7,8-Didehydrocholesterol
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- CAS-Nr.
- 434-16-2
- Bezeichnung:
- 7,8-Didehydrocholesterol
- Englisch Name:
- 7-Dehydrocholesterol
- Synonyma:
- 7-DHC;PROVITAMIN D3;Dehydrocholesterol;Provitamine;Cholesta-5,7-dien-3-ol;cholesta-5,7-dien-3β-ol;cholesta-5,7-dien-3-beta-ol;7-DEHYDROCHOLESTEROL (7-DHC);NSC 18159;7-DehydrochoL
- CBNumber:
- CB5165113
- Summenformel:
- C27H44O
- Molgewicht:
- 384.64
- MOL-Datei:
- 434-16-2.mol
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7,8-Didehydrocholesterol Eigenschaften
- Schmelzpunkt:
- 148-152 °C(lit.)
- alpha
- -116 º (C=1, CHCL3)
- Siedepunkt:
- 451.27°C (rough estimate)
- Dichte
- 0.9717 (rough estimate)
- Brechungsindex
- 1.5100 (estimate)
- storage temp.
- -20°C
- Löslichkeit
- Chloroform (Sparingly), DMSO (Slightly, Heated, Sonicated), Ethyl Acetate (Slightly)
- Aggregatzustand
- Solid
- pka
- 14.91±0.70(Predicted)
- Farbe
- White to Yellow
- Optische Aktivität
- [α]20/D -115±8°, c = 1% in chloroform
- Wasserlöslichkeit
- Insoluble
- Merck
- 13,2887
- BRN
- 2224615
- Stabilität:
- Light Sensitive
- InChIKey
- UCTLRSWJYQTBFZ-DDPQNLDTSA-N
- LogP
- 9.460 (est)
- CAS Datenbank
- 434-16-2(CAS DataBase Reference)
- NIST chemische Informationen
- Cholesta-5,7-dien-3-ol, (3«beta»)-(434-16-2)
- EPA chemische Informationen
- Cholesta-5,7-dien-3-ol, (3.beta.)- (434-16-2)
Sicherheit
- Risiko- und Sicherheitserklärung
- Gefahreninformationscode (GHS)
| S-Sätze: |
24/25 |
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| WGK Germany |
3 |
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| RTECS-Nr. |
FZ5650000 |
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| F |
8-10-23 |
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| HS Code |
29061990 |
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| Bildanzeige (GHS) |
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| Alarmwort |
Warnung |
| Gefahrenhinweise |
| Code |
Gefahrenhinweise |
Gefahrenklasse |
Abteilung |
Alarmwort |
Symbol |
P-Code |
| H302 |
Gesundheitsschädlich bei Verschlucken. |
Akute Toxizität oral |
Kategorie 4 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P264, P270, P301+P312, P330, P501 |
| H315 |
Verursacht Hautreizungen. |
Hautreizung |
Kategorie 2 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P264, P280, P302+P352, P321,P332+P313, P362 |
| H319 |
Verursacht schwere Augenreizung. |
Schwere Augenreizung |
Kategorie 2 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P264, P280, P305+P351+P338,P337+P313P |
| H335 |
Kann die Atemwege reizen. |
Spezifische Zielorgan-Toxizität (einmalige Exposition) |
Kategorie 3 (Atemwegsreizung) |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
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| Sicherheit |
| P261 |
Einatmen von Staub vermeiden. |
| P280 |
Schutzhandschuhe/Schutzkleidung/Augenschutz tragen. |
| P301+P312 |
BEI VERSCHLUCKEN: Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen. |
| P302+P352 |
BEI BERÜHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckmäßig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen. |
| P305+P351+P338 |
BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen. |
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7,8-Didehydrocholesterol Chemische Eigenschaften,Einsatz,Produktion Methoden
S-Sätze Betriebsanweisung:
S24/25:Berührung mit den Augen und der Haut vermeiden.
Chemische Eigenschaften
white to off-white fine crystalline powder. It is easy to oxidize when exposed to air.
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.
Definition
ChEBI: 7-Dehydrocholesterol is a 3β-sterol, a cholestanoid, a Delta(5),Delta(7)-sterol and a 3beta-hydroxy-Delta(5)-steroid. It has a role as a human metabolite and a mouse metabolite.
