alpha-Narcotine (BioCAD00000006366)

plant natural products microbial natural products

Metabolite Card

Formula: C22H23NO7 (413.1474)
SMILES: [H][C@@]1(OC(=O)C2=C1C=CC(OC)=C2OC)[C@]1([H])N(C)CCC2=CC3=C(OCO3)C(OC)=C12

Synonyms [en]

noscapine; alpha-Narcotine; (-)-alpha-narcotine; Longatin; Narcotine; (-)-Narcotine

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

alpha-Narcotine. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000006366). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

(-)-alpha-Narcotine is found in opium poppy. (-)-alpha-Narcotine is an alkaloid from Papaver somniferum (opium poppy).Noscapine (also known as Narcotine, Nectodon, Nospen, and Anarcotine) is a benzylisoquinoline alkaloid from plants of the Papaveraceae family, without significant painkilling properties. This agent is primarily used for its antitussive (cough-suppressing) effects. It has also been shown to have anticancer activity. (Wikipedia).

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 128-62-1
  • CAS Registry Number: 35933-64-3
  • CAS Registry Number: 3860-46-6
  • CAS Registry Number: 6035-40-1
  • PubChem: 275196
  • PubChem: 31411
  • PubChem: 4544
  • ChEBI: ChEBI:73237
  • HMDB: HMDB0033439
  • KEGG: C09592
  • BioCyc: CPD-14834
  • NCBI MeSH: Noscapine
  • Wikipedia: Noscapine
  • DrugBank: DB06174
  • RefMet: RM0157157
  • MoNA: BML00280
  • MoNA: BML00289
  • MoNA: BML00298
  • MoNA: BML80090
  • MoNA: BML80092
  • MoNA: BML81825
  • MoNA: BML81827
  • MoNA: CB000116
  • MoNA: CCMSLIB00000424733
  • MoNA: CCMSLIB00000424771
  • MoNA: CCMSLIB00000424772
  • MoNA: CCMSLIB00000424773
  • MoNA: CO000306
  • MoNA: CO000307
  • MoNA: CO000308
  • MoNA: CO000309
  • MoNA: CO000310
  • MoNA: EQ302401
  • MoNA: EQ302402
  • MoNA: EQ302403
  • MoNA: EQ302404
  • MoNA: EQ302405
  • MoNA: EQ302406
  • MoNA: FiehnHILIC000624
  • MoNA: FiehnHILIC002192
  • MoNA: JP002815
  • MoNA: NGA00073
  • MoNA: NGA00074
  • MoNA: NGA00075
  • MoNA: NGA00076
  • MoNA: NGA01677
  • MoNA: NGA01678
  • MoNA: NGA01679
  • MoNA: NGA01680
  • MoNA: PB002021
  • MoNA: VF-NPL-LTQ006081
  • MoNA: VF-NPL-LTQ006082
  • MoNA: VF-NPL-QEHF002752
  • MoNA: VF-NPL-QEHF002753
  • MoNA: VF-NPL-QEHF002754
  • MoNA: VF-NPL-QEHF002755
  • MoNA: VF-NPL-QEHF002756
  • MoNA: VF-NPL-QEHF002757
  • MoNA: VF-NPL-QEHF002758
  • MoNA: VF-NPL-QEHF002759
  • MoNA: VF-NPL-QEHF002760
  • MoNA: WA002269
  • MoNA: WA002270
  • MoNA: WA002271
  • MoNA: WA002272
  • MoNA: WA002273
  • MoNA: WA002274
  • Metlin: METLIN_43280
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Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R10020 1.1.1.415 narcotine hemiacetal:NAD+ 1-oxidoreductase
KEGG:R12262 2.1.1.352 S-adenosyl-L-methionine:narcotoline 4'-O-methyltransferase
Rhea:RHEA:57405 1.1.1.415 narcotine hemiacetal + NAD+ => noscapine + NADH + H+
Rhea:RHEA:57406 1.1.1.415 noscapine + NADH + H+ => narcotine hemiacetal + NAD+
Rhea:RHEA:57407 1.1.1.415 narcotine hemiacetal + NAD+ <=> noscapine + NADH + H+
BioCyc:RXN-13812 1.1.1.415 CPD-14833 + NAD --> CPD-14834 + NADH + PROTON
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Organism Source

Taxonomy Source

  1. A new engineered strain of Saccharomyces cerevisiae BY4724 [PgDDS PgPPDS AtCPR1] [ncbi taxid: ]
  2. Aloe microstigma [ncbi taxid: 1128801]
  3. Aplidium multiplicatum [ncbi taxid: 3106037]
  4. Chrozophora prostrata [ncbi taxid: ]
  5. Citrus sinensis [ncbi taxid: 2711]
  6. Corydalis tuberosa [ncbi taxid: ]
  7. Dovyalis hebecarpa [ncbi taxid: 688332]
  8. Eremophila oppositifolia [ncbi taxid: 2652586]
  9. Hydnum aurantiacum [ncbi taxid: ]
  10. Ixeris repens [ncbi taxid: 520761]
  11. Lycopodium chinense [ncbi taxid: ]
  12. Papaver commutatum [ncbi taxid: 357467]
  13. Papaver rhoeas [ncbi taxid: 33128]
  14. Papaver rhoeas L. [ncbi taxid: ]
  15. Papaver rhopalothece [ncbi taxid: ]
  16. Papaver sommiferum [ncbi taxid: ]
  17. Papaver somniferum [ncbi taxid: 3469]
  18. Papaver somniferum L. [ncbi taxid: ]
  19. Penicillium vulpinum [ncbi taxid: 29845]
  20. Taxillus yadoriki [ncbi taxid: 2777184]
  21. Tylopilus plumbeoviolaceus [ncbi taxid: 182793]
  22. Papaver somniferum [ncbi taxid: 3469]
  23. Citrus sinensis [ncbi taxid: 2711]
  24. Papaver commutatum [ncbi taxid: 357467]
  25. Papaver somniferum [ncbi taxid: 3469]

Pathway Synthetic

pathway id name
BioCyc:META_PWY-7138 noscapine biosynthesis
PlantCyc:CACUMINATA_PWY-7138 noscapine biosynthesis
PlantCyc:GRAPE_PWY-7138 noscapine biosynthesis
PlantCyc:PLANT_PWY-7138 noscapine biosynthesis
PlantCyc:ACOERULEA_PWY-7138 noscapine biosynthesis
PlantCyc:FLAX_PWY-7138 noscapine biosynthesis
PlantCyc:RCHINENSIS_PWY-7138 noscapine biosynthesis
PlantCyc:CANNUUM_PWY-7138 noscapine biosynthesis
PlantCyc:ROSEMARY_PWY-7138 noscapine biosynthesis
PlantCyc:RMULTIFLORA_PWY-7138 noscapine biosynthesis
PlantCyc:SUNFLOWER_PWY-7138 noscapine biosynthesis
PlantCyc:MDOMESTICA_PWY-7138 noscapine biosynthesis
PlantCyc:COASTREDWOOD_PWY-7138 noscapine biosynthesis
View All Pathways