| Common Name |
Integrin
| Description |
Integrin is found in fruits. Integrin is a constituent of heartwood of Artocarpus integer (champeduk).Integrin has been shown to exhibit anti-cancer, cardioprotective, tissue repair, immunosuppressant and neuroprotectant functions (PMID 18991712 , 20224428 , 10594730 , 1362491 , 11238733 ).Integrin belongs to the family of Flavonols. These are compounds that has the 3-hydroxyflavone backbone.
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Structure for HMDB29486 (Integrin)
| Synonyms |
| Value |
Source |
2',4',5-Trihydroxy-7-methoxy-3-prenylflavoneHMDB
Integrin?HMDB
| Chemical Formlia |
C21H20O6
| Average Molecliar Weight |
368.3799
| Monoisotopic Molecliar Weight |
368.125988372
| IUPAC Name |
2-(2,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-3-(3-methylbut-2-en-1-yl)-4H-chromen-4-one
| Traditional Name |
integrin
| CAS Registry Number |
60791-49-3
| SMILES |
COC1=CC(O)=C2C(=O)C(CC=C(C)C)=C(OC2=C1)C1=C(O)C=C(O)C=C1
| InChI Identifier |
InChI=1S/C21H20O6/c1-11(2)4-6-15-20(25)19-17(24)9-13(26-3)10-18(19)27-21(15)14-7-5-12(22)8-16(14)23/h4-5,7-10,22-24H,6H2,1-3H3
| InChI Key |
CTCHDPAJHVDPRN-UHFFFAOYSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of chemical entities known as 3-prenylated flavones. These are flavones that features a C5-isoprenoid substituent at the 3-position.
| Kingdom |
Chemical entities
| Super Class |
Organic compounds
| Class |
Phenylpropanoids and polyketides
| Sub Class |
Flavonoids
| Direct Parent |
3-prenylated flavones
| Alternative Parents |
7-O-methylated flavonoids
4-hydroxyflavonoids
5-hydroxyflavonoids
Chromones
Anisoles
Resorcinols
1-hydroxy-2-unsubstituted benzenoids
Alkyl aryl ethers
Pyranones and derivatives
1-hydroxy-4-unsubstituted benzenoids
Benzene and substituted derivatives
Heteroaromatic compounds
Vinylogous acids
Oxacyclic compounds
Organic oxides
Hydrocarbon derivatives
| Substituents |
3-prenylated flavone
7-methoxyflavonoid-skeleton
4'-hydroxyflavonoid
5-hydroxyflavonoid
Hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
Anisole
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Pyranone
Monocyclic benzene moiety
Benzenoid
Pyran
Vinylogous acid
Heteroaromatic compound
Ether
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound
| Molecliar Framework |
Aromatic heteropolycyclic compounds
| External Descriptors |
Flavones and Flavonols (LMPK12110897 )
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
Food
| Biofunction |
anti-cancer
cardioprotective
immunosuppressant
neuroprotectant
tissue repair
| Application |
Nutrient
| Cellliar locations |
Membrane
| Physical Properties |
| State |
Not Available
| Experimental Properties |
| Property |
Value |
Reference |
Melting Point165 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility0.014 mg/mLALOGPS
logP3.81ALOGPS
logP4.16ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)7.99ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area96.22 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity102.94 m3·mol-1ChemAxon
Polarizability38.79 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
| Spectrum Type |
Description |
Splash Key |
|
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, NegativeNot Available
| Biological Properties |
| Cellliar Locations |
Membrane
| Biofluid Locations |
Not Available
| Tissue Location |
Not Available
| Pathways |
Not Available
| Normal Concentrations |
| Not Available |
| Abnormal Concentrations |
|
Not Available
| Associated Disorders and Diseases |
| Disease References |
None
| Associated OMIM IDs |
None
| External Links |
| DrugBank ID |
Not Available
| DrugBank Metabolite ID |
Not Available
| Phenol Explorer Compound ID |
Not Available
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
FDB000618
| KNApSAcK ID |
C00004031
| Chemspider ID |
24843901
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB29486
| Metagene Link |
HMDB29486
| METLIN ID |
Not Available
| PubChem Compound |
44258291
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: Adomeglivant
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Cai W, Niu G, Chen X: Imaging of integrins as biomarkers for tumor angiogenesis. Curr Pharm Des. 2008;14(28):2943-73. [PubMed:18991712 ]
- Suryakumar G, Kasiganesan H, Balasubramanian S, Kuppuswamy D: Lack of beta3 integrin signaling contributes to calpain-mediated myocardial cell loss in pressure-overloaded myocardium. J Cardiovasc Pharmacol. 2010 Jun;55(6):567-73. doi: 10.1097/FJC.0b013e3181d9f5d4. [PubMed:20224428 ]
- Feng X, Clark RA, Galanakis D, Tonnesen MG: Fibrin and collagen differentially regulate human dermal microvascular endothelial cell integrins: stabilization of alphav/beta3 mRNA by fibrin1. J Invest Dermatol. 1999 Dec;113(6):913-9. [PubMed:10594730 ]
- Gorski A, Kardasiewicz H, Wyzgal J, Durlik M: Diminished integrin expression on granulocytes from renal allograft recipients. Arch Immunol Ther Exp (Warsz). 1992;40(1):71-4. [PubMed:1362491 ]
- Gary DS, Mattson MP: Integrin signaling via the PI3-kinase-Akt pathway increases neuronal resistance to glutamate-induced apoptosis. J Neurochem. 2001 Mar;76(5):1485-96. [PubMed:11238733 ]
- (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
|
PMID: 6864517
