4beta,8beta,2alpha-Trihydroxy-6alpha-p-hydroxybenzoyloxydaucane



Compound IDCDAMM02949
Common name4beta,8beta,2alpha-Trihydroxy-6alpha-p-hydroxybenzoyloxydaucane
IUPAC name(3,6,7-trihydroxy-6,8a-dimethyl-3-propan-2-yl-2,3a,4,5,7,8-hexahydro-1H-azulen-4-yl) 4-hydroxybenzoate
Molecular formulaC22H32O6

Experimental data

Retention time0.57
Adduct[M+H]+
Actual mz393.221
Theoretical mz393.227
Error14.69
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.0518

Identifiers and class information

Inchi keyQCLJCHLNAUUSNX-GWCKPLBNNA-N
SmilesO=C(OC1CC(O)(C)C(O)CC2(C)CCC(O)(C(C)C)C12)C3=CC=C(O)C=C3
SuperclassLipids and lipid-like molecules
ClassPrenol lipids

Plant source

  • Clitoria ternatea 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)7
    Number of reactive functional groups (#rtvFG)1
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)392.491
    Computed dipole moment(dipole)4.625
    Total solvent accessible surface area (SASA)637.947
    Hydrophobic component of SASA (FOSA)340.557
    Hydrophilic component of SASA (FISA)158.232
    Pie component of the SASA (PISA)139.158
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1207.56
    Number of hydrogen bond donors (donorHB)4
    Number of hydrogen bond acceptors (accptHB)5.95
    Free energy of solvation of dipole (dip^2/V)0.0177164
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0186536
    Globularity descriptor (glob)0.859644
    Predicted polarizability in cubic angstroms (QPpolrz)39.007
    Predicted hexadecane/gas partition coefficient (QPlogPC16)12.456
    Predicted octanol/gas partition coefficient (QPlogPoct)22.131
    Predicted water/gas partition coefficient (QPlogPw)13.452
    Predicted octanol/water partition coefficient (QPlogPo/w)2.971
    Predicted aqueous solubility (QPlogS)-4.309
    Conformation-independent predicted aqueous solubility (CIQPlogS)-4.579
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-4.467
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)312.884
    Predicted brain/blood partition coefficient (QPlogBB)-1.286
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)140.902
    Predicted skin permeability, log Kp (QPlogKp)-3.273
    PM3 calculated ionization potential (IP(ev))9.63
    PM3 calculated electron affinity (EA(eV))0.487
    Number of likely metabolic reactions (#metab)4
    Prediction of binding to human serum albumin (QPlogKhsa)0.304
    Predicted qualitative human oral absorption (HumanOralAbsorption)3
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)89.005
    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)103.642
    Number of nitrogen and oxygen atoms (#NandO)6
    Number of violations of Lipinski’s rule of five (RuleOfFive)0
    Number of violations of Jorgensen’s rule of three (RuleOfThree)0

