Secoxyloganin

CAT: 0013-GTR19170139-05Size: 50 mgDry Ice: NoHazardous: No

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CAT#:0013-GTR19170139-05Size:50 mg

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Description

Secoxyloganin is a bioactive small molecule with demonstrated hepatoprotective, antibacterial, and cytotoxic properties against the UACC-62 melanoma cell line. It also exhibits antiviral activity, showing protective effects in PRRSV-infected cells at concentrations as low as 6.25 μg/mL, making it a compound of interest for pharmacological and virological research.

CAS Number

58822-47-2

Product Name Alternative

Antiinfection, Anti-infection, blood, allergy-preventive, Lonicera, inhibit, japonica, flow, Inhibitor, Secoxyloganin

Field of Research

Infectious Disease & Virology

Purity

≥95% (May vary between batches)

Solubility

Ethanol:Soluble; DMSO:100 mg/mL (247.3 mM) ;10% DMSO+40% PEG300+5% Tween 80+45% Saline:4 mg/mL (9.89 mM)

Smiles

COC (=O) C1=CO[C@@H] (O[C@@H]2O[C@H] (CO) [C@@H] (O) [C@H] (O) [C@H]2O) [C@H] (C=C) [C@@H]1CC (O) =O

Molecular Formula

C17H24O11

Molecular Weight

404.37

Storage Conditions

-20°C

Notes

For research use only.

Chemical Information

Secoxyloganin

Secoxyloganin is a secoiridoid glycoside that is [(2R,3R,4S)-2-hydroxy-5-(methoxycarbonyl)-3-vinyl-3,4-dihydro-2H-pyran-4-yl]acetic acid in which the anometric hydroxy group has been converted to the corresponding beta-D-glucoside. It has been isolated from several plant species and exhibits antioxidant and anti-allergic properties. It has a role as an antioxidant, an anti-allergic agent and a plant metabolite. It is a beta-D-glucoside, a methyl ester, a member of pyrans, a dicarboxylic acid monoester, a secoiridoid glycoside, an enoate ester and a monosaccharide derivative. It is a conjugate acid of a secoxyloganin(1-).

CAS Number	58822-47-2
PubChem CID	162868
IUPAC Name	2-[(2S,3R,4S)-3-ethenyl-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]acetic acid
Molecular Formula	C17H24O11
Molecular Weight	404.4
XLogP	-1.6
Topological Polar Surface Area	172
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	11
Rotatable Bond Count	8
Heavy Atom Count	28
Formal Charge	0
Complexity	618

SMILES

COC(=O)C1=CO[C@H]([C@@H]([C@@H]1CC(=O)O)C=C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O

InChI

InChI=1S/C17H24O11/c1-3-7-8(4-11(19)20)9(15(24)25-2)6-26-16(7)28-17-14(23)13(22)12(21)10(5-18)27-17/h3,6-8,10,12-14,16-18,21-23H,1,4-5H2,2H3,(H,19,20)/t7-,8+,10-,12-,13+,14-,16+,17+/m1/s1

InChIKey

MQLSOVRLZHTATK-PEYNGXJCSA-N

Chemical Structure

2D Structure

CAS: 58822-47-2

CID: 162868

Formula: C17H24O11

MW: 404.4

Interactive 3D Structure

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View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	404.4
XLogP3	-1.6
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	11
Rotatable Bond Count	8
Exact Mass	404.13186158
Monoisotopic Mass	404.13186158
Topological Polar Surface Area	172 Å²
Heavy Atom Count	28
Formal Charge	0
Complexity	618
Isotope Atom Count	0
Defined Atom Stereocenter Count	8
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

Related Products

Catalog	Name
GTR19277386-01	Secologanin
GTR19180618	Secologanin dimethyl acetal

Alternative Products

Catalog	Name
294632-01	Secoxyloganin
HY-N3009R	Secoxyloganin (Standard)
TN4983	Secoxyloganin methyl ester

Secoxyloganin

Chemical Information

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