Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C30H48O3 |
Molecular Weight | 456.7003 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 8 / 8 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@@]12CC(C)(C)CC[C@@]1(CC[C@]3(C)C2=CC[C@]4([H])[C@@]5(C)CC[C@H](O)C(C)(C)[C@]5([H])CC[C@@]34C)C(O)=O
InChI
InChIKey=MIJYXULNPSFWEK-GTOFXWBISA-N
InChI=1S/C30H48O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22+,23-,27-,28+,29+,30-/m0/s1
Molecular Formula | C30H48O3 |
Molecular Weight | 456.7003 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 8 / 8 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/22377690http://korea.in-cosmetics.com/en/Exhibitors/2695677/GfN-GmbH-Selco-GmbH/Products/1138708/Ursolic-acid-Na-salt-natural | https://www.ulprospector.com/en/eu/PersonalCare/Detail/3345/93891/Ursolic-Acid-Sodium-SaltCurator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/16741586
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22377690http://korea.in-cosmetics.com/en/Exhibitors/2695677/GfN-GmbH-Selco-GmbH/Products/1138708/Ursolic-acid-Na-salt-natural | https://www.ulprospector.com/en/eu/PersonalCare/Detail/3345/93891/Ursolic-Acid-Sodium-Salt
Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/16741586
Sodium Oleanolate 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. It can be also found mainly in the balm of rosemary leaves. Ursolic acid and Oleanolic acid have an isomer structure and belong to one of the strongest triterpenoids, which is of most interest to use in Anti-Aging and Anti-Photo-Aging products.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: Elastase |
|||
Target ID: CHEMBL2047 Sources: http://www.ncbi.nlm.nih.gov/pubmed/19653193 |
|||
Target ID: map04010 Sources: http://www.ncbi.nlm.nih.gov/pubmed/21328610 |
|||
Target ID: map04151 Sources: http://www.ncbi.nlm.nih.gov/pubmed/21328610 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Inactive ingredient | PREVENTAGE FIRMING DEFENSE NORMAL/OILY BROAD SPECTRUM SPF 15 MERLE NORMAN Approved UseUnknown |
|||
Inactive ingredient | 24 HOUR PIMPLE PUNISHER Approved UseFor treatment of Acne. Helps keep skin clear of new acne blemishes. |
|||
Preventing | Unknown Approved UseUnknown |
|||
Secondary | Unknown Approved UseUnknown |
|||
Secondary | Unknown Approved UseUnknown |
|||
Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
Anti-AIDS agents 38. Anti-HIV activity of 3-O-acyl ursolic acid derivatives. | 2000 Dec |
|
Two new triterpenoid saponins from Aralia subcapitata. | 2001 |
|
A new biologically active triterpenoid saponin from the leaves of Lepidagathis hyalina Nees. | 2001 |
|
A new triterpenoidal saponin from Ixeris sonchifolia and its cytotoxic activity. | 2001 Aug |
|
Cloning and characterization of a cDNA encoding beta-amyrin synthase involved in glycyrrhizin and soyasaponin biosyntheses in licorice. | 2001 Aug |
|
Haplophytin-A and B: the alkaloidal constituents of Haplophyllum acutifolium. | 2001 Aug |
|
Screening of triterpenoids isolated from Phyllanthus flexuosus for DNA topoisomerase inhibitory activity. | 2001 Dec |
|
Junceosides A-C, new triterpene saponins from Arenaria juncea. | 2001 Dec |
|
The first naturally occurring Tie2 kinase inhibitor. | 2001 Dec 13 |
|
Extraction, isolation and characterisation of antitumor principle, alpha-hederin, from the seeds of Nigella sativa. | 2001 Feb |
|
Determination of binding constant of transcription factor AP-1 and DNA. Application of inhibitors. | 2001 Feb |
|
Effect of six compounds isolated from rhizome of Anemone raddeana on the superoxide generation in human neutrophil. | 2001 Jan 26 |
|
Inhibitory role of GDP on saikosaponin (I) stimulated enzymes secretion and rising of [Ca2+]i in rat pancreatic acini. | 2001 Jul |
|
Three new acylated triterpene saponins from Acanthophyllum squarrosum. | 2001 Jul |
|
Inhibition of prostaglandin E2 production by platycodin D isolated from the root of Platycodon grandiflorum. | 2001 Jun |
|
Effects of Quillaja saponins on growth, metabolism, egg production and muscle cholesterol in individually reared Nile tilapia (Oreochromis niloticus). | 2001 Jun |
|
In vitro antileishmanial activity of three saponins isolated from ivy, alpha-hederin, beta-hederin and hederacolchiside A(1), in association with pentamidine and amphotericin B. | 2001 Jun |
|
Pregnene derivatives from Solenostemma argel leaves. | 2001 Jun |
|
Kalopanaxsaponin A is a basic saponin structure for the anti-tumor activity of hederagenin monodesmosides. | 2001 Mar |
|
Endothelin-1 has a unique oxygen-saving effect by increasing contractile efficiency in the isolated rat heart. | 2001 Mar 20 |
