Menisdaurin



Compound IDCDAMM00492
Common nameMenisdaurin
IUPAC name2-[4-hydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohex-2-en-1-ylidene]acetonitrile
Molecular formulaC14H19NO7

Experimental data

Retention time8.36
Adduct[M+H]+
Actual mz314.12
Theoretical mz314.123
Error11.38
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.9339

Identifiers and class information

Inchi keyUTHVFIKQCUKKQW-CEKARDFNA-N
SmilesN#CC=C1C=CC(O)CC1OC2OC(CO)C(O)C(O)C2O
SuperclassOrganic oxygen compounds
ClassOrganooxygen compounds

Plant source

  • Piper longum L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)0
    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)10
    Number of reactive functional groups (#rtvFG)1
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)313.307
    Computed dipole moment(dipole)4.437
    Total solvent accessible surface area (SASA)549.161
    Hydrophobic component of SASA (FOSA)181.552
    Hydrophilic component of SASA (FISA)279.131
    Pie component of the SASA (PISA)88.479
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)960.239
    Number of hydrogen bond donors (donorHB)5
    Number of hydrogen bond acceptors (accptHB)13.4
    Free energy of solvation of dipole (dip^2/V)0.0205015
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.054562
    Globularity descriptor (glob)0.857139
    Predicted polarizability in cubic angstroms (QPpolrz)26.699
    Predicted hexadecane/gas partition coefficient (QPlogPC16)10.872
    Predicted octanol/gas partition coefficient (QPlogPoct)23.66
    Predicted water/gas partition coefficient (QPlogPw)21.857
    Predicted octanol/water partition coefficient (QPlogPo/w)-1.873
    Predicted aqueous solubility (QPlogS)-2.426
    Conformation-independent predicted aqueous solubility (CIQPlogS)-2.029
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-4.266
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)22.331
    Predicted brain/blood partition coefficient (QPlogBB)-2.572
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)8.123
    Predicted skin permeability, log Kp (QPlogKp)-5.392
    PM3 calculated ionization potential (IP(ev))9.52
    PM3 calculated electron affinity (EA(eV))0.65
    Number of likely metabolic reactions (#metab)6
    Prediction of binding to human serum albumin (QPlogKhsa)-1.161
    Predicted qualitative human oral absorption (HumanOralAbsorption)2
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)40.118
    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)147.343
    Number of nitrogen and oxygen atoms (#NandO)8
    Number of violations of Lipinski’s rule of five (RuleOfFive)0
    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
    P29274ADORA2AAdenosine A2a receptorT77365SwissTargetPrediction
    P30542ADORA1Adenosine A1 receptorT92072SwissTargetPrediction
    O43570CA12Carbonic anhydrase XIIT16987SwissTargetPrediction and SEA
    Q16790CA9Carbonic anhydrase IXT64567SwissTargetPrediction
    Q07820MCL1Induced myeloid leukemia cell differentiation protein Mcl-1T14912SwissTargetPrediction
    P0DMS8ADORA3Adenosine A3 receptorT36059SwissTargetPrediction
    P00915CA1Carbonic anhydrase IT13201SwissTargetPrediction
    P00918CA2Carbonic anhydrase IIT20401SwissTargetPrediction
    O43451MGAMMaltase-glucoamylaseT92777SwissTargetPrediction
    P27487DPP4Dipeptidyl peptidase IVT31391SwissTargetPrediction
    Q9ULX7CA14Carbonic anhydrase XIVT31992SEA
    P00491PNPPurine nucleoside phosphorylaseT78198SwissTargetPrediction
    P14920DAOD-amino-acid oxidaseT33124SwissTargetPrediction
