Succinyladenosine



Compound IDCDAMM00337
Common nameSuccinyladenosine
IUPAC name(2S)-2-[[9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]purin-6-yl]amino]butanedioic acid
Molecular formulaC14H17N5O8

Experimental data

Retention time19.207
Adduct[M+H]+
Actual mz384.116
Theoretical mz384.115
Error3.15
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.65

Identifiers and class information

Inchi keyVKGZCEJTCKHMRL-DMBDNJCHNA-N
SmilesO=C(O)CC(NC1=NC=NC2=C1N=CN2C3OC(CO)C(O)C3O)C(=O)O
SuperclassNucleosides, nucleotides, and analogues
ClassPurine nucleosides

Plant source

  • Pedalium murex L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)3
    Number of non-conjugated amine groups (#amine)0
    Number of amidine and guanidine groups (#amidine)0
    Number of carboxylic acid groups (#acid)2
    Number of non-conjugated amide groups (#amide)0
    Number of rotatable bonds (#rotor)9
    Number of reactive functional groups (#rtvFG)0
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)383.317
    Computed dipole moment(dipole)2.092
    Total solvent accessible surface area (SASA)603.308
    Hydrophobic component of SASA (FOSA)135.371
    Hydrophilic component of SASA (FISA)367.808
    Pie component of the SASA (PISA)100.128
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1064.72
    Number of hydrogen bond donors (donorHB)5
    Number of hydrogen bond acceptors (accptHB)13.8
    Free energy of solvation of dipole (dip^2/V)0.0041124
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0511476
    Globularity descriptor (glob)0.835825
    Predicted polarizability in cubic angstroms (QPpolrz)31.633
    Predicted hexadecane/gas partition coefficient (QPlogPC16)12.527
    Predicted octanol/gas partition coefficient (QPlogPoct)25.828
    Predicted water/gas partition coefficient (QPlogPw)23.284
    Predicted octanol/water partition coefficient (QPlogPo/w)-1.107
    Predicted aqueous solubility (QPlogS)-2.064
    Conformation-independent predicted aqueous solubility (CIQPlogS)-2.338
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-1.051
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)0.207
    Predicted brain/blood partition coefficient (QPlogBB)-3.489
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.083
    Predicted skin permeability, log Kp (QPlogKp)-7.081
    PM3 calculated ionization potential (IP(ev))9.059
    PM3 calculated electron affinity (EA(eV))0.793
    Number of likely metabolic reactions (#metab)7
    Prediction of binding to human serum albumin (QPlogKhsa)-1.392
    Predicted qualitative human oral absorption (HumanOralAbsorption)1
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)0
    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)218.562
    Number of nitrogen and oxygen atoms (#NandO)13
    Number of violations of Lipinski’s rule of five (RuleOfFive)2
    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
    Q86X55CARM1Histone-arginine methyltransferase CARM1T12837SwissTargetPrediction
    P29274ADORA2AAdenosine A2a receptorT77365SwissTargetPrediction and SEA
    P30542ADORA1Adenosine A1 receptorT92072SwissTargetPrediction and SEA
    P07327ADH1AAlcohol dehydrogenase alpha chainT65570SEA
    P0DMS8ADORA3Adenosine A3 receptorT36059SwissTargetPrediction and SEA
    P27487DPP4Dipeptidyl peptidase IVT31391SwissTargetPrediction
