URSOLIC ACID

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C30H48O3
Molecular Weight	456.7003
Optical Activity	UNSPECIFIED
Defined Stereocenters	10 / 10
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12CC[C@]3(C)[C@]([H])(CC=C4[C@]5([H])[C@@H](C)[C@H](C)CC[C@@]5(CC[C@@]34C)C(O)=O)[C@@]1(C)CC[C@H](O)C2(C)C

InChI

InChIKey=WCGUUGGRBIKTOS-GPOJBZKASA-N

InChI=1S/C30H48O3/c1-18-10-15-30(25(32)33)17-16-28(6)20(24(30)19(18)2)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h8,18-19,21-24,31H,9-17H2,1-7H3,(H,32,33)/t18-,19+,21+,22-,23+,24+,27+,28-,29-,30+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C30H48O3
Molecular Weight	456.7003
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	10 / 10
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://examine.com/supplements/ursolic-acid/http://korea.in-cosmetics.com/en/Exhibitors/2695677/GfN-GmbH-Selco-GmbH/Products/1138708/Ursolic-acid-Na-salt-natural | https://www.ulprospector.com/en/na/PersonalCare/Detail/6837/373852/Ursolic-Acid-Sodium-Salt-Salvia-Officinalis-Extract
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/24374755 | https://www.ncbi.nlm.nih.gov/pubmed/23499879 | https://www.ncbi.nlm.nih.gov/pubmed/26610440 | https://www.ncbi.nlm.nih.gov/pubmed/26775565

Sodium Ursolate (Ursolic acid sodium salt) is a natural active ingredient derived from many plants. This pentacyclic triterpenoid acid is manufactured by extraction of Salvia officinalis leaves, also known as common sage, Loquat leaves and Olea europea. Sodium Ursolate provides a targeted approach to anti-aging skin repair and sun protection through reactivation, protection and optimization of the skins own cellular mechanisms. Furthermore, it protects and refolds proteins damaged by UV and free radical exposure and stimulates new collagen synthesis to counter the effects of thinning and sagging skin caused by photodamage, inhibits elastase and stabilizes liposomal membranes. It is of most interest to use in Anti-Aging and Anti-Photo-Aging cosmetics products.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
protein folding 2 Target ID: GO:0006457 Sources: https://www.ulprospector.com/en/na/PersonalCare/Detail/6837/373852/Ursolic-Acid-Sodium-Salt-Salvia-Officinalis-Extract	Modulator 822
collagen biosynthetic process 3 Target ID: GO:0032964 Sources: https://www.ulprospector.com/en/na/PersonalCare/Detail/6837/373852/Ursolic-Acid-Sodium-Salt-Salvia-Officinalis-Extract	Activator 1410
Target ID: Elastase Sources: http://korea.in-cosmetics.com/en/Exhibitors/2695677/GfN-GmbH-Selco-GmbH/Products/1138708/Ursolic-acid-Na-salt-natural	Inhibitor 8228
response to oxidative stress 20 Target ID: GO:0006979 Sources: https://www.ulprospector.com/en/na/PersonalCare/Detail/604/640714/Sodium-Ursolate	Modulator 822
Platelet glycoprotein 4 3 Target ID: CHEMBL1744526 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17404266/	Interacts 321
Cytochrome P450 19A1 38 Target ID: CHEMBL1978 Sources: https://www.ncbi.nlm.nih.gov/pubmed/18192087	Inhibitor 8228	32.0 µM [IC50]
Aldose reductase 44 Target ID: CHEMBL1900 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22332359	Inhibitor 8228
Protein-tyrosine phosphatase 1B 34 Target ID: CHEMBL335 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16534732	Inhibitor 8228	3.8 µM [IC50]
11-beta-hydroxysteroid dehydrogenase 1 21 Target ID: CHEMBL4235 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20100662	Inhibitor 8228

