Dauroside D

Details

• Internal ID: 096ca2f1-59d9-4ede-a5c6-e7fa52f7ee6f
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Coumarin glycosides
• IUPAC Name: 5,7-dihydroxy-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-2-one
• SMILES (Canonical): C1=CC(=O)OC2=C1C(=C(C(=C2)O)C3C(C(C(C(O3)CO)O)O)O)O
• SMILES (Isomeric): C1=CC(=O)OC2=C1C(=C(C(=C2)O)[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O
• InChI: InChI=1S/C15H16O9/c16-4-8-12(20)13(21)14(22)15(24-8)10-6(17)3-7-5(11(10)19)1-2-9(18)23-7/h1-3,8,12-17,19-22H,4H2/t8-,12-,13+,14-,15+/m1/s1
• InChI Key: MIDRSLXOVDOSTL-WMNSZERYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₉
• Molecular Weight: 340.28 g/mol
• Exact Mass: 340.07943208 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.28
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4723	47.23%
Caco-2	-	0.8898	88.98%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5840	58.40%
OATP2B1 inhibitior	-	0.5588	55.88%
OATP1B1 inhibitior	+	0.7928	79.28%
OATP1B3 inhibitior	+	0.9493	94.93%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9295	92.95%
P-glycoprotein inhibitior	-	0.9144	91.44%
P-glycoprotein substrate	-	0.8891	88.91%
CYP3A4 substrate	-	0.5106	51.06%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8351	83.51%
CYP3A4 inhibition	-	0.9269	92.69%
CYP2C9 inhibition	-	0.9431	94.31%
CYP2C19 inhibition	-	0.9540	95.40%
CYP2D6 inhibition	-	0.9608	96.08%
CYP1A2 inhibition	-	0.9312	93.12%
CYP2C8 inhibition	-	0.7052	70.52%
CYP inhibitory promiscuity	-	0.8760	87.60%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7282	72.82%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.6022	60.22%
Skin irritation	-	0.7830	78.30%
Skin corrosion	-	0.9652	96.52%
Ames mutagenesis	-	0.5337	53.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7638	76.38%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8955	89.55%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8737	87.37%
Acute Oral Toxicity (c)	IV	0.4244	42.44%
Estrogen receptor binding	+	0.6039	60.39%
Androgen receptor binding	+	0.6849	68.49%
Thyroid receptor binding	-	0.5795	57.95%
Glucocorticoid receptor binding	+	0.6900	69.00%
Aromatase binding	+	0.5906	59.06%
PPAR gamma	+	0.5191	51.91%
Honey bee toxicity	-	0.8672	86.72%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.7991	79.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.68%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	95.82%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.22%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.97%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.66%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.56%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.41%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.99%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.85%	94.45%
CHEMBL4530	P00488	Coagulation factor XIII	80.29%	96.00%

Plants that contains it

• Haplophyllum dauricum
• Morus alba
• Morus nigra

Cross-Links

• PubChem: 101311687
• LOTUS: LTS0260708
• wikiData: Q105164544