Hypochoeroside K



Compound IDCDAMM02943
Common nameHypochoeroside K
IUPAC name2-[(4-hydroxy-4a-methyl-1-methylidene-7-prop-1-en-2-yl-2,3,4,5,6,7,8,8a-octahydronaphthalen-2-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular formulaC21H34O7

Experimental data

Retention time0.58
Adduct[M+K]+
Actual mz437.199
Theoretical mz437.193
Error14.05
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.1747

Identifiers and class information

Inchi keyVGMXDSYTGIFDBM-UPEFUAICNA-N
SmilesOCC1OC(OC2C(=C)C3CC(C(=C)C)CCC3(C)C(O)C2)C(O)C(O)C1O
SuperclassLipids and lipid-like molecules
ClassPrenol lipids

Plant source

  • Clitoria ternatea L.

    • 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)9
    Number of reactive functional groups (#rtvFG)1
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)398.495
    Computed dipole moment(dipole)1.808
    Total solvent accessible surface area (SASA)613.643
    Hydrophobic component of SASA (FOSA)394.239
    Hydrophilic component of SASA (FISA)180.814
    Pie component of the SASA (PISA)38.59
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1198.79
    Number of hydrogen bond donors (donorHB)5
    Number of hydrogen bond acceptors (accptHB)11.9
    Free energy of solvation of dipole (dip^2/V)0.0027257
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0433627
    Globularity descriptor (glob)0.889363
    Predicted polarizability in cubic angstroms (QPpolrz)36.411
    Predicted hexadecane/gas partition coefficient (QPlogPC16)12.112
    Predicted octanol/gas partition coefficient (QPlogPoct)25.666
    Predicted water/gas partition coefficient (QPlogPw)19.747
    Predicted octanol/water partition coefficient (QPlogPo/w)0.539
    Predicted aqueous solubility (QPlogS)-2.476
    Conformation-independent predicted aqueous solubility (CIQPlogS)-2.676
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-3.506
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)191.092
    Predicted brain/blood partition coefficient (QPlogBB)-1.503
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)82.691
    Predicted skin permeability, log Kp (QPlogKp)-3.852
    PM3 calculated ionization potential (IP(ev))9.753
    PM3 calculated electron affinity (EA(eV))-0.649
    Number of likely metabolic reactions (#metab)9
    Prediction of binding to human serum albumin (QPlogKhsa)-0.51
    Predicted qualitative human oral absorption (HumanOralAbsorption)2
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)70.929
    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)116.26
    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
    P30542ADORA1Adenosine A1 receptorT92072SwissTargetPrediction
    Q07820MCL1Induced myeloid leukemia cell differentiation protein Mcl-1T14912SwissTargetPrediction
    P0DMS8ADORA3Adenosine A3 receptorT36059SwissTargetPrediction
    Q8IXJ6SIRT2NAD-dependent deacetylase sirtuin 2T83904SwissTargetPrediction
    P13866SLC5A1Sodium/glucose cotransporter 1T54771SwissTargetPrediction
    P08473MMENeprilysinT05409SwissTargetPrediction
    Q9H3R0KDM4CLysine-specific demethylase 4CT73863SwissTargetPrediction
    P45983MAPK8c-Jun N-terminal kinase 1T40097SwissTargetPrediction
    Q9BZP6CHIAAcidic mammalian chitinase (by homology)T51597SEA
    P30307CDC25CDual specificity phosphatase Cdc25CT40569SwissTargetPrediction
    P22894MMP8Matrix metalloproteinase 8T08856SwissTargetPrediction
