TCMKD：ingredient detail

Basic Information

Structure
ID	TCMI33855
Ingredient name	Smilaside L
Formula	C42H46O20
PubChem CID	24862701
InChIKey	FFNAFGRRWKNBNB-YQBNPHMWSA-N
IUPAC name	[(2R,3R,4S,5S)-3-hydroxy-4-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-5-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxymethyl]-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
Canonical SMILES	COC1=C(C=CC(=C1)C=CC(=O)OCC2C(C(C(O2)(COC(=O)C=CC3=CC(=C(C=C3)O)OC)OC4C(C(C(C(O4)CO)O)O)O)OC(=O)C=CC5=CC(=C(C=C5)O)OC)O)O
Isomeric SMILES	COC1=C(C=CC(=C1)/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@](O2)(COC(=O)/C=C/C3=CC(=C(C=C3)O)OC)O[C@@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)OC(=O)/C=C/C5=CC(=C(C=C5)O)OC)O)O

Physicochemical Property

Property	Value	Property	Value	Property	Value
Molecular Weight (MW)	870.81	Volume	828.463	Density	1.05
nHA	20	nHD	8	nRot	20
nRing	5	MaxRing	6	nHet	20
Eye Irritation	0.799	fChar	0	nRig	35
Flexibility	0.571	Stereo Centers	9	TPSA	296.12
logS	-4.0	logP		logD	1.0

Drug-likeness

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

Term	Value	Judgment
The average molecular weight (MolWt)	870.81	No
Number of Hydrogen Bond Acceptors (NumHAcceptors)	20	Yes
Number of Hydrogen Bond Donors (NumHDonors)	8	Yes
Wildman-Crippen LogP value (MolLogP)	1.0	No
Number of Rotatable Bonds (NumRotatableBonds)	20	Yes

Quantitative estimation of drug-likeness : 0.052

Toxicity

Property	Value	Property	Value	Property	Value
hERG Blockers	0.026	H-HT	0.052	DILI	0.678
AMES	0.51	Rat Oral Acute Toxicity	0.006	FDAMDD	0.002
Skin Sensitization	0.955	Carcinogencity	0.251	Eye Corrosion	0.003
Eye Irritation	0.799	Respiratory Toxicity	0.004	Bioconcentration Factors	1.123
IGC50	5.36	LC50FM		LC50DM	6.544
NR-AR	0.047	NR-AR-LBD	0.995	NR-AhR	0.519
NR-Aromatase	0.832	NR-ER	0.817	NR-ER-LBD	0.715
NR-PPAR-gamma	0.994	SR-ARE	0.939	SR-ATAD5	0.998
SR-HSE	0.557	SR-MMP	0.935