caminoside A

CHEBI:65570 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A glycolipid with an unusual non-glycerol aglycone, 10-hydroxynonadecan-2-one that is glycosylated at the C10 hydroxy group by a branched tetrasaccharide residue. It is isolated from the marine sponge Caminus sphaeroconia and exhibits potent activity as an inhibitor of a type III bacterial secretory system. — 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:22798 CHEBI:22798
CHEBI:33563 CHEBI:33563
CHEBI:47622 CHEBI:47622
CHEBI:50477 CHEBI:50477
CHEBI:51867 CHEBI:51867
CHEBI:63567 CHEBI:63567

Chemical structure

Computed structure properties
Molecular formula	C49H86O22
Charge	0
Average mass	1027.205 Da
Monoisotopic mass	1026.56107 Da
Source	ChEBI
InChIKey	XTQWRNIJLVUYJY-ZFMPSFEPSA-N

SMILES

[H][C@@]1(O[C@H]2[C@H](O[C@@]3([H])[C@H](O[C@H](CCCCCCCCC)CCCCCCCC(C)=O)O[C@H](CO)[C@@H](O)[C@@H]3O)O[C@H](CO[C@@H]3O[C@H](C)[C@H](O)[C@H](O)[C@@H]3O)[C@@H](OC(C)=O)[C@@H]2OC(=O)CCC)O[C@@H](C)[C@H](O)[C@@H](O)[C@@H]1O

InChI

InChI=1S/C49H86O22/c1-7-9-10-11-12-15-18-22-30(23-19-16-13-14-17-21-26(3)51)66-48-43(39(59)36(56)31(24-50)67-48)70-49-45(71-47-41(61)38(58)35(55)28(5)64-47)44(69-33(53)20-8-2)42(65-29(6)52)32(68-49)25-62-46-40(60)37(57)34(54)27(4)63-46/h27-28,30-32,34-50,54-61H,7-25H2,1-6H3/t27-,28+,30-,31-,32-,34+,35+,36-,37+,38-,39+,40+,41+,42-,43-,44+,45-,46-,47+,48-,49+/m1/s1

Also called

(10R)-2-oxononadecan-10-yl 6-deoxy-α-L-glucopyranosyl-(1→2)-[6-deoxy-β-D-talopyranosyl-(1→6)]-4-O-acetyl-3-O-butyryl-β-D-glucopyranosyl-(1→2)-β-D-glucopyranoside (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

reaxys:9985572

Activity roles

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

CHEBI:33282 CHEBI:33282

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:65570`	caminoside A	`antibioticmech:chebi-c5e79a2791`	2026-08-30

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.