General Information of Drug (ID: DMV8SUM)

Drug Name
desmosterol Drug Info
Synonyms
DESMOSTEROL; 24-Dehydrocholesterol; 313-04-2; UNII-ANP93865R8; cholest-5,24-dien-3beta-ol; Cholesta-5,24-dien-3beta-ol; NSC 226126; CHEBI:17737; 3beta-cholesta-5,24-dien-3-ol; ANP93865R8; (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol; Cholesta-5,24-dien-3-ol; desmesterol; EINECS 206-236-2; 24-dehydro Cholesterol; 24,25-Dehydrocholesterol; AC1L97ME; Cholesta-5,24-dien-3b-ol; 5,24-Cholestadien-3beta-ol; 5,24-Cholestadien-3
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Cross-matching ID
PubChem CID
439577
ChEBI ID
CHEBI:17737
CAS Number
CAS 313-04-2
TTD Drug ID
DMV8SUM
INTEDE Drug ID
DR0437

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DTT
DME
DOT
Drug Status:
Clinical Trial Drug(s)
Investigative Drug(s)
Approved Drug(s)
Patented Agent(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
VTB-38543 DMNY3J0 Atopic dermatitis EA80 Phase 2 [9]
2-Propanol, Isopropanol DML5O0H Discovery agent N.A. Investigative [10]
L-783483 DM6OTGE Discovery agent N.A. Investigative [11]
WAY-214950 DM8ODI7 Discovery agent N.A. Investigative [12]
27-hydroxycholesterol DM2L6OZ Discovery agent N.A. Investigative [13]
22R-hydroxycholesterol DME8273 Discovery agent N.A. Investigative [14]
GSK-9772 DM4WS3R Discovery agent N.A. Investigative [15]
Riccardin C DM6MYGX Discovery agent N.A. Investigative [16]
2-benzyl-4,5,6,7-tetrachloroisoindoline-1,3-dione DMH76SO Discovery agent N.A. Investigative [17]
AZ12260493 DMQ5H2V Discovery agent N.A. Investigative [18]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Chenodiol DMQ8JIK Cholelithiasis DC11 Approved [19]
Guggulsterone DMP7LK1 Osteoarthritis FA00-FA05 Approved [20]
obeticholic acid DM3Q1SM Primary biliary cholangitis DB96.1 Approved [21]
GS-9674 DM936V7 Primary sclerosing cholangitis DB96.2 Phase 3 [22]
Apomine DM6B9HP Osteopetrosis LD24.10 Phase 2 [23]
LJN452 DM3XRUH Primary biliary cholangitis DB96.1 Phase 2 [24]
EYP001 DM5PBLM Non-alcoholic steatohepatitis DB92.1 Phase 2 [25]
EDP-305 DMGJYZ8 Non-alcoholic steatohepatitis DB92.1 Phase 2 [26]
LMB763 DMQOXNL Diabetic nephropathy GB61.Z Phase 2 [27]
MET409 DM89QXT Non-alcoholic steatohepatitis DB92.1 Phase 2 [28]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
US9073931, E2 DMK9FJG N. A. N. A. Patented [29]
BDBM50177019 DMEL28G N. A. N. A. Patented [30]
US9006244, E2b DMP0TBO N. A. N. A. Patented [31]
US9073931, E1 DM2Z43I N. A. N. A. Patented [29]
US9006244, E1 DMBF1C0 N. A. N. A. Patented [31]
BDBM50177012 DM52IQF N. A. N. A. Patented [30]
US9006244, E2a DMPDF9B N. A. N. A. Patented [31]
67S DMJL1MB N. A. N. A. Patented [30]
US9073931, E3 DMCYM8P N. A. N. A. Patented [29]
L-783483 DM6OTGE Discovery agent N.A. Investigative [11]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Selenium DM25CGV N. A. N. A. Approved [32]
Simvastatin DM30SGU Arteriosclerosis BD40 Approved [7]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [33]
Betaine DMGRZW2 Cystitis GC00 Approved [7]
Diethylstilbestrol DMN3UXQ Gonorrheal vaginitis GA02 Approved [34]
Irinotecan DMP6SC2 Adenocarcinoma 2D40 Approved [35]
Arsenic DMTL2Y1 N. A. N. A. Approved [36]
Vorinostat DMWMPD4 Adult acute monocytic leukemia Approved [37]
Tocopherol DMBIJZ6 N. A. N. A. Phase 2 [32]
ANW-32821 DMMJOZD N. A. N. A. Phase 2 [7]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Tretinoin DM49DUI Acne vulgaris ED80 Approved [38]
Tibolone DM78XFG Anabolic metabolism 5C50-5C8Z Approved [39]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [40]
Zoledronate DMIXC7G Adenocarcinoma 2D40 Approved [41]
Cupric Sulfate DMP0NFQ Fungal infection 1F29-1F2F Approved [42]
ANW-32821 DMMJOZD N. A. N. A. Phase 2 [6]
Benzo(a)pyrene DMN7J43 N. A. N. A. Phase 1 [43]
bisphenol A DM2ZLD7 Discovery agent N.A. Investigative [44]
Sulforaphane DMQY3L0 Skin disease EA00-EM0Z Investigative [45]
⏷ Show the Full List of 9 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Clavulanate DM2FGRT Bacteremia 1A73 Approved [46]
Methotrexate DM2TEOL Anterior urethra cancer Approved [47]
obeticholic acid DM3Q1SM Primary biliary cholangitis DB96.1 Approved [48]
Isotretinoin DM4QTBN Acne vulgaris ED80 Approved [49]
Rifampicin DM5DSFZ Non-insulin dependent diabetes 5A11 Approved [50]
Testosterone DM7HUNW Hot flushes GA30 Approved [51]
Calcitriol DM8ZVJ7 Congenital alopecia LC30 Approved [52]
Ciclosporin DMAZJFX Graft-versus-host disease 4B24 Approved [53]
Lindane DMB8CNL Infestations of lice and scabies 1G00.Z Approved [54]
Atorvastatin DMF28YC Acute coronary syndrome BA41 Approved [55]
⏷ Show the Full List of 10 Drug(s)

