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2086-83-1 molecular structure
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16,17-dimethoxy-5,7-dioxa-13$l^{5}-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-1(21),2,4(8),9,13,15,17,19-octaen-13-ylium

ChemBase ID: 3737
Molecular Formular: C20H18NO4+
Molecular Mass: 336.36122
Monoisotopic Mass: 336.12358306
SMILES and InChIs

SMILES:
COc1ccc2cc3c4cc5c(OCO5)cc4CC[n+]3cc2c1OC
Canonical SMILES:
COc1c(OC)ccc2c1c[n+]1CCc3c(c1c2)cc1c(c3)OCO1
InChI:
InChI=1S/C20H18NO4/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2/h3-4,7-10H,5-6,11H2,1-2H3/q+1
InChIKey:
YBHILYKTIRIUTE-UHFFFAOYSA-N

Cite this record

CBID:3737 http://www.chembase.cn/molecule-3737.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
16,17-dimethoxy-5,7-dioxa-13$l^{5}-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-1(21),2,4(8),9,13,15,17,19-octaen-13-ylium
16,17-dimethoxy-5,7-dioxa-13λ5-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-13-ylium
IUPAC Traditional name
berberine
Synonyms
BERBERINE, ACETONE ADDUCT
Berberine
umbellatine
5,6-dihydro-9,10-dimethoxybenzo[g]-1,3-benzodioxolo[5,6-a]quinolizinium
Berberine
CAS Number
2086-83-1
PubChem SID
46506051
160967175
PubChem CID
2353
CHEBI ID
16118
CHEMBL
12089
Chemspider ID
2263
DrugBank ID
DB04115
Unique Ingredient Identifier
0I8Y3P32UF
Wikipedia Title
Berberine

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
H Acceptors H Donor
LogD (pH = 5.5) -1.2833123  LogD (pH = 7.4) -1.2833123 
Log P -1.2833123  Molar Refractivity 93.5233 cm3
Polarizability 38.453724 Å3 Polar Surface Area 40.8 Å2
Rotatable Bonds Lipinski's Rule of Five true 
Log P -0.18  LOG S -6.02 
Solubility (Water) 3.54e-04 g/l 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
slowly soluble in water expand Show data source
Apperance
Yellow powder expand Show data source
yellow solid expand Show data source
Melting Point
145°C expand Show data source
MSDS Link
Download expand Show data source
Certificate of Analysis
Download expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals DrugBank DrugBank Wikipedia Wikipedia
MP Biomedicals - 05209343 external link
MP Biomedicals Rare Chemical collection
DrugBank - DB04115 external link
Item Information
Drug Groups experimental
Description An alkaloid from Hydrastis canadensis L., Berberidaceae. It is also found in many other plants. It is relatively toxic parenterally, but has been used orally for various parasitic and fungal infections and as antidiarrheal. [PubChem]

REFERENCES

REFERENCES

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PATENTS

PATENTS

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