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CHEBI:71977 - surfactin B

ChEBI IDCHEBI:71977
ChEBI Namesurfactin B
Stars
DefinitionA cyclodepsipeptide that is N-[(3R)-3-hydroxy-12-methyltridecanoyl]-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
FormulaC52H91N7O13
Net Charge0
Average Mass1022.336
Monoisotopic Mass1021.66749
SMILES[H][C@@]1(CCCCCCCCC(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/C52H91N7O13/c1-29(2)19-17-15-13-14-16-18-20-35-27-42(60)53-36(21-22-43(61)62)46(65)54-37(23-30(3)4)47(66)56-39(25-32(7)8)50(69)59-45(34(11)12)51(70)57-40(28-44(63)64)49(68)55-38(24-31(5)6)48(67)58-41(26-33(9)10)52(71)72-35/h29-41,45H,13-28H2,1-12H3,(H,53,60)(H,54,65)(H,55,68)(H,56,66)(H,57,70)(H,58,67)(H,59,69)(H,61,62)(H,63,64)/t35-,36+,37+,38-,39-,40+,41+,45+/m1/s1
InChIKeyDDULCZLFAKVKJB-JIXKVBNCSA-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:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antiviral agent  A substance that destroys or inhibits replication of viruses.
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.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
surfactin B (CHEBI:71977) has role antibacterial agent (CHEBI:33282)
surfactin B (CHEBI:71977) has role antifungal agent (CHEBI:35718)
surfactin B (CHEBI:71977) has role antineoplastic agent (CHEBI:35610)
surfactin B (CHEBI:71977) has role antiviral agent (CHEBI:22587)
surfactin B (CHEBI:71977) has role metabolite (CHEBI:25212)
surfactin B (CHEBI:71977) has role surfactant (CHEBI:35195)
surfactin B (CHEBI:71977) is a cyclodepsipeptide (CHEBI:35213)
surfactin B (CHEBI:71977) is a lipopeptide antibiotic (CHEBI:25061)
surfactin B (CHEBI:71977) is a macrocyclic lactone (CHEBI:63944)
Incoming Relation(s)
surfactin (CHEBI:29681) has part surfactin B (CHEBI:71977)
IUPAC Name 
3-[(3S,6R,9S,12S,15R,18S,21S,25R)-9-(carboxymethyl)-3,6,15,18-tetraisobutyl-12-isopropyl-25-(9-methyldecyl)-2,5,8,11,14,17,20,23-octaoxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosan-21-yl]propanoic acid