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Betulin

Extract Physical and Chemical Properties Extraction method Identification method Physiological functions Storage References
Betulin
Betulin structure
CAS No.
473-98-3
Chemical Name:
Betulin
Synonyms
BetuL;etulin;BETULIN;BETULOL;28-diol;TROCHOL;Betuline;NSC 4644;BETULINOL;BETULIN(P)
CBNumber:
CB1301612
Molecular Formula:
C30H50O2
Formula Weight:
442.72
MOL File:
473-98-3.mol

Betulin Properties

Melting point:
256-257 °C(lit.)
alpha 
D15 +20° (c = 2 in pyridine)
Boiling point:
493.26°C (rough estimate)
Density 
0.9882 (rough estimate)
refractive index 
1.5045 (estimate)
storage temp. 
2-8°C
form 
Off-white powder
pka
15.10±0.10(Predicted)
Merck 
14,1189
InChIKey
FVWJYYTZTCVBKE-ROUWMTJPSA-N
CAS DataBase Reference
473-98-3(CAS DataBase Reference)
FDA UNII
6W70HN7X7O
NIST Chemistry Reference
Betulin(473-98-3)
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS08,GHS07
Signal word  Warning
Hazard statements  H302+H312+H332-H371
Precautionary statements  P261-P264-P270-P271-P280-P301+P312+P330-P302+P352+P312+P362+P364-P304+P340+P312-P501-P260
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

Betulin price More Price(56)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 569371 SREBP Processing Inhibitor, Betulin 473-98-3 250mg $81 2021-12-16 Buy
Sigma-Aldrich 92648 Betulin analytical standard 473-98-3 50mg $128 2021-12-16 Buy
TCI Chemical B0803 Betulinol >97.0%(GC) 473-98-3 100mg $66 2021-12-16 Buy
Cayman Chemical 11041 Betulin ≥98% 473-98-3 1g $90 2021-12-16 Buy
Cayman Chemical 11041 Betulin ≥98% 473-98-3 5g $398 2021-12-16 Buy

Betulin Chemical Properties,Uses,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

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.

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 synthesis

1721-69-3
473-98-3
Synthesis of Betulin from BETULIN DIACETATE

Betulin Preparation Products And Raw materials

Raw materials

Preparation Products


Betulin Suppliers

Global( 320)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Aktin Chemicals, Inc.
028-85159085
86-28-85159085 Ex:604 info@aktinchem.com CHINA 1026 58
Henan DaKen Chemical CO.,LTD.
+86-371-66670886
info@dakenchem.com China 15426 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com China 22607 55
Hangzhou FandaChem Co.,Ltd.
008615858145714
+86-571-56059825 fandachem@gmail.com CHINA 9115 55
Nanjing Finetech Chemical Co., Ltd.
025-85710122 17714198479
025-85710122 sales@fine-chemtech.com CHINA 890 55
Shanghai Zheyan Biotech Co., Ltd.
18017610038
zheyansh@163.com CHINA 3623 58
career henan chemical co
+86-0371-55982848
sales@coreychem.com China 29954 58
Shaanxi Yikanglong Biotechnology Co., Ltd.
17791478691
yklbiotech@163.com CHINA 297 58
Chengdu Biopurify Phytochemicals Ltd.
18482058008 18080483897
maggie@biopurify.com CHINA 2712 58
Nanjing Dolon Biotechnology Co.,Ltd.
18905173768
sales@dolonchem.com CHINA 2972 58

Related articles


View Lastest Price from Betulin manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-12-22 Betulin
473-98-3
US $24.00 / KG 1KG 0.99 2t XINGTAI XINGJIU NEW MATERIAL TECHNOLOGY CO., LTD
2021-11-17 Betulin 473-98-3
473-98-3
US $28.00 / g 1g ≥98% 1000.00 KGS NanJing Spring & Autumn Biological Engineering CO., LTD.
2021-10-11 Betulin
473-98-3
US $10.00 / KG 1KG 99% 20 tons Hebei Zhanyao Biotechnology Co. Ltd

Betulin Spectrum


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