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Details

Stereochemistry ABSOLUTE
Molecular Formula C30H47O3.Na
Molecular Weight 478.6821
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SODIUM OLEANOLATE

SMILES

[Na+].CC1(C)CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@@]34C)[C@@H]2C1)C([O-])=O

InChI

InChIKey=QNELTPKHJFMSNK-RLFONNADSA-M
InChI=1S/C30H48O3.Na/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);/q;+1/p-1/t20-,21-,22+,23-,27-,28+,29+,30-;/m0./s1

HIDE SMILES / InChI
Molecular Formula Na
Molecular Weight 22.98976928
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula C30H47O3
Molecular Weight 455.6924
Charge -1
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 8 / 8
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/16741586

Oleanolic acid or oleanic acid is a naturally occurring pentacyclic triterpenoid. It is widely distributed in food and plants where it exists as a free acid or as an aglycone of triterpenoid saponins. Oleanolic acid protects the liver from acute chemically induced liver injury, fibrosis and cirrhosis caused by chronic liver diseases. Its possess cytotoxic activity against tumor cell lines

Approval Year

2003
181
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8504
Modulator
846
Activator
1447
Activator
1447
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Inactive ingredient
Not Provided
511
PREVENTAGE FIRMING DEFENSE NORMAL/OILY BROAD SPECTRUM SPF 15 MERLE NORMAN

Approved Use

Unknown
Inactive ingredient
Approved
8583
24 HOUR PIMPLE PUNISHER

Approved Use

For treatment of Acne. Helps keep skin clear of new acne blemishes.
Preventing
Preclinical
Unknown

Approved Use

Unknown
Secondary
Preclinical
Unknown

Approved Use

Unknown
Secondary
Preclinical
Unknown

Approved Use

Unknown
Primary
Basic research
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Advancing the delivery of anticancer drugs: Conjugated polymer/triterpenoid composite.
2015-06
Spray freeze drying with polyvinylpyrrolidone and sodium caprate for improved dissolution and oral bioavailability of oleanolic acid, a BCS Class IV compound.
2011-02-14
Inhibition of alpha-glucosidase by oleanolic acid and its synthetic derivatives.
2002-06
Quantitative determination for cytotoxic Friedo-nor-oleanane derivatives from five morphological types of Maytenus ilicifolia (Celastraceae) by reverse-phase high-performance liquid chromatography.
2002-05-23
RP-LC determination of oleane derivatives in Terminalia arjuna.
2002-05-15
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.
2002-05-10
Quantification of the group B soyasaponins by high-performance liquid chromatography.
2002-04-24
[Comparative study of cytotoxic and hemolytic effects of triterpenoids isolated from Ginseng and Sea cucumber].
2002-04-20
A novel dicyanotriterpenoid, 2-cyano-3,12-dioxooleana-1,9(11)-dien-28-onitrile, active at picomolar concentrations for inhibition of nitric oxide production.
2002-04-08
Gastroprotective activity of oleanolic acid derivatives on experimentally induced gastric lesions in rats and mice.
2002-04
In vitro antiinflammatory activity of kalopanaxsaponin A isolated from Kalopanax pictus in murine macrophage RAW 264.7 cells.
2002-04
A new naphthoquinone from Polygonum aviculare.
2002-04
High performance liquid chromatography analysis of canthinone alkaloids from Eurycoma longifolia.
2002-04
HPLC analysis of plasma 9-methoxycanthin-6-one from Eurycoma longifolia and its application in a bioavailability/pharmacokinetic study.
2002-04
Three new triterpene saponins from two species of Carpolobia.
2002-04
A multidisciplinary approach to the study of the fluminense vegetation.
2002-03
Induction of differentiation in rat C6 glioma cells with Saikosaponins.
2002-03
Microbial transformations of two lupane-type triterpenes and anti-tumor-promoting effects of the transformation products.
2002-03
The anti-inflammatory triterpenoid methyl 2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oate methanol solvate hydrate.
2002-03
Toxin clues to beetle relationships.
2002-02-19
Phytosterol content in American ginseng seed oil.
2002-02-13
In vitro anti-HIV activity of oleanolic acid on infected human mononuclear cells.
2002-02
Antiviral activity of seven iridoids, three saikosaponins and one phenylpropanoid glycoside extracted from Bupleurum rigidum and Scrophularia scorodonia.
2002-02
Bioactive saponins from Acacia tenuifolia from the suriname rainforest.
2002-02
Two major saponins from seeds of Barringtonia asiatica: putative antifeedants toward Epilachna sp. larvae.
2002-02
Production of bioactive triterpenes by Eriobotrya japonica calli.
2002-02
Diuretic activity of Fabiana patagonica in rats.
2002-02
Antinociceptive and anti-rheumatoidal effects of Kalopanax pictus extract and its saponin components in experimental animals.
2002-02
Selective cytotoxicity of betulinic acid on tumor cell lines, but not on normal cells.
2002-01-10
Novel triterpenoid CDDO-Me is a potent inducer of apoptosis and differentiation in acute myelogenous leukemia.
2002-01-01
Saponins-mediated potentiation of cisplatin accumulation and cytotoxicity in human colon cancer cells.
2002-01
Spasmolytic effects of baccharis conferta and some of its constituents.
2002-01
Modulation of radioligand binding to the GABA(A)-benzodiazepine receptor complex by a new component from Cyperus rotundus.
2002-01
A new triterpene saponin from Pittosporum viridiflorum from the Madagascar rainforest.
2002-01
Kalopanaxsaponin A from Kalopanax pictus, a potent antioxidant in the rheumatoidal rat treated with Freund's complete adjuvant reagent.
2002-01
Synthesis and anti-HIV activity of oleanolic acid derivatives.
2001-12-17
The first naturally occurring Tie2 kinase inhibitor.
2001-12-13
Topical anti-inflammatory activity of Thymus willdenowii.
2001-12
Screening of triterpenoids isolated from Phyllanthus flexuosus for DNA topoisomerase inhibitory activity.
2001-12
Junceosides A-C, new triterpene saponins from Arenaria juncea.
2001-12
Phytochemical and antimicrobial studies on Drynaria quercifolia.
2001-12
Efficient production of saikosaponins in Bupleurum falcatum root fragments combined with signal transducers.
2001-11
Hepatoprotective action of an oleanolic acid-enriched extract of Ligustrum lucidum fruits is mediated through an enhancement on hepatic glutathione regeneration capacity in mice.
2001-11
Antimycobacterial plant terpenoids.
2001-11
Two triterpene saponins from Achyranthes bidentata.
2001-11
Superoxide- and 1,1-diphenyl-2-picrylhydrazyl radical-scavenging activities of soyasaponin beta g related to gallic acid.
2001-10
Oleanonic acid, a 3-oxotriterpene from Pistacia, inhibits leukotriene synthesis and has anti-inflammatory activity.
2001-09-28
Inhibitory role of GDP on saikosaponin (I) stimulated enzymes secretion and rising of [Ca2+]i in rat pancreatic acini.
2001-07
Two new triterpenoid saponins from Aralia subcapitata.
2001
A new biologically active triterpenoid saponin from the leaves of Lepidagathis hyalina Nees.
2001
Patents

