14-Norlanosterol

  • CAT Number: R021701
  • CAS Number: 7448-02-4
  • Molecular Formula: C29H48O
  • Molecular Weight: 412.70
  • Purity: ≥95%
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14-Norlanosterol(CAT: R021701) is a key sterol intermediate in the biosynthesis of cholesterol and other sterols within the body. It is structurally similar to lanosterol but lacks a methyl group at the C-14 position, which gives it unique properties in sterol metabolism. This compound is important in studying the sterol biosynthesis pathway, particularly in understanding how sterols are converted into cholesterol and related molecules. 14-Norlanosterol is also used in research focused on developing inhibitors for cholesterol biosynthesis, making it valuable for pharmaceutical and biochemical investigations into cholesterol-related diseases.


Catalog Number R021701
CAS Number 7448-02-4
Synonyms

(3β,5α)-4,4-Dimethylcholesta-8,24-dien-3-ol; 4,4-Dimethyl5α-cholesta-8,24-dien-3β-ol; 14α-Demethyllanosterol; 4,4-Dimethylcholesta-8,24-dienol; 4,4-Dimethylzymosterol; T-MAS; Testis meiosis-activating Sterol;

Molecular Formula C29H48O
Purity ≥95%
Storage -20°C
IUPAC Name (3S,5R,10S,13R,14R,17R)-4,4,10,13-tetramethyl-17-[(2R)-6-methylhept-5-en-2-yl]-1,2,3,5,6,7,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ol
InChI InChI=1S/C29H48O/c1-19(2)9-8-10-20(3)22-12-13-23-21-11-14-25-27(4,5)26(30)16-18-29(25,7)24(21)15-17-28(22,23)6/h9,20,22-23,25-26,30H,8,10-18H2,1-7H3/t20-,22-,23+,25+,26+,28-,29-/m1/s1
InChIKey CHGIKSSZNBCNDW-QGBOJXOESA-N
SMILES C[C@H](CCC=C(C)C)[C@H]1CC[C@@H]2[C@@]1(CCC3=C2CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)C
Reference

<span style=”color:#000000;”><span style=”font-size:12px;”><span style=”font-family:arial,helvetica,sans-serif;”>1.Dyke, Stanley Frederick.&nbsp;<i style=”font-family: Arial, sans-serif; font-size: 13px;”>The chemistry of the vitamins</i>. No. QP801. V5 D95. 1965.<br />
2.Strauss III, Jerome F., and Robert L. Barbieri.&nbsp;<i style=”font-family: Arial, sans-serif; font-size: 13px;”>Yen &amp; Jaffe&#39;s Reproductive Endocrinology: Physiology, Pathophysiology, and Clinical Management (Expert Consult-Online and Print)</i>. Elsevier Health Sciences, 2013.<br />
3.Sukhanova, Anna, et al. &quot;Targeting C4-demethylating genes in the cholesterol pathway sensitizes cancer cells to EGF receptor inhibitors via increased EGF receptor degradation.&quot;&nbsp;<i style=”font-family: Arial, sans-serif; font-size: 13px;”>Cancer discovery</i>&nbsp;3.1 (2013): 96-111.</span></span></span>

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