quianhucoumarin D

Details

• Internal ID: b9579f8b-7d0b-4227-babc-a6941429b1d0
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: [(9R,10R)-9-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(C(OC2=C1C3=C(C=C2)C=CC(=O)O3)(C)C)OC(=O)C
• SMILES (Isomeric): CC(=O)O[C@H]1[C@H](C(OC2=C1C3=C(C=C2)C=CC(=O)O3)(C)C)OC(=O)C
• InChI: InChI=1S/C18H18O7/c1-9(19)22-16-14-12(25-18(3,4)17(16)23-10(2)20)7-5-11-6-8-13(21)24-15(11)14/h5-8,16-17H,1-4H3/t16-,17-/m1/s1
• InChI Key: YJOWXMGENDGFDH-IAGOWNOFSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₇
• Molecular Weight: 346.30 g/mol
• Exact Mass: 346.10525291 g/mol
• Topological Polar Surface Area (TPSA): 88.10 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.50
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• CHEMBL512733

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9715	97.15%
Caco-2	+	0.6581	65.81%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6516	65.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9544	95.44%
OATP1B3 inhibitior	+	0.9771	97.71%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6029	60.29%
P-glycoprotein inhibitior	+	0.7156	71.56%
P-glycoprotein substrate	-	0.8830	88.30%
CYP3A4 substrate	+	0.5362	53.62%
CYP2C9 substrate	-	0.8235	82.35%
CYP2D6 substrate	-	0.8606	86.06%
CYP3A4 inhibition	-	0.6567	65.67%
CYP2C9 inhibition	-	0.8846	88.46%
CYP2C19 inhibition	-	0.7743	77.43%
CYP2D6 inhibition	-	0.9492	94.92%
CYP1A2 inhibition	+	0.5719	57.19%
CYP2C8 inhibition	-	0.6157	61.57%
CYP inhibitory promiscuity	-	0.7412	74.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5057	50.57%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.8495	84.95%
Skin irritation	-	0.8002	80.02%
Skin corrosion	-	0.9603	96.03%
Ames mutagenesis	+	0.5563	55.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7084	70.84%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.6322	63.22%
skin sensitisation	-	0.8551	85.51%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.6959	69.59%
Acute Oral Toxicity (c)	III	0.7279	72.79%
Estrogen receptor binding	+	0.6475	64.75%
Androgen receptor binding	+	0.6885	68.85%
Thyroid receptor binding	-	0.6033	60.33%
Glucocorticoid receptor binding	+	0.5422	54.22%
Aromatase binding	-	0.6523	65.23%
PPAR gamma	+	0.5475	54.75%
Honey bee toxicity	-	0.7845	78.45%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9829	98.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.57%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.50%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.32%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.59%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.34%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.60%	99.23%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	86.05%	81.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.78%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.68%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	80.41%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.11%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10450303
• NPASS: NPC200682