Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C21H36 |
| Molecular Weight | 288.5105 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 7 / 7 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4CCCC[C@]4(C)[C@H]3CC[C@]12C
InChI
InChIKey=JWMFYGXQPXQEEM-NUNROCCHSA-N
InChI=1S/C21H36/c1-4-15-9-11-18-17-10-8-16-7-5-6-13-20(16,2)19(17)12-14-21(15,18)3/h15-19H,4-14H2,1-3H3/t15-,16-,17-,18-,19-,20-,21+/m0/s1
| Molecular Formula | C21H36 |
| Molecular Weight | 288.5105 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 7 / 7 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Putative role of the orphan nuclear receptor SXR (steroid and xenobiotic receptor) in the mechanism of CYP3A4 inhibition by xenobiotics. | 2002-09-06 |
|
| Glucocorticoid-mediated induction of CYP3A4 is decreased by disruption of a protein: DNA interaction distinct from the pregnane X receptor response element. | 2002-09 |
|
| Effects of dexamethasone on aryl (SULT1A1)- and hydroxysteroid (SULT2A1)-sulfotransferase gene expression in primary cultured human hepatocytes. | 2002-09 |
|
| Insights from a three-dimensional model into ligand binding to constitutive active receptor. | 2002-09 |
|
| Cholesterol and bile acids regulate xenosensor signaling in drug-mediated induction of cytochromes P450. | 2002-08-16 |
|
| In vitro studies of tibolone in breast cells. | 2002-08 |
|
| Expression and induction of CYP2C P450 enzymes in primary cultures of human hepatocytes. | 2002-08 |
|
| Modulation of mouse and human phenobarbital-responsive enhancer module by nuclear receptors. | 2002-08 |
|
| Transcriptional regulation of the human CYP3A4 gene by the constitutive androstane receptor. | 2002-08 |
|
| Hepatic cytochrome P450 3A drug metabolism is reduced in cancer patients who have an acute-phase response. | 2002-07-29 |
|
| Expression of CYP3A4, CYP2B6, and CYP2C9 is regulated by the vitamin D receptor pathway in primary human hepatocytes. | 2002-07-12 |
|
| Molecular mechanisms of polymorphic CYP3A7 expression in adult human liver and intestine. | 2002-07-05 |
|
| Tissue distribution and chemical induction of multiple drug resistance genes in rats. | 2002-07 |
|
| The effect of cyclophosphamide with and without dexamethasone on cytochrome P450 3A4 and 2B6 in human hepatocytes. | 2002-07 |
|
| CYP3A4 induction by drugs: correlation between a pregnane X receptor reporter gene assay and CYP3A4 expression in human hepatocytes. | 2002-07 |
|
| Ectopic expression of MHC class II genes (RT1.B(I) beta/alpha) in rat hepatocytes in vivo and in culture can be elicited by treatment with the pregnane X receptor agonists pregnenolone 16 alpha-carbonitrile and dexamethasone. | 2002-06-07 |
|
| Redundant pathways for negative feedback regulation of bile acid production. | 2002-06 |
|
| Human organic anion transporting polypeptide 8 promoter is transactivated by the farnesoid X receptor/bile acid receptor. | 2002-06 |
|
| A natural product that lowers cholesterol as an antagonist ligand for FXR. | 2002-05-31 |
|
| Cross-repression, a functional consequence of the physical interaction of non-liganded nuclear receptors and POU domain transcription factors. | 2002-05-24 |
|
| Vitamin D receptor as an intestinal bile acid sensor. | 2002-05-17 |
|
| Pharmaceutical use of mouse models humanized for the xenobiotic receptor. | 2002-05-01 |
|
| Pregnane X receptor (PXR), constitutive androstane receptor (CAR), and benzoate X receptor (BXR) define three pharmacologically distinct classes of nuclear receptors. | 2002-05 |
|
| Tissue expression, ontogeny, and inducibility of rat organic anion transporting polypeptide 4. | 2002-05 |
|
| Induction of cytochrome P450 3A4 in primary human hepatocytes and activation of the human pregnane X receptor by tamoxifen and 4-hydroxytamoxifen. | 2002-05 |
|
| Induction of CYP3A expression by dehydroepiandrosterone: involvement of the pregnane X receptor. | 2002-05 |