Conditions

Condition	Modality	Highest Phase	Product
Photoaging of skin 4 Sources: https://www.ulprospector.com/en/eu/PersonalCare/Detail/3345/93891/Ursolic-Acid-Sodium-Salt https://dailymed.nlm.nih.gov/dailymed/getFile.cfm?setid=27ced99b-59a5-473f-90c5-f72b7e48ebdc&type=pdf&name=27ced99b-59a5-473f-90c5-f72b7e48ebdc	Inactive ingredient	Not Provided 503	PREVENTAGE FIRMING DEFENSE NORMAL/OILY BROAD SPECTRUM SPF 15 MERLE NORMAN Approved Use Unknown
Sarcopenia 3 Sources: https://examine.com/supplements/ursolic-acid	Primary	Phase III 663	Unknown Approved Use Unknown
Metabolic syndrome 32 Sources: https://examine.com/supplements/ursolic-acid	Primary	Phase II 1144	Unknown Approved Use Unknown
Male fertility 3 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15854639 DOI: 10.1002/(SICI)1099-1573(19980201)12:1<32::AID-PTR185>3.0.CO;2-4 https://examine.com/supplements/ursolic-acid/#ref63	Preventing	Preclinical	Unknown Approved Use Unknown
Cancer 585 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24374755 https://www.ncbi.nlm.nih.gov/pubmed/23499879	Primary	Preclinical	Unknown Approved Use Unknown
Inflammation 101 Sources: https://www.ncbi.nlm.nih.gov/pubmed/18812028/	Primary	Preclinical	Unknown Approved Use Unknown

C_max

Value	Dose	Analyte	Population
1835 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/23319864	37 mg/m² single, intravenous dose: 37 mg/m² route of administration: Intravenous experiment type: SINGLE co-administered:	URSOLIC ACID plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN
2865 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/23319864	74 mg/m² single, intravenous dose: 74 mg/m² route of administration: Intravenous experiment type: SINGLE co-administered:	URSOLIC ACID plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
3457 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/23319864	98 mg/m² single, intravenous dose: 98 mg/m² route of administration: Intravenous experiment type: SINGLE co-administered:	URSOLIC ACID plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
1211 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/23319864	74 mg/m² 1 times / day multiple, intravenous dose: 74 mg/m² route of administration: Intravenous experiment type: MULTIPLE co-administered:	URSOLIC ACID plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN

AUC

Value	Dose	Analyte	Population
4203 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/23319864	37 mg/m² single, intravenous dose: 37 mg/m² route of administration: Intravenous experiment type: SINGLE co-administered:	URSOLIC ACID plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN
7175 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/23319864	74 mg/m² single, intravenous dose: 74 mg/m² route of administration: Intravenous experiment type: SINGLE co-administered:	URSOLIC ACID plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
9696 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/23319864	98 mg/m² single, intravenous dose: 98 mg/m² route of administration: Intravenous experiment type: SINGLE co-administered:	URSOLIC ACID plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
4834 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/23319864	74 mg/m² 1 times / day multiple, intravenous dose: 74 mg/m² route of administration: Intravenous experiment type: MULTIPLE co-administered:	URSOLIC ACID plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN

T_1/2

Value	Dose	Analyte	Population
4.59 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/23319864	37 mg/m² single, intravenous dose: 37 mg/m² route of administration: Intravenous experiment type: SINGLE co-administered:	URSOLIC ACID plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN
4.46 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/23319864	74 mg/m² single, intravenous dose: 74 mg/m² route of administration: Intravenous experiment type: SINGLE co-administered:	URSOLIC ACID plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
3.9 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/23319864	98 mg/m² single, intravenous dose: 98 mg/m² route of administration: Intravenous experiment type: SINGLE co-administered:	URSOLIC ACID plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
4 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/23319864	74 mg/m² 1 times / day multiple, intravenous dose: 74 mg/m² route of administration: Intravenous experiment type: MULTIPLE co-administered:	URSOLIC ACID plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN

