CHEBI:65797 - dinochrome A

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ChEBI Name dinochrome A
ChEBI ID CHEBI:65797
Definition A carotenoid that is 6,7'-didehydro-5,5',6,8-tetrahydro-5,8-epoxy-β,β-carotene substituted by acetyloxy group at position 3' and hydroxy groups at positions 3 and 5' respectively. Isolated from the fresh water red tide Peridinium bipes, it has been found to inhibit proliferation of human malignant tumor cells, such as GOTO, OST and HeLa cells.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C42H58O5
Net Charge 0
Average Mass 642.90690
Monoisotopic Mass 642.42842
InChI InChI=1S/C42H58O5/c1-29(18-14-19-31(3)22-23-37-40(8,9)27-35(46-33(5)43)28-41(37,10)45)16-12-13-17-30(2)20-15-21-32(4)36-24-38-39(6,7)25-34(44)26-42(38,11)47-36/h12-22,24,34-36,44-45H,25-28H2,1-11H3/b13-12+,18-14+,20-15+,29-16+,30-17+,31-19+,32-21+/t23-,34-,35-,36+,41+,42+/m0/s1
InChIKey KXMXJSVCINTGDB-KQKVKUFESA-N
SMILES [H][C@]1(O[C@]2(C)C[C@@H](O)CC(C)(C)C2=C1)C(\C)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(/C)C=C=C1C(C)(C)C[C@@H](C[C@@]1(C)O)OC(C)=O
Metabolite of Species Details
Peridinium bipes (NCBI:txid2868) See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing dinochrome A (CHEBI:65797) has role antineoplastic agent (CHEBI:35610)
dinochrome A (CHEBI:65797) has role metabolite (CHEBI:25212)
dinochrome A (CHEBI:65797) is a acetate ester (CHEBI:47622)
dinochrome A (CHEBI:65797) is a allenes (CHEBI:37602)
dinochrome A (CHEBI:65797) is a carotenoid (CHEBI:23044)
dinochrome A (CHEBI:65797) is a cyclic ether (CHEBI:37407)
dinochrome A (CHEBI:65797) is a secondary alcohol (CHEBI:35681)
dinochrome A (CHEBI:65797) is a tertiary alcohol (CHEBI:26878)
IUPAC Name
(3S,3'S,5R,5'R,6'R,8R,8'R,9cis)-3,5'-dihydroxy-6,7'-didehydro-5,5',6,8-tetrahydro-5,8-epoxy-β,β-caroten-3'-yl acetate
Synonym Source
(3S,5R,6R,3'S,5'R,8'R)-5',8'-epoxy-6,7-didehydro-5,6,5',8'-tetrahydro-β,β- carotene-3,5,39-triol 3-O-acetate ChEBI
Manual Xref Database
8207673 ChemSpider
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Registry Number Type Source
9311649 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
12499607 PubMed citation Europe PMC
Last Modified
14 January 2013