Sikokianin C



Compound IDCDAMM01561
Common nameSikokianin C
IUPAC name3-[5,7-dihydroxy-2-(4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
Molecular formulaC31H24O10

Experimental data

Retention time15.75
Adduct[M+H]+
Actual mz557.151
Theoretical mz557.144
Error11.71
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.0512

Identifiers and class information

Inchi keyQOPUSVUZHPIYER-QUTQNJRINA-N
SmilesO=C1C=2C(O)=CC(O)=CC2OC(C3=CC=C(O)C=C3)C1C4C(=O)C=5C(O)=CC(O)=CC5OC4C6=CC=C(OC)C=C6
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)6
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)556.525
Computed dipole moment(dipole)1.544
Total solvent accessible surface area (SASA)779.361
Hydrophobic component of SASA (FOSA)122.182
Hydrophilic component of SASA (FISA)276.758
Pie component of the SASA (PISA)380.42
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1496.16
Number of hydrogen bond donors (donorHB)3
Number of hydrogen bond acceptors (accptHB)8
Free energy of solvation of dipole (dip^2/V)0.0015928
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0177792
Globularity descriptor (glob)0.811728
Predicted polarizability in cubic angstroms (QPpolrz)53.503
Predicted hexadecane/gas partition coefficient (QPlogPC16)17.396
Predicted octanol/gas partition coefficient (QPlogPoct)27.572
Predicted water/gas partition coefficient (QPlogPw)17.015
Predicted octanol/water partition coefficient (QPlogPo/w)3.579
Predicted aqueous solubility (QPlogS)-6.393
Conformation-independent predicted aqueous solubility (CIQPlogS)-8.833
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-6.393
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)23.518
Predicted brain/blood partition coefficient (QPlogBB)-2.598
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)8.591
Predicted skin permeability, log Kp (QPlogKp)-4.704
PM3 calculated ionization potential (IP(ev))9.101
PM3 calculated electron affinity (EA(eV))0.284
Number of likely metabolic reactions (#metab)10
Prediction of binding to human serum albumin (QPlogKhsa)0.783
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)59.488
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)171.098
Number of nitrogen and oxygen atoms (#NandO)10
Number of violations of Lipinski’s rule of five (RuleOfFive)1
Number of violations of Jorgensen’s rule of three (RuleOfThree)2

