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22 r hydroxycholestrol

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Names
IUPAC name
(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,6R)-7-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Systematic IUPAC name
Identifiers
ChemSpider
  • InChI=1S/C27H46O2/c1-18(17-28)6-5-7-19(2)23-10-11-24-22-9-8-20-16-21(29)12-14-26(20,3)25(22)13-15-27(23,24)4/h8,18-19,21-25,28-29H,5-7,9-17H2,1-4H3/t18-,19-,21+,22+,23-,24+,25+,26+,27-/m1/s1
    Key: FYHRJWMENCALJY-YSQMORBQSA-N
Properties
C27H46O2
Molar mass402.66 g·mol−1 20;
Except exactly where actually taken into account, data files usually are provided pertaining to components for your traditional assert (at 25 °C [77 °F], 100 kPa).
Infobox references

27-Hydroxycholesterol (27-HC) might be a strong endogenousoxysterol having many different natural 22 r hydroxycholestrol, together with recreation like a fabulous selective estrogen receptor modulator (SERM) (a combined, tissue-specific agonist-antagonist involving a estrogen receptor (ER)) and even since a powerful agonist of the hard working liver a receptor (LXR).1] That is normally an important metabolite associated with cholesterol which is manufactured by simply a enzymeCYP27A1.1]

A weblink among great cholesterol as well as teat tumors possesses recently been recognized, plus this possesses become suggested this this approach is without a doubt owed to be able to 27-HC generation just by CYP27A1.2] Since for the estrogenic stage, 27-HC fuels a progression of ER-positive breasts tumor microscopic cells, and even seems to have already been implicated inside restraining that value from aromatase inhibitors around your treatment plan involving chest enlargement cancer.1] Because many of these, revealed CYP27A1 inhibitors, which include your advertised prescription drugs anastrozole, is university or college essential to be able to possibly be productive essay or dissertation topics, bicalutamide, dexmedetomidine, ravuconazole, not to mention posaconazole, own happen to be recommended like opportunity adjuvant corrections within ER-positive teat cancer.1]

See also

References

  1. ^ abcdMast And, Lin JB, Pikuleva IA (2015).

    Navigation menu

    "Marketed Prescriptions Will be able to Lessen Cytochrome P450 27A1, a fabulous Possibility New Targeted for the purpose of Chest enhancement Cancer tumor Adjuvant Therapy". Mol. Pharmacol.

    22 third hydroxycholestrol

    88 (3): 428–36. doi:10.1124/mol.115.099598. PMC 4551053. PMID 26082378.

  2. ^Nelson Står, Wardell Ze, Jasper JS, Park Ersus, Suchindran Ersus, Howe MK, Carver New jersey, Pillai Mobile home, Sullivan Evening, Sondhi Versus, Umetani t Geradts l McDonnell DP (2013).

    Navigation menu

    "27-Hydroxycholesterol links hypercholesterolemia in addition to breast area cancer tumor pathophysiology". Science. 342 (6162): 1094–8. doi:10.1126/science.1241908. PMC 3899689.

    22 third hydroxycholestrol

    PMID 24288332.

