hookerianamide I

CHEBI:66021 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

A steroid alkaloid that is 5α-pregnane substituted by a N-methylamino group at position 20 and a β-N-methylbenzamido group at position 3. Isolated from Sarcococca hookeriana, it exhibits antiplasmodial activity and inhibitory activity against cholinesterase. — 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:22702 CHEBI:22702
CHEBI:26767 CHEBI:26767

Chemical structure

Computed structure properties
Molecular formula	C30H46N2O
Charge	0
Average mass	450.711 Da
Monoisotopic mass	450.36101 Da
Source	ChEBI
InChIKey	NISGMKNSSUMSSN-IBWRYCSWSA-N

SMILES

[H][C@@]12CC[C@]3([H])[C@]([H])(CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@H](C)NC)[C@@]1(C)CC[C@H](N(C)C(=O)c1ccccc1)C2

InChI

InChI=1S/C30H46N2O/c1-20(31-4)25-13-14-26-24-12-11-22-19-23(32(5)28(33)21-9-7-6-8-10-21)15-17-29(22,2)27(24)16-18-30(25,26)3/h6-10,20,22-27,31H,11-19H2,1-5H3/t20-,22-,23-,24-,25+,26-,27-,29-,30+/m0/s1

Also called

N-methyl-N-[(3β,5α,20S)-20-(methylamino)pregnan-3-yl]benzamide (EXACT_SYNONYM)— chebi
20(N-methylamino)-3β-(N-methylbenzamido)-5α-pregnane (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

reaxys:18885921

Activity roles

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

CHEBI:64915 CHEBI:64915

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:66021`	hookerianamide I	`antibioticmech:chebi-708c9efd84`	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.