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Hispidin

CAT: 0804-HY-100618-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-100618-01Size:5 mg
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Description
Hispidin, a PKC inhibitor and a phenolic compound can be found in Phellinus linteus, has been shown to possess strong anti-oxidant, anti-cancer, anti-diabetic, and anti-dementia properties[1][2][3][4][5][6][7].
CAS Number
555-55-5
UNSPSC
12352005
Hazard Statement
H317, H319
Target
Akt; Endogenous Metabolite; ERK; Ferroptosis; GSK-3; JAK; JNK; Keap1-Nrf2; p38 MAPK; PKC; Reactive Oxygen Species (ROS) ; STAT
Type
Natural Products
Related Pathways
Apoptosis; Epigenetics; Immunology/Inflammation; JAK/STAT Signaling; MAPK/ERK Pathway; Metabolic Enzyme/Protease; NF-κB; PI3K/Akt/mTOR; Protein Tyrosine Kinase/RTK; Stem Cell/Wnt; TGF-beta/Smad
Applications
Metabolism-sugar/lipid metabolism
Field of Research
Cancer; Metabolic Disease; Inflammation/Immunology; Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/hispidin.html
Purity
99.85
Solubility
DMSO : 19.23 mg/mL (ultrasonic)
Smiles
O=C1C=C(O)C=C(/C=C/C2=CC=C(O)C(O)=C2)O1
Molecular Formula
C13H10O5
Molecular Weight
246.22
Precautions
H317, H319
References & Citations
[1]Kim DE, et al. The protective effect of hispidin against hydrogen peroxide-induced apoptosis in H9c2 cardiomyoblast cells through Akt/GSK-3β and ERK1/2 signaling pathway. Exp Cell Res. 2014 Oct 1;327 (2) :264-75.|[2]Wu F, et al. Hispidin Inhibits Ferroptosis Induced by High Glucose via the miR-15b-5p/GLS2 Axis in Pancreatic Beta Cells. Evid Based Complement Alternat Med. 2023 Feb 21;2023:9428241.|[3]Han Y H, et al. Anti-inflammatory effect of hispidin on LPS induced macrophage inflammation through MAPK and JAK1/STAT3 signaling pathways[J]. Applied Biological Chemistry, 2020, 63: 1-9.|[4]Lai MC, et al. Hispidin in the Medicinal Fungus Protects Dopaminergic Neurons from JNK Activation-Regulated Mitochondrial-Dependent Apoptosis in an MPP+-Induced In Vitro Model of Parkinson's Disease. Nutrients. 2023 Jan 20;15 (3) :549.|[5]Kim DE, et al. The protective effect of hispidin against hydrogen peroxide-induced apoptosis in H9c2 cardiomyoblast cells through Akt/GSK-3β and ERK1/2 signaling pathway. Exp Cell Res. 2014 Oct 1;327 (2) :264-75.|[6]Huang SY, et al. The Protective Effect of Hispidin against Hydrogen Peroxide-Induced Oxidative Stress in ARPE-19 Cells via Nrf2 Signaling Pathway. Biomolecules. 2019 Aug 19;9 (8) :380.|[7]Liu YS, et al. Exploring the Wound Healing Potential of Hispidin. Nutrients. 2024 Sep 19;16 (18) :3161.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
Microbial Metabolite

Chemical Information

Hispidin

Hispidin is fungal metabolite first found in basidiomycete Inonotus hispidus (formerly Polyporus hispidus). It has a role as an antioxidant, an EC 2.7.11.13 (protein kinase C) inhibitor and a fungal metabolite. It is a member of catechols and a member of 2-pyranones. It is a conjugate acid of a hispidin(1-).

CAS Number555-55-5
PubChem CID54685921
IUPAC Name6-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxypyran-2-one
Molecular FormulaC13H10O5
Molecular Weight246.21
XLogP1.7
Topological Polar Surface Area87
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Heavy Atom Count18
Formal Charge0
Complexity421
SMILES
C1=CC(=C(C=C1/C=C/C2=CC(=CC(=O)O2)O)O)O
InChI
InChI=1S/C13H10O5/c14-9-6-10(18-13(17)7-9)3-1-8-2-4-11(15)12(16)5-8/h1-7,14-16H/b3-1+
InChIKey
SGJNQVTUYXCBKH-HNQUOIGGSA-N
Chemical Structure
2D Structure
2D structure of Hispidin
CAS: 555-55-5
CID: 54685921
Formula: C13H10O5
MW: 246.21
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight246.21
XLogP31.7
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Exact Mass246.05282342
Monoisotopic Mass246.05282342
Topological Polar Surface Area87 Ų
Heavy Atom Count18
Formal Charge0
Complexity421
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes