EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:71978 - surfactin C

ChEBI IDCHEBI:71978
ChEBI Namesurfactin C
Stars
DefinitionA cyclodepsipeptide that is N-[(3R)-3-hydroxy-13-methyltetradecanoyl]-L-α-glutamyl-L-leucyl-D-leucyl-L-valyl-L-α-aspartyl-D-leucyl-L-leucine in which the C-terminal carboxy group has been lactonised by condensation with the alcoholic hydroxy group.
Last Modified31 January 2013
SubmitterGareth Owen
DownloadsMolfile
FormulaC53H93N7O13
Net Charge0
Average Mass1036.363
Monoisotopic Mass1035.68314
SMILES[H][C@@]1(CCCCCCCCCC(C)C)CC(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)O1
InChIInChI=1S/C53H93N7O13/c1-30(2)20-18-16-14-13-15-17-19-21-36-28-43(61)54-37(22-23-44(62)63)47(66)55-38(24-31(3)4)48(67)57-40(26-33(7)8)51(70)60-46(35(11)12)52(71)58-41(29-45(64)65)50(69)56-39(25-32(5)6)49(68)59-42(27-34(9)10)53(72)73-36/h30-42,46H,13-29H2,1-12H3,(H,54,61)(H,55,66)(H,56,69)(H,57,67)(H,58,71)(H,59,68)(H,60,70)(H,62,63)(H,64,65)/t36-,37+,38+,39-,40-,41+,42+,46+/m1/s1
InChIKeyNJGWOFRZMQRKHT-WGVNQGGSSA-N
Roles Classification
Chemical Roles:
surfactant  A substance which lowers the surface tension of the medium in which it is dissolved, and/or the interfacial tension with other phases, and, accordingly, is positively adsorbed at the liquid/vapour and/or at other interfaces.
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
antiviral agent  A substance that destroys or inhibits replication of viruses.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
platelet aggregation inhibitor  A drug or agent which antagonizes or impairs any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.
ChEBI Ontology
Outgoing Relation(s)
surfactin C (CHEBI:71978) has role antibacterial agent (CHEBI:33282)
surfactin C (CHEBI:71978) has role antifungal agent (CHEBI:35718)
surfactin C (CHEBI:71978) has role antineoplastic agent (CHEBI:35610)
surfactin C (CHEBI:71978) has role antiviral agent (CHEBI:22587)
surfactin C (CHEBI:71978) has role metabolite (CHEBI:25212)
surfactin C (CHEBI:71978) has role platelet aggregation inhibitor (CHEBI:50427)
surfactin C (CHEBI:71978) has role surfactant (CHEBI:35195)
surfactin C (CHEBI:71978) is a cyclodepsipeptide (CHEBI:35213)
surfactin C (CHEBI:71978) is a lipopeptide antibiotic (CHEBI:25061)
surfactin C (CHEBI:71978) is a macrocyclic lactone (CHEBI:63944)
Incoming Relation(s)
surfactin (CHEBI:29681) has part surfactin C (CHEBI:71978)
IUPAC Name 
3-[(3S,6R,9S,12S,15R,18S,21S,25R)-9-(carboxymethyl)-3,6,15,18-tetraisobutyl-12-isopropyl-25-(10-methylundecyl)-2,5,8,11,14,17,20,23-octaoxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosan-21-yl]propanoic acid
Manual XrefsDatabases
C12043KEGG COMPOUND
Registry NumbersSources
CAS:24730-31-2KEGG COMPOUND
CAS:24730-31-2ChemIDplus
Citations