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Chemical compound
7-Dehydrocholesterol (7-DHC) is a zoosterol that functions in the serum as a cholesterol precursor, and is photochemically converted to vitamin D3 in
7-Dehydrocholesterol
Mammalian protein found in humans
7-Dehydrocholesterol reductase, also known as DHCR7, is a protein that in humans is encoded by the DHCR7 gene. The protein encoded by this gene is an enzyme
7-Dehydrocholesterol reductase
7-Dehydrocholesterol_reductase
Vitamin D3, a chemical compound
"VitaminDSynthesis_WP1531". 7-Dehydrocholesterol is the precursor of cholecalciferol. Within the epidermal layer of skin, 7-dehydrocholesterol undergoes an electrocyclic
Cholecalciferol
Recessive genetic condition
multiple malformation syndrome caused by a mutation in the enzyme 7-Dehydrocholesterol reductase encoded by the DHCR7 gene. It causes a broad spectrum of
Smith–Lemli–Opitz_syndrome
Essential nutrient
fourth vitamin to be named. In 1925, it was established that when 7-dehydrocholesterol is irradiated with light, a form of a fat-soluble substance is produced
Vitamin_D
Protein-coding gene in the species Homo sapiens
The encoded protein catalyzes the conversion of lathosterol into 7-dehydrocholesterol. Mutations in this gene have been associated with lathosterolosis
Sterol-C5-desaturase-like
Drug class
colestolone. 7-Dehydrocholesterol reductase (7-DHCR) inhibitors such as AY-9944 and BM-15766 inhibit the production of cholesterol from 7-dehydrocholesterol, one
Steroidogenesis_inhibitor
Chemical compound
the yeast and is then converted into 24-methylenecholesterol by 7-dehydrocholesterol reductase. Episterol and 5-dehydroepisterol are found in Leishmania
5-Dehydroepisterol
Chemical compound
amounts in humans. The enzyme Δ7-sterol 5(6)-desaturase converts it to 7-dehydrocholesterol. It is accumulated in lathosterolosis. The final step in the biosynthesis
Lathosterol
Recessive genetic condition
This leads to a flaw in the conversion of lathosterol to 7-dehydrocholesterol. Characteristics include facial dysmorphism, congenital malformations
Lathosterolosis
Yellow waxy substance secreted by the sebaceous glands of wool-bearing animals
a lubricant grease where corrosion would otherwise be a problem. 7-Dehydrocholesterol from lanolin is used as a raw material for producing vitamin D3 by
Lanolin
Substances animals can metabolize into vitamins
of vitamin K. Provitamin D2 is ergosterol, and provitamin D3 is 7-dehydrocholesterol. They are converted by UV light to previtamin D2 [wd] and previtamin
Provitamin
Chemical compound
sigmatropic [1,7] hydride shift. Lumisterol has an analog based on 7-dehydrocholesterol, known as lumisterol 3. Dewick, Paul M. (2002). Medicinal Natural
Lumisterol
Type of organic compound
lathosterol), or both (termed Δ5,7 sterols, e.g. ergosterol and 7-dehydrocholesterol). Cholesterol Ergosterol Hopanoids Hydroxysteroid Phytosterol Steroids
Sterol
German chemist (1876–1959)
long after receiving the Nobel Prize. In isolating and identifying 7-dehydrocholesterol in hog skin, and later human skin, whole milk, and animal liver,
Adolf_Windaus
Childhood weak bone disorder
selection for lighter skin that allows UV rays to produce vitamin D from 7-dehydrocholesterol. Conversely, latitudes near the equator have selection for darker
Rickets
Chemical compound
specifically UVB light of wavelengths between 295 and 300 nm, acting on 7-dehydrocholesterol in the epidermal layers of the skin. The B ring of the steroid nucleus
