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7-Dehydrodesmosterol

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7-Dehydrodesmosterol
Names
Preferred IUPAC name (1R,3aR,7S,9aR,9bS,11aR)-9a,11a-Dimethyl-1--2,3,3a,6,7,8,9,9a,9b,10,11,11a-dodecahydro-1H-cyclopentaphenanthren-7-ol
Other names 24-Dehydroprovitamin D3; Cholest-5Z,7Z,24-trien-3β-ol
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C27H42O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h7,9-10,19,21,23-25,28H,6,8,11-17H2,1-5H3/t19-,21+,23-,24+,25+,26+,27-/m1/s1Key: RUSSPKPUXDSHNC-DDPQNLDTSA-N
  • InChI=1/C27H42O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h7,9-10,19,21,23-25,28H,6,8,11-17H2,1-5H3/t19-,21+,23-,24+,25+,26+,27-/m1/s1Key: RUSSPKPUXDSHNC-DDPQNLDTBA
SMILES
  • C(CCC=C(C)C)1CC21(CC3C2=CC=C43(CC(C4)O)C)C
  • O4C/C3=C/C=C1\(CC2(1CC2(C)CCC=C(C)C)C)3(C)CC4
Properties
Chemical formula C27H42O
Molar mass 382.62 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒verify (what is  ?) Infobox references
Chemical compound

7-Dehydrodesmosterol (or cholesta-5,7,24-trien-3-beta-ol) is a cholesterol intermediate.

References

  1. Nowaczyk, MJM; Waye, JS (2001). "The Smith-Lemli-Opitz syndrome: A novel metabolic way of understanding developmental biology, embryogenesis, and dysmorphology". Clinical Genetics. 59 (6): 375–86. doi:10.1034/j.1399-0004.2001.590601.x. PMID 11453964. S2CID 9146017.
Cholesterol and steroid metabolic intermediates
Mevalonate pathway
to HMG-CoA
Ketone bodies
to DMAPP
Geranyl-
Carotenoid
Non-mevalonate pathway
To Cholesterol
From Cholesterol
to Steroid hormones
Nonhuman
To Sitosterol
To Ergocalciferol


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