Basic information
- CAS
316-41-6- Standard SMILES
COc1ccc2cc3[n+](cc2c1OC)CCc1cc2c(cc1-3)OCO2.COc1ccc2cc3[n+](cc2c1OC)CCc1cc2c(cc1-3)OCO2.O=S(=O)([O-])[O-]- InChIKey
OJVABJMSSDUECT-UHFFFAOYSA-L- Molecular formula
- C40H36N2O12S
- Average molar mass
- 768.8 g/mol
- Monoisotopic mass
- 768.19889576
Overview
See also: Berberine (annotation moved to).
Names & identifiers
- Preferred name
- Berberine sulfate anhydrous
- IUPAC
- bis(16,17-dimethoxy-5,7-dioxa-13-azoniapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(13),2,4(8),9,14,16,18,20-octaene);sulfate
- English name
- BERBERINE SULFATE TRIHYDRATE
- Molecular formula
- C20H18NO8S-
- Molecular weight
- 432.42
Names & synonyms
Berberine sulphateBerberin sulfateBerberine sulfate (2:1)Neutral berberine sulfateErbenBerberine sulfate anhydrousFST3E667FFBenzo(g)-1,3-benzodioxolo(5,6-a)quinolizinium, 5,6-dihydro-9,10-dimethoxy-, sulfate (2:1)Benzo(g)-1,3-benzodioxolo(5,6-a)quinolizinium, 5,6-dihydr0-9,10-dimethoxy-, sulfate (2:1)Berbinium, 7,8,13,13a-tetradehydro-9,10-dimethoxy-2,3-(methylenedioxy)-, sulfate (2:1)NSC-5355RefChem:1079543
Show more names
fate(2:1)berberinsuulfate(2:1)berberinsulfateberberinesulfate(2:1)Berberine sulfate 98%Beriberisulfatehydrateneutralberberinesulfate
206-258-2Berberine sulfateBerberine hemisulfate6190-33-6BerberalBerberine sulfate hydrateAI3-61947Berberine.sulfate.3H20
Properties
Computed structural properties
- Topological polar surface area
- 170 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 12
- Rotatable bonds
- 4
- Heavy atoms
- 55
- Formal charge
- 0
- Complexity
- 551
Experimental & physicochemical properties
Color/FormYELLOW CRYSTALS
SolubilityINSOL IN CHLOROFORM /TRIHYDRATE/
DecompositionDISASTER HAZARD: DANGEROUS; WHEN HEATED TO DECOMPOSITION, EMITS HIGHLY TOXIC FUMES. /BERBERINE/
Other Experimental Properties
RED-YELLOW NEEDLES /TRIHYDRATE/
YELLOW NEEDLES /TRIHYDRATE/
SOLUBLE IN ABOUT 30 PARTS WATER, IN ALC /TRIHYDRATE/
Physicochemical properties
- storage temp.
- Inert atmosphere,Room Temperature
- form
- powder to crystal
- Colour Index
- 75160 · 75160
- color
- Off white to yellow powder
- Water Solubility
- almost transparency
- Merck
- 14 · 14,1154
- InChIKey
- OJVABJMSSDUECT-UHFFFAOYSA-L
- FDA UNII
- 3 E667FF · FST3E667FF
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P262, P264, P270, P271, P280, P301+P316, P302+P352, P304+P340, P316, P321, P330, P361+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 3 (100%)
Toxicology
Human Toxicity Excerpts
TOXIC DOSES DEPRESS HEART (DIRECTLY & REFLEXLY THROUGH THE VAGUS), RELAX BLOOD VESSELS, DEPRESS RESPIRATIONS, & STIMULATE SMOOTH MUSCLE IN INTESTINES, BRONCHI, & POSSIBLY UTERUS. /BERBERINE/
AN ALKALOID POISON. IN TOXIC DOSES IT LOWERS TEMPERATURE, INCREASES PERISTALSIS, AND CAUSES DEATH BY CENTRAL PARALYSIS. /BERBERINE/
TOXIC BY INGESTION, INHALATION, AND SKIN ABSORPTION. /BERBERINE/
Non-Human Toxicity Excerpts
HISTOPATHOLOGICAL EXAM REVEALED NO CHANGES IN TISSUES & ORGANS OF RATS EVEN IN CASES WHEN BERBERINE SULFATE WAS GIVEN FOR 6 WK IN 0.5 G/KG DAILY ORAL DOSES.
BERBERINE SULFATE (10-15 MG/KG, IP) DEPRESSED CNS AND CAUSED LACRIMATION, PILOMOTOR ERECTION, & PTOSIS IN MICE. IT CAUSED A MARKED TAMING EFFECT AS EVIDENCED BY BODY GRASP & HEAD TAP TEST. PENTOBARBITONE SLEEPING TIME WAS MARKEDLY INCREASED.
ORALLY ADMIN BERBERINE SULFATE SHOWED LOW TOXICITY DUE TO POOR ABSORPTION FROM DIGESTIVE TRACT. IP ADMIN RESULTED IN HIGH TOXICITY.
Probable Routes of Human ExposureSHOULD NOT BE HANDLED EXCESSIVELY, SINCE IT MAY BE ABSORBED THROUGH THE SKIN AND HAVE TOXIC EFFECT UPON THE BODY. /BERBERINE/
Chemistry & industry
Pharmacology
Absorption, Distribution and Excretion...MAY BE ABSORBED THROUGH THE SKIN... /BERBERINE/
Uses & manufacturing
UsesMEDICATION
General Manufacturing Information
/BERBERINE IS/ ALKALOID, USUALLY AS SULFATE; OBTAINED FROM RHIZOMES AND ROOTS OF HYDRASTIS CANADENSIS.
/BERBERINE/...BEHAVES AS A QUATERNARY BASE, FORMING SALTS BY REPLACEMENT OF THE OH GROUP: PERKIN, JR, J CHEM SOC 113, 503 (1918). /BERBERINE/
Applications
UsesVarious beneficial effects on the cardiovascular system and significant anti-inflammatory activities.Berberine has been shown to lower elevated blood glucose as effectively as metformin.Berberine seems to act as an herbal antidepressant and a neuroprotect
Suppliers100 total
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖北威德利化学试剂有限公司186-02735115 18062128043 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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