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Name Betulinic acid
EINECS207-448-8
CAS No. 472-15-1
Density1.065 g/cm³
PSA57.53000
LogP7.08950
SolubilityN/A
Melting Point295-298 °C (dec.)(lit.)
FormulaC₃₀H₄₈O₃
Boiling Point550 °C at 760 mmHg
Molecular Weight456.709
Flash Point300.5 °C
Transport InformationN/A
Appearancepowder
Safety24/25
Risk CodesN/A
Molecular Structure
Hazard SymbolsXi
SynonymsXi
Article Data59

Betulinic acid Synthetic route

: 4481-62-3
betulonic acid

: 472-15-1
Betulinic acid

Conditions

Conditions	Yield
Stage #1: betulonic acid With aluminum isopropoxide; benzyl alcohol In tetrahydrofuran at 65℃; for 2h; Stage #2: With sodium hydroxide In water; xylene at 130℃; for 1h; Stage #3: With acetic acid In water Conversion of starting material;	96.3%
Stage #1: betulonic acid With aluminum isopropoxide; benzyl alcohol In tetrahydrofuran at 65℃; for 2h; Heating / reflux; Stage #2: With sodium hydroxide; water In xylenes at 130℃; for 1h; Stage #3: With acetic acid In water	96.3%
With sodium tetrahydroborate; isopropyl alcohol; sodium hydroxide In water for 3h;	94%

: 7020-34-0
betulone

: 472-15-1
Betulinic acid

Conditions

Conditions	Yield
With sodium tetrahydroborate In tetrahydrofuran Acidic conditions;	94%

: 10376-50-8, 38736-81-1
3-O-acetylbetulinic acid

: 472-15-1
Betulinic acid

Conditions

Conditions	Yield
With potassium hydroxide In methanol for 3h; Heating;	89%
With potassium carbonate In methanol for 24h;	88%
With potassium hydroxide
With potassium hydroxide In methanol

: 473-98-3
betulin

: 472-15-1
Betulinic acid

Conditions

Conditions	Yield
Stage #1: betulin With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene In acetic acid butyl ester; water; tert-butyl alcohol at 20℃; for 6h; Stage #2: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene In acetic acid butyl ester; water; tert-butyl alcohol Solvent; Concentration; Reagent/catalyst;	89%
With 4-acetylamino-2,2,6,6-tetramethylpiperidine-N-oxyl; sodium chlorite; tetrabutylammomium bromide; sodium hypochlorite In phosphate buffer at 50℃;	86%
With 4-acetylamino-2,2,6,6-tetramethylpiperidine-N-oxyl; tetrabutylammomium bromide; sodium hypochlorite In phosphate buffer at 50℃; pH=7.6;	72%

: 13159-28-9, 92594-07-5
betulinic aldehyde

: 472-15-1
Betulinic acid

Conditions

Conditions	Yield
With sodium dihydrogenphosphate; sodium permanganate In dichloromethane; water; tert-butyl alcohol at 25℃; for 3h;	85%
With sodium chlorite; sodium dihydrogenphosphate; 2-Methyl-1-butene; tert-butyl alcohol In toluene at 21℃; for 22h; Reagent/catalyst; Solvent; Temperature; Time;	76%
With potassium permanganate In acetone at 0 - 20℃;
With sodium chlorite; sodium dihydrogenphosphate In dichloromethane; tert-butyl alcohol

: 4481-62-3
betulonic acid

A: 472-15-1
Betulinic acid

B: 38736-77-5
3-epibetulinic acid

Conditions

Conditions	Yield
With sodium tetrahydroborate In tetrahydrofuran Yields of byproduct given;	A 75% B n/a
Stage #1: betulonic acid With L-Selectride In tetrahydrofuran at -80℃; for 5h; Stage #2: With sodium hydroxide; dihydrogen peroxide In tetrahydrofuran for 1h;	A 19% B 38%
With sodium tetrahydroborate In tetrahydrofuran Yield given. Yields of byproduct given. Title compound not separated from byproducts;