Patents

JP1039973A
4
JP4791359B2
5
JPH08133958A
2
JPS62126149A
2
JPS62126150A
2
US2076794 A
2
US4752606 A
2

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Topical
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 20:17:31 GMT 2025
Edited
by admin
on Mon Mar 31 20:17:31 GMT 2025
Record UNII
LVB19G8AUT
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SODIUM OLEANOLATE
INCI  
INCI  
Official Name English
URSOLIC ACID SODIUM SALT
Preferred Name English
OLEAN-12-EN-28-OIC ACID, 3-HYDROXY-, MONOSODIUM SALT, (3.BETA.)-
Common Name English
OLEAN-12-EN-28-OIC ACID, 3-HYDROXY-, SODIUM SALT (1:1), (3.BETA.)-
Common Name English
Code System Code Type Description
PUBCHEM
49857633
Created by admin on Mon Mar 31 20:17:31 GMT 2025 , Edited by admin on Mon Mar 31 20:17:31 GMT 2025
PRIMARY
EPA CompTox
DTXSID30155138
Created by admin on Mon Mar 31 20:17:31 GMT 2025 , Edited by admin on Mon Mar 31 20:17:31 GMT 2025
PRIMARY
DAILYMED
LVB19G8AUT
Created by admin on Mon Mar 31 20:17:31 GMT 2025 , Edited by admin on Mon Mar 31 20:17:31 GMT 2025
PRIMARY
CAS
126309-42-0
Created by admin on Mon Mar 31 20:17:31 GMT 2025 , Edited by admin on Mon Mar 31 20:17:31 GMT 2025
PRIMARY
FDA UNII
LVB19G8AUT
Created by admin on Mon Mar 31 20:17:31 GMT 2025 , Edited by admin on Mon Mar 31 20:17:31 GMT 2025
PRIMARY
RXCUI
1366853
Created by admin on Mon Mar 31 20:17:31 GMT 2025 , Edited by admin on Mon Mar 31 20:17:31 GMT 2025
PRIMARY RxNorm
Related Record Type Details
Structure of OLEANOLIC ACID
PARENT -> SALT/SOLVATE
NIH
NCATS
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