(22E)-Ergosta-5,7,22-trien-3-ol

(22E)-Ergosta-5,7,22-trien-3-ol - Names and Identifiers

Name	Ergosterol
Synonyms	Ergosterol Provitamin D2 ergosta-5,7,22-trien-3-ol (22E)-Ergosta-5,7,22-trien-3-ol (22E)-ergosta-5,7,22-trien-3-ol (3beta)-Ergosta-5,7,22- trien-3-ol (22E,24R)-Ergosta-5,7,22-trien-3-ol (22E)-Ergosta-5,7,22-trien-3beta-ol (3beta,22E)-ergosta-5,7,22-trien-3-ol Ergosterol (22E)-Ergosta-5,7,22-trien-3β-ol 7,22-trien-3-ol, (3.beta.)-Ergosta-5 delta-5,7,22-ergostatrien-3beta-ol 3β-Hydroxy-5,7,22-ergostatriene, 5,7,22-Ergostatrien-3β-ol, Provitamin D2 (3S,9S,10R,13R,17R)-10,13-dimethyl-17-[(E)-1,4,5-trimethylhex-2-enyl]-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
CAS	57-87-4
EINECS	200-352-7
InChI	InChI=1/C28H44O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,18-20,22,24-26,29H,11-17H2,1-6H3/b8-7+/t19?,20?,22-,24+,25?,26-,27-,28+/m0/s1
InChIKey	DNVPQKQSNYMLRS-APGDWVJJSA-N

(22E)-Ergosta-5,7,22-trien-3-ol - Physico-chemical Properties

Molecular Formula	C28H44O
Molar Mass	396.66
Density	0.9784 (rough estimate)
Melting Point	156-158°C(lit.)
Boling Point	250 °C (1.3 mmHg)
Specific Rotation(α)	-120 º (c=1, CHC13)
Flash Point	216.3°C
Water Solubility	PRACTICALLY INSOLUBLE
Solubility	Soluble in benzene and chlorine, soluble in ethanol, ether and other organic solvents. Insoluble in water.
Vapor Presure	3.7E-12mmHg at 25°C
Appearance	White flake or needle crystal
Color	White to off-white
Merck	14,3659
BRN	2338604
pKa	14.91±0.70(Predicted)
Storage Condition	-20°C
Stability	Stable, but may be light or air sensitive. Incompatible with acids, strong oxidizing agents.
Sensitive	Light Sensitive
Refractive Index	-112.5 ° (C=1, THF)
MDL	MFCD00003623
Physical and Chemical Properties	Colorless needle-like or plate-like crystals. Soluble in ethanol, ether, benzene and chloroform, insoluble in water. Ergosterol was dissolved in a solvent such as chloroform, diethyl ether or cyclohexane, and added to a quartz glass flask to prepare vitamin D by ultraviolet irradiation.
Use	It is a precursor for the production of vitamin D2 and an intermediate for the production of hormone drugs, which can be used to produce cortisone

(22E)-Ergosta-5,7,22-trien-3-ol - Risk and Safety

Risk Codes	R28 - Very Toxic if swallowed R48/20/22 - R40 - Limited evidence of a carcinogenic effect R38 - Irritating to the skin R25 - Toxic if swallowed R67 - Vapors may cause drowsiness and dizziness R36/38 - Irritating to eyes and skin. R22 - Harmful if swallowed R20 - Harmful by inhalation R63 - Possible risk of harm to the unborn child
Safety Description	S28 - After contact with skin, wash immediately with plenty of soap-suds. S36/37 - Wear suitable protective clothing and gloves. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
UN IDs	UN 2811 6.1/PG 2
WGK Germany	3
FLUKA BRAND F CODES	1-3-8-10
HS Code	29334900
Hazard Class	6.1
Packing Group	II

(22E)-Ergosta-5,7,22-trien-3-ol - Upstream Downstream Industry

Downstream Products

Vitamin D2

(22E)-Ergosta-5,7,22-trien-3-ol - Reference

Reference

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(22E)-Ergosta-5,7,22-trien-3-ol - Reference Information

NIST chemical information	information provided by: webbook.nist.gov (external link)
EPA chemical substance information	information provided by: ofmpeb.epa.gov (external link)
Introduction	the chemical name of ergosterol is 24 β-methyl cholesterol -5, 7-en-3β-hydroxy, also known as ergosterol, white or colorless bright small leaf crystal or white crystalline powder. Ergosterol not only has a unique physiological role, but also is widely used in drug development. As an important component of fungal cell membrane, ergosterol has stable structure and strong specificity. It is more representative than glucosamine for the determination of biomass, the biomass of the fungus can therefore be measured by measuring the content of ergosterol.
purpose	vitamin D2. is a precursor for the production of vitamin D2, is also an intermediate for the production of hormone drugs, can be used to produce cortisone vitamin D2 biological precursors, it is found in the cell membranes of fungi and some protists such as trypanosomes. Ergosterol is useful in the functional studies of antifungal drugs such as amphotericin B and its analogs and in the studies of ergosterol biosynthetic pathways in various fungi.
production method	with the preparation of yeast raw material paste, take dry yeast powder through 60-80 mesh sieve, add 3 times the amount of 82%-84% ethanol extraction 18-24H, at 70 ℃ for 3H, constant stirring, let cool to below 30 ℃, filter, filter residue extraction 2 times, pull out ethanol, combined extract, 70 ° C vacuum concentration, concentration time is not more than 24h, the paste. The residue was used to extract ribonucleic acid and yeast polysaccharide. Dry yeast or Geotrichum [ethanol] → [first 68-70 ℃, after 30 deg C below] extract [70 deg C concentration] → paste ergosterol crude preparation of paste paste add 5%-10% of water, add 3-5 times the amount of ether, vigorously stirred 2-3H, after standing for 16-20h, the middle and lower layers of liquid were discarded, and the upper layer of ether liquid was placed in -5 ℃ refrigerator for 20-24H to precipitate ergosterol crystals. Paste [ether] → ether solution in upper layer [-5 ℃]→ crude ergosterol [20-24H]. extracted from yeast that synthesizes the product from glucose.
toxic substance data	information provided by: pubchem.ncbi.nlm.nih.gov (external link)