1-[3-[2-(furan-3-yl)ethyl]-3-hydroxy-3a,7,7-trimethyl-4,5,6,7a-tetrahydro-1H-2-benzofuran-1-yl]propan-1-one

Details

• Internal ID: 28ce4c18-608c-44eb-be2a-bb36fb78a954
• Taxonomy: Organoheterocyclic compounds > Isobenzofurans
• IUPAC Name: 1-[3-[2-(furan-3-yl)ethyl]-3-hydroxy-3a,7,7-trimethyl-4,5,6,7a-tetrahydro-1H-2-benzofuran-1-yl]propan-1-one
• InChI: InChI=1S/C20H30O4/c1-5-15(21)16-17-18(2,3)9-6-10-19(17,4)20(22,24-16)11-7-14-8-12-23-13-14/h8,12-13,16-17,22H,5-7,9-11H2,1-4H3
• InChI Key: HYQRWBLNVVMQFF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.11
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9907	99.07%
Caco-2	+	0.7721	77.21%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7352	73.52%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	-	0.3559	35.59%
OATP1B3 inhibitior	+	0.8200	82.00%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.6794	67.94%
P-glycoprotein inhibitior	-	0.5879	58.79%
P-glycoprotein substrate	-	0.5886	58.86%
CYP3A4 substrate	+	0.6341	63.41%
CYP2C9 substrate	-	0.5881	58.81%
CYP2D6 substrate	-	0.7909	79.09%
CYP3A4 inhibition	+	0.6872	68.72%
CYP2C9 inhibition	-	0.8058	80.58%
CYP2C19 inhibition	-	0.7469	74.69%
CYP2D6 inhibition	-	0.9425	94.25%
CYP1A2 inhibition	-	0.7902	79.02%
CYP2C8 inhibition	+	0.6553	65.53%
CYP inhibitory promiscuity	-	0.9084	90.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6160	61.60%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9163	91.63%
Skin irritation	-	0.5312	53.12%
Skin corrosion	-	0.8969	89.69%
Ames mutagenesis	-	0.5479	54.79%
Human Ether-a-go-go-Related Gene inhibition	+	0.7216	72.16%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5105	51.05%
skin sensitisation	-	0.7988	79.88%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8438	84.38%
Acute Oral Toxicity (c)	III	0.5307	53.07%
Estrogen receptor binding	+	0.8040	80.40%
Androgen receptor binding	+	0.6473	64.73%
Thyroid receptor binding	+	0.6303	63.03%
Glucocorticoid receptor binding	+	0.7212	72.12%
Aromatase binding	+	0.7516	75.16%
PPAR gamma	-	0.6098	60.98%
Honey bee toxicity	-	0.9120	91.20%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9846	98.46%

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	98.09%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.22%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.15%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.01%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.33%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.57%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	90.39%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.56%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.15%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.34%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	84.69%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.76%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.69%	92.62%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.45%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.18%	100.00%

Plants that contains it

• Pseudodictamnus aucheri

Cross-Links

• PubChem: 163060591
• LOTUS: LTS0060646
• wikiData: Q105035428