7-[2-(Furan-3-yl)-2-hydroxyethyl]-9-hydroxy-7,8-dimethyl-5,6,6a,8,9,10-hexahydrobenzo[h][1]benzofuran-3-one

Details

• Internal ID: 6b95b223-f9c1-4b13-807d-395df64d5ec8
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 7-[2-(furan-3-yl)-2-hydroxyethyl]-9-hydroxy-7,8-dimethyl-5,6,6a,8,9,10-hexahydrobenzo[h][1]benzofuran-3-one
• InChI: InChI=1S/C20H26O5/c1-12-15(21)9-20-14(17(23)11-25-20)4-3-5-18(20)19(12,2)8-16(22)13-6-7-24-10-13/h4,6-7,10,12,15-16,18,21-22H,3,5,8-9,11H2,1-2H3
• InChI Key: DABNHTIHCPBNAM-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₅
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.17802393 g/mol
• Topological Polar Surface Area (TPSA): 79.90 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.78
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	-	0.5663	56.63%
Blood Brain Barrier	+	0.6605	66.05%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8144	81.44%
OATP2B1 inhibitior	-	0.8681	86.81%
OATP1B1 inhibitior	+	0.8344	83.44%
OATP1B3 inhibitior	+	0.9854	98.54%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5101	51.01%
BSEP inhibitior	-	0.5422	54.22%
P-glycoprotein inhibitior	-	0.7783	77.83%
P-glycoprotein substrate	-	0.5080	50.80%
CYP3A4 substrate	+	0.6397	63.97%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8448	84.48%
CYP3A4 inhibition	-	0.5685	56.85%
CYP2C9 inhibition	-	0.8854	88.54%
CYP2C19 inhibition	-	0.8802	88.02%
CYP2D6 inhibition	-	0.8997	89.97%
CYP1A2 inhibition	-	0.7375	73.75%
CYP2C8 inhibition	-	0.6972	69.72%
CYP inhibitory promiscuity	-	0.7823	78.23%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.5225	52.25%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.9895	98.95%
Skin irritation	+	0.5971	59.71%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6429	64.29%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8820	88.20%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.5585	55.85%
Acute Oral Toxicity (c)	III	0.5406	54.06%
Estrogen receptor binding	+	0.8608	86.08%
Androgen receptor binding	-	0.4949	49.49%
Thyroid receptor binding	+	0.6298	62.98%
Glucocorticoid receptor binding	+	0.8515	85.15%
Aromatase binding	+	0.7181	71.81%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7962	79.62%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9880	98.80%

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	98.52%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.17%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.60%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	95.67%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	94.23%	90.17%
CHEMBL2581	P07339	Cathepsin D	94.02%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.92%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.89%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.26%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.20%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.14%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.31%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.61%	100.00%
CHEMBL4208	P20618	Proteasome component C5	82.48%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.19%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.55%	93.04%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162990922
• LOTUS: LTS0012348
• wikiData: Q104973380