AntibioticMech

fumagillin

CHEBI:48635 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A meroterpenoid resulting from the formal condensation of the hydroxy group of fumagillol with the carboxylic acid group of (all-E)-deca-2,4,6,8-tetraenedioic acid. Originally isolated from the fungus Aspergillus fumigatus, it is used for the control of Nosema infection in honey bees. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:133131 CHEBI:133131
• CHEBI:25807 CHEBI:25807
• CHEBI:33308 CHEBI:33308
• CHEBI:36244 CHEBI:36244
• CHEBI:64419 CHEBI:64419
• CHEBI:87113 CHEBI:87113

Chemical structure

Computed structure properties

Molecular formula	C26H34O7
Charge	0
Average mass	458.551 Da
Monoisotopic mass	458.23045 Da
Source	ChEBI
InChIKey	NGGMYCMLYOUNGM-CSDLUJIJSA-N

SMILES

[H][C@]1([C@@]2(C)O[C@]2([H])CC=C(C)C)[C@H](OC)[C@H](OC(=O)/C=C/C=C/C=C/C=C/C(=O)O)CC[C@]12CO2

InChI

InChI=1S/C26H34O7/c1-18(2)13-14-20-25(3,33-20)24-23(30-4)19(15-16-26(24)17-31-26)32-22(29)12-10-8-6-5-7-9-11-21(27)28/h5-13,19-20,23-24H,14-17H2,1-4H3,(H,27,28)/b7-5+,8-6+,11-9+,12-10+/t19-,20-,23-,24-,25+,26+/m1/s1

Also called

• Fugillin (BRAND_NAME)— chebi
• Fumidil (BRAND_NAME)— chebi
• fumagilina (INN)— chebi
• fumagilline (INN)— chebi
• fumagillinum (INN)— chebi
• (2E,4E,6E,8E)-10-({(3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-1-oxaspiro[2.5]oct-6-yl}oxy)-10-oxodeca-2,4,6,8-tetraenoic acid (EXACT_SYNONYM)— chebi
• 2,4,6,8-decatetraenedioic acid, 4-(1,2-epoxy-1,5-dimethyl-4-hexenyl)-5-methoxy-1-oxaspiro(2,5)oct-6-yl ester (EXACT_SYNONYM)— chebi
• Fumagillin (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• cas:23110-15-8
• drugbank:DB02640
• drugcentral:3253
• kegg.compound:C09668
• knapsack:C00003133
• lipidmaps:LMPR0103060003
• patent:US2652356
• patent:US2803586
• reaxys:5360220
• wikipedia.en:Fumagillin

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:35820 CHEBI:35820
• CHEBI:36047 CHEBI:36047
• CHEBI:86327 CHEBI:86327

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:48635	fumagillin	antibioticmech:chebi-b1d0ffa385	2026-08-30

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

Provenance

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