CHEBI:71977 - surfactin B

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ChEBI Name surfactin B
ChEBI ID CHEBI:71977
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C52H91N7O13
Net Charge 0
Average Mass 1022.31800
Monoisotopic Mass 1021.667
InChI InChI=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
InChIKey DDULCZLFAKVKJB-JIXKVBNCSA-N
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
Roles Classification
Chemical Role(s): 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.
Biological Role(s): antibacterial agent
A substance that kills or slows the growth of bacteria.
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
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.
(via peptide antibiotic )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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
Last Modified
31 January 2013