Previtamin_D3
Species of beetle
Anobiidae): possible metabolic pathways from fungal sterols to 7-dehydrocholesterol". Archives of Insect Biochemistry and Physiology. 52 (4): 175–82
Lasioderma_serricorne
Chemical compound
Androstadienone Androstenone Androsterone Estratetraenol Others Vitamin D: 7-Dehydrocholesterol Calcidiol/Calcifediol Calcitriol Cholecalciferol Others: 7α-Hydroxycholesterol
7α-Hydroxycholesterol
Human disorder
Chemistry was awarded to Adolf Windaus, who discovered the steroid 7-dehydrocholesterol, the precursor of vitamin D. Potential anticancer roles of the vitamin
Vitamin_D_deficiency
Any steroid hormone that promotes male characteristics
approach. Oxford: British Institute of Organ Studies. ISBN 978-1-85996-252-7.[page needed] Singh R, Artaza JN, Taylor WE, Braga M, Yuan X, Gonzalez-Cadavid
Androgen
Species of pilosan mammal
them with essential nutrients. Due to their low concentrations of 7-dehydrocholesterol, it is believed that two-toed sloths cannot synthesize vitamin D
Hoffmann's_two-toed_sloth
Sterol biosynthesized by all animal cells
distribution, expression, chromosomal localization, and regulation of rat 7-dehydrocholesterol reductase, a Smith-Lemli-Opitz syndrome-related protein". The Journal
Cholesterol
Active form of vitamin D
separated enhancer sequences". Molecular Endocrinology. 7 (8). Baltimore, Md.: 999–1008. doi:10.1210/mend.7.8.8232320. PMID 8232320. Ajibade DV, Dhawan P, Fechner
Calcitriol
Class of steroid hormones
Corticosteroid Therapy: A Systematic Review". PLOS Neglected Tropical Diseases. 10 (7) e0004879. doi:10.1371/journal.pntd.0004879. PMC 4965027. PMID 27467600. Hall
Corticosteroid
Chemical compound
the mammalian liver by DHCR7, the enzyme responsible for producing 7-dehydrocholesterol (provitamin D3) from cholestrol. Here the enzyme catalyzes a reaction
Ergosterol
Chemical compound
Vitamin D receptor modulators VDRTooltip Vitamin D receptor Agonists: 7-Dehydrocholesterol 25-Hydroxyergocalciferol Alfacalcidol Calcifediol Calciferol Calcipotriol
Dihydrotachysterol
Vertebrate natural glucocorticoid hormone
American Journal of Physiology. Endocrinology and Metabolism. 283 (1): E172–7. doi:10.1152/ajpendo.00544.2001. PMID 12067858. S2CID 2609285. Elenkov IJ
Cortisol
Type of steroid hormone
Androstadienone Androstenone Androsterone Estratetraenol Others Vitamin D: 7-Dehydrocholesterol Calcidiol/Calcifediol Calcitriol Cholecalciferol Others: 7α-Hydroxycholesterol
Sex_hormone
290–315 nanometers penetrates uncovered skin and converts cutaneous 7-dehydrocholesterol to previtamin D3, which in turn becomes vitamin D3. UVB radiation
Health effects of sunlight exposure
Health_effects_of_sunlight_exposure
Embryonic signaling pathway for proper cell differentiation
like a sterol pump and removes oxysterols that have been created by 7-dehydrocholesterol reductase. Upon binding of a Hh protein or a mutation in the SSD
Hedgehog_signaling_pathway
Edible fungi fruit bodies
Piironen V (2000). "Functional properties of edible mushrooms". Nutrition. 16 (7–8): 694–6. doi:10.1016/S0899-9007(00)00341-5. PMID 10906601. Ole G. Mouritsen;
Edible_mushroom
Class of corticosteroids
and fetal programming part 1: outcomes". Nature Reviews Endocrinology. 10 (7): 391–402. doi:10.1038/nrendo.2014.73. ISSN 1759-5037. Pazirandeh A, Xue Y
Glucocorticoid
Substance with biological function
