Extract Physical and Chemical Properties Extraction method Identification method Physiological functions Storage References
ChemicalBook > CAS DataBase List > Betulin

Betulin

Extract Physical and Chemical Properties Extraction method Identification method Physiological functions Storage References
Product Name
Betulin
CAS No.
473-98-3
Chemical Name
Betulin
Synonyms
TROCHOL;Betuline;Birch bark extract;BETULINOL;betula camphor;(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-(Hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-ol;BetuL;etulin;BETULIN;BETULOL
CBNumber
CB1301612
Molecular Formula
C30H50O2
Formula Weight
442.72
MOL File
473-98-3.mol
More
Less

Betulin Property

Melting point:
256-257 °C(lit.)
Boiling point:
493.26°C (rough estimate)
alpha 
D15 +20° (c = 2 in pyridine)
Density 
0.9882 (rough estimate)
refractive index 
1.5045 (estimate)
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), Methanol (Slightly, Heated)
form 
Off-white powder
pka
15.10±0.10(Predicted)
color 
Pale Brown to Beige
optical activity
+2015 (c 6, pyridine)
Merck 
14,1189
Stability:
Hygroscopic
InChIKey
FVWJYYTZTCVBKE-ROUWMTJPSA-N
LogP
8.607 (est)
CAS DataBase Reference
473-98-3(CAS DataBase Reference)
NIST Chemistry Reference
Betulin(473-98-3)
More
Less

Safety

Hazard Codes 
Xn,Xi
Risk Statements 
36/37/38-20/21/22-68/20/21/22-68
Safety Statements 
36/37-36-26
WGK Germany 
3
RTECS 
OK5755000
HS Code 
29181985
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H371May cause damage to organs

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P405Store locked up.

P501Dispose of contents/container to..…

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
92648
Product name
Betulin
Purity
analytical standard
Packaging
50mg
Price
$166
Updated
2024/03/01
Sigma-Aldrich
Product number
569371
Product name
SREBP Processing Inhibitor, Betulin
Packaging
250mg
Price
$99.4
Updated
2024/03/01
TCI Chemical
Product number
B0803
Product name
Betulinol
Purity
>97.0%(GC)
Packaging
100mg
Price
$81
Updated
2024/03/01
Cayman Chemical
Product number
11041
Product name
Betulin
Purity
≥98%
Packaging
1g
Price
$111
Updated
2024/03/01
Cayman Chemical
Product number
11041
Product name
Betulin
Purity
≥98%
Packaging
5g
Price
$483
Updated
2024/03/01
More
Less

Betulin Chemical Properties,Usage,Production

Extract

Betulin is an extract from bark of the white birch tree, which has been known since the 18th century and is chemically defined. Betulin was discovered by German-Russian chemist Johann Tobias Lowitz. He was the first scientist to study and characterise betulin, and in doing was one of the first to isolate an active plant ingredient.
Betulin is a substance of pure plant origin that gives the birch bark its typical white colour. Betulin protects birch trees from environmental effects, such as extreme temperatures, pest infestations and solar radiation.

Physical and Chemical Properties

It is white crystalline powder, soluble in alcohol, chloroform and benzene, slightly soluble in cold water, petroleum ether.

Extraction method

Currently Betulin is obtained mainly through direct extraction, and mainly by solvent reflux extraction and recrystallization purification
Specifically:
1. Extract betulin from ethanol solution. After heating reflux about 5h, the extract is vacuum distillated and recrystallized with ethanol for 2 to 3 times with ethanol to obtain crude product of betulin.
2. The crude product was recrystallized from methanol/chloroform (1: 1) (every 80g crude product requires 300mL methanol/chloroform solution).The mixture is allowed to stand overnight and then suction filtered to obtain white needle-like betulin.
3. Ultrasonic treatment for 20min when refluxing is carried out, and the extraction yield and product purity of betulin can be improved through the destruction of bark organization.
4. The optimum conditions of supercritical CO2 fluid extraction are as follows: the amount of modifier was 115mL/(g birch bark powder); extraction pressure is 20MPa; extraction temperature was 55 ℃; liquid CO2 flow rate was 10kg/h.

