Macarangioside E



Compound IDCDAMM01215
Common nameMacarangioside E
IUPAC name[3,4,5-trihydroxy-6-[4-(2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)but-3-en-2-yloxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate
Molecular formulaC26H34O11

Experimental data

Retention time0.45
Adduct[M+H]+
Actual mz523.224
Theoretical mz523.217
Error12.47
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.9982

Identifiers and class information

Inchi keyUSMQLSYNCFOLAA-WNCXAHGDNA-N
SmilesO=C(OCC1OC(OC(C=CC2C(=CC(=O)CC2(C)C)C)C)C(O)C(O)C1O)C3=CC(O)=C(O)C(O)=C3
SuperclassLipids and lipid-like molecules
ClassFatty Acyls

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)13
Number of reactive functional groups (#rtvFG)2
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)522.548
Computed dipole moment(dipole)6.89
Total solvent accessible surface area (SASA)706.161
Hydrophobic component of SASA (FOSA)352.706
Hydrophilic component of SASA (FISA)306.029
Pie component of the SASA (PISA)47.425
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1443.24
Number of hydrogen bond donors (donorHB)6
Number of hydrogen bond acceptors (accptHB)14.75
Free energy of solvation of dipole (dip^2/V)0.032894
Index of cohesive interaction in solids (ACxDN^.5/SA)0.051164
Globularity descriptor (glob)0.874623
Predicted polarizability in cubic angstroms (QPpolrz)43.71
Predicted hexadecane/gas partition coefficient (QPlogPC16)15.339
Predicted octanol/gas partition coefficient (QPlogPoct)32.198
Predicted water/gas partition coefficient (QPlogPw)24.271
Predicted octanol/water partition coefficient (QPlogPo/w)-0.065
Predicted aqueous solubility (QPlogS)-2.464
Conformation-independent predicted aqueous solubility (CIQPlogS)-4.349
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-3.787
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)12.411
Predicted brain/blood partition coefficient (QPlogBB)-2.887
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)4.305
Predicted skin permeability, log Kp (QPlogKp)-5.744
PM3 calculated ionization potential (IP(ev))9.311
PM3 calculated electron affinity (EA(eV))0.56
Number of likely metabolic reactions (#metab)10
Prediction of binding to human serum albumin (QPlogKhsa)-0.579
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)7.268
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)197.949
Number of nitrogen and oxygen atoms (#NandO)11
Number of violations of Lipinski’s rule of five (RuleOfFive)3
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
P29274ADORA2AAdenosine A2a receptorT77365SwissTargetPrediction
P0DMS8ADORA3Adenosine A3 receptorT36059SwissTargetPrediction
P43405SYKTyrosine-protein kinase SYKT62431SwissTargetPrediction
P17612PRKACAcAMP-dependent protein kinase alpha-catalytic subunitT12808SwissTargetPrediction
P00747PLGPlasminogenT89034SwissTargetPrediction
Q5T7T8COX1Prostaglandin G/H synthase 1T60529SwissTargetPrediction
P45983MAPK8c-Jun N-terminal kinase 1T40097SwissTargetPrediction
P53779MAPK10c-Jun N-terminal kinase 3T85421SwissTargetPrediction
Q13547HDAC1Histone deacetylase 1T68547SwissTargetPrediction
P13726F3Coagulation factor VII/tissue factorT72702SwissTargetPrediction
Q9BY41HDAC8Histone deacetylase 8T28887SwissTargetPrediction
Q14534SQLESqualene monooxygenase (by homology)T93344SwissTargetPrediction
P05121SERPINE1Plasminogen activator inhibitor-1T15556SwissTargetPrediction and SEA
P08183ABCB1P-glycoprotein 1T25258SwissTargetPrediction
P42345MTORSerine/threonine-protein kinase mTORT75243SwissTargetPrediction
P00742F10Thrombin and coagulation factor XT84631SwissTargetPrediction
Q9HAN5TRP1Cationic trypsinogenT27602SwissTargetPrediction
P11387TOP1DNA topoisomerase IT09826SwissTargetPrediction
Q02750MAP2K1Dual specificity mitogen-activated protein kinase kinase 1T99057SwissTargetPrediction
P28482MAPK1MAP kinase ERK2T58970SwissTargetPrediction
P55263ADKAdenosine kinaseT91661SwissTargetPrediction
O43868SLC28A2Sodium/nucleoside cotransporter 2T94627SwissTargetPrediction
P01112HRASTransforming protein p21/H-Ras-1T71081SwissTargetPrediction
Q9NUW8TDP1Tyrosyl-DNA phosphodiesterase 1T33492SEA
P00749PLAUUrokinase-type plasminogen activatorT17758SwissTargetPrediction
P14679TYRTyrosinaseT97035SwissTargetPrediction and SEA
P20248CCNA2CDK2/Cyclin AT58470SwissTargetPrediction
O00141SGK1Serine/threonine-protein kinase Sgk1T64682SwissTargetPrediction
O60235TMPRSS11DTransmembrane protease serine 11DT00302SwissTargetPrediction
Q99417MYCBPMYCBP messenger RNAT37298SEA

