7-DEHYDROCHOLESTEROL

PRODUCT IDENTIFICATION
CAS NO. 434-16-2

7-DEHYDROCHOLESTEROL

EINECS NO. 207-100-5
FORMULA C27H44O
MOL WT. 384.64

H.S. CODE

  

TOXICITY

 
SYNONYMS (3beta)-7-Dehydrocholesterol; Cholesta-5,7-dien-3-ol;
(3-beta)-Cholesta-5,7-dien-3-ol; (3beta)-Cholesta-5,7-dien-3-ol; 5,7-Cholestadien-3-beta-ol; 5,7-Cholestandien-3beta-ol; 7,8-Didehydrocholesterol; 7-Dehydrocholesterin; Provitamin D3; Dehydrocholesterin; delta(5,7)-Cholesterol; delta(7)-Cholesterol; delta5,7-Cholesterol; delta7-Cholesterol; Cholesta-5,7-dien-3-beta-ol; 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;
DERIVATION  

CLASSIFICATION

  

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE white crystalline powder
MELTING POINT 146 -151 C
BOILING POINT

 

SPECIFIC GRAVITY  
SOLUBILITY IN WATER Insoluble (soluble in alcohol, chloroform, acetone, ether, fatty oils)
pH  
VAPOR DENSITY

 

AUTOIGNITION

 

NFPA RATINGS

  

REFRACTIVE INDEX

  
FLASH POINT

 

STABILITY

Stable under ordinary conditions.

GENERAL DESCRIPTION & APPLICATIONS
Phytosterol: various sterols naturally obtained from plants. It is chemically similar to cholesterol which is obtained from animals. Sterol consists of three fused cyclohexane rings with hydrophenanthrene ring arrangement; the side chains vary sterols (more than 40 phytosterols are known). Beta-sitosterol is the most abundant phytosterol and others include campesterol, stigmasterol, ergosterol, brassicasterol, delta-7-stigmasterol and delta-7-avenasterol. They are waxy, clear solids soluble in most organic solvents but insoluble in water, and contain one alcohol functional group. Sitosterols are considered to play roles in lowering cholesterol in body (anticholesterolemic agent). stigmasterol is an unsaturated plant sterol occurring in plant fats like such as calabar bean, soybean oil, rape seed and cocoa butter. It is used as a starting material in the manufacture of synthetic progesterone, a female sex hormone that plays an important physiological role to regularize and rebuild  changes to the body caused by estrogen as well as in the luteal phase of the menstrual cycle. Its levels vary during the menstrual cycle.  In addition, progesterone is used as an intermediate in the biosynthesis of androgens, estrogens, and the corticoids. Synthetic compounds with progesterone are used in the prevention of miscarriage, in the treatment of menstrual disorders. Ergosterol, also called provitamin D2, is an unsaponifiable lipids; found in ergot, yeast, and other fungi; a white crystalline compound insoluble in water and soluble in organic solvents. It is converted to ergocalciferol (vitamin D2) upon irradiation by ultraviolet light or electronic bombardment.  vitamin D is either of two fat-soluble sterol-like compounds with antirachitic activity, or both collectively: ergocalciferol (vitamin D2) and activated cholecalciferol (vitamin D3). Ergocalciferol is formed from the irradiation of ergosterol found in dietary supplements such as fish liver oils, egg yolks, and fortified dairy products. Whereas, cholecalciferol is normally synthesized in the skin, where ultraviolet light activates the compound 7-dehydrocholesterol. Vitamins D2 and D3 are about equal in activity in all mammals. Deficiency of vitamin D can result in rickets in children and osteomalacia in adults, while ingestion of excess levels can lead to hypercalcemia, mobilization of calcium from bone, and renal dysfunction. Vitamin D can be classified:
  • Vitamin D1: Ergocalciferol compounded with Lumisterol
  • Vitamin D2: Ergocalciferol
  • Vitamin D3: Cholecalciferol
  • Vitamin D4: 22,23-Dihydroergocalciferol
  • Vitamin D5: Activated form of 7-Dehydrositosterol

Molecular compounds of vitamin D

Product

CAS RN
Ergocalciferol 50-14-6
Cholesterol 57-88-5
Ergosterol 57-87-4
Cholecalciferol 67-97-0
7-Dehydrocholesterol 434-16-2
Lumisterol 474-69-1
9,10-Secoergosta-5(Z),7(E),10(19)-trien-3beta-ol 511-28-4