sex steroids through studies of receptor deficient mice". J. Mol. Med. 76 (7): 497–511. doi:10.1007/s001090050244. PMID 9660168. S2CID 6470903. McEwen
Steroid_hormone
Chemical compound
Vitamin D receptor modulators VDRTooltip Vitamin D receptor Agonists: 7-Dehydrocholesterol 25-Hydroxyergocalciferol Alfacalcidol Calcifediol Calciferol Calcipotriol
Alfacalcidol
Human hormone
about 7- to 10-fold lower than those of testosterone, and plasma levels of testosterone and DHT are highly correlated (correlation coefficient of 0.7). In
Dihydrotestosterone
Corticosteroid precursor and metabolite of cortisol
of Widescreen Cinema. University Press of Kentucky. ISBN 978-0-813-12651-7. Halliwell, Martin (2013). Therapeutic Revolutions: Medicine, Psychiatry,
Cortisone
Vitamin D2, a chemical compound
for irradiated ergosterol". Journal of Chemical Education. 7 (1): 166. Bibcode:1930JChEd...7..166S. doi:10.1021/ed007p166. See "Viosterol" and "Calciferol"
Ergocalciferol
American biochemist
Scientific Reports. 2018; 8(1). Differential cytotoxic effects of 7-dehydrocholesterol-derived oxysterols on cultured retina-derived cells: Dependence on
Steven_J._Fliesler
Primary female sex hormone
aromatase, include 27-hydroxycholesterol, dehydroepiandrosterone (DHEA), 7-oxo-DHEA, 7α-hydroxy-DHEA, 16α-hydroxy-DHEA, 7β-hydroxyepiandrosterone, androstenedione
Estrogen
Human chromosome
DGAT2 encoding protein Diacylglycerol O-acyltransferase 2 DHCR7: 7-dehydrocholesterol reductase DKK3: Dickkopf-related protein 3 DPF2: Double PHD fingers
Chromosome_11
Chemical compound
Androstadienone Androstenone Androsterone Estratetraenol Others Vitamin D: 7-Dehydrocholesterol Calcidiol/Calcifediol Calcitriol Cholecalciferol Others: 7α-Hydroxycholesterol
Androstanediol_glucuronide
Chemical compound
Vitamin D receptor modulators VDRTooltip Vitamin D receptor Agonists: 7-Dehydrocholesterol 25-Hydroxyergocalciferol Alfacalcidol Calcifediol Calciferol Calcipotriol
Paricalcitol
Enzyme
7-dehydrocholesterol + 2 Fe3+ It uses two molecules of the cofactor ferrocytochrome b5 with two protons and one oxygen to convert lathosterol to 7-dehydrocholesterol
Δ7-sterol_5(6)-desaturase
Plant-based dog food
intracellular signalling. Dogs are able to synthesize and convert 7-dehydrocholesterol (provitamin form of vitamin D) to cholecalciferol (inactive form
Vegetarian_and_vegan_dog_diet
Chemical compound
Androstadienone Androstenone Androsterone Estratetraenol Others Vitamin D: 7-Dehydrocholesterol Calcidiol/Calcifediol Calcitriol Cholecalciferol Others: 7α-Hydroxycholesterol
Epiandrosterone
Chemical compound
Hormones and Menstrual Disorders". Annals of Internal Medicine. 7 (3): 330. doi:10.7326/0003-4819-7-3-330. ISSN 0003-4819. Fluhmann CF (November 1938). "Estrogenic
Estrone
Chemical compound
liver and brain. 7β-Hydroxyepiandrosterone 7α-Hydroxy-DHEA 7β-Hydroxy-DHEA 7-Oxo-DHEA Neurosteroids and Brain Function. Academic Press. 12 December 2001
7α-Hydroxyepiandrosterone
Transcription factor activated by vitamin D
gene (VDR) are colocalized on human chromosome arm 12q and rat chromosome 7". Genomics. 11 (1): 168–73. doi:10.1016/0888-7543(91)90114-T. PMID 1662663
Vitamin_D_receptor
Primary male sex hormone
months, but usually reach the barely detectable levels of childhood by 4–7 months of age. The function of this rise in humans is unknown. One theory
Testosterone
Endogenous steroid hormone
putative pheromone. It is a weak androgen with a potency that is approximately 1/7 that of testosterone. Androsterone is a metabolite of testosterone and dihydrotestosterone
