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130-86-9 molecular structure
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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

ChemBase ID: 129152
Molecular Formular: C20H19NO5
Molecular Mass: 353.36856
Monoisotopic Mass: 353.12632271
SMILES and InChIs

SMILES:
c12cc3OCOc3cc1CCN(C)Cc1c(CC2=O)ccc2c1OCO2
Canonical SMILES:
CN1CCc2cc3OCOc3cc2C(=O)Cc2c(C1)c1OCOc1cc2
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

Cite this record

CBID:129152 http://www.chembase.cn/molecule-129152.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
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
15-methyl-7,9,19,21-tetraoxa-15-azapentacyclo[15.7.0.04,12.06,10.018,22]tetracosa-1(24),4,6(10),11,17,22-hexaen-3-one
IUPAC Traditional name
protopine
Synonyms
Protopine
4,6,7,14-Tetrahydro-5-methyl-bis[1,3]benzodioxolo[4,5-c:5',6'-g]azecin-13(5H)-one
7-Methyl-2,3:9,10-bis(methylenedioxy)-7,13a-secoberbin-13a-one
Biflorine
Corydinine
Fumarin
Fumarine
Macleyine
Protopin
Protopine
CAS Number
130-86-9
PubChem SID
162223449
PubChem CID
4970
CHEMBL
486179
Wikipedia Title
Protopine

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 15.816586  H Acceptors
H Donor LogD (pH = 5.5) 2.4857821 
LogD (pH = 7.4) 2.5914571  Log P 2.5929854 
Molar Refractivity 94.5688 cm3 Polarizability 36.68139 Å3
Polar Surface Area 57.23 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
1:15 in chloroform expand Show data source
Dioxane expand Show data source
DMSO expand Show data source
practically insoluble in water expand Show data source
Apperance
Off-White Solid expand Show data source
Powder expand Show data source
white crystals expand Show data source
Melting Point
203-205°C expand Show data source
208 °C expand Show data source
Density
1.399 g/cm3 expand Show data source
Storage Condition
Refrigerator expand Show data source
MSDS Link
Download expand Show data source
Certificate of Analysis
Download expand Show data source
Classification
Rare Genuine Natural Compounds expand Show data source

DETAILS

DETAILS

Wikipedia Wikipedia TRC TRC
Toronto Research Chemicals - P838870 external link
Protopine is a Ca2+ channel blocker and antiplatelet agent. Immunomodulator.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Janbaz, K., et al.: Pharmacol. Res., 38, 215 (1998)
  • • Lai, C., et al.: Clin. Chem., 45, 229 (1998)
  • • Ma, H., et al.: J. Pharm. Biom. Anal., 49, 440 (1998)
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PATENTS

PATENTS

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INTERNET

INTERNET

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