CHEBI:68775 - chaetoglobosin L

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ChEBI Name chaetoglobosin L
ChEBI ID CHEBI:68775
Definition A macrocycle isolated from Chaetomium globosum and has been shown to exhibit antifungal and cytotoxic activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C23H26O7
Net Charge 0
Average Mass 414.44830
Monoisotopic Mass 414.16785
InChI InChI=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-
InChIKey PBKVAXUNUBEUPO-OSHWNDANSA-N
SMILES CC1C\C(C)=C(C)/C=C/C2=CC=C(C)\C(O2)=C2OC(C)(C(C(O)=O)C1=O)C(O)=C\2O
Metabolite of Species Details
Chaetomium globosum (NCBI:txid38033) 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): Chaetomium metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Chaetomium.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
22559057 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22112725 PubMed citation Europe PMC
Last Modified
28 October 2013