    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
    P22303ACHEAcetylcholinesteraseT30082SwissTargetPrediction
    P42336PIK3CAPI3-kinase p110-alpha subunitT80276SwissTargetPrediction
    P06239LCKTyrosine-protein kinase LCKT12499SwissTargetPrediction
    P17612PRKACAcAMP-dependent protein kinase alpha-catalytic subunitT12808SwissTargetPrediction
    P07949RETKinesin-1 heavy chain/ Tyrosine-protein kinase receptor RETT60631SwissTargetPrediction
    Q92731ESR2Estrogen receptor betaT80896SwissTargetPrediction
    P06746POLBDNA polymerase beta (by homology)T06958SwissTargetPrediction and SEA
    P22894MMP8Matrix metalloproteinase 8T08856SwissTargetPrediction
    P08254MMP3Matrix metalloproteinase 3T86702SwissTargetPrediction
    P14780MMP9Matrix metalloproteinase 9T54156SwissTargetPrediction
    P03956MMP1Matrix metalloproteinase 1T52450SwissTargetPrediction
    Q14534SQLESqualene monooxygenase (by homology)T93344SwissTargetPrediction
    P05121SERPINE1Plasminogen activator inhibitor-1T15556SwissTargetPrediction
    P08183ABCB1P-glycoprotein 1T25258SwissTargetPrediction
    P52732KIF11Kinesin-like protein 1T28484SwissTargetPrediction
    P54760EPHB4Ephrin receptorT49507SwissTargetPrediction
    O14757CHEK1Serine/threonine-protein kinase Chk1T62449SwissTargetPrediction
    P30291WEE1Serine/threonine-protein kinase WEE1T69991SwissTargetPrediction
    P24941CDK2Cyclin-dependent kinase 2T70176SwissTargetPrediction
    P56817BACE1Beta-secretase 1T79031SwissTargetPrediction
    P78536ADAM17ADAM17T82393SwissTargetPrediction
    O75460ERN1Serine/threonine-protein kinase/endoribonuclease IRE1T01003SwissTargetPrediction
    P23458JAK1Tyrosine-protein kinase JAK1T62460SwissTargetPrediction
    P31749AKT1Serine/threonine-protein kinase AKTT67619SwissTargetPrediction
    P49841GSK3BGlycogen synthase kinase-3 betaT70977SwissTargetPrediction
    P07900HSP90AA1Heat shock protein HSP 90-alphaT18477SwissTargetPrediction
    P10721KITStem cell growth factor receptorT57700SwissTargetPrediction
    O00444PLK4Serine/threonine-protein kinase PLK4T71374SwissTargetPrediction
    Q9NR96TLR9Toll-like receptor (TLR7/TLR9)T11451SwissTargetPrediction
    P29597TYK2Tyrosine-protein kinase TYK2T78932SwissTargetPrediction
    P28482MAPK1MAP kinase ERK2T58970SwissTargetPrediction
    P06493CDK1Cyclin-dependent kinase 1/cyclin B1T49898SwissTargetPrediction
    Q00535CDK5Cyclin-dependent kinase 5/CDK5 activator 1T20973SwissTargetPrediction
    P78527PRKDCDNA-dependent protein kinaseT81735SwissTargetPrediction
    Q9UIQ6LNPEPCystinyl aminopeptidaseT97537SwissTargetPrediction

