7'-O-demethylisocephaeline

CHEBI:65740 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

A pyridoisoquinoline consisting of (1'β)-emetan substituted by hydroxy groups at positions 6' and 7' and methoxy groups at positions 10 and 11. It is isolated from Psychotria klugii and exhibits antileishmanial activity. — 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:24921 CHEBI:24921
CHEBI:24922 CHEBI:24922
CHEBI:26195 CHEBI:26195
CHEBI:35618 CHEBI:35618
CHEBI:61692 CHEBI:61692

Chemical structure

Computed structure properties
Molecular formula	C27H36N2O4
Charge	0
Average mass	452.595 Da
Monoisotopic mass	452.26751 Da
Source	ChEBI
InChIKey	HGQNZTBYUKKJLH-CQOCVSQPSA-N

SMILES

[H][C@]1(C[C@]2([H])NCCc3cc(O)c(O)cc32)C[C@@]2([H])c3cc(OC)c(OC)cc3CCN2C[C@@H]1CC

InChI

InChI=1S/C27H36N2O4/c1-4-16-15-29-8-6-18-12-26(32-2)27(33-3)14-21(18)23(29)10-19(16)9-22-20-13-25(31)24(30)11-17(20)5-7-28-22/h11-14,16,19,22-23,28,30-31H,4-10,15H2,1-3H3/t16-,19-,22-,23-/m0/s1

Also called

(1'β)-10,11-dimethoxyemetan-6',7'-diol (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

chemspider:9060170
reaxys:9674985

Activity roles

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

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:65740`	7'-O-demethylisocephaeline	`antibioticmech:chebi-9444344c84`	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.