Molecular Interaction Atlas of This Drug

Molecular Interaction Atlas

Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Farnesoid X-activated receptor (FXR) TTS4UGC NR1H4_HUMAN Agonist [2]
Oxysterols receptor LXR-alpha (NR1H3) TTECBXN NR1H3_HUMAN Agonist [3]
Oxysterols receptor LXR-beta (NR1H2) TTXA6PH NR1H2_HUMAN Agonist [3]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Delta(24)-sterol reductase (DHCR24) DEAXY04 DHC24_HUMAN Substrate [4]
Sterol Delta(7)-reductase (DHCR7) DEL7GFA DHCR7_HUMAN Substrate [5]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
C-type lectin domain family 4 member E (CLEC4E) OT7P8ICY CLC4E_HUMAN Gene/Protein Processing [6]
E3 ubiquitin-protein ligase MARCHF6 (MARCHF6) OTBTA03N MARH6_HUMAN Protein Interaction/Cellular Processes [7]
Sterol 26-hydroxylase, mitochondrial (CYP27A1) OT649C01 CP27A_HUMAN Regulation of Drug Effects [8]

References

1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 2748).
2 Identification of farnesoid X receptor beta as a novel mammalian nuclear receptor sensing lanosterol. Mol Cell Biol. 2003 Feb;23(3):864-72.
3 Sterol intermediates from cholesterol biosynthetic pathway as liver X receptor ligands. J Biol Chem. 2006 Sep 22;281(38):27816-26.
4 Alzheimer's disease: brain desmosterol levels. J Alzheimers Dis. 2013;33(3):881-8.
5 Inhibitors of 7-dehydrocholesterol reductase: screening of a collection of pharmacologically active compounds in Neuro2a cells. Chem Res Toxicol. 2016 May 16;29(5):892-900.
6 Human Mincle Binds to Cholesterol Crystals and Triggers Innate Immune Responses. J Biol Chem. 2015 Oct 16;290(42):25322-32. doi: 10.1074/jbc.M115.645234. Epub 2015 Aug 20.
7 Cholesterol increases protein levels of the E3 ligase MARCH6 and thereby stimulates protein degradation. J Biol Chem. 2019 Feb 15;294(7):2436-2448. doi: 10.1074/jbc.RA118.005069. Epub 2018 Dec 13.
8 Novel sterols synthesized via the CYP27A1 metabolic pathway. Arch Biochem Biophys. 2003 Dec 1;420(1):35-9. doi: 10.1016/j.abb.2003.09.028.
9 Clinical pipeline report, company report or official report of the Pharmaceutical Research and Manufacturers of America (PhRMA)
10 How many drug targets are there Nat Rev Drug Discov. 2006 Dec;5(12):993-6.
11 A novel liver X receptor agonist establishes species differences in the regulation of cholesterol 7alpha-hydroxylase (CYP7a). Endocrinology. 2002 Jul;143(7):2548-58.
12 Indazole-based liver X receptor (LXR) modulators with maintained atherosclerotic lesion reduction activity but diminished stimulation of hepatic tr... J Med Chem. 2008 Nov 27;51(22):7161-8.
13 27-hydroxycholesterol is an endogenous ligand for liver X receptor in cholesterol-loaded cells. J Biol Chem. 2001 Oct 19;276(42):38378-87.
14 An oxysterol signalling pathway mediated by the nuclear receptor LXR alpha. Nature. 1996 Oct 24;383(6602):728-31.
15 Structure-guided design of N-phenyl tertiary amines as transrepression-selective liver X receptor modulators with anti-inflammatory activity. J Med Chem. 2008 Sep 25;51(18):5758-65.
