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tetrandrine
berbaman, 6,6',7,12-tetramethoxy-2,2'-dimethyl-, (1b)- (9CI)

Supplier Sponsors

CAS Number: 518-34-3Picture of molecule3D/inchi
Other(deleted CASRN):5990-67-0
FDA UNII: 29EX23D5AJ
Nikkaji Web:J130.138A
Beilstein Number:0877811
MDL:MFCD08689909
XlogP3-AA:6.40 (est)
Molecular Weight:622.76194000
Formula:C38 H42 N2 O6
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:cosmetic ingredient for skin conditioning
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 217.50 °C. @ 760.00 mm Hg
Boiling Point: 710.50 °C. @ 760.00 mm Hg (est)
Flash Point: 348.00 °F. TCC ( 175.80 °C. ) (est)
logP (o/w): 3.550 (est)
Soluble in:
 water, 1.356e-005 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: skin conditioning
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Tetrandrine 98%
BOC Sciences
For experimental / research use only.
Tetrandrine 98%
Odor: characteristic
Use: Tetrandrine is a bisbenylisoquinoline alkaloid isolated from the dried root of Stephenia tetrandra S Moore. Tetrandrine exhibits very broad pharmacological actions, including anti-tumor activity.
Coompo
For experimental / research use only.
Tetrandrine from Plants ≥98%
Odor: characteristic
Use: Tetrandrine has anti-inflammatory, immunologic and antiallergenic effects. It inhibits the degranulation of mast cells. It has a "Quinidine like" anti-arrhythmic effect. It has vasodilatory properties and can therefore reduce blood pressure. Tetrandrine has potential therapeutic value to prevent excess scarring / fibrosis in conjunctiva following trabeculectomy or in patients with severe conjunctival inflammation. Tetrandrine has anti-inflammatory and anti-fibrogenic actions, which make tetrandrine and related compounds potentially useful in the treatment of lung silicosis, liver cirrhosis, and rheumatoid arthritis. Tetrandrine may have potential use for the treatment of liver disease and liver cancer. and it also has anti-tumor/growth activities. However, the signaling pathways of tetrandrine-induced growth arrest and apoptosis in cancer cells remain unclear. We investigated the molecular mechanisms of tetrandrine-induced apoptosis and growth arrest in human lung carcinoma cells. Upon treatment with tetrandrine, a time-dependent inhibition of cell growth was observed and cells developed many of the hallmark features of apoptosis. Flow cytometry analysis confirmed that tetrandrine increased populations of both apoptotic sub-G1 and G1 phase. Tetrandrine-induced growth inhibition was associated with induction of Cdk inhibitor p21, inhibition of cyclin D1 and activation of caspase-3. Tetrandrine also affected the expression patterns of cytoskeletons including distribution of F-actin and expression level of microtubule. These results suggest that tetrandrine merits further investigation as a cell cycle blocker as well as a cancer chemopreventive agent. Tetrandrine presents antiallergic effects, inhibitory effects on pulmonary vessels and airway smooth muscle contraction, and platelet aggregation via its nonspecific calcium channel antagonism that suggested its potential in the treatment of asthma, pulmonary hypertension and chronic obstructive pulmonary disease (COPD). In general, the clinical results to date with tetrandrine in asthma and pulmonary hypertension have been exciting.
ExtraSynthese
For experimental / research use only.
(S,S)-(+)-Tetrandrine
Santa Cruz Biotechnology
For experimental / research use only.
Tetrandrine ≥98%
Sigma-Aldrich
For experimental / research use only.
Tetrandrine
analytical standard, for drug analysis
TCI AMERICA
For experimental / research use only.
Tetrandrine >98.0%(HPLC)(T)
sds
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intravenous-cat LDLo 40 mg/kg
CARDIAC: OTHER CHANGES LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BEHAVIORAL: TREMOR
Zhongcaoyao. Chinese Traditional and Herbal Medicine. Vol. 25, Pg. 610, 1994.

intraperitoneal-mouse LD50 41300 ug/kg
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
"Zhongliu Yanjiu" Cancer Review, Yu, R., et al., eds., Shanghai Science/Technology Publisher,Peop. Rep. China, 1994Vol. -, Pg. 216, 1994.

intravenous-mouse LD50 37500 ug/kg
Zhongguo Yaoxue Zazhi. Chinese Pharmacuetical Journal. Vol. 25, Pg. 39, 1990.

intravenous-rabbit LDLo 15 mg/kg
LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES CARDIAC: OTHER CHANGES BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Zhongguo Yaoxue Zazhi. Chinese Pharmacuetical Journal. Vol. 25, Pg. 39, 1990.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
cosmetic ingredient for skin conditioning
Recommendation for tetrandrine usage levels up to:
 not for fragrance use.
 
Recommendation for tetrandrine flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :73078
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
Chemidplus:0000518343
RTECS:XE9350000 for cas# 518-34-3
 
References:
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):73078
Pubchem (sid):135030415
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C09654
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2939.80.0000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 found in nature
 
Synonyms:
 berbaman, 6,6',7,12-tetramethoxy-2,2'-dimethyl-, (1b)- (9CI)
 fanchinine
 hanfangchin A
 sinomenine A
(1b)-6,6,7,12-tetramethoxy-2,2?-dimethylberbaman
(1b)-6,6',7,12-tetramethoxy-2,2'-dimethylberbaman
 tetrandrin
(+)-tetrandrine
(S,S)-tetrandrine
(S,S)-(+)-tetrandrine
 

Articles:

PubMed:The effects of acupuncture and traditional Chinese medicines on apoptosis of brain tissue in a rat intracerebral hemorrhage model.
PubMed:Simultaneous Determination of Five Alkaloid Compounds in a Drug Based on a Hydrophilic Monolithic Column by Capillary Electrochromatography.
PubMed:Organ-specific analysis of mahonia using gel-free/label-free proteomic technique.
PubMed:Screening and identification of multiple constituents and their metabolites of Fangji Huangqi Tang in rats by ultra-high performance liquid chromatography coupled with quadrupole time-of-flight tandem mass spectrometry basing on coupling data processing techniques.
PubMed:Protective effects of tetrandrine on brain cells in phenobarbital-dependent and -withdrawn rats.
PubMed:[Pharmacokinetics of fangchinoline and tetrandrine in rats].
 
Notes:
a bisbenzylisoquinoline; merck reference is for 1-tetrandrine; exhibits antifibrogenic activity.
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