AntibioticMech

natamycin

CHEBI:7488 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A macrolide antibiotic that has formula C33H47NO13, produced by several Streptomyces species including Streptomyces natalensis. It exhibits broad spectrum antifungal activity and used in eye drops, and as a food preservative, and also as a postharvest biofungicide for citrus and other fruit crops. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:25105 CHEBI:25105
• CHEBI:26177 CHEBI:26177
• CHEBI:32955 CHEBI:32955
• CHEBI:36244 CHEBI:36244
• CHEBI:63367 CHEBI:63367
• CHEBI:87113 CHEBI:87113

Chemical structure

Computed structure properties

Molecular formula	C33H47NO13
Charge	0
Average mass	665.733 Da
Monoisotopic mass	665.30474 Da
Source	ChEBI
InChIKey	NCXMLFZGDNKEPB-FFPOYIOWSA-N

SMILES

[H][C@@]12C[C@H](O)C[C@]3(O)C[C@H](O)[C@@H](C(=O)O)[C@]([H])(C[C@@H](O[C@@H]4O[C@H](C)[C@@H](O)[C@H](N)[C@@H]4O)/C=C/C=C/C=C/C=C/C[C@@H](C)OC(=O)/C=C/[C@H]1O2)O3

InChI

InChI=1S/C33H47NO13/c1-18-10-8-6-4-3-5-7-9-11-21(45-32-30(39)28(34)29(38)19(2)44-32)15-25-27(31(40)41)22(36)17-33(42,47-25)16-20(35)14-24-23(46-24)12-13-26(37)43-18/h3-9,11-13,18-25,27-30,32,35-36,38-39,42H,10,14-17,34H2,1-2H3,(H,40,41)/b4-3+,7-5+,8-6+,11-9+,13-12+/t18-,19-,20+,21+,22+,23-,24-,25+,27-,28+,29-,30+,32+,33-/m1/s1

Also called

• Delvocid (BRAND_NAME)— chebi
• Delvolan (BRAND_NAME)— chebi
• Delvopos (BRAND_NAME)— chebi
• Mycophyt (BRAND_NAME)— chebi
• Myprozine (BRAND_NAME)— chebi
• Myuprozine (BRAND_NAME)— chebi
• Natacyn (BRAND_NAME)— chebi
• Natajen (BRAND_NAME)— chebi
• Natamatrix (BRAND_NAME)— chebi
• Natamax (BRAND_NAME)— chebi
• Pimafucin (BRAND_NAME)— chebi
• Synogil (BRAND_NAME)— chebi
• natamicina (INN)— chebi
• natamycine (INN)— chebi
• natamycinum (INN)— chebi
• (1R,3S,5R,7R,8E,12R,14E,16E,18E,20E,22R,24S,25R,26S)-22-[(3-amino-3,6-dideoxy-β-D-mannopyranosyl)oxy]-1,3,26-trihydroxy-12-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.05,7]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid (EXACT_SYNONYM)— chebi
• CL 12,625 (EXACT_SYNONYM)— chebi
• CL 12625 (EXACT_SYNONYM)— chebi
• E 235 (EXACT_SYNONYM)— chebi
• E-235 (EXACT_SYNONYM)— chebi
• Pimarizin (EXACT_SYNONYM)— chebi
• antibiotic A-5283 (EXACT_SYNONYM)— chebi
• pimaricin (EXACT_SYNONYM)— chebi
• pimaricine (EXACT_SYNONYM)— chebi
• tennecetin (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• bpdb:2062
• cas:7681-93-8
• chemspider:10468784
• drugbank:DB00826
• drugcentral:1885
• foodb.food:FDB002337
• hmdb:HMDB0014964
• kegg.compound:C08073
• kegg.drug:D00884
• metacyc.compound:CPD-17213
• pesticides:natamycin
• wikipedia.en:Natamycin

Activity roles

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

• CHEBI:33281 CHEBI:33281
• CHEBI:35718 CHEBI:35718
• CHEBI:65256 CHEBI:65256
• CHEBI:86327 CHEBI:86327
• CHEBI:86328 CHEBI:86328

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:7488	natamycin	antibioticmech:chebi-8ad2a743b5	2026-08-30

Mechanism summary

Clinical status

APPROVED

Curation history

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (CHEBI)

2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

3. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

4. RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

5. RESEEDED_FROM_SOURCES 2026-08-31 · 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.