[4]-Gingerdiol 3,5-diacetate



Compound IDCDAMM01054
Common name[4]-Gingerdiol 3,5-diacetate
IUPAC name[6-acetyloxy-8-(4-hydroxy-3-methoxyphenyl)octan-4-yl] acetate
Molecular formulaC19H28O6

Experimental data

Retention time15.54
Adduct[M+H]+
Actual mz353.2
Theoretical mz353.196
Error11.39
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.4406

Identifiers and class information

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

Pharmacokinetic properties

Number of descriptor values(#stars)0
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)352.427
Computed dipole moment(dipole)1.764
Total solvent accessible surface area (SASA)723.194
Hydrophobic component of SASA (FOSA)484.657
Hydrophilic component of SASA (FISA)139.167
Pie component of the SASA (PISA)99.371
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1265.62
Number of hydrogen bond donors (donorHB)1
Number of hydrogen bond acceptors (accptHB)5.5
Free energy of solvation of dipole (dip^2/V)0.0024579
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0076051
Globularity descriptor (glob)0.782429
Predicted polarizability in cubic angstroms (QPpolrz)38.382
Predicted hexadecane/gas partition coefficient (QPlogPC16)11.975
Predicted octanol/gas partition coefficient (QPlogPoct)16.507
Predicted water/gas partition coefficient (QPlogPw)7.538
Predicted octanol/water partition coefficient (QPlogPo/w)4.064
Predicted aqueous solubility (QPlogS)-5.61
Conformation-independent predicted aqueous solubility (CIQPlogS)-4.543
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.526
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)474.439
Predicted brain/blood partition coefficient (QPlogBB)-1.615
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)220.973
Predicted skin permeability, log Kp (QPlogKp)-2.678
PM3 calculated ionization potential (IP(ev))8.786
PM3 calculated electron affinity (EA(eV))-0.165
Number of likely metabolic reactions (#metab)3
Prediction of binding to human serum albumin (QPlogKhsa)0.499
Predicted qualitative human oral absorption (HumanOralAbsorption)3
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)101.578
Number of nitrogen and oxygen atoms (#NandO)6
Number of violations of Lipinski’s rule of five (RuleOfFive)0
Number of violations of Jorgensen’s rule of three (RuleOfThree)0

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID Gene name Target name TTD_ID Prediction source
P02766TTRTransthyretinT86462SEA
P05067APPBeta amyloid A4 proteinT87024SEA
P43166CA7Carbonic anhydrase VIIT37541SEA
P23280CA6Carbonic anhydrase VIT06569SEA
P11926ODC1Ornithine decarboxylaseT60366SEA
Q8NER1TRPV1Vanilloid receptorT83193SEA
Q7Z2W7TRPM8Transient receptor potential cation channel subfamily M member 8T41955SEA
P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SEA
P16050ALOX15Arachidonate 15-lipoxygenaseT16042SEA
Q09472EP300Histone acetyltransferase p300T25956SEA
P10636MAPTMicrotubule-associated protein tauT45593SEA
Q04760GLO1Glyoxalase IT88285SEA
Q16236NFE2L2Nuclear factor erythroid 2-related factor 2T88505SEA
Q02790FKBP4FK506 binding protein 4T87020SEA
Q9H4B7TUBB1Tubulin beta-1 chainT84397SEA
Q96PF2TSSK2Testis-specific serine/threonine-protein kinase 2T04413SEA
Q7RTX1TAS1R1Taste receptorT41263SEA
P01100FOSProto-oncogene c-FosT28025SEA
Q9NR20DYRK4Dual-specificity tyrosine-phosphorylation regulated kinase 4T20542SEA
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
O75751EMTHOrganic cation transporter 3T55948SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T86462DI0026Amyloidosis[ICD-11: 5D00]P02766TTR
T87024DI0025Alzheimer disease[ICD-11: 8A20]P05067APP
T87024DI0122Diagnostic imaging[ICD-11: N.A.]P05067APP
T06569DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P23280CA6
T06569DI0372Seborrhoeic dermatitis[ICD-11: EA81]P23280CA6
T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
T83193DI0163General pain disorder[ICD-11: 8E43]Q8NER1TRPV1
T41955DI0422Upper respiratory tract disorder[ICD-11: CA0Z]Q7Z2W7TRPM8
T83145DI0218Irritable bowel syndrome[ICD-11: DD91]P19838NFKB1
T83145DI0366Rheumatoid arthritis[ICD-11: FA20]P19838NFKB1
T25956DI0346Prostate cancer[ICD-11: 2C82]Q09472EP300
T25956DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q09472EP300
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
T88505DI0038Ataxic disorder[ICD-11: 8A03]Q16236NFE2L2
T84397DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9H4B7TUBB1
T41263DI0078Cholera[ICD-11: 1A00]Q7RTX1TAS1R1
T82391DI0069Cardiomyopathy[ICD-11: BC43]Q9P0J0NDUFA13
T77195DI0331Parkinsonism[ICD-11: 8A00]P03897MT-ND3

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