    P28335HTR2CSerotonin 2c (5-HT2c) receptorT83813SwissTargetPrediction
    P41595HTR2BSerotonin 2b (5-HT2b) receptorT31204SwissTargetPrediction
    P29275ADORA2BAdenosine A2b receptorT86679SwissTargetPrediction and SEA
    P43235CTSKCathepsin KT11388SwissTargetPrediction
    P07711CTSLCathepsin LT98691SwissTargetPrediction
    O75116ROCK2Rho-associated protein kinase 2T06093SwissTargetPrediction
    P25774CTSSCathepsin ST68290SwissTargetPrediction
    P26358DNMT1DNA (cytosine-5)-methyltransferase 1 (by homology)T88304SwissTargetPrediction and SEA
    P32320CDACytidine deaminase (by homology)T79027SEA
    P00813ADAAdenosine deaminaseT03661SEA
    P55263ADKAdenosine kinaseT91661SwissTargetPrediction and SEA
    P04406GAPDHGlyceraldehyde-3-phosphate dehydrogenase liverT39321SwissTargetPrediction and SEA
    Q99808SLC29A1Equilibrative nucleoside transporter 1T13491SwissTargetPrediction and SEA
    O43868SLC28A2Sodium/nucleoside cotransporter 2T94627SEA
    P23526AHCYAdenosylhomocysteinaseT68698SwissTargetPrediction and SEA
    P20839IMPDH1Inosine-5'-monophosphate dehydrogenase 1T40111SEA
    P12268IMPDH2Inosine-5'-monophosphate dehydrogenase 2T89360SEA
    Q9H244P2RY12Purinergic receptor P2Y12 (by homology)T46937SEA
    P19971TYMPThymidine phosphorylaseT59929SEA
    Q8TEK3DOT1LHistone-lysine N-methyltransferase, H3 lysine-79 specificT87686SwissTargetPrediction and SEA
    P17612PRKACAcAMP-dependent protein kinase alpha-catalytic subunitT12808SwissTargetPrediction and SEA
    P55786NPEPPSPuromycin-sensitive aminopeptidaseT15610SEA
    P47900P2RY1Purinergic receptor P2Y1T67818SEA
    P41231P2RY2Purinergic receptor P2Y2T93515SEA
    Q15077P2RY6Pyrimidinergic receptor P2Y6T90782SEA
    P63000RAC1Ras-related C3 botulinum toxin substrate 1T88752SEA
    Q15910EZH2EZH2/SUZ12/EED/RBBP7/RBBP4T25265SEA
    Q99873PRMT1Protein-arginine N-methyltransferase 1T16808SwissTargetPrediction and SEA
    Q96KQ7EHMT2Histone-lysine N-methyltransferase, H3 lysine-9 specific 3T53251SwissTargetPrediction and SEA
    P20248CCNA2CDK2/Cyclin AT58470SEA
    P16885PLCG2Phospholipase C-gamma-2T93922SEA
    P23919DTYMKThymidylate kinaseT94400SEA
    Q9NRG4SMYD2N-lysine methyltransferase SMYD2T15797SEA
    Q9H9B1EHMT1Histone-lysine N-methyltransferase, H3 lysine-9 specific 5T39996SwissTargetPrediction and SEA
    Q9UBC3DNMT3BDNA (cytosine-5)-methyltransferase 3BT65501SwissTargetPrediction and SEA
    Q15391P2RY14Purinergic receptor P2Y14T16555SEA
    Q05823RNASELRNase LT25200SEA
    P51575P2RX1P2X purinoceptor 1T69091SEA
    P17707AMD1S-adenosylmethionine decarboxylase 1T55922SwissTargetPrediction and SEA
    Q8WTS6SETD7Histone-lysine N-methyltransferase SETD7T73184SwissTargetPrediction and SEA
    Q9NVM4PRMT7Protein arginine N-methyltransferase 7T79501SEA
    Q9BYW2SETD2Histone-lysine N-methyltransferase SETD2T73551SwissTargetPrediction
    O43463SUV39H1Histone-lysine N-methyltransferase SUV39H1T39519SEA
    Q92800EZH1Histone-lysine N-methyltransferase EZH1T17986SEA
    Q99571P2RX4P2X purinoceptor 4T60330SEA
    Q13304GPR17Uracil nucleotide/cysteinyl leukotriene receptorT33902SEA
    Q86Y97KMT5CHistone-lysine N-methyltransferase KMT5CT68490SEA
    O95622ADCY5Adenylate cyclase type 5T19531SEA
    Q9NZ70TAK1TGF-beta-activated kinase 1T04361SEA
    Q9Y4W7PARGPoly(ADP-ribose) glycohydrolaseT66935SEA
    Q07108CD69Early activation antigen CD69T48780SEA