Doses

Dose	Population	Adverse events
130 mg/m2 single, intravenous (total daily dose) Highest studied dose Dose: 130 mg/m2 Route: intravenous Route: single Dose: 130 mg/m2 Sources: https://pubmed.ncbi.nlm.nih.gov/23134084	unhealthy n = 3 Health Status: unhealthy Condition: solid tumors Sex: M Food Status: UNKNOWN Population Size: 3 Sources: https://pubmed.ncbi.nlm.nih.gov/23134084	DLT: ALT increased, AST increased... Other AEs: GGT increased... Dose limiting toxicities: ALT increased (grade 3, 2 patients) AST increased (grade 3, 2 patients) Direct bilirubin increased (grade 3, 2 patients) Other AEs: GGT increased (grade 2, 2 patients) Sources: https://pubmed.ncbi.nlm.nih.gov/23134084
94 mg/m2 single, intravenous (unknown) MTD Dose: 94 mg/m2 Route: intravenous Route: single Dose: 94 mg/m2 Sources: https://pubmed.ncbi.nlm.nih.gov/23134084	unhealthy n = 11 Health Status: unhealthy Condition: solid tumors Sex: M+F Food Status: UNKNOWN Population Size: 11 Sources: https://pubmed.ncbi.nlm.nih.gov/23134084	DLT: ALT increased, GGT increased... Other AEs: AST increased... Dose limiting toxicities: ALT increased (grade 3, 1 pt) GGT increased (grade 3, 1 pt) Other AEs: AST increased (grade 2, 2 patients) Sources: https://pubmed.ncbi.nlm.nih.gov/23134084
74 mg/m2 single, intravenous (unknown) Studied dose Dose: 74 mg/m2 Route: intravenous Route: single Dose: 74 mg/m2 Sources: https://pubmed.ncbi.nlm.nih.gov/23134084	unhealthy n = 6 Health Status: unhealthy Condition: solid tumor Sex: M+F Food Status: UNKNOWN Population Size: 6 Sources: https://pubmed.ncbi.nlm.nih.gov/23134084	DLT: AST increased, ALT increased... Dose limiting toxicities: AST increased (grade 3, 1 pt) ALT increased (grade 3, 1 pt) diarrhea (grade 3, 1 pt) Sources: https://pubmed.ncbi.nlm.nih.gov/23134084

