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HCID 172Erstellt: 3. November 2026

7,8-Didehydrocholesterol

7-DHC · PROVITAMIN D3 · Dehydrocholesterol · cholesta-5,7-dien-3β-ol · Provitamine · Cholesta-5,7-dien-3-ol · 7,8-Didehydrocholesterol · cholesta-5,7-dien-3-beta-ol

https://huagongshe.com/de/chemical/172

Molekülstruktur von 7,8-Didehydrocholesterol

Identifikatoren & physikalische Daten

CAS No.434-16-2
SummenformelC27H44O
Durchschnittliche Molmasse384,6 g/mol
Monoisotopische Masse384,33921602 g/mol
SMILESCC(C)CCCC(C)C1CCC2C3=CC=C4CC(O)CCC4(C)C3CCC21C
InChIKeyUCTLRSWJYQTBFZ-UHFFFAOYSA-N
PubChem CID172
Lokaler Name7,8-Didehydrocholesterol

Chemische & physikalische Eigenschaften

XLogP8
Polarare Oberfläche (TPSA)20,2
H-Brücken-Donoren1
H-Brücken-Akzeptoren1
Frei drehbare Bindungen5
Schwere Atome28
Formalladung0
Komplexität643
Schmelzpunkt148-152 °C(lit.)
Siedepunkt451.27°C (rough estimate)
Dichte0.9717 (rough estimate)
Brechungsindex1.5100 (estimate)
Lagerbedingungen-20°C
LöslichkeitChloroform (Sparingly), DMSO (Slightly, Heated, Sonicated), Ethyl Acetate (Slightly)Insoluble
pKa (Säurekonstante)14.91±0.70(Predicted)
AggregatzustandSolid
FarbeWhite to Yellow
Biologische Quellesynthetic
Merck13,2887
BRN2224615
StabilitätLight Sensitive
Kosmetik-Inhaltsstoffe FunktionenVISCOSITY CONTROLLINGSKIN CONDITIONINGEMULSION STABILISING
InChIKeyUCTLRSWJYQTBFZ-DDPQNLDTSA-N
SMILES[H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C
LogP (Verteilungskoeffizient)9.460 (est)
CAS Datenbank434-16-2(CAS DataBase Reference)
NIST chemische InformationenCholesta-5,7-dien-3-ol, (3«beta»)-(434-16-2)
EPA chemische InformationenCholesta-5,7-dien-3-ol, (3.beta.)- (434-16-2)

Sicherheit & Vorschriften

F8-10-23
Wassergefährdungsklasse (WGK)3
TSCA-Inventar-StatusTSCA listed
Zollcode29061990
RTECS-Nr.FZ5650000
Sicherheitshinweise (S)24/25
Lagerklasse11 - Combustible Solids

Anwendungen & Verwendung

Verwenden

7-Dehydrocholesterol is a vitamin D3 precursor, which is a sterol found in animals. Vitamin D3 is produced by the action of sunlight or ultraviolet irradiation from the precursor, 7-dehydrocholesterol (7-DC), that is synthesized in the skin of animals and humans.In most tissues of the body, 7-dehydrocholesterol is the immediate precursor of cholesterol. It is reduced to cholesterol by the enzyme 3β-hydroxysterol-Δ7-reductase (DHCR7) in the last step of cholesterol biosynthesis. 7-DHC accumulates in Smith-Lemli-Opitz syndrome (SLOS), a disorder characterized by a mutation in the DHCR7 gene and decreased cholesterol levels in bodily tissues and fluids, as well as microcephaly, intellectual disability, and distinctive dysmorphic features. It is highly susceptible to free radical oxidation, giving rise to several oxysterols that may be involved in the pathogenesis of SLOS. 7-DHC levels are increased in brain, liver, and serum in a rat model of SLOS induced by the DHCR7 inhibitor AY 9944. 7-DHC is a provitamin that is converted to vitamin D3 by ultraviolet-B (UVB) light in a human skin equivalent system and in isolated human skin samples.