laurolistine

CHEBI:66557 ·resolve ·ANTIVIRAL ·EXACT SEEDED

An aporphine alkaloid that is noraporphine substituted by hydroxy groups at positions 2 and 9 and methoxy groups at positions 1 and 10. Isolated from Litsea glutinosa and Lindera chunii, exhibits inhibitory activity against HIV-1 integrase. — 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:134209 CHEBI:134209
CHEBI:33853 CHEBI:33853
CHEBI:35618 CHEBI:35618

Chemical structure

Computed structure properties
Molecular formula	C18H19NO4
Charge	0
Average mass	313.353 Da
Monoisotopic mass	313.13141 Da
Source	ChEBI
InChIKey	KYVJVURXKAZJRK-LBPRGKRZSA-N

SMILES

[H][C@]12Cc3cc(O)c(OC)cc3-c3c(OC)c(O)cc(c31)CCN2

InChI

InChI=1S/C18H19NO4/c1-22-15-8-11-10(7-13(15)20)5-12-16-9(3-4-19-12)6-14(21)18(23-2)17(11)16/h6-8,12,19-21H,3-5H2,1-2H3/t12-/m0/s1

Also called

(6aS)-1,10-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diol (EXACT_SYNONYM)— chebi
1,10-Dimethoxy-6a-alpha-noraporphine-2,9-diol (EXACT_SYNONYM)— chebi
4H-Dibenzo(de,g)quinoline-2,9-diol, 5,6,6a,7-tetrahydro-1,10-dimethoxy- (EXACT_SYNONYM)— chebi
Dimethoxy-1,10 dihydroxy-2,9 nor-aporphine (EXACT_SYNONYM)— chebi
Norboldine (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:5890-18-6
hmdb:HMDB0040974
kegg.compound:C16984
reaxys:42729

Activity roles

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

CHEBI:67268 CHEBI:67268

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:66557`	laurolistine	`antibioticmech:chebi-875f9fd11c`	2026-08-30

Mechanism summary

Mode of action: VIRAL_INTEGRASE_INHIBITION microbial target — Assigned from ChEBI role CHEBI:67268 (HIV-1 integrase inhibitor). ChEBI asserts the role on the compound. The role names a target specific to the microbe or virus — see mode_of_action_target_scope. Not a curator's mechanistic review.

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.