AEs

AE	Significance	Dose	Population
GGT increased	grade 2, 2 patients	130 mg/m2 single, intravenous (total daily dose) Highest studied dose Dose: 130 mg/m2 Route: intravenous Route: single Dose: 130 mg/m2 Sources: https://pubmed.ncbi.nlm.nih.gov/23134084	unhealthy n = 3 Health Status: unhealthy Condition: solid tumors Sex: M Food Status: UNKNOWN Population Size: 3 Sources: https://pubmed.ncbi.nlm.nih.gov/23134084
ALT increased	grade 3, 2 patients DLT	130 mg/m2 single, intravenous (total daily dose) Highest studied dose Dose: 130 mg/m2 Route: intravenous Route: single Dose: 130 mg/m2 Sources: https://pubmed.ncbi.nlm.nih.gov/23134084	unhealthy n = 3 Health Status: unhealthy Condition: solid tumors Sex: M Food Status: UNKNOWN Population Size: 3 Sources: https://pubmed.ncbi.nlm.nih.gov/23134084
AST increased	grade 3, 2 patients DLT	130 mg/m2 single, intravenous (total daily dose) Highest studied dose Dose: 130 mg/m2 Route: intravenous Route: single Dose: 130 mg/m2 Sources: https://pubmed.ncbi.nlm.nih.gov/23134084	unhealthy n = 3 Health Status: unhealthy Condition: solid tumors Sex: M Food Status: UNKNOWN Population Size: 3 Sources: https://pubmed.ncbi.nlm.nih.gov/23134084
Direct bilirubin increased	grade 3, 2 patients DLT	130 mg/m2 single, intravenous (total daily dose) Highest studied dose Dose: 130 mg/m2 Route: intravenous Route: single Dose: 130 mg/m2 Sources: https://pubmed.ncbi.nlm.nih.gov/23134084	unhealthy n = 3 Health Status: unhealthy Condition: solid tumors Sex: M Food Status: UNKNOWN Population Size: 3 Sources: https://pubmed.ncbi.nlm.nih.gov/23134084
AST increased	grade 2, 2 patients	94 mg/m2 single, intravenous (unknown) MTD Dose: 94 mg/m2 Route: intravenous Route: single Dose: 94 mg/m2 Sources: https://pubmed.ncbi.nlm.nih.gov/23134084	unhealthy n = 11 Health Status: unhealthy Condition: solid tumors Sex: M+F Food Status: UNKNOWN Population Size: 11 Sources: https://pubmed.ncbi.nlm.nih.gov/23134084
ALT increased	grade 3, 1 pt DLT	94 mg/m2 single, intravenous (unknown) MTD Dose: 94 mg/m2 Route: intravenous Route: single Dose: 94 mg/m2 Sources: https://pubmed.ncbi.nlm.nih.gov/23134084	unhealthy n = 11 Health Status: unhealthy Condition: solid tumors Sex: M+F Food Status: UNKNOWN Population Size: 11 Sources: https://pubmed.ncbi.nlm.nih.gov/23134084
GGT increased	grade 3, 1 pt DLT	94 mg/m2 single, intravenous (unknown) MTD Dose: 94 mg/m2 Route: intravenous Route: single Dose: 94 mg/m2 Sources: https://pubmed.ncbi.nlm.nih.gov/23134084	unhealthy n = 11 Health Status: unhealthy Condition: solid tumors Sex: M+F Food Status: UNKNOWN Population Size: 11 Sources: https://pubmed.ncbi.nlm.nih.gov/23134084
ALT increased	grade 3, 1 pt DLT	74 mg/m2 single, intravenous (unknown) Studied dose Dose: 74 mg/m2 Route: intravenous Route: single Dose: 74 mg/m2 Sources: https://pubmed.ncbi.nlm.nih.gov/23134084	unhealthy n = 6 Health Status: unhealthy Condition: solid tumor Sex: M+F Food Status: UNKNOWN Population Size: 6 Sources: https://pubmed.ncbi.nlm.nih.gov/23134084
AST increased	grade 3, 1 pt DLT	74 mg/m2 single, intravenous (unknown) Studied dose Dose: 74 mg/m2 Route: intravenous Route: single Dose: 74 mg/m2 Sources: https://pubmed.ncbi.nlm.nih.gov/23134084	unhealthy n = 6 Health Status: unhealthy Condition: solid tumor Sex: M+F Food Status: UNKNOWN Population Size: 6 Sources: https://pubmed.ncbi.nlm.nih.gov/23134084
diarrhea	grade 3, 1 pt DLT	74 mg/m2 single, intravenous (unknown) Studied dose Dose: 74 mg/m2 Route: intravenous Route: single Dose: 74 mg/m2 Sources: https://pubmed.ncbi.nlm.nih.gov/23134084	unhealthy n = 6 Health Status: unhealthy Condition: solid tumor Sex: M+F Food Status: UNKNOWN Population Size: 6 Sources: https://pubmed.ncbi.nlm.nih.gov/23134084