ER
Agonists
  • Steroidal:2-Hydroxyestradiol
  • 2-Hydroxyestrone
  • 3-Methyl-19-methyleneandrosta-3,5-dien-17β-ol
  • 3α-Androstanediol
  • 3α,5α-Dihydrolevonorgestrel
  • 3β,5α-Dihydrolevonorgestrel
  • 3α-Hydroxytibolone
  • 3β-Hydroxytibolone
  • 3β-Androstanediol
  • 4-Androstenediol
  • 4-Androstenedione
  • 4-Hydroxyestradiol
  • 4-Hydroxyestrone
  • 4-Methoxyestradiol
  • 4-Methoxyestrone
  • 5-Androstenediol
  • 7-Oxo-DHEA
  • 7α-Hydroxy-DHEA
  • 7α-Methylestradiol
  • 7β-Hydroxyepiandrosterone
  • 8,9-Dehydroestradiol
  • 8,9-Dehydroestrone
  • 8β-VE2
  • 10β,17β-Dihydroxyestra-1,4-dien-3-one (DHED)
  • 16α-Fluoroestradiol
  • 16α-Hydroxy-DHEA
  • 16α-Hydroxyestrone
  • 16α-Iodoestradiol
  • 16α-LE2
  • 16β,17α-Epiestriol (16β-hydroxy-17α-estradiol)
  • 17α-Estradiol (alfatradiol)
  • 17α-Dihydroequilenin
  • 17α-Dihydroequilin
  • 17α-Epiestriol (16α-hydroxy-17α-estradiol)
  • 17β-Dihydroequilenin
  • 17β-Dihydroequilin
  • Abiraterone
  • Abiraterone acetate
  • Alestramustine
  • Almestrone
  • Anabolic steroids (e.g., the male growth hormone as well as esters, methyltestosterone, metandienone (methandrostenolone), nandrolone and even esters, many others; through estrogenic metabolites)
  • Atrimustine
  • Bolandiol
  • Bolandiol dipropionate
  • Butolame
  • Clomestrone
  • Cloxestradiol
  • Conjugated estrogens
  • Cyclodiol
  • Cyclotriol
  • DHEA
  • DHEA-S
  • Epiestriol (16β-epiestriol, 16β-hydroxy-17β-estradiol)
  • Epimestrol
  • Equilenin
  • Equilin
  • ERA-63 (ORG-37663)
  • Esterified estrogens
  • Estetrol
  • Estradiol
  • Estramustine
  • Estramustine phosphate
  • Estrapronicate
  • Estrazinol
  • Estriol
  • Estrofurate
  • Estromustine
  • Estrone
  • Etamestrol (eptamestrol)
  • Ethinylestradiol
  • Ethinylestriol
  • Ethylestradiol
  • Etynodiol
  • Etynodiol diacetate
  • Hexolame
  • Hippulin
  • Hydroxyestrone diacetate
  • Lynestrenol
  • Lynestrenol phenylpropionate
  • Mestranol
  • Methylestradiol
  • Moxestrol
  • Mytatrienediol
  • Nilestriol
  • Norethisterone
  • Noretynodrel
  • Orestrate
  • Pentolame
  • Prodiame
  • Prolame
  • Promestriene
  • RU-16117
  • Quinestradol
  • Quinestrol
  • Tibolone
  • Xenoestrogens:Anise-related (e.g., anethole, anol, dianethole, dianol, photoanethole)
  • Chalconoids (e.g., isoliquiritigenin, phloretin, phlorizin (phloridzin), wedelolactone)
  • Coumestans (e.g., sore activity classification essay, psoralidin)
  • Flavonoids (incl.

    7,8-DHF, 8-prenylnaringenin, apigenin, baicalein, baicalin, biochanin Any, calycosin, catechin, daidzein, daidzin, ECG, EGCG, epicatechin, equol, formononetin, glabrene, glabridin, genistein, genistin, glycitein, kaempferol, liquiritigenin, mirificin, myricetin, naringenin, penduletin, pinocembrin, prunetin, puerarin, quercetin, tectoridin, tectorigenin)

  • Lavender oil
  • Lignans (e.g., enterodiol, enterolactone, nyasol (cis-hinokiresinol))
  • Metalloestrogens (e.g., cadmium)
  • Pesticides (e.g., alternariol, dieldrin, endosulfan, fenarimol, methiocarb, methoxychlor, triclocarban, triclosan)
  • Phytosteroids (e.g., digitoxin (digitalis), diosgenin, guggulsterone)
  • Phytosterols (e.g., β-sitosterol, campesterol, stigmasterol)
  • Resorcylic uric acid lactones (e.g., zearalanone, α-zearalenol, β-zearalenol, zearalenone, zeranol (α-zearalanol), taleranol (teranol, β-zearalanol))
  • Steroid-like (e.g., deoxymiroestrol, miroestrol)
  • Stilbenoids (e.g., resveratrol, rhaponticin)
  • Synthetic xenoestrogens (e.g., alkylphenols, bisphenols (e.g., BPA, BPF, BPS), DDT, parabens, PBBs, PHBA, phthalates, PCBs)
  • Others (e.g., agnuside, rotundifuran)
Mixed
(SERMs)
Antagonists
  • Coregulator-binding modulators:ERX-11
GPER
AhR
  • Agonists:Arachidonic acidmetabolites (e.g., lipoxin A4, prostaglandin G2)
  • Dietary carotenoids
  • Flutamide
  • Halogenatedaromatic hydrocarbons (e.g., polychlorinated dibenzodioxins (e.g., TCDD), dibenzofurans, biphenyls)
  • Modified low-density lipoproteins
  • Polycyclic savoury hydrocarbons 22 r hydroxycholestrol, 3-methylcholanthrene, benzo[a]pyrene, benzanthracenes, benzoflavones (e.g., beta-naphthoflavone))
  • Tapinarof (benvitimod)
  • Tetrapyroles (e.g., bilirubin)
  • Tryptophanderivatives (e.g., indigo dye, indirubin)
CAR
ERR
FXR
LXR
PPAR
PXR
Retinoid
SHR
THR
VDR