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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
Structure of OLEANOLIC ACID

SMILES

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=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

HIDE SMILES / InChI
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

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
Two new triterpenoid saponins from Aralia subcapitata.
2001
A new biologically active triterpenoid saponin from the leaves of Lepidagathis hyalina Nees.
2001
Toxicology of Kalopanax pictus extract and hematological effect of the isolated anti-rheumatoidal kalopanaxsaponin A on the Freunds complete adjuvant reagent-treated rat.
2001 Apr
Two unusual oleanane saponins from Anemone anhuiensis.
2001 Aug
Determination of binding constant of transcription factor AP-1 and DNA. Application of inhibitors.
2001 Feb
Cytotoxic activity of moronic acid and identification of the new triterpene 3,4-seco-olean-18-ene-3,28-dioic acid from Phoradendron reichenbachianum.
2001 Jul
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
Soyasaponin I, a potent and specific sialyltransferase inhibitor.
2001 Jun 8
Studies on the constituents of Clematis species. VIII. Triterpenoid saponins from the aerial part of Clematis tibetana KUNTZ.
2001 May
Four new oleanane saponins from Anemone anhuiensis.
2001 May
Anti-AIDS agents. 48.(1) Anti-HIV activity of moronic acid derivatives and the new melliferone-related triterpenoid isolated from Brazilian propolis.
2001 Oct
Acetylated triterpene saponins from the Thai medicinal plant, Sapindus emarginatus.
2001 Sep
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
Selective cytotoxicity of betulinic acid on tumor cell lines, but not on normal cells.
2002 Jan 10
Inhibition of alpha-glucosidase by oleanolic acid and its synthetic derivatives.
2002 Jun
Spray freeze drying with polyvinylpyrrolidone and sodium caprate for improved dissolution and oral bioavailability of oleanolic acid, a BCS Class IV compound.
2011 Feb 14
Advancing the delivery of anticancer drugs: Conjugated polymer/triterpenoid composite.
2015 Jun
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 Wed Apr 02 18:52:36 GMT 2025
Edited
by admin
on Wed Apr 02 18:52:36 GMT 2025
Record UNII
6SMK8R7TGJ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-114945
Preferred Name English
OLEANOLIC ACID
INCI   MI   WHO-DD  
INCI  
Official Name English
OLEANIC ACID
Common Name English
(3.BETA.)-3-HYDROXYOLEAN-12-EN-28-OIC ACID
Common Name English
OLEANOLIC ACID (CONSTITUENT OF HOLY BASIL LEAF) [DSC]
Common Name English
OLEANOLIC ACID (CONSTITUENT OF BANABA LEAF) [DSC]
Common Name English
ASTRANTIAGENIN C
Common Name English
GIGANTEUMGENIN C
Common Name English
VIRGAUREAGENIN B
Common Name English
Oleanolic acid [WHO-DD]
Common Name English
OLEANOLIC ACID [MI]
Common Name English
OLEANOLIC ACID [USP-RS]
Common Name English
OLEONOLIC ACID
Common Name English
OLEANOLATE
Common Name English
3.BETA.-HYDROXYOLEAN-12-EN-28-OIC ACID
Common Name English
OLEANOL
Common Name English
GLEDIGENIN 1
Common Name English
CARYOPHYLLIN
Common Name English