Sourcing

Vendor/Aggregator	ID	URL
1PlusChem LLC	1P003694	https://www.1pchem.com/search?query=1P003694
A2B Chem	AB47272	http://a2bchem.com/prod/AB47272
Accela ChemBio Inc	SY036316	http://accelachem.com/cn/search.html?keyword=SY036316&attname=0
Alfa Chemistry	ACM77521	http://www.alfa-chemistry.com/search.aspx?q=ACM77521
ApexBio Technology	N1823	https://www.apexbt.com/catalogsearch/result/?q=N1823
Apollo Scientific	BIDF1012	http://www.apolloscientific.co.uk/chemical_results.php?qstext=BIDF1012&product_group=%25&search_fieldname=header_search
Apollo Scientific	BIDF1028	http://www.apolloscientific.co.uk/chemical_results.php?qstext=BIDF1028&product_group=%25&search_fieldname=header_search
AstaTech	41371	http://astatechinc.com/CPSResult.php?CRNO=41371
BOC Sciences	220435-39-2	http://www.bocsci.com/description.asp?cas=220435-39-2
BOC Sciences	77-52-1	http://www.bocsci.com/description.asp?cas=77-52-1
BioSynth	Q-201916	https://www.biosynth.com/en/products/life-science/other-biochemicals/products/Q-201916
Biopurify Phytochemicals	BP1426	https://www.phytopurify.com/search.do?a=s&searchtype=3&psize=10&q=BP1426&searchhtmp=simplesearch&t=1
Capot Chemical	5861	https://www.capotchem.com/search.do?q=5861
Cayman Chemical	10072	http://www.caymanchem.com/app/template/Product.vm/catalog/10072
Chem Scene	CS-3799	http://www.chemscene.com/goproductList/searchProductList?productObj=CS-3799
Chem4Pharma	C4PU281	https://www.chem4pharma.com/product-page/C4PU281
ChemShuttle	151658	https://www.chemshuttle.com/catalogsearch/result/?q=151658
Frontier Scientific Services	501002336	http://orders.frontierssi.com/fssionline32/public/product.aspx?cat=501002336&type=hts
Indofine	06-031	https://indofinechemical.com/details.aspx?Sku=06-031
KeyOrganics	GS-6617	http://www.keyorganicsinc.com/bionet/catalogsearch/result?q=GS-6617
KeyOrganics	VS-02513	http://www.keyorganicsinc.com/bionet/catalogsearch/result?q=VS-02513
Lab Network	LN00850329	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN00850329
Lab Seeker	SC-06754	http://www.labseeker.com/search.php?keywords=SC-06754&category=0
LabSeeker	SC-06754	http://www.labseeker.com/search.php?keywords=SC-06754&category=0
Matrix Scientific	97525	http://www.matrixscientific.com/097525.html
MedChem Express	HY-N0140	https://www.medchemexpress.com/search.html?q=HY-N0140&ft=&fa=&fp=
MolMall	15615	http://www.molmall.net/product/15615
MolPort	MolPort-002-507-280	https://www.molport.com/shop/molecule-link/MolPort-002-507-280
MolPort	MolPort-003-939-637	https://www.molport.com/shop/molecule-link/MolPort-003-939-637
MolPort	MolPort-003-983-927	https://www.molport.com/shop/molecule-link/MolPort-003-983-927
Molnova	M15928	https://www.molnova.com/en/serch-list.html?keywords=M15928
Otava	3460065	https://search.otavachemicals.com/#!/search?query=3460065&type=code
PI Chemicals	PI-28816	http://www.pipharm.com/catalog_products/PI-28816.html
Princeton BioMolecular Research	OSSL_108153	http://www.princetonbio.com/order_online?common_id=OSSL_108153
Ryan Scientific	Thimerosal	https://ryansci.com/products?q=Thimerosal&list_q=&search_type=exact
TargetMol	BBP00038	https://www.targetmol.com/search?keyword=BBP00038
TargetMol	T0722	https://www.targetmol.com/search?keyword=T0722
Tetrahedron	TS22864	http://www.thsci.com/search.do?q=TS22864
TimTec	ST056289	http://www.echemstore.com/catalogsearch/result/?q=ST056289
Toronto Research Chemicals	U850100	https://www.trc-canada.com/product-detail/?CatNum=U850100
Vitas-M Laboratory	BBL010457	http://www.vitasmlab.biz/search/BBL010457
Vitas-M Laboratory	STL146145	http://www.vitasmlab.biz/search/STL146145
eMolecules	110021318	https://orderbb.emolecules.com/search/#?query=110021318
eMolecules	1935013	https://orderbb.emolecules.com/search/#?query=1935013
eMolecules	26400107	https://orderbb.emolecules.com/search/#?query=26400107
eMolecules	4367330	https://orderbb.emolecules.com/search/#?query=4367330
eMolecules	532067	https://orderbb.emolecules.com/search/#?query=532067
eNovation Chemicals	D584053	https://www.enovationchem.com/Products.asp?SEARCHTEXT=D584053&searchbtn.x=0&searchbtn.y=0
mcule	MCULE-1308336736	https://mcule.com/MCULE-1308336736/
mcule	MCULE-9474095410	https://mcule.com/MCULE-9474095410/

