(-)-trans-Carveol glucoside



Compound IDCDAMM00590
Common name(-)-trans-Carveol glucoside
IUPAC name2-(hydroxymethyl)-6-(2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-yl)oxyoxane-3,4,5-triol
Molecular formulaC16H26O6

Experimental data

Retention time9.2
Adduct[M+K]+
Actual mz353.133
Theoretical mz353.136
Error8.66
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.9308

Identifiers and class information

Inchi keyIPOIBBMZOXJYFV-BJGPRWFANA-N
SmilesOCC1OC(OC2C(=CCC(C(=C)C)C2)C)C(O)C(O)C1O
SuperclassLipids and lipid-like molecules
ClassPrenol lipids

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)8
    Number of reactive functional groups (#rtvFG)1
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)314.378
    Computed dipole moment(dipole)4.609
    Total solvent accessible surface area (SASA)601.049
    Hydrophobic component of SASA (FOSA)367.574
    Hydrophilic component of SASA (FISA)167.629
    Pie component of the SASA (PISA)65.845
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1049.83
    Number of hydrogen bond donors (donorHB)4
    Number of hydrogen bond acceptors (accptHB)10.2
    Free energy of solvation of dipole (dip^2/V)0.0202373
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0339407
    Globularity descriptor (glob)0.831128
    Predicted polarizability in cubic angstroms (QPpolrz)31.352
    Predicted hexadecane/gas partition coefficient (QPlogPC16)10.495
    Predicted octanol/gas partition coefficient (QPlogPoct)21.517
    Predicted water/gas partition coefficient (QPlogPw)16.894
    Predicted octanol/water partition coefficient (QPlogPo/w)0.4
    Predicted aqueous solubility (QPlogS)-2.75
    Conformation-independent predicted aqueous solubility (CIQPlogS)-1.922
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-4.579
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)254.842
    Predicted brain/blood partition coefficient (QPlogBB)-1.536
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)112.875
    Predicted skin permeability, log Kp (QPlogKp)-3.609
    PM3 calculated ionization potential (IP(ev))9.547
    PM3 calculated electron affinity (EA(eV))-0.847
    Number of likely metabolic reactions (#metab)9
    Prediction of binding to human serum albumin (QPlogKhsa)-0.669
    Predicted qualitative human oral absorption (HumanOralAbsorption)2
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)72.354
    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)100.461
    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)1

    Compound-target network

    Cytoscape Graph

    Protein targets associated with phytocompound

    Uniprot ID Gene name Target name TTD_ID Prediction source
    O43570CA12Carbonic anhydrase XIIT16987SEA
    Q16790CA9Carbonic anhydrase IXT64567SEA
    Q9ULX7CA14Carbonic anhydrase XIVT31992SEA
    Q9BZP6CHIAAcidic mammalian chitinase (by homology)T51597SEA
    P15692VEGFAVascular endothelial growth factor AT20761SEA
    P05230FGF1Acidic fibroblast growth factorT18639SEA
    P09038FGF2Basic fibroblast growth factorT31621SEA
    P60568IL2Interleukin-2T61698SEA
    P17931LGALS3Galectin-3T72038SEA
    P04746AMY2APancreatic alpha-amylaseT86918SEA
    P14679TYRTyrosinaseT97035SEA
    P06865HEXABeta-hexosaminidase subunit alphaT63196SEA
    P07686HEXBBeta-N-acetyl-D-hexosaminidase-A/BT63197SEA
    Q9NZ08ERAP1Endoplasmic reticulum aminopeptidase 1T72849SEA
    P30837ALDH1B1Acetaldehyde dehydrogenaseT99641SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T16987DI0046Bacterial infection[ICD-11: 1A00-1C4Z]O43570CA12
    T16987DI0372Seborrhoeic dermatitis[ICD-11: EA81]O43570CA12
    T64567DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q16790CA9
    T31992DI0046Bacterial infection[ICD-11: 1A00-1C4Z]Q9ULX7CA14
    T31992DI0204Inborn metabolism deficiency[ICD-11: 5C50-5C59]Q9ULX7CA14
    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
    T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
    T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2
    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
    T99641DI0396Substance abuse[ICD-11: 6C40]P30837ALDH1B1

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