Artocommunol CA



Compound IDCDAMM00599
Common nameArtocommunol CA
IUPAC name11-hydroxy-19-methoxy-7,7-dimethyl-15-(2-methylprop-1-enyl)-2,8,16-trioxapentacyclo[12.8.0.03,12.04,9.017,22]docosa-1(14),3(12),4(9),5,10,17(22),18,20-octaen-13-one
Molecular formulaC26H24O6

Experimental data

Retention time13.05
Adduct[M+H]+
Actual mz433.167
Theoretical mz433.164
Error5.6
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.5359

Identifiers and class information

Inchi keyMWXGNEFXTSBFQH-UHFFFAOYNA-N
SmilesO=C1C2=C(O)C=C3OC(C=CC3=C2OC=4C=5C=CC(OC)=CC5OC(C=C(C)C)C14)(C)C
SuperclassPhenylpropanoids and polyketides
ClassFlavonoids

Plant source

  • Piper longum 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)3
    Number of reactive functional groups (#rtvFG)0
    Predicted central nervous system activity (CNS)0
    Molecular weight (mol_MW)432.472
    Computed dipole moment(dipole)6.131
    Total solvent accessible surface area (SASA)708.963
    Hydrophobic component of SASA (FOSA)407.778
    Hydrophilic component of SASA (FISA)64.937
    Pie component of the SASA (PISA)236.248
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1303.8
    Number of hydrogen bond donors (donorHB)0
    Number of hydrogen bond acceptors (accptHB)4.5
    Free energy of solvation of dipole (dip^2/V)0.0288351
    Index of cohesive interaction in solids (ACxDN^.5/SA)0
    Globularity descriptor (glob)0.814108
    Predicted polarizability in cubic angstroms (QPpolrz)46.354
    Predicted hexadecane/gas partition coefficient (QPlogPC16)12.464
    Predicted octanol/gas partition coefficient (QPlogPoct)17.94
    Predicted water/gas partition coefficient (QPlogPw)7.245
    Predicted octanol/water partition coefficient (QPlogPo/w)5.437
    Predicted aqueous solubility (QPlogS)-6.807
    Conformation-independent predicted aqueous solubility (CIQPlogS)-7.359
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.667
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)2399.39
    Predicted brain/blood partition coefficient (QPlogBB)-0.271
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)1274.07
    Predicted skin permeability, log Kp (QPlogKp)-1.596
    PM3 calculated ionization potential (IP(ev))8.816
    PM3 calculated electron affinity (EA(eV))0.82
    Number of likely metabolic reactions (#metab)5
    Prediction of binding to human serum albumin (QPlogKhsa)1.072
    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)76.363
    Number of nitrogen and oxygen atoms (#NandO)6
    Number of violations of Lipinski’s rule of five (RuleOfFive)1
    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
    P22303ACHEAcetylcholinesteraseT30082SwissTargetPrediction
    P30542ADORA1Adenosine A1 receptorT92072SwissTargetPrediction
    P0DMS8ADORA3Adenosine A3 receptorT36059SwissTargetPrediction
    P35354PTGS2Cyclooxygenase-2T66665SwissTargetPrediction
    P11926ODC1Ornithine decarboxylaseT60366SEA
    P08253MMP2Matrix metalloproteinase 2T68251SwissTargetPrediction
    P08254MMP3Matrix metalloproteinase 3T86702SwissTargetPrediction
    P14780MMP9Matrix metalloproteinase 9T54156SwissTargetPrediction
    P03956MMP1Matrix metalloproteinase 1T52450SwissTargetPrediction
    Q9UM73ALKALK tyrosine kinase receptorT56418SwissTargetPrediction
    Q15118PDK1Pyruvate dehydrogenase kinase isoform 1T20891SwissTargetPrediction
    P06276BCHEButyrylcholinesteraseT99799SwissTargetPrediction
    P30291WEE1Serine/threonine-protein kinase WEE1T69991SwissTargetPrediction
    P56817BACE1Beta-secretase 1T79031SwissTargetPrediction
    O14965AURKASerine/threonine-protein kinase Aurora-AT87675SwissTargetPrediction
    P45452MMP13Matrix metalloproteinase 13T34296SwissTargetPrediction
    P78536ADAM17ADAM17T82393SwissTargetPrediction
    P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SEA
    P00742F10Thrombin and coagulation factor XT84631SwissTargetPrediction
    P25101EDNRAEndothelin receptor ET-AT23499SwissTargetPrediction
    Q9UNQ0ABCG2ATP-binding cassette sub-family G member 2T56556SwissTargetPrediction
    O75581LRP6Low-density lipoprotein receptor-related protein 6T49755SwissTargetPrediction