    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
    T65570DI0139Exposure to noxious substances harmful effect[ICD-11: NE61]P07327ADH1A
    T36059DI0351Psoriasis[ICD-11: EA90]P0DMS8ADORA3
    T36059DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P0DMS8ADORA3
    T31391DI0009Acute diabete complication[ICD-11: 5A2Y]P27487DPP4
    T31391DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P27487DPP4
    T83813DI0117Depression[ICD-11: 6A70-6A7Z]P28335HTR2C
    T83813DI0264Migraine[ICD-11: 8A80]P28335HTR2C
    T83813DI0308Obesity[ICD-11: 5B80-5B81]P28335HTR2C
    T83813DI0324Pain[ICD-11: MG30-MG3Z]P28335HTR2C
    T83813DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]P28335HTR2C
    T31204DI0040Attention deficit hyperactivity disorder[ICD-11: 6A05]P41595HTR2B
    T31204DI0117Depression[ICD-11: 6A70-6A7Z]P41595HTR2B
    T31204DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]P41595HTR2B
    T31204DI0354Psychotic disorder[ICD-11: 6A20-6A25]P41595HTR2B
    T86679DI0180Herpes simplex infection[ICD-11: 1F00]P29275ADORA2B
    T86679DI0397Supraventricular tachyarrhythmia[ICD-11: BC81]P29275ADORA2B
    T11388DI0237Low bone mass disorder[ICD-11: FB83]P43235CTSK
    T98691DI0263Middle East Respiratory Syndrome[ICD-11: 1D64]P07711CTSL
    T98691DI0376Severe acute respiratory syndrome[ICD-11: 1D65]P07711CTSL
    T06093DI0168Graft-versus-host disease[ICD-11: 4B24]O75116ROCK2
    T68290DI0042Autoimmune disease[ICD-11: 4A40-4A45]P25774CTSS
    T68290DI0092Coeliac disease[ICD-11: DA95]P25774CTSS
    T68290DI0107Crohn disease[ICD-11: DD70]P25774CTSS
    T68290DI0120Diabetes mellitus[ICD-11: 5A10]P25774CTSS
    T68290DI0163General pain disorder[ICD-11: 8E43]P25774CTSS
    T68290DI0324Pain[ICD-11: MG30-MG3Z]P25774CTSS
    T68290DI0382Sjogren syndrome[ICD-11: 4A43]P25774CTSS
    T88304DI0012Acute myeloid leukaemia[ICD-11: 2A60]P26358DNMT1
    T88304DI0284Myelodysplastic syndrome[ICD-11: 2A37]P26358DNMT1
    T88304DI0286Myeloproliferative neoplasm[ICD-11: 2A20]P26358DNMT1
    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
    T91661DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]P55263ADK
    T39321DI0279Muscular atrophy[ICD-11: 8B61]P04406GAPDH
    T39321DI0280Muscular dystrophy[ICD-11: 8C70]P04406GAPDH
    T13491DI0030Angina pectoris[ICD-11: BA40]Q99808SLC29A1
    T40111DI0062Breast cancer[ICD-11: 2C60-2C6Y]P20839IMPDH1
    T40111DI0179Hepatitis virus infection[ICD-11: 1E50-1E51]P20839IMPDH1
    T40111DI0250Mature B-cell lymphoma[ICD-11: 2A85]P20839IMPDH1
    T40111DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P20839IMPDH1
    T40111DI0413Transplant rejection[ICD-11: NE84]P20839IMPDH1
    T89360DI0413Transplant rejection[ICD-11: NE84]P12268IMPDH2
    T46937DI0287Myocardial infarction[ICD-11: BA41-BA43]Q9H244P2RY12
    T46937DI0405Thrombosis[ICD-11: DB61-GB90]Q9H244P2RY12
    T59929DI0117Depression[ICD-11: 6A70-6A7Z]P19971TYMP
    T87686DI0012Acute myeloid leukaemia[ICD-11: 2A60]Q8TEK3DOT1L
    T87686DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]Q8TEK3DOT1L
    T87686DI0250Mature B-cell lymphoma[ICD-11: 2A85]Q8TEK3DOT1L
    T12808DI0279Muscular atrophy[ICD-11: 8B61]P17612PRKACA
    T15610DI0012Acute myeloid leukaemia[ICD-11: 2A60]P55786NPEPPS
    T15610DI0284Myelodysplastic syndrome[ICD-11: 2A37]P55786NPEPPS
    T93515DI0436Visual system disease[ICD-11: 9E1Z]P41231P2RY2
    T90782DI0025Alzheimer disease[ICD-11: 8A20]Q15077P2RY6
    T88752DI0025Alzheimer disease[ICD-11: 8A20]P63000RAC1
    T25265DI0151Follicular lymphoma[ICD-11: 2A80]Q15910EZH2
    T16808DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q99873PRMT1
    T53251DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q96KQ7EHMT2
    T53251DI0339Postoperative inflammation[ICD-11: 1A00-CA43]Q96KQ7EHMT2
    T53251DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q96KQ7EHMT2
    T58470DI0363Retina cancer[ICD-11: 2D02]P20248CCNA2
    T15797DI0238Lung cancer[ICD-11: 2C25]Q9NRG4SMYD2
    T15797DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9NRG4SMYD2
    T39996DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q9H9B1EHMT1
    T39996DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9H9B1EHMT1
    T65501DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9UBC3DNMT3B
    T55922DI0004Acidosis[ICD-11: 5C73]P17707AMD1
    T73184DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q8WTS6SETD7
    T17986DI0012Acute myeloid leukaemia[ICD-11: 2A60]Q92800EZH1
    T17986DI0238Lung cancer[ICD-11: 2C25]Q92800EZH1
    T17986DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]Q92800EZH1
    T17986DI0250Mature B-cell lymphoma[ICD-11: 2A85]Q92800EZH1
    T17986DI0251Mature T-cell lymphoma[ICD-11: 2A90]Q92800EZH1
    T17986DI0361Renal cell carcinoma[ICD-11: 2C90]Q92800EZH1
    T17986DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q92800EZH1
    T17986DI0423Ureteral cancer[ICD-11: 2C92]Q92800EZH1
    T04361DI0250Mature B-cell lymphoma[ICD-11: 2A85]Q9NZ70TAK1

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