Isopropyl-beta-D-thiogalactopyranoside

Modify Date: 2026-07-03 00:37:37

Isopropyl-beta-D-thiogalactopyranoside Structure
Isopropyl-beta-D-thiogalactopyranoside structure
Common Name Isopropyl-beta-D-thiogalactopyranoside
CAS Number 367-93-1 Molecular Weight 238.301
Density 1.4±0.1 g/cm3 Boiling Point 438.4±45.0 °C at 760 mmHg
Molecular Formula C9H18O5S Melting Point 105 °C
MSDS USA Flash Point 218.9±28.7 °C
Symbol GHS07 GHS08
GHS07, GHS08
Signal Word Warning

 Use of Isopropyl-beta-D-thiogalactopyranoside


IPTG is a molecular mimic of allolactose, a lactose metabolite that triggers transcription of the lac operon, and it is therefore used to induce protein expression where the gene is under the control of the lac operator.

 Names

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

Name isopropyl β-D-thiogalactopyranoside
Synonym More Synonyms

 Isopropyl-beta-D-thiogalactopyranoside Biological Activity

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

Description IPTG is a molecular mimic of allolactose, a lactose metabolite that triggers transcription of the lac operon, and it is therefore used to induce protein expression where the gene is under the control of the lac operator.
Related Catalog
In Vitro IPTG uptake by E. coli can be independent of the action of lactose permease, since other transport pathways are also involved. At low concentration, IPTG enters cells through lactose permease, but at high concentrations (typically used for protein induction), IPTG can enter the cells independently of lactose permease[1].
References

[1]. Isopropyl β-D-1-thiogalactopyranoside

 Chemical & Physical Properties

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

Density 1.4±0.1 g/cm3
Boiling Point 438.4±45.0 °C at 760 mmHg
Melting Point 105 °C
Molecular Formula C9H18O5S
Molecular Weight 238.301
Flash Point 218.9±28.7 °C
Exact Mass 238.087494
PSA 115.45000
LogP -1.01
Vapour Pressure 0.0±2.4 mmHg at 25°C
Index of Refraction 1.578
InChIKey BPHPUYQFMNQIOC-NXRLNHOXSA-N
SMILES CC(C)SC1OC(CO)C(O)C(O)C1O
Water Solubility soluble

 MSDS

This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.

 Safety Information

This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.

Symbol GHS07 GHS08
GHS07, GHS08
Signal Word Warning
Hazard Statements H319-H351
Precautionary Statements P281-P305 + P351 + P338
Personal Protective Equipment Eyeshields;Gloves;half-mask respirator (US);multi-purpose combination respirator cartridge (US)
Hazard Codes Xn:Harmful
Risk Phrases R19;R40;R66
Safety Phrases S23-S24/25-S36/37-S22
RIDADR NONH for all modes of transport
WGK Germany 3
HS Code 2932999099

 Synthetic Route

This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.

~89%

Isopropyl-beta-D-thiogalactopyranoside Structure

Isopropyl-beta-...

CAS#:367-93-1

Learn More
Literature: Schmidt, Richard R.; Stumpp, Michael Liebigs Annalen der Chemie, 1983 , # 7 p. 1249 - 1256

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Isopropyl-beta-D-thiogalactopyranoside Structure

Isopropyl-beta-...

CAS#:367-93-1

Learn More
Literature: Li, Aixiao; Kong, Fanzuo Bioorganic and Medicinal Chemistry, 2005 , vol. 13, # 3 p. 839 - 853

~%

Isopropyl-beta-D-thiogalactopyranoside Structure

Isopropyl-beta-...

CAS#:367-93-1

Learn More
Literature: Thiem, Joachim; Wiesner, Matthias Carbohydrate Research, 1993 , vol. 249, # 1 p. 197 - 206

~%

Isopropyl-beta-D-thiogalactopyranoside Structure

Isopropyl-beta-...

CAS#:367-93-1

Learn More
Literature: Schmidt, Richard R.; Stumpp, Michael Liebigs Annalen der Chemie, 1983 , # 7 p. 1249 - 1256

~%

Isopropyl-beta-D-thiogalactopyranoside Structure

Isopropyl-beta-...

CAS#:367-93-1

Learn More
Literature: Helferich; Tuerk Chemische Berichte, 1956 , vol. 89, p. 2215,2218

 Precursor & DownStream

This table lists upstream starting materials and downstream derivative products related to this chemical.

Precursor  5

DownStream  0

 Customs

This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.

HS Code 2932999099
Summary 2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Articles715

More Articles

This table lists relevant public references with title, journal and publication metadata for this compound.

