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7-Dehydrocholesterol

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Products Intro: Product Name:7-Dehydrocholesterol
CAS:434-16-2
Purity:99% Package:500g
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CAS:434-16-2
Purity:98% HPLC Package:10g;100g;1KG
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CAS:434-16-2
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7-Dehydrocholesterol manufacturers

  • 7-Dehydrocholesterol
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  • $0.00 / 100G
  • 2026-04-14
  • CAS:434-16-2
  • Min. Order: 10G
  • Purity: 95%
  • Supply Ability: 10kg
  • 7-Dehydrocholesterol
  • 7-Dehydrocholesterol pictures
  • $0.00 / 500g
  • 2026-04-14
  • CAS:434-16-2
  • Min. Order: 500g
  • Purity: 99%
  • Supply Ability: 100kg
  • 7-Dehydrocholesterol
  • 7-Dehydrocholesterol pictures
  • $0.00 / 1kg
  • 2026-04-13
  • CAS:434-16-2
  • Min. Order: 1kg
  • Purity: 99%
  • Supply Ability: 100 kg
7-Dehydrocholesterol Basic information
Vitamin Precursor
Product Name:7-Dehydrocholesterol
Synonyms:(3)-7-Dehydrochlesterol;(3beta)-Cholesta-5,7-dien-3-ol;(3-beta)-cholesta-7-dien-3-ol;(3beta)-cholesta-7-dien-3-ol;3-Hydroxycholesta-5,7-diene;cholesta-5,7-dien-3-beta-ol;Cholesta-5,7-dien-3-ol;Cholesta-5,7-dien-3-ol, (3beta)-
CAS:434-16-2
MF:C27H44O
MW:384.64
EINECS:207-100-5
Product Categories:Intermediates & Fine Chemicals;Pharmaceuticals;Steroids;Pharmaceutical Raw Materials
Mol File:434-16-2.mol
7-Dehydrocholesterol Structure
7-Dehydrocholesterol Chemical Properties
Melting point 148-152 °C(lit.)
alpha -116 º (C=1, CHCL3)
Boiling point 451.27°C (rough estimate)
density 0.9717 (rough estimate)
refractive index 1.5100 (estimate)
storage temp. -20°C
solubility Chloroform (Sparingly), DMSO (Slightly, Heated, Sonicated), Ethyl Acetate (Slightly)
pka14.91±0.70(Predicted)
form Solid
color White to Yellow
biological sourcesynthetic
Optical Rotation[α]20/D -115±8°, c = 1% in chloroform
Water Solubility Insoluble
Merck 13,2887
BRN 2224615
Stability:Light Sensitive
Cosmetics Ingredients FunctionsVISCOSITY CONTROLLING
SKIN CONDITIONING
EMULSION STABILISING
InChIKeyUCTLRSWJYQTBFZ-DDPQNLDTSA-N
SMILES[H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C
LogP9.460 (est)
CAS DataBase Reference434-16-2(CAS DataBase Reference)
NIST Chemistry ReferenceCholesta-5,7-dien-3-ol, (3«beta»)-(434-16-2)
EPA Substance Registry SystemCholesta-5,7-dien-3-ol, (3.beta.)- (434-16-2)
Safety Information
Safety Statements 24/25
WGK Germany 3
RTECS FZ5650000
8-10-23
TSCA TSCA listed
HS Code 29061990
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
7-Dehydrocholesterol Usage And Synthesis
Vitamin Precursor7-Dehydrocholesterol is a natural active ingredient found in the skin.  In the epithelial cells of the intestinal wall, cholesterol is oxidised to 7-Dehydrocholesterol, which is then transported to the skin.  Exposure to UV radiation converts 7-Dehydrocholesterol into an activated form of the vitamin precursor (cholecalciferol).  The reaction mechanism is that the conjugated diene group of 7-Dehydrocholesterol absorbs UV radiation in the wavelength range of 250-310 nm, leading to the opening of the B-ring of the steroid nucleus and the formation of pro-vitamin D, which is then isomerised in a non-enzymatic reaction to form cholecalciferol, also known as vitamin D3.
Conversion of 7-dehydrocholesterol in the skin to cholecalciferol.
Chemical Propertieswhite to off-white fine crystalline powder. It is easy to oxidize when exposed to air.
Uses7-Dehydrocholesterol is a vitamin D3 precursor, which is a sterol found in animals. Vitamin D3 is produced by the action of sunlight or ultraviolet irradiation from the precursor, 7-dehydrocholesterol (7-DC), that is synthesized in the skin of animals and humans.
In most tissues of the body, 7-dehydrocholesterol is the immediate precursor of cholesterol. It is reduced to cholesterol by the enzyme 3β-hydroxysterol-Δ7-reductase (DHCR7) in the last step of cholesterol biosynthesis. 7-DHC accumulates in Smith-Lemli-Opitz syndrome (SLOS), a disorder characterized by a mutation in the DHCR7 gene and decreased cholesterol levels in bodily tissues and fluids, as well as microcephaly, intellectual disability, and distinctive dysmorphic features. It is highly susceptible to free radical oxidation, giving rise to several oxysterols that may be involved in the pathogenesis of SLOS. 7-DHC levels are increased in brain, liver, and serum in a rat model of SLOS induced by the DHCR7 inhibitor AY 9944. 7-DHC is a provitamin that is converted to vitamin D3 by ultraviolet-B (UVB) light in a human skin equivalent system and in isolated human skin samples.
DefinitionChEBI: 7-Dehydrocholesterol is a 3β-sterol, a cholestanoid, a Delta(5),Delta(7)-sterol and a 3beta-hydroxy-Delta(5)-steroid. It has a role as a human metabolite and a mouse metabolite.
General Description7-Dehydrocholesterol, a 5,7-conjugated diene sterol is a biosynthetic precursor of cholesterol. It helps in the production of vitamin D3 when exposed to ultraviolet B (UVB) radiation. It has been used as an internal standard to determine sterols. 7-dehydrocholesterol is also used in the diagnosis of Smith-Lemli-Opitz syndrome. Blood and tissue of infants with Smith- Lemli-Opitz (SLO) syndrome contain reduced amounts of cholesterol and greatly increased concentrations of 7-dehydrocholesterol and of its isomer 8-dehydrocholesterol.
Biochem/physiol ActionsDown-regulates cholesterol biosynthesis in cultured Smith-Lemi-Opitz syndrome skin fibroblasts.
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