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID Gene name Target name TTD_ID Prediction source
P30542ADORA1Adenosine A1 receptorT92072SwissTargetPrediction
O43570CA12Carbonic anhydrase XIIT16987SwissTargetPrediction
P0DMS8ADORA3Adenosine A3 receptorT36059SwissTargetPrediction
P21397MAOAMonoamine oxidase AT83875SEA
P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SEA
P43166CA7Carbonic anhydrase VIIT37541SwissTargetPrediction and SEA
P23280CA6Carbonic anhydrase VIT06569SEA
P22748CA4Carbonic anhydrase IVT53378SEA
P27338MAOBMonoamine oxidase BT83011SwissTargetPrediction and SEA
Q92731ESR2Estrogen receptor betaT80896SEA
P11511CYP19A1Cytochrome P450 19A1T13260SEA
P03372ESR1Estrogen receptor alphaT02506SEA
P33527ABCC1Multidrug resistance-associated protein 1T11288SEA
P08183ABCB1P-glycoprotein 1T25258SEA
P11474ESRRAEstrogen-related receptor alphaT72841SEA
O95718ESRRBEstrogen-related receptor betaT42025SEA
P18054ALOX12Arachidonate 12-lipoxygenaseT35527SEA
P20151KLK2Kallikrein 2T01908SEA
P15692VEGFAVascular endothelial growth factor AT20761SEA
P48736PIK3CGPI3-kinase p110-gamma subunitT95913SEA
P60568IL2Interleukin-2T61698SEA
P49763PGFPlacenta growth factorT70792SEA
Q9UNQ0ABCG2ATP-binding cassette sub-family G member 2T56556SwissTargetPrediction and SEA
P08236GUSBBeta-glucuronidaseT96413SEA
P37023ACVRL1Serine/threonine-protein kinase receptor R3T36959SEA
P16234PDGFRAPlatelet-derived growth factor receptorT53524SEA
P47989XDHXanthine dehydrogenaseT40954SEA
P52209PGD6-phosphogluconate dehydrogenaseT76497SEA
Q16678CYP1B1Cytochrome P450 1B1T92521SwissTargetPrediction and SEA
P16152CBR1Carbonyl reductase [NADPH] 1T70518SwissTargetPrediction and SEA
Q15120PDK3Pyruvate dehydrogenase kinase isoform 3T99029SEA
O15427SLC16A3Monocarboxylate transporter 4T31788SEA
Q9NZ70TAK1TGF-beta-activated kinase 1T04361SEA
Q92887CMOATMultidrug resistance-associated protein 2T61792SEA
Q96HK3CALMCalmodulinT39610SEA
Q9UK17KCND3Voltage-gated potassium channel Kv4.3T74500SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T92072DI0319Orthostatic hypotension[ICD-11: BA21]P30542ADORA1
T16987DI0046Bacterial infection[ICD-11: 1A00-1C4Z]O43570CA12
T16987DI0372Seborrhoeic dermatitis[ICD-11: EA81]O43570CA12
T36059DI0351Psoriasis[ICD-11: EA90]P0DMS8ADORA3
T36059DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P0DMS8ADORA3
T83875DI0117Depression[ICD-11: 6A70-6A7Z]P21397MAOA
T83875DI0331Parkinsonism[ICD-11: 8A00]P21397MAOA
T83145DI0218Irritable bowel syndrome[ICD-11: DD91]P19838NFKB1
T83145DI0366Rheumatoid arthritis[ICD-11: FA20]P19838NFKB1
T06569DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P23280CA6
T06569DI0372Seborrhoeic dermatitis[ICD-11: EA81]P23280CA6
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
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
T13260DI0062Breast cancer[ICD-11: 2C60-2C6Y]P11511CYP19A1
T13260DI0108Cushing syndrome[ICD-11: 5A70]P11511CYP19A1
T02506DI0106COVID-19[ICD-11: 1D6Y]P03372ESR1
T11288DI0167Gout[ICD-11: FA25]P33527ABCC1
T25258DI0238Lung cancer[ICD-11: 2C25]P08183ABCB1
T72841DI0366Rheumatoid arthritis[ICD-11: FA20]P11474ESRRA
T01908DI0213Innate/adaptive immunodeficiency[ICD-11: 4A00]P20151KLK2
T20761DI0095Colorectal cancer[ICD-11: 2B91]P15692VEGFA
T20761DI0365Retinopathy[ICD-11: 9B71]P15692VEGFA
T20761DI0430Vascular system developmental anomaly[ICD-11: LA90]P15692VEGFA
T95913DI0151Follicular lymphoma[ICD-11: 2A80]P48736PIK3CG
T95913DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]P48736PIK3CG
T95913DI0249Mature B-cell leukaemia[ICD-11: 2A82]P48736PIK3CG
T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2
T70792DI0095Colorectal cancer[ICD-11: 2B91]P49763PGF
T56556DI0218Irritable bowel syndrome[ICD-11: DD91]Q9UNQ0ABCG2
T56556DI0366Rheumatoid arthritis[ICD-11: FA20]Q9UNQ0ABCG2
T96413DI0242Lysosomal disease[ICD-11: 5C56]P08236GUSB
T36959DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P37023ACVRL1
T53524DI0160Gastrointestinal stromal tumour[ICD-11: 2B5B]P16234PDGFRA
T53524DI0225Kaposi sarcoma[ICD-11: 2B57]P16234PDGFRA
T53524DI0403Thrombocytopenia[ICD-11: 3B64]P16234PDGFRA
T40954DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]P47989XDH
T40954DI0266Mineral deficiency[ICD-11: 5B5K]P47989XDH
T76497DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]P52209PGD
T70518DI0037Asthma[ICD-11: CA23]P16152CBR1
T04361DI0250Mature B-cell lymphoma[ICD-11: 2A85]Q9NZ70TAK1
T39610DI0068Cardiac arrhythmia[ICD-11: BC9Z]Q96HK3CALM
T39610DI0243Malaria[ICD-11: 1F40-1F45]Q96HK3CALM
T39610DI0370Schizophrenia[ICD-11: 6A20]Q96HK3CALM
T74500DI0004Acidosis[ICD-11: 5C73]Q9UK17KCND3

Copyright © 2025