streptolydigin

CHEBI:45773 ·resolve ·ANTIMICROBIAL_UNSPECIFIED ·EXACT SEEDED

A monocarboxylic acid amide that is a broad-spectrum antibiotic produced by Streptomyces lydicus. — 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.

CHEBI:133131 CHEBI:133131
CHEBI:21731 CHEBI:21731
CHEBI:27171 CHEBI:27171
CHEBI:29347 CHEBI:29347
CHEBI:33823 CHEBI:33823
CHEBI:35990 CHEBI:35990
CHEBI:38275 CHEBI:38275
CHEBI:59779 CHEBI:59779

Chemical structure

Computed structure properties
Molecular formula	C32H44N2O9
Charge	0
Average mass	600.709 Da
Monoisotopic mass	600.30468 Da
Source	ChEBI
InChIKey	KVTPRMVXYZKLIG-NCAOFHFGSA-N

SMILES

[H][C@]1([C@H](C)/C=C(C)/C=C/C(O)=C2\C(=O)N([C@@H]3CC[C@H](O)[C@H](C)O3)[C@@]([H])([C@H](C)C(=O)NC)C2=O)O[C@@]2(C)O[C@H](C=C[C@@]23CO3)[C@@H]1C

InChI

InChI=1S/C32H44N2O9/c1-16(14-17(2)28-18(3)23-12-13-32(15-40-32)31(6,42-23)43-28)8-9-22(36)25-27(37)26(19(4)29(38)33-7)34(30(25)39)24-11-10-21(35)20(5)41-24/h8-9,12-14,17-21,23-24,26,28,35-36H,10-11,15H2,1-7H3,(H,33,38)/b9-8+,16-14+,25-22+/t17-,18+,19+,20+,21+,23-,24+,26+,28-,31-,32-/m1/s1

Also called

(2S)-2-{(2S,4E)-4-{(2E,4E,6R)-6-[(1R,2R,5R,6S,7R)-1,6-dimethylspiro[8,9-dioxabicyclo[3.3.1]non-3-ene-2,2'-oxiran]-7-yl]-1-hydroxy-4-methylhepta-2,4-dien-1-ylidene}-1-[(2S,5S,6S)-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]-3,5-dioxopyrrolidin-2-yl}-N-methylpropanamide (EXACT_SYNONYM)— chebi
Antibiotic D-45 (EXACT_SYNONYM)— chebi
NSC 3360 (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:7229-50-7
drugbank:DB04785
pdb-ccd:STD
reaxys:9977901
wikipedia.en:Streptolydigin

Activity roles

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

CHEBI:33281 CHEBI:33281

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:45773`	streptolydigin	`antibioticmech:chebi-2c1d7dfc69`	2026-08-30

Mechanism summary

Mode of action: NUCLEIC_ACID_SYNTHESIS_INHIBITION host shared target — Assigned from ChEBI role CHEBI:37416 (EC 2.7.7.6 (RNA polymerase) 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.

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

Provenance

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