9-Hydroxy-10-(hydroxymethyl)-8-methylbenzo[f]chromen-3-one

Details

• Internal ID: c13c2168-24bb-4121-843b-b16fc30dfba4
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 9-hydroxy-10-(hydroxymethyl)-8-methylbenzo[f]chromen-3-one
• SMILES (Canonical): CC1=CC2=C(C3=C(C=C2)OC(=O)C=C3)C(=C1O)CO
• SMILES (Isomeric): CC1=CC2=C(C3=C(C=C2)OC(=O)C=C3)C(=C1O)CO
• InChI: InChI=1S/C15H12O4/c1-8-6-9-2-4-12-10(3-5-13(17)19-12)14(9)11(7-16)15(8)18/h2-6,16,18H,7H2,1H3
• InChI Key: BWZYIDGFRCRXJC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.25 g/mol
• Exact Mass: 256.07355886 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.45
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9106	91.06%
Caco-2	+	0.6480	64.80%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6996	69.96%
OATP2B1 inhibitior	-	0.7244	72.44%
OATP1B1 inhibitior	-	0.3471	34.71%
OATP1B3 inhibitior	+	0.8327	83.27%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5194	51.94%
P-glycoprotein inhibitior	-	0.9021	90.21%
P-glycoprotein substrate	-	0.8399	83.99%
CYP3A4 substrate	-	0.5643	56.43%
CYP2C9 substrate	-	0.6273	62.73%
CYP2D6 substrate	-	0.8455	84.55%
CYP3A4 inhibition	-	0.8090	80.90%
CYP2C9 inhibition	-	0.7977	79.77%
CYP2C19 inhibition	-	0.7903	79.03%
CYP2D6 inhibition	-	0.9673	96.73%
CYP1A2 inhibition	-	0.5872	58.72%
CYP2C8 inhibition	-	0.6426	64.26%
CYP inhibitory promiscuity	-	0.5644	56.44%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7447	74.47%
Eye corrosion	-	0.9889	98.89%
Eye irritation	+	0.5492	54.92%
Skin irritation	-	0.7150	71.50%
Skin corrosion	-	0.9600	96.00%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7288	72.88%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8466	84.66%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9061	90.61%
Acute Oral Toxicity (c)	III	0.5898	58.98%
Estrogen receptor binding	+	0.7354	73.54%
Androgen receptor binding	+	0.8520	85.20%
Thyroid receptor binding	+	0.5612	56.12%
Glucocorticoid receptor binding	+	0.8713	87.13%
Aromatase binding	+	0.5449	54.49%
PPAR gamma	+	0.7604	76.04%
Honey bee toxicity	-	0.9607	96.07%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9047	90.47%

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	98.29%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.93%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.42%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.16%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.72%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.25%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.14%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.04%	94.45%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.96%	93.65%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.54%	89.34%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.64%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.68%	86.33%

Plants that contains it

• Juncus acutus

Cross-Links

• PubChem: 10956168
• LOTUS: LTS0112765
• wikiData: Q104947835