1-[5-Hydroxy-8-(2-hydroxypropan-2-yl)-2,2-dimethyl-8,9-dihydrofuro[2,3-h]chromen-6-yl]ethanone

Details

• Internal ID: 1c5e899f-9237-4e63-a0fc-15fbe2975692
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 1-[5-hydroxy-8-(2-hydroxypropan-2-yl)-2,2-dimethyl-8,9-dihydrofuro[2,3-h]chromen-6-yl]ethanone
• InChI: InChI=1S/C18H22O5/c1-9(19)13-14(20)10-6-7-17(2,3)23-15(10)11-8-12(18(4,5)21)22-16(11)13/h6-7,12,20-21H,8H2,1-5H3
• InChI Key: RQYHEKCFBQYWBP-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₅
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.14672380 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7800	78.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8620	86.20%
OATP1B3 inhibitior	+	0.9442	94.42%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5851	58.51%
P-glycoprotein inhibitior	-	0.7503	75.03%
P-glycoprotein substrate	-	0.6525	65.25%
CYP3A4 substrate	+	0.6337	63.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8230	82.30%
CYP3A4 inhibition	-	0.7983	79.83%
CYP2C9 inhibition	-	0.6815	68.15%
CYP2C19 inhibition	-	0.5713	57.13%
CYP2D6 inhibition	-	0.8227	82.27%
CYP1A2 inhibition	+	0.6306	63.06%
CYP2C8 inhibition	-	0.6008	60.08%
CYP inhibitory promiscuity	-	0.5822	58.22%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4380	43.80%
Eye corrosion	-	0.9892	98.92%
Eye irritation	+	0.7479	74.79%
Skin irritation	-	0.6611	66.11%
Skin corrosion	-	0.8827	88.27%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4293	42.93%
Micronuclear	-	0.5341	53.41%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.6526	65.26%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8190	81.90%
Acute Oral Toxicity (c)	III	0.5839	58.39%
Estrogen receptor binding	+	0.8951	89.51%
Androgen receptor binding	-	0.5488	54.88%
Thyroid receptor binding	+	0.6974	69.74%
Glucocorticoid receptor binding	+	0.7975	79.75%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.9003	90.03%
Honey bee toxicity	-	0.8855	88.55%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9560	95.60%

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	99.26%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.10%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.73%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.19%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.30%	96.09%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	87.53%	85.30%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.47%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.09%	93.56%
CHEMBL340	P08684	Cytochrome P450 3A4	84.81%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	84.66%	94.73%
CHEMBL2581	P07339	Cathepsin D	83.19%	98.95%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.87%	95.71%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.84%	100.00%

Plants that contains it

• Bosistoa transversa

Cross-Links

• PubChem: 163192802
• LOTUS: LTS0033576
• wikiData: Q105243828