: 473-98-3
betulin

A: 4439-98-9
betulonic aldehyde

B: 472-15-1
Betulinic acid

C: 7020-34-0
betulone

Conditions

Conditions	Yield
With synthetic air In 1,3,5-trimethyl-benzene at 140℃; under 760.051 Torr; for 6h; Catalytic behavior;	A 20% B 9% C 27%
With CeO2/TiO2; air In 1,3,5-trimethyl-benzene at 140℃; for 6h; Overall yield = 8 %;

: 473-98-3
betulin

A: 4439-98-9
betulonic aldehyde

B: 13159-28-9, 92594-07-5
betulinic aldehyde

C: 472-15-1
Betulinic acid

D: 4481-62-3
betulonic acid

Conditions

Conditions	Yield
With dipyridinium dichromate In water; N,N-dimethyl-formamide	A 20% B 7% C 8% D 13%

: 473-98-3
betulin

A: 472-15-1
Betulinic acid

B: 7020-34-0
betulone

Conditions

Conditions	Yield
In 1,3,5-trimethyl-benzene at 140℃; for 4h;	A n/a B 5.3%

: 135757-66-3
lup-20(29)-en-28-oic-3-O-β-D-glucopyranosyl (2->1)-O-β-D-glucopyranoside

: 472-15-1
Betulinic acid

Conditions

Conditions	Yield
With hydrogenchloride In methanol at 100℃; for 4h;

Betulinic acid Chemical Properties

The Molecular formula of Betulinic acid (CAS NO.472-15-1): C₃₀H₄₈O₃
The Molecular Weight: 456.7
Molecular Structure :
EINECS: 207-448-8
Synonyms of Betulinic acid (CAS NO.472-15-1): CCRIS 6748 ; Mairin ; NSC 113090 ; NSC 677578 ; 3-Hydroxylup-20(29)-en-28-oic acid ; Lup-20(29)-en-28-oic acid, 3-hydroxy-, (3beta)- ; Lup-20(29)-en-28-oic acid, 3beta-hydroxy- (8CI) Index of Refraction: 1.533
Molar Refractivity: 133.17 cm³
Molar Volume: 428.7 cm³
Polarizability: 52.79 10^-24 cm³
Surface Tension: 39.9 dyne/cm
Density: 1.065 g/cm³
Flash Point: 300.5 °C
Enthalpy of Vaporization: 95.41 kJ/mol
Boiling Point: 550 °C at 760 mmHg
Vapour Pressure: 2.17E-14 mmHg at 25°C
refractive index: 7.8 ° (C=0.9, Pyridine)
Merck: 1190
IUPAC Name: 9-hydroxy-5b,8,8,11a-tetramethyl-1-prop-1-en-2-yl-2,3,4,5,5a,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydro-1H-cyclopenta[a]chrysene-3a-carboxylic acid
Synonyms: 3BETA-HYDROXY-20(29)-LUPENE-28-OIC ACID;3-B-HYDROXY-LUPA-20(30)-ENE 28-OIC ACID;3BETA-HYDROXY-20(29)-LUPAENE-28-OIC ACID;3B-HYDROXY-20(29)-LUPENE-28-OIC ACID;BETULINIC ACID;BETULIC ACID;MAIRIN;LUP-20(29)-EN-28-OIC ACID, 3-HYDROXY-, (3B)-;

Betulinic acid History

1.In 1995, Betulinic acid (CAS NO.472-15-1) was reported as a selective inhibitor of human melanoma.

Betulinic acid Uses

Betulinic acid (CAS NO.472-15-1) is a naturally occurring pentacyclic triterpenoid which has anti-retroviral, anti-malarial, and anti-inflammatory properties, as well as a more recently discovered potential as an anticancer agent, by inhibition of topoisomerase.

Betulinic acid Safety Profile

The Hazard Codes of Betulinic acid (CAS NO.472-15-1): Xi
WGK Germany: 3

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Product Name

Betulinic acid

Betulinic acid Synthetic route

Betulinic acid Chemical Properties

Betulinic acid History

Betulinic acid Uses

Betulinic acid Safety Profile

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