8-hydroxymanzamine A

CHEBI:66669 ·resolve ·ANTIVIRAL ·EXACT SEEDED

An alkaloid that is manzamine A with a hydroxy substituent at position 8. Isolated from Pachypellina and Acanthostrongylophora, it exhibits inhibitory activity against Glycogen Synthase Kinase-3 (EC 2.7.11.26). — 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:22315 CHEBI:22315
CHEBI:24922 CHEBI:24922
CHEBI:60834 CHEBI:60834

Chemical structure

Computed structure properties
Molecular formula	C36H44N4O2
Charge	0
Average mass	564.774 Da
Monoisotopic mass	564.34643 Da
Source	ChEBI
InChIKey	AMSNINGPDSUBHZ-WAUQNXBMSA-N

SMILES

[H][C@@]12N3CCCC/C=C\[C@@]3([H])C[C@@]13CN1CCCC/C=C\CC[C@]2(O)C=C(c2nccc4c2nc2c(O)cccc24)[C@]3([H])CC1

InChI

InChI=1S/C36H44N4O2/c41-30-14-11-13-26-27-15-18-37-32(33(27)38-31(26)30)28-23-36(42)17-8-4-1-2-5-9-19-39-21-16-29(28)35(24-39)22-25-12-7-3-6-10-20-40(25)34(35)36/h1,4,7,11-15,18,23,25,29,34,38,41-42H,2-3,5-6,8-10,16-17,19-22,24H2/b4-1-,12-7-/t25-,29-,34+,35-,36-/m0/s1

Also called

(4aR,7S,7aR,13Z,14aR,15aR,18Z)-5-(8-hydroxy-9H-β-carbolin-1-yl)-4,4a,9,10,11,12,14a,15-octahydro-3H-7,2-oct[3]enoazocino[1',2':1,5]pyrrolo[2,3-i]isoquinolin-7(1H,7aH)-ol (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:154466-37-2
reaxys:7064471

Activity roles

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

CHEBI:64954 CHEBI:64954

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:66669`	8-hydroxymanzamine A	`antibioticmech:chebi-0ea9edf0fb`	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.