fangchinoline

CHEBI:132893 ·resolve ·ANTIVIRAL ·EXACT SEEDED

A bisbenzylisoquinoline alkaloid that is (1β)- berbaman which has been substituted by methyl groups at the 2 and 2' positions, by methoxy groups at the 6, 6', and 12 positions, and by a hydroxy group at position 7. Isolated from Stephania tetrandra, it has been found to possess neuroprotective and anti-tumour 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:133004 CHEBI:133004
CHEBI:35618 CHEBI:35618
CHEBI:51026 CHEBI:51026

Chemical structure

Computed structure properties
Molecular formula	C37H40N2O6
Charge	0
Average mass	608.735 Da
Monoisotopic mass	608.28864 Da
Source	ChEBI
InChIKey	IIQSJHUEZBTSAT-VMPREFPWSA-N

SMILES

[H][C@]12Cc3ccc(OC)c(c3)Oc3ccc(cc3)C[C@H]3c4cc(c(OC)cc4CCN3C)Oc3c(O)c(OC)cc(c31)CCN2C

InChI

InChI=1S/C37H40N2O6/c1-38-14-12-24-19-31(42-4)33-21-27(24)28(38)16-22-6-9-26(10-7-22)44-32-18-23(8-11-30(32)41-3)17-29-35-25(13-15-39(29)2)20-34(43-5)36(40)37(35)45-33/h6-11,18-21,28-29,40H,12-17H2,1-5H3/t28-,29-/m0/s1

Also called

(1β)-6,6',12-trimethoxy-2,2'-dimethylberbaman-7-ol (EXACT_SYNONYM)— chebi
(+)-fangchinoline (EXACT_SYNONYM)— chebi
(+)-limacine (EXACT_SYNONYM)— chebi
(1β)-2,2'-dimethyl-6,6',12-trimethoxyberbaman-7-ol (EXACT_SYNONYM)— chebi
7-O-demethyltetrandrine (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:436-77-1
reaxys:78975
wikipedia.en:Fangchinoline

Activity roles

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

CHEBI:64947 CHEBI:64947

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:132893`	fangchinoline	`antibioticmech:chebi-c72d415ab1`	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.