Classification Tree Code System Code
DSLD 1800 (Number of products:12)
Created by admin on Wed Apr 02 18:52:36 GMT 2025 , Edited by admin on Wed Apr 02 18:52:36 GMT 2025
Code System Code Type Description
CHEBI
82828
Created by admin on Wed Apr 02 18:52:36 GMT 2025 , Edited by admin on Wed Apr 02 18:52:36 GMT 2025
PRIMARY
CAS
508-02-1
Created by admin on Wed Apr 02 18:52:36 GMT 2025 , Edited by admin on Wed Apr 02 18:52:36 GMT 2025
PRIMARY
EVMPD
SUB33853
Created by admin on Wed Apr 02 18:52:36 GMT 2025 , Edited by admin on Wed Apr 02 18:52:36 GMT 2025
PRIMARY
WIKIPEDIA
OLEANOLIC ACID
Created by admin on Wed Apr 02 18:52:36 GMT 2025 , Edited by admin on Wed Apr 02 18:52:36 GMT 2025
PRIMARY
ECHA (EC/EINECS)
208-081-6
Created by admin on Wed Apr 02 18:52:36 GMT 2025 , Edited by admin on Wed Apr 02 18:52:36 GMT 2025
PRIMARY
RXCUI
1370638
Created by admin on Wed Apr 02 18:52:36 GMT 2025 , Edited by admin on Wed Apr 02 18:52:36 GMT 2025
ALTERNATIVE
FDA UNII
6SMK8R7TGJ
Created by admin on Wed Apr 02 18:52:36 GMT 2025 , Edited by admin on Wed Apr 02 18:52:36 GMT 2025
PRIMARY
MESH
D009828
Created by admin on Wed Apr 02 18:52:36 GMT 2025 , Edited by admin on Wed Apr 02 18:52:36 GMT 2025
PRIMARY
NSC
114945
Created by admin on Wed Apr 02 18:52:36 GMT 2025 , Edited by admin on Wed Apr 02 18:52:36 GMT 2025
PRIMARY
RXCUI
1426254
Created by admin on Wed Apr 02 18:52:36 GMT 2025 , Edited by admin on Wed Apr 02 18:52:36 GMT 2025
PRIMARY RxNorm
EPA CompTox
DTXSID50858790
Created by admin on Wed Apr 02 18:52:36 GMT 2025 , Edited by admin on Wed Apr 02 18:52:36 GMT 2025
PRIMARY
SMS_ID
100000127756
Created by admin on Wed Apr 02 18:52:36 GMT 2025 , Edited by admin on Wed Apr 02 18:52:36 GMT 2025
PRIMARY
RS_ITEM_NUM
1478141
Created by admin on Wed Apr 02 18:52:36 GMT 2025 , Edited by admin on Wed Apr 02 18:52:36 GMT 2025
PRIMARY
MERCK INDEX
m8190
Created by admin on Wed Apr 02 18:52:36 GMT 2025 , Edited by admin on Wed Apr 02 18:52:36 GMT 2025
PRIMARY Merck Index
CHEBI
37659
Created by admin on Wed Apr 02 18:52:36 GMT 2025 , Edited by admin on Wed Apr 02 18:52:36 GMT 2025
PRIMARY
DAILYMED
6SMK8R7TGJ
Created by admin on Wed Apr 02 18:52:36 GMT 2025 , Edited by admin on Wed Apr 02 18:52:36 GMT 2025
PRIMARY
PUBCHEM
10494
Created by admin on Wed Apr 02 18:52:36 GMT 2025 , Edited by admin on Wed Apr 02 18:52:36 GMT 2025
PRIMARY
Related Record Type Details
CALENDULA OFFICINALIS FLOWER
PARENT -> CONSTITUENT ALWAYS PRESENT
CALENDULA OFFICINALIS FLOWER terpenoid
PAEONIA LACTIFLORA ROOT
PARENT -> CONSTITUENT ALWAYS PRESENT
JUJUBE FRUIT
PARENT -> CONSTITUENT ALWAYS PRESENT
LAGERSTROEMIA SPECIOSA LEAF
PARENT -> CONSTITUENT ALWAYS PRESENT
HOLY BASIL LEAF
PARENT -> CONSTITUENT ALWAYS PRESENT
USP
CLEMATIS ARMANDII STEM
PARENT -> CONSTITUENT ALWAYS PRESENT
CENTAURIUM ERYTHRAEA WHOLE
PARENT -> CONSTITUENT ALWAYS PRESENT
Structure of SODIUM OLEANOLATE
SALT/SOLVATE -> PARENT
PAEONIA X SUFFRUTICOSA ROOT
PARENT -> CONSTITUENT ALWAYS PRESENT
Related Record Type Details
Structure of OLEANOLIC ACID
ACTIVE MOIETY
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
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