2-(Hydroxymethyl)-5-methoxy-8,8-dimethylpyrano[2,3-h]chromen-4-one

Details

• Internal ID: a5dda7f2-7815-4111-8baf-a42ef2f62847
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Pyranochromenes
• IUPAC Name: 2-(hydroxymethyl)-5-methoxy-8,8-dimethylpyrano[2,3-h]chromen-4-one
• InChI: InChI=1S/C16H16O5/c1-16(2)5-4-10-12(21-16)7-13(19-3)14-11(18)6-9(8-17)20-15(10)14/h4-7,17H,8H2,1-3H3
• InChI Key: VFSKXTZEEVECFS-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₅
• Molecular Weight: 288.29 g/mol
• Exact Mass: 288.09977361 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.48
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9790	97.90%
Caco-2	+	0.7106	71.06%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7704	77.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9182	91.82%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.4682	46.82%
P-glycoprotein inhibitior	-	0.6640	66.40%
P-glycoprotein substrate	-	0.7038	70.38%
CYP3A4 substrate	+	0.5543	55.43%
CYP2C9 substrate	-	0.8166	81.66%
CYP2D6 substrate	-	0.8297	82.97%
CYP3A4 inhibition	+	0.5492	54.92%
CYP2C9 inhibition	-	0.7972	79.72%
CYP2C19 inhibition	+	0.6768	67.68%
CYP2D6 inhibition	-	0.6767	67.67%
CYP1A2 inhibition	+	0.5338	53.38%
CYP2C8 inhibition	-	0.6894	68.94%
CYP inhibitory promiscuity	-	0.5478	54.78%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6052	60.52%
Eye corrosion	-	0.9847	98.47%
Eye irritation	+	0.7926	79.26%
Skin irritation	-	0.8269	82.69%
Skin corrosion	-	0.9679	96.79%
Ames mutagenesis	+	0.6663	66.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.6064	60.64%
Micronuclear	-	0.5241	52.41%
Hepatotoxicity	-	0.5941	59.41%
skin sensitisation	-	0.6936	69.36%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6677	66.77%
Acute Oral Toxicity (c)	II	0.4623	46.23%
Estrogen receptor binding	+	0.8765	87.65%
Androgen receptor binding	+	0.7307	73.07%
Thyroid receptor binding	+	0.5607	56.07%
Glucocorticoid receptor binding	+	0.9029	90.29%
Aromatase binding	+	0.7994	79.94%
PPAR gamma	+	0.8165	81.65%
Honey bee toxicity	-	0.8094	80.94%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.7050	70.50%

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	97.92%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.83%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.47%	93.99%
CHEMBL2581	P07339	Cathepsin D	91.61%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.92%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.81%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.70%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.40%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.49%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.11%	89.00%
CHEMBL1255126	O15151	Protein Mdm4	84.93%	90.20%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.45%	96.77%
CHEMBL4208	P20618	Proteasome component C5	82.71%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.22%	85.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.58%	92.62%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.03%	89.67%

Plants that contains it

• Harrisonia abyssinica
• Harrisonia perforata

Cross-Links

• PubChem: 13846019
• LOTUS: LTS0032040
• wikiData: Q105285561