Chalconaringenin 2\'-xyloside



Compound IDCDAMM00908
Common nameChalconaringenin 2\'-xyloside
IUPAC name1-[2,4-dihydroxy-6-(3,4,5-trihydroxyoxan-2-yl)oxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
Molecular formulaC20H20O9

Experimental data

Retention time0.46
Adduct[M+Na]+
Actual mz427.097
Theoretical mz427.1
Error7.3
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.6713

Identifiers and class information

Inchi keyYFTPPEJHVJJJMC-LNFKQSBXNA-N
SmilesO=C(C=CC1=CC=C(O)C=C1)C=2C(O)=CC(O)=CC2OC3OCC(O)C(O)C3O
SuperclassPhenylpropanoids and polyketides
ClassFlavonoids

Pharmacokinetic properties

Number of descriptor values(#stars)1
Number of non-conjugated amine groups (#amine)0
Number of amidine and guanidine groups (#amidine)0
Number of carboxylic acid groups (#acid)0
Number of non-conjugated amide groups (#amide)0
Number of rotatable bonds (#rotor)12
Number of reactive functional groups (#rtvFG)2
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)404.373
Computed dipole moment(dipole)7.53
Total solvent accessible surface area (SASA)669.919
Hydrophobic component of SASA (FOSA)131.3
Hydrophilic component of SASA (FISA)287.584
Pie component of the SASA (PISA)251.035
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1186.59
Number of hydrogen bond donors (donorHB)5
Number of hydrogen bond acceptors (accptHB)10.8
Free energy of solvation of dipole (dip^2/V)0.0477851
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0360484
Globularity descriptor (glob)0.809114
Predicted polarizability in cubic angstroms (QPpolrz)36.026
Predicted hexadecane/gas partition coefficient (QPlogPC16)14.181
Predicted octanol/gas partition coefficient (QPlogPoct)26.024
Predicted water/gas partition coefficient (QPlogPw)20.309
Predicted octanol/water partition coefficient (QPlogPo/w)0.18
Predicted aqueous solubility (QPlogS)-2.899
Conformation-independent predicted aqueous solubility (CIQPlogS)-3.841
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.818
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)18.567
Predicted brain/blood partition coefficient (QPlogBB)-3.088
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)6.654
Predicted skin permeability, log Kp (QPlogKp)-4.783
PM3 calculated ionization potential (IP(ev))8.813
PM3 calculated electron affinity (EA(eV))0.468
Number of likely metabolic reactions (#metab)6
Prediction of binding to human serum albumin (QPlogKhsa)-0.696
Predicted qualitative human oral absorption (HumanOralAbsorption)2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)37.749
Solvent-accessible surface area of fluorine atoms (SAFluorine)0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)0
Van der Waals surface area (PSA)167.672
Number of nitrogen and oxygen atoms (#NandO)9
Number of violations of Lipinski’s rule of five (RuleOfFive)1
Number of violations of Jorgensen’s rule of three (RuleOfThree)1

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID Gene name Target name TTD_ID Prediction source
P05067APPBeta amyloid A4 proteinT87024SEA
P43166CA7Carbonic anhydrase VIIT37541SEA
P23280CA6Carbonic anhydrase VIT06569SEA
Q9ULX7CA14Carbonic anhydrase XIVT31992SEA
P22748CA4Carbonic anhydrase IVT53378SEA
P27338MAOBMonoamine oxidase BT83011SEA
P15121AKR1B1Aldose reductaseT26623SwissTargetPrediction
P11926ODC1Ornithine decarboxylaseT60366SEA
P13726F3Coagulation factor VII/tissue factorT72702SEA
P56817BACE1Beta-secretase 1T79031SEA
P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SEA
Q9NR96TLR9Toll-like receptor (TLR7/TLR9)T11451SEA
Q9UNQ0ABCG2ATP-binding cassette sub-family G member 2T56556SEA
P14679TYRTyrosinaseT97035SEA
P10636MAPTMicrotubule-associated protein tauT45593SEA
Q04760GLO1Glyoxalase IT88285SEA
Q16236NFE2L2Nuclear factor erythroid 2-related factor 2T88505SEA
Q9H4B7TUBB1Tubulin beta-1 chainT84397SEA
P10809HSPD1Mitochondrial matrix protein P1T11283SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T87024DI0025Alzheimer disease[ICD-11: 8A20]P05067APP
T87024DI0122Diagnostic imaging[ICD-11: N.A.]P05067APP
T06569DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P23280CA6
T06569DI0372Seborrhoeic dermatitis[ICD-11: EA81]P23280CA6
T31992DI0046Bacterial infection[ICD-11: 1A00-1C4Z]Q9ULX7CA14
T31992DI0204Inborn metabolism deficiency[ICD-11: 5C50-5C59]Q9ULX7CA14
T53378DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P22748CA4
T53378DI0166Glaucoma[ICD-11: 9C61]P22748CA4
T53378DI0372Seborrhoeic dermatitis[ICD-11: EA81]P22748CA4
T83011DI0115Dementia[ICD-11: 6D80-6D8Z]P27338MAOB
T83011DI0117Depression[ICD-11: 6A70-6A7Z]P27338MAOB
T83011DI0190Hypertension[ICD-11: BA00-BA04]P27338MAOB
T83011DI0243Malaria[ICD-11: 1F40-1F45]P27338MAOB
T83011DI0264Migraine[ICD-11: 8A80]P27338MAOB
T83011DI0331Parkinsonism[ICD-11: 8A00]P27338MAOB
T26623DI0298Neuropathy[ICD-11: 8C0Z]P15121AKR1B1
T26623DI0366Rheumatoid arthritis[ICD-11: FA20]P15121AKR1B1
T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
T72702DI0075Cervical cancer[ICD-11: 2C77]P13726F3
T79031DI0025Alzheimer disease[ICD-11: 8A20]P56817BACE1
T83145DI0218Irritable bowel syndrome[ICD-11: DD91]P19838NFKB1
T83145DI0366Rheumatoid arthritis[ICD-11: FA20]P19838NFKB1
T11451DI0095Colorectal cancer[ICD-11: 2B91]Q9NR96TLR9
T11451DI0179Hepatitis virus infection[ICD-11: 1E50-1E51]Q9NR96TLR9
T11451DI0252Melanoma[ICD-11: 2C30]Q9NR96TLR9
T11451DI0346Prostate cancer[ICD-11: 2C82]Q9NR96TLR9
T56556DI0218Irritable bowel syndrome[ICD-11: DD91]Q9UNQ0ABCG2
T56556DI0366Rheumatoid arthritis[ICD-11: FA20]Q9UNQ0ABCG2
T97035DI0007Acquired hypermelanosis[ICD-11: ED60]P14679TYR
T97035DI0008Acquired hypomelanotic disorder[ICD-11: ED63]P14679TYR
T45593DI0012Acute myeloid leukaemia[ICD-11: 2A60]P10636MAPT
T45593DI0025Alzheimer disease[ICD-11: 8A20]P10636MAPT
T45593DI0265Mild neurocognitive disorder[ICD-11: 6D71]P10636MAPT
T88285DI0210Influenza[ICD-11: 1E30-1E32]Q04760GLO1
T88505DI0038Ataxic disorder[ICD-11: 8A03]Q16236NFE2L2
T84397DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9H4B7TUBB1
T11283DI0120Diabetes mellitus[ICD-11: 5A10]P10809HSPD1

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