1-18:3-2-18:2-digalactosyldiacylglycerol



Compound IDCDAMM01905
Common name1-18:3-2-18:2-digalactosyldiacylglycerol
IUPAC name[1-octadeca-9,12,15-trienoyloxy-3-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxypropan-2-yl] octadeca-9,12-dienoate
Molecular formulaC51H86O15

Experimental data

Retention time17.83
Adduct[M+H]+
Actual mz939.61
Theoretical mz939.604
Error5.67
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.5867

Identifiers and class information

Inchi keyOHMFSKZMPVONKQ-UHFFFAOYNA-N
SmilesO=C(OCC(OC(=O)CCCCCCCC=CCC=CCCCCC)COC1OC(COC2OC(CO)C(O)C(O)C2O)C(O)C(O)C1O)CCCCCCCC=CCC=CCC=CCC
SuperclassLipids and lipid-like molecules
ClassGlycerolipids

Plant source

  • Curcuma longa L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)17
    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)44
    Number of reactive functional groups (#rtvFG)4
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)939.231
    Computed dipole moment(dipole)9.215
    Total solvent accessible surface area (SASA)1854.32
    Hydrophobic component of SASA (FOSA)1432.98
    Hydrophilic component of SASA (FISA)348.245
    Pie component of the SASA (PISA)73.095
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)3350.56
    Number of hydrogen bond donors (donorHB)7
    Number of hydrogen bond acceptors (accptHB)22.7
    Free energy of solvation of dipole (dip^2/V)0.0253444
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0323885
    Globularity descriptor (glob)0.583973
    Predicted polarizability in cubic angstroms (QPpolrz)100.381
    Predicted hexadecane/gas partition coefficient (QPlogPC16)39.377
    Predicted octanol/gas partition coefficient (QPlogPoct)55.311
    Predicted water/gas partition coefficient (QPlogPw)29.953
    Predicted octanol/water partition coefficient (QPlogPo/w)7.112
    Predicted aqueous solubility (QPlogS)-12.734
    Conformation-independent predicted aqueous solubility (CIQPlogS)-8.688
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-8.612
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)4.937
    Predicted brain/blood partition coefficient (QPlogBB)-8.896
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)1.59
    Predicted skin permeability, log Kp (QPlogKp)-3.456
    PM3 calculated ionization potential (IP(ev))9.752
    PM3 calculated electron affinity (EA(eV))-0.819
    Number of likely metabolic reactions (#metab)16
    Prediction of binding to human serum albumin (QPlogKhsa)0.515
    Predicted qualitative human oral absorption (HumanOralAbsorption)1
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)29.166
    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)251.321
    Number of nitrogen and oxygen atoms (#NandO)15
    Number of violations of Lipinski’s rule of five (RuleOfFive)4
    Number of violations of Jorgensen’s rule of three (RuleOfThree)3

    Compound-target network

    Cytoscape Graph

    Protein targets associated with phytocompound

    Uniprot ID Gene name Target name TTD_ID Prediction source
    P10253GAALysosomal alpha-glucosidase (by homology)T31514SEA
    P17612PRKACAcAMP-dependent protein kinase alpha-catalytic subunitT12808SEA
    P21554CNR1Cannabinoid receptor 1 (by homology)T76685SEA
    O00519FAAHAnandamide amidohydrolaseT11754SEA
    Q02156PRKCEProtein kinase C epsilonT00895SEA
    P15692VEGFAVascular endothelial growth factor AT20761SEA
    P05230FGF1Acidic fibroblast growth factorT18639SEA
    P09038FGF2Basic fibroblast growth factorT31621SEA
    Q8TDS5OXER1Oxoeicosanoid receptor 1T68834SEA
    P16109SELPP-selectinT10965SEA
    P14151SELLLeukocyte adhesion molecule-1T60526SEA
    P60568IL2Interleukin-2T61698SEA
    Q9HBW0LPAR2Lysophosphatidic acid receptor Edg-4T39380SEA
    P43657LPAR6Lysophosphatidic acid receptor 6T13484SEA
    Q9H1C0LPAR5Lysophosphatidic acid receptor 5T18616SEA
    O00142TK2Thymidine kinase, mitochondrialT22976SEA
    Q9UPC5GPR34Probable G-protein coupled receptor 34T73859SEA
    O00398P2RY10Putative P2Y purinoceptor 10T00488SEA
    Q9BXC1GPR174Probable G-protein coupled receptor 174T87661SEA
    Q9UBY5LPAR3Lysophosphatidic acid receptor Edg-7T95923SEA
    Q92633LPAR1Lysophosphatidic acid receptor Edg-2T92640SEA
    P16885PLCG2Phospholipase C-gamma-2T93922SEA
    Q99677LPAR4Lysophosphatidic acid receptor 4T58130SEA
    Q9UP65PLA2G4CCytosolic phospholipase A2 gammaT91113SEA
    P11717IGF2RInsulin-like growth factor II receptorT59550SEA
    O60603TLR2Toll-like receptor 2T82078SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T31514DI0201Inborn carbohydrate metabolism error[ICD-11: 5C51]P10253GAA
    T12808DI0279Muscular atrophy[ICD-11: 8B61]P17612PRKACA
    T76685DI0031Anorexia nervosa[ICD-11: 6B80]P21554CNR1
    T76685DI0214Insomnia[ICD-11: 7A00-7A0Z]P21554CNR1
    T76685DI0308Obesity[ICD-11: 5B80-5B81]P21554CNR1
    T11754DI0101Corneal disease[ICD-11: 9A76-9A78]O00519FAAH
    T00895DI0033Anxiety disorder[ICD-11: 6B00-6B0Z]Q02156PRKCE
    T00895DI0243Malaria[ICD-11: 1F40-1F45]Q02156PRKCE
    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
    T10965DI0088Circulatory system disease[ICD-11: BE2Z]P16109SELP
    T10965DI0381Sickle-cell disorder[ICD-11: 3A51]P16109SELP
    T60526DI0037Asthma[ICD-11: CA23]P14151SELL
    T60526DI0088Circulatory system disease[ICD-11: BE2Z]P14151SELL
    T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
    T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2
    T22976DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]O00142TK2
    T95923DI0146Fibrosis[ICD-11: GA14-GC01]Q9UBY5LPAR3
    T95923DI0399Systemic sclerosis[ICD-11: 4A42]Q9UBY5LPAR3
    T92640DI0146Fibrosis[ICD-11: GA14-GC01]Q92633LPAR1
    T92640DI0199Idiopathic interstitial pneumonitis[ICD-11: CB03]Q92633LPAR1
    T92640DI0351Psoriasis[ICD-11: EA90]Q92633LPAR1
    T92640DI0399Systemic sclerosis[ICD-11: 4A42]Q92633LPAR1
    T59550DI0146Fibrosis[ICD-11: GA14-GC01]P11717IGF2R
    T59550DI0368Sarcoidosis[ICD-11: 4B20]P11717IGF2R
    T82078DI0346Prostate cancer[ICD-11: 2C82]O60603TLR2

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