PubMed

Title	Date	PubMed
[Lipid chemical constituents of Salvia sochifolia C. Y. Wu].	2001 Apr	12525052
[Studies on chemical constituents of Gaultheria leucocarpa var. Yunnanensis (Franch.) T. Z. Hsu & R. C. Fang].	2001 Dec	12776334
[The research on the chemical components of Schizonepeta tenuifolia Briq].	2001 Mar	12587173
Triterpenes and sterols in the flowers and leaves of Prunus spinosa L. (Rosaceae).	2001 Nov-Dec	12197619
[HPLC determination of oleanolic acid and llrolic acid in Chinese medicinal herbs].	2001 Sep	12776430
[Chemical composition of fructus Liquidambaris--lulutong].	2002 Apr	12579820
In vitro screening for antitumour activity of Clinopodium vulgare L. (Lamiaceae) extracts.	2002 Apr	11995932
[Studies on chemical constituents in fruit of Eucalyptus globulus].	2002 Aug	12776496
Partial synthesis of 23-hydroxyursolic acid isolated from medicinal plants of the Rubiaceae family.	2002 Aug	12168764
[Determination of ursolic acid in herba of Verbena officinalis by HPLC].	2002 Dec	12776531
Antithrombin activity of some constituents from Origanum vulgare.	2002 Dec	12490231
Constituents of Gnetum montanum.	2002 Feb	11864762
Production of bioactive triterpenes by Eriobotrya japonica calli.	2002 Feb	11830140
Ursolic acid of Origanum majorana L. reduces Abeta-induced oxidative injury.	2002 Feb 28	11911474
Liposome-encapsulated ursolic acid increases ceramides and collagen in human skin cells.	2002 Jan	11876525
Antiviral activity of Plantago major extracts and related compounds in vitro.	2002 Jul	12076751
Phytochemical constituents from the fruits of Acanthopanax sessiliflorus.	2002 Jun	12135097
Structure-activity relationship of triterpenoids isolated from Mitragyna stipulosa on cytotoxicity.	2002 Jun	12135095
Antiviral and antioxidant activity of flavonoids and proanthocyanidins from Crataegus sinaica.	2002 Jun	12094299
Effects of ursolic acid and oleanolic acid on human colon carcinoma cell line HCT15.	2002 Jun	12046077
Phosphoinositide 3-OH kinase/protein kinase B inhibits apoptotic cell death induced by reactive oxygen species in Saccharomyces cerevisiae.	2002 May	11983076
Screening of ubiquitous plant constituents for COX-2 inhibition with a scintillation proximity based assay.	2002 Nov	12444669
Ursolic acid as a trypanocidal constituent in rosemary.	2002 Nov	12419966
Antimicrobial triterpenes from Debregeasia salicifolia.	2002 Oct	12434990
Brine shrimp lethality of the compounds from Phryma leptostachya L.	2002 Oct	12433200
Sessiline, a new nitrogenous compound from the fruits of Acanthopanax sessiliflorus.	2002 Oct	12391563
Triterpenes and phytosterols as human leucocyte elastase inhibitors.	2002 Oct	12391559
Cytotoxic ent-kaurane diterpenoids from Isodon sculponeata.	2002 Oct	12391557
Antimicrobial and anti-inflammatory activity of folklore: Mallotus peltatus leaf extract.	2002 Oct	12242000
Extract and identify ingredient from Ligustrum Lucidum Ait and study its effect to periodontal pathogen.	2002 Sep	12425858
Antileukemic activity of selected natural products in Taiwan.	2003	12723753
Eremophilenolides and other constituents from the roots of Ligularia sagitta.	2003 Apr	12709904
A new in vitro tissue factor inhibitory triterpene from the fruits of Chaenomeles sinensis.	2003 Apr	12709899
Development of LC-MS method for determination of ursolic acid: application to the analysis of ursolic acid in Staphylea holocarpa Hemsl.	2003 Apr 1	12684108
[Effects of ursolic acid on liver-protection and bile secretion].	2003 Aug	14649204
Ursolic acid inhibits nuclear factor-kappaB activation induced by carcinogenic agents through suppression of IkappaBalpha kinase and p65 phosphorylation: correlation with down-regulation of cyclooxygenase 2, matrix metalloproteinase 9, and cyclin D1.	2003 Aug 1	12907607
Epicuticular waxes from caatinga and cerrado species and their efficiency against water loss.	2003 Dec	14605678
Antihypertensive, antiatherosclerotic and antioxidant activity of triterpenoids isolated from Olea europaea, subspecies africana leaves.	2003 Feb	12648829
Isolation, characterization and biological activity of betulinic acid and ursolic acid from Vitex negundo L.	2003 Feb	12601674
Biomass segregation in sage cell suspension culture.	2003 Jan	12882308
Ursolic acid induces apoptosis through caspase-3 activation and cell cycle arrest in HaCat cells.	2003 Jul	12792782
Ursolic acid inhibits proliferation and stimulates apoptosis in HT29 cells following activation of alkaline sphingomyelinase.	2003 Jul-Aug	12926069
Cardiovascular, antihyperlipidemic and antioxidant effects of oleanolic and ursolic acids in experimental hypertension.	2003 Mar	12725563
New cytotoxic lupane triterpenoids from the twigs of Coussarea paniculata.	2003 Mar	12662105
CNS activity of the methanol extract of Mallotus peltatus (Geist) Muell Arg. leaf: an ethnomedicine of Onge.	2003 Mar	12576208
Sterol and triterpenoid constituents of Verbena littoralis with NGF-potentiating activity.	2003 May	12762811
Biological activity of some naturally occurring resins, gums and pigments against in vitro LDL oxidation.	2003 May	12748987
Sterols and triterpenes in cell culture of Hyssopus officinalis L.	2003 May-Jun	12872919
A review of natural and modified betulinic, ursolic and echinocystic acid derivatives as potential antitumor and anti-HIV agents.	2003 Sep	12871156
A new pentacyclic triterpenoid glucoside from Prunus serrulata var. spontanea.	2004 Jan	14709888

