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7-Dehydrocholesterol

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Name

7-Dehydrocholesterol

EINECS 207-100-5
CAS No. 434-16-2 Density 1.002 g/cm3
PSA 20.23000 LogP 7.30880
Solubility insoluble in water Melting Point 148-152 °C(lit.)
Formula C27H44O Boiling Point 493.744 °C at 760 mmHg
Molecular Weight 384.646 Flash Point 212.294 °C
Transport Information N/A Appearance white to off-white fine crystalline powder
Safety 24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 434-16-2 (7-Dehydrocholesterol) Hazard Symbols N/A
Synonyms

Cholesta-5,7-dien-3b-ol (8CI);(3b)-Cholesta-5,7-dien-3-ol;7,8-Didehydrocholesterol;Cholesterol,7-dehydro-;Dehydrocholesterol;NSC 18159;Provitamin D3;D5,7-Cholestadien-3b-ol;D7-Cholesterol;7-Dehydrocholesterol;

Article Data 62

7-Dehydrocholesterol History

It is also found in the milk of several mammalian species. It was discovered by Nobel-laureate organic chemist Adolf Windaus.

7-Dehydrocholesterol Consensus Reports

Reported in EPA TSCA Inventory.

7-Dehydrocholesterol Specification

The 7-Dehydrocholesterol, with the CAS registry number 434-16-2, is also known as Provitamine. It belongs to the product categories of Pharmaceutical Raw Materials; Intermediates & Fine Chemicals; Pharmaceuticals; Steroids. Its EINECS registry number is 207-100-5. This chemical's molecular formula is C27H44O and molecular weight is 384.64. What's more, its systematic name is called (3β)-Cholesta-5,7-dien-3-ol. It should be stored in a cool, dry and well-ventilated place. When you are dealing with this chemical, you should avoid contacting with skin and eyes. This chemical can be prepared by extraction from the pigskin or can use the cholesterol by esterification, bromination, eliminate and hydrolysiswith. 7-Dehydrocholesterol is a zoosterol that functions in the serum as a cholesterol precursor, and functioning as provitamin-D3 because it can be converted to vitamin D3 in the skin. Via an intermediate isomer pre-vitamin D3, the presence of this compound in human skin enables humans to manufacture vitamin D3 from ultra-violet rays in the sun light.

Physical properties about 7-Dehydrocholesterol are: (1)ACD/LogP: 9.218; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 9.22; (4)ACD/LogD (pH 7.4): 9.22; (5)ACD/BCF (pH 5.5): 1000000.00; (6)ACD/BCF (pH 7.4): 1000000.00; (7)ACD/KOC (pH 5.5): 2465147.00; (8)ACD/KOC (pH 7.4): 2465147.00; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 20.23 Å2; (13)Index of Refraction: 1.536; (14)Molar Refractivity: 119.678 cm3; (15)Molar Volume: 383.996 cm3; (16)Polarizability: 47.444×10-24 cm3; (17)Surface Tension: 38.875 dyne/cm; (18)Density: 1.002 g/cm3; (19)Flash Point: 212.294 °C; (20)Enthalpy of Vaporization: 87.653 kJ/mol; (21)Boiling Point: 493.744 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1) SMILES: O[C@@H]4C/C3=C/C=C1\[C@H](CC[C@]2([C@H]1CC[C@@H]2[C@H](C)CCCC(C)C)C)[C@@]3(C)CC4
(2) 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/h9-10,18-19,21,23-25,28H,6-8,11-17H2,1-5H3/t19-,21+,23-,24+,25+,26+,27-/m1/s1
(3) InChIKey: UCTLRSWJYQTBFZ-DDPQNLDTSA-N

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