Lanosterol
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Lanosterol
structure -
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CAS No:
79-63-0
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Formula:
C30H50O
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Chemical Name:
Lanosterol
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Synonyms:
Lanosta-8,24-dien-3-ol,(3β)-;Lanosta-8,24-dien-3β-ol;Lanosterol;Lanostadien-3β-ol;(3β)-Lanosta-8,24-dien-3-ol;Lanster;4,4,14α-Trimethylcholesta-8,24-dien-3β-ol;5α-Lanosta-8,24-dien-3β-ol;Lanosta-8,24-dienol;Lanosterin;3β-Hydroxylanosta-8,24-diene;NSC 60677;3β-Hydroxy-lansota-8,24-dien-21-oic acid;8047-71-0
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CAS No:
Description
Lanosterol is a key triterpenoid intermediate in the biosynthesis of Cholesterol.
Solid
Lanosterol is 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. It has a role as a bacterial metabolite, a plant metabolite, a human metabolite, a Saccharomyces cerevisiae metabolite and a mouse metabolite. It is a 3beta-sterol, a tetracyclic triterpenoid and a 14alpha-methyl steroid. It derives from a hydride of a lanostane.|A triterpene that derives from the chair-boat-chair-boat folding of 2,3-oxidosqualene. It is metabolized to CHOLESTEROL and CUCURBITACINS.
Characteristics
20.2
8.9
white powder
1.0±0.1 g/cm3
140.5 °C
498.9°C at 760 mmHg
221.1±20.7 °C
1.530
−20°C
D20 +62.0° (chloroform)
207.3 Ų [M+H-H2O]+ [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]
Lanosterol Use and Manufacturing
Lipids -> Sterol Lipids [ST] -> Sterols [ST01] -> Cholesterol and derivatives [ST0101]|Cosmetics -> Antistatic; Emollient; Hair conditioning; Skin conditioning
Computed Properties
Molecular Weight:426.7
XLogP3:8.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:4
Exact Mass:426.386166214
Monoisotopic Mass:426.386166214
Topological Polar Surface Area:20.2
Heavy Atom Count:31
Complexity:767
Defined Atom Stereocenter Count:7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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