1-(1,4,6,9,10-pentahydroxy-7-methoxy-6H-benzo[c]chromen-2-yl)ethanone

Details

• Internal ID: d41efa32-f7c4-4dfb-917a-79c361efec8b
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Dibenzopyrans
• IUPAC Name: 1-(1,4,6,9,10-pentahydroxy-7-methoxy-6H-benzo[c]chromen-2-yl)ethanone
• InChI: InChI=1S/C16H14O8/c1-5(17)6-3-8(19)15-12(13(6)20)11-10(16(22)24-15)9(23-2)4-7(18)14(11)21/h3-4,16,18-22H,1-2H3
• InChI Key: BUNUUFFRCHJXCF-UHFFFAOYSA-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): 137.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.77
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8884	88.84%
Caco-2	-	0.6077	60.77%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6991	69.91%
OATP2B1 inhibitior	-	0.5689	56.89%
OATP1B1 inhibitior	+	0.8684	86.84%
OATP1B3 inhibitior	+	0.9721	97.21%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6424	64.24%
P-glycoprotein inhibitior	-	0.8141	81.41%
P-glycoprotein substrate	-	0.7663	76.63%
CYP3A4 substrate	+	0.5336	53.36%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.8357	83.57%
CYP3A4 inhibition	-	0.8537	85.37%
CYP2C9 inhibition	-	0.9591	95.91%
CYP2C19 inhibition	-	0.8430	84.30%
CYP2D6 inhibition	-	0.8823	88.23%
CYP1A2 inhibition	+	0.8123	81.23%
CYP2C8 inhibition	+	0.4625	46.25%
CYP inhibitory promiscuity	-	0.7384	73.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6314	63.14%
Eye corrosion	-	0.9726	97.26%
Eye irritation	+	0.6031	60.31%
Skin irritation	-	0.6452	64.52%
Skin corrosion	-	0.9629	96.29%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5556	55.56%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9214	92.14%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.4819	48.19%
Acute Oral Toxicity (c)	II	0.4999	49.99%
Estrogen receptor binding	+	0.6555	65.55%
Androgen receptor binding	-	0.4819	48.19%
Thyroid receptor binding	+	0.5198	51.98%
Glucocorticoid receptor binding	+	0.8057	80.57%
Aromatase binding	-	0.5185	51.85%
PPAR gamma	+	0.6873	68.73%
Honey bee toxicity	-	0.8064	80.64%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.9303	93.03%

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	98.71%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.71%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.94%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.02%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.79%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.87%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.53%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	83.94%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.75%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.46%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.60%	86.33%
CHEMBL2535	P11166	Glucose transporter	81.39%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	81.23%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163044909
• LOTUS: LTS0260628
• wikiData: Q103817026