CHEBI:140259 - sordaricin

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ChEBI Name sordaricin
ChEBI ID CHEBI:140259
Definition A tetracyclic diterpenoid that is produced by several fungi including Sordaria araneosa.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C20H28O4
Net Charge 0
Average Mass 332.435
Monoisotopic Mass 332.19876
InChI InChI=1S/C20H28O4/c1-11(2)16-6-13-7-19(10-22)15-5-4-12(3)14(15)8-18(13,9-21)20(16,19)17(23)24/h6,10-15,21H,4-5,7-9H2,1-3H3,(H,23,24)/t12-,13+,14-,15-,18+,19+,20-/m1/s1
InChIKey QIMCUSGGYZHVEF-VULLPXFTSA-N
SMILES [C@@]12([C@]3([C@](C[C@@]1([C@]4([H])CC[C@H]([C@]4(C3)[H])C)C=O)(C=C2C(C)C)[H])CO)C(O)=O
Metabolite of Species Details
Xylaria sp. (NCBI:txid1715255) of strain PSU-D14 See: PubMed
Podospora pleiospora (NCBI:txid261701) 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): fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing sordaricin (CHEBI:140259) has role antifungal agent (CHEBI:35718)
sordaricin (CHEBI:140259) has role fungal metabolite (CHEBI:76946)
sordaricin (CHEBI:140259) is a 3-oxo monocarboxylic acid (CHEBI:47881)
sordaricin (CHEBI:140259) is a aldehyde (CHEBI:17478)
sordaricin (CHEBI:140259) is a bridged compound (CHEBI:35990)
sordaricin (CHEBI:140259) is a primary alcohol (CHEBI:15734)
sordaricin (CHEBI:140259) is a tetracyclic diterpenoid (CHEBI:52557)
sordaricin (CHEBI:140259) is conjugate acid of sordaricin(1−) (CHEBI:140232)
Incoming sordaricin(1−) (CHEBI:140232) is conjugate base of sordaricin (CHEBI:140259)
IUPAC Name
(1R,3aR,4S,4aR,7R,7aR,8aS)-4-formyl-8a-(hydroxymethyl)-7-methyl-3-(propan-2-yl)-4,4a,5,6,7,7a,8,8a-octahydro-1,4-methano-s-indacene-3a(1H)-carboxylic acid
Synonym Source
(-)-Sordaricin KNApSAcK
Manual Xref Database
C00034268 KNApSAcK
View more database links
Registry Numbers Types Sources
51493-69-7 CAS Registry Number ChemIDplus
8005741 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12688749 PubMed citation Europe PMC
15730285 PubMed citation Europe PMC
16018317 PubMed citation Europe PMC
16719473 PubMed citation Europe PMC
18495187 PubMed citation Europe PMC
27072286 PubMed citation Europe PMC
Last Modified
01 March 2018