Patents

Sample Use Guides

In Vivo Use Guide

The intravenous infusion of ursolic acid nanoliposomes (UANL) was well tolerated by healthy volunteers and patients with advanced tumors: UANL exhibits relatively linear pharmacokinetics behavior with dose levels from 37 mg/m(2) to 98 mg/m(2). Rats were treated with ursolic acid (50 mg/kg), per os, once a day for 10 days) in adjuvant-induced chronic arthritis model.Animal studies have found benefits with ursolic acid in the diet at 0.05-0.2% of the diet, which is around 10-40mg/kg (based on their weight and food intake) and the estimated human dose equivalent to this is 1.6-6.4mg/kg bodyweight; for a 150lb adult it would be the range of 110-440mg. The lone human study used the higher end of this range, 150mg three times a day with meals totalling 450mg each day, and found some biological acitivty. Until further research arises, thrice daily dosing of 150mg with meals is recommended.

Route of Administration: Other

In Vitro Use Guide

ursolic acid (5-50 μM) strongly inhibited the viability of human soft tissue sarcoma cells and its proliferation in soft agar, with higher concentrations increasing apoptotic death

Substance Class	Chemical Created by `admin` on `Thu Jul 06 02:02:29 UTC 2023` Edited by `admin` on `Thu Jul 06 02:02:29 UTC 2023`
Record UNII	P3M2575F3F
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

URSOLIC ACID

Official Name

English

URS-12-EN-28-OIC ACID, 3-HYDROXY-, (3.BETA.)-

Common Name

English

NSC-4060

Code

English

URSOLIC ACID [INCI]

Common Name

English

URSOLIC ACID [MI]

Common Name

English

PRUNOL

Common Name

English

Ursolic acid [WHO-DD]

Common Name

English

URSOLIC ACID (CONSTITUENT OF HOLY BASIL LEAF) [DSC]

Common Name

English

MICROMEROL

Common Name

English

URSON

Common Name

English

(3.BETA.)-3-HYDROXYURS-12-EN-28-OIC ACID

Common Name

English

URSOLIC ACID [USP-RS]

Common Name

English

NSC-167406

Code

English

URSOLIC ACID [HSDB]