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
T36059DI0351Psoriasis[ICD-11: EA90]P0DMS8ADORA3
T36059DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P0DMS8ADORA3
T62431DI0403Thrombocytopenia[ICD-11: 3B64]P43405SYK
T12808DI0279Muscular atrophy[ICD-11: 8B61]P17612PRKACA
T89034DI0030Angina pectoris[ICD-11: BA40]P00747PLG
T89034DI0052Bleeding disorder[ICD-11: GA20-GA21]P00747PLG
T89034DI0254Menopausal disorder[ICD-11: GA30]P00747PLG
T89034DI0287Myocardial infarction[ICD-11: BA41-BA43]P00747PLG
T89034DI0345Procedure injury[ICD-11: NE81]P00747PLG
T89034DI0357Pulmonary thromboembolism[ICD-11: BB00]P00747PLG
T60529DI0141Eye anterior segment structural developmental anomaly[ICD-11: LA11]Q5T7T8COX1
T60529DI0145Female pelvic pain[ICD-11: GA34]Q5T7T8COX1
T60529DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]Q5T7T8COX1
T60529DI0207Indeterminate colitis[ICD-11: DD72]Q5T7T8COX1
T60529DI0306Nutritional deficiency[ICD-11: 5B50-5B71]Q5T7T8COX1
T60529DI0320Osteoarthritis[ICD-11: FA00-FA05]Q5T7T8COX1
T60529DI0324Pain[ICD-11: MG30-MG3Z]Q5T7T8COX1
T60529DI0339Postoperative inflammation[ICD-11: 1A00-CA43]Q5T7T8COX1
T60529DI0366Rheumatoid arthritis[ICD-11: FA20]Q5T7T8COX1
T60529DI0372Seborrhoeic dermatitis[ICD-11: EA81]Q5T7T8COX1
T60529DI0416Tuberculosis[ICD-11: 1B10-1B12]Q5T7T8COX1
T60529DI0419Ulcerative colitis[ICD-11: DD71]Q5T7T8COX1
T40097DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P45983MAPK8
T85421DI0125Dissociative neurological symptom disorder[ICD-11: 6B60]P53779MAPK10
T68547DI0274Multiple myeloma[ICD-11: 2A83]Q13547HDAC1
T68547DI0283Mycosis fungoides[ICD-11: 2B01]Q13547HDAC1
T72702DI0075Cervical cancer[ICD-11: 2C77]P13726F3
T28887DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9BY41HDAC8
T93344DI0118Dermatophytosis[ICD-11: 1F28]Q14534SQLE
T93344DI0385Skin fungal infection disorder[ICD-11: EA60]Q14534SQLE
T15556DI0037Asthma[ICD-11: CA23]P05121SERPINE1
T15556DI0405Thrombosis[ICD-11: DB61-GB90]P05121SERPINE1
T25258DI0238Lung cancer[ICD-11: 2C25]P08183ABCB1
T75243DI0036Arteries/arterioles disorder[ICD-11: BD52]P42345MTOR
T75243DI0085Chronic myelomonocytic leukaemia[ICD-11: 2A40]P42345MTOR
T75243DI0274Multiple myeloma[ICD-11: 2A83]P42345MTOR
T75243DI0361Renal cell carcinoma[ICD-11: 2C90]P42345MTOR
T75243DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P42345MTOR
T75243DI0413Transplant rejection[ICD-11: NE84]P42345MTOR
T84631DI0053Blood-forming organ disease[ICD-11: 3C0Z]P00742F10
T84631DI0080Christmas disease[ICD-11: 3B11]P00742F10
T84631DI0091Coagulation defect[ICD-11: 3B10]P00742F10
T84631DI0103Coronary thrombosis[ICD-11: BA43]P00742F10
T84631DI0114Deep vein thrombosis[ICD-11: BD71]P00742F10
T84631DI0397Supraventricular tachyarrhythmia[ICD-11: BC81]P00742F10
T84631DI0405Thrombosis[ICD-11: DB61-GB90]P00742F10
T84631DI0433Venous thromboembolism[ICD-11: BD72]P00742F10
T27602DI0250Mature B-cell lymphoma[ICD-11: 2A85]Q9HAN5TRP1
T27602DI0274Multiple myeloma[ICD-11: 2A83]Q9HAN5TRP1
T09826DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P11387TOP1
T09826DI0095Colorectal cancer[ICD-11: 2B91]P11387TOP1
T09826DI0238Lung cancer[ICD-11: 2C25]P11387TOP1
T09826DI0321Ovarian cancer[ICD-11: 2C73]P11387TOP1
T09826DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P11387TOP1
T99057DI0262Metastatic tumour[ICD-11: 2D50-2E2Z]Q02750MAP2K1
T99057DI0336Phakomatoses/hamartoneoplastic syndrome[ICD-11: LD2D]Q02750MAP2K1
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
T17758DI0211Inherited coagulation factor deficiency[ICD-11: 3B14]P00749PLAU
T17758DI0287Myocardial infarction[ICD-11: BA41-BA43]P00749PLAU
T97035DI0007Acquired hypermelanosis[ICD-11: ED60]P14679TYR
T97035DI0008Acquired hypomelanotic disorder[ICD-11: ED63]P14679TYR
T58470DI0363Retina cancer[ICD-11: 2D02]P20248CCNA2
T64682DI0346Prostate cancer[ICD-11: 2C82]O00141SGK1
T37298DI0235Liver cancer[ICD-11: 2C12]Q99417MYCBP

Copyright © 2025