(S)-[10]-Gingerol



Compound IDCDAMM02390
Common name(S)-[10]-Gingerol
IUPAC name5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradecan-3-one
Molecular formulaC21H34O4

Experimental data

Retention time8.02
Adduct[M+H]+
Actual mz351.254
Theoretical mz351.253
Error1.21
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.1539

Identifiers and class information

Inchi keyAIULWNKTYPZYAN-UHFFFAOYNA-N
SmilesO=C(CCC1=CC=C(O)C(OC)=C1)CC(O)CCCCCCCCC
SuperclassBenzenoids
ClassPhenols

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)16
Number of reactive functional groups (#rtvFG)1
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)350.497
Computed dipole moment(dipole)6.338
Total solvent accessible surface area (SASA)758.237
Hydrophobic component of SASA (FOSA)560.977
Hydrophilic component of SASA (FISA)105.293
Pie component of the SASA (PISA)91.967
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1332.49
Number of hydrogen bond donors (donorHB)1
Number of hydrogen bond acceptors (accptHB)4.2
Free energy of solvation of dipole (dip^2/V)0.0301474
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0055392
Globularity descriptor (glob)0.772331
Predicted polarizability in cubic angstroms (QPpolrz)37.777
Predicted hexadecane/gas partition coefficient (QPlogPC16)12.372
Predicted octanol/gas partition coefficient (QPlogPoct)15.596
Predicted water/gas partition coefficient (QPlogPw)4.958
Predicted octanol/water partition coefficient (QPlogPo/w)5.268
Predicted aqueous solubility (QPlogS)-5.934
Conformation-independent predicted aqueous solubility (CIQPlogS)-5.016
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.655
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)994.041
Predicted brain/blood partition coefficient (QPlogBB)-1.578
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)491.524
Predicted skin permeability, log Kp (QPlogKp)-1.6
PM3 calculated ionization potential (IP(ev))8.634
PM3 calculated electron affinity (EA(eV))-0.349
Number of likely metabolic reactions (#metab)6
Prediction of binding to human serum albumin (QPlogKhsa)0.739
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)74.916
Number of nitrogen and oxygen atoms (#NandO)4
Number of violations of Lipinski’s rule of five (RuleOfFive)1
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
P02766TTRTransthyretinT86462SEA
P21554CNR1Cannabinoid receptor 1 (by homology)T76685SEA
P23280CA6Carbonic anhydrase VIT06569SEA
Q8NER1TRPV1Vanilloid receptorT83193SEA
Q7Z2W7TRPM8Transient receptor potential cation channel subfamily M member 8T41955SEA
P09917ALOX5Arachidonate 5-lipoxygenaseT00140SEA
P10827THRAThyroid hormone receptor alphaT79591SEA
P10828THRBThyroid hormone receptor beta-1T98933SEA
P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SEA
P16050ALOX15Arachidonate 15-lipoxygenaseT16042SEA
P43116PTGER2Prostanoid EP2 receptorT38529SEA
Q15722LTB4RLeukotriene B4 receptor 1T59626SEA
Q09472EP300Histone acetyltransferase p300T25956SEA
P34972CNR2Cannabinoid receptor 2T37693SEA
P43088PTGFRProstanoid FP receptorT75797SEA
Q9H228S1PR5Sphingosine 1-phosphate receptor Edg-8T50089SEA
P21453S1PR1Sphingosine 1-phosphate receptor Edg-1T13852SEA
P10636MAPTMicrotubule-associated protein tauT45593SEA
Q04760GLO1Glyoxalase IT88285SEA
Q9HBW0LPAR2Lysophosphatidic acid receptor Edg-4T39380SEA
Q99500S1PR3Sphingosine 1-phosphate receptor Edg-3T11241SEA
Q16236NFE2L2Nuclear factor erythroid 2-related factor 2T88505SEA
P10826RARBRetinoic acid receptor betaT61657SEA
O95136S1PR2Sphingosine 1-phosphate receptor Edg-5T47888SEA
O95977S1PR4Sphingosine 1-phosphate receptor Edg-6T17523SEA
