syringomycin E

CHEBI:77762 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

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. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

Label unavailable CHEBI:25061
Label unavailable CHEBI:32174

Chemical structure

Computed structure properties
Molecular formula	C53H85ClN14O17
Charge	0
Average mass	1225.797 Da
Monoisotopic mass	1224.59056 Da
Source	ChEBI
InChIKey	ZQVJBRJGDVZANE-MTGUCJNSSA-N

SMILES

C/C=C1\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)NC(=O)[C@@H](NC(=O)C[C@H](O)CCCCCCCCC)COC(=O)[C@H]([C@H](O)CCl)NC(=O)[C@H]([C@H](O)C(=O)O)NC1=O

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

Also called

(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 (EXACT_SYNONYM)— chebi
(R)-1-(N-(3-Hydroxy-1-oxododecyl)-L-serine)syringomycin A1 (EXACT_SYNONYM)— chebi

Cross-references

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

antimicrobial agent CHEBI:33281
antifungal agent CHEBI:35718

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:77762`	syringomycin E	`antibioticmech:chebi-cae1bb0f23`	2026-08-30

Resistance mechanisms

6 source-backed resistance determinants or associations, with ARO grounding where reported. Grouped by reported mechanism type.

UNKNOWN 6

UNKNOWN
Determinant	ARO ID	Organism	Gene families	Evidence
ELO2-associated laboratory syringomycin E resistance Qualified laboratory association in a W303C-derived yeast model; the parent background is not an exact experimental isolate identifier. Lipid-biosynthesis context does not identify a direct protein target or clinical resistance. No experimental allele, protein, strain-TaxID, genome or numerical AST is assigned. A versioned UniProt crosswalk remains pending.	—	Saccharomyces cerevisiae `NCBITaxon:4932`	ELO2	PMID:22046175 (Methods, Yeast strains; Table 1 SRE column; Figure 1B SRE comparison; DOI:10.3389/fmicb.2011.00216. Named purified syringomycin E evidence, not SP22A/SP25A transfer or independent reidentification of the preparation.) Comparative laboratory growth and susceptibility assays
ELO3-associated laboratory syringomycin E resistance Qualified laboratory association in a W303C-derived yeast model; the parent background is not an exact experimental isolate identifier. Lipid-biosynthesis context does not identify a direct protein target or clinical resistance. No experimental allele, protein, strain-TaxID, genome or numerical AST is assigned. A versioned UniProt crosswalk remains pending.	—	Saccharomyces cerevisiae `NCBITaxon:4932`	ELO3	PMID:22046175 (Methods, Yeast strains; Table 1 SRE column; Figure 1B SRE comparison; DOI:10.3389/fmicb.2011.00216. Named purified syringomycin E evidence, not SP22A/SP25A transfer or independent reidentification of the preparation.) Comparative laboratory growth and susceptibility assays
ERG3-associated laboratory syringomycin E resistance Qualified laboratory association in a 8A-1B-derived yeast model; the parent background is not an exact experimental isolate identifier. Lipid-biosynthesis context does not identify a direct protein target or clinical resistance. No experimental allele, protein, strain-TaxID, genome or numerical AST is assigned. A versioned UniProt crosswalk remains pending.	—	Saccharomyces cerevisiae `NCBITaxon:4932`	ERG3	PMID:22046175 (Methods, Yeast strains; Table 1 SRE column; Figure 1B SRE comparison; DOI:10.3389/fmicb.2011.00216. Named purified syringomycin E evidence, not SP22A/SP25A transfer or independent reidentification of the preparation.) Comparative laboratory growth and susceptibility assays
FAH1-associated laboratory syringomycin E resistance Qualified laboratory association in a BY4741-derived yeast model; the parent background is not an exact experimental isolate identifier. Lipid-biosynthesis context does not identify a direct protein target or clinical resistance. No experimental allele, protein, strain-TaxID, genome or numerical AST is assigned.	—	Saccharomyces cerevisiae `NCBITaxon:4932`	FAH1	PMID:22046175 (Methods, Yeast strains; Table 1 SRE column; Figure 1B SRE comparison; DOI:10.3389/fmicb.2011.00216. Named purified syringomycin E evidence, not SP22A/SP25A transfer or independent reidentification of the preparation.) UniProtKB:Q03529 (Reference identity only: FAH1 maps to SCS7, YMR272C; UniProtKB 2026_03 entry 203, sequence 1. S288c NCBITaxon:559292 is reference context, not the tested derivative.) Comparative laboratory growth and susceptibility assays
IPT1-associated laboratory syringomycin E resistance Qualified laboratory association in a W303C-derived yeast model; the parent background is not an exact experimental isolate identifier. Lipid-biosynthesis context does not identify a direct protein target or clinical resistance. No experimental allele, protein, strain-TaxID, genome or numerical AST is assigned.	—	Saccharomyces cerevisiae `NCBITaxon:4932`	IPT1	PMID:22046175 (Methods, Yeast strains; Table 1 SRE column; Figure 1B SRE comparison; DOI:10.3389/fmicb.2011.00216. Named purified syringomycin E evidence, not SP22A/SP25A transfer or independent reidentification of the preparation.) UniProtKB:P38954 (Reference identity only: IPT1 maps to IPT1, YDR072C; UniProtKB 2026_03 entry 175, sequence 2. S288c NCBITaxon:559292 is reference context, not the tested derivative.) Comparative laboratory growth and susceptibility assays
SYR2-associated laboratory syringomycin E resistance Qualified laboratory association in a W303C-derived yeast model; the parent background is not an exact experimental isolate identifier. Lipid-biosynthesis context does not identify a direct protein target or clinical resistance. No experimental allele, protein, strain-TaxID, genome or numerical AST is assigned.	—	Saccharomyces cerevisiae `NCBITaxon:4932`	SYR2	PMID:22046175 (Methods, Yeast strains; Table 1 SRE column; Figure 1B SRE comparison; DOI:10.3389/fmicb.2011.00216. Named purified syringomycin E evidence, not SP22A/SP25A transfer or independent reidentification of the preparation.) UniProtKB:P38992 (Reference identity only: SYR2 maps to SUR2, YDR297W; UniProtKB 2026_03 entry 177, sequence 1. S288c NCBITaxon:559292 is reference context, not the tested derivative.) Comparative laboratory growth and susceptibility assays

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
CURATED_RESISTANCE_EVIDENCE 2026-10-14 · codex · LLM-assisted
Added six primary-backed qualitative yeast gene associations for named syringomycin E. Kept experimental identifiers unset and UniProt proteins reference-only; excluded the incompletely described SKN1 row and related syringopeptin evidence. No numerical AST, exact resistance variant, construct or protocol was added. Whole-record review remains open.

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record (YAML).

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