EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:68775 - chaetoglobosin L

Default Structure
ChEBI IDCHEBI:68775
ChEBI Namechaetoglobosin L
Stars
DefinitionA macrocycle isolated from Chaetomium globosum and has been shown to exhibit antifungal and cytotoxic activity.
Last Modified28 October 2013
DownloadsMolfile
FormulaC23H26O7
Net Charge0
Average Mass414.454
Monoisotopic Mass414.16785
SMILESCC1=CC=C2/C=C/C(C)=C(/C)CC(C)C(=O)C(C(=O)O)C3(C)O/C(=C/1O2)C(O)=C3O
InChIInChI=1S/C23H26O7/c1-11-6-8-15-9-7-12(2)19(29-15)20-18(25)21(26)23(5,30-20)16(22(27)28)17(24)14(4)10-13(11)3/h6-9,14,16,25-26H,10H2,1-5H3,(H,27,28)/b8-6+,13-11-,20-19-
InChIKeyPBKVAXUNUBEUPO-OSHWNDANSA-N
Species of MetaboliteComponentSourceComments
Chaetomium globosum (ncbitaxon:38033) - PubMed (22112725)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
Chaetomium metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Chaetomium.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
chaetoglobosin L (CHEBI:68775) has role Chaetomium metabolite (CHEBI:76960)
chaetoglobosin L (CHEBI:68775) has role antifungal agent (CHEBI:35718)
chaetoglobosin L (CHEBI:68775) has role antineoplastic agent (CHEBI:35610)
chaetoglobosin L (CHEBI:68775) has role metabolite (CHEBI:25212)
chaetoglobosin L (CHEBI:68775) is a cyclic ether (CHEBI:37407)
chaetoglobosin L (CHEBI:68775) is a enol (CHEBI:33823)
chaetoglobosin L (CHEBI:68775) is a macrocycle (CHEBI:51026)
chaetoglobosin L (CHEBI:68775) is a oxo monocarboxylic acid (CHEBI:35871)
IUPAC Name 
(10Z,12E)-3,4-dihydroxy-5,8,10,11,17-pentamethyl-7-oxo-18,19-dioxatricyclo[12.3.1.12,5]nonadeca-1,3,10,12,14,16-hexaene-6-carboxylic acid
Registry NumbersSources
Reaxys:22559057Reaxys
Citations