Bisdehydro-beta-carotene/ Tetradehydro-beta-carotene



Compound IDCDAMM00631
Common nameBisdehydro-beta-carotene/ Tetradehydro-beta-carotene
IUPAC name2,6,6-trimethyl-1-[3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohexa-1,3-diene
Molecular formulaC40H52

Experimental data

Retention time13.05
Adduct[M+H]+
Actual mz533.412
Theoretical mz533.414
Error4.08
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.6815

Identifiers and class information

Inchi keyBKZTVLROJALEDI-JLTXGRSLSA-N
SmilesC(=CC=C(C=CC=C(C=CC1=C(C=CCC1(C)C)C)C)C)C=C(C=CC=C(C=CC2=C(C=CCC2(C)C)C)C)C
SuperclassLipids and lipid-like molecules
ClassPrenol lipids

Plant source

  • Piper longum L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)15
    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)19
    Number of reactive functional groups (#rtvFG)0
    Predicted central nervous system activity (CNS)2
    Molecular weight (mol_MW)532.851
    Computed dipole moment(dipole)0.473
    Total solvent accessible surface area (SASA)1127.77
    Hydrophobic component of SASA (FOSA)852.937
    Hydrophilic component of SASA (FISA)0
    Pie component of the SASA (PISA)274.832
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)2062.86
    Number of hydrogen bond donors (donorHB)0
    Number of hydrogen bond acceptors (accptHB)0
    Free energy of solvation of dipole (dip^2/V)0.0001085
    Index of cohesive interaction in solids (ACxDN^.5/SA)0
    Globularity descriptor (glob)0.694903
    Predicted polarizability in cubic angstroms (QPpolrz)66.826
    Predicted hexadecane/gas partition coefficient (QPlogPC16)20.524
    Predicted octanol/gas partition coefficient (QPlogPoct)21.048
    Predicted water/gas partition coefficient (QPlogPw)-2.33
    Predicted octanol/water partition coefficient (QPlogPo/w)16.719
    Predicted aqueous solubility (QPlogS)-19.287
    Conformation-independent predicted aqueous solubility (CIQPlogS)-19.287
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-7.779
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)9906.04
    Predicted brain/blood partition coefficient (QPlogBB)1.9
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)5899.29
    Predicted skin permeability, log Kp (QPlogKp)1.273
    PM3 calculated ionization potential (IP(ev))8.012
    PM3 calculated electron affinity (EA(eV))0.869
    Number of likely metabolic reactions (#metab)8
    Prediction of binding to human serum albumin (QPlogKhsa)3.8
    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)0
    Number of nitrogen and oxygen atoms (#NandO)0
    Number of violations of Lipinski’s rule of five (RuleOfFive)2
    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
    P10276RARARetinoic acid receptor alphaT94085SEA
    O43174CYP26A1Cytochrome P450 26A1T84634SEA
    P02753RBP4Plasma retinol-binding proteinT55703SEA
    P13631RARGRetinoic acid receptor gammaT82146SEA
    P10826RARBRetinoic acid receptor betaT61657SEA
    Q92753RORBNuclear receptor ROR-betaT48812SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T94085DI0025Alzheimer disease[ICD-11: 8A20]P10276RARA
    T94085DI0251Mature T-cell lymphoma[ICD-11: 2A90]P10276RARA
    T84634DI0314Oesophagitis[ICD-11: DA24]O43174CYP26A1
    T55703DI0212Inherited retinal dystrophy[ICD-11: 9B70]P02753RBP4
    T82146DI0005Acne vulgaris[ICD-11: ED80]P13631RARG
    T82146DI0012Acute myeloid leukaemia[ICD-11: 2A60]P13631RARG
    T82146DI0225Kaposi sarcoma[ICD-11: 2B57]P13631RARG
    T82146DI0277Muscle calcification/ossification[ICD-11: FB31]P13631RARG
    T82146DI0351Psoriasis[ICD-11: EA90]P13631RARG
    T61657DI0225Kaposi sarcoma[ICD-11: 2B57]P10826RARB

    Copyright © 2025