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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

7-Dehydrocholesterol 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
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)

SAFETY

Risk and Safety Statements

Safety Statements  24/25
WGK Germany  3
RTECS  FZ5650000
8-10-23
HS Code  29061990

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
Product number Packaging Price Buy
S296007 25MG $28.6 Buy
R207918 1MG $124 Buy
30800 5 g $62.8 Buy
14612 5g $32 Buy
14612 10g $60 Buy

7-Dehydrocholesterol Chemical Properties,Uses,Production

Description

7-dehydro Cholesterol (7-DHC) is an 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 (Item No. 14611). 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.

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

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.

Biochem/physiol Actions

Down-regulates cholesterol biosynthesis in cultured Smith-Lemi-Opitz syndrome skin fibroblasts.

1059-86-5
434-16-2
Synthesis of 7-Dehydrocholesterol from 7-DEHYDROCHOLESTEROL ACETATE

7-Dehydrocholesterol Preparation Products And Raw materials

Global( 235)Suppliers
Supplier Tel Email Country ProdList Advantage
Wuhan Boye Science And Technology Development Co., Ltd.
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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
2021-11-30 7-Dehydrocholesterol
434-16-2
US $1269.00 / Kg/Bag 1KG 99% 1T Baoji Guokang Bio-Technology Co., Ltd.
2021-11-30 7-Dehydrocholesterol
434-16-2
US $1190.00 / Kg/Bag 1KG 95% 1T Baoji Guokang Bio-Technology Co., Ltd.
2021-11-11 7-Dehydrocholesterol
434-16-2
US $10.00 / Kg/Bag 1Kg/Bag 99% 20 Tons Hebei Zhanyao Biotechnology Co. Ltd
(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)- Cholesterol, 7-dehydro- Dehydrocholesterin Dehydrocholesterol delta(sup5,7)-cholesterol delta(sup7)-cholesterol DELTA5,7-Cholestadien-3beta-ol delta5,7-Cholesterol 5,7-Cholestandien-3.beta.-ol 5,7-Cholestandien-3beta-ol 7,8-Didehydrocholesterol 7-Dehydrocholesterin 7-dehydro-cholestero 7-dien-3-ol,(3.beta.)-Cholesta-5 7-Dehydrochlesterol Provitamin D3 7-Dehydrocholesterol, contains ca. 1 mole of methanol of crystallization, 97.50% 10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol 7-DEHYDROCHOLESTEROL (7-DHC) (-)-7-Dehydrocholesterol, 3β-Hydroxy-5,7-cholestadiene, 5,7-Cholestadien-3β-ol, Provitamin D3 3beta-Hydroxycholesta-5,7-diene 7-Dehydrocholesterol, 97.5%, contains ca. 1 mole of methanol of crystallization 7-Dehydrocholesterol, contains ca. 1 mole of methanol of crystallization Δ5,7-Cholesterol Δ7-Cholesterol 7-DehydrocholesterolProvitamine 7-Dehydrocholseterol 7-Dehydrocholesterolmonohydrate,97% (3b)-7-Dehydrocholesterol 7-Dehydrocholesterol, contains ca. 1 mole of methanol of crystallization, 97.5% (3β)-7-Dehydro Cholesterol 7-Dehydrocholesterol, contains ca. 1 Mole of Methanol of crystallization, 97.5% 5GR 7-DHC IMp. B (EP): Cholesta-5,7-dien-3β-ol(7,8-Didehydrocholesterol 7-Dehydrocholesterol (Provitamin D3) DEHYDROCHOLESTEROL, 7-(AS) 7-Dehydrocholesterol (ProvitaMin D) (3-beta)-7-Dehydrocholesterol (Cholesta-5,7-dien-3-beta-ol) 7-Dehydrocholesterol - min95% Cholecalciferol Impurity 2(Cholecalciferol EP Impurity B) 3-beta-7-Dehydro Cholesterol Cholecalciferol EP Impurity B delta7-Cholesterol Provitamin D(sub 3) provitamind(sub3) DEHYDROCHOLESTEROL, 7- (-)-7-DEHYDROCHOLESTEROL 7-DEHYDROCHOLESTEROL 7-DEHYDROCHOLESTEROL MONOHYDRATE 5,7-CHOLESTADIEN-3-BETA-OL MONOHYDRATE 5,7-CHOLESTADIEN-3BETA-OL