    P03956MMP1Matrix metalloproteinase 1T52450SwissTargetPrediction
    Q9Y4C1KDM3ALysine-specific demethylase 3AT25362SwissTargetPrediction
    P11309PIM1Serine/threonine-protein kinase PIM1T50594SwissTargetPrediction
    O14757CHEK1Serine/threonine-protein kinase Chk1T62449SwissTargetPrediction
    Q16539MAPK14MAP kinase p38 alphaT65864SwissTargetPrediction
    Q16831UPP1Uridine phosphorylase 1 (by homology)T97388SwissTargetPrediction
    P45452MMP13Matrix metalloproteinase 13T34296SwissTargetPrediction
    P09237MMP7Matrix metalloproteinase 7T73475SwissTargetPrediction
    P07711CTSLCathepsin LT98691SwissTargetPrediction
    P07900HSP90AA1Heat shock protein HSP 90-alphaT18477SwissTargetPrediction
    O15111CHUKInhibitor of NF-kappa-B kinase (IKK)T78429SwissTargetPrediction
    P30556AGTR1Type-1 angiotensin II receptorT74456SwissTargetPrediction
    Q15858SCN9ASodium channel protein type IX alpha subunitT12119SwissTargetPrediction
    Q02750MAP2K1Dual specificity mitogen-activated protein kinase kinase 1T99057SwissTargetPrediction
    P05186ALPLAlkaline phosphatase, tissue-nonspecific isozymeT09538SwissTargetPrediction
    Q13627DYRK1ADual-specificity tyrosine-phosphorylation regulated kinase 1AT92803SwissTargetPrediction
    P40763STAT3Signal transducer and activator of transcription 3T29130SwissTargetPrediction
    P15692VEGFAVascular endothelial growth factor AT20761SwissTargetPrediction and SEA
    P05230FGF1Acidic fibroblast growth factorT18639SwissTargetPrediction and SEA
    P09038FGF2Basic fibroblast growth factorT31621SwissTargetPrediction and SEA
    Q9Y251HPSEHeparanaseT47623SwissTargetPrediction
    P42892ECE1Endothelin-converting enzyme 1T50970SwissTargetPrediction
    P05556ITGB1Integrin alpha2/beta1T01851SwissTargetPrediction
    P55263ADKAdenosine kinaseT91661SwissTargetPrediction
    P11142HSPA8Heat shock cognate 71 kDa proteinT12817SwissTargetPrediction
    P06493CDK1Cyclin-dependent kinase 1/cyclin B1T49898SwissTargetPrediction
    P04406GAPDHGlyceraldehyde-3-phosphate dehydrogenase liverT39321SwissTargetPrediction
    Q99808SLC29A1Equilibrative nucleoside transporter 1T13491SwissTargetPrediction
    P52789HK2Hexokinase type IIT96685SwissTargetPrediction
    P11021HSPA578 kDa glucose-regulated proteinT77594SwissTargetPrediction
    O43868SLC28A2Sodium/nucleoside cotransporter 2T94627SwissTargetPrediction
    P39900MMP12Matrix metalloproteinase 12T03500SwissTargetPrediction
    Q9NY91SLC5A4Low affinity sodium-glucose cotransporterT22583SwissTargetPrediction
    P31639SLC5A2Sodium/glucose cotransporter 2T30085SwissTargetPrediction
    P06737PYGLLiver glycogen phosphorylaseT19184SwissTargetPrediction
    P25025CXCR2Interleukin-8 receptor BT56923SwissTargetPrediction
    P42574CASP3Caspase-3T57943SwissTargetPrediction
    Q02127DHODHDihydroorotate dehydrogenaseT61400SwissTargetPrediction
    O76074PDE5APhosphodiesterase 5AT07663SwissTargetPrediction
    P60568IL2Interleukin-2T61698SwissTargetPrediction and SEA
    P24530EDNRBEndothelin receptor ET-BT92828SwissTargetPrediction
    P51686CCR9C-C chemokine receptor type 9T97873SwissTargetPrediction
    P17931LGALS3Galectin-3T72038SEA
    P04746AMY2APancreatic alpha-amylaseT86918SEA
    P14679TYRTyrosinaseT97035SEA
    Q92630DYRK2Dual-specificity tyrosine-phosphorylation regulated kinase 2T39486SwissTargetPrediction

