1-(7-Hydroxy-3,9a-dimethyl-2,3,3a,9a-tetrahydro-4h-1,9-dioxa-cyclopenta[b]naphthalen-6-yl)-ethanone

Details

• Internal ID: 2cc72dc2-d072-44b1-aa02-d3765ef4977d
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: 1-(7-hydroxy-3,9a-dimethyl-2,3,3a,4-tetrahydrofuro[2,3-b]chromen-6-yl)ethanone
• SMILES (Canonical): CC1COC2(C1CC3=CC(=C(C=C3O2)O)C(=O)C)C
• SMILES (Isomeric): CC1COC2(C1CC3=CC(=C(C=C3O2)O)C(=O)C)C
• InChI: InChI=1S/C15H18O4/c1-8-7-18-15(3)12(8)5-10-4-11(9(2)16)13(17)6-14(10)19-15/h4,6,8,12,17H,5,7H2,1-3H3
• InChI Key: BFLZUNPIROUVLO-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.53
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9791	97.91%
Caco-2	+	0.7377	73.77%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7564	75.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8949	89.49%
OATP1B3 inhibitior	+	0.9367	93.67%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8377	83.77%
P-glycoprotein inhibitior	-	0.8164	81.64%
P-glycoprotein substrate	-	0.6786	67.86%
CYP3A4 substrate	+	0.5664	56.64%
CYP2C9 substrate	+	0.6194	61.94%
CYP2D6 substrate	-	0.8369	83.69%
CYP3A4 inhibition	-	0.5149	51.49%
CYP2C9 inhibition	-	0.6131	61.31%
CYP2C19 inhibition	-	0.6294	62.94%
CYP2D6 inhibition	-	0.9156	91.56%
CYP1A2 inhibition	+	0.7204	72.04%
CYP2C8 inhibition	-	0.6866	68.66%
CYP inhibitory promiscuity	-	0.8369	83.69%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6396	63.96%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.6103	61.03%
Skin irritation	-	0.7267	72.67%
Skin corrosion	-	0.9582	95.82%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4100	41.00%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8202	82.02%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6381	63.81%
Acute Oral Toxicity (c)	III	0.4618	46.18%
Estrogen receptor binding	+	0.7758	77.58%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6126	61.26%
Aromatase binding	+	0.5670	56.70%
PPAR gamma	+	0.6655	66.55%
Honey bee toxicity	-	0.8351	83.51%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9956	99.56%

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	98.64%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.53%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.52%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.90%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.23%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	87.83%	91.19%
CHEMBL236	P41143	Delta opioid receptor	85.73%	99.35%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.49%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.03%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.92%	100.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.94%	94.80%
CHEMBL4040	P28482	MAP kinase ERK2	82.89%	83.82%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.77%	89.05%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.92%	91.07%
CHEMBL2535	P11166	Glucose transporter	80.28%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73804282
• LOTUS: LTS0204274
• wikiData: Q103816711