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Ergosterol

Ergosterol Structure
CAS No.
57-87-4
Chemical Name:
Ergosterol
Synonyms
PROVITAMIN D2;Ganoderma lucidum Polysaccharide;ERGOSTERIN;ERGOSTERINE;Provitamin D;(3β,22E)-ergosta-5,7,22-trien-3-ol;24-Methylcholesta-5,7,22-trien-3β-ol;ERGOSTEROL;provitamind;ERGOSTEROL(P)
CBNumber:
CB5763603
Molecular Formula:
C28H44O
Molecular Weight:
396.66
MOL File:
57-87-4.mol
MSDS File:
SDS
Modify Date:
2024/3/14 18:29:10

Ergosterol Properties

Melting point 156-158 °C(lit.)
alpha -120 º (c=1, CHC13)
Boiling point 250 °C (1.3 mmHg)
Density 0.9784 (rough estimate)
refractive index -112.5 ° (C=1, THF)
storage temp. -20°C
solubility Acetone (Slightly, Heated), Chloroform (Slightly), Ethyl Acetate (Slightly, Heated)
pka 14.91±0.70(Predicted)
form Crystalline Powder or Crystalline Needles
color White to off-white
optical activity [α]20/D 120±10°, c = 1% in chloroform
Water Solubility PRACTICALLY INSOLUBLE
Sensitive Light Sensitive
Merck 14,3659
BRN 2338604
Stability Stable, but may be light or air sensitive. Incompatible with acids, strong oxidizing agents.
InChIKey DNVPQKQSNYMLRS-APGDWVJJSA-N
LogP 9.300 (est)
CAS DataBase Reference 57-87-4(CAS DataBase Reference)
NIST Chemistry Reference Ergosterol(57-87-4)
EPA Substance Registry System Ergosta-5,7,22-trien-3-ol, (3.beta.,22E)- (57-87-4)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06,GHS08
Signal word  Danger
Hazard statements  H413
Precautionary statements  P273
Hazard Codes  T+,T,Xn
Risk Statements  28-48/20/22-40-38-25-67-36/38-22-20-63
Safety Statements  28-36/37-45-26
RIDADR  UN 2811 6.1/PG 2
WGK Germany  3
1-3-8-10
HazardClass  6.1
PackingGroup  II
HS Code  29334900
NFPA 704
0
1 0

Ergosterol price More Price(8)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) E6510 Ergosterol ≥75% 57-87-4 5G ₹4535.68 2022-06-14 Buy
Sigma-Aldrich(India) E6510 Ergosterol ≥75% 57-87-4 10G ₹8389.38 2022-06-14 Buy
Sigma-Aldrich(India) PHR1512 Ergosterol Pharmaceutical Secondary Standard; Certified Reference Material 57-87-4 200MG ₹10013.13 2022-06-14 Buy
Sigma-Aldrich(India) E6510 Ergosterol ≥75% 57-87-4 25G ₹18142.7 2022-06-14 Buy
ALFA India ALF-B23840-14 Ergosterol, 96%, may cont. up to ca 6% water 57-87-4 25g ₹14647 2022-05-26 Buy
Product number Packaging Price Buy
E6510 5G ₹4535.68 Buy
E6510 10G ₹8389.38 Buy
PHR1512 200MG ₹10013.13 Buy
E6510 25G ₹18142.7 Buy
ALF-B23840-14 25g ₹14647 Buy

Ergosterol Chemical Properties,Uses,Production

Description

Ergosterol is a membrane component and with few exceptions is restricted to eumycotic fungi (101). As a constituent of intact membranes, its abundance should reflect the amount of living fungal biomass in an environment. This membrane component has been related to biomass by a number of investigators and the values range from 1.9 to 11.5 mg ergosterol g?1 mycelium (102). These conversion factors yield very high values for fungal biomass, and seem unrealistic (102) when compared with independent measures of bacterial biomass. It is likely that the ergosterol assay detects nonliving hyphae and these measures may overestimate viable fungal biomass. Similarly, chitin is a dominant cell wall component in most fungi and has been proposed as a unique marker for total fungal biomass.

Chemical Properties

solid

Uses

Ergosterol is a steroid alcohol that when irradiated with ultraviolet light yields calciferol (vitamin d2). irradiated ergosterol is added to milk for vitamin d fortification.

Definition

ergosterol: A sterol occurring infungi, bacteria, algae, and plants. It isconverted into vitamin D2 by the actionof ultraviolet light.

General Description

Ergosterol or provitamin D2 is a biological precursor of Vitamin D2. It is found predominantly in cell membranes of fungi and protists such as trypanosomes.

