4-[(1E)-3-hydroxyprop-1-en-1-yl]benzene-1,2-diol



Compound IDCDAMM01868
Common name4-[(1E)-3-hydroxyprop-1-en-1-yl]benzene-1,2-diol
IUPAC name4-(3-hydroxyprop-1-enyl)benzene-1,2-diol
Molecular formulaC9H10O3

Experimental data

Retention time8.96
Adduct[M+H]+
Actual mz167.069
Theoretical mz167.07
Error5.24
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score8.0237

Identifiers and class information

Inchi keyZCKDCRKBURQZPT-OWOJBTEDSA-N
SmilesOC1=CC=C(C=CCO)C=C1O
SuperclassPhenylpropanoids and polyketides
ClassCinnamyl alcohols

Plant source

  • Curcuma longa 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)5
    Number of reactive functional groups (#rtvFG)0
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)166.176
    Computed dipole moment(dipole)3.403
    Total solvent accessible surface area (SASA)386.573
    Hydrophobic component of SASA (FOSA)86.43
    Hydrophilic component of SASA (FISA)151.495
    Pie component of the SASA (PISA)148.649
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)603.838
    Number of hydrogen bond donors (donorHB)3
    Number of hydrogen bond acceptors (accptHB)3.2
    Free energy of solvation of dipole (dip^2/V)0.0191818
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0143377
    Globularity descriptor (glob)0.893744
    Predicted polarizability in cubic angstroms (QPpolrz)16.221
    Predicted hexadecane/gas partition coefficient (QPlogPC16)6.547
    Predicted octanol/gas partition coefficient (QPlogPoct)11.229
    Predicted water/gas partition coefficient (QPlogPw)9.134
    Predicted octanol/water partition coefficient (QPlogPo/w)0.538
    Predicted aqueous solubility (QPlogS)-1.201
    Conformation-independent predicted aqueous solubility (CIQPlogS)-1.677
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-3.96
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)362.472
    Predicted brain/blood partition coefficient (QPlogBB)-1.002
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)165.188
    Predicted skin permeability, log Kp (QPlogKp)-3.308
    PM3 calculated ionization potential (IP(ev))8.534
    PM3 calculated electron affinity (EA(eV))0.151
    Number of likely metabolic reactions (#metab)3
    Prediction of binding to human serum albumin (QPlogKhsa)-0.63
    Predicted qualitative human oral absorption (HumanOralAbsorption)3
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)75.902
    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)65.965
    Number of nitrogen and oxygen atoms (#NandO)3
    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
    P02766TTRTransthyretinT86462SEA
    P05067APPBeta amyloid A4 proteinT87024SEA
    P16083NQO2Quinone reductase 2T75498SEA
    P43166CA7Carbonic anhydrase VIIT37541SEA
    P23280CA6Carbonic anhydrase VIT06569SEA
    Q9ULX7CA14Carbonic anhydrase XIVT31992SEA
    P14780MMP9Matrix metalloproteinase 9T54156SEA
    P03956MMP1Matrix metalloproteinase 1T52450SEA
    P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SEA
    P16050ALOX15Arachidonate 15-lipoxygenaseT16042SEA
    Q09472EP300Histone acetyltransferase p300T25956SEA
    P10636MAPTMicrotubule-associated protein tauT45593SEA
    Q04760GLO1Glyoxalase IT88285SEA
    P10696ALPGAlkaline phosphatase placental-likeT35565SEA
    P37840SNCAAlpha-synucleinT03644SEA
    Q16236NFE2L2Nuclear factor erythroid 2-related factor 2T88505SEA
    Q02779MAP3K10Mitogen-activated protein kinase kinase kinase 10T89323SEA
    Q96RR4CAMKK2CaM-kinase kinase betaT82262SEA
    Q9H4B7TUBB1Tubulin beta-1 chainT84397SEA
    Q15466NR0B2Nuclear receptor subfamily 0 group B member 2T89859SEA
    P10809HSPD1Mitochondrial matrix protein P1T11283SEA
    P01100FOSProto-oncogene c-FosT28025SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T86462DI0026Amyloidosis[ICD-11: 5D00]P02766TTR
    T87024DI0025Alzheimer disease[ICD-11: 8A20]P05067APP
    T87024DI0122Diagnostic imaging[ICD-11: N.A.]P05067APP
    T75498DI0214Insomnia[ICD-11: 7A00-7A0Z]P16083NQO2
    T06569DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P23280CA6
    T06569DI0372Seborrhoeic dermatitis[ICD-11: EA81]P23280CA6
    T31992DI0046Bacterial infection[ICD-11: 1A00-1C4Z]Q9ULX7CA14
    T31992DI0204Inborn metabolism deficiency[ICD-11: 5C50-5C59]Q9ULX7CA14
    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
    T83145DI0218Irritable bowel syndrome[ICD-11: DD91]P19838NFKB1
    T83145DI0366Rheumatoid arthritis[ICD-11: FA20]P19838NFKB1
    T25956DI0346Prostate cancer[ICD-11: 2C82]Q09472EP300
    T25956DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q09472EP300
    T45593DI0012Acute myeloid leukaemia[ICD-11: 2A60]P10636MAPT
    T45593DI0025Alzheimer disease[ICD-11: 8A20]P10636MAPT
    T45593DI0265Mild neurocognitive disorder[ICD-11: 6D71]P10636MAPT
    T88285DI0210Influenza[ICD-11: 1E30-1E32]Q04760GLO1
    T03644DI0025Alzheimer disease[ICD-11: 8A20]P37840SNCA
    T03644DI0044Autonomic nervous system disorder[ICD-11: 8D87]P37840SNCA
    T03644DI0331Parkinsonism[ICD-11: 8A00]P37840SNCA
    T88505DI0038Ataxic disorder[ICD-11: 8A03]Q16236NFE2L2
    T84397DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9H4B7TUBB1
    T11283DI0120Diabetes mellitus[ICD-11: 5A10]P10809HSPD1

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