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Cas Database

Name	Ursolic acid	EINECS	201-034-0
CAS No.	77-52-1	Density	1.09 g/cm³
PSA	57.53000	LogP	7.08950
Solubility	insoluble in water	Melting Point	292 °C (dec.)(lit.)
Formula	C₃₀H₄₈O₃	Boiling Point	556.9 °C at 760 mmHg
Molecular Weight	456.709	Flash Point	304.7 °C
Transport Information	N/A	Appearance	white to light yellow crystal powder
Safety	24/25-36-26	Risk Codes	36/37/38
Molecular Structure		Hazard Symbols	Xi
Synonyms	Ursolic Acid;Ursolicacid;Ursoliic acid;3beta-Hydroxyurs-12-en-28-oic acid;Prunol;Urs-12-en-28-oic acid, 3.beta.-hydroxy-;(3beta)-3-Hydroxyurs-12-en-28-oic acid;(1S,2R,4aS,6aS,6bR,10S,12aS,14bR)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid;Urson;10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid;Prestwick_355;(1S,2R,4aS,6aS,6aS,6bR,8aS,10S,12aS,14bR)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid;Urs-12-en-28-oic acid, 3-hydroxy-, (3beta)-;Bungeolic acid;Urs-12-en-28-oic acid, 3-hydroxy-, (3.beta.)-;Urs-12-en-28-oic acid, 3beta-hydroxy- (8CI);	Article Data	16

Ursolic acid Synthetic route

: 915-32-2, 26532-60-5, 32208-45-0, 74984-68-2, 94482-47-0, 121468-30-2
methyl (3β)-3-hydroxyurs-12-en-28-oate

: 77-52-1
ursolic acid

Conditions

Conditions	Yield
With lithium In ethylenediamine for 4h; Heating;	70%

: 104668-95-3
phenyl-3β-acetoxy-urs-12-en-28-oate

: 77-52-1
ursolic acid

Conditions

Conditions	Yield
With potassium hydroxide In ethylene glycol for 15h; Heating;	1.33%

: 127-09-3
sodium acetate

A: 77-52-1
ursolic acid

B: 508-02-1
Oleanolic acid

Conditions

Conditions	Yield
With cultured cells of Rabdosia japonica Hara for 96h; Mechanism; labelling studies;

: 3-O-{[β-D-xylopyranosyl-(1->2)]-[β-D-glucopyranosyl-(1->3)]-α-L-arabinopyranosyl}ursolic acid-28-O-[β-D-glucopyranosyl] ester

: 77-52-1
ursolic acid

Conditions

Conditions	Yield
With sulfuric acid In 1,4-dioxane for 4h; Heating;	23 mg

: 1198208-27-3
3'-methyl-2'-butenyl 3β-hydroxyurs-12-en-28-oate

: 77-52-1
ursolic acid

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In 1,4-dioxane at 20℃; for 18h;

: 28288-99-5
3-O-(β-D-glucopyranosyl)-ursolic acid 28-O-(β-D-glucopyranosyl) ester

A: 50-99-7
D-glucose

B: 77-52-1
ursolic acid

Conditions

Conditions	Yield
With hydrogenchloride; water In methanol for 2h; Reflux;

3β-hydroxyurs-12-en-28-oic acid 3-α-L-rhamnopyranoside: 1038914-11-2
3β-hydroxyurs-12-en-28-oic acid 3-α-L-rhamnopyranoside

A: 73-34-7
L-rhamnose

B: 77-52-1
ursolic acid

Conditions

Conditions	Yield
With hydrogenchloride In water at 80℃; for 2h;

: C36H56O9

: 77-52-1
ursolic acid

Conditions

Conditions	Yield
With Helix pomatia β-glucuronidase; water In aq. acetate buffer at 37℃; for 4h; pH=5.27; Enzymatic reaction;

: 186581-53-3, 908094-01-9
diazomethane

: 77-52-1
ursolic acid

: 915-32-2, 26532-60-5, 32208-45-0, 74984-68-2, 94482-47-0, 121468-30-2
methyl (3β)-3-hydroxyurs-12-en-28-oate

Conditions

Conditions	Yield
In tetrahydrofuran; diethyl ether at 0℃;	100%
In diethyl ether at 0℃; for 24h;	98%
With diethyl ether

Ursolic acid Chemical Properties

Ursolic acid is a pentacyclic triterpene acid,Ursolic acid's other name is known as Prunol, Malol, Urson, beta-Ursolic acid,
Molecular formula :C₃₀H₄₈O₃Molar mass 456.70 g/mol

Ursolic acid Uses

Ursolic acid can be used in cosmetics, and capable of inhibiting various types of cancer cells by inhibiting the STAT3 activation pathway and human fibrosarcoma cells by reducing the expression of matrix metalloproteinase-9 by acting through the glucocorticoid receptor.As medicine it is well tolerated and can be used topically and orally.

Ursolic acid Production

Ursolic acid is present in many plants, including apples, bilberries, cranberries, elder flower, rosemary, lavender, oregano, thyme, prunes. Apple peels contain high quantity of ursolic acid and related compounds which are responsible for the anti-cancer activity of apple. Ursolic acid can also serve as a starting material for synthesis of more potent bioactive derivatives, such as anti-tumor agents.

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