hookerianamide J

CHEBI:66022 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A steroid alkaloid that is 5α-preg-16-ene substituted by a hydroxy group at position 4, a N,N-dimethylamino group at position 20 and a N-senecoylamino group at position 3 (the 3β,4β,20S stereoisomer). Isolated from Sarcococca hookeriana, it exhibits antileishmanial and antibacterial activities. — 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:140325 CHEBI:140325
CHEBI:26767 CHEBI:26767
CHEBI:35681 CHEBI:35681
CHEBI:51751 CHEBI:51751

Chemical structure

Computed structure properties
Molecular formula	C28H46N2O2
Charge	0
Average mass	442.688 Da
Monoisotopic mass	442.35593 Da
Source	ChEBI
InChIKey	UBWMSSICUOCSHT-BJHCZKLTSA-N

SMILES

[H][C@@]12CC[C@@]3([H])[C@@H](O)[C@@H](NC(=O)C=C(C)C)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)C([C@H](C)N(C)C)=CC[C@@]21[H]

InChI

InChI=1S/C28H46N2O2/c1-17(2)16-25(31)29-24-13-15-28(5)22-12-14-27(4)20(18(3)30(6)7)10-11-21(27)19(22)8-9-23(28)26(24)32/h10,16,18-19,21-24,26,32H,8-9,11-15H2,1-7H3,(H,29,31)/t18-,19-,21-,22-,23-,24-,26+,27+,28+/m0/s1

Also called

N-[(3β,4β,5α,20S)-20-(dimethylamino)-4-hydroxypregn-16-en-3-yl]-3-methylbut-2-enamide (EXACT_SYNONYM)— chebi
(20S)-20-(N,N-dimethylamino)-3β-(N-senecoylamino)-5α-preg-16-en-4β-ol (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

reaxys:18885924

Activity roles

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

CHEBI:33282 CHEBI:33282
CHEBI:70868 CHEBI:70868

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:66022`	hookerianamide J	`antibioticmech:chebi-6d644c5d3b`	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.