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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
SLCL4362
SLCF1983
SLBX5823
SLBS0044V
SLBL7197V

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Xiao-Jing Guo et al.
Biotechnology for biofuels, 11, 192-192 (2018-07-22)
7-Dehydrocholesterol (7-DHC) has attracted increasing attentions due to its great medical value and the enlarging market demand of its ultraviolet-catalyzed product vitamin D3. Microbial production of 7-DHC from simple carbon has been recognized as an attractive complement to the traditional
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
Identification and Characterization of an S-Adenosyl-L-methionine:-Sterol-C-methyltransferase cDNA from Soybean
Shi J, et al.
The Journal of Biological Chemistry, 271(16), 9384-9389 (1996)
Lanosterol reverses protein aggregation in cataracts
Zhao L, et al.
Nature, 523(7562), 607-607 (2015)
Evgeniy O Yablokov et al.
Biochimie, 162, 156-166 (2019-04-30)
The aim of the present work was to establish the thermodynamic and functional differences in the protein-protein interactions between the components of the P450-dependent mitochondrial (mit) and microsomal (mic) monooxygenase systems using 12 different isoforms of cytochromes P450 and two
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