Ergocalciferol compounded with Lumisterol

 520-91-2
7-Dehydrositosterol 521-04-0
(3beta,6Z)-9,10-Secocholesta-5(10),6,8-trien-3-ol 1173-13-3
Vitamin D 1406-16-2
Cholesta-5,7,24-trien-3beta-ol 1715-86-2
Ergocalciferol sulfate 1784-46-9
Cholecalciferol sulfoconjugate 10529-43-8
Cholecalciferol palmitate 13403-10-6
Calcifediol anhydrous 19356-17-3
25-Hydroxyergocalciferol 21343-40-8
Cholecalciferol 3beta-D-glucopyranoside 24003-73-4
25,26-Dihydroxycholecalciferol 29261-12-9
Cholecalciferol butyrate 31316-20-8
Calcitriol 32222-06-3
5,6-trans-25-Hydroxycholecalciferol 36149-00-5
24-Nor-25-hydroxycholecalciferol 36415-31-3
24,25-Dihydroxycholecalciferol 40013-87-4
Alfacalcidol 41294-56-8
1-Hydroxyprecholecalciferol 41461-13-6
1-Hydroxycholecalciferol diacetate 41461-12-5
1,24,25-Trihydroxycholecalciferol 50648-94-7
22-Hydroxyergocalciferol 51504-03-1
Doxercalciferol 54573-75-0
1-Hydroxyprecholecalciferoldiacetate 54712-17-3
1,25-Dihydroxyergocalciferol 55248-15-2
24S,25-Dihydroxycholecalciferol 55700-58-8
Secalciferol 55721-11-4
(24R)-24-Hydroxycalcitriol 56142-94-0
24-Hydroxycholecalciferol 56720-87-7
1,25-Dihydroxy-precholecalciferol 57102-09-7
Tacalcitol 57333-96-7
Ergocalciferol glucosiduronate 57803-96-0
24-Hydroxyergocalciferol 58050-56-9
24-Hydroxycholecalciferol 58239-34-2
1-Hydroxypregnacalciferol 58702-12-8
1-alpha,25-Dihydroxycholecalciferol 59783-84-5
1alpha,24-Dihydroxycholecalciferol 60965-80-2
19-Hydroxy-10(S),19-dihydrocholecalciferol 62077-06-9
19-Nor-10-ketocholecalciferol 62743-72-0
25-Dehydrocholecalciferol 63819-60-3
25-Fluorocholecalciferol 63819-58-9
24-Dehydrocholecalciferol 63819-59-0
25-Azacholecalciferol 63819-61-4
1-Hydroxy-25-fluorocholecalciferol 64164-40-5
25-Hydroxyvitamin D 64719-49-9
26-Hydroxycholecalciferol 69556-15-6
1-Fluorocholecalciferol 69879-46-5
24-Dehydroprecholecalciferol 70574-97-9
24,25-Dihydroxyergocalciferol 71183-99-8
Calcitroic acid 71204-89-2
Calcifediol lactone 71302-34-6
24,24-Difluoro-25-hydroxycholecalciferol 71603-41-3
1,24-Dihydroxy-25-fluorocholecalciferol 71699-09-7
24,24-Difluoro-1,25-dihydroxycholecalciferol 72696-49-2
1-Fluoro-25-hydroxycholecalciferol 74041-09-1
25-Hydroxy-24-oxocholecalciferol 74886-61-6
25-Hydroxy-26,26,26,27,27,27-hexafluorocholecalciferol 75303-43-4
25-HydroxyErgocalciferol-25-glucuronide 76020-77-4
1,25-Dihydroxy-24-oxo-cholecalciferol 76338-50-6
24,25,26-Trihydroxycholecalciferol 76355-23-2
1,25,26-Trihydroxycholecalciferol 77372-59-9
23,25-Dihydroxcholecalciferol 77733-16-5
1-alpha, 25-Difluorocholecalciferol 78609-64-0
23,24,25-Trihydroxcholecalciferol 80463-20-3
23-Dehydro-25-hydroxcholecalciferol 80463-19-0
1,25-Dihydroxycholecalciferol-26,23-lactone 81203-50-1
22,25-Dihydroxcholecalciferol 81446-12-0
