7-Dehydrocholesterol
- CAS No.
- 434-16-2
- Chemical Name:
- 7-Dehydrocholesterol
- Synonyms
- 7-DHC;NSC 18159;Provitamine;PROVITAMIN D3;7-DehydrochoL;Δ7-Cholesterol;Δ5,7-Cholesterol;provitamind(sub3);Dehydrocholesterol;Dehydrocholesterin
- CBNumber:
- CB5165113
- Molecular Formula:
- C27H44O
- Formula Weight:
- 384.64
- MOL File:
- 434-16-2.mol
- MSDS File:
- SDS
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 |
pka | 14.91±0.70(Predicted) |
optical activity | [α]20/D -115±8°, c = 1% in chloroform |
Water Solubility | Insoluble |
Merck | 13,2887 |
BRN | 2224615 |
InChIKey | UCTLRSWJYQTBFZ-DDPQNLDTSA-N |
CAS DataBase Reference | 434-16-2(CAS DataBase Reference) |
EWG's Food Scores | 1 |
FDA UNII | BK1IU07GKF |
NIST Chemistry Reference | Cholesta-5,7-dien-3-ol, (3«beta»)-(434-16-2) |
EPA Substance Registry System | Cholesta-5,7-dien-3-ol, (3.beta.)- (434-16-2) |
7-Dehydrocholesterol price More Price(34)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | S296007 | 17-(1,5-DIMETHYL-HEXYL)-10,13-DIMETHYL-DODECAHYDRO-CYCLOPENTA(A)PHENANTHREN-3-OL AldrichCPR | 434-16-2 | 25MG | $28.6 | 2022-05-15 | Buy |
Sigma-Aldrich | R207918 | CHOLESTA-5,7-DIEN-3-BETA-OL AldrichCPR | 434-16-2 | 1MG | $124 | 2022-05-15 | Buy |
Sigma-Aldrich | 30800 | 7-Dehydrocholesterol ≥95.0% (HPLC) | 434-16-2 | 5 g | $62.8 | 2022-05-15 | Buy |
Cayman Chemical | 14612 | 7-dehydro Cholesterol ≥90% | 434-16-2 | 5g | $32 | 2022-04-27 | Buy |
Cayman Chemical | 14612 | 7-dehydro Cholesterol ≥90% | 434-16-2 | 10g | $60 | 2022-04-27 | Buy |
7-Dehydrocholesterol Chemical Properties,Uses,Production
Description
7-dehydro Cholesterol (7-DHC) is an immediate precursor of cholesterol.1 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.1,2 It is highly susceptible to free radical oxidation, giving rise to several oxysterols that may be involved in the pathogenesis of SLOS.1 7-DHC levels are increased in brain, liver, and serum in a rat model of SLOS induced by the DHCR7 inhibitor AY 9944 (Item No. 14611).1 7-DHC is a provitamin that is converted to vitamin D3 (Item No. 11792) by ultraviolet-B (UVB) light in a human skin equivalent system and in isolated human skin samples.3,4
Chemical Properties
white to off-white fine crystalline powder
Uses
A vitamin precursor.
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.
Uses
A vitamin D3 precursor.
Uses
7-Dehydrocholesterol (7-DHC), 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. 7-Dehydrocholesterol has been used as an internal standard to determine sterols.
7-dehydrocholesterol is 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.
General Description
Biochem/physiol Actions
Down-regulates cholesterol biosynthesis in cultured Smith-Lemi-Opitz syndrome skin fibroblasts.
7-Dehydrocholesterol Preparation Products And Raw materials
Raw materials
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Wuhan Boye Science And Technology Development Co., Ltd. | 27-81625225 +8615387090420 | sumihu@boyechemicals.com | CHINA | 211 | 58 |
Henan Tianfu Chemical Co.,Ltd. | 0371-55170693 | info@tianfuchem.com | China | 22022 | 55 |
career henan chemical co | +86-0371-86658258 | sales@coreychem.com | China | 29960 | 58 |
SHANDONG ZHI SHANG CHEMICAL CO.LTD | +86 18953170293 | sales@sdzschem.com | CHINA | 2940 | 58 |
Hebei Guanlang Biotechnology Co., Ltd. | +86-19930503282 +86-19930503282 | alice@crovellbio.com | China | 5938 | 58 |
Xi'an Kono chem co., Ltd., | 029-86107037 13289246953 | info@konochemical.com | CHINA | 3000 | 58 |
Standardpharm Co. Ltd. | 86-714-3992388 | overseasales1@yongstandards.com | United States | 14344 | 58 |
BOC Sciences | 631-4854226 | inquiry@bocsci.com | United States | 19752 | 58 |
Chongqing Chemdad Co., Ltd | +8613650506873 | sales@chemdad.com | CHINA | 37442 | 58 |
Shenzhen Excellent Biotech Co., Ltd. | 13480692018 | ramyan@ex-biotech.com | CHINA | 955 | 58 |
View Lastest Price from 7-Dehydrocholesterol manufacturers
Image | Release date | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
---|---|---|---|---|---|---|---|---|
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2021-11-30 | 7-Dehydrocholesterol
434-16-2
|
US $1269.00 / Kg/Bag | 1KG | 99% | 1T | Baoji Guokang Bio-Technology Co., Ltd. | |
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2021-11-30 | 7-Dehydrocholesterol
434-16-2
|
US $1190.00 / Kg/Bag | 1KG | 95% | 1T | Baoji Guokang Bio-Technology Co., Ltd. | |
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2021-11-11 | 7-Dehydrocholesterol
434-16-2
|
US $10.00 / Kg/Bag | 1Kg/Bag | 99% | 20 Tons | Hebei Zhanyao Biotechnology Co. Ltd |
-
- 7-Dehydrocholesterol
434-16-2
- US $1269.00 / Kg/Bag
- 99%
- Baoji Guokang Bio-Technology Co., Ltd.
-
- 7-Dehydrocholesterol
434-16-2
- US $1190.00 / Kg/Bag
- 95%
- Baoji Guokang Bio-Technology Co., Ltd.
-
- 7-Dehydrocholesterol
434-16-2
- US $10.00 / Kg/Bag
- 99%
- Hebei Zhanyao Biotechnology Co. Ltd