dihydrosanguinarine

CHEBI:17209 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A benzophenanthridine alkaloid obtained by selective hydrogenation of the 13,14-position of sanguinarine. — 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:38517

Chemical structure

Computed structure properties
Molecular formula	C20H15NO4
Charge	0
Average mass	333.343 Da
Monoisotopic mass	333.10011 Da
Source	ChEBI
InChIKey	CIUHLXZTZWTVFL-UHFFFAOYSA-N

SMILES

CN1Cc2c(ccc3c2OCO3)-c2ccc3cc4c(cc3c21)OCO4

InChI

InChI=1S/C20H15NO4/c1-21-8-15-12(4-5-16-20(15)25-10-22-16)13-3-2-11-6-17-18(24-9-23-17)7-14(11)19(13)21/h2-7H,8-10H2,1H3

Also called

13-methyl-13,14-dihydro-2H,10H-[1,3]dioxolo[4,5-i][1,3]dioxolo[4',5':4,5]benzo[1,2-c]phenanthridine (EXACT_SYNONYM)— chebi
13,14-Dihydro-13-methyl-[1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridine (EXACT_SYNONYM)— chebi
13,14-dihydro-13-methyl-[1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridine (EXACT_SYNONYM)— chebi
Dihydrosanguinarine (EXACT_SYNONYM)— chebi
dihydroavicine (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.

Activity roles

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

antifungal agent CHEBI:35718

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:17209`	dihydrosanguinarine	`antibioticmech:chebi-fc6504b0fd`	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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