A survey of the interactome of Kaposi's sarcoma-associated herpesvirus ORF45 revealed its binding to viral ORF33 and cellular USP7, resulting in stabilization of ORF33 that is required for production of progeny viruses.

J. Virol. 89(9) , 4918-31, (2015)

The ORF45 protein of Kaposi's sarcoma-associated herpesvirus (KSHV) is a gammaherpesvirus-specific immediate-early tegument protein. Our previous studies have revealed its crucial roles in both early ...

Phospho-tyrosine dependent protein-protein interaction network.

Mol. Syst. Biol. 11(3) , 794, (2015)

Post-translational protein modifications, such as tyrosine phosphorylation, regulate protein-protein interactions (PPIs) critical for signal processing and cellular phenotypes. We extended an establis...

An HD-domain phosphodiesterase mediates cooperative hydrolysis of c-di-AMP to affect bacterial growth and virulence.

Proc. Natl. Acad. Sci. U. S. A. 112(7) , E747-56, (2015)

The nucleotide cyclic di-3',5'- adenosine monophosphate (c-di-AMP) was recently identified as an essential and widespread second messenger in bacterial signaling. Among c-di-AMP-producing bacteria, al...

 Synonyms

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

MFCD00063273
isopropyl beta-D-thiogalactopyranoside
Isopropyl-b-D-thiogalactopyranoside
UNII-X73VV2246B
(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-propan-2-ylsulfanyloxane-3,4,5-triol
Isopropyl β-D-1-thiogalactopyranoside
propan-2-yl 1-thio-β-D-galactopyranoside
Isopropyl 1-thio-b-D-galactopyranoside
Isopropyl-β-D-thiogalactoside
Isopropyl β-D-thiogalactoside
1-Methylethyl 1-thio-β-D-galactopyranoside
Isopropyl β-D-thiogalactopyranoside
Isopropyl-beta-D-thiogalactopyranoside
Isopropyl 1-thio-β-D-galactopyranoside
Isopropyl-β-D-thiogalactopyranoside
EINECS 206-703-0
Isopropyl β-D-thiogalactoside (IPTG)
IPTG
1-(Isopropylthio)-β-Galactopyranside

 Isopropyl-beta-D-thiogalactopyranoside | FAQ

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What is the InChIKey of isopropyl β-D-thiogalactopyranoside?
A: InChIKey of isopropyl β-D-thiogalactopyranoside is BPHPUYQFMNQIOC-NXRLNHOXSA-N.
Q: What is the safety information for isopropyl β-D-thiogalactopyranoside?
A: Safety information for isopropyl β-D-thiogalactopyranoside: S23-S24/25-S36/37-S22.
Q: What is the English name of isopropyl β-D-thiogalactopyranoside?
A: The English name of isopropyl β-D-thiogalactopyranoside is isopropyl β-D-thiogalactopyranoside.
Q: What is the SMILES notation of isopropyl β-D-thiogalactopyranoside?
A: SMILES notation of isopropyl β-D-thiogalactopyranoside is CC(C)SC1OC(CO)C(O)C(O)C1O.
Q: What is the molecular formula of isopropyl β-D-thiogalactopyranoside?
A: Molecular formula of isopropyl β-D-thiogalactopyranoside is C9H18O5S.
Q: What are the uses of isopropyl β-D-thiogalactopyranoside?
A: Main uses of isopropyl β-D-thiogalactopyranoside: IPTG is a molecular mimic of allolactose, a lactose metabolite that triggers transcription of the lac operon, and it is therefore used to induce protein expression where the gene is under the control of the lac operator.
Q: How is the water solubility of isopropyl β-D-thiogalactopyranoside?
A: Water solubility of isopropyl β-D-thiogalactopyranoside: soluble.
Q: What is the CAS number of isopropyl β-D-thiogalactopyranoside?
A: CAS number of isopropyl β-D-thiogalactopyranoside is 367-93-1.
Q: What is the LogP of isopropyl β-D-thiogalactopyranoside?
A: LogP of isopropyl β-D-thiogalactopyranoside is -1.01.
Q: What is the molecular weight of isopropyl β-D-thiogalactopyranoside?
A: Molecular weight of isopropyl β-D-thiogalactopyranoside is 238.301.

 Isopropyl-beta-D-thiogalactopyranosidefactory

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

Shanghai Nianxing Industrial Co., Ltd
Dayang Chem (Hangzhou) Co., Ltd.
naturewill
Henan Tianfu Chemical Co., Ltd.
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