Lanopylin B1

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Category Enzyme inhibitors
Catalog number BBF-02236
CAS
Molecular Weight 319.57
Molecular Formula C22H41N

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Description

It is produced by the strain of Streptomyces sp. K99-5041. It can inhibit recombinant human lanosterol synthase (EC 5.4.99.7) with IC50 of 33 μmol/L.

Specification

Synonyms 2-Methyl-3-[(E)-heptadecane-1-ylidene]-4,5-dihydro-3H-pyrrole
IUPAC Name (4E)-4-heptadecylidene-5-methyl-2,3-dihydropyrrole
Canonical SMILES CCCCCCCCCCCCCCCCC=C1CCN=C1C
InChI InChI=1S/C22H41N/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-22-19-20-23-21(22)2/h18H,3-17,19-20H2,1-2H3/b22-18+
InChI Key YTIMJDBYTSJTGL-RELWKKBWSA-N

Properties

Appearance Colorless Oily Matter
Solubility Soluble in Methanol

Reference Reading

1. Synthesis of lanopylin B1
Barry B Snider, Jingye Zhou J Org Chem. 2005 Feb 4;70(3):1087-8. doi: 10.1021/jo048131w.
Phase-transfer alkylation of diethyl 2-oxopropylphosphonate (9) with 2-iodoalkyl azide afforded 40% of azido phosphonate 6, which underwent a phase-transfer Horner-Emmons Wittig reaction with heptadecanal to provide 80% of azido enone 5. An intramolecular aza-Wittig reaction with polymer-bound Ph(3)P in toluene at reflux completed the first synthesis of lanopylin B(1) in 76% yield.

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

* Total Molecular Weight:
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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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