25-Hydroxycholesterol
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25-Hydroxycholesterol
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CAS No:
2140-46-7
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Formula:
C27H46O2
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Chemical Name:
25-Hydroxycholesterol
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Synonyms:
Cholest-5-ene-3,25-diol,(3β)-;Cholest-5-ene-3β,25-diol;(3β)-Cholest-5-ene-3,25-diol;25-Hydroxycholesterol;5-Cholesten-3β,25-diol;25-Hydroxy-5-cholestene-3β-ol;16505-96-7
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CAS No:
Description
25-Hydroxycholesterol is a metabolite of cholesterol that is produced and secreted by macrophages in response to Toll-like receptor (TLR) activation. 25-hydroxycholesterol is a potent (EC50≈65 nM) and selective suppressor of IgA production by B cells.
25-hydroxycholesterol is an oxysterol and a 25-hydroxy steroid. It has a role as a human metabolite. It derives from a cholesterol.
Characteristics
40.46000
7.66
1.0±0.1 g/cm3
177-179 °C
513.1±23.0 °C at 760 mmHg
213.5±17.2 °C
1.538
1.13E-12mmHg at 25°C
202.81 Ų [M-H]- [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]
Safety Information
NONH for all modes of transport
3
20/21/22-36/37/38-48
26-36-45
Xn: Harmful;
P261-P280-P305 + P351 + P338
H302-H312-H315-H319-H332-H335-H373
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P260, P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P314, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 39 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
25-Hydroxycholesterol Use and Manufacturing
An oxygenated derivative of Cholesterol (C432501); an oxysterol. An inhibitor of human immunodeficiency virus replication in vitro. It induces apoptosis in human monocytic cell lines as well as induc ing apoptosis in CEM cells associated with negative regulation of c-Myc.
Lipids -> Sterol Lipids [ST] -> Sterols [ST01] -> Cholesterol and derivatives [ST0101]
Computed Properties
Molecular Weight:402.7
XLogP3:6.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:5
Exact Mass:402.349780706
Monoisotopic Mass:402.349780706
Topological Polar Surface Area:40.5
Heavy Atom Count:29
Complexity:636
Defined Atom Stereocenter Count:8
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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