Arthone A

Details

• Internal ID: 39d14935-dc6f-4088-ad93-402a8c970f38
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: methyl (1R)-9-hydroxy-1,7-bis(hydroxymethyl)-10-oxopyrano[4,3-b]chromene-1-carboxylate
• SMILES (Canonical): COC(=O)C1(C2=C(C=CO1)OC3=CC(=CC(=C3C2=O)O)CO)CO
• SMILES (Isomeric): COC(=O)[C@@]1(C2=C(C=CO1)OC3=CC(=CC(=C3C2=O)O)CO)CO
• InChI: InChI=1S/C16H14O8/c1-22-15(21)16(7-18)13-10(2-3-23-16)24-11-5-8(6-17)4-9(19)12(11)14(13)20/h2-5,17-19H,6-7H2,1H3/t16-/m0/s1
• InChI Key: SHTFOSASCRJIHJ-INIZCTEOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₈
• Molecular Weight: 334.28 g/mol
• Exact Mass: 334.06886740 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.35
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7865	78.65%
Caco-2	-	0.6913	69.13%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6978	69.78%
OATP2B1 inhibitior	-	0.7063	70.63%
OATP1B1 inhibitior	+	0.8697	86.97%
OATP1B3 inhibitior	+	0.9597	95.97%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5173	51.73%
P-glycoprotein inhibitior	-	0.7708	77.08%
P-glycoprotein substrate	-	0.6228	62.28%
CYP3A4 substrate	+	0.6180	61.80%
CYP2C9 substrate	-	0.5816	58.16%
CYP2D6 substrate	-	0.8615	86.15%
CYP3A4 inhibition	-	0.8257	82.57%
CYP2C9 inhibition	-	0.6188	61.88%
CYP2C19 inhibition	-	0.6034	60.34%
CYP2D6 inhibition	-	0.8761	87.61%
CYP1A2 inhibition	-	0.8506	85.06%
CYP2C8 inhibition	+	0.5165	51.65%
CYP inhibitory promiscuity	-	0.6029	60.29%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4868	48.68%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.7187	71.87%
Skin irritation	-	0.8300	83.00%
Skin corrosion	-	0.9509	95.09%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8092	80.92%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.6198	61.98%
skin sensitisation	-	0.7967	79.67%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8148	81.48%
Acute Oral Toxicity (c)	III	0.5031	50.31%
Estrogen receptor binding	+	0.6700	67.00%
Androgen receptor binding	+	0.7916	79.16%
Thyroid receptor binding	-	0.5565	55.65%
Glucocorticoid receptor binding	+	0.8634	86.34%
Aromatase binding	+	0.7490	74.90%
PPAR gamma	+	0.7837	78.37%
Honey bee toxicity	-	0.8575	85.75%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.7724	77.24%

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	98.13%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.08%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	93.74%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.67%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.02%	94.00%
CHEMBL2581	P07339	Cathepsin D	91.35%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.97%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.80%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.66%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.25%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	84.78%	91.19%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.23%	94.80%
CHEMBL4040	P28482	MAP kinase ERK2	83.88%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.67%	89.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.94%	93.65%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684176
• LOTUS: LTS0111563
• wikiData: Q105253188