(3S,10S,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol

Product Name: (3S,10S,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
CAS No.: 70741-38-7
Chemical Name: (3S,10S,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
Synonyms: 8DHC;Δ5,8 Sterol;Δ5,8-Cholest-dienol;8-Dehydrocholesterol;Cholesta-5,8-dien-3β-ol;8(9)-dehydrocholesterol;cholesta-5,8(9)-dien-3-ol;Cholesta-5,8(9)-dien-3b-ol;cholesta-5,8(9)-dien-3β-ol;cholesta-5,8-dien-3 beta-ol
CBNumber: CB51235653
Molecular Formula: C27H44O
Formula Weight: 384.64
MOL File: 70741-38-7.mol

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(3S,10S,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol Property

Melting point:: 147-148 °C(Solv: chloroform (67-66-3); acetone (67-64-1))
Boiling point:: 492.1±44.0 °C(Predicted)
Density: 1.00±0.1 g/cm3(Predicted)
storage temp.: -20°C Freezer
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Solid
pka: 15.00±0.70(Predicted)
color: White to Pale Yellow

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 25970
Product name: 8-dehydro Cholesterol
Purity: ≥95%
Packaging: 1mg
Price: $62
Updated: 2024/03/01

Cayman Chemical

Product number: 25970
Product name: 8-dehydro Cholesterol
Purity: ≥95%
Packaging: 5mg
Price: $270
Updated: 2024/03/01

Cayman Chemical

Product number: 25970
Product name: 8-dehydro Cholesterol
Purity: ≥95%
Packaging: 10mg
Price: $477
Updated: 2024/03/01

TRC

Product number: D230295
Product name: 8-Dehydrocholesterol
Packaging: 100mg
Price: $1455
Updated: 2021/12/16

ChemScene

Product number: CS-0059524
Product name: 8-Dehydrocholesterol
Packaging: 10mg
Price: $160
Updated: 2021/12/16

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(3S,10S,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol Chemical Properties,Usage,Production

Description

8-dehydro Cholesterol (8-DHC) is an isomer of the cholesterol precursor 7-DHC . It accumulates in tissues and plasma in patients with Smith-Lemli-Opitz syndrome (SLOS), a disorder characterized by a mutation in DHCR7, the gene encoding 3β-hydroxysterol-Δ⁷-reductase, and decreased cholesterol levels in bodily tissues and fluids, as well as microcephaly, intellectual disability, and distinctive dysmorphic features. 8-DHC levels are increased in serum in a rat model of SLOS induced by the DHCR7 inhibitor AY 9944 .

Uses

8-Dehydrocholesterol is an intermediate in the synthesis of Zymostenol, which is the derivative of Zymosterol (Z701520), an sterol intermediate in the biosynthesis of cholesterol (C432501).

Definition

ChEBI: 8-Dehydrocholesterol is a steroid.

IC 50

Human Endogenous Metabolite

References

[1] C WOLF. Changes in serum sterols of rats treated with 7-dehydrocholesterol-delta 7-reductase inhibitors: comparison to levels in humans with Smith-Lemli-Opitz syndrome.[J]. Journal of Lipid Research, 1996, 37 6: 1325-1333.
[2] De Souza, F.I., Zumiotti, A.V., and Da Silva, C.F. Neuregulins 1-α and 1-β on the regeneration the peripheral nerves[J]. Acta Ortop Bras.
[3] WILLIAM J. GRIFFITHS . Sterols and oxysterols in plasma from Smith-Lemli-Opitz syndrome patients[J]. Journal of Steroid Biochemistry and Molecular Biology, 2017, 169: Pages 77-87. DOI: 10.1016/j.jsbmb.2016.03.018

(3S,10S,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol Preparation Products And Raw materials

Raw materials

Preparation Products

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(3S,10S,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol Suppliers

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70741-38-7, (3S,10S,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-olRelated Search:

(3S,10S,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol

8-Dehydrocholesterol

cholesta-5,8-dien-3 beta-ol

8DHC

Cholesta-5,8-dien-3β-ol

Δ5,8 Sterol

Δ5,8-Cholest-dienol

cholesta-5,8(9)-dien-3-ol

8(9)-dehydrocholesterol

CHOLESTA-5,8(9)-DIEN-3-OL;8(9)-DEHYDROCHOLESTEROL

Cholesta-5,8-dien-3-ol, (3β)-

Cholesta-5,8-dien-3-ol, (3beta)-

Cholesta-5,8(9)-dien-3b-ol

Cholesta-5,8-dien-3-ol,(3b)-

cholesta-5,8(9)-dien-3β-ol

70741-38-7