Amaranthussaponin III



Compound IDCDAMM00293
Common nameAmaranthussaponin III
IUPAC name3,5-dihydroxy-6-[[2-hydroxy-4,4,6a,6b,14b-pentamethyl-11-methylidene-8a-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxane-2-carboxylic acid
Molecular formulaC47H72O19

Experimental data

Retention time58.894
Adduct[M+H]+
Actual mz941.477
Theoretical mz941.474
Error2.59
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.86

Identifiers and class information

Inchi keyTZCDWUQFJLHHQX-UHFFFAOYSA-N
SmilesCC1C(C(C(C(O1)OC2C(C(OC(C2O)OC3C(CC4(C(C3(C)C)CCC5(C4CC=C6C5(CCC7(C6CC(=C)CC7)C(=O)OC8C(C(C(C(O8)CO)O)O)O)C)C)C)O)C(=O)O)O)O)O)O
SuperclassLipids and lipid-like molecules
ClassPrenol lipids

Plant source

  • Tribulus terrestris L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)13
    Number of non-conjugated amine groups (#amine)0
    Number of amidine and guanidine groups (#amidine)0
    Number of carboxylic acid groups (#acid)1
    Number of non-conjugated amide groups (#amide)0
    Number of rotatable bonds (#rotor)18
    Number of reactive functional groups (#rtvFG)3
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)941.074
    Computed dipole moment(dipole)2.71
    Total solvent accessible surface area (SASA)1099.48
    Hydrophobic component of SASA (FOSA)702.383
    Hydrophilic component of SASA (FISA)363.362
    Pie component of the SASA (PISA)33.731
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)2433.06
    Number of hydrogen bond donors (donorHB)10
    Number of hydrogen bond acceptors (accptHB)28.5
    Free energy of solvation of dipole (dip^2/V)0.0030186
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0819707
    Globularity descriptor (glob)0.795697
    Predicted polarizability in cubic angstroms (QPpolrz)79.981
    Predicted hexadecane/gas partition coefficient (QPlogPC16)24.962
    Predicted octanol/gas partition coefficient (QPlogPoct)58.005
    Predicted water/gas partition coefficient (QPlogPw)43.814
    Predicted octanol/water partition coefficient (QPlogPo/w)-0.034
    Predicted aqueous solubility (QPlogS)-3.377
    Conformation-independent predicted aqueous solubility (CIQPlogS)-6.323
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-3.191
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)0.899
    Predicted brain/blood partition coefficient (QPlogBB)-4.348
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.321
    Predicted skin permeability, log Kp (QPlogKp)-6.369
    PM3 calculated ionization potential (IP(ev))9.512
    PM3 calculated electron affinity (EA(eV))-0.799
    Number of likely metabolic reactions (#metab)15
    Prediction of binding to human serum albumin (QPlogKhsa)-1.16
    Predicted qualitative human oral absorption (HumanOralAbsorption)1
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)0
    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)314.519
    Number of nitrogen and oxygen atoms (#NandO)19
    Number of violations of Lipinski’s rule of five (RuleOfFive)3
    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
    P29350PTPN6Protein-tyrosine phosphatase 1CT98264SEA
    P18031PTPN1Protein-tyrosine phosphatase 1BT16347SEA
    P17706PTPN2T-cell protein-tyrosine phosphataseT49156SEA
    P06746POLBDNA polymerase beta (by homology)T06958SEA
    P13726F3Coagulation factor VII/tissue factorT72702SEA
    P15692VEGFAVascular endothelial growth factor AT20761SEA
    P05230FGF1Acidic fibroblast growth factorT18639SEA
    P09038FGF2Basic fibroblast growth factorT31621SEA
    P16885PLCG2Phospholipase C-gamma-2T93922SEA
    Q01064PDE1BPhosphodiesterase 1BT77613SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T16347DI0009Acute diabete complication[ICD-11: 5A2Y]P18031PTPN1
    T16347DI0062Breast cancer[ICD-11: 2C60-2C6Y]P18031PTPN1
    T16347DI0308Obesity[ICD-11: 5B80-5B81]P18031PTPN1
    T16347DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P18031PTPN1
    T49156DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P17706PTPN2
    T06958DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P06746POLB
    T72702DI0075Cervical cancer[ICD-11: 2C77]P13726F3
    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
    T77613DI0265Mild neurocognitive disorder[ICD-11: 6D71]Q01064PDE1B

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