16 Co-existence of alpha-glucosidase-inhibitory and liver X receptor-regulatory activities and their separation by structural development. Bioorg Med Chem. 2008 Apr 15;16(8):4272-85.
17 Liver X receptor antagonists with a phthalimide skeleton derived from thalidomide-related glucosidase inhibitors. Bioorg Med Chem Lett. 2007 Jul 15;17(14):3957-61.
18 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Target id: 601).
19 Lithocholic acid decreases expression of bile salt export pump through farnesoid X receptor antagonist activity. J Biol Chem. 2002 Aug 30;277(35):31441-7.
20 Effect of guggulsterone and cembranoids of Commiphora mukul on pancreatic phospholipase A(2): role in hypocholesterolemia. J Nat Prod. 2009 Jan;72(1):24-8.
21 2016 FDA drug approvals. Nat Rev Drug Discov. 2017 Feb 2;16(2):73-76.
22 The Nonsteroidal Farnesoid X Receptor Agonist Cilofexor (GS-9674) Improves Markers of Cholestasis and Liver Injury in Patients With Primary Sclerosing Cholangitis. Hepatology. 2019 Sep;70(3):788-801.
23 The nuclear receptors FXR and LXRalpha: potential targets for the development of drugs affecting lipid metabolism and neoplastic diseases. Curr Pharm Des. 2001 Mar;7(4):231-59.
24 FXR modulators for enterohepatic and metabolic diseases.Expert Opin Ther Pat. 2018 Nov;28(11):765-782.
25 Clinical pipeline report, company report or official report of ENYO Pharma.
26 A novel non-bile acid FXR agonist EDP-305 potently suppresses liver injury and fibrosis without worsening of ductular reaction. Liver Int. 2020 Jul;40(7):1655-1669.
27 Nidufexor (LMB763), a Novel FXR Modulator for the Treatment of Nonalcoholic Steatohepatitis. J Med Chem. 2020 Apr 23;63(8):3868-3880.
28 Clinical pipeline report, company report or official report of Metacrine.
29 Liver X receptor modulators. US9073931.
30 Piperazine derivatives as liver X receptor modulators. US10144715.
31 Liver X receptor modulators. US9006244.
32 Selenium and vitamin E: cell type- and intervention-specific tissue effects in prostate cancer. J Natl Cancer Inst. 2009 Mar 4;101(5):306-20.
33 Human embryonic stem cell-derived test systems for developmental neurotoxicity: a transcriptomics approach. Arch Toxicol. 2013 Jan;87(1):123-43.
34 Identification of biomarkers and outcomes of endocrine disruption in human ovarian cortex using In Vitro Models. Toxicology. 2023 Feb;485:153425. doi: 10.1016/j.tox.2023.153425. Epub 2023 Jan 5.
35 Clinical determinants of response to irinotecan-based therapy derived from cell line models. Clin Cancer Res. 2008 Oct 15;14(20):6647-55.
36 Prenatal arsenic exposure and the epigenome: identifying sites of 5-methylcytosine alterations that predict functional changes in gene expression in newborn cord blood and subsequent birth outcomes. Toxicol Sci. 2015 Jan;143(1):97-106. doi: 10.1093/toxsci/kfu210. Epub 2014 Oct 10.
37 Definition of transcriptome-based indices for quantitative characterization of chemically disturbed stem cell development: introduction of the STOP-Toxukn and STOP-Toxukk tests. Arch Toxicol. 2017 Feb;91(2):839-864.
