Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C20H30O |
| Molecular Weight | 286.4516 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 4 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(=C\CO)\C=C\C=C(C)\C=C\C1=C(C)CCCC1(C)C
InChI
InChIKey=FPIPGXGPPPQFEQ-HWCYFHEPSA-N
InChI=1S/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,21H,7,10,14-15H2,1-5H3/b9-6+,12-11+,16-8+,17-13-
DescriptionCurator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/10825191 | https://www.ncbi.nlm.nih.gov/pubmed/9931293 | https://www.ncbi.nlm.nih.gov/pubmed/12646198 | https://www.ncbi.nlm.nih.gov/pubmed/12221232
Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/10825191 | https://www.ncbi.nlm.nih.gov/pubmed/9931293 | https://www.ncbi.nlm.nih.gov/pubmed/12646198 | https://www.ncbi.nlm.nih.gov/pubmed/12221232
13-cis Retinol is one of the active metabolite of Vitamin A (all-trans Retinol). 13-cis Retinol is a retinoid inapplicable to the visual processes, and therefore it could be an important catabolic metabolite and its biosynthesis could be part of a process involved in regulating 11-cis-retinol concentrations within the retinal pigment epithelium of 11-cis-retinol dehydrogenase.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: Q92781 Gene ID: 5959.0 Gene Symbol: RDH5 Target Organism: Homo sapiens (Human) |
|||
Target ID: O75452 Gene ID: 8608.0 Gene Symbol: RDH16 Target Organism: Homo sapiens (Human) |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
Sample Use Guides
Male gerbils (28 d old) were used to investigate the beta-carotene (betaC) isomer pattern in the intestine and tissues 6 h after ingestion of three _C isomers. After a 49- to 52-d period of consuming the AIN93G diet without vitamin A (VA) or betaC, three groups (n = 7) were gavaged with crystalline all-trans (at) betaC, 9-cis (9c) betaC or 13-cis (13c) betaC solubilized in oil and a control group (n = 5) with oil alone. Total betaC per dose for gerbils in the at betaC, 9c betaC and 13c betaC groups was 384 +/- 3, 391 +/- 2 and 386 +/- 2 nmol, respectively. After 6 h, gerbils were killed and serum, stomach contents, small intestinal contents (SIC), small intestinal mucosal scrapings (SIM) and liver were collected.
Route of Administration:
Oral
13-cis Retinol inhibition of steroid oxidation was evaluated by incubating RoDH-4-containing microsomes with 1 mM NAD1, 4 concentrations of androsterone, and 3 concentrations of 13-cis Retinol in reaction buffer. All 13-cis Retinol solutions and reaction mixtures were kept in the dark. RoDH-4 oxidized all-trans-retinol and 13-cis-retinol to corresponding retinaldehydes
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9904001
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m7822
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45479
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2052-63-3
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J72YRO1DWF
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SUBSTANCE RECORD
