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D-Galactopyranosyl-β-D-thiogalactopyranoside - ≥98%, high purity , CAS No.51555-87-4

COA

Grade & Purity:

≥98%

Cas Number: 51555-87-4
Molecular Weight: 358.36
PubChem CID: 119138
PubChem SID: 504756806

In stock

Item Number

D343351

Grouped product items
SKU	Size	Availability	Price
D343351-25mg	25mg	3	$47.90
D343351-100mg	100mg	2	$119.90
D343351-250mg	250mg	2	$239.90
D343351-1g	1g	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$764.90

View related series

Galactoses (8) Galectin (9) Immunology/Inflammation (1929) Thioglycosides (2)

Basic Description

Synonyms	(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyloxane-3,4,5-triol \| Thiodigalactoside \| Tdg cpd \| D-Galactopyranosylthio-β-D-galactopyranoside \| β-D-Galactopyranosyl 1-thio-β-D-galactopyranoside \|
Specifications & Purity	≥98%
Biochemical and Physiological Mechanisms	Thiodigalactoside (TDG)is a potent inhibitor of galectin-1 (GAL1) that suppress tumor growth by inhibiting multiple cancer enhancing activities of galectin-1, including immune cell dysregulation, angiogenesis and protection against oxidative stress. Thiod
Storage Temp	Store at -20°C
Shipped In	Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available.
Product Description	D-Galactopyranosyl-β- D-thiogalactopyranoside (Thiodigalactoside) is a compound belonging to the dihexoses (disaccharides containing two hexose carbohydrates). Thiodigalactoside is known to target galectin-1, heat-labile enterotoxin b chain, neurocan core protein, and lactose permease.\|D-Galactopyranosyl-β- D-thiogalactopyranoside is often used to study galectins, a family of glycan-binding lectins with diverse regulatory roles in physiological processes. Galectins have significant roles in inflammation and cancer. Thiodigalactoside is a diglycan that binds galectins-1, -3, -8, and -9 with Kd values between 24 and 78 μM. It is used to investigate the roles of these galectins in cell signaling and carcinogenesis.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Organic oxygen compounds
  - Class Organooxygen compounds
    - Subclass Carbohydrates and carbohydrate conjugates
      - Level5 Glycosyl compounds
        Level6 Thioglycosides

Kingdom	Organic compounds
Superclass	Organic oxygen compounds
Class	Organooxygen compounds
Subclass	Carbohydrates and carbohydrate conjugates
Intermediate Tree Nodes	Glycosyl compounds
Direct Parent	Thioglycosides
Alternative Parents	Thio-linked disaccharides Oxanes Monothioacetals Secondary alcohols Sulfenyl compounds Polyols Oxacyclic compounds Primary alcohols Hydrocarbon derivatives
Molecular Framework	Aliphatic heteromonocyclic compounds
Substituents	Thio-linked disaccharide - S-glycosyl compound - Disaccharide - Oxane - Monothioacetal - Secondary alcohol - Oxacycle - Organoheterocyclic compound - Sulfenyl compound - Polyol - Hydrocarbon derivative - Primary alcohol - Organosulfur compound - Alcohol - Aliphatic heteromonocyclic compound
Description	This compound belongs to the class of organic compounds known as thioglycosides. These are glycoside in which a sugar group is bonded through one carbon to another group via a S-glycosidic bond.
External Descriptors	Not available
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61. DOI: 10.1186/s13321-016-0174-y

Product Properties

pKa	pKₐ: 12.63 (Predicted)

Associated Targets(Human)

LGALS1 Tchem Galectin-1 (387 Activities)

Discover Target: LGALS1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

LGALS9 Tchem Galectin-9 (186 Activities)

Discover Target: LGALS9

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

LGALS8 Tchem Galectin-8 (303 Activities)

Discover Target: LGALS8

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

LGALS7 Tbio Galectin-7 (120 Activities)

Discover Target: LGALS7

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

LGALS2 Tbio Galectin-2 (56 Activities)

Discover Target: LGALS2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Lgals3 Galectin-3 (98 Activities)

Discover Target: Lgals3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Names and Identifiers

Pubchem Sid	504756806
Pubchem Sid Url	https://pubchem.ncbi.nlm.nih.gov/substance/504756806
IUPAC Name	(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyloxane-3,4,5-triol
INCHI	InChI=1S/C12H22O10S/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5+,6+,7+,8+,9-,10-,11+,12+/m1/s1
InChIKey	SYKYBMOFPMXDRQ-ZFDCCPEWSA-N
Smiles	C(C1C(C(C(C(O1)SC2C(C(C(C(O2)CO)O)O)O)O)O)O)O
Isomeric SMILES	C([C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)S[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O)O)O)O)O
Molecular Weight	358.36
Reaxy-Rn	11730146
Reaxys-RN_link_address	https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=11730146&ln=

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):

Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

11 results found

Lot Number	Certificate Type	Date	Item
H2206674	Certificate of Analysis	May 12, 2025	D343351
H2206676	Certificate of Analysis	May 12, 2025	D343351
H2206675	Certificate of Analysis	May 12, 2025	D343351
E2512216	Certificate of Analysis	Mar 20, 2025	D343351
E2512217	Certificate of Analysis	Mar 20, 2025	D343351
E2512218	Certificate of Analysis	Mar 20, 2025	D343351
E2512233	Certificate of Analysis	Mar 20, 2025	D343351
G2403567	Certificate of Analysis	May 23, 2024	D343351
G2403568	Certificate of Analysis	May 23, 2024	D343351
G2403569	Certificate of Analysis	May 23, 2024	D343351
H2206800	Certificate of Analysis	Jun 25, 2022	D343351

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Chemical and Physical Properties

Solubility	≥35.8 mg/mL in H2O; insoluble in EtOH; ≥52.5 mg/mL in DMSO
Refractive Index	n20D~1.69 (Predicted)
Boil Point(°C)	~712.6° C at 760 mmHg (Predicted)
Melt Point(°C)	229-235° C
Molecular Weight	358.360 g/mol
XLogP3	-3.400
Hydrogen Bond Donor Count	8
Hydrogen Bond Acceptor Count	11
Rotatable Bond Count	4
Exact Mass	358.093 Da
Monoisotopic Mass	358.093 Da
Topological Polar Surface Area	206.000 Å²
Heavy Atom Count	23
Formal Charge	0
Complexity	353.000
Isotope Atom Count	0
Defined Atom Stereocenter Count	10
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
The total count of all stereochemical bonds	0
Covalently-Bonded Unit Count	1

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