CHEBI:77762 - syringomycin E

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ChEBI Name syringomycin E
ChEBI ID CHEBI:77762
Definition A member of the class of syringomycins that has 3-hydroxydodecanoyl as the fatty acyl tail group. It is isolated from Pseudomonas syringae pv. syringae and exhibits phytotoxic and antifungal properties.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C53H85ClN14O17
Net Charge 0
Average Mass 1225.77900
Monoisotopic Mass 1224.59056
InChI InChI=1S/C53H85ClN14O17/c1-3-5-6-7-8-9-13-17-30(70)25-39(72)60-37-28-85-52(84)40(38(71)26-54)67-50(81)41(42(73)51(82)83)68-43(74)31(4-2)61-47(78)35(24-29-15-11-10-12-16-29)65-44(75)32(18-14-23-59-53(57)58)62-45(76)33(19-21-55)63-46(77)34(20-22-56)64-48(79)36(27-69)66-49(37)80/h4,10-12,15-16,30,32-38,40-42,69-71,73H,3,5-9,13-14,17-28,55-56H2,1-2H3,(H,60,72)(H,61,78)(H,62,76)(H,63,77)(H,64,79)(H,65,75)(H,66,80)(H,67,81)(H,68,74)(H,82,83)(H4,57,58,59)/b31-4-/t30-,32+,33-,34+,35+,36-,37+,38-,40+,41+,42+/m1/s1
InChIKey ZQVJBRJGDVZANE-MTGUCJNSSA-N
SMILES CCCCCCCCC[C@@H](O)CC(=O)N[C@H]1COC(=O)[C@@H](NC(=O)[C@@H](NC(=O)\C(NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@@H](CCN)NC(=O)[C@H](CCN)NC(=O)[C@@H](CO)NC1=O)=C\C)[C@H](O)C(O)=O)[C@H](O)CCl
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): phytotoxin
Any toxin produced by a plant.
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
(via syringomycin )
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via peptide antibiotic )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing syringomycin E (CHEBI:77762) has role antifungal agent (CHEBI:35718)
syringomycin E (CHEBI:77762) has role phytotoxin (CHEBI:38231)
syringomycin E (CHEBI:77762) is a lipopeptide antibiotic (CHEBI:25061)
syringomycin E (CHEBI:77762) is a syringomycin (CHEBI:32174)
IUPAC Name
(2S)-[(3S,6S,9Z,12S,15S,18R,21S,24R,27S)-18,21-bis(2-aminoethyl)-12-benzyl-15-(3-carbamimidamidopropyl)-3-[(1S)-2-chloro-1-hydroxyethyl]-9-ethylidene-27-{[(3R)-3-hydroxydodecanoyl]amino}-24-(hydroxymethyl)-2,5,8,11,14,17,20,23,26-nonaoxo-1-oxa-4,7,10,13,16,19,22,25-octaazacyclooctacosan-6-yl](hydroxy)acetic acid
Synonym Source
(R)-1-(N-(3-Hydroxy-1-oxododecyl)-L-serine)syringomycin A1 ChemIDplus
Manual Xref Database
CPD-14764 MetaCyc
View more database links
Registry Numbers Types Sources
124888-22-8 CAS Registry Number ChemIDplus
5422014 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10770748 PubMed citation Europe PMC
10922463 PubMed citation Europe PMC
11916856 PubMed citation Europe PMC
12829286 PubMed citation Europe PMC
1420960 PubMed citation Europe PMC
15225647 PubMed citation Europe PMC
21658366 PubMed citation Europe PMC
8825527 PubMed citation Europe PMC
9059503 PubMed citation Europe PMC
9809422 PubMed citation Europe PMC
Last Modified
19 March 2014