TCMKD：ingredient detail

Basic Information

Structure
ID	TCMI00161
Ingredient name	(2S,3R,4S,5S,6R)-2-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-chroman-5-yl]oxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
Formula	C21H24O11
PubChem CID	10343835
InChIKey	ZESJTWVSXGZYTD-NJOLZHPTSA-N
IUPAC name	(2S,3R,4S,5S,6R)-2-[[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-5-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Canonical SMILES	C1C(C(OC2=C1C(=CC(=C2)O)OC3C(C(C(C(O3)CO)O)O)O)C4=CC(=C(C=C4)O)O)O
Isomeric SMILES	C1[C@H]([C@H](OC2=C1C(=CC(=C2)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C4=CC(=C(C=C4)O)O)O

Physicochemical Property

Property	Value	Property	Value	Property	Value
Molecular Weight (MW)	452.412	Volume	418.42	Density	1.081
nHA	11	nHD	8	nRot	4
nRing	4	MaxRing	10	nHet	11
Eye Irritation	0.069	fChar	0	nRig	23
Flexibility	0.174	Stereo Centers	7	TPSA	189.53
logS	-3.0	logP		logD	0.0

Drug-likeness

Lipinski rule-of-five:(All of the following data projections are from ADMET)

Term	Value	Judgment
The average molecular weight (MolWt)	452.412	No
Number of Hydrogen Bond Acceptors (NumHAcceptors)	11	Yes
Number of Hydrogen Bond Donors (NumHDonors)	8	Yes
Wildman-Crippen LogP value (MolLogP)	0.0	No
Number of Rotatable Bonds (NumRotatableBonds)	4	Yes

Quantitative estimation of drug-likeness : 0.266

Toxicity

Property	Value	Property	Value	Property	Value
hERG Blockers	0.134	H-HT	0.068	DILI	0.05
AMES	0.339	Rat Oral Acute Toxicity	0.088	FDAMDD	0.01
Skin Sensitization	0.934	Carcinogencity	0.161	Eye Corrosion	0.003
Eye Irritation	0.069	Respiratory Toxicity	0.027	Bioconcentration Factors	0.696
IGC50	3.67	LC50FM		LC50DM	5.247
NR-AR	0.118	NR-AR-LBD	0.41	NR-AhR	0.425
NR-Aromatase	0.278	NR-ER	0.36	NR-ER-LBD	0.029
NR-PPAR-gamma	0.026	SR-ARE	0.06	SR-ATAD5	0.023
SR-HSE	0.02	SR-MMP	0.148