|
Ursene type nortriterpene from Debregeasia salicifolia. | 2001 May |
|
A synthetic triterpenoid selectively inhibits the induction of matrix metalloproteinases 1 and 13 by inflammatory cytokines. | 2001 May |
|
[In vitro study of the antimutagenic activity of alphahederin]. | 2001 May-Jun |
|
Hepatoprotective action of an oleanolic acid-enriched extract of Ligustrum lucidum fruits is mediated through an enhancement on hepatic glutathione regeneration capacity in mice. | 2001 Nov |
|
Triterpenoids. | 2001 Oct |
|
Nitric oxide and tumor necrosis factor-alpha production by oleanolic acid via nuclear factor-kappaB activation in macrophages. | 2001 Oct 19 |
|
Cancer chemopreventive agents, serratane-type triterpenoids from Picea jezoensis. | 2001 Oct 30 |
|
Acetylated triterpene saponins from the Thai medicinal plant, Sapindus emarginatus. | 2001 Sep |
|
Protective effect of endothelin type A receptor antagonist on brain edema and injury after transient middle cerebral artery occlusion in rats. | 2001 Sep |
|
Development of C-20 modified betulinic acid derivatives as antitumor agents. | 2001 Sep 3 |
|
Gastroprotective activity of oleanolic acid derivatives on experimentally induced gastric lesions in rats and mice. | 2002 Apr |
|
In vitro antiinflammatory activity of kalopanaxsaponin A isolated from Kalopanax pictus in murine macrophage RAW 264.7 cells. | 2002 Apr |
|
A new naphthoquinone from Polygonum aviculare. | 2002 Apr |
|
High performance liquid chromatography analysis of canthinone alkaloids from Eurycoma longifolia. | 2002 Apr |
|
HPLC analysis of plasma 9-methoxycanthin-6-one from Eurycoma longifolia and its application in a bioavailability/pharmacokinetic study. | 2002 Apr |
|
Three new triterpene saponins from two species of Carpolobia. | 2002 Apr |
|
Quantification of the group B soyasaponins by high-performance liquid chromatography. | 2002 Apr 24 |
|
A novel dicyanotriterpenoid, 2-cyano-3,12-dioxooleana-1,9(11)-dien-28-onitrile, active at picomolar concentrations for inhibition of nitric oxide production. | 2002 Apr 8 |
|
Production of bioactive triterpenes by Eriobotrya japonica calli. | 2002 Feb |
|
Antinociceptive and anti-rheumatoidal effects of Kalopanax pictus extract and its saponin components in experimental animals. | 2002 Feb |
|
Phytosterol content in American ginseng seed oil. | 2002 Feb 13 |
|
Toxin clues to beetle relationships. | 2002 Feb 19 |
|
Saponins-mediated potentiation of cisplatin accumulation and cytotoxicity in human colon cancer cells. | 2002 Jan |
|
Inhibition of alpha-glucosidase by oleanolic acid and its synthetic derivatives. | 2002 Jun |
|
Induction of differentiation in rat C6 glioma cells with Saikosaponins. | 2002 Mar |
|
Microbial transformations of two lupane-type triterpenes and anti-tumor-promoting effects of the transformation products. | 2002 Mar |
|
Quantitative determination for cytotoxic Friedo-nor-oleanane derivatives from five morphological types of Maytenus ilicifolia (Celastraceae) by reverse-phase high-performance liquid chromatography. | 2002 Mar-Apr |
|
[Comparative study of cytotoxic and hemolytic effects of triterpenoids isolated from Ginseng and Sea cucumber]. | 2002 Mar-Apr |
|
The novel triterpenoid 2-cyano-3,12-dioxooleana-1,9-dien-28-oic acid (CDDO) potently enhances apoptosis induced by tumor necrosis factor in human leukemia cells. | 2002 May 10 |
|
RP-LC determination of oleane derivatives in Terminalia arjuna. | 2002 May 15 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24393202
In model of kidney disease, oleanolic acid was dissolved in 2% w/v dimethyl sulfoxide (DMSO) and then diluted with distilled water for each injection to a final DMSO concentration of 0.2% w/v. Oleanolic acid or vehicle was administered intraperitoneally (60 mg/kg i.p). one day before UUO, and was continued for 3 or 7 days after surgery.
Route of Administration:
Other
In Vitro Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/19653193
For cell viability assay, HepG2 cells were plated at a density of 5000 per well in a 96-well plate. After culturing overnight, the cells were exposed to fresh medium containing different concentrations of OA. 24 hours later, the cell viability was determined by CellTiter-Glo Luminescence Cell Viability Assay (Promega) according to the manufacturer’s instructions.
In order to determine whether OA would affect the activity of FXR-LBD, HepG2 cells were transfected with an expression vector for Gal4-DBD-FXR-LBD, a reporter plasmid pFR-Luc, an internal control Renilla luciferase vector and then treated with FXR agonist CDCA in the presence of increasing amounts of OA.
