LANOSTEROL
Description Source Function Biosynthesis pathway- Product Name
- LANOSTEROL
- CAS No.
- 79-63-0
- Chemical Name
- LANOSTEROL
- Synonyms
- Lanosterin;Lanster;DUSOGEL;LANOSTEROL;lanostcrol;botalanbase;CRYPTOSTEROL;Criptosterol;Kriptosterol;Kryp-tosterol
- CBNumber
- CB6266873
- Molecular Formula
- C30H50O
- Formula Weight
- 426.73
- MOL File
- 79-63-0.mol
LANOSTEROL Property
- Melting point:
- 137 °C
- alpha
- D20 +62.0° (chloroform)
- Boiling point:
- 482.1°C (rough estimate)
- Density
- 0.9600 (rough estimate)
- refractive index
- 1.4910 (estimate)
- storage temp.
- -20°C
- solubility
- Chloroform (Slightly), Ethyl Acetate (Slightly)
- pka
- 15.16±0.70(Predicted)
- form
- powder
- color
- white
- Odor
- at 100.00?%. bland
- Merck
- 5360
- InChIKey
- CAHGCLMLTWQZNJ-BQNIITSRSA-N
- LogP
- 10.521 (est)
- CAS DataBase Reference
- 79-63-0(CAS DataBase Reference)
Safety
- WGK Germany
- 1
- RTECS
- OE3360000
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- L5768
- Product name
- Lanosterol
- Purity
- ≥93%, powder
- Packaging
- 1mg
- Price
- $130
- Updated
- 2025/07/31
- Product number
- L5768
- Product name
- Lanosterol
- Purity
- ≥93%, powder
- Packaging
- 5mg
- Price
- $458
- Updated
- 2025/07/31
- Product number
- 19521
- Product name
- Lanosterol
- Purity
- ≥95%
- Packaging
- 1mg
- Price
- $77
- Updated
- 2024/03/01
- Product number
- 19521
- Product name
- Lanosterol
- Purity
- ≥95%
- Packaging
- 5mg
- Price
- $340
- Updated
- 2024/03/01
- Product number
- 19521
- Product name
- Lanosterol
- Purity
- ≥95%
- Packaging
- 10mg
- Price
- $602
- Updated
- 2024/03/01
LANOSTEROL Chemical Properties,Usage,Production
Description
Lanosterol occurs naturally in the eyes of mammals and has been shown to dissolve cataracts by revitalizing damaged cataract-causing crystallin proteins. Lanosterol’s amphipathic nature is believed to play a large role in its ability to prevent and reverse cataract formation.
Source
Lanosterol is the first sterol in lipid biosynthetic pathway, which is initially converted by acetyl-CoA. The complex process of lanosterol synthesis involves several enzymes, including 3-hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA) reductase, squalene epoxidase, and lanosterol synthase (LSS). LSS is a microsomal enzyme that functions as a downstream element in the lanosterol biosynthetic pathway, catalyzing the cyclization of the linear 2,3-monoepoxysqualene to lanosterol.
Function
A cytochrome P450 monooxygenase involved in sterol biosynthesis. Catalyzes 14-alpha demethylation of lanosterol and 24,25-dihydrolanosterol likely through sequential oxidative conversion of 14-alpha methyl group to hydroxymethyl, then to carboxylaldehyde, followed by the formation of the delta 14,15 double bond in the sterol core and concomitant release of formic acid (PubMed:20149798, PubMed:8619637). Mechanistically, uses molecular oxygen inserting one oxygen atom into a substrate, and reducing the second into a water molecule, with two electrons provided by NADPH via cytochrome P450 reductase.
Biosynthesis pathway
The lanosterol pathway refers to a segment of the cholesterol biosynthesis pathway comprising twelve enzymes, namely acetyl-CoA acetyltransferase, hydroxymethylglutaryl-CoA synthase, hydroxymethylglutaryl-CoA reductase, mevalonate kinase, phosphomevalonate kinase, diphoshomevalonate decarboxylase, isopentenyl-diphosphate delta isomerase, geranylgeranyl diphosphate synthase, farnesyl diphosphate synthase, squalene synthase, squalene monooxygenase and lanosterol synthase. The lanosterol pathway describes the stages of cholesterol biosynthesis between the conversion of substrates acetyl CoA and acetoacetyl CoA to (S)-3-hydroxy-3-methylglutaryl-CoA, through to the formation of intermediate metabolite lanosterol, the precursor of cholesterol. Metabolites of the lanosterol pathway are either directed to the synthesis of cholesterol and other sterols, or to side branches of the pathway through which they are converted to isoprenoids and other non-sterols.
Description
Lanosterol is a naturally-occurring sterol and biosynthetic precursor of several animal, fungal, and protozoan steroids, including cholesterol and ergosterol. Defects in the processing of lanosterol contribute to a wide variety of disorders, including the formation of cataracts. Similarly, certain fungicides act by blocking lanosterol processing by fungi.