Hazard

Due to its ability to catalyze calcium deposition in the bony structure (thus preventing rickets), overdosage of vitamin D may be harmful.

Purification Methods

Crystallise ergosterol from EtOAc, then from ethylene dichloride or EtOH/*C6H6 (3:1). It has been purified by conversion to the isobutyl ester which crystallises from Et2O/Me2CO (1:3) with m: turbid at 148o, melts at 159o and becomes clear at 162o, followed by hydrolysis, [Bill & Honeywell J Biol Chem 80 15 1938]. When crystallised from EtOH, it forms the 1.5-hydrate m 168o. The water is difficult to remove giving an amorphous solid m 166-183o, b 250o/high vacuum. It is light sensitive. The benzoate has m 169-171o, after crystallisation from Me2CO/*C6H6 (4:1) after prolonged standing at 0o and becomes highly charged, with [] D20 -177o (c 1, CHCl3). [UV of sterols: Hogness et al. J Biol Chem 120 239 1937, Beilstein 6 IV 4407.]

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(22E)-Ergosta-5,7,22-trien-3-ol (22E,24R)-Ergosta-5,7,22-trien-3-ol (3beta)-Ergosta-5,7,22- trien-3-ol ergosta-5:6,7:8,22:23-trien-3-ol 7,22-trien-3-ol, (3.beta.)-Ergosta-5 delta-5,7,22-ergostatrien-3beta-ol Ergosterol (22E)-Ergosta-5,7,22-trien-3β-ol Ergosterol hydrate, 96% (dry wt.), cont. up to ca 6% water 3β-Hydroxy-5,7,22-ergostatriene, 5,7,22-Ergostatrien-3β-ol, Provitamin D2 ERGOSTEROL (ERG) ErgosterolProvitamine D2 3β-Hydroxy-5,7,22-ergostatriene, 5,7,22-Ergostatrien-3β-ol 5,7,22-Ergostatrien-3β-ol Ergosterol,3β-Hydroxy-5,7,22-ergostatriene, 5,7,22-Ergostatrien-3β-ol, Provitamin D2 Ergosterol (50 mg) (22E)-5,7,22-Ergostatrien-3β-ol Ergosterol (Provitamin D2) (24R)-Ergosta-5,7,22-trien-3β-ol 24R-Methylcholesta-5,7,22E-trien-3β-ol 24α-Methyl-22E-dehydrocholesterol 3β-Hydroxyergosta-5,7,22-triene ergosta-5,7,22-trien-3β-ol 22-trien-3-ol,(3beta,22e)-ergosta-7 3-Hydroxy-(22E,24R)-ergosta-5,7,22-triene 7,22-trien-3-ol,(3.beta.)-Ergosta-5 delta-5,7,22-ergostatrien-3beta-ol ergosta-5,7,22-trien-3beta-ol Ergosta-5,7,22-trien-3-ol, (3beta,22E)- Ergosterol, 98% 25GR Ergosterol, 98% 5GR 24-METHYLCHLOLESTA-5,7,22-TRIEN-3BETA-OL (22E)-Ergosta-5,7,22-trien-3beta-ol provitamind (3BETA,22E)-ERGOSTA-5,7,22-TRIEN-3-OL 3BETA-HYDROXY-5,7,22-ERGOSTATRIENE 5,7,22-CHOLESTATRIEN-24-METHYL-3-OL 5,7,22-ERGOSTATRIEN-3BETA-OL 5,7,22-CHOLESTATETRIEN-24BETA-METHYL-3BETA-OL 5,7,22-CHOLESTATRIEN-24-BETA-METHYL-3-BETA-OL ERGOSTEROL PROVITAMINE D2 ERGOSTEROL USP STANDARD ERGOSTEROL 95% (HPLC) ERGOSTEROL 95+% ERGOSTEROL EP STANDARD Ergosterol std. Ergosterol,98% Provitamin D2 3β-hydroxy-5,7,22-ergostatriene (3S,9S,10R,13R,14R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol ERGOSTEROL(P) (3S,9S,10R,13R,14R,17R)-17-((2R,5R,E)-5,6-diMethylhept-3-en-2-yl)-10,13-diMethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol Ergosterol (Pr Ergosterol hydrate Ergosterol hydrate, 96% dry weight Ergosta-5,7,22-trien-3-ol,(3b,22E)- ERGOSTEROL, >=95.0% HPLC Ergocalciferol EP Impurity B Ergocalciferol Impurity 2(Ergocalciferol EP Impurity B)