Cibotiumbaroside A



Compound IDCDAMM01923
Common nameCibotiumbaroside A
IUPAC name[3,4,5-trihydroxy-6-[(5-oxo-2H-furan-4-yl)methoxy]oxan-2-yl]methyl 3,4-dihydroxybenzoate
Molecular formulaC18H20O11

Experimental data

Retention time14.59
Adduct[M+H]+
Actual mz413.105
Theoretical mz413.108
Error7.93
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.0725

Identifiers and class information

Inchi keyMPWNIHQZXAKHOM-WDTGNJSLNA-N
SmilesO=C(OCC1OC(OCC2=CCOC2=O)C(O)C(O)C1O)C3=CC=C(O)C(O)=C3
SuperclassOrganic oxygen compounds
ClassOrganooxygen compounds

Plant source

  • Curcuma longa L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)2
    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)11
    Number of reactive functional groups (#rtvFG)2
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)412.349
    Computed dipole moment(dipole)10.558
    Total solvent accessible surface area (SASA)681.934
    Hydrophobic component of SASA (FOSA)198.15
    Hydrophilic component of SASA (FISA)325.462
    Pie component of the SASA (PISA)158.322
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1193.48
    Number of hydrogen bond donors (donorHB)5
    Number of hydrogen bond acceptors (accptHB)15
    Free energy of solvation of dipole (dip^2/V)0.0933959
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0491851
    Globularity descriptor (glob)0.797934
    Predicted polarizability in cubic angstroms (QPpolrz)36.058
    Predicted hexadecane/gas partition coefficient (QPlogPC16)13.876
    Predicted octanol/gas partition coefficient (QPlogPoct)28.954
    Predicted water/gas partition coefficient (QPlogPw)24.322
    Predicted octanol/water partition coefficient (QPlogPo/w)-1.608
    Predicted aqueous solubility (QPlogS)-2.404
    Conformation-independent predicted aqueous solubility (CIQPlogS)-2.468
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.557
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)8.12
    Predicted brain/blood partition coefficient (QPlogBB)-3.507
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)2.722
    Predicted skin permeability, log Kp (QPlogKp)-5.904
    PM3 calculated ionization potential (IP(ev))9.454
    PM3 calculated electron affinity (EA(eV))0.759
    Number of likely metabolic reactions (#metab)7
    Prediction of binding to human serum albumin (QPlogKhsa)-1.187
    Predicted qualitative human oral absorption (HumanOralAbsorption)2
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)20.848
    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)200.014
    Number of nitrogen and oxygen atoms (#NandO)11
    Number of violations of Lipinski’s rule of five (RuleOfFive)1
    Number of violations of Jorgensen’s rule of three (RuleOfThree)2

    Compound-target network

    Cytoscape Graph

    Protein targets associated with phytocompound

    Uniprot ID Gene name Target name TTD_ID Prediction source
    P05121SERPINE1Plasminogen activator inhibitor-1T15556SEA
    P15692VEGFAVascular endothelial growth factor AT20761SEA
    P05230FGF1Acidic fibroblast growth factorT18639SEA
    P09038FGF2Basic fibroblast growth factorT31621SEA
    P01112HRASTransforming protein p21/H-Ras-1T71081SEA
    P60568IL2Interleukin-2T61698SEA
    Q9NUW8TDP1Tyrosyl-DNA phosphodiesterase 1T33492SEA
    P14679TYRTyrosinaseT97035SEA
    Q9GZQ4NMUR2Neuromedin-U receptor 2T04210SEA
    Q9NZ08ERAP1Endoplasmic reticulum aminopeptidase 1T72849SEA
    P11717IGF2RInsulin-like growth factor II receptorT59550SEA
    Q99417MYCBPMYCBP messenger RNAT37298SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T15556DI0037Asthma[ICD-11: CA23]P05121SERPINE1
    T15556DI0405Thrombosis[ICD-11: DB61-GB90]P05121SERPINE1
    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
    T97035DI0007Acquired hypermelanosis[ICD-11: ED60]P14679TYR
    T97035DI0008Acquired hypomelanotic disorder[ICD-11: ED63]P14679TYR
    T59550DI0146Fibrosis[ICD-11: GA14-GC01]P11717IGF2R
    T59550DI0368Sarcoidosis[ICD-11: 4B20]P11717IGF2R
    T37298DI0235Liver cancer[ICD-11: 2C12]Q99417MYCBP

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