Chrysophanol

Basic Info

FADB-China IDC0536
Substance NameLaxative
Substance Chinese Name泻药
Molecular NameChrysophanol
Molecular Chinese Name大黄酸
2D StructureNo image
CAS Number481-74-3
PubChem CID10208
FormulaC15H10O4
IUPAC Name1,8-dihydroxy-3-methylanthracene-9,10-dione
InChI KeyLQGUBLBATBMXHT-UHFFFAOYSA-N
InChIInChI=1S/C15H10O4/c1-7-5-9-13(11(17)6-7)15(19)12-8(14(9)18)3-2-4-10(12)16/h2-6,16-17H,1H3
Canonical SMILES

CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=CC=C3O

Isomeric SMILES

CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=CC=C3O

CFM-ID 3.0URL Link
Related linksProcessing
Addition PurposesEnhance health care function
Molecular Synonyms
        
            Chrysophanol
        
            481-74-3
        
            CHRYSOPHANIC ACID
        
            3-Methylchrysazin
        
            Turkey rhubarb
        
            1,8-Dihydroxy-3-methylanthraquinone
        
            1,8-dihydroxy-3-methylanthracene-9,10-dione
        
            Crysophanic acid
        
            C.I. Natural Yellow 23
        
            NSC 37132
Data UploaderShuyu Ouyang
Update DateJul 25, 2019 20:46

Properties

Property NameProperty Value
Molecular Weight254.24
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count0
Complexity405
Monoisotopic Mass254.0579088
Exact Mass254.0579088
XLogP3.5
Formal Charge0
Heavy Atom Count19
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.6546
Human Intestinal AbsorptionHIA+0.9942
Caco-2 PermeabilityCaco2+0.7477
P-glycoprotein SubstrateSubstrate0.5297
P-glycoprotein InhibitorNon-inhibitor0.9523
Non-inhibitor0.9381
Renal Organic Cation TransporterNon-inhibitor0.8967
Distribution
Subcellular localizationMitochondria0.8757
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7351
CYP450 2D6 SubstrateNon-substrate0.8971
CYP450 3A4 SubstrateNon-substrate0.6694
CYP450 1A2 InhibitorInhibitor0.9216
CYP450 2C9 InhibitorInhibitor0.8498
CYP450 2D6 InhibitorNon-inhibitor0.7178
CYP450 2C19 InhibitorNon-inhibitor0.6800
CYP450 3A4 InhibitorNon-inhibitor0.8146
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.7417
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9434
Non-inhibitor0.9109
AMES ToxicityAMES toxic0.9497
CarcinogensNon-carcinogens0.8769
Fish ToxicityHigh FHMT0.9655
Tetrahymena Pyriformis ToxicityHigh TPT0.9844
Honey Bee ToxicityHigh HBT0.6915
BiodegradationNot ready biodegradable0.8205
Acute Oral ToxicityII0.4970
Carcinogenicity (Three-class)Non-required0.5154

ADMET -- Regression

Model Value Unit
Aqueous solubility-3.1234LogS
Caco-2 Permeability0.9244LogPapp, cm/s
Rat Acute Toxicity2.9132LD50, mol/kg
Fish Toxicity-0.3839pLC50, mg/L
Tetrahymena Pyriformis Toxicity1.3243pIGC50, ug/L

Related Foods

FADB-China ID F0142
Food Image No Pictures
Food Name Plant food supplements
Food Chinese Name 植物食品补充剂
Food Type Processed food
References Adulteration of Dietary Supplements by the Illegal Addition of Synthetic Drugs: A Review

Potential Illegal Additives

ID Structure Name Source PubChem Link


No Image

Quinizarin		 

FRCD

Link


No Image

1,4-Dihydroxy-9,10-anthracenedione		 

FRCD

Link


No Image

1-Amino-2-methylanthraquinone		 

HPV EPA Chemicals, ToxCast & Tox21 Chemicals, IARC Carcinogens Group 3

Link


No Image

2-Ethylanthraquinone		 

HPV EPA Chemicals, OECD HPV Chemicals, ToxCast & Tox21 Chemicals

Link

References

TitleDOI/PubMed/ISSN
Development of a liquid chromatography tandem mass spectrometry method for simultaneous determination of eight adulterants in slimming functional foods. 21899853
Adulteration of Dietary Supplements by the Illegal Addition of Synthetic Drugs: A Review