    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
    T92072DI0319Orthostatic hypotension[ICD-11: BA21]P30542ADORA1
    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
    T83904DI0365Retinopathy[ICD-11: 9B71]Q8IXJ6SIRT2
    T54771DI0120Diabetes mellitus[ICD-11: 5A10]P13866SLC5A1
    T54771DI0175Heart failure[ICD-11: BD10-BD1Z]P13866SLC5A1
    T54771DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P13866SLC5A1
    T05409DI0175Heart failure[ICD-11: BD10-BD1Z]P08473MME
    T40097DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P45983MAPK8
    T08856DI0366Rheumatoid arthritis[ICD-11: FA20]P22894MMP8
    T52450DI0238Lung cancer[ICD-11: 2C25]P03956MMP1
    T50594DI0012Acute myeloid leukaemia[ICD-11: 2A60]P11309PIM1
    T50594DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P11309PIM1
    T62449DI0027Anal cancer[ICD-11: 2C00]O14757CHEK1
    T62449DI0172Head and neck cancer[ICD-11: 2D42]O14757CHEK1
    T62449DI0183Hodgkin lymphoma[ICD-11: 2B30]O14757CHEK1
    T62449DI0238Lung cancer[ICD-11: 2C25]O14757CHEK1
    T62449DI0241Lymphoma[ICD-11: 2A80-2A86]O14757CHEK1
    T62449DI0321Ovarian cancer[ICD-11: 2C73]O14757CHEK1
    T62449DI0326Pancreatic cancer[ICD-11: 2C10]O14757CHEK1
    T62449DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]O14757CHEK1
    T65864DI0102Coronary atherosclerosis[ICD-11: BA52]Q16539MAPK14
    T65864DI0287Myocardial infarction[ICD-11: BA41-BA43]Q16539MAPK14
    T65864DI0366Rheumatoid arthritis[ICD-11: FA20]Q16539MAPK14
    T65864DI0437Vitamin deficiency[ICD-11: 5B55-5B5F]Q16539MAPK14
    T97388DI0292Nasopharyngitis[ICD-11: CA00]Q16831UPP1
    T34296DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P45452MMP13
    T73475DI0238Lung cancer[ICD-11: 2C25]P09237MMP7
    T98691DI0263Middle East Respiratory Syndrome[ICD-11: 1D64]P07711CTSL
    T98691DI0376Severe acute respiratory syndrome[ICD-11: 1D65]P07711CTSL
    T18477DI0015Acute upper respiratory infection[ICD-11: CA07]P07900HSP90AA1
    T18477DI0037Asthma[ICD-11: CA23]P07900HSP90AA1
    T78429DI0250Mature B-cell lymphoma[ICD-11: 2A85]O15111CHUK
    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
    T12119DI0051Bipolar disorder[ICD-11: 6A60]Q15858SCN9A
    T12119DI0087Chronic pain[ICD-11: MG30]Q15858SCN9A
    T12119DI0140Extremities vasodilatation[ICD-11: EG00]Q15858SCN9A
    T12119DI0163General pain disorder[ICD-11: 8E43]Q15858SCN9A
    T12119DI0320Osteoarthritis[ICD-11: FA00-FA05]Q15858SCN9A
    T12119DI0324Pain[ICD-11: MG30-MG3Z]Q15858SCN9A
    T12119DI0358Radiculopathy[ICD-11: 8B93]Q15858SCN9A
    T12119DI0415Trigeminal nerve disorder[ICD-11: 8B82]Q15858SCN9A
    T99057DI0262Metastatic tumour[ICD-11: 2D50-2E2Z]Q02750MAP2K1
    T99057DI0336Phakomatoses/hamartoneoplastic syndrome[ICD-11: LD2D]Q02750MAP2K1
    T09538DI0164Genetic prion disease[ICD-11: 8E02]P05186ALPL
    T09538DI0330Parasitic infection[ICD-11: 1D0Y-1G2Z]P05186ALPL
    T92803DI0113Cytomegaloviral disease[ICD-11: 1D82]Q13627DYRK1A
    T29130DI0351Psoriasis[ICD-11: EA90]P40763STAT3
    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
    T47623DI0020African trypanosomiasis[ICD-11: 1F51]Q9Y251HPSE
    T47623DI0310Ocular disease[ICD-11: N.A.]Q9Y251HPSE
    T01851DI0060Brain cancer[ICD-11: 2A00]P05556ITGB1
    T01851DI0238Lung cancer[ICD-11: 2C25]P05556ITGB1
    T01851DI0365Retinopathy[ICD-11: 9B71]P05556ITGB1
    T91661DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]P55263ADK
    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
    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
    T03500DI0037Asthma[ICD-11: CA23]P39900MMP12
    T03500DI0238Lung cancer[ICD-11: 2C25]P39900MMP12
    T03500DI0361Renal cell carcinoma[ICD-11: 2C90]P39900MMP12
    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
    T56923DI0155Fungal infection[ICD-11: 1F29-1F2F]P25025CXCR2
    T56923DI0324Pain[ICD-11: MG30-MG3Z]P25025CXCR2
    T57943DI0060Brain cancer[ICD-11: 2A00]P42574CASP3
    T61400DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]Q02127DHODH
    T61400DI0275Multiple sclerosis[ICD-11: 8A40]Q02127DHODH
    T07663DI0190Hypertension[ICD-11: BA00-BA04]O76074PDE5A
    T07663DI0213Innate/adaptive immunodeficiency[ICD-11: 4A00]O76074PDE5A
    T07663DI0378Sexual dysfunction[ICD-11: HA00-HA01]O76074PDE5A
    T07663DI0411Tonus and reflex abnormality[ICD-11: MB47]O76074PDE5A
    T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
    T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2
    T92828DI0070Cardiovascular disease[ICD-11: BA00-BE2Z]P24530EDNRB
    T92828DI0356Pulmonary hypertension[ICD-11: BB01]P24530EDNRB
    T97873DI0107Crohn disease[ICD-11: DD70]P51686CCR9
    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

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