Distemonanthin



Compound IDCDAMM01558
Common nameDistemonanthin
IUPAC name3,4,8,10-tetrahydroxy-9-methoxyisochromeno[4,3-b]chromene-5,7-dione
Molecular formulaC17H10O9

Experimental data

Retention time19.53
Adduct[M+H]+
Actual mz359.039
Theoretical mz359.039
Error0.49
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.7417

Identifiers and class information

Inchi keySLUGCDLLXDGNNT-UHFFFAOYSA-N
SmilesO=C1OC=2C(=O)C3=C(O)C(OC)=C(O)C=C3OC2C=4C=CC(O)=C(O)C14
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)5
Number of reactive functional groups (#rtvFG)1
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)358.261
Computed dipole moment(dipole)12.568
Total solvent accessible surface area (SASA)540.878
Hydrophobic component of SASA (FOSA)84.431
Hydrophilic component of SASA (FISA)277.326
Pie component of the SASA (PISA)179.121
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)943.866
Number of hydrogen bond donors (donorHB)2
Number of hydrogen bond acceptors (accptHB)6.75
Free energy of solvation of dipole (dip^2/V)0.167344
Index of cohesive interaction in solids (ACxDN^.5/SA)0.017649
Globularity descriptor (glob)0.860345
Predicted polarizability in cubic angstroms (QPpolrz)30.12
Predicted hexadecane/gas partition coefficient (QPlogPC16)10.671
Predicted octanol/gas partition coefficient (QPlogPoct)19.231
Predicted water/gas partition coefficient (QPlogPw)12.6
Predicted octanol/water partition coefficient (QPlogPo/w)0.639
Predicted aqueous solubility (QPlogS)-3.08
Conformation-independent predicted aqueous solubility (CIQPlogS)-4.871
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-4.646
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)23.228
Predicted brain/blood partition coefficient (QPlogBB)-2.236
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)8.476
Predicted skin permeability, log Kp (QPlogKp)-5.52
PM3 calculated ionization potential (IP(ev))9.021
PM3 calculated electron affinity (EA(eV))1.223
Number of likely metabolic reactions (#metab)5
Prediction of binding to human serum albumin (QPlogKhsa)-0.264
Predicted qualitative human oral absorption (HumanOralAbsorption)2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)55.136
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)163.016
Number of nitrogen and oxygen atoms (#NandO)9
Number of violations of Lipinski’s rule of five (RuleOfFive)0
Number of violations of Jorgensen’s rule of three (RuleOfThree)0

