Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C18H34O3 |
Molecular Weight | 298.4608 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCCC[C@@H](O)C\C=C/CCCCCCCC(O)=O
InChI
InChIKey=WBHHMMIMDMUBKC-QJWNTBNXSA-N
InChI=1S/C18H34O3/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)/b12-9-/t17-/m1/s1
Molecular Formula | C18H34O3 |
Molecular Weight | 298.4608 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 1 |
Optical Activity | UNSPECIFIED |
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
PubMed
Title | Date | PubMed |
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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 |
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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
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
Edited
Tue Oct 22 08:37:29 UTC 2019
by
admin
on
Tue Oct 22 08:37:29 UTC 2019
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Record UNII |
I2D0F69854
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Record Status |
Validated (UNII)
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Record Version |
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643684
Created by
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RICINOLEIC ACID
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141-22-0
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141-22-0
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205-470-2
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141-22-0
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35605
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SUB129680
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C030521
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M9605
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PRIMARY | Merck Index | ||
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618482
Created by
admin on Tue Oct 22 08:37:30 UTC 2019 , Edited by admin on Tue Oct 22 08:37:30 UTC 2019
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ALTERNATIVE |
Related Record | Type | Details | ||
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT | |||
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PARENT->INNOVATOR | |||
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SALT/SOLVATE -> PARENT | |||
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LIPID -> FATTY ACID |
Related Record | Type | Details | ||
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ACTIVE MOIETY |