Secalciferol

Modify Date: 2024-01-04 12:09:18

Secalciferol Structure
Secalciferol structure
Common Name Secalciferol
CAS Number 55721-11-4 Molecular Weight 416.637
Density 1.1±0.1 g/cm3 Boiling Point 571.1±35.0 °C at 760 mmHg
Molecular Formula C27H44O3 Melting Point 63-65ºC
MSDS Chinese USA Flash Point 241.5±20.5 °C
Symbol GHS06 GHS08
GHS06, GHS08
Signal Word Danger

 Use of Secalciferol


Secalciferol is a metabolite of Vitamin D, a possibly anti-inflammatory steroid which is involved in bone ossification. IC50 value:Target: In addition, it is known that Secalciferol mediates calcium and phosphorus homeostasis. Also Secalciferol inhibits calcium channels in osteosarcoma cells via suppressing the effects of 1α, 25-dihydroxyvitamin D3 and testosterone. Alternate studies indicate that Secalciferol can decrease the abundance of p53 and Pi-induced cytochrome c translocation. Furthermore, Secalciferol can increase cell proliferation in resting zone (RC) chondrocytes and inhibits matrix enzymes by possibly inhibiting the degradation of the matrix.

 Names

Name (24R)-24,25-dihydroxycalciol
Synonym More Synonyms

 Secalciferol Biological Activity

Description Secalciferol is a metabolite of Vitamin D, a possibly anti-inflammatory steroid which is involved in bone ossification. IC50 value:Target: In addition, it is known that Secalciferol mediates calcium and phosphorus homeostasis. Also Secalciferol inhibits calcium channels in osteosarcoma cells via suppressing the effects of 1α, 25-dihydroxyvitamin D3 and testosterone. Alternate studies indicate that Secalciferol can decrease the abundance of p53 and Pi-induced cytochrome c translocation. Furthermore, Secalciferol can increase cell proliferation in resting zone (RC) chondrocytes and inhibits matrix enzymes by possibly inhibiting the degradation of the matrix.
Related Catalog
References

[1]. Yamamoto T, Ozono K, Shima M, et al. 24R,25-dihydroxyvitamin D3 increases cyclic GMP contents, leading to an enhancement of osteocalcin synthesis by 1,25-dihydroxyvitamin D3 in cultured human osteoblastic cells. Exp Cell Res. 1998 Oct 10;244(1):71-6.

[2]. Sakaki T, Sawada N, Takeyama K, et al. Enzymatic properties of mouse 25-hydroxyvitamin D3 1 α-hydroxylase expressed in Escherichia coli. Eur J Biochem. 1999 Feb;259(3):731-8.

[3]. Norman AW, Okamura WH, Bishop JE, Henry HL. Update on biological actions of 1α,25(OH)2-vitamin D3 (rapid effects) and 24R,25(OH)2-vitamin D3. Mol Cell Endocrinol. 2002 Nov 29;197(1-2):1-13

[4]. Hurst-Kennedy J, Zhong M, Gupta V et al. 24R,25-Dihydroxyvitamin D3, lysophosphatidic acid, and p53: a signaling axis in the inhibition of phosphate-induced chondrocyte apoptosis. J Steroid Biochem Mol Biol. 2010 Oct;122(4):264-71.

[5]. Wehmeier KR, Alamir AR, Sultan S, et al. 24, 25-dihydroxycholecalciferol but not 25-hydroxycholecalciferol suppresses apolipoprotein A-I gene expression. Life Sci. 2011 Jan 3;88(1-2):110-6.

[6]. Rubin LP, Yeung B, Vouros P et al. Evidence for human placental synthesis of 24,25-dihydroxyvitamin D3 and 23,25-dihydroxyvitamin D3. Pediatr Res. 1993 Jul;34(1):98-104.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 571.1±35.0 °C at 760 mmHg
Melting Point 63-65ºC
Molecular Formula C27H44O3
Molecular Weight 416.637
Flash Point 241.5±20.5 °C
Exact Mass 416.329041
PSA 60.69000
LogP 5.85
Vapour Pressure 0.0±3.6 mmHg at 25°C
Index of Refraction 1.547
Storage condition 2-8℃

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
VS2895000
CHEMICAL NAME :
9,10-Secocholesta-5,7,10(19)-triene-3,24,25-triol, (3-beta,5Z,7E,24R)-
CAS REGISTRY NUMBER :
55721-11-4
LAST UPDATED :
199512
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C27-H44-O3

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>10 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JKXXAF Japanese Kokai Tokyo Koho Patents. (U.S. Patent and Trademark Office, Foreign Patents, Washington, DC 20231) Volume(issue)/page/year: #94-247858
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>2 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JKXXAF Japanese Kokai Tokyo Koho Patents. (U.S. Patent and Trademark Office, Foreign Patents, Washington, DC 20231) Volume(issue)/page/year: #94-247858

 Safety Information

Symbol GHS06 GHS08
GHS06, GHS08
Signal Word Danger
Hazard Statements H301 + H311-H330-H372
Precautionary Statements P260-P280-P284-P301 + P310-P310
Personal Protective Equipment Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges
Hazard Codes T+:Verytoxic;
Risk Phrases R28
Safety Phrases S28-S36/37-S45
RIDADR UN 2811
RTECS VS2895000

 Synthetic Route

 Articles33

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Dietary vitamin D inadequacy accelerates calcification and osteoblast-like cell formation in the vascular system of LDL receptor knockout and wild-type mice.

J. Nutr. 144(5) , 638-46, (2014)

Vitamin D insufficiency is highly associated with cardiovascular morbidity and mortality. We have demonstrated enhanced vascular calcification in LDL receptor knockout (LDLR(-/-)) mice fed a diet low ...

Anti-inflammatory effect of vitamin D on gingivitis: a dose-response randomised control trial.

Oral Health Prev. Dent. 11(1) , 61-9, (2013)

To assess the anti-inflammatory effect of vitamin D on gingivitis at various doses.In this randomized controlled trial, daily oral vitamin D supplementation was given in doses of 2000 IU for group A, ...

 Synonyms

k-dr
(3S,5Z,7E,14β,24R)-9,10-Secocholesta-5,7,10-triene-3,24,25-triol
Secalciferol
2,3-Heptanediol, 2-methyl-6-[(1R,3aR,4E,7aR)-octahydro-4-[(2Z)-2-[(5S)-5-hydroxy-2-methylenecyclohexylidene]ethylidene]-7a-methyl-1H-inden-1-yl]-, (3R,6R)-
osteod
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