Osmanthuside B



Compound IDCDAMM00561
Common nameOsmanthuside B
IUPAC name[5-hydroxy-2-(hydroxymethyl)-6-[2-(4-hydroxyphenyl)ethoxy]-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl] 3-(4-hydroxyphenyl)prop-2-enoate
Molecular formulaC29H36O13

Experimental data

Retention time13.05
Adduct[2M+H]+
Actual mz1185.44
Theoretical mz1185.44
Error2.3
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.5327

Identifiers and class information

Inchi keyPRTREKIVGSNQRM-IZZDOVSWNA-N
SmilesO=C(OC1C(OC(OCCC2=CC=C(O)C=C2)C(O)C1OC3OC(C)C(O)C(O)C3O)CO)C=CC4=CC=C(O)C=C4
SuperclassPhenylpropanoids and polyketides
ClassCinnamic acids and derivatives

Plant source

  • Piper longum L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)6
    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)18
    Number of reactive functional groups (#rtvFG)3
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)592.596
    Computed dipole moment(dipole)10.006
    Total solvent accessible surface area (SASA)878.476
    Hydrophobic component of SASA (FOSA)289.912
    Hydrophilic component of SASA (FISA)290.438
    Pie component of the SASA (PISA)298.127
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1679.83
    Number of hydrogen bond donors (donorHB)7
    Number of hydrogen bond acceptors (accptHB)18.8
    Free energy of solvation of dipole (dip^2/V)0.0595981
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0566209
    Globularity descriptor (glob)0.777939
    Predicted polarizability in cubic angstroms (QPpolrz)52.362
    Predicted hexadecane/gas partition coefficient (QPlogPC16)19.66
    Predicted octanol/gas partition coefficient (QPlogPoct)39.05
    Predicted water/gas partition coefficient (QPlogPw)30.636
    Predicted octanol/water partition coefficient (QPlogPo/w)-0.15
    Predicted aqueous solubility (QPlogS)-2.939
    Conformation-independent predicted aqueous solubility (CIQPlogS)-4.346
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-6.547
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)17.445
    Predicted brain/blood partition coefficient (QPlogBB)-3.721
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)6.22
    Predicted skin permeability, log Kp (QPlogKp)-4.094
    PM3 calculated ionization potential (IP(ev))8.838
    PM3 calculated electron affinity (EA(eV))0.958
    Number of likely metabolic reactions (#metab)8
    Prediction of binding to human serum albumin (QPlogKhsa)-1.136
    Predicted qualitative human oral absorption (HumanOralAbsorption)1
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)9.416
    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)207.252
    Number of nitrogen and oxygen atoms (#NandO)13
    Number of violations of Lipinski’s rule of five (RuleOfFive)3
    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
    O43570CA12Carbonic anhydrase XIIT16987SEA
    Q16790CA9Carbonic anhydrase IXT64567SEA
    P17612PRKACAcAMP-dependent protein kinase alpha-catalytic subunitT12808SwissTargetPrediction
    P43166CA7Carbonic anhydrase VIIT37541SEA
    P23280CA6Carbonic anhydrase VIT06569SEA
    Q9ULX7CA14Carbonic anhydrase XIVT31992SEA
    P08253MMP2Matrix metalloproteinase 2T68251SwissTargetPrediction
    P15692VEGFAVascular endothelial growth factor AT20761SEA
    P05230FGF1Acidic fibroblast growth factorT18639SEA
    P09038FGF2Basic fibroblast growth factorT31621SEA
    P39900MMP12Matrix metalloproteinase 12T03500SwissTargetPrediction
    P60568IL2Interleukin-2T61698SEA
    P17931LGALS3Galectin-3T72038SEA
    P04746AMY2APancreatic alpha-amylaseT86918SEA
    P14679TYRTyrosinaseT97035SEA
    Q9GZQ4NMUR2Neuromedin-U receptor 2T04210SEA
    O43826SLC37A4Glucose-6-phosphate translocaseT47306SEA
    Q99417MYCBPMYCBP messenger RNAT37298SEA

    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
    T12808DI0279Muscular atrophy[ICD-11: 8B61]P17612PRKACA
    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
    T68251DI0238Lung cancer[ICD-11: 2C25]P08253MMP2
    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
    T03500DI0037Asthma[ICD-11: CA23]P39900MMP12
    T03500DI0238Lung cancer[ICD-11: 2C25]P39900MMP12
    T03500DI0361Renal cell carcinoma[ICD-11: 2C90]P39900MMP12
    T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
    T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2
    T72038DI0190Hypertension[ICD-11: BA00-BA04]P17931LGALS3
    T72038DI0199Idiopathic interstitial pneumonitis[ICD-11: CB03]P17931LGALS3
    T72038DI0252Melanoma[ICD-11: 2C30]P17931LGALS3
    T72038DI0302Non-alcoholic fatty liver disease[ICD-11: DB92]P17931LGALS3
    T72038DI0351Psoriasis[ICD-11: EA90]P17931LGALS3
    T86918DI0110Cystic fibrosis[ICD-11: CA25]P04746AMY2A
    T86918DI0328Pancreatic malfunction[ICD-11: DC30-DC3Z]P04746AMY2A
    T97035DI0007Acquired hypermelanosis[ICD-11: ED60]P14679TYR
    T97035DI0008Acquired hypomelanotic disorder[ICD-11: ED63]P14679TYR
    T37298DI0235Liver cancer[ICD-11: 2C12]Q99417MYCBP

    Copyright © 2025