GM 193663

CHEBI:77908 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A tetracyclic diterpenoid that is a semisynthetic analogue of sordadin. It has a tetracyclic diterpene glycoside structure. — 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:24400
Label unavailable CHEBI:52557
Label unavailable CHEBI:63367
Label unavailable CHEBI:72588

Chemical structure

Computed structure properties
Molecular formula	C29H42O7
Charge	0
Average mass	502.648 Da
Monoisotopic mass	502.29305 Da
Source	ChEBI
InChIKey	YIJXUKFDZCRZIC-MYOGCEHNSA-N

SMILES

[H][C@@]12CC[C@@H](C)[C@@]1([H])C[C@@]1(CO[C@H]3C[C@@H]4OC(C)(C)O[C@@H]4[C@@H](C)O3)[C@]3(C(=O)O)C(C(C)C)=C[C@]1([H])C[C@]23C=O

InChI

InChI=1S/C29H42O7/c1-15(2)21-9-18-11-27(13-30)20-8-7-16(3)19(20)12-28(18,29(21,27)25(31)32)14-33-23-10-22-24(17(4)34-23)36-26(5,6)35-22/h9,13,15-20,22-24H,7-8,10-12,14H2,1-6H3,(H,31,32)/t16-,17-,18-,19-,20-,22+,23-,24-,27+,28+,29+/m1/s1

Also called

(1S,3aR,4S,4aR,7R,7aR,8aS)-8a-{[(2,6-dideoxy-3,4-O-isopropylidene-β-D-ribo-hexopyranosyl)oxy]methyl}-4-formyl-3-isopropyl-7-methyl-4,4a,5,6,7,7a,8,8a-octahydro-1,4-methano-s-indacene-3a(1H)-carboxylic acid (EXACT_SYNONYM)— chebi
GM193663 (EXACT_SYNONYM)— chebi
GM193663A (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.

cas:178970-36-0

Activity roles

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

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:77908`	GM 193663	`antibioticmech:chebi-57883fd8cc`	2026-08-30

Mechanism summary

Mode of action: PROTEIN_SYNTHESIS_INHIBITION host shared target — Assigned from ChEBI role CHEBI:48001 (protein synthesis inhibitor). ChEBI asserts the role on the compound. The target it names is one the host has too, so the mechanism is true but is not evidence of selectivity — see mode_of_action_target_scope. Not a curator's mechanistic review.

Resistance mechanisms

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

OTHER 5

OTHER
Determinant	ARO ID	Organism	Gene families	Evidence
DPH1-associated GM193663 growth resistance in experimental yeast Gene-perturbation study in BY4741-derived laboratory subjects, not resistance inferred from gene presence or assigned to the parental strain. Figures and supplements were not independently reanalyzed. Reference-only S288c mapping: UniProtKB:P40487 (DPH1, YIL103W; NCBITaxon:559292), not an experimental allele or protein assignment. No MIC or clinical category inferred.	—	Saccharomyces cerevisiae `NCBITaxon:4932` DPH1	DPH1	PMID:18285480 (Primary Results: diphthamide synthesis; Methods identify GM193663 and the laboratory background. Qualitative text-level review.) UniProtKB:P40487 (Reference identity only; UniProtKB 2026_03, entry version 181, sequence version 1.) Relative growth comparisons in liquid culture and plate-spot tests
DPH2-associated GM193663 growth resistance in experimental yeast Gene-perturbation study in BY4741-derived laboratory subjects, not resistance inferred from gene presence or assigned to the parental strain. Figures and supplements were not independently reanalyzed. Reference-only S288c mapping: UniProtKB:P32461 (DPH2, YKL191W; NCBITaxon:559292), not an experimental allele or protein assignment. No MIC or clinical category inferred.	—	Saccharomyces cerevisiae `NCBITaxon:4932` DPH2	DPH2	PMID:18285480 (Primary Results: diphthamide synthesis; Methods identify GM193663 and the laboratory background. Qualitative text-level review.) UniProtKB:P32461 (Reference identity only; UniProtKB 2026_03, entry version 182, sequence version 1.) Relative growth comparisons in liquid culture and plate-spot tests
DPH3-associated GM193663 growth resistance in experimental yeast Gene-perturbation study in BY4741-derived laboratory subjects, not resistance inferred from gene presence or assigned to the parental strain. Figures and supplements were not independently reanalyzed. Reference-only S288c mapping: UniProtKB:Q3E840 (KTI11, YBL071W-A; NCBITaxon:559292), not an experimental allele or protein assignment. No MIC or clinical category inferred.	—	Saccharomyces cerevisiae `NCBITaxon:4932` DPH3	DPH3	PMID:18285480 (Primary Results: diphthamide synthesis; Methods identify GM193663 and the laboratory background. Qualitative text-level review.) UniProtKB:Q3E840 (Reference identity only; UniProtKB 2026_03, entry version 147, sequence version 1.) Relative growth comparisons in liquid culture and plate-spot tests
DPH4-associated GM193663 growth resistance in experimental yeast Gene-perturbation study in BY4741-derived laboratory subjects, not resistance inferred from gene presence or assigned to the parental strain. Figures and supplements were not independently reanalyzed. Reference-only S288c mapping: UniProtKB:P47138 (JJJ3, YJR097W; NCBITaxon:559292), not an experimental allele or protein assignment. No MIC or clinical category inferred.	—	Saccharomyces cerevisiae `NCBITaxon:4932` DPH4	DPH4	PMID:18285480 (Primary Results: diphthamide synthesis; Methods identify GM193663 and the laboratory background. Qualitative text-level review.) UniProtKB:P47138 (Reference identity only; UniProtKB 2026_03, entry version 179, sequence version 1.) Relative growth comparisons in liquid culture and plate-spot tests
DPH5-associated GM193663 growth resistance in experimental yeast Gene-perturbation study in BY4741-derived laboratory subjects, not resistance inferred from gene presence or assigned to the parental strain. Figures and supplements were not independently reanalyzed. Reference-only S288c mapping: UniProtKB:P32469 (DPH5, YLR172C; NCBITaxon:559292), not an experimental allele or protein assignment. No MIC or clinical category inferred.	—	Saccharomyces cerevisiae `NCBITaxon:4932` DPH5	DPH5	PMID:18285480 (Primary Results: diphthamide synthesis; Methods identify GM193663 and the laboratory background. Qualitative text-level review.) UniProtKB:P32469 (Reference identity only; UniProtKB 2026_03, entry version 193, sequence version 1.) Relative growth comparisons in liquid culture and plate-spot tests

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 2026-10-09 · codex · LLM-assisted
Added five primary author-reported GM193663 gene-level growth associations; grounded species and reference-only UniProt identities. Kept allele, strain, genome and quantitative AST assignments absent; figure review remains pending.

Provenance

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

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