SQDG

CAT: 0804-HY-143692Size: 1 mgDry Ice: NoHazardous: No

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CAT#:0804-HY-143692Size:1 mg

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Description

SQDG inhibits topoisomerase I and P-selectin receptor, exhibits anti-inflammatory, antiviral and antitumor activities. SQDG is a glycolipid that possesses sugar moieties in their head groups. SQDG is a membrane lipid that can be used to investigate the effects of structural lipid in LNP formulations[1][2][3].

CAS Number

123036-44-2

UNSPSC

12352200

Target

Apoptosis; HSV; Liposome; MDM-2/p53; Topoisomerase

Type

Biochemical Assay Reagents

Related Pathways

Anti-infection; Apoptosis; Cell Cycle/DNA Damage; Metabolic Enzyme/Protease

Applications

Metabolism-sugar/lipid metabolism

Field of Research

Cancer; Infection; Inflammation/Immunology

Assay Protocol

https://www.medchemexpress.com/sqdg.html

Purity

99.0

Solubility

DMSO : 1 mg/mL (ultrasonic; warming)

Smiles

CC/C=C\C/C=C\C/C=C\CCCCCCCC(OC[C@@H](OC(CCCCCCCCCCCCCCC)=O)CO[C@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CS(=O)(O)=O)=O

Molecular Formula

C43H76O12S

Molecular Weight

817.12

References & Citations

[1]Jeonghwan Kim, et al. Naturally Derived Membrane Lipids Impact Nanoparticle-Based Messenger RNA Delivery. Cell Mol Bioeng. 2020 May 26;13 (5) :463-474.|[2]Nakajima Y, et al., Thylakoid membrane lipid sulfoquinovosyl-diacylglycerol (SQDG) is required for full functioning of photosystem II in Thermosynechococcus elongatus. J Biol Chem. 2018 Sep 21;293 (38) :14786-14797.|[3]Wang H, et al. Antiviral activity of a sulfoquinovosyldiacylglycerol (SQDG) compound isolated from the green alga Caulerpa racemosa[J]. 2007.|[4]Jain CK, et al., Sulfonoquinovosyl diacylglyceride selectively targets acute lymphoblastic leukemia cells and exerts potent anti-leukemic effects in vivo. Sci Rep. 2015 Jul 20;5:12082.

Shipping Conditions

Blue Ice

Storage Conditions

-20°C (Powder, protect from light, stored under nitrogen)

Scientific Category

Biochemical Assay Reagents

Clinical Information

No Development Reported

Chemical Information

((2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-((S)-3-((9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy)-2-(palmitoyloxy)propoxy)tetrahydro-2H-pyran-2-yl)methanesulfonic acid

SQDG(18:3(9Z,12Z,15Z)/16:0) is a sulfoquinovosyldiacylglycerol 34:3.

CAS Number	123036-44-2
PubChem CID	15719992
IUPAC Name	[(2S,3S,4S,5R,6S)-6-[(2S)-2-hexadecanoyloxy-3-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyl]oxypropoxy]-3,4,5-trihydroxyoxan-2-yl]methanesulfonic acid
Molecular Formula	C43H76O12S
Molecular Weight	817.1
XLogP	10.2
Topological Polar Surface Area	195
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	12
Rotatable Bond Count	37
Heavy Atom Count	56
Formal Charge	0
Complexity	1180

SMILES

CCCCCCCCCCCCCCCC(=O)O[C@@H](CO[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CS(=O)(=O)O)O)O)O)COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC

InChI

InChI=1S/C43H76O12S/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-38(44)52-33-36(34-53-43-42(48)41(47)40(46)37(55-43)35-56(49,50)51)54-39(45)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h5,7,11,13,17-18,36-37,40-43,46-48H,3-4,6,8-10,12,14-16,19-35H2,1-2H3,(H,49,50,51)/b7-5-,13-11-,18-17-/t36-,37-,40-,41+,42-,43+/m1/s1

InChIKey

ZAHARQGLYKGAHR-XBZAAVCRSA-N

Chemical Structure

2D Structure

CAS: 123036-44-2

CID: 15719992

Formula: C43H76O12S

MW: 817.1

Interactive 3D Structure

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View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	817.1
XLogP3	10.2
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	12
Rotatable Bond Count	37
Exact Mass	816.50574903
Monoisotopic Mass	816.50574903
Topological Polar Surface Area	195 Å²
Heavy Atom Count	56
Formal Charge	0
Complexity	1180
Isotope Atom Count	0
Defined Atom Stereocenter Count	6
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	3
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

Alternative Products

Catalog	Name
GTR19221359-01	SQDG

SQDG

Chemical Information

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