3,9,10-Trimethoxybenzo[c]chromen-6-one

Details

• Internal ID: 446e5586-9d38-47a3-8b06-091b90e8e402
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 3,9,10-trimethoxybenzo[c]chromen-6-one
• SMILES (Canonical): COC1=CC2=C(C=C1)C3=C(C=CC(=C3OC)OC)C(=O)O2
• SMILES (Isomeric): COC1=CC2=C(C=C1)C3=C(C=CC(=C3OC)OC)C(=O)O2
• InChI: InChI=1S/C16H14O5/c1-18-9-4-5-10-13(8-9)21-16(17)11-6-7-12(19-2)15(20-3)14(10)11/h4-8H,1-3H3
• InChI Key: TYNPXQCRAYBXPN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₅
• Molecular Weight: 286.28 g/mol
• Exact Mass: 286.08412354 g/mol
• Topological Polar Surface Area (TPSA): 54.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9778	97.78%
Caco-2	+	0.8488	84.88%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5544	55.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9663	96.63%
OATP1B3 inhibitior	+	0.9871	98.71%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5381	53.81%
P-glycoprotein inhibitior	+	0.6775	67.75%
P-glycoprotein substrate	-	0.8796	87.96%
CYP3A4 substrate	-	0.5281	52.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8151	81.51%
CYP3A4 inhibition	-	0.7454	74.54%
CYP2C9 inhibition	-	0.9737	97.37%
CYP2C19 inhibition	-	0.7451	74.51%
CYP2D6 inhibition	-	0.9474	94.74%
CYP1A2 inhibition	+	0.9739	97.39%
CYP2C8 inhibition	-	0.6823	68.23%
CYP inhibitory promiscuity	+	0.5630	56.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5630	56.30%
Eye corrosion	-	0.9453	94.53%
Eye irritation	+	0.7151	71.51%
Skin irritation	-	0.7493	74.93%
Skin corrosion	-	0.9882	98.82%
Ames mutagenesis	-	0.5764	57.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4284	42.84%
Micronuclear	+	0.7859	78.59%
Hepatotoxicity	-	0.6225	62.25%
skin sensitisation	-	0.9398	93.98%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7942	79.42%
Acute Oral Toxicity (c)	II	0.7769	77.69%
Estrogen receptor binding	+	0.8847	88.47%
Androgen receptor binding	+	0.8789	87.89%
Thyroid receptor binding	+	0.6374	63.74%
Glucocorticoid receptor binding	+	0.8796	87.96%
Aromatase binding	+	0.8664	86.64%
PPAR gamma	+	0.6817	68.17%
Honey bee toxicity	-	0.8583	85.83%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9412	94.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.78%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.52%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.95%	95.56%
CHEMBL1907	P15144	Aminopeptidase N	89.04%	93.31%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.55%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.59%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.15%	89.00%
CHEMBL2535	P11166	Glucose transporter	85.88%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.55%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	84.16%	94.73%
CHEMBL2039	P27338	Monoamine oxidase B	82.77%	92.51%
CHEMBL1951	P21397	Monoamine oxidase A	82.38%	91.49%
CHEMBL4208	P20618	Proteasome component C5	82.27%	90.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.50%	96.67%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.54%	92.62%

Plants that contains it

• Acacia fasciculifera
• Umtiza listeriana

Cross-Links

• PubChem: 86011203
• LOTUS: LTS0180552
• wikiData: Q105267441