Androsterone
Endogenous weak androgen
5α-dihydroandrostenedione (DHA) in females. Levels are normally 30–200 ng/dL (1.0–7.0 nmol/L) in females and 40–150 ng/dL (1.4–5.2 nmol/L) in males. [citation
Androstenedione
Chemical compound
Vitamin D receptor modulators VDRTooltip Vitamin D receptor Agonists: 7-Dehydrocholesterol 25-Hydroxyergocalciferol Alfacalcidol Calcifediol Calciferol Calcipotriol
Calcipotriol
Mizoue K (2002). "A novel neuritogenic compound, NGA0187". J. Antibiot. 55 (7): 629–34. doi:10.7164/antibiotics.55.629. PMID 12243452. Papadopoulos V, Lecanu
List_of_neurosteroids
Steroid hormone that activates the progesterone receptor
Women's Health. Jones & Bartlett Publishers. p. 373. ISBN 978-1-4496-5800-7. Michelle A. Clark; Richard A. Harvey; Richard Finkel; Jose A. Rey; Karen
Progestogen
Group of corticosteroids
JW (2006) The evolution of mineralocorticoid receptors. Mol Endocrinol. 20(7):1471-8. McKay L, Renoir JM, Weigel NL, Wilson EM, McDonnell DP, Cidlowski
Mineralocorticoid
Chemical compound
of Steroid Biochemistry. 19 (1B): 635–638. doi:10.1016/0022-4731(83)90229-7. PMID 6310247. Fishman J, Martucci C (1980). "Dissociation of biological activities
Estriol
Chemical compound
Vitamin D receptor modulators VDRTooltip Vitamin D receptor Agonists: 7-Dehydrocholesterol 25-Hydroxyergocalciferol Alfacalcidol Calcifediol Calciferol Calcipotriol
Tacalcitol
Chemical compound
function in DOCA-salt hypertensive rats". Scientific Reports. 7 (1) 9793. Bibcode:2017NatSR...7.9793W. doi:10.1038/s41598-017-09470-0. PMC 5574886. PMID 28851937
11-Deoxycorticosterone
Chemical compound
Androstadienone Androstenone Androsterone Estratetraenol Others Vitamin D: 7-Dehydrocholesterol Calcidiol/Calcifediol Calcitriol Cholecalciferol Others: 7α-Hydroxycholesterol
6β-Hydroxycortisol
Chemical compound
Androstadienone Androstenone Androsterone Estratetraenol Others Vitamin D: 7-Dehydrocholesterol Calcidiol/Calcifediol Calcitriol Cholecalciferol Others: 7α-Hydroxycholesterol
Androstenone
(SREBPs). This was the second SSD-containing protein to be discovered. 7-dehydrocholesterol reductase (7DHCR), involved in the last step of cholesterol biosynthesis
Sterol-sensing_domain
Chemical compound
several-fold lower affinity relative to ERβ. It has approximately 3% and 7% of the affinity of estradiol at the ERα and ERβ, respectively. Unlike 3α-androstanediol
3β-Androstanediol
Movement and regulation of calcium ions and body fluids in and out of the body
calcium from the intestinal contents. In short the cycle is following: 7-Dehydrocholesterol ultraviolet→ Previtamin D3 isomerization→ Vitamin D3 Liver→ Calcifediol
Calcium_metabolism
Chemical compound
well-being". The Journal of Clinical Endocrinology and Metabolism. 40 (4): 560–7. doi:10.1210/jcem-40-4-560. PMID 805156. Kundu N, Grant M (June 1976). "Radioimmunoassay
Estetrol
Chemical compound
7-Ketodehydroepiandrosterone (7-keto-DHEA, 7-oxo-DHEA), also known as 7-oxoprasterone, is a steroid prohormone produced by metabolism of the prohormone
7-Keto-DHEA
Chemical compound
Brain Research Reviews. 37 (1–3): 301–12. doi:10.1016/S0165-0173(01)00135-7. PMID 11744095. S2CID 22186709. Vallée M (2016). "Neurosteroids and potential
Pregnenolone
Chemical compound
Androstadienone Androstenone Androsterone Estratetraenol Others Vitamin D: 7-Dehydrocholesterol Calcidiol/Calcifediol Calcitriol Cholecalciferol Others: 7α-Hydroxycholesterol
