EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

betulin
lup-20(30)-ene-3beta,28-diol

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CAS Number: 473-98-3Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:207-475-5
FDA UNII:6W70HN7X7O
Nikkaji Web:J5.959E
MDL:MFCD00016802
XlogP3-AA:8.30 (est)
Molecular Weight:442.72690000
Formula:C30 H50 O2
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome or firefox)
Category:natural substances and extractives
 
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
Specific Gravity:0.97500 @ 25.00 °C.
Refractive Index:1.50179 @ 20.00 °C.
Melting Point: 147.00 to 148.00 °C. @ 760.00 mm Hg
Boiling Point: 284.00 to 288.00 °C. @ 743.00 mm Hg
Boiling Point: 138.00 to 140.00 °C. @ 4.00 mm Hg
Flash Point: 412.00 °F. TCC ( 210.90 °C. ) (est)
logP (o/w): 8.607 (est)
Soluble in:
 water, 0.0001726 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.
Betulin 98%
BOC Sciences
For experimental / research use only.
Betulin >98%
Odor: characteristic
Use: Betulin can be found in the barks of Betula alba L. Its nanoparticles powder show an excellent hypoglycemic effect compared with raw Betulin. Betulin alleviated LPS-induced acute lung injury.
EMD Millipore
For experimental / research use only.
SREBP Processing Inhibitor, Betulin
ExtraSynthese
For experimental / research use only.
Betulin (HPLC) ≥98%
Glentham Life Sciences
Betulin
Santa Cruz Biotechnology
For experimental / research use only.
Betulin
Sigma-Aldrich: Aldrich
For experimental / research use only.
Betulin ≥98%
Skyherb Technologies
Betulin 98%
Xian Yuensun Biological Technology
Betulin, Dioscin 6% - 98%
 
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:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for betulin usage levels up to:
 not for fragrance use.
 
Recommendation for betulin flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
Daily Med:search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :72326
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
Chemidplus:0000473983
 
References:
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):72326
Pubchem (sid):135029171
 
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):C08618
HMDB (The Human Metabolome Database):HMDB36838
FooDB:FDB023363
Export Tariff Code:2906.19.0000
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
 bean fava bean root
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 betula alba l. leaves
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 broadbean root
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 chestnut sweet chestnut leaf
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 chicory
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 elder black elder bark
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 hazelnut bark
Search Trop Picture
 mangosteen leaf
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 nance leaf
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 persimmon
Search Trop Picture
 persimmon american persimmon
Search Trop Picture
 persimmon oriental persimmon root
Search Trop Picture
 persimmon root
Search Trop Picture
 persimmon stem bark
Search Trop Picture
 rosemary
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 rosemary plant
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 rosemary shoot
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 sage leaf
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 walnut english walnut bark
Search Trop Picture
 
Synonyms:
 betuline
 betulinic alcohol
 betulinol
 betulol
(3beta)-lup-20(29)-ene-3,28-diol
3b-lup-20(29)-ene-3,28-diol
 lup-20(29)-ene-3,28-diol, (3b)-
 lup-20(29)-ene-3b,28-diol
 lup-20(30)-ene-3b,28-diol
 lup-20(30)-ene-3beta,28-diol
 messagenin
 triterpenoid
 trochol
 

Articles:

PubMed:Nutraceutical potential of Aerva lanata (L.) Juss. ex Schult ameliorates secondary complications in streptozotocin-induced diabetic rats.
PubMed:Molecular modeling of Ruellia tuberosa L compounds as a-amylase inhibitor: an in silico comparation between human and rat enzyme model.
PubMed:A new SPE/GC-fid method for the determination of cholesterol oxidation products. Application to subcutaneous fat from Iberian dry-cured ham.
PubMed:Effect of betulin-containing extract from birch tree bark on α-amylase activity in vitro and on weight gain of broiler chickens in vivo.
PubMed:Synthesis and cytotoxic activity of new betulin and betulinic acid esters with conjugated linoleic acid (CLA).
PubMed:Caffeoyl triterpenes from pear (Pyrus pyrifolia Nakai) fruit peels and their antioxidative activities against oxidation of rat blood plasma.
PubMed:A novel one-step microbial transformation of betulin to betulinic acid catalysed by Cunninghamella blakesleeana.
PubMed:Lignans and triterpenes from the root of Pseuderanthemum carruthersii var. atropurpureum.
PubMed:Comparison of the triterpenoid content of berries and leaves of lingonberry Vaccinium vitis-idaea from Finland and Poland.
PubMed:Biotransformation optimization of betulin into betulinic acid production catalysed by cultured Armillaria luteo-virens Sacc ZJUQH100-6 cells.
PubMed:Secondary plant substances in various extracts of the leaves, fruits, stem and bark of Caraipa densifolia Mart.
PubMed:Antimicrobial and cytotoxic constituents from leaves of Sapium baccatum.
PubMed:Optimization of subcritical fluid extraction of bioactive compounds using Hansen solubility parameters.
PubMed:Optimization of ultrasonic-assisted extraction (UAE) of betulin from white birch bark using response surface methodology.
PubMed:Triterpenic and other lipophilic components from industrial cork byproducts.
PubMed:Antiproliferative terpenoids from almond hulls (Prunus dulcis): identification and structure-activity relationships.
PubMed:Differentiation- and apoptosis-inducing activities by pentacyclic triterpenes on a mouse melanoma cell line.
 
Notes:
Constit. of Corylus avellana (filbert) and Vicia faba Betulin (lup-20(29)-ene-3?,28-diol) is an abundant naturally occurring triterpene. It is commonly isolated from the bark of birch trees and forms up to 30% of the dry weight of the extractive. The purpose of the compound in the bark is not known. It can be converted to betulinic acid (the alcohol group replaced by a carboxylic acid group), which is biologically more active than betulin itself.; Chemically, betulin is a triterpenoid of lupane structure. It has a pentacyclic ring structure, and hydroxyl groups in positions C3 and C28. Triterpenoid is a byproduct from squalene 2,3-oxide decomposition. Squalene is a precursor to sterol biosynthesis. Terpenes are derived biosynthetically from units of isoprene, which has the molecular formula C5H8. The basic molecular formulas of terpenes are multiples of that, (C5H8)n where n is the number of linked isoprene units. This is called the isoprene rule or the C5 rule. The isoprene units may be linked together "head to tail" to form linear chains or they may can be arranged to form rings. One can consider the isoprene unit as one of nature's preferred building blocks. [HMDB]
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