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.

Label unavailable CHEBI:22798
Label unavailable CHEBI:33563
Label unavailable CHEBI:47622
Label unavailable CHEBI:50477
Label unavailable CHEBI:51867
Label unavailable 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

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.

reaxys:9985572

Activity roles

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

antibacterial agent 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 (YAML).

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