Common Name

English

MALOL

Common Name

English

Classification Tree Code System Code

DSLD

2413 (Number of products:7)

Created by admin on Thu Jul 06 02:02:29 UTC 2023 , Edited by admin on Thu Jul 06 02:02:29 UTC 2023

Code System Code Type Description

EPA CompTox

DTXSID70883221

Created by admin on Thu Jul 06 02:02:30 UTC 2023 , Edited by admin on Thu Jul 06 02:02:30 UTC 2023

PRIMARY

CAS

77-52-1

Created by admin on Thu Jul 06 02:02:29 UTC 2023 , Edited by admin on Thu Jul 06 02:02:29 UTC 2023

PRIMARY

CHEBI

9908

Created by admin on Thu Jul 06 02:02:29 UTC 2023 , Edited by admin on Thu Jul 06 02:02:29 UTC 2023

PRIMARY

RXCUI

1426931

Created by admin on Thu Jul 06 02:02:30 UTC 2023 , Edited by admin on Thu Jul 06 02:02:30 UTC 2023

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RxNorm

HSDB

7685

Created by admin on Thu Jul 06 02:02:30 UTC 2023 , Edited by admin on Thu Jul 06 02:02:30 UTC 2023

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DAILYMED

P3M2575F3F

Created by admin on Thu Jul 06 02:02:29 UTC 2023 , Edited by admin on Thu Jul 06 02:02:29 UTC 2023

PRIMARY

PUBCHEM

64945

Created by admin on Thu Jul 06 02:02:30 UTC 2023 , Edited by admin on Thu Jul 06 02:02:30 UTC 2023

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NSC

4060

Created by admin on Thu Jul 06 02:02:30 UTC 2023 , Edited by admin on Thu Jul 06 02:02:30 UTC 2023

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RXCUI

1370661

Created by admin on Thu Jul 06 02:02:30 UTC 2023 , Edited by admin on Thu Jul 06 02:02:30 UTC 2023

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ECHA (EC/EINECS)

201-034-0

Created by admin on Thu Jul 06 02:02:29 UTC 2023 , Edited by admin on Thu Jul 06 02:02:29 UTC 2023

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RS_ITEM_NUM

1707770

Created by admin on Thu Jul 06 02:02:30 UTC 2023 , Edited by admin on Thu Jul 06 02:02:30 UTC 2023

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FDA UNII

P3M2575F3F

Created by admin on Thu Jul 06 02:02:30 UTC 2023 , Edited by admin on Thu Jul 06 02:02:30 UTC 2023

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NCI_THESAURUS

C172843

Created by admin on Thu Jul 06 02:02:30 UTC 2023 , Edited by admin on Thu Jul 06 02:02:30 UTC 2023

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MERCK INDEX

M11345

Created by admin on Thu Jul 06 02:02:30 UTC 2023 , Edited by admin on Thu Jul 06 02:02:30 UTC 2023

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Merck Index

EVMPD

SUB27186

Created by admin on Thu Jul 06 02:02:29 UTC 2023 , Edited by admin on Thu Jul 06 02:02:29 UTC 2023

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MESH

C005466

Created by admin on Thu Jul 06 02:02:30 UTC 2023 , Edited by admin on Thu Jul 06 02:02:30 UTC 2023

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WIKIPEDIA

URSOLIC ACID

Created by admin on Thu Jul 06 02:02:30 UTC 2023 , Edited by admin on Thu Jul 06 02:02:30 UTC 2023

PRIMARY

NSC

167406

Created by admin on Thu Jul 06 02:02:30 UTC 2023 , Edited by admin on Thu Jul 06 02:02:30 UTC 2023

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SMS_ID

100000090272

Created by admin on Thu Jul 06 02:02:30 UTC 2023 , Edited by admin on Thu Jul 06 02:02:30 UTC 2023

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DRUG BANK

DB15588

Created by admin on Thu Jul 06 02:02:29 UTC 2023 , Edited by admin on Thu Jul 06 02:02:29 UTC 2023

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Qualification:

USP

Related Record Type Details


					P3M2575F3F

URSOLIC ACID

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Sample Use Guides

C_max

T_1/2