Substance Class |
Chemical
Created
by
admin
on
Edited
Thu Jul 06 02:07:24 UTC 2023
by
admin
on
Thu Jul 06 02:07:24 UTC 2023
|
Record UNII |
6SMK8R7TGJ
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
DSLD |
1800 (Number of products:12)
Created by
admin on Thu Jul 06 02:07:24 UTC 2023 , Edited by admin on Thu Jul 06 02:07:24 UTC 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
82828
Created by
admin on Thu Jul 06 02:07:24 UTC 2023 , Edited by admin on Thu Jul 06 02:07:24 UTC 2023
|
PRIMARY | |||
|
508-02-1
Created by
admin on Thu Jul 06 02:07:24 UTC 2023 , Edited by admin on Thu Jul 06 02:07:24 UTC 2023
|
PRIMARY | |||
|
SUB33853
Created by
admin on Thu Jul 06 02:07:24 UTC 2023 , Edited by admin on Thu Jul 06 02:07:24 UTC 2023
|
PRIMARY | |||
|
OLEANOLIC ACID
Created by
admin on Thu Jul 06 02:07:24 UTC 2023 , Edited by admin on Thu Jul 06 02:07:24 UTC 2023
|
PRIMARY | |||
|
208-081-6
Created by
admin on Thu Jul 06 02:07:24 UTC 2023 , Edited by admin on Thu Jul 06 02:07:24 UTC 2023
|
PRIMARY | |||
|
1370638
Created by
admin on Thu Jul 06 02:07:24 UTC 2023 , Edited by admin on Thu Jul 06 02:07:24 UTC 2023
|
ALTERNATIVE | |||
|
6SMK8R7TGJ
Created by
admin on Thu Jul 06 02:07:24 UTC 2023 , Edited by admin on Thu Jul 06 02:07:24 UTC 2023
|
PRIMARY | |||
|
D009828
Created by
admin on Thu Jul 06 02:07:24 UTC 2023 , Edited by admin on Thu Jul 06 02:07:24 UTC 2023
|
PRIMARY | |||
|
114945
Created by
admin on Thu Jul 06 02:07:24 UTC 2023 , Edited by admin on Thu Jul 06 02:07:24 UTC 2023
|
PRIMARY | |||
|
1426254
Created by
admin on Thu Jul 06 02:07:24 UTC 2023 , Edited by admin on Thu Jul 06 02:07:24 UTC 2023
|
PRIMARY | RxNorm | ||
|
DTXSID50858790
Created by
admin on Thu Jul 06 02:07:24 UTC 2023 , Edited by admin on Thu Jul 06 02:07:24 UTC 2023
|
PRIMARY | |||
|
100000127756
Created by
admin on Thu Jul 06 02:07:24 UTC 2023 , Edited by admin on Thu Jul 06 02:07:24 UTC 2023
|
PRIMARY | |||
|
1478141
Created by
admin on Thu Jul 06 02:07:24 UTC 2023 , Edited by admin on Thu Jul 06 02:07:24 UTC 2023
|
PRIMARY | |||
|
M8190
Created by
admin on Thu Jul 06 02:07:24 UTC 2023 , Edited by admin on Thu Jul 06 02:07:24 UTC 2023
|
PRIMARY | Merck Index | ||
|
37659
Created by
admin on Thu Jul 06 02:07:24 UTC 2023 , Edited by admin on Thu Jul 06 02:07:24 UTC 2023
|
PRIMARY | |||
|
6SMK8R7TGJ
Created by
admin on Thu Jul 06 02:07:24 UTC 2023 , Edited by admin on Thu Jul 06 02:07:24 UTC 2023
|
PRIMARY | |||
|
10494
Created by
admin on Thu Jul 06 02:07:24 UTC 2023 , Edited by admin on Thu Jul 06 02:07:24 UTC 2023
|
PRIMARY |
Related Record | Type | Details | ||
---|---|---|---|---|
|
PARENT -> CONSTITUENT ALWAYS PRESENT |
ASSAY (HPLC)
|
||
|
PARENT -> CONSTITUENT ALWAYS PRESENT |
CALENDULA OFFICINALIS FLOWER terpenoid
|
||
|
PARENT -> CONSTITUENT ALWAYS PRESENT | |||
|
PARENT -> CONSTITUENT ALWAYS PRESENT | |||
|
PARENT -> CONSTITUENT ALWAYS PRESENT |
USP
|
||
|
PARENT -> CONSTITUENT ALWAYS PRESENT | |||
|
PARENT -> CONSTITUENT ALWAYS PRESENT | |||
|
SALT/SOLVATE -> PARENT |
|
||
|
PARENT -> CONSTITUENT ALWAYS PRESENT |
|
Related Record | Type | Details | ||
---|---|---|---|---|
|
ACTIVE MOIETY |
|