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.

application：

Ergosterol has been used:

as a component of yeast cell monolayer models, to study the effects of steroidal and triterpenoid saponins on the monolayers

as a standard sample, to isolate and identify a fungal metabolite fraction containing ergosterol

as a component of the culture medium to isolate the CYP51RNAi phenotype of Trypanosoma brucei gambiense, to verify ergosterol biosynthesis

仕様

同義語

仕様と純度

≥95%

生化学的・生理学的メカニズム

Ergosterol has a role in maintaining the integrity of the cell membrane and its fluidity. The sterol has anti-tumor and anti-inflammatory properties.

保管条件

Protected from light,Store at -20°C,Argon charged

入荷

Ice chest + Ice pads

この製品は冷冷この冷このこの製品の運送が必要です。地上およびその他の経済サービスは利用できません。

純度

≥95%

名前と識別子

パブケム・シド

508817198

パブケム・シド・ウル

https://pubchem.ncbi.nlm.nih.gov/substance/508817198

カノニカル・スマイル

CC(C)C(C)C=CC(C)C1CCC2C1(CCC3C2=CC=C4C3(CCC(C4)O)C)C

IUPAC Name

(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

InChIKey

DNVPQKQSNYMLRS-APGDWVJJSA-N

INCHI

1S/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

異性体SMILES

C[C@H](/C=C/[C@H](C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=CC=C4[C@@]3(CC[C@@H](C4)O)C)C

WGKドイツ

UN番号

2811

分子量

396.65

Beilstein

2338604

Reaxy-Rn

2224515

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2224515&ln=

ドキュメント

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詳細データ

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Lipids and lipid-like molecules
  - 分類 Steroids and steroid derivatives
    - Subclass Ergostane steroids

Kingdom	Organic compounds
Superclass	Lipids and lipid-like molecules
分類	Steroids and steroid derivatives
Subclass	Ergostane steroids
Intermediate Tree Nodes	Not available
Direct Parent	Ergosterols and derivatives
Alternative Parents	3-hydroxy delta-7-steroids 3-beta-hydroxysteroids 3-beta-hydroxy delta-5-steroids Delta-7-steroids Delta-5-steroids Secondary alcohols Cyclic alcohols and derivatives Hydrocarbon derivatives
Molecular Framework	Aliphatic homopolycyclic compounds
Substituents	Ergosterol-skeleton - 3-hydroxy-delta-5-steroid - 3-hydroxy-delta-7-steroid - 3-hydroxysteroid - Hydroxysteroid - 3-beta-hydroxy-delta-5-steroid - 3-beta-hydroxysteroid - Delta-7-steroid - Delta-5-steroid - Cyclic alcohol - Secondary alcohol - Organic oxygen compound - Alcohol - Organooxygen compound - Hydrocarbon derivative - Aliphatic homopolycyclic compound
説明	This compound belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton.
External Descriptors	Ergosterols and C24-methyl derivatives
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61. DOI: 10.1186/s13321-016-0174-y

3 D構造

関連ターゲット（非人間）

Abcb1b P-glycoprotein 1 (174 Activities)

Discover Target: Abcb1b

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Nos2 Nitric oxide synthase, inducible (3573 Activities)

Discover Target: Nos2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Pseudomonas aeruginosa (123386 Activities)

Lot Number	Certificate Type	日付	商品
H2627350	Certificate of Analysis	Sep 05, 2026	E105721
H2627353	Certificate of Analysis	Sep 05, 2026	E105721
H2627355	Certificate of Analysis	Sep 05, 2026	E105721
C2522034	Certificate of Analysis	May 09, 2023	E105721
E2306195	Certificate of Analysis	May 09, 2023	E105721
E2306196	Certificate of Analysis	May 09, 2023	E105721
G2523083	Certificate of Analysis	May 09, 2023	E105721
G2610111	Certificate of Analysis	May 09, 2023	E105721
H2612047	Certificate of Analysis	May 09, 2023	E105721
I2510028	Certificate of Analysis	May 09, 2023	E105721
J2220196	Certificate of Analysis	Oct 26, 2022	E105721
J2220197	Certificate of Analysis	Oct 26, 2022	E105721
J2220199	Certificate of Analysis	Oct 26, 2022	E105721
J2220208	Certificate of Analysis	Oct 26, 2022	E105721

溶解度	insoluble in DMSO; insoluble in EtOH; insoluble in H2O
感度	Sensitive to humidity, heat, air, and light
比旋光度［α］	-112.5 ° (C=1, THF)
沸点（°C）	250°C
融点（°C）	156-158°C
分子量	396.600 g/mol
XLogP3	7.400
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	1
Rotatable Bond Count	4
Exact Mass	396.339 Da
Monoisotopic Mass	396.339 Da
Topological Polar Surface Area	20.200 Å²
Heavy Atom Count	29
Formal Charge	0
Complexity	712.000
Isotope Atom Count	0
Defined Atom Stereocenter Count	8
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
The total count of all stereochemical bonds	1
Covalently-Bonded Unit Count	1

Ergosterol - ≥95% , CAS No.57-87-4

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