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Betulin

Betulin structure

CAS No:
473-98-3
Formula:
C30H50O2
Chemical Name:
Betulin
Synonyms:
Lup-20(29)-ene-3,28-diol,(3β)-;Lup-20(29)-ene-3β,28-diol;Lup-20(30)-ene-3β,28-diol;3aH-Cyclopenta[a]chrysene,lup-20(29)-ene-3,28-diol deriv.;(3β)-Lup-20(29)-ene-3,28-diol;Betuline;Betulin;Betulinol;Trochol;Betulol;3β,28-Dihydroxylup-20(29)-ene;NSC 4644;Betulinic alcohol;(+)-Betulin;3,28-Dihydroxy-lupeol;1406-58-2;1192133-66-6;1417540-43-2;2088830-44-6
Categories:
Cosmetic Ingredient > Skin Conditioning

Description

Betulin (Trochol), is a sterol regulatory element-binding protein (SREBP) inhibitor with an IC50 of 14.5 μM in K562 cell line.

Solid

Betulin is a pentacyclic triterpenoid that is lupane having a double bond at position 20(29) as well as 3beta-hydroxy and 28-hydroxymethyl substituents. It has a role as a metabolite, an antiviral agent, an analgesic, an anti-inflammatory agent and an antineoplastic agent. It is a pentacyclic triterpenoid and a diol. It derives from a hydride of a lupane.

Betulin Basic Attributes

Molecular Weight：

442.71700

Exact Mass：

442.72

EC Number：

207-475-5

UNII：

6W70HN7X7O

NSC Number：

692218

HScode：

29181985

Characteristics

PSA：

40.46000

XLogP3：

6.99720

Appearance：

white crystalline powder

Density：

0.9777 g/cm³ @ Temp: 16 °C

Melting Point：

250 °C

Boiling Point：

157.8 °C @ Press: 12 Torr

Flash Point：

210.9ºC

Refractive Index：

1.5186

Water Solubility：

0.0001726 mg/L @ 25 °C (est)

Storage Conditions：

2-8ºC

Vapor Pressure：

4.32E-13mmHg at 25°C

Collision Cross Section：

208.3 Å² [M+Na]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

R36/37/38

safety instructions：

S26-S36

RTECS Number：

OK5755000

Marks：

Stability/Shelf Life：

Stable under recommended storage conditions. Material is air and moisture sensitive.

Precautionary statement(s)：

P260

Hazard Statements：

H371

Drug Information

MeSH Entry Terms：

betulin

Betulin Use and Manufacturing

Uses

Exhibits anti-malarial, anti-inflamatory and anti-hiv activity as well as showing cytotoxicity towards a number of tumour cell lines.

Use Classification：

Lipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C30 isoprenoids (triterpenes) [PR0106]

Computed Properties

Molecular Weight:442.7
XLogP3:8.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:442.381080833
Monoisotopic Mass:442.381080833
Topological Polar Surface Area:40.5
Heavy Atom Count:32
Complexity:786
Defined Atom Stereocenter Count:10
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Acrylonitrile

Drug Function and Efficacy

Anti-inflammatory, protects skin from UV irritation, reduces pain and inflammatory response

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

SCROPHULARIA NODOSA- scrophularia nodosa_liquid
Manufacturer	Washington Homeopathic Products

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