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    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
    T92072DI0319Orthostatic hypotension[ICD-11: BA21]P30542ADORA1
    T36059DI0351Psoriasis[ICD-11: EA90]P0DMS8ADORA3
    T36059DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P0DMS8ADORA3
    T66665DI0087Chronic pain[ICD-11: MG30]P35354PTGS2
    T66665DI0145Female pelvic pain[ICD-11: GA34]P35354PTGS2
    T66665DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]P35354PTGS2
    T66665DI0207Indeterminate colitis[ICD-11: DD72]P35354PTGS2
    T66665DI0227Knee osteoarthritis[ICD-11: FA01]P35354PTGS2
    T66665DI0320Osteoarthritis[ICD-11: FA00-FA05]P35354PTGS2
    T66665DI0324Pain[ICD-11: MG30-MG3Z]P35354PTGS2
    T66665DI0366Rheumatoid arthritis[ICD-11: FA20]P35354PTGS2
    T66665DI0416Tuberculosis[ICD-11: 1B10-1B12]P35354PTGS2
    T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
    T68251DI0238Lung cancer[ICD-11: 2C25]P08253MMP2
    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
    T56418DI0238Lung cancer[ICD-11: 2C25]Q9UM73ALK
    T56418DI0251Mature T-cell lymphoma[ICD-11: 2A90]Q9UM73ALK
    T56418DI0303Non-small-cell lung cancer[ICD-11: 2C25]Q9UM73ALK
    T20891DI0241Lymphoma[ICD-11: 2A80-2A86]Q15118PDK1
    T99799DI0324Pain[ICD-11: MG30-MG3Z]P06276BCHE
    T99799DI0411Tonus and reflex abnormality[ICD-11: MB47]P06276BCHE
    T69991DI0321Ovarian cancer[ICD-11: 2C73]P30291WEE1
    T69991DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P30291WEE1
    T69991DI0429Uterine ligament/parametrium/uterine adnexa neoplasm[ICD-11: 2C72]P30291WEE1
    T79031DI0025Alzheimer disease[ICD-11: 8A20]P56817BACE1
    T87675DI0009Acute diabete complication[ICD-11: 5A2Y]O14965AURKA
    T87675DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]O14965AURKA
    T34296DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P45452MMP13
    T82393DI0062Breast cancer[ICD-11: 2C60-2C6Y]P78536ADAM17
    T82393DI0366Rheumatoid arthritis[ICD-11: FA20]P78536ADAM17
    T83145DI0218Irritable bowel syndrome[ICD-11: DD91]P19838NFKB1
    T83145DI0366Rheumatoid arthritis[ICD-11: FA20]P19838NFKB1
    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
    T23499DI0070Cardiovascular disease[ICD-11: BA00-BE2Z]P25101EDNRA
    T23499DI0356Pulmonary hypertension[ICD-11: BB01]P25101EDNRA
    T23499DI0425Urinary system clinical symptom[ICD-11: MF8Y]P25101EDNRA
    T56556DI0218Irritable bowel syndrome[ICD-11: DD91]Q9UNQ0ABCG2
    T56556DI0366Rheumatoid arthritis[ICD-11: FA20]Q9UNQ0ABCG2
    T49755DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]O75581LRP6

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