CHEBI:2542 - alatolide

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ChEBI Name alatolide
ChEBI ID CHEBI:2542
Definition A germacrane sesquiterpenoid laactone obtained by formal condensation of the carboxy group of isobutyric acid with the secondary hydroxy group of trihydroxygermaeranolide.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C19H26O6
Net Charge 0
Average Mass 350.40614
Monoisotopic Mass 350.17294
InChI InChI=1S/C19H26O6/c1-11(2)18(22)24-15-7-13(9-20)5-4-6-14(10-21)8-16-17(15)12(3)19(23)25-16/h5,8,11,15-17,20-21H,3-4,6-7,9-10H2,1-2H3/b13-5-,14-8-/t15-,16+,17+/m0/s1
InChIKey IAKJNLGPQQXWAV-YINPGZOOSA-N
SMILES [H][C@]12OC(=O)C(=C)[C@]1([H])[C@H](C\C(CO)=C\CC\C(CO)=C\2)OC(=O)C(C)C
Metabolite of Species Details
Jurinea alata (NCBI:txid1628029) GRIN Nomen number: 20881 see:http://www.ars-grin.gov/cgi-bin/npgs/html/taxon.pl?20881#syn See: Harborne,Phytochemical Dictionary Second Edition,Taylor and Francis,(1999),Chapter51
Roles Classification
Biological Role(s): protein synthesis inhibitor
A compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein.
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 alatolide (CHEBI:2542) has role antineoplastic agent (CHEBI:35610)
alatolide (CHEBI:2542) has role plant metabolite (CHEBI:76924)
alatolide (CHEBI:2542) has role protein synthesis inhibitor (CHEBI:48001)
alatolide (CHEBI:2542) is a diol (CHEBI:23824)
alatolide (CHEBI:2542) is a germacrane sesquiterpenoid (CHEBI:68588)
alatolide (CHEBI:2542) is a olefinic compound (CHEBI:78840)
alatolide (CHEBI:2542) is a primary alcohol (CHEBI:15734)
alatolide (CHEBI:2542) is a sesquiterpene lactone (CHEBI:37667)
IUPAC Name
(1E,4Z)-14,15-dihydroxy-8α-(2-methylpropanoyloxy)germacra-1(10),4,11(13)-trieno-12,6α-lactone
Synonyms Sources
Alatolide KEGG COMPOUND
Trihydroxygermaeranolide isobutyrate ChemIDplus
Manual Xrefs Databases
C00003208 KNApSAcK
C09290 KEGG COMPOUND
LMPR0103090013 LIPID MAPS
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Registry Numbers Types Sources
41929-10-6 CAS Registry Number ChemIDplus
4543272 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
1220638 PubMed citation Europe PMC
4427812 PubMed citation Europe PMC
869681 PubMed citation Europe PMC
Last Modified
18 April 2024