Q9UPC5GPR34Probable G-protein coupled receptor 34T73859SEA
O00398P2RY10Putative P2Y purinoceptor 10T00488SEA
Q9BXC1GPR174Probable G-protein coupled receptor 174T87661SEA
Q9UJM8HAO1Hydroxyacid oxidase 1T63170SEA
Q7RTX1TAS1R1Taste receptorT41263SEA
P01100FOSProto-oncogene c-FosT28025SEA
Q8N183NDUFAF2HUMAN NADH:ubiquinone oxidoreductase complex assembly factor 2T01453SEA
Q9P0J0NDUFA13Mitochondrial complex IT82391SEA
Q9Y6M9NDUFB9HUMAN NADH:ubiquinone oxidoreductase subunit B9T01465SEA
Q8N183NDUFAF2HUMAN NADH:ubiquinone oxidoreductase complex assembly factor 2T01453SEA
P03897MT-ND3NADH dehydrogenaseT77195SEA
Q4ZFZ2FSHRFollicle-stimulating hormone receptorT68334SEA
O75751EMTHOrganic cation transporter 3T55948SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T86462DI0026Amyloidosis[ICD-11: 5D00]P02766TTR
T76685DI0031Anorexia nervosa[ICD-11: 6B80]P21554CNR1
T76685DI0214Insomnia[ICD-11: 7A00-7A0Z]P21554CNR1
T76685DI0308Obesity[ICD-11: 5B80-5B81]P21554CNR1
T06569DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P23280CA6
T06569DI0372Seborrhoeic dermatitis[ICD-11: EA81]P23280CA6
T83193DI0163General pain disorder[ICD-11: 8E43]Q8NER1TRPV1
T41955DI0422Upper respiratory tract disorder[ICD-11: CA0Z]Q7Z2W7TRPM8
T00140DI0037Asthma[ICD-11: CA23]P09917ALOX5
T00140DI0147Filariasis[ICD-11: 1F66]P09917ALOX5
T00140DI0403Thrombocytopenia[ICD-11: 3B64]P09917ALOX5
T79591DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]P10827THRA
T79591DI0197Hypo-thyroidism[ICD-11: 5A00]P10827THRA
T98933DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]P10828THRB
T83145DI0218Irritable bowel syndrome[ICD-11: DD91]P19838NFKB1
T83145DI0366Rheumatoid arthritis[ICD-11: FA20]P19838NFKB1
T38529DI0003Abortion[ICD-11: JA00]P43116PTGER2
T38529DI0102Coronary atherosclerosis[ICD-11: BA52]P43116PTGER2
T38529DI0121Diabetic foot ulcer[ICD-11: BD54]P43116PTGER2
T38529DI0166Glaucoma[ICD-11: 9C61]P43116PTGER2
T38529DI0356Pulmonary hypertension[ICD-11: BB01]P43116PTGER2
T38529DI0378Sexual dysfunction[ICD-11: HA00-HA01]P43116PTGER2
T38529DI0413Transplant rejection[ICD-11: NE84]P43116PTGER2
T59626DI0184Human immunodeficiency virus disease[ICD-11: 1C60-1C62]Q15722LTB4R
T59626DI0355Pulmonary disease[ICD-11: 1B10-1F85]Q15722LTB4R
T59626DI0361Renal cell carcinoma[ICD-11: 2C90]Q15722LTB4R
T25956DI0346Prostate cancer[ICD-11: 2C82]Q09472EP300
T25956DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q09472EP300
T37693DI0040Attention deficit hyperactivity disorder[ICD-11: 6A05]P34972CNR2
T37693DI0214Insomnia[ICD-11: 7A00-7A0Z]P34972CNR2
T75797DI0003Abortion[ICD-11: JA00]P43088PTGFR
T75797DI0102Coronary atherosclerosis[ICD-11: BA52]P43088PTGFR
T75797DI0166Glaucoma[ICD-11: 9C61]P43088PTGFR
T50089DI0275Multiple sclerosis[ICD-11: 8A40]Q9H228S1PR5
T13852DI0275Multiple sclerosis[ICD-11: 8A40]P21453S1PR1
T13852DI0419Ulcerative colitis[ICD-11: DD71]P21453S1PR1
T45593DI0012Acute myeloid leukaemia[ICD-11: 2A60]P10636MAPT
T45593DI0025Alzheimer disease[ICD-11: 8A20]P10636MAPT
T45593DI0265Mild neurocognitive disorder[ICD-11: 6D71]P10636MAPT
T88285DI0210Influenza[ICD-11: 1E30-1E32]Q04760GLO1
T11241DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q99500S1PR3
T88505DI0038Ataxic disorder[ICD-11: 8A03]Q16236NFE2L2
T61657DI0225Kaposi sarcoma[ICD-11: 2B57]P10826RARB
T47888DI0419Ulcerative colitis[ICD-11: DD71]O95136S1PR2
T63170DI0201Inborn carbohydrate metabolism error[ICD-11: 5C51]Q9UJM8HAO1
T41263DI0078Cholera[ICD-11: 1A00]Q7RTX1TAS1R1
T82391DI0069Cardiomyopathy[ICD-11: BC43]Q9P0J0NDUFA13
T77195DI0331Parkinsonism[ICD-11: 8A00]P03897MT-ND3
T68334DI0144Female infertility[ICD-11: GA31]Q4ZFZ2FSHR

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