Desmosterol

Desmosterol: Desmosterol

IUPAC name

(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

Other names

Cholesta-5,24-dien-3β-ol

Identifiers

CAS number 313-04-2^Y

PubChem 439577

ChemSpider 388662^Y

ChEBI CHEBI:17737^Y

ChEMBL CHEMBL455876^Y

Jmol-3D images Image 1

SMILES

O[C@@H]4C/C3=C/C[C@@H]1[C@H](CC[C@]2([C@H]1CC[C@@H]2[C@H](C)CC\C=C(/C)C)C)[C@@]3(C)CC4

InChI

InChI=1S/C27H44O/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/h7,9,19,21-25,28H,6,8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1^Y
Key: AVSXSVCZWQODGV-DPAQBDIFSA-N^Y
InChI=1/C27H44O/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/h7,9,19,21-25,28H,6,8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1
Key: AVSXSVCZWQODGV-DPAQBDIFBV

Properties

Molecular formula C₂₇H₄₄O

Molar mass 384.64 g/mol

Appearance White powder

Melting point
121.5º C

Y (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)

Infobox references

Desmosterol is a molecule similar to cholesterol. It is accumulated in desmosterolosis.

Non-mevalonate pathway

DOXP · MEP · CDP-ME · CDP-MEP · MEcPP · HMB-PP · IPP · DMAPP

To Cholesterol

Farnesyl pyrophosphate · Squalene · 2,3-Oxidosqualene · Lanosterol

Lanosterol · Lathosterol · 7-Dehydrocholesterol · Cholesterol
Lanosterol · Zymosterol · 7-Dehydrodesmosterol · Desmosterol · Cholesterol
Steroid

Corticosteroids
(C21 pregnane)

Mineralocorticoids

Pregnenolone · Progesterone · Cortodoxone · Corticosterone · Aldosterone

Glucocorticoids

Pregnenolone · 17-Hydroxypregnenolone · 17-Hydroxyprogesterone · Cortisol
Cortisol · Cortisone

Sex steroids

Androgens
(C19 androstane)

DHEA · Androstenedione/5-Androstenediol · Testosterone · Dihydrotestosterone
DHEA sulfate · Epitestosterone

Estrogens
(C18 estrane)

Estrone · Estradiol · Estriol

Nonhuman

Phytosterols

Stigmasterol · Brassicasterol

Ergosterols

Ergosterol · Ergocalciferol

M: MET

mt, k, c/g/r/p/y/i, f/h/s/l/o/e, a/u, n, m

k, cgrp/y/i, f/h/s/l/o/e, au, n, m, epon

m(A16/C10),i(k, c/g/r/p/y/i, f/h/s/o/e, a/u, n, m)

M: END

anat/phys/devp/horm

noco(d)/cong/tumr, sysi/epon

proc, drug (A10/H1/H2/H3/H5)

biochemical families: prot · nucl · carb (glpr, alco, glys) · lipd (fata/i, phld, strd, gllp, eico) · amac/i · ncbs/i · ttpy/i

Categories:
Steroid stubs
Steroids

Desmosterol

IUPAC name (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Other names Cholesta-5,24-dien-3β-ol
Identifiers
CAS number	313-04-2^Y
PubChem	439577
ChemSpider	388662^Y
ChEBI	CHEBI:17737^Y
ChEMBL	CHEMBL455876^Y
Jmol-3D images	Image 1
SMILES O[C@@H]4C/C3=C/C[C@@H]1[C@H](CC[C@]2([C@H]1CC[C@@H]2[C@H](C)CC\C=C(/C)C)C)[C@@]3(C)CC4
InChI InChI=1S/C27H44O/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/h7,9,19,21-25,28H,6,8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1^Y Key: AVSXSVCZWQODGV-DPAQBDIFSA-N^Y InChI=1/C27H44O/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/h7,9,19,21-25,28H,6,8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1 Key: AVSXSVCZWQODGV-DPAQBDIFBV
Properties
Molecular formula	C₂₇H₄₄O
Molar mass	384.64 g/mol
Appearance	White powder
Melting point	121.5º C
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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Look at other dictionaries:

desmosterol — 5α Cholesta 5,24 diene 3β ol; postulated intermediate in cholesterol biosynthesis from lanosterol via zymosterol; accumulates after prolonged administration of substances interfering with cholesterol biosynthesis. SYN: 24 dehydrocholesterol. * *… … Medical dictionary
desmosterol — des·mos·ter·ol … English syllables
desmosterol — dezˈmästəˌrȯl, ˌrōl noun Etymology: desm + sterol : a precursor C27H44O of cholesterol that tends to accumulate in blood serum when cholesterol synthesis is inhibited … Useful english dictionary
DCE — desmosterol to cholesterol enzyme; distributed computing environment … Medical dictionary
DCE — • desmosterol to cholesterol enzyme; • distributed computing environment … Dictionary of medical acronyms & abbreviations
Fucosterol-epoxide lyase — In enzymology, a fucosterol epoxide lyase (EC number|4.1.2.33) is an enzyme that catalyzes the chemical reaction:(24R,24 R) fucosterol epoxide ightleftharpoons desmosterol + acetaldehydeHence, this enzyme has one substrate, (24R,24 R) fucosterol… … Wikipedia
Desmosterolosis — Classification and external resources Desmosterol OMIM 602398 Desmosterolosis is a defect i … Wikipedia
24-dehydrocholesterol — SYN: desmosterol. * * * 24 dehydrocholesterol .twen tē fōr , .twən , fȯr n DESMOSTEROL … Medical dictionary
CHOLESTÉROL — Le cholestérol est une biomolécule très répandue chez la plupart des organismes animaux, mais absente des végétaux et des micro organismes. Le cholestérol est un solide blanc, cristallin, insoluble dans l’eau, soluble dans les liquides organiques … Encyclopédie Universelle
STÉROÏDES — Les stéroïdes forment une vaste famille chimique qui regroupe toutes les molécules naturelles dont le squelette carboné polycyclique s’apparente au gonane (perhydro 1,2 cyclopenténophénanthrène) [fig. 3]. Ils sont très répandus dans la nature où… … Encyclopédie Universelle

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Desmosterol

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Phytosterols	Stigmasterol · Brassicasterol

Ergosterols	Ergosterol · Ergocalciferol

Academic Dictionaries and Encyclopedias

Wikipedia

Desmosterol

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