|
| Reduction in cytochrome P-450 enzyme expression is associated with repression of CAR (constitutive androstane receptor) and PXR (pregnane X receptor) in mouse liver during the acute phase response. | 2002-04-26 |
|
| How to calculate the dose of chemotherapy. | 2002-04-22 |
|
| PXR, CAR and drug metabolism. | 2002-04 |
|
| Induction of rat organic anion transporting polypeptide 2 by pregnenolone-16alpha-carbonitrile is via interaction with pregnane X receptor. | 2002-04 |
|
| Regulation of xenobiotic and bile acid metabolism by the nuclear pregnane X receptor. | 2002-03 |
|
| Organic anion transporting polypeptides, cholestasis, and nuclear receptors. | 2002-03 |
|
| Postnatal expression and induction by pregnenolone-16alpha-carbonitrile of the organic anion-transporting polypeptide 2 in rat liver. | 2002-03 |
|
| Influence of redox-active compounds and PXR-activators on human MRP1 and MRP2 gene expression. | 2002-02-28 |
|
| Steroid hormone receptors and dietary ligands: a selected review. | 2002-02 |
|
| The PXR crystal structure: the end of the beginning. | 2002-02 |
|
| The role of hepatocyte RXR alpha in xenobiotic-sensing nuclear receptor-mediated pathways. | 2002-02 |
|
| [Regulation of cytochrome P-450 (CYP) genes by nuclear receptors]. | 2002-01 |
|
| Structural insights into the promiscuity and function of the human pregnane X receptor. | 2002-01 |
|
| Synthesis and pharmacological evaluation of new 16-methyl pregnane derivatives. | 2002-01 |
|
| [Analysis of the mechanisms of the drug-drug interaction from a view of pharmacogenomics]. | 2002-01 |
|
| BAREing it all: the adoption of LXR and FXR and their roles in lipid homeostasis. | 2002-01 |
|
| Nuclear xeno-sensors as receptors for cholestatic bile acids: the second line of defense. | 2002-01 |
|
| Specific and overlapping functions of the nuclear hormone receptors CAR and PXR in xenobiotic response. | 2002 |
|
| Regulation of hepatic drug metabolism: role of the nuclear receptors PXR and CAR. | 2002 |
|
| Orphan nuclear receptor binding site in the human inducible nitric oxide synthase promoter mediates responsiveness to steroid and xenobiotic ligands. | 2002 |
|
| Regulation of cyp3a gene transcription by the pregnane x receptor. | 2002 |
|
| Faecal oestrogens and progesterone metabolites in mares of different breeds during the last trimester of pregnancy. | 2001-10 |
|
| Regulation of drug transport by new xenobiotic receptors. | 2001 |
|
| Cycloartanes, protolimonoids, a pregnane and a new ergostane from Trichilia reticulata. | 2001 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 22:10:58 GMT 2025
by
admin
on
Mon Mar 31 22:10:58 GMT 2025
|
| Record UNII |
10Z78HHV4C
|
| Record Status |
Validated (UNII)
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| Record Version |
|
-
Download
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Preferred Name | English | ||
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Systematic Name | English | ||
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| Code System | Code | Type | Description | ||
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m9114
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admin on Mon Mar 31 22:10:58 GMT 2025 , Edited by admin on Mon Mar 31 22:10:58 GMT 2025
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PRIMARY | Merck Index | ||
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439513
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8386
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481-26-5
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10Z78HHV4C
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DTXSID80331420
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Pregnane
Created by
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PRIMARY |