    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
    T30082DI0025Alzheimer disease[ICD-11: 8A20]P22303ACHE
    T30082DI0166Glaucoma[ICD-11: 9C61]P22303ACHE
    T30082DI0282Myasthenia gravis[ICD-11: 8C6Y]P22303ACHE
    T30082DI0313Oesophageal/gastroduodenal disorder[ICD-11: DD90]P22303ACHE
    T30082DI0332Pediculosis[ICD-11: 1G00]P22303ACHE
    T30082DI0421Unspecific substance harmful effect[ICD-11: NE6Z]P22303ACHE
    T80276DI0062Breast cancer[ICD-11: 2C60-2C6Y]P42336PIK3CA
    T80276DI0151Follicular lymphoma[ICD-11: 2A80]P42336PIK3CA
    T80276DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]P42336PIK3CA
    T12499DI0286Myeloproliferative neoplasm[ICD-11: 2A20]P06239LCK
    T12808DI0279Muscular atrophy[ICD-11: 8B61]P17612PRKACA
    T60631DI0095Colorectal cancer[ICD-11: 2B91]P07949RET
    T60631DI0238Lung cancer[ICD-11: 2C25]P07949RET
    T60631DI0250Mature B-cell lymphoma[ICD-11: 2A85]P07949RET
    T60631DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P07949RET
    T60631DI0403Thrombocytopenia[ICD-11: 3B64]P07949RET
    T60631DI0407Thyroid cancer[ICD-11: 2D10]P07949RET
    T80896DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q92731ESR2
    T80896DI0108Cushing syndrome[ICD-11: 5A70]Q92731ESR2
    T80896DI0254Menopausal disorder[ICD-11: GA30]Q92731ESR2
    T80896DI0432Vasomotor/allergic rhinitis[ICD-11: CA08]Q92731ESR2
    T06958DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P06746POLB
    T08856DI0366Rheumatoid arthritis[ICD-11: FA20]P22894MMP8
    T86702DI0101Corneal disease[ICD-11: 9A76-9A78]P08254MMP3
    T86702DI0179Hepatitis virus infection[ICD-11: 1E50-1E51]P08254MMP3
    T86702DI0199Idiopathic interstitial pneumonitis[ICD-11: CB03]P08254MMP3
    T86702DI0275Multiple sclerosis[ICD-11: 8A40]P08254MMP3
    T86702DI0287Myocardial infarction[ICD-11: BA41-BA43]P08254MMP3
    T86702DI0320Osteoarthritis[ICD-11: FA00-FA05]P08254MMP3
    T86702DI0366Rheumatoid arthritis[ICD-11: FA20]P08254MMP3
    T54156DI0219Ischaemic/haemorrhagic stroke[ICD-11: 8B20]P14780MMP9
    T54156DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P14780MMP9
    T54156DI0395Stomach cancer[ICD-11: 2B72]P14780MMP9
    T54156DI0419Ulcerative colitis[ICD-11: DD71]P14780MMP9
    T52450DI0238Lung cancer[ICD-11: 2C25]P03956MMP1
    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
    T28484DI0012Acute myeloid leukaemia[ICD-11: 2A60]P52732KIF11
    T28484DI0172Head and neck cancer[ICD-11: 2D42]P52732KIF11
    T28484DI0241Lymphoma[ICD-11: 2A80-2A86]P52732KIF11
    T28484DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]P52732KIF11
    T28484DI0274Multiple myeloma[ICD-11: 2A83]P52732KIF11
    T28484DI0321Ovarian cancer[ICD-11: 2C73]P52732KIF11
    T28484DI0361Renal cell carcinoma[ICD-11: 2C90]P52732KIF11
    T28484DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P52732KIF11
    T49507DI0060Brain cancer[ICD-11: 2A00]P54760EPHB4
    T49507DI0111Cystic/dysplastic kidney disease[ICD-11: GB8Y]P54760EPHB4
    T49507DI0238Lung cancer[ICD-11: 2C25]P54760EPHB4
    T49507DI0261Metastatic meninges neoplasm[ICD-11: 2D51]P54760EPHB4
    T49507DI0262Metastatic tumour[ICD-11: 2D50-2E2Z]P54760EPHB4
    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
    T69991DI0321Ovarian cancer[ICD-11: 2C73]P30291WEE1
    T69991DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P30291WEE1
    T69991DI0429Uterine ligament/parametrium/uterine adnexa neoplasm[ICD-11: 2C72]P30291WEE1
    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
    T79031DI0025Alzheimer disease[ICD-11: 8A20]P56817BACE1
    T82393DI0062Breast cancer[ICD-11: 2C60-2C6Y]P78536ADAM17
    T82393DI0366Rheumatoid arthritis[ICD-11: FA20]P78536ADAM17
    T01003DI0062Breast cancer[ICD-11: 2C60-2C6Y]O75460ERN1
    T62460DI0039Atopic eczema[ICD-11: EA80]P23458JAK1
    T62460DI0286Myeloproliferative neoplasm[ICD-11: 2A20]P23458JAK1
    T62460DI0366Rheumatoid arthritis[ICD-11: FA20]P23458JAK1
    T62460DI0404Thrombocytosis[ICD-11: 3B63]P23458JAK1
    T67619DI0062Breast cancer[ICD-11: 2C60-2C6Y]P31749AKT1
    T70977DI0288Myotonic disorder[ICD-11: 8C71]P49841GSK3B
    T18477DI0015Acute upper respiratory infection[ICD-11: CA07]P07900HSP90AA1
    T18477DI0037Asthma[ICD-11: CA23]P07900HSP90AA1
    T57700DI0058Bone/articular cartilage neoplasm[ICD-11: 2F7B]P10721KIT
    T57700DI0095Colorectal cancer[ICD-11: 2B91]P10721KIT
    T57700DI0160Gastrointestinal stromal tumour[ICD-11: 2B5B]P10721KIT
    T57700DI0250Mature B-cell lymphoma[ICD-11: 2A85]P10721KIT
    T57700DI0286Myeloproliferative neoplasm[ICD-11: 2A20]P10721KIT
    T57700DI0361Renal cell carcinoma[ICD-11: 2C90]P10721KIT
    T57700DI0403Thrombocytopenia[ICD-11: 3B64]P10721KIT
    T71374DI0062Breast cancer[ICD-11: 2C60-2C6Y]O00444PLK4
    T11451DI0095Colorectal cancer[ICD-11: 2B91]Q9NR96TLR9
    T11451DI0179Hepatitis virus infection[ICD-11: 1E50-1E51]Q9NR96TLR9
    T11451DI0252Melanoma[ICD-11: 2C30]Q9NR96TLR9
    T11451DI0346Prostate cancer[ICD-11: 2C82]Q9NR96TLR9
    T78932DI0351Psoriasis[ICD-11: EA90]P29597TYK2
    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
    T20973DI0308Obesity[ICD-11: 5B80-5B81]Q00535CDK5
    T81735DI0360Rectum cancer[ICD-11: 2B92]P78527PRKDC
    T81735DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P78527PRKDC

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