23,25,26-Trihydroxcholecalciferol 81515-15-3
1,25,26-Trihydroxy-23-oxo-cholecalciferol 82095-24-7
1,25-Dihydroxy-23-oxo-cholecalciferol 82095-23-6
1,25-Dihydroxycholecalciferol monoglucuronide 82694-73-3
Calcifediol lactol 83136-06-5
23-Keto-25-hydroxcholecalciferol 83353-84-8
Falecalcitriol 83805-11-2
25-Hydroxycholecalciferol-26,23-peroxylactone 84070-69-9
23,25-Dihydroxy-24-keto-cholecalciferol 84164-55-6
19-Nor-10-ketoergocalciferol 85925-89-9
19-Nor-10-keto-25-hydroxycholecalciferol 85925-90-2
20-Oxopregnacalciferol 86120-56-1
24-Fluoro-1,25-dihydroxycholecalciferol 86677-62-5
1,23,25-Trihydroxycholecalciferol 86701-33-9
10-Keto-25-hydroxycholecalciferol 86852-07-5
1,23,25-Trihydroxy-24-oxocholecalciferol 87147-48-6
1,25-Dihydroxy-23-azacholecalciferol 87407-70-3
1,25-Dihydroxy-23-thiacholecalciferol 87480-00-0
24-Keto-1,23,25-trihydroxycholecalciferol 87678-01-1
1,25-Dihydroxycholecalciferol-23,26-lactol 87680-15-7
24,25,26,27-Tetranor-23-hydroxycholecalciferol 88200-28-6
11-Hydroxycholecalciferol 89321-96-0
1-Hydroxycholecalciferol-cellobioside 89457-70-5
1-Hydroxycholecalciferol 3-D-glucopyranoside 91037-29-5
6-Fluorocholecalciferol 91625-75-1
1,24-Dihydroxy-22-dehydrocholecalciferol 95270-41-0
10-Ketocholecalciferol 95480-84-5
23,23-Difluoro-25-hydroxcholecalciferol 95826-03-2
25-Hydroxy-6,19-dihydro-6,19-ethanocholecalciferol 96616-70-5
25-Hydroxy-6,19-epoxycholecalciferol 96999-68-7
19,25-Dihydroxy-6,19-dihydro-6,19-epoxycholecalciferol 96999-67-6
1,25-Dihydroxy-26,27-dimethylcholecalciferol 97473-92-2
1,23-Dihydroxy-24,25,26,27-tetranocholecalciferol 97903-37-2
1-25-Dihydroxy-23,23-difluorocholecalciferol 98040-59-6
3-Thiocholecalciferol 98353-78-7
1,25-Dihydroxycholecalciferol-3-(N-(4-azido-2-nitrophenyl)glycinate) 98728-28-0
25-Hydroxycholecalciferol 3-sulfate ester 99447-30-0
1,24,25-Trihydroxyergocalciferol 100496-04-6
1,23,25,26-Tetrahydroxycholecalciferol 100634-18-2
25-Hydroxycholecalciferol 3-(N-(4-azido-2-nitrophenyl)glycinate) 101396-04-7
1,24,26-Trihydroxy-delta 22-cholecalciferol 101558-90-1
1,24,25,28-Tetrahydroxyergocalciferol 103305-10-8
1,24,25,26-Tetrahydroxyergocalciferol 103305-11-9
2-Fluorocholecalciferol 103638-37-5
24-Homo-1,25-dihydroxycholecalciferol 103656-40-2
22-Dehydro-1,25-dihydroxy-24-homocholecalciferol 103732-08-7
Maxacalcitol 103909-75-7
2-(3-Hydroxypropoxy)calcitriol 104121-92-8
1-Hydroxy-24,24-dimethyl-22-dehydrocholecalciferol 104211-64-5
1,25-Dihydroxy-24,24-dimethyl-22-dehydrocholecalciferol 104211-73-6
1,25,28-Trihydroxyergocalciferol 104870-37-3
26-Homo-1,25-dihydroxycholecalciferol 105687-81-8
1,25-Dihydroxy-21-nor-20-oxacholecalciferol 106315-28-0
1,25-Dihydroxy-26,27-dipropylcholecalciferol 106372-51-4
26,27-Dimethyl-24,24-difluoro-1,25-dihydroxycholecalciferol 106647-71-6
