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

사양

동의어

사양 및 순도

≥95%

생화학 및 생리적 메커니즘

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

보관 조건

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

배송

Ice chest + Ice pads

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순수함

≥95%

이름과 식별자

Pubchem Sid

508817198

Pubchem Sid Url

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

정식 스마일

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

이성체 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 독일

UN 번호

2811

분자량

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=

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Taxonomic Classification

Taxonomy Tree

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

Kingdom	Organic compounds
Superclass	Lipids and lipid-like molecules
분류	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
설명	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

3D 구조

관련 대상(비인간)

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	날짜	항목
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

용해성	insoluble in DMSO; insoluble in EtOH; insoluble in H2O
감도	Sensitive to humidity, heat, air, and light
특정 회전[α]	-112.5 ° (C=1, THF)
끓는점(°C)	250°C
녹는점(°C)	156-158°C
분자량	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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