a-BixinGenerator
Α-bixinGenerator
6'-Methyl hydrogen 9'-cis-6,6'-diapocarotene-6,6'-dioateHMDB
6'-Methyl hydrogen 9'-Z-6,6'-diapocarotene-6,6'-dioateHMDB
6'-Methyl hydrogen 9'-cis-6,6'-diapocarotene-6,6'-dioic acidHMDB
6'-Methyl hydrogen 9'-Z-6,6'-diapocarotene-6,6'-dioic acidHMDB
IsobixinHMDB
Stable bixinHMDB
alpha-Bixinmanual
C.I. Natural Orange 4db_source
cis-Bixinmanual
Predicted Properties
PropertyValueSource
Water Solubility0.0014 g/LALOGPS
logP6ALOGPS
logP5.53ChemAxon
logS-5.4ALOGPS
pKa (Strongest Acidic)5.01ChemAxon
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.6 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity129.05 m³·mol⁻¹ChemAxon
Polarizability47.1 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC25H30O4
IUPAC name(2E,4E,6E,8E,10E,12E,14E,16Z,18E)-20-methoxy-4,8,13,17-tetramethyl-20-oxoicosa-2,4,6,8,10,12,14,16,18-nonaenoic acid
InChI IdentifierInChI=1S/C25H30O4/c1-20(12-8-14-22(3)16-18-24(26)27)10-6-7-11-21(2)13-9-15-23(4)17-19-25(28)29-5/h6-19H,1-5H3,(H,26,27)/b7-6+,12-8+,13-9+,18-16+,19-17+,20-10+,21-11+,22-14+,23-15-
InChI KeyRAFGELQLHMBRHD-SLEZCNMESA-N
Isomeric SMILESCOC(=O)\C=C\C(\C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C(O)=O
Average Molecular Weight394.5033
Monoisotopic Molecular Weight394.214409448
Classification
Description belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassDiterpenoids
Direct ParentAcyclic diterpenoids
Alternative Parents
Substituents
  • Acyclic diterpenoid
  • Long-chain fatty acid
  • Branched fatty acid
  • Methyl-branched fatty acid
  • Fatty acid ester
  • Dicarboxylic acid or derivatives
  • Fatty acyl
  • Unsaturated fatty acid
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Methyl ester
  • Carboxylic acid ester
  • Carboxylic acid
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Carbonyl group
  • Organic oxide
  • Organooxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Process

Naturally occurring process:

Role

Biological role:

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical statesolid
Physical DescriptionCryst. (Me2CO)CCD
Mass CompositionC 76.11%; H 7.66%; O 16.22%DFC
Melting PointMp 189.5-190.5°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-004i-0329000000-4df19b811a15fe42f248JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0udi-4114900000-ee8fbc6ef75ce2439c91JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0109000000-5c422928e89256a05ae4JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014s-0669000000-5e07666a82b6b7454eedJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0r01-5951000000-6325f3b9011cd6981db4JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0009000000-c4ce0b9da065aa5ffc36JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01ox-1009000000-52d5a9deb379ba21cb8cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9018000000-74943b731b9485514781JSpectraViewer
ChemSpider ID4444638
ChEMBL IDCHEMBL1172615
KEGG Compound IDC08582
Pubchem Compound ID5281226
Pubchem Substance IDNot Available
ChEBI ID3136
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB35317
CRC / DFC (Dictionary of Food Compounds) IDJSW51-K:JMG71-Y
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00003762
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDBixin
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference