(3S,3aR,5R,6S,7aR)-6-ethenyl-3,6-dimethyl-5-[(2S)-2-methyloxiran-2-yl]-3,3a,4,5,7,7a-hexahydro-1-benzofuran-2-one

Details

• Internal ID: ee2aeb89-2a58-4b5e-92a9-8adfd94202b5
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (3S,3aR,5R,6S,7aR)-6-ethenyl-3,6-dimethyl-5-[(2S)-2-methyloxiran-2-yl]-3,3a,4,5,7,7a-hexahydro-1-benzofuran-2-one
• InChI: InChI=1S/C15H22O3/c1-5-14(3)7-11-10(9(2)13(16)18-11)6-12(14)15(4)8-17-15/h5,9-12H,1,6-8H2,2-4H3/t9-,10+,11+,12+,14+,15+/m0/s1
• InChI Key: PGAGLALAWDEWBB-RWBGOSSDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	+	0.6491	64.91%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6653	66.53%
OATP2B1 inhibitior	-	0.8520	85.20%
OATP1B1 inhibitior	+	0.9166	91.66%
OATP1B3 inhibitior	+	0.9238	92.38%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9200	92.00%
P-glycoprotein inhibitior	-	0.9203	92.03%
P-glycoprotein substrate	-	0.7742	77.42%
CYP3A4 substrate	+	0.5925	59.25%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8565	85.65%
CYP3A4 inhibition	-	0.6916	69.16%
CYP2C9 inhibition	-	0.8537	85.37%
CYP2C19 inhibition	-	0.7472	74.72%
CYP2D6 inhibition	-	0.9496	94.96%
CYP1A2 inhibition	-	0.6810	68.10%
CYP2C8 inhibition	-	0.9003	90.03%
CYP inhibitory promiscuity	-	0.8829	88.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9017	90.17%
Carcinogenicity (trinary)	Non-required	0.6035	60.35%
Eye corrosion	-	0.9720	97.20%
Eye irritation	-	0.7165	71.65%
Skin irritation	-	0.6610	66.10%
Skin corrosion	-	0.9188	91.88%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7131	71.31%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.7199	71.99%
skin sensitisation	-	0.6313	63.13%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.8828	88.28%
Acute Oral Toxicity (c)	III	0.5197	51.97%
Estrogen receptor binding	-	0.4900	49.00%
Androgen receptor binding	+	0.5452	54.52%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6707	67.07%
Aromatase binding	-	0.6596	65.96%
PPAR gamma	-	0.6331	63.31%
Honey bee toxicity	-	0.6117	61.17%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9936	99.36%

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	94.76%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	93.49%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.26%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.40%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.65%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.18%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.60%	94.80%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.50%	85.14%
CHEMBL325	Q13547	Histone deacetylase 1	83.02%	95.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.94%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.09%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.97%	97.14%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.15%	89.34%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.46%	96.77%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163024385
• LOTUS: LTS0014081
• wikiData: Q105208266