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Protopine - 10mM in DMSO, high purity , CAS No.130-86-9(DMSO)
Basic Description
Synonyms
protopine | 130-86-9 | Corydinine | Fumarine | Biflorine | Macleyine | Protopin | Hypercorine | 7,13a-Secoberbin-13a-one, 7-methyl-2,3:9,10-bis(methylenedioxy)- | CHEBI:16415 | HSDB 3527 | 7-Methyl-2,3:9,10-bis(methylenedioxy)-7,13a-secoberbin-13a-one | EINECS 204-999-6 | UNII-UIW
Specifications & Purity
10mM in DMSO
Storage Temp
Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Alkaloids and derivatives
Class
Protopine alkaloids
Subclass
Not available
Intermediate Tree Nodes
Not available
Direct Parent
Protopine alkaloids
Alternative Parents
Benzodioxoles Aryl alkyl ketones Aralkylamines Benzenoids Trialkylamines Oxacyclic compounds Azacyclic compounds Acetals Organopnictogen compounds Organic oxides Hydrocarbon derivatives
Molecular Framework
Aromatic heteropolycyclic compounds
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
Description
This compound 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.
External Descriptors
a small molecule
Data sources
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
Associated Targets(Human)
Associated Targets(non-human)
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
IUPAC Name
15-methyl-7,9,19,21-tetraoxa-15-azapentacyclo[15.7.0.04,12.06,10.018,22]tetracosa-1(17),4,6(10),11,18(22),23-hexaen-3-one
INCHI
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
InChIKey
GPTFURBXHJWNHR-UHFFFAOYSA-N
Smiles
CN1CCC2=CC3=C(C=C2C(=O)CC4=C(C1)C5=C(C=C4)OCO5)OCO3
Isomeric SMILES
CN1CCC2=CC3=C(C=C2C(=O)CC4=C(C1)C5=C(C=C4)OCO5)OCO3
Molecular Weight
353.37
Reaxy-Rn
97707
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=97707&ln=
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Solubility
Insoluble in water; Soluble in chloroform; Slightly soluble in ethanol and benzene; Very slightly soluble ether, alcohol
Sensitivity
Light & heat sensitive.
Specific Rotation[α]
0°(C=0.55,CHCl3)
Melt Point(°C)
206°C
Molecular Weight
353.400 g/mol
XLogP3
2.800
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
0
Exact Mass
353.126 Da
Monoisotopic Mass
353.126 Da
Topological Polar Surface Area
57.200 Ų
Heavy Atom Count
26
Formal Charge
0
Complexity
542.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
The total count of all stereochemical bonds
0
Covalently-Bonded Unit Count
1
Citations of This Product
1.
Qi-Feng Zou, De-Jian Chen, Cheng-Jun Liu, Zi-Hao Chen, Xia Yang, Rong-Huang Xu, Zhen-Hui Zhou, Jian-Xin Chen, Wei Shi, Feng-Xiang Zhang.
(2025)
Combination of Metabolite Analysis and Network Pharmacology to Explore the Potential Anticough Mechanism of Protopine—A Marker in Zhi-Ke-Bao Tablets. RAPID COMMUNICATIONS IN MASS SPECTROMETRY,
39
(10):
(e10012).
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1 Citations