4-O-p-coumarylquinic acid

Basic Info

FADB-China IDC0442
Substance Name4-O-p-coumarylquinic acid
Substance Chinese Name4- o -对香豆酰奎宁酸
Molecular Name4-O-p-coumarylquinic acid
Molecular Chinese Name4- o -对香豆酰奎宁酸
2D StructureNo image
CAS Number93451-44-6
PubChem CID5281766
FormulaC16H18O8
IUPAC Name(3R,5R)-1,3,5-trihydroxy-4-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxycyclohexane-1-carboxylic acid
InChI KeyXWRHBGVVCOSNKO-OPGYGNEESA-N
InChIInChI=1S/C16H18O8/c17-10-4-1-9(2-5-10)3-6-13(20)24-14-11(18)7-16(23,15(21)22)8-12(14)19/h1-6,11-12,14,17-19,23H,7-8H2,(H,21,22)/b6-3+/t11-,12-,14?,16?/m1/s1
Canonical SMILES

C1C(C(C(CC1(C(=O)O)O)O)OC(=O)C=CC2=CC=C(C=C2)O)O

Isomeric SMILES

C1[C@H](C([C@@H](CC1(C(=O)O)O)O)OC(=O)/C=C/C2=CC=C(C=C2)O)O

CFM-ID 3.0URL Link
Related linksProcessing
Addition PurposesReduce cost
Molecular Synonyms
        
            4-p-Coumaroylquinic acid
        
            UNII-K4772MBI5O
        
            K4772MBI5O
        
            93451-44-6
        
            4-p-Cqa
        
            AC1NQZ1B
        
            4-o-Coumaroylquinic acid
        
            C10441
        
            CHEBI:1945
        
            4-Coumaroylquinic acid
Data UploaderShuyu Ouyang
Update DateJul 25, 2019 20:46

Properties

Property NameProperty Value
Molecular Weight338.31
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count8
Rotatable Bond Count5
Complexity482
Monoisotopic Mass338.10016754
Exact Mass338.10016754
XLogP-0.1
Formal Charge0
Heavy Atom Count24
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.5777
Human Intestinal AbsorptionHIA+0.7876
Caco-2 PermeabilityCaco2-0.7865
P-glycoprotein SubstrateSubstrate0.6184
P-glycoprotein InhibitorNon-inhibitor0.8608
Non-inhibitor0.9252
Renal Organic Cation TransporterNon-inhibitor0.9143
Distribution
Subcellular localizationMitochondria0.7282
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8032
CYP450 2D6 SubstrateNon-substrate0.9010
CYP450 3A4 SubstrateNon-substrate0.5347
CYP450 1A2 InhibitorNon-inhibitor0.9417
CYP450 2C9 InhibitorNon-inhibitor0.9285
CYP450 2D6 InhibitorNon-inhibitor0.9505
CYP450 2C19 InhibitorNon-inhibitor0.9200
CYP450 3A4 InhibitorNon-inhibitor0.8904
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.9725
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9812
Non-inhibitor0.8723
AMES ToxicityNon AMES toxic0.9305
CarcinogensNon-carcinogens0.9266
Fish ToxicityHigh FHMT0.9970
Tetrahymena Pyriformis ToxicityHigh TPT0.9947
Honey Bee ToxicityHigh HBT0.7221
BiodegradationNot ready biodegradable0.8661
Acute Oral ToxicityIII0.7858
Carcinogenicity (Three-class)Non-required0.5943

ADMET -- Regression

Model Value Unit
Aqueous solubility-2.4761LogS
Caco-2 Permeability-0.6387LogPapp, cm/s
Rat Acute Toxicity2.5758LD50, mol/kg
Fish Toxicity0.6887pLC50, mg/L
Tetrahymena Pyriformis Toxicity1.1142pIGC50, ug/L

Related Foods

FADB-China ID F0109
Food Image No Pictures
Food Name Fruit juice
Food Chinese Name 果汁
Food Type Processed food
References Structural identification of compounds for use in the detection of juice-to-juice debasing between apple and pear juices

Potential Illegal Additives

ID Structure Name Source PubChem Link


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References

TitleDOI/PubMed/ISSN
Structural identification of compounds for use in the detection of juice-to-juice debasing between apple and pear juices. 28958538
Structural identification of compounds for use in the detection of juice-to-juice debasing between apple and pear juices