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.

Label unavailable CHEBI:133004
Label unavailable CHEBI:35618
Label unavailable 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

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.

cas:436-77-1
reaxys:78975

Patents and articles

Documents about this compound. A patent covers a class and an article covers a topic; neither identifies a structure.

wikipedia.en:Fangchinoline

Activity roles

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

anti-HIV-1 agent 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
RESEEDED_FROM_SOURCES 2026-09-10 · 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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