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID Gene name Target name TTD_ID Prediction source
O43570CA12Carbonic anhydrase XIIT16987SwissTargetPrediction
Q16790CA9Carbonic anhydrase IXT64567SwissTargetPrediction
P21397MAOAMonoamine oxidase AT83875SwissTargetPrediction and SEA
P00915CA1Carbonic anhydrase IT13201SwissTargetPrediction
P43166CA7Carbonic anhydrase VIIT37541SwissTargetPrediction and SEA
P35354PTGS2Cyclooxygenase-2T66665SwissTargetPrediction
Q92731ESR2Estrogen receptor betaT80896SwissTargetPrediction and SEA
P03372ESR1Estrogen receptor alphaT02506SwissTargetPrediction and SEA
P09917ALOX5Arachidonate 5-lipoxygenaseT00140SwissTargetPrediction and SEA
Q9HC97GPR35G-protein coupled receptor 35T56143SEA
P08183ABCB1P-glycoprotein 1T25258SEA
P30291WEE1Serine/threonine-protein kinase WEE1T69991SwissTargetPrediction
P18054ALOX12Arachidonate 12-lipoxygenaseT35527SEA
O14746TERTTelomerase reverse transcriptaseT86052SEA
P00390GSRGlutathione reductaseT30803SwissTargetPrediction
Q9UNQ0ABCG2ATP-binding cassette sub-family G member 2T56556SEA
Q9NPH5NOX4NADPH oxidase 4T29741SEA
P47989XDHXanthine dehydrogenaseT40954SEA
Q16678CYP1B1Cytochrome P450 1B1T92521SEA
P63316TNNC1Troponin, cardiac muscleT12966SwissTargetPrediction
Q9UNI1CELA1Elastase 1T22839SEA
Q9HC98NEK6Serine/threonine-protein kinase NEK6T78992SEA
O60285NUAK1NUAK family SNF1-like kinase 1T21653SEA
P16152CBR1Carbonyl reductase [NADPH] 1T70518SwissTargetPrediction and SEA
Q13332PTPRSReceptor-type tyrosine-protein phosphatase ST10147SEA
Q9NZ08ERAP1Endoplasmic reticulum aminopeptidase 1T72849SEA
P05231IL6Interleukin-6T32578SEA
O35273SMAD3Mothers against decapentaplegic homolog 3T35445SEA
Q99417MYCBPMYCBP messenger RNAT37298SEA
P16220CREB1Cyclic AMP-responsive element-binding proteinT92098SEA
Q15717ELAVL1ELAV-like protein 1T78349SEA
Q9UK17KCND3Voltage-gated potassium channel Kv4.3T74500SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T16987DI0046Bacterial infection[ICD-11: 1A00-1C4Z]O43570CA12
T16987DI0372Seborrhoeic dermatitis[ICD-11: EA81]O43570CA12
T64567DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q16790CA9
T83875DI0117Depression[ICD-11: 6A70-6A7Z]P21397MAOA
T83875DI0331Parkinsonism[ICD-11: 8A00]P21397MAOA
T13201DI0166Glaucoma[ICD-11: 9C61]P00915CA1
T13201DI0372Seborrhoeic dermatitis[ICD-11: EA81]P00915CA1
T66665DI0087Chronic pain[ICD-11: MG30]P35354PTGS2
T66665DI0145Female pelvic pain[ICD-11: GA34]P35354PTGS2
T66665DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]P35354PTGS2
T66665DI0207Indeterminate colitis[ICD-11: DD72]P35354PTGS2
T66665DI0227Knee osteoarthritis[ICD-11: FA01]P35354PTGS2
T66665DI0320Osteoarthritis[ICD-11: FA00-FA05]P35354PTGS2
T66665DI0324Pain[ICD-11: MG30-MG3Z]P35354PTGS2
T66665DI0366Rheumatoid arthritis[ICD-11: FA20]P35354PTGS2
T66665DI0416Tuberculosis[ICD-11: 1B10-1B12]P35354PTGS2
T80896DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q92731ESR2
T80896DI0108Cushing syndrome[ICD-11: 5A70]Q92731ESR2
T80896DI0254Menopausal disorder[ICD-11: GA30]Q92731ESR2
T80896DI0432Vasomotor/allergic rhinitis[ICD-11: CA08]Q92731ESR2
T02506DI0106COVID-19[ICD-11: 1D6Y]P03372ESR1
T00140DI0037Asthma[ICD-11: CA23]P09917ALOX5
T00140DI0147Filariasis[ICD-11: 1F66]P09917ALOX5
T00140DI0403Thrombocytopenia[ICD-11: 3B64]P09917ALOX5
T25258DI0238Lung cancer[ICD-11: 2C25]P08183ABCB1
T69991DI0321Ovarian cancer[ICD-11: 2C73]P30291WEE1
T69991DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P30291WEE1
T69991DI0429Uterine ligament/parametrium/uterine adnexa neoplasm[ICD-11: 2C72]P30291WEE1
T86052DI0184Human immunodeficiency virus disease[ICD-11: 1C60-1C62]O14746TERT
T86052DI0284Myelodysplastic syndrome[ICD-11: 2A37]O14746TERT
T86052DI0326Pancreatic cancer[ICD-11: 2C10]O14746TERT
T30803DI0062Breast cancer[ICD-11: 2C60-2C6Y]P00390GSR
T56556DI0218Irritable bowel syndrome[ICD-11: DD91]Q9UNQ0ABCG2
T56556DI0366Rheumatoid arthritis[ICD-11: FA20]Q9UNQ0ABCG2
T29741DI0146Fibrosis[ICD-11: GA14-GC01]Q9NPH5NOX4
T40954DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]P47989XDH
T40954DI0266Mineral deficiency[ICD-11: 5B5K]P47989XDH
T12966DI0006Acquired cutaneous blood vessel malformation[ICD-11: EF20]P63316TNNC1
T12966DI0175Heart failure[ICD-11: BD10-BD1Z]P63316TNNC1
T22839DI0024Alpha-1-antitrypsin deficiency[ICD-11: 5C5A]Q9UNI1CELA1
T22839DI0065Bronchitis[ICD-11: CA20]Q9UNI1CELA1
T70518DI0037Asthma[ICD-11: CA23]P16152CBR1
T10147DI0057Bone paget disease[ICD-11: FB85]Q13332PTPRS
T32578DI0028Anemia[ICD-11: 3A00-3A9Z]P05231IL6
T35445DI0226Kidney fibrosis[ICD-11: GC01]O35273SMAD3
T37298DI0235Liver cancer[ICD-11: 2C12]Q99417MYCBP
T74500DI0004Acidosis[ICD-11: 5C73]Q9UK17KCND3

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