Identification method

HPLC conditions for betulin:
Isolated Constituent: Betulin(10μl sample injection)
Column Stationary Phase: C18(150×2)mm 5μ
Column Mobile phase: Acetonitrile/water =30:70
Flow rate (ml/min);0.2Detection Wavelength (nm):270
Column Temperature:30℃

Physiological functions

  •  Betulin and its derivatives as biological agents has shown great potential in the treatment of HIV and cancer by interfering with the post-life cycle of the virus, which is related to the entry as well as growth and maturing of virus.
  •  As an effective anti-tumor drug, it can directly cause certain types of tumor cells to start self-destruction of the apoptosis program, and can slow down the growth of several types of tumor cells.
  • It can reduce dietary induced obesity, reduce lipid content in serum and tissue and improve insulin sensitivity.
  • It has mild anti-inflammatory properties at higher concentrations, and its anti-inflammatory properties are largely due to inhibition of non-neural gene pathways.
  • Betulin in the body can inhibit the maturation of sterol regulatory element binding protein (SBERPs), thereby reducing the biosynthesis of cholesterol and fatty acid.
  • In addition, with its anti-inflammatory, anti-virus effect and functions of inhibiting protein dissolution in the hair fiber, improving the luster of damaged hair and promoting hair growth and other activities, it can be used in food, cosmetics and pharmaceutical industries.

Storage

Cool and dry, kept from light and temperature.

References

http://www.imlan.de/en/infothek/what-is-betulin.html

Description

Sterol regulatory element binding protein 2 (SREBP-2) regulates cholesterol synthesis by activating the transcription of genes for HMG-CoA reductase and other enzymes of the cholesterol synthetic pathway. When cellular sterol levels are high, SREBP is bound by SCAP and Insig to ER membranes as a glycosylated precursor protein. Upon cholesterol depletion, the protein is cleaved to its active form and translocated into the nucleus to stimulate transcription of genes involved in the uptake and synthesis of cholesterol. Betulin, the precursor of betulinic acid, is a pentacyclic triterpene found in the bark of birch trees. Betulin inhibits the SREBP-driven pathway of cholesterol and fatty acid biosynthesis by promoting SCAP–Insig binding which prevents the activation and release of SREBP-2 from the ER. At 15-30 mg/kg/day, betulin has been shown to decrease lipid levels and increase insulin sensitivity in mice fed a western-type diet. In an atherosclerosis disease model, 30 mg/kg/day betulin can reduce the size and improve the stability of atherosclerotic plaques in LDLR-knockout mice. At 2.5-5 μg/ml betulin, in combination with cholesterol, demonstrates anticancer effects by inducing apoptosis in Jurkat cells, A549 lung carcinoma cells, and HeLa cervical carcinoma cells.

Chemical Properties

crystals

Uses

antineoplastic, antihyperlipidemia

Uses

birch bark extract is described as having anti-irritant and antiseptic properties, and effective in acne treatment. It is used to make sunburn products, soothing lotions, and aftershaves. The oil is astringent and is mainly used for its curative effects, especially in cases of acne and eczema. In folkloric medicine, birch bark extract was considered good for bathing skin eruptions. Destructive distillation of the bark’s white epidermis yields an empyreumatic oil known as oil of birch tar, Oleum rusci, or dagget. This is a thick, bituminous, brownish-black liquid with a pungent, balsamic odor. It contains a high percentage of methylsalicilate, creosol, and guaiacol and is almost identical to wintergreen oil.

Uses

Betulin may be used in the preparation of betulinic acid, which shows anti-HIV, antimalarial and anti-inflammatory activities.

Definition

ChEBI: A pentacyclic triterpenoid that is lupane having a double bond at position 20(29) as well as 3beta-hydroxy and 28-hydroxymethyl substituents.

General Description

A cell-permeable pentacyclic triterpenoid from birch bark extract that interacts with SCAP (SREBP cleavage activating protein) and prevents SREBP (sterol regulatory element-binding protein) Golgi proteolytic activation (1 to 13.55 μM in Rat hepatocytes CRL-1601) via a similar mechanism as oxysterols by inducing the association of SCAP with Insig-1 (insulin-induced gene-1), thereby causing SCAP-SREBPs complex ER retention. Unlike oxysterols, Betulin does not activate LXR to induce concomitant HMGCR (HMG-CoA reductase) degradation and SREBP-1 up-regulation. While both Betulin and HMGCR inhibitor Lovastatin (Cat. No. 438185) inhibit cellular cholesterol synthesis (by ~70% in CRL-1601 cultures with respective compound at 13.55 and 1 μM concentration), only Betulin suppresses cellular fatty acid synthesis (by ~55% at 13.55 μM in CRL-1601). Betulin is shown to exhibit comparable in vivo efficacy as Lovastatin (both dosed at 30 mg/kg/day with chow) in ameliorate high fat/cholesterol diet-induced obesity (% fat/lean tissue ratio increase from non-fat diet mice = 167, 44, and 33 in mice consuming fat diet alone, with Lovastatin, with Betulin, respectively). However, only Betulin is demonstrated to lower fasting blood glucose and insulin levels and reduce fat cell size in white adipose tissue in high fat diet mice. Fatostatin (Cat. No. 341329) in comparison does not target SCAP via sterol-binding site, nor does it induce SCAP binding to Insig-1.