Tetrahydrocortisone
Sex hormone
Retrieved 5 October 2016. Walker A (7 March 2008). The Menstrual Cycle. Routledge. pp. 49–. ISBN 978-1-134-71411-7. Piosik R (2003). "Adolf Butenandt und
Progesterone
Chemical compound
postmenopausal women". Journal of the Society for Gynecologic Investigation. 7 (3): 175–83. doi:10.1016/s1071-5576(00)00049-6. PMID 10865186. Martucci C
4-Hydroxyestrone
Chemical compound
Androstadienone Androstenone Androsterone Estratetraenol Others Vitamin D: 7-Dehydrocholesterol Calcidiol/Calcifediol Calcitriol Cholecalciferol Others: 7α-Hydroxycholesterol
Androstenediol
Genetic disorder
Two characteristics of SLOS are a low cholesterol level and a high 7-Dehydrocholesterol level. Cholesterol is essential for several bodily functions, including
Dubowitz_syndrome
Endogenous inhibitory neurosteroid
2019. Scott LJ (May 2019). "Brexanolone: First Global Approval". Drugs. 79 (7): 779–783. doi:10.1007/s40265-019-01121-0. PMID 31006078. S2CID 123095177
Allopregnanolone
Chemical compound
Androstadienone Androstenone Androsterone Estratetraenol Others Vitamin D: 7-Dehydrocholesterol Calcidiol/Calcifediol Calcitriol Cholecalciferol Others: 7α-Hydroxycholesterol
Androstadienone
Compounds that alter neuronal activity
Brain Research. Vol. 186. pp. 113–37. doi:10.1016/B978-0-444-53630-3.00008-7. ISBN 9780444536303. PMC 3139029. PMID 21094889. Reddy DS, Rogawski MA (2012)
Neurosteroid
Class of chemical compounds
Androstadienone Androstenone Androsterone Estratetraenol Others Vitamin D: 7-Dehydrocholesterol Calcidiol/Calcifediol Calcitriol Cholecalciferol Others: 7α-Hydroxycholesterol
Steroid_sulfate
Chemical compound
Androstadienone Androstenone Androsterone Estratetraenol Others Vitamin D: 7-Dehydrocholesterol Calcidiol/Calcifediol Calcitriol Cholecalciferol Others: 7α-Hydroxycholesterol
5α-Dihydroprogesterone
Organic reaction in which a pi bond and sigma bond are interconverted
step involves a photochemically induced conrotatory ring opening of 7-dehydrocholesterol to form pre vitamin D3. A [1,7]-hydride shift then forms vitamin
Electrocyclic_reaction
Chemical compound
to calcifediol is rapid. When large doses are given (100,000 IU), it takes 7 days to reach peak calcifediol concentrations. Calcifediol binds in the blood
Calcifediol
Chemical compound
Androstadienone Androstenone Androsterone Estratetraenol Others Vitamin D: 7-Dehydrocholesterol Calcidiol/Calcifediol Calcitriol Cholecalciferol Others: 7α-Hydroxycholesterol
21-Hydroxypregnenolone
Chemical compound
chenodeoxycholic acid by reduction of the hydroxyl functional group at carbon-7 in the "B" ring of the steroid framework.[citation needed] It has been implicated
Lithocholic_acid
Medical condition
W (1971). "An oculocerebrofacial syndrome". Birth Defects Orig Artic Ser. 7 (1): 135–138. PMID 5006210. Briscioli V, Manoukian S, Selicorni A, Livini
Kaufman oculocerebrofacial syndrome
Kaufman_oculocerebrofacial_syndrome
Chemical compound
2-hydroxyestradiol followed by urinary excretion. 2-Hydroxyestradiol has approximately 7% and 11% of the affinity of estradiol at the estrogen receptors (ERs) ERα
2-Hydroxyestradiol
Chemical compound
Androstadienone Androstenone Androsterone Estratetraenol Others Vitamin D: 7-Dehydrocholesterol Calcidiol/Calcifediol Calcitriol Cholecalciferol Others: 7α-Hydroxycholesterol
Etiocholanolone_glucuronide
Chemical compound