    P04183TK1Thymidine kinase, cytosolicT30081SwissTargetPrediction
    Q9BZP6CHIAAcidic mammalian chitinase (by homology)T51597SEA
    P18031PTPN1Protein-tyrosine phosphatase 1BT16347SwissTargetPrediction
    Q04609FOLH1Glutamate carboxypeptidase IIT97071SwissTargetPrediction
    P24941CDK2Cyclin-dependent kinase 2T70176SwissTargetPrediction
    P32320CDACytidine deaminase (by homology)T79027SwissTargetPrediction
    P00813ADAAdenosine deaminaseT03661SwissTargetPrediction
    P15692VEGFAVascular endothelial growth factor AT20761SEA
    P05230FGF1Acidic fibroblast growth factorT18639SEA
    P09038FGF2Basic fibroblast growth factorT31621SEA
    P28482MAPK1MAP kinase ERK2T58970SwissTargetPrediction
    P55263ADKAdenosine kinaseT91661SwissTargetPrediction
    O60502OGABifunctional protein NCOATT19567SwissTargetPrediction
    P11142HSPA8Heat shock cognate 71 kDa proteinT12817SwissTargetPrediction
    P04406GAPDHGlyceraldehyde-3-phosphate dehydrogenase liverT39321SwissTargetPrediction
    P11021HSPA578 kDa glucose-regulated proteinT77594SwissTargetPrediction
    P23526AHCYAdenosylhomocysteinaseT68698SwissTargetPrediction
    Q15172PPP2R5ASerine/threonine protein phosphatase 2A, 56 kDa regulatory subunit, alpha isoformT57291SwissTargetPrediction
    P67775PPP2CASerine/threonine protein phosphatase 2A, catalytic subunit, alpha isoformT40491SwissTargetPrediction
    P17931LGALS3Galectin-3T72038SEA
    P04746AMY2APancreatic alpha-amylaseT86918SEA
    P14679TYRTyrosinaseT97035SwissTargetPrediction and SEA
    Q9Y3Q0NAALAD2NAALADase IIT70036SwissTargetPrediction
    Q13526PIN1Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1T16308SwissTargetPrediction
    P23919DTYMKThymidylate kinaseT94400SwissTargetPrediction
    Q9NZ08ERAP1Endoplasmic reticulum aminopeptidase 1T72849SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T77365DI0319Orthostatic hypotension[ICD-11: BA21]P29274ADORA2A
    T77365DI0331Parkinsonism[ICD-11: 8A00]P29274ADORA2A
    T77365DI0359Radionuclide imaging[ICD-11: N.A.]P29274ADORA2A
    T92072DI0319Orthostatic hypotension[ICD-11: BA21]P30542ADORA1
    T16987DI0046Bacterial infection[ICD-11: 1A00-1C4Z]O43570CA12
    T16987DI0372Seborrhoeic dermatitis[ICD-11: EA81]O43570CA12
    T64567DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q16790CA9
    T14912DI0012Acute myeloid leukaemia[ICD-11: 2A60]Q07820MCL1
    T14912DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]Q07820MCL1
    T14912DI0250Mature B-cell lymphoma[ICD-11: 2A85]Q07820MCL1
    T14912DI0252Melanoma[ICD-11: 2C30]Q07820MCL1
    T14912DI0274Multiple myeloma[ICD-11: 2A83]Q07820MCL1
    T14912DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q07820MCL1
    T36059DI0351Psoriasis[ICD-11: EA90]P0DMS8ADORA3
    T36059DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P0DMS8ADORA3
    T13201DI0166Glaucoma[ICD-11: 9C61]P00915CA1
    T13201DI0372Seborrhoeic dermatitis[ICD-11: EA81]P00915CA1
    T20401DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P00918CA2
    T20401DI0137Essential hypertension[ICD-11: BA00]P00918CA2
    T20401DI0166Glaucoma[ICD-11: 9C61]P00918CA2
    T20401DI0175Heart failure[ICD-11: BD10-BD1Z]P00918CA2
    T20401DI0214Insomnia[ICD-11: 7A00-7A0Z]P00918CA2
    T20401DI0372Seborrhoeic dermatitis[ICD-11: EA81]P00918CA2
    T92777DI0009Acute diabete complication[ICD-11: 5A2Y]O43451MGAM
    T92777DI0201Inborn carbohydrate metabolism error[ICD-11: 5C51]O43451MGAM
    T31391DI0009Acute diabete complication[ICD-11: 5A2Y]P27487DPP4
    T31391DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P27487DPP4
    T31992DI0046Bacterial infection[ICD-11: 1A00-1C4Z]Q9ULX7CA14
