1-O-p-Coumaroyl-(b-D-glucose 6-O-sulfate)



Compound IDCDAMM00951
Common name1-O-p-Coumaroyl-(b-D-glucose 6-O-sulfate)
IUPAC name[3,4,5-trihydroxy-6-(sulfooxymethyl)oxan-2-yl] 3-(4-hydroxyphenyl)prop-2-enoate
Molecular formulaC15H18O11S

Experimental data

Retention time0.26
Adduct[M+H]+
Actual mz407.07
Theoretical mz407.064
Error14.8
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.2438

Identifiers and class information

Inchi keyOMFHKRCSRGUKRK-ZZXKWVIFNA-N
SmilesO=C(OC1OC(COS(=O)(=O)O)C(O)C(O)C1O)C=CC2=CC=C(O)C=C2
SuperclassPhenylpropanoids and polyketides
ClassCinnamic acids and derivatives

Pharmacokinetic properties

Number of descriptor values(#stars)2
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)12
Number of reactive functional groups (#rtvFG)3
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)406.361
Computed dipole moment(dipole)6.718
Total solvent accessible surface area (SASA)640.747
Hydrophobic component of SASA (FOSA)127.034
Hydrophilic component of SASA (FISA)330.682
Pie component of the SASA (PISA)180.777
Weakly polar component of the SASA (WPSA)2.254
Total solvent accesible volume (volume)1125.73
Number of hydrogen bond donors (donorHB)5
Number of hydrogen bond acceptors (accptHB)13.55
Free energy of solvation of dipole (dip^2/V)0.0400909
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0472866
Globularity descriptor (glob)0.816773
Predicted polarizability in cubic angstroms (QPpolrz)32.919
Predicted hexadecane/gas partition coefficient (QPlogPC16)13.419
Predicted octanol/gas partition coefficient (QPlogPoct)26.44
Predicted water/gas partition coefficient (QPlogPw)22.763
Predicted octanol/water partition coefficient (QPlogPo/w)-0.914
Predicted aqueous solubility (QPlogS)-2.04
Conformation-independent predicted aqueous solubility (CIQPlogS)-2.612
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-3.551
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)1.835
Predicted brain/blood partition coefficient (QPlogBB)-3.459
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.714
Predicted skin permeability, log Kp (QPlogKp)-5.825
PM3 calculated ionization potential (IP(ev))9.098
PM3 calculated electron affinity (EA(eV))0.696
Number of likely metabolic reactions (#metab)4
Prediction of binding to human serum albumin (QPlogKhsa)-1.282
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)13.353
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)198.609
Number of nitrogen and oxygen atoms (#NandO)11
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
O43570CA12Carbonic anhydrase XIIT16987SEA
Q16790CA9Carbonic anhydrase IXT64567SEA
P43166CA7Carbonic anhydrase VIIT37541SEA
P23280CA6Carbonic anhydrase VIT06569SEA
Q9ULX7CA14Carbonic anhydrase XIVT31992SEA
P22748CA4Carbonic anhydrase IVT53378SEA
P15121AKR1B1Aldose reductaseT26623SEA
P05230FGF1Acidic fibroblast growth factorT18639SEA
P09038FGF2Basic fibroblast growth factorT31621SEA
P16109SELPP-selectinT10965SEA
P60568IL2Interleukin-2T61698SEA
P20839IMPDH1Inosine-5'-monophosphate dehydrogenase 1T40111SwissTargetPrediction
P12268IMPDH2Inosine-5'-monophosphate dehydrogenase 2T89360SwissTargetPrediction
P14679TYRTyrosinaseT97035SEA
P33316DUTdUTP pyrophosphataseT39054SwissTargetPrediction
O43826SLC37A4Glucose-6-phosphate translocaseT47306SEA
P11717IGF2RInsulin-like growth factor II receptorT59550SEA
P30837ALDH1B1Acetaldehyde dehydrogenaseT99641SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T16987DI0046Bacterial infection[ICD-11: 1A00-1C4Z]O43570CA12
T16987DI0372Seborrhoeic dermatitis[ICD-11: EA81]O43570CA12
T64567DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q16790CA9
T06569DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P23280CA6
T06569DI0372Seborrhoeic dermatitis[ICD-11: EA81]P23280CA6
T31992DI0046Bacterial infection[ICD-11: 1A00-1C4Z]Q9ULX7CA14
T31992DI0204Inborn metabolism deficiency[ICD-11: 5C50-5C59]Q9ULX7CA14
T53378DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P22748CA4
T53378DI0166Glaucoma[ICD-11: 9C61]P22748CA4
T53378DI0372Seborrhoeic dermatitis[ICD-11: EA81]P22748CA4
T26623DI0298Neuropathy[ICD-11: 8C0Z]P15121AKR1B1
T26623DI0366Rheumatoid arthritis[ICD-11: FA20]P15121AKR1B1
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
T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2
T40111DI0062Breast cancer[ICD-11: 2C60-2C6Y]P20839IMPDH1
T40111DI0179Hepatitis virus infection[ICD-11: 1E50-1E51]P20839IMPDH1
T40111DI0250Mature B-cell lymphoma[ICD-11: 2A85]P20839IMPDH1
T40111DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P20839IMPDH1
T40111DI0413Transplant rejection[ICD-11: NE84]P20839IMPDH1
T89360DI0413Transplant rejection[ICD-11: NE84]P12268IMPDH2
T97035DI0007Acquired hypermelanosis[ICD-11: ED60]P14679TYR
T97035DI0008Acquired hypomelanotic disorder[ICD-11: ED63]P14679TYR
T39054DI0238Lung cancer[ICD-11: 2C25]P33316DUT
T39054DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P33316DUT
T59550DI0146Fibrosis[ICD-11: GA14-GC01]P11717IGF2R
T59550DI0368Sarcoidosis[ICD-11: 4B20]P11717IGF2R
T99641DI0396Substance abuse[ICD-11: 6C40]P30837ALDH1B1

Copyright © 2025