Hydroxystrobilurin D



Compound IDCDAMM02859
Common nameHydroxystrobilurin D
IUPAC namemethyl 6-[4,4-dimethyl-3-(3-methylbut-2-enoxy)-2,3-dihydro-1,5-benzodioxepin-7-yl]-3-(hydroxymethyl)-2-(methoxymethylidene)hexa-3,5-dienoate
Molecular formulaC26H34O7

Experimental data

Retention time13.17
Adduct[M+H]+
Actual mz459.24
Theoretical mz459.237
Error4.84
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.7517

Identifiers and class information

Inchi keyNONWIHHDNSSAAO-HUGQQNFDNA-N
SmilesO=C(OC)C(=COC)C(=CC=CC1=CC=C2OCC(OCC=C(C)C)C(OC2=C1)(C)C)CO
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)12
Number of reactive functional groups (#rtvFG)1
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)458.55
Computed dipole moment(dipole)5.099
Total solvent accessible surface area (SASA)856.67
Hydrophobic component of SASA (FOSA)633.297
Hydrophilic component of SASA (FISA)87.37
Pie component of the SASA (PISA)136.002
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1549.18
Number of hydrogen bond donors (donorHB)1
Number of hydrogen bond acceptors (accptHB)8.6
Free energy of solvation of dipole (dip^2/V)0.0167854
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0100389
Globularity descriptor (glob)0.755822
Predicted polarizability in cubic angstroms (QPpolrz)49.438
Predicted hexadecane/gas partition coefficient (QPlogPC16)14.725
Predicted octanol/gas partition coefficient (QPlogPoct)21.966
Predicted water/gas partition coefficient (QPlogPw)10.589
Predicted octanol/water partition coefficient (QPlogPo/w)4.914
Predicted aqueous solubility (QPlogS)-6.596
Conformation-independent predicted aqueous solubility (CIQPlogS)-5.242
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-6.132
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)1470.17
Predicted brain/blood partition coefficient (QPlogBB)-1.179
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)750.335
Predicted skin permeability, log Kp (QPlogKp)-1.499
PM3 calculated ionization potential (IP(ev))8.519
PM3 calculated electron affinity (EA(eV))0.66
Number of likely metabolic reactions (#metab)4
Prediction of binding to human serum albumin (QPlogKhsa)0.556
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)100
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)82.265
Number of nitrogen and oxygen atoms (#NandO)7
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
P00734F2ThrombinT94033SwissTargetPrediction
P0DMS8ADORA3Adenosine A3 receptorT36059SwissTargetPrediction
Q14416GRM2Metabotropic glutamate receptor 2T62820SwissTargetPrediction
O00519FAAHAnandamide amidohydrolaseT11754SwissTargetPrediction
Q9UM73ALKALK tyrosine kinase receptorT56418SwissTargetPrediction
P08183ABCB1P-glycoprotein 1T25258SwissTargetPrediction
O14965AURKASerine/threonine-protein kinase Aurora-AT87675SwissTargetPrediction
O00767SCDAcyl-CoA desaturaseT10897SwissTargetPrediction
P49810PSEN2Gamma-secretaseT99204SwissTargetPrediction
Q02750MAP2K1Dual specificity mitogen-activated protein kinase kinase 1T99057SwissTargetPrediction
P29466CASP1Caspase-1T98269SwissTargetPrediction
P28482MAPK1MAP kinase ERK2T58970SwissTargetPrediction
P06493CDK1Cyclin-dependent kinase 1/cyclin B1T49898SwissTargetPrediction
Q99558MAP3K14Mitogen-activated protein kinase kinase kinase 14T95736SwissTargetPrediction
P42574CASP3Caspase-3T57943SwissTargetPrediction
Q9UQ81MCH5Caspase-8T15700SwissTargetPrediction
Q9H244P2RY12Purinergic receptor P2Y12 (by homology)T46937SwissTargetPrediction
Q9GZN0GPR88Probable G-protein coupled receptor 88T37505SwissTargetPrediction
Q13153PAK1Serine/threonine-protein kinase PAK 1T37961SwissTargetPrediction

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T94033DI0052Bleeding disorder[ICD-11: GA20-GA21]P00734F2
T94033DI0091Coagulation defect[ICD-11: 3B10]P00734F2
T94033DI0219Ischaemic/haemorrhagic stroke[ICD-11: 8B20]P00734F2
T94033DI0275Multiple sclerosis[ICD-11: 8A40]P00734F2
T94033DI0287Myocardial infarction[ICD-11: BA41-BA43]P00734F2
T94033DI0306Nutritional deficiency[ICD-11: 5B50-5B71]P00734F2
T94033DI0403Thrombocytopenia[ICD-11: 3B64]P00734F2
T94033DI0405Thrombosis[ICD-11: DB61-GB90]P00734F2
T36059DI0351Psoriasis[ICD-11: EA90]P0DMS8ADORA3
T36059DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P0DMS8ADORA3
T62820DI0025Alzheimer disease[ICD-11: 8A20]Q14416GRM2
T62820DI0051Bipolar disorder[ICD-11: 6A60]Q14416GRM2
T62820DI0116Dengue fever[ICD-11: 1D2Z]Q14416GRM2
T62820DI0117Depression[ICD-11: 6A70-6A7Z]Q14416GRM2
T62820DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]Q14416GRM2
T62820DI0256Mental/behavioural/neurodevelopmental disorder[ICD-11: 6E20-6E8Z]Q14416GRM2
T62820DI0308Obesity[ICD-11: 5B80-5B81]Q14416GRM2
T62820DI0354Psychotic disorder[ICD-11: 6A20-6A25]Q14416GRM2
T62820DI0370Schizophrenia[ICD-11: 6A20]Q14416GRM2
T11754DI0101Corneal disease[ICD-11: 9A76-9A78]O00519FAAH
T56418DI0238Lung cancer[ICD-11: 2C25]Q9UM73ALK
T56418DI0251Mature T-cell lymphoma[ICD-11: 2A90]Q9UM73ALK
T56418DI0303Non-small-cell lung cancer[ICD-11: 2C25]Q9UM73ALK
T25258DI0238Lung cancer[ICD-11: 2C25]P08183ABCB1
T87675DI0009Acute diabete complication[ICD-11: 5A2Y]O14965AURKA
T87675DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]O14965AURKA
T10897DI0046Bacterial infection[ICD-11: 1A00-1C4Z]O00767SCD
T99204DI0320Osteoarthritis[ICD-11: FA00-FA05]P49810PSEN2
T99204DI0380Shoulder lesion[ICD-11: FB53]P49810PSEN2
T99204DI0390Soft tissue disorder[ICD-11: FB56]P49810PSEN2
T99057DI0262Metastatic tumour[ICD-11: 2D50-2E2Z]Q02750MAP2K1
T99057DI0336Phakomatoses/hamartoneoplastic syndrome[ICD-11: LD2D]Q02750MAP2K1
T98269DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]P29466CASP1
T98269DI0146Fibrosis[ICD-11: GA14-GC01]P29466CASP1
T98269DI0366Rheumatoid arthritis[ICD-11: FA20]P29466CASP1
T98269DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P29466CASP1
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
T49898DI0062Breast cancer[ICD-11: 2C60-2C6Y]P06493CDK1
T49898DI0238Lung cancer[ICD-11: 2C25]P06493CDK1
T49898DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]P06493CDK1
T49898DI0250Mature B-cell lymphoma[ICD-11: 2A85]P06493CDK1
T49898DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P06493CDK1
T57943DI0060Brain cancer[ICD-11: 2A00]P42574CASP3
T15700DI0120Diabetes mellitus[ICD-11: 5A10]Q9UQ81MCH5
T15700DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9UQ81MCH5
T46937DI0287Myocardial infarction[ICD-11: BA41-BA43]Q9H244P2RY12
T46937DI0405Thrombosis[ICD-11: DB61-GB90]Q9H244P2RY12

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