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CHEBI:68775 - chaetoglobosin L

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:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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.
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