cholesteryl arachidonate

CHEBI:82751 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A cholesterol ester obtained by the formal condensation of the hydroxy group in cholesterol with the carboxy group of arachidonic acid. — 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:132006 CHEBI:132006

Chemical structure

Computed structure properties
Molecular formula	C47H76O2
Charge	0
Average mass	673.123 Da
Monoisotopic mass	672.58453 Da
Source	ChEBI
InChIKey	IMXSFYNMSOULQS-BEDFLICRSA-N

SMILES

[H][C@@]12CC=C3C[C@@H](OC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])CC[C@]1([H])[C@H](C)CCCC(C)C

InChI

InChI=1S/C47H76O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-27-45(48)49-40-32-34-46(5)39(36-40)28-29-41-43-31-30-42(38(4)26-24-25-37(2)3)47(43,6)35-33-44(41)46/h11-12,14-15,17-18,20-21,28,37-38,40-44H,7-10,13,16,19,22-27,29-36H2,1-6H3/b12-11-,15-14-,18-17-,21-20-/t38-,40+,41+,42-,43+,44+,46+,47-/m1/s1

Also called

(3β)-cholest-5-en-3-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate (EXACT_SYNONYM)— chebi
20:4 Cholesteryl ester (EXACT_SYNONYM)— chebi
CE(20:4(5Z,8Z,11Z,14Z)) (EXACT_SYNONYM)— chebi
CE(20:4) (EXACT_SYNONYM)— chebi
cholest-5-en-3β-yl (5Z,8Z,11Z,14Z-eicosatetraenoate) (EXACT_SYNONYM)— chebi
cholest-5-en-3β-yl (5Z,8Z,11Z,14Z-icosatetraenoate) (EXACT_SYNONYM)— chebi
cholesterol arachidonate (EXACT_SYNONYM)— chebi
cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate (RELATED_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:604-34-2
hmdb:HMDB0006726
lipidmaps:LMST01020014
reaxys:2343317

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:82751`	cholesteryl arachidonate	`antibioticmech:chebi-2ca4594be9`	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.