| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-09-30 23:06:36 UTC |
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| Update Date | 2020-05-11 20:15:12 UTC |
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| BMDB ID | BMDB0003920 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | Protopine |
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| Description | Protopine, also known as corydinine or fumarine, belongs to the class of organic compounds known as protopine alkaloids. These are alkaloids with a structure based on a tricyclic protopine formed by oxidative ring fission of protoberberine N-metho salts. Based on a literature review a significant number of articles have been published on Protopine. |
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| Structure | |
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| Synonyms | | Value | Source |
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| 4,6,7,14-Tetrahydro-5-methyl-bis(1,3)benzodioxolo(4,5-c-5',6'-g)azecin-13(5H)-one | ChEBI | | 7-Methyl-6,8,9,16-tetrahydrobis[1,3]benzodioxolo[4,5-c:5',6'-g]azecin-15(7H)-one | ChEBI | | Corydinine | ChEBI | | Fumarine | ChEBI | | Macleyine | ChEBI | | Biflorine | HMDB | | Hypercorine | HMDB | | Protopin | HMDB | | Protopine mesylate | MeSH, HMDB | | Protopine hydrochloride | MeSH, HMDB |
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| Chemical Formula | C20H19NO5 |
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| Average Molecular Weight | 353.3686 |
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| Monoisotopic Molecular Weight | 353.126322723 |
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| IUPAC Name | 15-methyl-7,9,19,21-tetraoxa-15-azapentacyclo[15.7.0.0⁴,¹².0⁶,¹⁰.0¹⁸,²²]tetracosa-1(17),4(12),5,10,18(22),23-hexaen-3-one |
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| Traditional Name | protopine |
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| CAS Registry Number | 130-86-9 |
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| SMILES | CN1CCC2=C(C=C3OCOC3=C2)C(=O)CC2=C(C1)C1=C(OCO1)C=C2 |
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| InChI Identifier | InChI=1S/C20H19NO5/c1-21-5-4-13-7-18-19(25-10-24-18)8-14(13)16(22)6-12-2-3-17-20(15(12)9-21)26-11-23-17/h2-3,7-8H,4-6,9-11H2,1H3 |
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| InChI Key | GPTFURBXHJWNHR-UHFFFAOYSA-N |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as protopine alkaloids. These are alkaloids with a structure based on a tricyclic protopine formed by oxidative ring fission of protoberberine N-metho salts. |
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| Kingdom | Organic compounds |
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| Super Class | Alkaloids and derivatives |
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| Class | Protopine alkaloids |
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| Sub Class | Not Available |
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| Direct Parent | Protopine alkaloids |
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| Alternative Parents | |
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| Substituents | - Protopine skeleton
- Benzodioxole
- Aryl ketone
- Aryl alkyl ketone
- Aralkylamine
- Benzenoid
- Ketone
- Tertiary amine
- Tertiary aliphatic amine
- Acetal
- Oxacycle
- Azacycle
- Organoheterocyclic compound
- Organic oxide
- Organopnictogen compound
- Organooxygen compound
- Organonitrogen compound
- Organic oxygen compound
- Hydrocarbon derivative
- Amine
- Organic nitrogen compound
- Aromatic heteropolycyclic compound
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| Molecular Framework | Aromatic heteropolycyclic compounds |
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| External Descriptors | |
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| Ontology |
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| Status | Expected but not Quantified |
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| Origin | |
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| Biofunction | Not Available |
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| Application | Not Available |
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| Cellular locations | |
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| Physical Properties |
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| State | Solid |
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| Experimental Properties | | Property | Value | Reference |
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| Melting Point | 208 °C | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | Not Available | Not Available |
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| Predicted Properties | |
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| Spectra |
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| Spectra | |
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