CHEBI:196975 - atractyligenin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name atractyligenin
ChEBI ID CHEBI:196975
Definition A diterpenoid isolated from coffee silverskin. It inhibits cutaneous photoaging.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Mark Williams
Supplier Information
Download Molfile XML SDF
Formula C19H28O4
Net Charge 0
Average Mass 320.429
Monoisotopic Mass 320.19876
InChI InChI=1S/C19H28O4/c1-10-11-3-4-15-18(2)9-12(20)7-13(17(22)23)14(18)5-6-19(15,8-11)16(10)21/h11-16,20-21H,1,3-9H2,2H3,(H,22,23)/t11-,12-,13-,14-,15+,16+,18-,19-/m1/s1
InChIKey YRHWUYVCCPXYMB-JIMOHSCASA-N
SMILES [H][C@]12CC[C@@]34C[C@@H](CC[C@@]3([H])[C@]1(C)C[C@H](O)C[C@H]2C(O)=O)C(=C)[C@@H]4O
Metabolite of Species Details
Coffea canephora (NCBI:txid49390) Isolated from trunks. See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing atractyligenin (CHEBI:196975) has role plant metabolite (CHEBI:76924)
atractyligenin (CHEBI:196975) is a ent-kaurane diterpenoid (CHEBI:36760)
atractyligenin (CHEBI:196975) is a carbotetracyclic compound (CHEBI:177332)
atractyligenin (CHEBI:196975) is a dihydroxy monocarboxylic acid (CHEBI:35972)
atractyligenin (CHEBI:196975) is a tetracyclic diterpenoid (CHEBI:52557)
Incoming atractyligenin 2-glucuronide (CHEBI:196976) has functional parent atractyligenin (CHEBI:196975)
IUPAC Name
(2R,4R,4aR,6aR,7S,9R,11aS,11bR)-2,7-dihydroxy-11b-methyl-8-methylidenetetradecahydro-6a,9-methanocyclohepta[a]naphthalene-4-carboxylic acid
Synonyms Sources
(2β,4α,15α)-2,15-dihydroxy-19-norkaur-16-en-18-oic acid ChEBI
(4α)-2β,15α-dihydroxy-19-norkaur-16-en-18-oic acid ChEBI
atractyligenine ChEBI
Manual Xref Database
HMDB0061114 HMDB
View more database links
Registry Number Type Source
10391-47-6 CAS Registry Number ChEBI
Citations Waiting for Citations Types Sources
12116872 PubMed citation Europe PMC
22594797 PubMed citation Europe PMC
30981089 PubMed citation Europe PMC
31733344 PubMed citation Europe PMC
36094050 PubMed citation Europe PMC
36154826 PubMed citation Europe PMC
36442242 PubMed citation Europe PMC
Last Modified
06 September 2023