IPT

1-methylethyl 1-thio-beta-D-galactopyranoside

Created:	1999-07-08
Last modified:	2020-07-17

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Chemical Details
Formal Charge	0
Atom Count	33
Chiral Atom Count	5
Bond Count	33
Aromatic Bond Count	0

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Chemical Component Summary
Name	1-methylethyl 1-thio-beta-D-galactopyranoside
Synonyms	ISOPROPYL-1-BETA-D-THIOGALACTOSIDE; 1-(ISOPROPYLTHIO)-BETA-GALACTOPYRANSIDE; 1-methylethyl 1-thio-beta-D-galactoside; 1-methylethyl 1-thio-D-galactoside; 1-methylethyl 1-thio-galactoside
Systematic Name (OpenEye OEToolkits)	(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-propan-2-ylsulfanyl-oxane-3,4,5-triol
Formula	C₉ H₁₈ O₅ S
Molecular Weight	238.301
Type	D-SACCHARIDE

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	S(C(C)C)C1OC(C(O)C(O)C1O)CO
SMILES	CACTVS	3.341	CC(C)S[CH]1O[CH](CO)[CH](O)[CH](O)[CH]1O
SMILES	OpenEye OEToolkits	1.5.0	CC(C)SC1C(C(C(C(O1)CO)O)O)O
Canonical SMILES	CACTVS	3.341	CC(C)S[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O
Canonical SMILES	OpenEye OEToolkits	1.5.0	CC(C)S[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O
InChI	InChI	1.03	InChI=1S/C9H18O5S/c1-4(2)15-9-8(13)7(12)6(11)5(3-10)14-9/h4-13H,3H2,1-2H3/t5-,6+,7+,8-,9+/m1/s1
InChIKey	InChI	1.03	BPHPUYQFMNQIOC-NXRLNHOXSA-N

Drug Info: DrugBank

DrugBank ID	DB01862
Name	Isopropyl beta-D-thiogalactopyranoside
Groups	experimental
Description	A non-metabolizable galactose analog that induces expression of the LAC operon.
Synonyms	isopropyl-β-D-thiogalactoside IPTG isopropyl β-D-thiogalactopyranoside isopropyl-β-D-thiogalactopyranoside isopropyl thiogalactoside isopropyl β-D-thiogalactoside isopropyl β-D-1-thiogalactopyranoside Isopropyl beta-D-thiogalactopyranoside
Categories	Carbohydrates Galactosides Glycosides Sulfur Compounds Thiogalactosides Thioglycosides
CAS number	367-93-1

Drug Targets

Name	Target Sequence	Pharmacological Action
Beta-galactosidase	MTMITDSLAVVLQRRDWENPGVTQLNRLAAHPPFASWRNSEEARTDRPSQ...	unknown
Galactoside O-acetyltransferase	MNMPMTERIRAGKLFTDMCEGLPEKRLRGKTLMYEFNHSHPSEVEKRESL...	unknown
Lactose operon repressor	MKPVTLYDVAEYAGVSYQTVSRVVNQASHVSAKTREKVEAAMAELNYIPN...	unknown

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