Anticancer Research

In addition, triterpenoids (betulin and its derivatives) isolated from HSSEactivated the signaling pathway regulated by p53 family genes, leading to the inhibition of BC cell viability or even the induction of apoptosis. And also, theseresearchers found that all the triterpenoids had no effect on normal breast cells.These findings provide an important basis for the use of those triterpenoids in thedevelopment of alternative therapies for breast cancer treatment (Hsu et al. 2015).

Betulin Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

Betulin Suppliers

Sichuan Hongen Plant Technology Co., Ltd.
Tel
+86-17340288373 +86-17340288373
Fax
86-838-2803556
Email
victor.liu@hovane.com
Country
China
ProdList
33
Advantage
58
Aktin Chemicals, Inc.
Tel
028-85159085
Email
info@aktinchem.com
Country
China
ProdList
1769
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
Advantage
69
future industrial shanghai co., ltd
Tel
400-0066400 13621662912
Fax
021-55660885
Email
sales@jonln.com
Country
China
ProdList
1995
Advantage
65
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6005
Advantage
61
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44689
Advantage
61
Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
chenyj@titansci.com
Country
China
ProdList
14103
Advantage
59
Nanjing Chemlin Chemical Co., Ltd
Tel
025-83697070
Fax
+86-25-83453306
Email
info@chemlin.com.cn
Country
China
ProdList
19172
Advantage
64
XiaoGan ShenYuan ChemPharm co,ltd
Tel
15527768850
Email
1791901229@qq.com
Country
China
ProdList
8843
Advantage
52
Shandong Xiya Chemical Co., Ltd
Tel
4009903999 13355009207
Fax
0539-6365991
Email
3007715519@qq.com
Country
China
ProdList
18738
Advantage
57
Wuhan Sunrise Technology Development Co., Ltd.
Tel
27-027-83314682 13554138826
Fax
+86 (27) 8331-4682
Email
whsrtech@vip.163.com
Country
China
ProdList
249
Advantage
62
Syntechem Co.,Ltd
Tel
Fax
E-Mail Inquiry
Email
info@syntechem.com
Country
China
ProdList
12984
Advantage
57
Sichuan Kulinan Technology Co., Ltd
Tel
400-1166-196 18981987031
Fax
028-84555506 800101999
Email
cdhxsj@163.com
Country
China
ProdList
11707
Advantage
57
Tianjin heowns Biochemical Technology Co., Ltd.
Tel
400 638 7771
Email
sales@heowns.com
Country
China
ProdList
14435
Advantage
57
Shenzhen Sungening Bio-Tech Co., Ltd
Tel
+86-0755-89668383
Fax
+86-0755-89594066/4038
Email
sales@sungening.com
Country
China
ProdList
1319
Advantage
65
Hangzhou Yuhao Chemical Technology Co., Ltd
Tel
0571-82693216
Fax
+86-571-82880190
Email
info@yuhaochemical.com
Country
China
ProdList
9387
Advantage
52
Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
meilunui@163.com
Country
China
ProdList
4727
Advantage
58
BioBioPha Co., Ltd.
Tel
0871-65217109 13211707573;
Fax
0871-65215563
Email
y.liu@mail.biobiopha.com
Country
China
ProdList
5653
Advantage
65
ShangHai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847 13636370518
Fax
021-55068248
Email
shyysw007@163.com
Country
China
ProdList
4940
Advantage
60
Chengdu Ai Keda Chemical Technology Co., Ltd.
Tel
4008-755-333 18080918076
Fax
028-86757656
Email
800078821@qq.com
Country
China
ProdList
9718
Advantage
55
T&W GROUP
Tel
021-61551611 13296011611
Fax
+86 21-50676805
Email
contact@trustwe.com
Country
China
ProdList
9895
Advantage
58
Chengdu Climax Biotech Co., Ltd.
Tel
028-83311324 1278112614
Fax
028-83311324
Email
climaxbiotech@gmail.com
Country
China
ProdList
925
Advantage
58
S.Z. PhyStandard Bio-Tech. Co., Ltd.
Tel
0755-4000505016 13380397412
Fax
0755 28094224
Email
3001272453@qq.com
Country
China
ProdList
5047
Advantage
50
Nanjing Spring & Autumn Biological Engineering Co., Ltd.
