alpha-Narcotine (BioCAD00000006366)
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
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).
DBLinks
- CAS Registry Number: 128-62-1
- PubChem CID: 275196
- ChEBI: 73237
- HMDB: HMDB0033439
- LipidMaps:
- KEGG: C09592
- BioCyc: CPD-14834
- NCBI MeSH: Noscapine
- Wikipedia: Noscapine
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
- Coconut NaturalProduct: CNP0053760.1
- Coconut NaturalProduct: CNP0053760.2
- Coconut NaturalProduct: CNP0053760.3
- Coconut NaturalProduct: CNP0053760.4
- Coconut NaturalProduct: CNP0053760.5
- Coconut NaturalProduct: CNP0053760.6
- Coconut NaturalProduct: CNP0116156.0
- Coconut NaturalProduct: CNP0144540.0
- Coconut NaturalProduct: CNP0202581.0
- Coconut NaturalProduct: CNP0236036.1
- Coconut NaturalProduct: CNP0236036.2
- Coconut NaturalProduct: CNP0236036.4
- Coconut NaturalProduct: CNP0236036.5
- Coconut NaturalProduct: CNP0236036.7
- Coconut NaturalProduct: CNP0237641.1
- Coconut NaturalProduct: CNP0237641.2
- Coconut NaturalProduct: CNP0237641.3
- Coconut NaturalProduct: CNP0237641.4
- Coconut NaturalProduct: CNP0237641.5
- Coconut NaturalProduct: CNP0237641.6
- Coconut NaturalProduct: CNP0242367.1
- Coconut NaturalProduct: CNP0255647.3
- Coconut NaturalProduct: CNP0269670.0
- Coconut NaturalProduct: CNP0286804.0
- Coconut NaturalProduct: CNP0311562.0
- Coconut NaturalProduct: CNP0324930.0
- Coconut NaturalProduct: CNP0327177.1
- Coconut NaturalProduct: CNP0330822.0
- Coconut NaturalProduct: CNP0336660.3
- Coconut NaturalProduct: CNP0372995.2
- Coconut NaturalProduct: CNP0382126.1
- Coconut NaturalProduct: CNP0382782.1
- Coconut NaturalProduct: CNP0394825.1
- Coconut NaturalProduct: CNP0394825.2
- Coconut NaturalProduct: CNP0394825.3
- Coconut NaturalProduct: CNP0394825.4
- Coconut NaturalProduct: CNP0394825.5
- Coconut NaturalProduct: CNP0394825.6
- Coconut NaturalProduct: CNP0412954.0
- Coconut NaturalProduct: CNP0413065.0
- Coconut NaturalProduct: CNP0413781.0
- Coconut NaturalProduct: CNP0414870.0
- Coconut NaturalProduct: CNP0453433.1
- Coconut NaturalProduct: CNP0453433.2
- Coconut NaturalProduct: CNP0489884.1
- Coconut NaturalProduct: CNP0489884.2
- Coconut NaturalProduct: CNP0501065.0
- Coconut NaturalProduct: CNP0513931.1
- Coconut NaturalProduct: CNP0513931.2
- Coconut NaturalProduct: CNP0515377.1
- Coconut NaturalProduct: CNP0515377.2
- Coconut NaturalProduct: CNP0541394.1
- Coconut NaturalProduct: CNP0550227.0
- Coconut NaturalProduct: CNP0554865.1
- Coconut NaturalProduct: CNP0554865.2
- Coconut NaturalProduct: CNP0561670.0
- Coconut NaturalProduct: CNP0575760.1
- Coconut NaturalProduct: CNP0575760.2
- Coconut NaturalProduct: CNP0575760.3
- Coconut NaturalProduct: CNP0575760.4
- Coconut NaturalProduct: CNP0575760.5
- Coconut NaturalProduct: CNP0575760.6
- Coconut NaturalProduct: CNP0575760.7
- Coconut NaturalProduct: CNP0575760.8
Class / Ontology
- WishartLab ClassyFire: [Phthalide isoquinolines] Phthalide isoquinolines
- RefMet: [Other alkaloids] Other alkaloids
- ChEBI: [CHEBI:73237] (-)-noscapine
- Coconut NaturalProduct: [Tyrosine alkaloids] Tyrosine alkaloids
- Coconut NaturalProduct: [Nicotinic acid alkaloids] Nicotinic acid alkaloids
- Coconut NaturalProduct: [Pyridine alkaloids] Pyridine alkaloids
- Coconut NaturalProduct: [Simple coumarins] Simple coumarins
- Coconut NaturalProduct: [Isoquinoline alkaloids] Isoquinoline alkaloids
- Coconut NaturalProduct: [Piperidine alkaloids] Piperidine alkaloids
- Coconut NaturalProduct: [Amarylidaceae alkaloids] Amarylidaceae alkaloids
- Coconut NaturalProduct: [Anthranilic acid alkaloids] Anthranilic acid alkaloids
- Coconut NaturalProduct: [Simple amide alkaloids] Simple amide alkaloids
| 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 |
Taxonomy Source
- A new engineered strain of Saccharomyces cerevisiae BY4724 [PgDDS PgPPDS AtCPR1] [ncbi taxid: ]
- Aloe microstigma [ncbi taxid: 1128801]
- Aplidium multiplicatum [ncbi taxid: 3106037]
- Chrozophora prostrata [ncbi taxid: ]
- Citrus sinensis [ncbi taxid: 2711]
- Corydalis tuberosa [ncbi taxid: ]
- Dovyalis hebecarpa [ncbi taxid: 688332]
- Eremophila oppositifolia [ncbi taxid: 2652586]
- Hydnum aurantiacum [ncbi taxid: ]
- Ixeris repens [ncbi taxid: 520761]
- Lycopodium chinense [ncbi taxid: ]
- Papaver commutatum [ncbi taxid: 357467]
- Papaver rhoeas [ncbi taxid: 33128]
- Papaver rhoeas L. [ncbi taxid: ]
- Papaver rhopalothece [ncbi taxid: ]
- Papaver sommiferum [ncbi taxid: ]
- Papaver somniferum [ncbi taxid: 3469]
- Papaver somniferum L. [ncbi taxid: ]
- Penicillium vulpinum [ncbi taxid: 29845]
- Taxillus yadoriki [ncbi taxid: 2777184]
- Tylopilus plumbeoviolaceus [ncbi taxid: 182793]
- Papaver somniferum [ncbi taxid: 3469]
- Citrus sinensis [ncbi taxid: 2711]
- Papaver commutatum [ncbi taxid: 357467]
- 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 |