ChemicalBook > Product Catalog >Natural Products >Steroids >(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

(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

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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 list
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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 Basic information
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
Synonyms:(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
CAS:70741-38-7
MF:C27H44O
MW:384.64
EINECS:
Product Categories:
Mol File:70741-38-7.mol
(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 Structure
(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
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
pka15.00±0.70(Predicted)
color White to Pale Yellow
InChIKeyVUKORTMHZDZZFR-BXAZICILSA-N
SMILESC[C@]1(CC2)C(CCC1C(CCCC(C)C)C)C3=C2[C@](CC[C@H](O)C4)(C)C4=CC3
Safety Information
Storage Class11 - Combustible Solids
MSDS Information
(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 Usage And Synthesis
Description8-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 .
Uses8-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).
DefinitionChEBI: 8-Dehydrocholesterol is a steroid.
IC 50Human 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
Tag:(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(70741-38-7) Related Product Information
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