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7-Dehydrocholesterol

CAS No.
434-16-2
Chemical Name:
7-Dehydrocholesterol
Synonyms
7-DHC;PROVITAMIN D3;Dehydrocholesterol;Provitamine;Cholesta-5,7-dien-3-ol;cholesta-5,7-dien-3β-ol;cholesta-5,7-dien-3-beta-ol;7-DEHYDROCHOLESTEROL (7-DHC);NSC 18159;7-DehydrochoL
CBNumber:
CB5165113
Molecular Formula:
C27H44O
Molecular Weight:
384.64
MDL Number:
MFCD00003624
MOL File:
434-16-2.mol
MSDS File:
SDS
Last updated:2024-03-11 22:19:25

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
solubility Chloroform (Sparingly), DMSO (Slightly, Heated, Sonicated), Ethyl Acetate (Slightly)
form Solid
pka 14.91±0.70(Predicted)
color White to Yellow
optical activity [α]20/D -115±8°, c = 1% in chloroform
Water Solubility Insoluble
Merck 13,2887
BRN 2224615
Stability Light Sensitive
InChIKey UCTLRSWJYQTBFZ-DDPQNLDTSA-N
LogP 9.460 (est)
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

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P280-P301+P312-P302+P352-P305+P351+P338
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 $29.8 2024-03-01 Buy
Sigma-Aldrich R207918 CHOLESTA-5,7-DIEN-3-BETA-OL AldrichCPR 434-16-2 1MG $139 2024-03-01 Buy
Sigma-Aldrich 30800 7-Dehydrocholesterol ≥95.0% (HPLC) 434-16-2 5G $70.8 2024-03-01 Buy
Cayman Chemical 14612 7-dehydro Cholesterol ≥90% 434-16-2 5g $38 2024-03-01 Buy
Cayman Chemical 14612 7-dehydro Cholesterol ≥90% 434-16-2 10g $72 2024-03-01 Buy
Product number Packaging Price Buy
S296007 25MG $29.8 Buy
R207918 1MG $139 Buy
30800 5G $70.8 Buy
14612 5g $38 Buy
14612 10g $72 Buy

7-Dehydrocholesterol Chemical Properties,Uses,Production

Chemical Properties

white to off-white fine crystalline powder. It is easy to oxidize when exposed to air.

Uses

7-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.

Definition

ChEBI: 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 Description

7-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 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
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View Lastest Price from 7-Dehydrocholesterol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
7-Dehydrocholesterol pictures 2024-03-15 7-Dehydrocholesterol
434-16-2
US $100.00 / kg 1kg 99.80% 20tons Hong Kong Excellence Biotechnology Co., Ltd.
7-Dehydrocholesterol pictures 2024-03-11 7-Dehydrocholesterol
434-16-2
US $45.00-35.00 / kg 1kg 99.8% 200tons/year Sigma Audley
7-Dehydrocholesterol pictures 2023-07-25 7-Dehydrocholesterol
434-16-2
US $0.00-0.00 / kg 1kg 99% 20tons XuZhou Magic 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-ol, (3beta)- Cholesterol, 7-dehydro- Dehydrocholesterin 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, 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 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) 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 3BETA-HYDROXY-5,7-CHOLESTADIENE PROVITAMIN D3 MONOHYDRATE Cholesta-5,7-dien-3-ol,(3b)- 7-DehydrocholesterolM (7-DHC) 3β-Hydroxy-5,7-cholestadiene 5,7-Cholestadien-3β-ol 17-(1,5-DIMETHYL-HEXYL)-10,13-DIMETHYL-DODECAHYDRO-CYCLOPENTA(A)PHENANTHREN-3-OL 7-dehydro-Cholesterol -d6 Δ5,7-CHOLESTEROL;7-DEHYDROCHOLESTEROL