glomosporin (CHEBI:65975)

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

CHEBI:65975 - glomosporin

ChEBI ID	CHEBI:65975
ChEBI Name	glomosporin
Stars
Definition	A cyclodepsipeptide consisting of a 3,4-dihydroxy-4-methylhexadecanoyl group attached to the amino terminus of the linear heptapeptide Ser-D-Ala-Asp-Asn-Asn-Ser-D-allo-Thr which is cyclised head-to-tail via the 3-hydroxy group on the hexadecanoyl chain. It is an antifungal drug isolated from the barley solid culture of the fungus Glomospora sp.
Last Modified	6 March 2014
Downloads	Molfile

Formula	C42H71N9O17
Net Charge	0
Average Mass	974.076
Monoisotopic Mass	973.49679
SMILES	CCCCCCCCCCCCC(C)(O)C1CC(=O)NC(CO)C(=O)N[C@H](C)C(=O)NC(CC(=O)O)C(=O)NC(CC(N)=O)C(=O)NC(CC(N)=O)C(=O)NC(CO)C(=O)N[C@H]([C@@H](C)O)C(=O)O1
InChI	InChI=1S/C42H71N9O17/c1-5-6-7-8-9-10-11-12-13-14-15-42(4,67)29-19-32(57)46-27(20-52)39(64)45-22(2)35(60)47-26(18-33(58)59)38(63)49-24(16-30(43)55)36(61)48-25(17-31(44)56)37(62)50-28(21-53)40(65)51-34(23(3)54)41(66)68-29/h22-29,34,52-54,67H,5-21H2,1-4H3,(H2,43,55)(H2,44,56)(H,45,64)(H,46,57)(H,47,60)(H,48,61)(H,49,63)(H,50,62)(H,51,65)(H,58,59)/t22-,23-,24?,25?,26?,27?,28?,29?,34-,42?/m1/s1
InChIKey	INJLZOSCEJMAGG-ADTDQJCQSA-N

Species of Metabolite	Component	Source	Comments
Glomospora (mycobank:8365)	-	PubMed (10966075)	Strain: BAUA 2825

Roles Classification

Chemical Roles:

Bronsted base A molecular entity capable of accepting a hydron from a donor (Brønsted acid).

Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Brønsted base).

Biological Roles:

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.

antimicrobial agent A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.

ChEBI Ontology

Outgoing Relation(s)
	glomosporin (CHEBI:65975) has functional parent 3,4-dihydroxy-4-methylhexadecanoic acid (CHEBI:68513)
	glomosporin (CHEBI:65975) has role antifungal agent (CHEBI:35718)
	glomosporin (CHEBI:65975) has role fungal metabolite (CHEBI:76946)
	glomosporin (CHEBI:65975) is a cyclodepsipeptide (CHEBI:35213)
	glomosporin (CHEBI:65975) is a lactam (CHEBI:24995)
	glomosporin (CHEBI:65975) is a monocarboxylic acid (CHEBI:25384)
	glomosporin (CHEBI:65975) is a peptide antibiotic (CHEBI:25903)
	glomosporin (CHEBI:65975) is a primary alcohol (CHEBI:15734)
	glomosporin (CHEBI:65975) is a secondary alcohol (CHEBI:35681)
	glomosporin (CHEBI:65975) is a tertiary alcohol (CHEBI:26878)

IUPAC Name
[(3R,18R)-9,12-bis(2-amino-2-oxoethyl)-3-[(1R)-1-hydroxyethyl]-6,21-bis(hydroxymethyl)-25-(2-hydroxytetradecan-2-yl)-18-methyl-2,5,8,11,14,17,20,23-octaoxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosan-15-yl]acetic acid

Synonym	Source
2-[(18R)-9,12-bis(2-amino-2-oxoethyl)-3-[(1R)-1-hydroxyethyl]-6,21-bis(hydroxymethyl)-25-(2-hydroxytetradecan-2-yl)-18-methyl-2,5,8,11,14,17,20,23-octaoxo-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-15-yl]acetic acid	ChEBI

Registry Numbers	Sources
Reaxys:8672918	Reaxys

Citations