Tel
025-84430028 13815430202
Email
sale02@cqherb.com
Country
China
ProdList
281
Advantage
59
Beijing HuaMeiHuLiBiological Chemical
Tel
010-56205725
Fax
010-65763397
Email
waley188@sohu.com
Country
China
ProdList
12335
Advantage
58
9ding chemical ( Shanghai) Limited
Tel
4009209199
Fax
86-021-52271987
Email
sales@9dingchem.com
Country
China
ProdList
22514
Advantage
55
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-400-6206333 18521732826
Fax
021-50323701
Email
market@aladdin-e.com
Country
China
ProdList
25003
Advantage
65
The future of Shanghai Industrial Co., Ltd.
Tel
021-61552785
Fax
021-55660885
Email
sales@shshiji.com
Country
China
ProdList
9545
Advantage
55
Shanghai Ruji Biology Technology Co., Ltd.
Tel
+86-21-65211385-8001 36031160
Fax
+86-21-65211385-8004
Email
sales@shruji.com
Country
China
ProdList
3224
Advantage
55
Shanghai Tauto Biotech Co., Ltd.
Tel
021-51320588
Fax
0086-21-51320502
Email
tauto@tautobiotech.com
Country
China
ProdList
3989
Advantage
66
Chengdu AstaTech Trading Co., Ltd./AstaTech (Chengdu) Pharma. Co., Ltd.
Tel
+86-28-85122536 85324413
Fax
+86-28-85326443
Email
market@astatech.cn
Country
China
ProdList
8026
Advantage
55
Guangzhou Isun Pharmaceutical Co., Ltd
Tel
020-39119399 18927568969
Fax
020-39119999
Email
isunpharm@qq.com
Country
China
ProdList
4428
Advantage
55
TargetMol Chemicals Inc.
Tel
021-021-33632979 15002134094
Fax
021-33632979
Email
marketing@targetmol.com
Country
China
ProdList
7783
Advantage
58
Shanghai TaoSu Biochemical Technology Co., Ltd.
Tel
021-33632979
Fax
021-34692979
Email
info@tsbiochem.com
Country
China
ProdList
8065
Advantage
58
Cheng Du Pufeide Biotechnology Co., Ltd.
Tel
028-82610909 13388174823
Fax
8171-1798
Email
scglp@glp-china.com
Country
China
ProdList
1064
Advantage
58
Chengdu Herbpurify Co.Ltd.
Tel
18302802153 18981717076
Fax
086-28-85377358
Email
2355253619@qq.com
Country
China
ProdList
1104
Advantage
58
Shanghai BeiZhuo Biotech Co., Ltd.
Tel
021-61119791,13386096464
Fax
021-50190009
Email
bzswkf@foxmail.com
Country
China
ProdList
3921
Advantage
50
Shanghai Zhanshu Chemical Technology Co., Ltd
Tel
+86-21-58589556
Fax
+86-21-58589557
Country
China
ProdList
413
Advantage
55
Hubei XinyuanShun Chemical Co., Ltd.
Tel
13971561712, 13995564702, 027-50664929
Fax
027-50664927
Email
hbeixys2001@163.com
Country
China
ProdList
3120
Advantage
55
Vientiane Tianjin Hengyuan Technology Co., Ltd.
Tel
15722085254
Fax
022-26358246
Email
phytochemical@126.com
Country
China
ProdList
813
Advantage
55
Shanghai JONLN Reagent Co., Ltd.
Tel
400-0066400 13621662912
Fax
021-55660885
Email
422131432@qq.com
Country
China
ProdList
9978
Advantage
55
Shanghai DiBai Chemicals Co., Ltd.
Tel
021-54359730 400-008-9730
Fax
021-54353864
Email
info@chemxyz.com
Country
China
ProdList
3991
Advantage
60
ChemStrong Scientific Co.,Ltd
Tel
0755-0755-66853366 13670046396
Fax
0755-28363542
Email
sales@chem-strong.com
Country
China
ProdList
18042
Advantage
56
Sichuan Wei Keqi Biological Technology Co., Ltd.
Tel
028-81700200 18116577057
Fax
028-81705658
Email
3003855609@qq.com
Country
China
ProdList
7887
Advantage
56
Wuxi Zhongkun Biochemical Technology Co., Ltd.
Tel
0510-85629785 18013409632
Fax
051085625359
Email
sales@reading-chemicals.com
Country
China
ProdList
15178
Advantage
58
Shanghai Aspire Biological Technology Co., Ltd.
Tel
021-61317773
Fax
021-61486878
Email
sales@aspirebio.com
Country
China
ProdList
2880
Advantage
58
Shanghai Macklin Biochemical Co.,Ltd.
Tel
15221275939 15221275939
Fax
021-50706099
Email
shenlinxing@macklin.cn
Country
China
ProdList
16166
Advantage
55
More
Less

