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
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS ("beta-Cryptoxanthin,1TMS,#1" TMS) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, PositiveNot AvailableView in JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - QIT 20V, positivesplash10-03e2-0000940000-3f294d1b8006a14a01ffView in MoNA
LC-MS/MSLC-MS/MS Spectrum - QIT 1V, positivesplash10-0gw0-0000590000-7d729e39216a9256dd6eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 4V, negativesplash10-001i-0100390000-6e3ca267c63ed4a7b967View in MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 7V, positivesplash10-0udi-0410290000-a5c664cfd06c2fdd3324View in MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 10V, positivesplash10-0udi-0510490000-039320bed3c92cf5f088View in MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 15V, positivesplash10-0ik9-1940330000-b3ae219429ec53cbcd4dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 17V, positivesplash10-0ik9-1920320000-485587903906f2b18dcbView in MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 20V, positivesplash10-0901-1930100000-4fd08614a2f7381f53d5View in MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 23V, positivesplash10-0cka-1930000000-7f32a39aee17b0a4d9b7View in MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 25V, positivesplash10-07i2-1920000000-83c4e90e75123b21d4e9View in MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 27V, positivesplash10-0aos-1920000000-689e947f9f91e455db44View in MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 33V, positivesplash10-0avj-2910000000-1f4da5545dbcc6e23443View in MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 35V, positivesplash10-0apj-2910000000-2880fa73a258081c1514View in MoNA
LC-MS/MSLC-MS/MS Spectrum - QqQ 10V, positivesplash10-0udi-0000090000-0a3807d0b0e0fcf40e23View in MoNA
LC-MS/MSLC-MS/MS Spectrum - QqQ 12V, positivesplash10-0udi-0000190000-c531fb31efc607bca539View in MoNA
LC-MS/MSLC-MS/MS Spectrum - QqQ 14V, positivesplash10-0udi-0000290000-9dcfda517e5c18de5c13View in MoNA
LC-MS/MSLC-MS/MS Spectrum - QqQ 16V, positivesplash10-0w29-0100590000-8b0595fe54a9ba02ae84View in MoNA
LC-MS/MSLC-MS/MS Spectrum - QqQ 18V, positivesplash10-0w29-0531890000-cf871a68617fa4921636View in MoNA
LC-MS/MSLC-MS/MS Spectrum - QqQ 20V, positivesplash10-0ik9-0961640000-22863b9e3dbec1d44800View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f79-0423290000-bf7a8e40a11eff7bfe3cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0649100000-9c3f50cab7f2d02e22fdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-002k-0569000000-8a2e2a50f957c26b3ab1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0000090000-d34ae69e503c3f381911View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0000090000-2fe3377fd40bc851dfc4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-0546190000-d1d53215d44121d13684View in MoNA
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