CHEBI:52549 - sordarin

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ChEBI Name sordarin
ChEBI ID CHEBI:52549
Definition An antifungal metabolite of Sordaria araneosa that inhibits protein synthesis. It has a tetracyclic diterpene glycoside structure.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter DiannaFisk
Supplier Information
Download Molfile XML SDF
Formula C27H40O8
Net Charge 0
Average Mass 492.603
Monoisotopic Mass 492.27232
InChI InChI=1S/C27H40O8/c1-13(2)19-8-16-9-25(11-28)18-7-6-14(3)17(18)10-26(16,27(19,25)24(31)32)12-34-23-21(30)20(29)22(33-5)15(4)35-23/h8,11,13-18,20-23,29-30H,6-7,9-10,12H2,1-5H3,(H,31,32)/t14-,15-,16+,17-,18-,20+,21+,22-,23-,25+,26+,27+/m1/s1
InChIKey OGGVRVMISBQNMQ-YPBSLCSMSA-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@]5([C@H]([C@@H]([C@@H]([C@H](O5)C)OC)O)O)[H])C(O)=O
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.
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing sordarin (CHEBI:52549) has role antifungal agent (CHEBI:35718)
sordarin (CHEBI:52549) has role protein synthesis inhibitor (CHEBI:48001)
sordarin (CHEBI:52549) is a glycoside (CHEBI:24400)
sordarin (CHEBI:52549) is a monosaccharide derivative (CHEBI:63367)
sordarin (CHEBI:52549) is a tetracyclic diterpenoid (CHEBI:52557)
Incoming GM 193663 (CHEBI:77908) has functional parent sordarin (CHEBI:52549)
IUPAC Name
(1R,3aR,4S,4aR,7R,7aR,8aS)-8a-{[(6-deoxy-4-O-methyl-β-D-altropyranosyl)oxy]methyl}-4-formyl-7-methyl-3-(propan-2-yl)-4,4a,5,6,7,7a,8,8a-octahydro-1,4-methano-s-indacene-3a(1H)-carboxylic acid
Synonyms Sources
Antibiotic SL-2266 ChemIDplus
sordarin B SUBMITTER
Registry Numbers Types Sources
11076-17-8 CAS Registry Number SUBMITTER
11076-17-8 CAS Registry Number ChemIDplus
Last Modified
01 March 2018