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Liquiritin apioside

CAT: 0804-HY-N1471-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N1471-01Size:5 mg
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Description
Liquiritin apioside is an orally active inhibitor of TRPV1 receptor. Liquiritin apioside selectively inhibits laryngeal chemoreflex (LCR) and has no significant effect on mechanoreflex (LMR) . Liquiritin apioside inhibits LCR by inhibiting reactive oxygen species (ROS) and NADPH oxidase, weakening the interaction between ROS and TRPV1. Liquiritin apioside can be used in the research of respiratory-related diseases[1][2].
CAS Number
74639-14-8
UNSPSC
12352005
Target
Others
Type
Natural Products
Related Pathways
Others
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/liquiritin-apioside.html
Purity
99.96
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O[C@H]([C@H]1O[C@]2([H])OC[C@](O)(CO)[C@H]2O)[C@H](O)[C@@H](CO)O[C@H]1OC(C=C3)=CC=C3[C@@H]4CC(C5=CC=C(O)C=C5O4)=O
Molecular Formula
C26H30O13
Molecular Weight
550.51
References & Citations
[1]Wei W, et al. Liquiritin apioside attenuates laryngeal chemoreflex but not mechanoreflex in rat pups. Am J Physiol Lung Cell Mol Physiol. 2020 Jan 1;318 (1) :L89-L97.|[2]Xia X, et al. Liquiritin apioside alleviates colonic inflammation and accompanying depression-like symptoms in colitis by gut metabolites and the balance of Th17/Treg. Phytomedicine. 2023 Nov;120:155039.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

Liquiritin apioside

Liquiritin apioside is a glycoside and a member of flavonoids.

CAS Number74639-14-8
PubChem CID10076238
IUPAC Name(2S)-2-[4-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-7-hydroxy-2,3-dihydrochromen-4-one
Molecular FormulaC26H30O13
Molecular Weight550.5
XLogP-0.8
Topological Polar Surface Area205
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count13
Rotatable Bond Count7
Heavy Atom Count39
Formal Charge0
Complexity837
SMILES
C1[C@H](OC2=C(C1=O)C=CC(=C2)O)C3=CC=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O[C@H]5[C@@H]([C@](CO5)(CO)O)O
InChI
InChI=1S/C26H30O13/c27-9-19-20(31)21(32)22(39-25-23(33)26(34,10-28)11-35-25)24(38-19)36-14-4-1-12(2-5-14)17-8-16(30)15-6-3-13(29)7-18(15)37-17/h1-7,17,19-25,27-29,31-34H,8-11H2/t17-,19+,20+,21-,22+,23-,24+,25-,26+/m0/s1
InChIKey
FTVKHUHJWDMWIR-DWMQJYMWSA-N
Chemical Structure
2D Structure
2D structure of Liquiritin apioside
CAS: 74639-14-8
CID: 10076238
Formula: C26H30O13
MW: 550.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight550.5
XLogP3-0.8
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count13
Rotatable Bond Count7
Exact Mass550.16864101
Monoisotopic Mass550.16864101
Topological Polar Surface Area205 Ų
Heavy Atom Count39
Formal Charge0
Complexity837
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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