1-[1-[2-(Furan-3-yl)ethyl]-1-hydroxy-5,5,8a-trimethyl-4a,6,7,8-tetrahydroisochromen-3-yl]ethanone

Details

• Internal ID: ca119317-93ae-4c78-9c8a-a63fe9d67bef
• Taxonomy: Organoheterocyclic compounds > Heteroaromatic compounds
• IUPAC Name: 1-[1-[2-(furan-3-yl)ethyl]-1-hydroxy-5,5,8a-trimethyl-4a,6,7,8-tetrahydroisochromen-3-yl]ethanone
• InChI: InChI=1S/C20H28O4/c1-14(21)16-12-17-18(2,3)8-5-9-19(17,4)20(22,24-16)10-6-15-7-11-23-13-15/h7,11-13,17,22H,5-6,8-10H2,1-4H3
• InChI Key: WSSCNWKOTDHBCG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.24
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	+	0.7649	76.49%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8112	81.12%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	-	0.4180	41.80%
OATP1B3 inhibitior	-	0.2970	29.70%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.5640	56.40%
P-glycoprotein inhibitior	-	0.5520	55.20%
P-glycoprotein substrate	-	0.6399	63.99%
CYP3A4 substrate	+	0.6404	64.04%
CYP2C9 substrate	-	0.8035	80.35%
CYP2D6 substrate	-	0.8535	85.35%
CYP3A4 inhibition	+	0.5284	52.84%
CYP2C9 inhibition	-	0.8785	87.85%
CYP2C19 inhibition	-	0.7912	79.12%
CYP2D6 inhibition	-	0.9238	92.38%
CYP1A2 inhibition	-	0.8211	82.11%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8795	87.95%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5612	56.12%
Eye corrosion	-	0.9945	99.45%
Eye irritation	-	0.8913	89.13%
Skin irritation	+	0.5365	53.65%
Skin corrosion	-	0.9198	91.98%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7190	71.90%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5022	50.22%
skin sensitisation	-	0.8131	81.31%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6917	69.17%
Acute Oral Toxicity (c)	III	0.5241	52.41%
Estrogen receptor binding	+	0.7989	79.89%
Androgen receptor binding	+	0.5727	57.27%
Thyroid receptor binding	+	0.6346	63.46%
Glucocorticoid receptor binding	+	0.6062	60.62%
Aromatase binding	+	0.7865	78.65%
PPAR gamma	-	0.5237	52.37%
Honey bee toxicity	-	0.8899	88.99%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9921	99.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.26%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.87%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.51%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.22%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.23%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.19%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.62%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.12%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.36%	89.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.86%	94.00%

Plants that contains it

• Galeopsis angustifolia

Cross-Links

• PubChem: 162857795
• LOTUS: LTS0238848
• wikiData: Q104394731