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Details

Stereochemistry ABSOLUTE
Molecular Formula C18H33O3.Na
Molecular Weight 320.4426
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of SODIUM RICINOLEATE

SMILES

[Na+].CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O

InChI

InChIKey=IJRHDFLHUATAOS-DPMBMXLASA-M
InChI=1S/C18H34O3.Na/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21;/h9,12,17,19H,2-8,10-11,13-16H2,1H3,(H,20,21);/q;+1/p-1/b12-9-;/t17-;/m1./s1

HIDE SMILES / InChI

Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C18H33O3
Molecular Weight 297.4528
Charge -1
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 1
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/11200362 http://phys.org/news/2012-05-castor-oil-action-mechanism-oldest.html

The oil obtained from the seeds of the castor oil plant Ricinus communis is one of the oldest drugs known to man. Castor oil is known primarily as an effective laxative; however, it was also used in ancient times with pregnant women to induce labor. Aside from getting rid of acne, castor oil also helps detoxify the skin. It helps break up the oils that clog glands and pores on the face. Only now, have scientists at the Max Planck Institute for Heart and Lung Research succeeded in unravelling the mysteries of the action mechanism. Ricinoleic acid released from the oil in the intestine, is responsible for the analgesic and anti-inflammatory effects. It was discovered, that G protein-coupled receptors, a large group of receptors in the body involved primarily in transmitting signals in cells. Hundreds of receptors were systematically turned off, and then the reaction of the cells to ricinoleic acid was tested. Ultimately, was succeeded identified the key receptor with the name EP3. There was concluded that after being released from the castor oil, the ricinoleic acid is first of all absorbed by the body via the intestinal mucosa; the EP3 receptor then becomes active on the muscle cells of the intestine and uterus, which in turn stimulates intestinal activity.

Originator

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
The direct effect of injectable cyclosporine and its vehicle, cremophor, on endothelial vascular cell adhesion molecule-1 expression. Ricinoleic acid inhibits coronary artery endothelial activation.
1995 Aug 15
First "hybrid" ligands of vanilloid TRPV1 and cannabinoid CB2 receptors and non-polyunsaturated fatty acid-derived CB2-selective ligands.
2006 Jan 23
Patents

Sample Use Guides

for mice: 0.9 mg/mouse
Route of Administration: Topical
In Vitro Use Guide
Ricinoleic acid and several structurally related compounds were tested for their effects on the smooth muscle contractions of the coaxially stimulated guinea-pig ileum, the spontaneously contracting rabbit jejunum, 90 mM potassium depolarized guinea-pig taenia coli and rat colon. In concentrations of 1.25 X 10(-5) to 4 X 10(-4) M, ricinoleate produced a dose-dependent depression of the stimulated guinea-pig ileum.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:07:20 GMT 2023
Edited
by admin
on Fri Dec 15 15:07:20 GMT 2023
Record UNII
OOO64813BX
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SODIUM RICINOLEATE
HSDB   INCI   WHO-DD  
INCI  
Official Name English
NSC-2835
Code English
RICINOLEATE SODIUM
Systematic Name English
SODIUM RICINATE
Common Name English
SODIUM RICINOLEATE [INCI]
Common Name English
SODIUM RICINOLEATE [HSDB]
Common Name English
RICINOLEIC ACID SODIUM SALT
MI  
Common Name English
Sodium ricinoleate [WHO-DD]
Common Name English
9-OCTADECENOIC ACID, 12-HYDROXY-, SODIUM SALT (1:1), (9Z,12R)-
Common Name English
RICINOLEIC ACID SODIUM SALT [MI]
Common Name English
Code System Code Type Description
EVMPD
SUB82589
Created by admin on Fri Dec 15 15:07:20 GMT 2023 , Edited by admin on Fri Dec 15 15:07:20 GMT 2023
PRIMARY
CAS
5323-95-5
Created by admin on Fri Dec 15 15:07:20 GMT 2023 , Edited by admin on Fri Dec 15 15:07:20 GMT 2023
PRIMARY
SMS_ID
100000078143
Created by admin on Fri Dec 15 15:07:20 GMT 2023 , Edited by admin on Fri Dec 15 15:07:20 GMT 2023
PRIMARY
RXCUI
2569468
Created by admin on Fri Dec 15 15:07:20 GMT 2023 , Edited by admin on Fri Dec 15 15:07:20 GMT 2023
PRIMARY
HSDB
4280
Created by admin on Fri Dec 15 15:07:20 GMT 2023 , Edited by admin on Fri Dec 15 15:07:20 GMT 2023
PRIMARY
EPA CompTox
DTXSID9026005
Created by admin on Fri Dec 15 15:07:20 GMT 2023 , Edited by admin on Fri Dec 15 15:07:20 GMT 2023
PRIMARY
WIKIPEDIA
SODIUM RICINOLEATE
Created by admin on Fri Dec 15 15:07:20 GMT 2023 , Edited by admin on Fri Dec 15 15:07:20 GMT 2023
PRIMARY
EVMPD
SUB15323MIG
Created by admin on Fri Dec 15 15:07:20 GMT 2023 , Edited by admin on Fri Dec 15 15:07:20 GMT 2023
PRIMARY
FDA UNII
OOO64813BX
Created by admin on Fri Dec 15 15:07:20 GMT 2023 , Edited by admin on Fri Dec 15 15:07:20 GMT 2023
PRIMARY
ECHA (EC/EINECS)
226-191-2
Created by admin on Fri Dec 15 15:07:20 GMT 2023 , Edited by admin on Fri Dec 15 15:07:20 GMT 2023
PRIMARY
PUBCHEM
23687338
Created by admin on Fri Dec 15 15:07:20 GMT 2023 , Edited by admin on Fri Dec 15 15:07:20 GMT 2023
PRIMARY
NSC
2835
Created by admin on Fri Dec 15 15:07:20 GMT 2023 , Edited by admin on Fri Dec 15 15:07:20 GMT 2023
PRIMARY
MERCK INDEX
m9605
Created by admin on Fri Dec 15 15:07:20 GMT 2023 , Edited by admin on Fri Dec 15 15:07:20 GMT 2023
PRIMARY Merck Index
DAILYMED
OOO64813BX
Created by admin on Fri Dec 15 15:07:20 GMT 2023 , Edited by admin on Fri Dec 15 15:07:20 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE