Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate



Compound IDCDAMM00332
Common nameGlucosyl (E)-2,6-Dimethyl-2,5-heptadienoate
IUPAC name[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2E)-2,6-dimethylhepta-2,5-dienoate
Molecular formulaC15H24O7

Experimental data

Retention time43.381
Adduct[M+H]+
Actual mz317.151
Theoretical mz317.159
Error27.05
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.09

Identifiers and class information

Inchi keyBHPXBBXWEPCSOK-RMKNXTFCNA-N
SmilesO=C(OC1OC(CO)C(O)C(O)C1O)C(=CCC=C(C)C)C
SuperclassOrganic oxygen compounds
ClassOrganooxygen compounds

Plant source

  • Pedalium murex 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)9
    Number of reactive functional groups (#rtvFG)2
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)316.35
    Computed dipole moment(dipole)5.193
    Total solvent accessible surface area (SASA)592.773
    Hydrophobic component of SASA (FOSA)383.856
    Hydrophilic component of SASA (FISA)193.025
    Pie component of the SASA (PISA)15.892
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1047.55
    Number of hydrogen bond donors (donorHB)4
    Number of hydrogen bond acceptors (accptHB)10.5
    Free energy of solvation of dipole (dip^2/V)0.025739
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0354267
    Globularity descriptor (glob)0.841512
    Predicted polarizability in cubic angstroms (QPpolrz)30.142
    Predicted hexadecane/gas partition coefficient (QPlogPC16)10.32
    Predicted octanol/gas partition coefficient (QPlogPoct)21.378
    Predicted water/gas partition coefficient (QPlogPw)16.782
    Predicted octanol/water partition coefficient (QPlogPo/w)0.07
    Predicted aqueous solubility (QPlogS)-2.422
    Conformation-independent predicted aqueous solubility (CIQPlogS)-1.761
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-4.172
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)146.368
    Predicted brain/blood partition coefficient (QPlogBB)-1.796
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)61.986
    Predicted skin permeability, log Kp (QPlogKp)-4.157
    PM3 calculated ionization potential (IP(ev))9.72
    PM3 calculated electron affinity (EA(eV))0.039
    Number of likely metabolic reactions (#metab)8
    Prediction of binding to human serum albumin (QPlogKhsa)-0.734
    Predicted qualitative human oral absorption (HumanOralAbsorption)2
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)66.115
    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)126.01
    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
    P00533EGFREpidermal growth factor receptor erbB1T59328SwissTargetPrediction
    P29274ADORA2AAdenosine A2a receptorT77365SwissTargetPrediction
    O43570CA12Carbonic anhydrase XIIT16987SEA
    Q16790CA9Carbonic anhydrase IXT64567SEA
    P0DMS8ADORA3Adenosine A3 receptorT36059SwissTargetPrediction
    P00915CA1Carbonic anhydrase IT13201SEA
    P04054PLA2G1BPhospholipase A2 group 1BT31479SwissTargetPrediction
    P16278GLB1Beta-galactosidase (by homology)T73134SEA
    P10253GAALysosomal alpha-glucosidase (by homology)T31514SwissTargetPrediction
    P13866SLC5A1Sodium/glucose cotransporter 1T54771SwissTargetPrediction
    Q9ULX7CA14Carbonic anhydrase XIVT31992SwissTargetPrediction
    P29275ADORA2BAdenosine A2b receptorT86679SwissTargetPrediction
    P43235CTSKCathepsin KT11388SwissTargetPrediction
    P00491PNPPurine nucleoside phosphorylaseT78198SwissTargetPrediction
    P04183TK1Thymidine kinase, cytosolicT30081SwissTargetPrediction
    Q9BZP6CHIAAcidic mammalian chitinase (by homology)T51597SEA
    Q13547HDAC1Histone deacetylase 1T68547SwissTargetPrediction
    Q9HC97GPR35G-protein coupled receptor 35T56143SwissTargetPrediction
    P06276BCHEButyrylcholinesteraseT99799SwissTargetPrediction
    P24941CDK2Cyclin-dependent kinase 2T70176SwissTargetPrediction
    Q16831UPP1Uridine phosphorylase 1 (by homology)T97388SwissTargetPrediction
    P07711CTSLCathepsin LT98691SwissTargetPrediction
    P51449RORCNuclear receptor ROR-gammaT25307SwissTargetPrediction
    P30556AGTR1Type-1 angiotensin II receptorT74456SwissTargetPrediction
    Q02750MAP2K1Dual specificity mitogen-activated protein kinase kinase 1T99057SwissTargetPrediction
    P25774CTSSCathepsin ST68290SwissTargetPrediction
    P09211GSTP1Glutathione S-transferase PiT21669SwissTargetPrediction
    P32320CDACytidine deaminase (by homology)T79027SEA
    P00813ADAAdenosine deaminaseT03661SwissTargetPrediction
    P15692VEGFAVascular endothelial growth factor AT20761SEA
    P05230FGF1Acidic fibroblast growth factorT18639SEA
    P09038FGF2Basic fibroblast growth factorT31621SEA
    P04062GBABeta-glucocerebrosidaseT84173SwissTargetPrediction
    Q9NWZ3IRAK4Interleukin-1 receptor-associated kinase 4T55398SwissTargetPrediction
    P55263ADKAdenosine kinaseT91661SwissTargetPrediction
    O60502OGABifunctional protein NCOATT19567SwissTargetPrediction
    P11142HSPA8Heat shock cognate 71 kDa proteinT12817SwissTargetPrediction
    P04406GAPDHGlyceraldehyde-3-phosphate dehydrogenase liverT39321SwissTargetPrediction
    Q99808SLC29A1Equilibrative nucleoside transporter 1T13491SwissTargetPrediction
    P52789HK2Hexokinase type IIT96685SwissTargetPrediction
    P11021HSPA578 kDa glucose-regulated proteinT77594SwissTargetPrediction
    O43868SLC28A2Sodium/nucleoside cotransporter 2T94627SwissTargetPrediction
    P23526AHCYAdenosylhomocysteinaseT68698SwissTargetPrediction
    P05023ATP1A1Sodium/potassium-transporting ATPase alpha-1 chainT40800SwissTargetPrediction
    Q9NY91SLC5A4Low affinity sodium-glucose cotransporterT22583SwissTargetPrediction
    P31639SLC5A2Sodium/glucose cotransporter 2T30085SwissTargetPrediction
    P06737PYGLLiver glycogen phosphorylaseT19184SwissTargetPrediction
    P16109SELPP-selectinT10965SEA
    P14151SELLLeukocyte adhesion molecule-1T60526SEA
    P60568IL2Interleukin-2T61698SEA
    Q9H244P2RY12Purinergic receptor P2Y12 (by homology)T46937SwissTargetPrediction
    P17931LGALS3Galectin-3T72038SEA
    P04746AMY2APancreatic alpha-amylaseT86918SEA
    P14679TYRTyrosinaseT97035SwissTargetPrediction and SEA
    P06865HEXABeta-hexosaminidase subunit alphaT63196SEA
    P07686HEXBBeta-N-acetyl-D-hexosaminidase-A/BT63197SEA
    P09382LGALS1Galectin-1T09544SEA
    Q9NZ08ERAP1Endoplasmic reticulum aminopeptidase 1T72849SEA
    Q15391P2RY14Purinergic receptor P2Y14T16555SEA
    P05231IL6Interleukin-6T32578SEA
    P11717IGF2RInsulin-like growth factor II receptorT59550SEA
    Q07108CD69Early activation antigen CD69T48780SEA
    P30837ALDH1B1Acetaldehyde dehydrogenaseT99641SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T59328DI0030Angina pectoris[ICD-11: BA40]P00533EGFR
    T59328DI0062Breast cancer[ICD-11: 2C60-2C6Y]P00533EGFR
    T59328DI0095Colorectal cancer[ICD-11: 2B91]P00533EGFR
    T59328DI0121Diabetic foot ulcer[ICD-11: BD54]P00533EGFR
    T59328DI0220Ischemia[ICD-11: 8B10-8B11]P00533EGFR
    T59328DI0238Lung cancer[ICD-11: 2C25]P00533EGFR
    T59328DI0303Non-small-cell lung cancer[ICD-11: 2C25]P00533EGFR
    T59328DI0361Renal cell carcinoma[ICD-11: 2C90]P00533EGFR
    T59328DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P00533EGFR
    T59328DI0420Unspecific body region injury[ICD-11: ND56]P00533EGFR
    T77365DI0319Orthostatic hypotension[ICD-11: BA21]P29274ADORA2A
    T77365DI0331Parkinsonism[ICD-11: 8A00]P29274ADORA2A
    T77365DI0359Radionuclide imaging[ICD-11: N.A.]P29274ADORA2A
    T16987DI0046Bacterial infection[ICD-11: 1A00-1C4Z]O43570CA12
    T16987DI0372Seborrhoeic dermatitis[ICD-11: EA81]O43570CA12
    T64567DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q16790CA9
    T36059DI0351Psoriasis[ICD-11: EA90]P0DMS8ADORA3
    T36059DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P0DMS8ADORA3
    T13201DI0166Glaucoma[ICD-11: 9C61]P00915CA1
    T13201DI0372Seborrhoeic dermatitis[ICD-11: EA81]P00915CA1
    T31479DI0230Leishmaniasis[ICD-11: 1F54]P04054PLA2G1B
    T31479DI0335Peroxisomal disease[ICD-11: 5C57]P04054PLA2G1B
    T31479DI0367Rosacea[ICD-11: ED90]P04054PLA2G1B
    T31479DI0398Synthesis disorder[ICD-11: 5C52-5C59]P04054PLA2G1B
    T73134DI0242Lysosomal disease[ICD-11: 5C56]P16278GLB1
    T31514DI0201Inborn carbohydrate metabolism error[ICD-11: 5C51]P10253GAA
    T54771DI0120Diabetes mellitus[ICD-11: 5A10]P13866SLC5A1
    T54771DI0175Heart failure[ICD-11: BD10-BD1Z]P13866SLC5A1
    T54771DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P13866SLC5A1
    T31992DI0046Bacterial infection[ICD-11: 1A00-1C4Z]Q9ULX7CA14
    T31992DI0204Inborn metabolism deficiency[ICD-11: 5C50-5C59]Q9ULX7CA14
    T86679DI0180Herpes simplex infection[ICD-11: 1F00]P29275ADORA2B
    T86679DI0397Supraventricular tachyarrhythmia[ICD-11: BC81]P29275ADORA2B
    T11388DI0237Low bone mass disorder[ICD-11: FB83]P43235CTSK
    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
    T30081DI0012Acute myeloid leukaemia[ICD-11: 2A60]P04183TK1
    T30081DI0184Human immunodeficiency virus disease[ICD-11: 1C60-1C62]P04183TK1
    T68547DI0274Multiple myeloma[ICD-11: 2A83]Q13547HDAC1
    T68547DI0283Mycosis fungoides[ICD-11: 2B01]Q13547HDAC1
    T99799DI0324Pain[ICD-11: MG30-MG3Z]P06276BCHE
    T99799DI0411Tonus and reflex abnormality[ICD-11: MB47]P06276BCHE
    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
    T97388DI0292Nasopharyngitis[ICD-11: CA00]Q16831UPP1
    T98691DI0263Middle East Respiratory Syndrome[ICD-11: 1D64]P07711CTSL
    T98691DI0376Severe acute respiratory syndrome[ICD-11: 1D65]P07711CTSL
    T25307DI0042Autoimmune disease[ICD-11: 4A40-4A45]P51449RORC
    T25307DI0107Crohn disease[ICD-11: DD70]P51449RORC
    T25307DI0238Lung cancer[ICD-11: 2C25]P51449RORC
    T25307DI0275Multiple sclerosis[ICD-11: 8A40]P51449RORC
    T25307DI0351Psoriasis[ICD-11: EA90]P51449RORC
    T25307DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P51449RORC
    T74456DI0137Essential hypertension[ICD-11: BA00]P30556AGTR1
    T74456DI0190Hypertension[ICD-11: BA00-BA04]P30556AGTR1
    T74456DI0373Secondary hypertension[ICD-11: BA04]P30556AGTR1
    T74456DI0425Urinary system clinical symptom[ICD-11: MF8Y]P30556AGTR1
    T99057DI0262Metastatic tumour[ICD-11: 2D50-2E2Z]Q02750MAP2K1
    T99057DI0336Phakomatoses/hamartoneoplastic syndrome[ICD-11: LD2D]Q02750MAP2K1
    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
    T21669DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P09211GSTP1
    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
    T84173DI0257Metabolic disorder[ICD-11: 5C50-5D2Z]P04062GBA
    T55398DI0039Atopic eczema[ICD-11: EA80]Q9NWZ3IRAK4
    T55398DI0109Cutaneous lupus erythematosus[ICD-11: EB50-EB5Z]Q9NWZ3IRAK4
    T55398DI0241Lymphoma[ICD-11: 2A80-2A86]Q9NWZ3IRAK4
    T55398DI0339Postoperative inflammation[ICD-11: 1A00-CA43]Q9NWZ3IRAK4
    T55398DI0351Psoriasis[ICD-11: EA90]Q9NWZ3IRAK4
    T55398DI0366Rheumatoid arthritis[ICD-11: FA20]Q9NWZ3IRAK4
    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
    T13491DI0030Angina pectoris[ICD-11: BA40]Q99808SLC29A1
    T96685DI0133Epidermal dysplasias[ICD-11: EK90]P52789HK2
    T77594DI0252Melanoma[ICD-11: 2C30]P11021HSPA5
    T77594DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P11021HSPA5
    T40800DI0068Cardiac arrhythmia[ICD-11: BC9Z]P05023ATP1A1
    T40800DI0086Chronic obstructive pulmonary disease[ICD-11: CA22]P05023ATP1A1
    T40800DI0101Corneal disease[ICD-11: 9A76-9A78]P05023ATP1A1
    T40800DI0175Heart failure[ICD-11: BD10-BD1Z]P05023ATP1A1
    T40800DI0186Hyperhidrosis[ICD-11: EE00]P05023ATP1A1
    T40800DI0243Malaria[ICD-11: 1F40-1F45]P05023ATP1A1
    T40800DI0397Supraventricular tachyarrhythmia[ICD-11: BC81]P05023ATP1A1
    T22583DI0009Acute diabete complication[ICD-11: 5A2Y]Q9NY91SLC5A4
    T22583DI0417Type 2 diabetes mellitus[ICD-11: 5A11]Q9NY91SLC5A4
    T30085DI0120Diabetes mellitus[ICD-11: 5A10]P31639SLC5A2
    T30085DI0175Heart failure[ICD-11: BD10-BD1Z]P31639SLC5A2
    T30085DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P31639SLC5A2
    T10965DI0088Circulatory system disease[ICD-11: BE2Z]P16109SELP
    T10965DI0381Sickle-cell disorder[ICD-11: 3A51]P16109SELP
    T60526DI0037Asthma[ICD-11: CA23]P14151SELL
    T60526DI0088Circulatory system disease[ICD-11: BE2Z]P14151SELL
    T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
    T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2
    T46937DI0287Myocardial infarction[ICD-11: BA41-BA43]Q9H244P2RY12
    T46937DI0405Thrombosis[ICD-11: DB61-GB90]Q9H244P2RY12
    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
    T63196DI0242Lysosomal disease[ICD-11: 5C56]P06865HEXA
    T63197DI0242Lysosomal disease[ICD-11: 5C56]P07686HEXB
    T32578DI0028Anemia[ICD-11: 3A00-3A9Z]P05231IL6
    T59550DI0146Fibrosis[ICD-11: GA14-GC01]P11717IGF2R
    T59550DI0368Sarcoidosis[ICD-11: 4B20]P11717IGF2R
    T99641DI0396Substance abuse[ICD-11: 6C40]P30837ALDH1B1

    Copyright © 2025