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Merck

L5768

Lanosterol

≥93%, powder

Synonym(s):

3β-Hydroxy-8,24-lanostadiene, 8,24-Lanostadien-3β-ol

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About This Item

Empirical Formula (Hill Notation):
C30H50O
CAS Number:
79-63-0
Molecular Weight:
426.72
NACRES:
NA.77
PubChem Substance ID:
24896417
UNSPSC Code:
12352211
EC Number:
201-214-9
MDL number:
MFCD00021108

Key Documents

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Product Name

Lanosterol, ≥93%, powder

InChI key

CAHGCLMLTWQZNJ-BQNIITSRSA-N

InChI

1S/C30H50O/c1-20(2)10-9-11-21(3)22-14-18-30(8)24-12-13-25-27(4,5)26(31)16-17-28(25,6)23(24)15-19-29(22,30)7/h10,21-22,25-26,31H,9,11-19H2,1-8H3/t21-,22-,25+,26+,28-,29-,30+/m1/s1

SMILES string

[H][C@@]1(CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]4(C)CC[C@H](O)C(C)(C)[C@]4([H])CC3)[C@H](C)CC\C=C(/C)C

assay

≥93%

form

powder

color

white to off-white

storage temp.

−20°C

Quality Level

200

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Application

Lanosterol has been used:
  • as a standard in HPLC for the quantification in testis samples
  • in S-adenosyl-L-methionine:Δ24-sterol-C-methyltransferase (SMT) assay
  • to treat wild-type cells growing in rich medium to know its effects on Sre1 protein

Biochem/physiol Actions

Cholesterol precursor sterol.
Lanosterol serves as an endogenous selective modulator of macrophage immunity.

General description

Lanosterol, an amphipathic molecule, that is produced by lanosterol synthase (LSS). It is enriched in the lens.

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000509396
0000509394
0000509396
0000509394
0000469460

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Ying-Chi Du et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 19(8-9), 788-796 (2012-04-21)
Antrodia camphorata (AC) is a native Taiwanese mushroom which is used in Asian folk medicine as a chemopreventive agent. The triterpenoid-rich fraction (FEA) was obtained from the ethanolic extract of AC and characterized by high performance liquid chromatography (HPLC). FEA
Ergosterol regulates sterol regulatory element binding protein (SREBP) cleavage in fission yeast
Porter J R, et al.
The Journal of Biological Chemistry, 285(52), 41051-41061 (2010)
Lanosterol modulates TLR4-mediated innate immune responses in macrophages
Araldi E, et al.
Testing, 19(13), 2743-2755 (2017)
Joanna L Sharman et al.
Nucleic acids research, 41(Database issue), D1083-D1088 (2012-10-23)
The International Union of Basic and Clinical Pharmacology (IUPHAR) database, IUPHAR-DB (http://www.iuphar-db.org) is an open access, online database providing detailed, expert-driven annotation of the primary literature on human and rodent receptors and other drug targets, together with the substances that
Lorena Fernández-Cabezón et al.
Frontiers in microbiology, 9, 958-958 (2018-06-06)
Nowadays steroid manufacturing occupies a prominent place in the pharmaceutical industry with an annual global market over $10 billion. The synthesis of steroidal active pharmaceutical ingredients (APIs) such as sex hormones (estrogens, androgens, and progestogens) and corticosteroids is currently performed
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