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CHEBI:196975 - atractyligenin

Default Structure
ChEBI IDCHEBI:196975
ChEBI Nameatractyligenin
Stars
DefinitionA diterpenoid isolated from coffee silverskin. It inhibits cutaneous photoaging.
Last Modified6 September 2023
Submittermwilliams
DownloadsMolfile
FormulaC19H28O4
Net Charge0
Average Mass320.429
Monoisotopic Mass320.19876
SMILES[H][C@@]12CC[C@@H]3C[C@@]1(CC[C@]1([H])[C@H](C(=O)O)C[C@@H](O)C[C@@]21C)[C@@H](O)C3=C
InChIInChI=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
InChIKeyYRHWUYVCCPXYMB-JIMOHSCASA-N
Species of MetaboliteComponentSourceComments
Coffea canephora (ncbitaxon:49390) - PubMed (36094050) Isolated from trunks.
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
(2β,4α,15α)-2,15-dihydroxy-19-norkaur-16-en-18-oic acidChEBI
(4α)-2β,15α-dihydroxy-19-norkaur-16-en-18-oic acidChEBI
atractyligenineChEBI
Manual XrefsDatabases
HMDB0061114HMDB
Registry NumbersSources
CAS:10391-47-6ChEBI
Citations