Allgemeine Beschreibung
7-Dehydrocholesterol, a 5,7-conjugated diene sterol is a biosynthetic precursor of cholesterol. It helps in the production of vitamin D3 when exposed to ultraviolet B (UVB) radiation. It has been used as an internal standard to determine sterols. 7-dehydrocholesterol is also used in the diagnosis of Smith-Lemli-Opitz syndrome. Blood and tissue of infants with Smith- Lemli-Opitz (SLO) syndrome contain reduced amounts of cholesterol and greatly increased concentrations of 7-dehydrocholesterol and of its isomer 8-dehydrocholesterol.
7,8-Didehydrocholesterol Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
7,8-Didehydrocholesterol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.
Global( 358)Lieferanten
434-16-2(7,8-Didehydrocholesterol)Verwandte Suche:
- (3)-7-Dehydrochlesterol
- (3beta)-Cholesta-5,7-dien-3-ol
- (3-beta)-cholesta-7-dien-3-ol
- (3beta)-cholesta-7-dien-3-ol
- 3-Hydroxycholesta-5,7-diene
- Cholesta-5,7-dien-3-ol, (3beta)-
- Cholesterol, 7-dehydro-
- Dehydrocholesterin
- delta(sup5,7)-cholesterol
- delta(sup7)-cholesterol
- DELTA5,7-Cholestadien-3beta-ol
- delta5,7-Cholesterol
- 5,7-Cholestandien-3.beta.-ol
- 5,7-Cholestandien-3beta-ol
- 7,8-Didehydrocholesterol
- 7-Dehydrocholesterin
- 7-dehydro-cholestero
- 7-dien-3-ol,(3.beta.)-Cholesta-5
- 7-Dehydrochlesterol
- Provitamin D3
- 7-Dehydrocholesterol, contains ca. 1 mole of methanol of crystallization, 97.50%
- 10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
- (-)-7-Dehydrocholesterol, 3β-Hydroxy-5,7-cholestadiene, 5,7-Cholestadien-3β-ol, Provitamin D3
- 3beta-Hydroxycholesta-5,7-diene
- 7-Dehydrocholesterol, 97.5%, contains ca. 1 mole of methanol of crystallization
- 7-Dehydrocholesterol, contains ca. 1 mole of methanol of crystallization
- Δ5,7-Cholesterol
- Δ7-Cholesterol
- 7-DehydrocholesterolProvitamine
- 7-Dehydrocholseterol
- 7-Dehydrocholesterolmonohydrate,97%
- (3b)-7-Dehydrocholesterol
- 7-Dehydrocholesterol, contains ca. 1 mole of methanol of crystallization, 97.5%
- (3β)-7-Dehydro Cholesterol
- 7-Dehydrocholesterol, contains ca. 1 Mole of Methanol of crystallization, 97.5% 5GR
- IMp. B (EP): Cholesta-5,7-dien-3β-ol(7,8-Didehydrocholesterol
- 7-Dehydrocholesterol (Provitamin D3)
- DEHYDROCHOLESTEROL, 7-(AS)
- 7-Dehydrocholesterol (ProvitaMin D)
- (3-beta)-7-Dehydrocholesterol (Cholesta-5,7-dien-3-beta-ol)
- delta7-Cholesterol
- Provitamin D(sub 3)
- provitamind(sub3)
- DEHYDROCHOLESTEROL, 7-
- (-)-7-DEHYDROCHOLESTEROL
- 7-DEHYDROCHOLESTEROL
- 7-DEHYDROCHOLESTEROL MONOHYDRATE
- 5,7-CHOLESTADIEN-3-BETA-OL MONOHYDRATE
- 5,7-CHOLESTADIEN-3BETA-OL
- 3BETA-HYDROXY-5,7-CHOLESTADIENE
- PROVITAMIN D3 MONOHYDRATE
- Cholesta-5,7-dien-3-ol,(3b)-
- 7-DehydrocholesterolM (7-DHC)
- 3β-Hydroxy-5,7-cholestadiene
- 5,7-Cholestadien-3β-ol
- 17-(1,5-DIMETHYL-HEXYL)-10,13-DIMETHYL-DODECAHYDRO-CYCLOPENTA(A)PHENANTHREN-3-OL
- 7-dehydro-Cholesterol -d6
- Δ5,7-CHOLESTEROL;7-DEHYDROCHOLESTEROL