    T31992DI0204Inborn metabolism deficiency[ICD-11: 5C50-5C59]Q9ULX7CA14
    T78198DI0120Diabetes mellitus[ICD-11: 5A10]P00491PNP
    T78198DI0167Gout[ICD-11: FA25]P00491PNP
    T78198DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]P00491PNP
    T78198DI0283Mycosis fungoides[ICD-11: 2B01]P00491PNP
    T78198DI0351Psoriasis[ICD-11: EA90]P00491PNP
    T33124DI0038Ataxic disorder[ICD-11: 8A03]P14920DAO
    T33124DI0370Schizophrenia[ICD-11: 6A20]P14920DAO
    T30081DI0012Acute myeloid leukaemia[ICD-11: 2A60]P04183TK1
    T30081DI0184Human immunodeficiency virus disease[ICD-11: 1C60-1C62]P04183TK1
    T16347DI0009Acute diabete complication[ICD-11: 5A2Y]P18031PTPN1
    T16347DI0062Breast cancer[ICD-11: 2C60-2C6Y]P18031PTPN1
    T16347DI0308Obesity[ICD-11: 5B80-5B81]P18031PTPN1
    T16347DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P18031PTPN1
    T97071DI0122Diagnostic imaging[ICD-11: N.A.]Q04609FOLH1
    T97071DI0346Prostate cancer[ICD-11: 2C82]Q04609FOLH1
    T70176DI0060Brain cancer[ICD-11: 2A00]P24941CDK2
    T70176DI0062Breast cancer[ICD-11: 2C60-2C6Y]P24941CDK2
    T70176DI0238Lung cancer[ICD-11: 2C25]P24941CDK2
    T70176DI0241Lymphoma[ICD-11: 2A80-2A86]P24941CDK2
    T70176DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]P24941CDK2
    T70176DI0303Non-small-cell lung cancer[ICD-11: 2C25]P24941CDK2
    T70176DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P24941CDK2
    T70176DI0406Thymoma[ICD-11: 2C27]P24941CDK2
    T79027DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P32320CDA
    T03661DI0016Adaptive immunity immunodeficiency[ICD-11: 4A01]P00813ADA
    T03661DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]P00813ADA
    T03661DI0249Mature B-cell leukaemia[ICD-11: 2A82]P00813ADA
    T20761DI0095Colorectal cancer[ICD-11: 2B91]P15692VEGFA
    T20761DI0365Retinopathy[ICD-11: 9B71]P15692VEGFA
    T20761DI0430Vascular system developmental anomaly[ICD-11: LA90]P15692VEGFA
    T18639DI0081Chronic arterial occlusive disease[ICD-11: BD4Z]P05230FGF1
    T18639DI0102Coronary atherosclerosis[ICD-11: BA52]P05230FGF1
    T31621DI0005Acne vulgaris[ICD-11: ED80]P09038FGF2
    T58970DI0036Arteries/arterioles disorder[ICD-11: BD52]P28482MAPK1
    T58970DI0252Melanoma[ICD-11: 2C30]P28482MAPK1
    T58970DI0326Pancreatic cancer[ICD-11: 2C10]P28482MAPK1
    T58970DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P28482MAPK1
    T91661DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]P55263ADK
    T19567DI0025Alzheimer disease[ICD-11: 8A20]O60502OGA
    T19567DI0331Parkinsonism[ICD-11: 8A00]O60502OGA
    T39321DI0279Muscular atrophy[ICD-11: 8B61]P04406GAPDH
    T39321DI0280Muscular dystrophy[ICD-11: 8C70]P04406GAPDH
    T77594DI0252Melanoma[ICD-11: 2C30]P11021HSPA5
    T77594DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P11021HSPA5
    T40491DI0268Molluscum contagiosum[ICD-11: 1E76]P67775PPP2CA
    T72038DI0190Hypertension[ICD-11: BA00-BA04]P17931LGALS3
    T72038DI0199Idiopathic interstitial pneumonitis[ICD-11: CB03]P17931LGALS3
    T72038DI0252Melanoma[ICD-11: 2C30]P17931LGALS3
    T72038DI0302Non-alcoholic fatty liver disease[ICD-11: DB92]P17931LGALS3
    T72038DI0351Psoriasis[ICD-11: EA90]P17931LGALS3
    T86918DI0110Cystic fibrosis[ICD-11: CA25]P04746AMY2A
    T86918DI0328Pancreatic malfunction[ICD-11: DC30-DC3Z]P04746AMY2A
    T97035DI0007Acquired hypermelanosis[ICD-11: ED60]P14679TYR
    T97035DI0008Acquired hypomelanotic disorder[ICD-11: ED63]P14679TYR
    T16308DI0238Lung cancer[ICD-11: 2C25]Q13526PIN1

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