CHEBI:80217 - adonixanthin

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ChEBI Name adonixanthin
ChEBI ID CHEBI:80217
Definition A carotenone that consists of β,β-caroten-4-one bearing two hydroxy substituents at positions 3 and 3' (the 3S,3'R diastereomer).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C40H54O3
Net Charge 0
Average Mass 582.856
Monoisotopic Mass 582.407
InChI InChI=1S/C40H54O3/c1-28(17-13-19-30(3)21-23-35-32(5)25-34(41)26-39(35,7)8)15-11-12-16-29(2)18-14-20-31(4)22-24-36-33(6)38(43)37(42)27-40(36,9)10/h11-24,34,37,41-42H,25-27H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,28-15+,29-16+,30-19+,31-20+/t34-,37+/m1/s1
InChIKey YECXHLPYMXGEBI-ZNQVSPAOSA-N
SMILES C=1(C(C[C@@H](C(C1C)=O)O)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C=2C(C[C@@H](CC2C)O)(C)C)\C)\C)/C)/C
Metabolite of Species Details
Rupicola peruviana (NCBI:txid114383) Found in feather (BTO:0000447). See: PubMed
Chlorosarcinopsis sp. (NCBI:txid2077239) of strain PY02 See: PubMed
Tetradesmus obliquus (NCBI:txid3088) Found in cell suspension culture (BTO:0000221). See: Qin, S., Liu, G-X. and Hu, Z-Y. The accumulation and metabolism of astaxanthin in Scenedesmus obliquus (Chlorophyceae) (2008). Process Biochemistry, 43, p 795–802
Solanum lycopersicum (NCBI:txid4081) Found in leaf (BTO:0000713). Isolated from transgenic plant See: PubMed
Nicotiana tabacum (NCBI:txid4097) Found in leaf (BTO:0000713). Isolated from transgenic plant See: PubMed
Agrobacterium aurantiacum (NCBI:txid44155) See: Yokoyama, A., Izumida, H. and Miki, W. Production of Astaxanthin and 4-Ketozeaxanthin by the Marine Bacterium, Agro-bacterium aurantiacum (1994). Biosci. Biotech. Biochem. 58(10), p 1842-1844
Roles Classification
Biological Role(s): algal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
animal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing adonixanthin (CHEBI:80217) has role algal metabolite (CHEBI:84735)
adonixanthin (CHEBI:80217) has role animal metabolite (CHEBI:75767)
adonixanthin (CHEBI:80217) has role antineoplastic agent (CHEBI:35610)
adonixanthin (CHEBI:80217) has role bacterial metabolite (CHEBI:76969)
adonixanthin (CHEBI:80217) has role marine metabolite (CHEBI:76507)
adonixanthin (CHEBI:80217) has role plant metabolite (CHEBI:76924)
adonixanthin (CHEBI:80217) is a carotenone (CHEBI:35310)
adonixanthin (CHEBI:80217) is a cyclic ketone (CHEBI:3992)
adonixanthin (CHEBI:80217) is a secondary alcohol (CHEBI:35681)
IUPAC Name
(3S,3'R)-3,3'-dihydroxy-β,β-caroten-4-one
Synonyms Sources
(3S,3'R)-4-ketozeaxanthin ChEBI
(3S,3'R)-adonixanthin ChEBI
(3S,3'R)-dihydroxy-4-keto-β,β-carotene MetaCyc
4-Ketozeaxanthin KEGG COMPOUND
adonixanthin LIPID MAPS
all-trans-adonixanthin UniProt
all-trans-β-doradexanthin ChemIDplus
doradexanthin KNApSAcK
Manual Xrefs Databases
C00000917 KNApSAcK
C15968 KEGG COMPOUND
CPD-7852 MetaCyc
LMPR01070016 LIPID MAPS
View more database links
Registry Numbers Types Sources
4418-73-9 CAS Registry Number ChemIDplus
4418-73-9 CAS Registry Number KNApSAcK
6494355 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
15272869 PubMed citation Europe PMC
22669477 PubMed citation Europe PMC
23470446 PubMed citation Europe PMC
28689962 PubMed citation Europe PMC
29439525 PubMed citation Europe PMC
29502828 PubMed citation Europe PMC
30092231 PubMed citation Europe PMC
Last Modified
05 September 2018