glandicoline B

CHEBI:134347 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

An indole alkaloid with a tetracyclic skeleton that is isolated from Penicillium chrysogenum. — 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:24780
Label unavailable CHEBI:24995
Label unavailable CHEBI:33823
Label unavailable CHEBI:38163
Label unavailable CHEBI:38958
Label unavailable CHEBI:78840

Chemical structure

Computed structure properties
Molecular formula	C22H21N5O4
Charge	0
Average mass	419.441 Da
Monoisotopic mass	419.15935 Da
Source	ChEBI
InChIKey	YEVSOYBNHBOQJZ-GCTRCSCRSA-N

SMILES

C=CC(C)(C)[C@]12C=C(O)C(=O)N3/C(=C/c4cncn4)C(=O)N[C@@]31N(O)c1ccccc12

InChI

InChI=1S/C22H21N5O4/c1-4-20(2,3)21-10-17(28)19(30)26-16(9-13-11-23-12-24-13)18(29)25-22(21,26)27(31)15-8-6-5-7-14(15)21/h4-12,28,31H,1H2,2-3H3,(H,23,24)(H,25,29)/b16-9+/t21-,22-/m1/s1

Also called

(3E,7aS,12aR)-6,12-dihydroxy-3-[(1H-imidazol-4-yl)methylidene]-7a-(2-methylbut-3-en-2-yl)-7a,12-dihydro-1H,5H-imidazo[1',2':1,2]pyrido[2,3-b]indole-2,5(3H)-dione (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.

metacyc.compound:CPD-17390

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:134347`	glandicoline B	`antibioticmech:chebi-50fc8a18fe`	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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