38 Transcriptional and Metabolic Dissection of ATRA-Induced Granulocytic Differentiation in NB4 Acute Promyelocytic Leukemia Cells. Cells. 2020 Nov 5;9(11):2423. doi: 10.3390/cells9112423.
39 A microarray study on the effect of four hormone therapy regimens on gene transcription in whole blood from healthy postmenopausal women. Thromb Res. 2012 Jul;130(1):45-51. doi: 10.1016/j.thromres.2011.12.009. Epub 2012 Jan 2.
40 Stem cell transcriptome responses and corresponding biomarkers that indicate the transition from adaptive responses to cytotoxicity. Chem Res Toxicol. 2017 Apr 17;30(4):905-922.
41 Interleukin-19 as a translational indicator of renal injury. Arch Toxicol. 2015 Jan;89(1):101-6.
42 Physiological and toxicological transcriptome changes in HepG2 cells exposed to copper. Physiol Genomics. 2009 Aug 7;38(3):386-401.
43 Benzo[a]pyrene-induced changes in microRNA-mRNA networks. Chem Res Toxicol. 2012 Apr 16;25(4):838-49.
44 DNA methylome-wide alterations associated with estrogen receptor-dependent effects of bisphenols in breast cancer. Clin Epigenetics. 2019 Oct 10;11(1):138. doi: 10.1186/s13148-019-0725-y.
45 Sulforaphane-induced apoptosis in human leukemia HL-60 cells through extrinsic and intrinsic signal pathways and altering associated genes expression assayed by cDNA microarray. Environ Toxicol. 2017 Jan;32(1):311-328.
46 Molecular mechanisms of hepatotoxic cholestasis by clavulanic acid: Role of NRF2 and FXR pathways. Food Chem Toxicol. 2021 Dec;158:112664. doi: 10.1016/j.fct.2021.112664. Epub 2021 Nov 9.
47 Atheroprotective effects of methotrexate on reverse cholesterol transport proteins and foam cell transformation in human THP-1 monocyte/macrophages. Arthritis Rheum. 2008 Dec;58(12):3675-83.
48 Pharmacotoxicology of clinically-relevant concentrations of obeticholic acid in an organotypic human hepatocyte system. Toxicol In Vitro. 2017 Mar;39:93-103.
49 Retinoic acid and its 4-oxo metabolites are functionally active in human skin cells in vitro. J Invest Dermatol. 2005 Jul;125(1):143-53.
50 PXR induces CYP27A1 and regulates cholesterol metabolism in the intestine. J Lipid Res. 2007 Feb;48(2):373-84.
51 The exosome-like vesicles derived from androgen exposed-prostate stromal cells promote epithelial cells proliferation and epithelial-mesenchymal transition. Toxicol Appl Pharmacol. 2021 Jan 15;411:115384. doi: 10.1016/j.taap.2020.115384. Epub 2020 Dec 25.
52 Identification of vitamin D3 target genes in human breast cancer tissue. J Steroid Biochem Mol Biol. 2016 Nov;164:90-97.
53 Comparison of HepG2 and HepaRG by whole-genome gene expression analysis for the purpose of chemical hazard identification. Toxicol Sci. 2010 May;115(1):66-79.
54 Organochloride pesticides modulated gut microbiota and influenced bile acid metabolism in mice. Environ Pollut. 2017 Jul;226:268-276.
55 Effects of rosiglitazone and atorvastatin on the expression of genes that control cholesterol homeostasis in differentiating monocytes. Biochem Pharmacol. 2006 Feb 28;71(5):605-14.