ChemicalBook > CAS DataBase List > 7-Dehydrocholesterol

7-Dehydrocholesterol

Product Name
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
Formula Weight
384.64
MOL File
434-16-2.mol
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7-Dehydrocholesterol Property

Melting point:
148-152 °C(lit.)
Boiling point:
451.27°C (rough estimate)
alpha 
-116 º (C=1, CHCL3)
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)
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)
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Safety

Safety Statements 
24/25
WGK Germany 
3
RTECS 
FZ5650000
8-10-23
HS Code 
29061990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
S296007
Product name
17-(1,5-DIMETHYL-HEXYL)-10,13-DIMETHYL-DODECAHYDRO-CYCLOPENTA(A)PHENANTHREN-3-OL
Purity
AldrichCPR
Packaging
25MG
Price
$29.8
Updated
2024/03/01
Sigma-Aldrich
Product number
R207918
Product name
CHOLESTA-5,7-DIEN-3-BETA-OL
Purity
AldrichCPR
Packaging
1MG
Price
$139
Updated
2024/03/01
Sigma-Aldrich
Product number
30800
Product name
7-Dehydrocholesterol
Purity
≥95.0% (HPLC)
Packaging
5G
Price
$70.8
Updated
2024/03/01
Cayman Chemical
Product number
14612
Product name
7-dehydro Cholesterol
Purity
≥90%
Packaging
5g
Price
$38
Updated
2024/03/01
Cayman Chemical
Product number
14612
Product name
7-dehydro Cholesterol
Purity
≥90%
Packaging
10g
Price
$72
Updated
2024/03/01
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7-Dehydrocholesterol Chemical Properties,Usage,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.

7-Dehydrocholesterol Preparation Products And Raw materials

Raw materials

Preparation Products

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7-Dehydrocholesterol Suppliers

VladaChem GmbH
Tel
+49-7246-3082843
Email
info@vladachem.de
Country
Germany
ProdList
1860
Advantage
58
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View Lastest Price from 7-Dehydrocholesterol manufacturers

Hong Kong Excellence Biotechnology Co., Ltd.
Product
7-Dehydrocholesterol 434-16-2
Price
US $100.00/kg
Min. Order
1kg
Purity
99.80%
Supply Ability
20tons
Release date
2023-10-12
Sigma Audley
Product
7-Dehydrocholesterol 434-16-2
Price
US $45.00-35.00/kg
Min. Order
1kg
Purity
99.8%
Supply Ability
200tons/year
Release date
2024-03-11
XuZhou Magic Biotechnology Co., Ltd.
Product
7-Dehydrocholesterol 434-16-2
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20tons
Release date
2023-02-27

434-16-2, 7-DehydrocholesterolRelated Search:


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