Showing metabocard for Beta-Cryptoxanthin (BMDB0002268)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:53:22 UTC
Update Date2020-04-22 15:10:26 UTC
BMDB IDBMDB0002268
Secondary Accession Numbers
  • BMDB02268
Metabolite Identification
Common NameBeta-Cryptoxanthin
Descriptionbeta-Cryptoxanthin, also known as (3R)-β,β-caroten-3-ol or beta-caroten-3-ol, 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. Thus, beta-cryptoxanthin is considered to be an isoprenoid. Based on a literature review a significant number of articles have been published on beta-Cryptoxanthin.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
CryptoxanthinChEBI
b-CryptoxanthinGenerator
Β-cryptoxanthinGenerator
Beta CryptoxanthinHMDB
CryptoxanthinsHMDB
beta-Caroten-3-olHMDB
Beta Caroten 3 olHMDB
(3R)-CryptoxanthinHMDB
(3R)-beta,beta-Caroten-3-olHMDB
(3R)-beta-CryptoxanthinHMDB
(3R)-Β,β-caroten-3-olHMDB
(3R)-Β-cryptoxanthinHMDB
(R)-all-trans-beta-Caroten-3-olHMDB
(R)-all-trans-Β-caroten-3-olHMDB
3-Hydroxy-beta-caroteneHMDB
3-Hydroxy-β-caroteneHMDB
CaricaxanthinHMDB
CryptoxanthineHMDB
CryptoxantholHMDB
KryptoxanthinHMDB
Neo-beta-cryptoxanthinHMDB
Neo-β-cryptoxanthinHMDB
all-trans-CryptoxanthinHMDB
all-trans-CryptoxantholHMDB
all-trans-NeocryptoxanthinHMDB
all-trans-NeocryptoxantholHMDB
all-trans-beta-CryptoxanthinHMDB
all-trans-Β-cryptoxanthinHMDB
trans-CryptoxanthinHMDB
trans-beta-CrytoxanthinHMDB
trans-Β-crytoxanthinHMDB
Β-caroten-3-olHMDB
beta-CryptoxanthinHMDB
Chemical FormulaC40H56O
Average Molecular Weight552.887
Monoisotopic Molecular Weight552.433116423
IUPAC Name(1R)-3,5,5-trimethyl-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohex-1-en-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-3-en-1-ol
Traditional Namecryptoxanthin
CAS Registry Number24480-38-4
SMILES
C\C(\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1=C(C)C[C@@H](O)CC1(C)C
InChI Identifier
InChI=1S/C40H56O/c1-30(18-13-20-32(3)23-25-37-34(5)22-15-27-39(37,7)8)16-11-12-17-31(2)19-14-21-33(4)24-26-38-35(6)28-36(41)29-40(38,9)10/h11-14,16-21,23-26,36,41H,15,22,27-29H2,1-10H3/b12-11+,18-13+,19-14+,25-23+,26-24+,30-16+,31-17+,32-20+,33-21+/t36-/m1/s1
InChI KeyDMASLKHVQRHNES-FKKUPVFPSA-N
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassTetraterpenoids
Direct ParentXanthophylls
Alternative Parents
Substituents
  • Xanthophyll
  • Secondary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP9.08ALOGPS
logP9.74ChemAxon
logS-6ALOGPS
pKa (Strongest Acidic)18.91ChemAxon
pKa (Strongest Basic)-1.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity193.28 m³·mol⁻¹ChemAxon
Polarizability72.71 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0033844
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB097255
KNApSAcK IDC00000920
Chemspider ID4444647
KEGG Compound IDC08591
BioCyc IDCPD-7409
BiGG IDNot Available
Wikipedia LinkCryptoxanthin
METLIN IDNot Available
PubChem Compound5281235
PDB IDNot Available
ChEBI ID10362
References
Synthesis ReferenceKhachik, Frederick; Liu, Yufa; Showalter, Holly. Process for the preparation of alpha- and beta-cryptoxanthin from lutein and/or lutein esters by catalytic hydrogenation. U.S. Pat. Appl. Publ. (2006), 17 pp.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available