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(24R)-24-methyl-25,26,27-trisnor-24-dimethylamino-N-oxide cycloartenol
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(24R)-24-methyl-25-azacycloartenol
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(24R,S)-24-Ethyl-25-azacycloartenol
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(24R,S)-24-Methyl-25,26,27-trisnor-24-dimethylamino-N-oxide cycloartenol
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(24R,S)-24-Methyl-25,26,27-trisnor-24-dimethylsulfonium cycloartenol iodide
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(24R,S)-24-Methyl-25,26,27-trisnor-24-trimethylarsonium cycloartenol iodide
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(24R,S)-24-Methyl-25-azacycloartenol
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(24S)-24-methyl-25,26,27-trisnor-24-dimethylamino-N-oxide cycloartenol
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(24S)-24-methyl-25-azacycloartenol
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(3beta24R,S)-24-methyl-24-thionacycloart-3-ol iodide
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reversible, non-competitive-type
24(28)-methylene cycloartanol
competitive
24(28)-methylenecycloartanol
24(28)-methylenecycloartenol
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24(28)-methylenencycloartanol
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24,25-dehydro-27-methenyl-cycloartenol
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i.e. cycloartenol nucleus substrate analogue with double bond at C8
24,25-dehydro-27-methylene-cycloartenol
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i.e. cycloartenol nucleus substrate analogue with double bond at C14, non-competitive
24-Azacycloartanyl acetate
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24-bromocycloartenol
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competitive; competitive inhibitor relative to cycloartenol; time-dependent inhibition kinetics
24-dehydrocycloartenol
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a mechanism-based inactivator
24-fluorocycloartenol
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allylic substrate analog, time-dependent inhibition kinetics, consistent with the action of a suicide substrate that irreversibly inactivates the enzyme; competitive, the electron-withdrawing alpha-fluorine substituent suppresses the rate of the C-methylation reaction
24-Methyl-25,26,27-trisnor-24-trimethylammonium cycloartenol iodide
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24R and 24S isomer
24-Methyl-25-azacycloartenol
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24R and 24S isomer
24-methyl-9,19-cyclolanost-24-en-3-ol
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i.e. cyclobranol, competitive
24-Oxo-25-azacycloartenol
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24beta-methylcycloartanol
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competitive with cycloartenol
25,26,27-Trisnor-24-trimethylammonium cycloartenol iodide
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25-azacycloartanol
non-competitive
25-azalanosterol
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substrate analogue, competitive-type inhibitor, a potent inhibitor of cell growth promoting lanosterol accumulation and 24-alkyl sterol depletion
26,27-dehydrocycloartenol
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26,27-dehydrolanosterol
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substrate analogue, competitive-type inhibitor, pseudofirst-order, time-dependent inactivation of the PbSMT. Formation of a reversibly bound enzyme-substrate complex, followed by catalysis to an intermediate that can be converted to a methyl product or the intermediate can be intercepted through covalent modification and hence irreversible inhibition, lanosterol or 26,27-dehydrolanosterol can lead to distinct intermediates that convert to methylated sterol products
26,27-dehydrozymosterol
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mechanism-based inhibitor, specific covalent modification of SMT2
26-difluorocycloartenol
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competitive inhibitor
26-fluorocycloartenol
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competitive inhibitor
26-methenylcycloartenol
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pseudo-first-order time-dependent inactivation, less potency of inhibition
26-methynylcycloartenol
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inhibition kinetics non-competitive and time-dependent, less potency of inhibition
citrostadienol
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competitive with cycloartenol or 24(28)-methylenelophenol
cycloarta-24,26-dienol
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cyclobranol
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competitive-type inhibitor
cyclolaudenol
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dead end inhibitor analog, competitive versus cycloartenol, uncompetitive versus S-adenosyl-L-methionine
S-adenosyl-L-homocysteine
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noncompetitive with respect to S-adenosyl-L-methionine
24(28)-methylenecycloartanol
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competitive with cycloartenol
24(28)-methylenecycloartanol
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competitive with respect to S-adenosyl-L-methionine
24-thiacycloartanol
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irreversible
24-thiacycloartanol
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a mechanism-based inactivator
25-Azacycloartenol
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competitive with cycloartenol or 24(28)-methylenelophenol; noncompetitive
25-Azacycloartenol
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noncompetitive inhibitor versus cycloartenol, uncompetitive inhibitor versus S-adenosyl-L-methionine
sitosterol
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competitive with cycloartenol or 24(28)-methylenelophenol
additional information
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neither ergosterol or cholesterol inhibit activity
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additional information
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non-competitive inhibitors are ammonium group substituted for carbon at C25, C24, C23 and C22; overview, diverse substrate and transition state analogues
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