View Lastest Price from Betulin manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Betulin 473-98-3
Price
US $120.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-27
Hovane Phytochemicals Co., Ltd
Product
Betulin 473-98-3
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%HPLC
Supply Ability
1 ton
Release date
2024-11-07
Chongqing Zhihe Biopharmaceutical Co., Ltd.
Product
Betulin 473-98-3
Price
US $0.00-0.00/kg
Min. Order
0.10000000149011612kg
Purity
99%
Supply Ability
20tons
Release date
2023-12-27

473-98-3, BetulinRelated Search:


  • Lup-20(29)-ene-3,28-diol, (3β)-
  • Betuline
  • BETULIN(P)
  • betula camphor
  • BETULIN hplc
  • Betulin,Betulinol,Betulol,Betulenol
  • 3b,28-Dihydroxylup-20(29)-ene
  • Betulinic alcohol
  • SpirulinaPowder&Tablets
  • etulin
  • BETULIN WITH HPLC
  • Betulin(98%)
  • (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-(Hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-ol
  • NSC 4644
  • (1R,3AS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-(Hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-(pr
  • SREBP Processing Inhibitor, Betulin
  • Lup-2(29)-ene-3b,28-diol
  • Soluble BETULIN, Liposomal BETULIN, BETULIN NanoEmulsion, NanoActive BETULIN
  • Betulin 473-98-3
  • SREBP Processing Inhibitor, Betulin - CAS 473-98-3 - Calbiochem
  • Lup-20(30)-ene-3b,28-diol
  • 5α-Lupan-20(29)-ene-3β,28-diol
  • Lupane-20(29)-ene-3β,28-diol
  • (1R,3AS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-(Hydroxymethyl)-5a,5b,8,8,1 1a-pentamethyl-1-(prop
  • BETULIN
  • BETULINOL
  • BETULOL
  • LUP-20(29)-ENE-3,28-DIOL,(3B)
  • LUP-20[29]-ENE3B,28-DIOL
  • LUP-20(29)-ENE-3BETA,28-DIOL
  • LUP-20(29)-EN-3,28-DIOL
  • Birch bark extract
  • (1R,2R,5S,8R,9R,10R,13R,14R,17S,19R)-5-(hydroxyMethyl)-1,2,14,18,18-pentaMethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosan-17-ol
  • Betulinol (obsol
  • 28-diol
  • Lup-20(29)-ene-3b
  • (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-(hydroxyMethyl)-5a,5b,8,8,11a-pentaMethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysen-9-ol
  • TROCHOL
  • lup-20(29)-ene-3,28-diol
  • Lup-20(29)-ene-3,28-diol, (3beta)-
  • BETULIN CRYSTALLINE
  • BETULIN: LUP-20(29)-ENE-3,28-DIOL,(3B)
  • (3aS,5bR,9S,11aR)-3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-(1-methylethenyl)-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-ol
  • BetuL
  • Betulinol &gt
  • Lup-20(29)-ene-3,28-diol, (3β)-
  • Betulin alcohol
  • Betulin in diisopropyl ether
  • Betulin-RM
  • 473-98-3
  • Asymmetric Synthesis
  • Chiral Building Blocks
  • Complex Molecules
  • Triterpenoids
  • Tri-Terpenoids
  • natural product
  • Pentacyclic Triterpenes
  • chemical reagent