Uses
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
Definition
ChEBI: A tetracyclic triterpenoid that is lanosta-8,24-diene substituted by a beta-hydroxy group at the 3beta position. It is the compound from which all steroids are derived.
General Description
Lanosterol, an amphipathic molecule, that is produced by?lanosterol?synthase (LSS). It is enriched in the lens.
Biochem/physiol Actions
Cholesterol precursor sterol.Lanosterol serves as an endogenous selective modulator of macrophage immunity.
Purification Methods
If very impure, then it should be acetylated, converted to the dibromide acetate [crystallised from EtOAc with slow cooling, m 168-170o, [] D +214o (CHCl3)], de-brominated with Zn dust to give the acetate (below) which is recrystallised from 3-4 parts of Me2CO/MeOH (4:1) and hydrolysed as for stigmasterol (below). Recrystallise it from anhydrous MeOH. Dry it in vacuo over P2O5 for 3hours at 90o. The purity is checked by proton magnetic resonance. The acetate crystallises from MeOH with m 131-133o and [ ] 25D +62o (c 1,CHCl3). [Block & Urech Biochemical Preparations 6 32 1958. van Tamelen et al. J Am Chem Soc 104 6479, 6480 1982, Beilstein 6 III 2880, 6 IV 4188.]
References
[1] PETER J ESPENSHADE Adam L H. Regulation of sterol synthesis in eukaryotes.[J]. Annual review of genetics, 2007, 41: 401-427. DOI: 10.1146/annurev.genet.41.110306.130315
[2] FITZPATRICK D. Disorders of cholesterol biosynthesis[C]. 2003: 0. DOI: 10.4324/9780203450420-11
[3] ANDREW G S WARRILOW. Expression, purification, and characterization of Aspergillus fumigatus sterol 14-alpha demethylase (CYP51) isoenzymes A and B.[J]. Antimicrobial Agents and Chemotherapy, 2010, 54 10: 4225-4234. DOI: 10.1128/aac.00316-10
[4] LING ZHAO. Lanosterol reverses protein aggregation in cataracts[J]. Nature, 2015, 523 7562: 607-611. DOI: 10.1038/nature14650
[5] TADAO ASAMI. Triadimefon, a fungicidal triazole-type P450 inhibitor, induces brassinosteroid deficiency-like phenotypes in plants and binds to DWF4 protein in the brassinosteroid biosynthesis pathway.[J]. Biochemical Journal, 2003, 369 Pt 1: 71-76. DOI: 10.1042/bj20020835
LANOSTEROL Preparation Products And Raw materials
Raw materials
Preparation Products
LANOSTEROL Suppliers
- Tel
- 0539-5636807 15318528770
- Fax
- 0539-5636807
- ffeng813@163.com
- Country
- China
- ProdList
- 254
- Advantage
- 58
- Tel
- 13881890404
- Fax
- 028-81711798
- 2851503757@qq.com
- Country
- China
- ProdList
- 2283
- Advantage
- 58
- Tel
- 18210857532; 18210857532
- Fax
- 86-10-82849933
- jkinfo@jkchemical.com
- Country
- China
- ProdList
- 96815
- Advantage
- 76
- Tel
- 4006356688 18621169109
- Fax
- 86-21-61259102
- market03@meryer.com
- Country
- China
- ProdList
- 40228
- Advantage
- 62
- Tel
- 021-67121386
- Fax
- 021-67121385
- Sales-CN@TCIchemicals.com
- Country
- China
- ProdList
- 24529
- Advantage
- 81
- Tel
- 18515581800 18501085097
- Fax
- 010-89508210
- sales.bj@hwrkchemical.com
- Country
- China
- ProdList
- 9400
- Advantage
- 55
- Tel
- 021-021-58432009 400-005-6266
- Fax
- 021-58436166
- sales8178@energy-chemical.com
- Country
- China
- ProdList
- 44801
- Advantage
- 61
- Tel
- 86-21-63210123
- Fax
- 86-21-63290778 86-21-63218885
- sj_scrc@sinopharm.com
- Country
- China
- ProdList
- 9815
- Advantage
- 79
- Tel
- 021-61312847 13636370518
- Fax
- 021-55068248
- shyysw007@163.com
- Country
- China
- ProdList
- 4999
- Advantage
- 60
- Tel
- +86-028-82633397 18982077548
- Fax
- +86-28-82633165
- cwb1@biopurify.cn
- Country
- China
- ProdList
- 2376
- Advantage
- 60
View Lastest Price from LANOSTEROL manufacturers
- Product
- Lanosterol 79-63-0
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 500kgs/month
- Release date
- 2025-07-14
- Product
- Lanosterol 79-63-0
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 60%,90%,95%,98%
- Supply Ability
- 10KG
- Release date
- 2025-07-09
- Product
- lanosterol 79-63-0
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 0.99
- Supply Ability
- 1000KG
- Release date
- 2025-04-21