IBM

3-ISOBUTYL-1-METHYLXANTHINE

Created:	2003-11-24
Last modified:	2011-06-04

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Chemical Details
Formal Charge	0
Atom Count	30
Chiral Atom Count	0
Bond Count	31
Aromatic Bond Count	10

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Chemical Component Summary
Name	3-ISOBUTYL-1-METHYLXANTHINE
Systematic Name (OpenEye OEToolkits)	1-methyl-3-(2-methylpropyl)-9H-purine-2,6-dione
Formula	C₁₀ H₁₄ N₄ O₂
Molecular Weight	222.244
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C2c1ncnc1N(C(=O)N2C)CC(C)C
SMILES	CACTVS	3.341	CC(C)CN1C(=O)N(C)C(=O)c2nc[nH]c12
SMILES	OpenEye OEToolkits	1.5.0	CC(C)CN1c2c(nc[nH]2)C(=O)N(C1=O)C
Canonical SMILES	CACTVS	3.341	CC(C)CN1C(=O)N(C)C(=O)c2nc[nH]c12
Canonical SMILES	OpenEye OEToolkits	1.5.0	CC(C)CN1c2c(nc[nH]2)C(=O)N(C1=O)C
InChI	InChI	1.03	InChI=1S/C10H14N4O2/c1-6(2)4-14-8-7(11-5-12-8)9(15)13(3)10(14)16/h5-6H,4H2,1-3H3,(H,11,12)
InChIKey	InChI	1.03	APIXJSLKIYYUKG-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank ID	DB07954
Name	3-isobutyl-1-methyl-7H-xanthine
Groups	experimental
Synonyms	1-methyl-3-isobutylxanthine 3-isobutyl-1-methyl-3,7-dihydro-1H-purine-2,6-dione 3-isobutyl-1-methylxanthine IBMX 1-methyl-3-(2-methylpropyl)-7H-purine-2,6-dione 3-Isobutyl-1-methyxanthine 3-isobutyl-1-methyl-7H-xanthine
Categories	Enzyme Inhibitors Heterocyclic Compounds, Fused-Ring Phosphodiesterase Inhibitors Purines Purinones Xanthine derivatives
CAS number	28822-58-4

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Adenosine receptor A1	MPPSISAFQAAYIGIEVLIALVSVPGNVLVIWAVKVNQALRDATFCFIVS...	unknown	antagonist
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3A	MAVPGDAARVRDKPVHSGVSQAPTAGRDCHHRADPASPRDSGCRGCWGDL...	unknown	inhibitor
Adenosine receptor A2a	MPIMGSSVYITVELAIAVLAILGNVLVCWAVWLNSNLQNVTNYFVVSLAA...	unknown	inhibitor
3',5'-cyclic-AMP phosphodiesterase 4B	MKKSRSVMTVMADDNVKDYFECSLSKSYSSSSNTLGIDLWRGRRCCSGNL...	unknown	inhibitor
Adenosine receptor A2b	MLLETQDALYVALELVIAALSVAGNVLVCAAVGTANTLQTPTNYFLVSLA...	unknown	inhibitor
3',5'-cyclic-AMP phosphodiesterase 4A	MEPPTVPSERSLSLSLPGPREGQATLKPPPQHLWRQPRTPIRIQQRGYSD...	unknown	inhibitor
Adenosine receptor A3	MPNNSTALSLANVTYITMEIFIGLCAIVGNVLVICVVKLNPSLQTTTFYF...	unknown	inhibitor
3',5'-cyclic-AMP phosphodiesterase 4D	MEAEGSSAPARAGSGEGSDSAGGATLKAPKHLWRHEQHHQYPLRQPQFRL...	unknown	inhibitor
cGMP-specific 3',5'-cyclic phosphodiesterase	MERAGPSFGQQRQQQQPQQQKQQQRDQDSVEAWLDDHWDFTFSYFVRKAT...	unknown	inhibitor
cGMP-dependent 3',5'-cyclic phosphodiesterase	MGQACGHSILCRSQQYPAARPAEPRGQQVFLKPDEPPPPPQPCADSLQDA...	unknown	inhibitor
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3B	MRRDERDAKAMRSLQPPDGAGSPPESLRNGYVKSCVSPLRQDPPRGFFFH...	unknown
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A	MEVCYQLPVLPLDRPVPQHVLSRRGAISFSSSSALFGCPNPRQLSQRRGA...	unknown
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	MGSGSSSYRPKAIYLDIDGRIQKVIFSKYCNSSDIMDLFCIATGLPRNTT...	unknown
High affinity cAMP-specific and IBMX-insensitive 3',5'-cyclic phosphodiesterase 8A	MGCAPSIHISERLVAEDAPSPAAPPLSSGGPRLPQGQKTAALPRTRGAGL...	unknown
Retinal rod rhodopsin-sensitive cGMP 3',5'-cyclic phosphodiesterase subunit gamma	MNLEPPKAEFRSATRVAGGPVTPRKGPPKFKQRQTRQFKSKPPKKGVQGF...	unknown
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682