24,24-Difluoro-25-hydroxy-26,27-dimethylcholecalciferol 106647-61-4
3-Deoxy-3-azido-25-hydroxycholecalciferol 108345-00-2
Carcinomedin 108387-51-5
22-Fluorocholecalciferol 110536-31-7
22-Hydroxycholecalciferol 110927-46-3
1-Hydroxy-22-oxacholecalciferol 111687-67-3
2-Nor-1,3-seco-1,25-dihydroxycholecalciferol 113490-37-2
2-Oxa-3-deoxy-25-hydroxycholecalciferol 113490-39-4
26,26,26,27,27,27-Hexafluoro-1,23,25-trihydroxycholecalciferol 114489-80-4
24,24-Dihomo-1,25-dihydroxycholecalciferol 114694-09-6
24,24-Difluoro-24-homo-1,25-dihydroxycholecalciferol 115540-42-6
Biodinamine ergocalciferol 115586-24-8
25-Hydroxy-26,27-dimethylcholecalciferol 116925-40-7
1,25-Dihydroxy-16-ene-23-ynecholecalciferol 118694-43-2
26,26,26,27,27-Pentafluoro-1-hydroxy-27-methoxycholecalciferol 119839-97-3
25-Dehydro-1,25-dihydroxy-26-methylcholecalciferol 123000-44-2
24,24-Difluoro-1,25-dihydroxy-26,27-dimethylcholecalciferol 123836-13-5
1,25-Dihydroxy-24-trihomo-22-ene-cholecalciferol 123963-52-0
24,25,26-Trihydroxyergocalciferol 123992-85-8
24,25,28-Trihydroxyergocalciferol 123992-86-9
1,24-Dihydroxyergocalciferol 124043-51-2
1,25-Dihydroxy-16-ene-cholecalciferol 124409-58-1
1,25-Dihydroxy-19-norcholecalciferol 130447-37-9
Paricalcitol 131918-61-1
25-Hydroxycholecalciferol 3'-(N-(4-azido-2-nitrophenyl)amino)propyl ether 133191-08-9
1-alpha-Hydroxyvitamin D 133876-00-3
22-(3-(Dimethylhydroxymethyl)phenyl)-23,24,25,26,27-pentanor-1- hydroxycholecalciferol 133910-11-9
1,25-Dihydroxy-26,27-dihomo-22-ene-cholecalciferol 134508-36-4
20-epi-24a-Homo-26,27-dimethyl-1alpha,25-dihydroxycholecalciferol 134523-85-6
24-Fluoro-1,25-dihydroxyergocalciferol 135776-86-2
A-Homo-3-deoxy-3,3-dimethyl-2,4-dioxa-25-hydroxycholecalciferol 135821-90-8
1alpha,25-Dihydroxy-16-ene-23-yne-26,27-hexafluorocholecalciferol 137102-93-3
1,25-Dihydroxy-23-oxacholecalciferol 140387-52-6
1,25-Dihydroxy-21-norcholecalciferol 141300-55-2
1alpha-(Hydroxymethyl)-25-hydroxycholecalciferol 142508-67-6
1-Hydroxymethyl-3-norhydroxy-3,25-dihydroxycholecalciferol 142508-68-7
22-Oxacalcitriol-3-hemiglutarate 143773-34-6
delta-22-1,25S,26-Trihydroxycholecalciferol 144300-56-1
1,25-Dihydroxy-19-norprecholecalciferol 144699-06-9
8(14)a-Homocalcitriol 145459-22-9
22-Dehydro-1,25-dihydroxy-24-dihomocholecalciferol 154356-84-0
1alpha-Hydroxyvitamin D5 187935-17-7
1alpha-Fluoro-25-hydroxy-16,23E-diene-26,27-bishomo-20-epi- cholecalciferol199798-84-0
SALES SPECIFICATION

APPEARANCE

 white crystalline powder

ASSAY

97.0% min
LOSS ON DRYING

7.0% max

OPTICAL ROTATION

 -110° ~ -122° (c = 1% in chloroform)
TRANSPORTATION
PACKING
 
HAZARD CLASS  
UN NO.  
OTHER INFORMATION
Hazard Symbols: T+, Risk Phrases: 24/25-26-48/25, Safety Phrases: 28-36/37