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60594-55-0 molecular structure
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(3R)-6,7-dimethoxy-3-[(5S)-6-methyl-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-1,3-dihydro-2-benzofuran-1-one

ChemBase ID: 170026
Molecular Formular: C21H21NO6
Molecular Mass: 383.39454
Monoisotopic Mass: 383.1368874
SMILES and InChIs

SMILES:
c12c(cc3c(c1)[C@H](N(CC3)C)[C@H]1c3c(C(=O)O1)c(c(cc3)OC)OC)OCO2
Canonical SMILES:
COc1c(OC)ccc2c1C(=O)O[C@H]2[C@H]1N(C)CCc2c1cc1OCOc1c2
InChI:
InChI=1S/C21H21NO6/c1-22-7-6-11-8-15-16(27-10-26-15)9-13(11)18(22)19-12-4-5-14(24-2)20(25-3)17(12)21(23)28-19/h4-5,8-9,18-19H,6-7,10H2,1-3H3/t18-,19+/m0/s1
InChIKey:
JZUTXVTYJDCMDU-RBUKOAKNSA-N

Cite this record

CBID:170026 http://www.chembase.cn/molecule-170026.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(3R)-6,7-dimethoxy-3-[(5S)-6-methyl-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-1,3-dihydro-2-benzofuran-1-one
IUPAC Traditional name
(+)-hydrastine
Synonyms
(3R)-6,7-Dimethoxy-3-[(5S)-5,6,7,8-tetrahydro-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl]-1(3H)-isobenzofuranone
(+)-Hydrastine
1β,1'β-Hydrastine
Isocoryne
O-Methylcorftaline
O-Methylcorphthaline
d-Hydrastine
d-β-Hydrastine
(+)-β-Hydrastine
(3S)-rel-6,7-Dimethoxy-3-[(5R)-5,6,7,8-tetrahydro-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl]-1(3H)-isobenzofuranone
(+/-)-Hydrastine
(+/-)-β-Hydrastine
CAS Number
60594-55-0
29617-43-4
PubChem SID
164225936
PubChem CID
656743

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 656743 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 14.781298  H Acceptors
H Donor LogD (pH = 5.5) 0.8118249 
LogD (pH = 7.4) 2.4206343  Log P 2.7383814 
Molar Refractivity 100.6129 cm3 Polarizability 39.22748 Å3
Polar Surface Area 66.46 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
Certificate of Analysis
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Classification
Rare Genuine Natural Compounds expand Show data source

DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - H675690 external link
Inhibitor of Dopamine biosynthesis.
Toronto Research Chemicals - H675700 external link
Inhibitor of Dopamine biosynthesis.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Jones, D., et al.: Drug Metab. Disposition, 35, 1466 (2007)
  • • Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2007)
  • • Jones, D., et al.: Drug Metab. Disposition, 35, 1466 (2007)
  • • Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2007)
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PATENTS

PATENTS

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INTERNET

INTERNET

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