specificity to bind calcium for its absorption. This greater affinity is 2.7-fold that of the active vitamin D form of calcitriol. Eldecalcitol is readily
Eldecalcitol
Polycyclic organic compound having sterane as a core structure
Eukaryotes. Cham: Springer. pp. 215–227. doi:10.1007/978-3-030-77595-7_9. ISBN 978-3-030-77595-7. Bode HB, Zeggel B, Silakowski B, Wenzel SC, Reichenbach H, Müller
Steroid
Chemical compound
Androstadienone Androstenone Androsterone Estratetraenol Others Vitamin D: 7-Dehydrocholesterol Calcidiol/Calcifediol Calcitriol Cholecalciferol Others: 7α-Hydroxycholesterol
Estriol_3-glucuronide
Chemical compound
Androstadienone Androstenone Androsterone Estratetraenol Others Vitamin D: 7-Dehydrocholesterol Calcidiol/Calcifediol Calcitriol Cholecalciferol Others: 7α-Hydroxycholesterol
Androstadienol
Mineralocorticoid steroid hormone
metabolism and hepatic blood flow in man". Circulation Research. 40 (2): 204–7. doi:10.1161/01.RES.40.2.204. PMID 844145. Hu C, Rusin CG, Tan Z, Guagliardo
Aldosterone
Mammalian pheromone also found in truffles
Journal of Acute Disease. 2 (4): 253–261. doi:10.1016/S2221-6189(13)60140-7. Kunzig R (November 2000). "The Biology of Truffles". Discover Magazine. Pause
Androstenol
Chemical compound
Androstadienone Androstenone Androsterone Estratetraenol Others Vitamin D: 7-Dehydrocholesterol Calcidiol/Calcifediol Calcitriol Cholecalciferol Others: 7α-Hydroxycholesterol
5α-Dihydroaldosterone
Androstadienone Androstenone Androsterone Estratetraenol Others Vitamin D: 7-Dehydrocholesterol Calcidiol/Calcifediol Calcitriol Cholecalciferol Others: 7α-Hydroxycholesterol
Membrane_steroid_receptor
Chemical compound
activations in humans". Neuron. 31 (4): 661–668. doi:10.1016/S0896-6273(01)00390-7. PMID 11545724. S2CID 2547202. Berglund H, Lindström P, Savic I (May 2006)
Estratetraenol
Chemical compound
Androstadienone Androstenone Androsterone Estratetraenol Others Vitamin D: 7-Dehydrocholesterol Calcidiol/Calcifediol Calcitriol Cholecalciferol Others: 7α-Hydroxycholesterol
Tetrahydrocorticosterone
Describes biochemical reactions that occur without the need for enzymes
Vitamin D3, where UVB radiation (e.g. hitting the skin) converts 7-dehydrocholesterol to pre-vitamin D3, which then undergoes thermal isomerization to
Non-enzymatic_reaction
Chemical compound
Brain Research. Vol. 186. pp. 113–37. doi:10.1016/B978-0-444-53630-3.00008-7. ISBN 9780444536303. PMC 3139029. PMID 21094889. Jin Y, Penning TM (March
3α-Androstanediol
Chemical compound
Nihon Rinsho. Japanese Journal of Clinical Medicine (in Japanese). 68 (Suppl 7): 339–43. PMID 20963880. Lenders J, Williams T, Reincke M, Gomez-Sanchez C
18-Hydroxycortisol
Chemical compound
Androstadienone Androstenone Androsterone Estratetraenol Others Vitamin D: 7-Dehydrocholesterol Calcidiol/Calcifediol Calcitriol Cholecalciferol Others: 7α-Hydroxycholesterol
3β-Etiocholanediol
Chemical compound
Androstadienone Androstenone Androsterone Estratetraenol Others Vitamin D: 7-Dehydrocholesterol Calcidiol/Calcifediol Calcitriol Cholecalciferol Others: 7α-Hydroxycholesterol
17α-Hydroxypregnenolone
Chemical compound
Androstadienone Androstenone Androsterone Estratetraenol Others Vitamin D: 7-Dehydrocholesterol Calcidiol/Calcifediol Calcitriol Cholecalciferol Others: 7α-Hydroxycholesterol
Androsterone_sulfate
7 DEHYDROCHOLESTEROL
7 DEHYDROCHOLESTEROL
7 DEHYDROCHOLESTEROL
7 DEHYDROCHOLESTEROL
7 DEHYDROCHOLESTEROL
7 DEHYDROCHOLESTEROL
7 DEHYDROCHOLESTEROL
7 DEHYDROCHOLESTEROL
7 DEHYDROCHOLESTEROL