(3aR,5S,6R,7aR)-6-ethenyl-6-methyl-3-methylidene-5-[(2R)-2-methyloxiran-2-yl]-4,5,7,7a-tetrahydro-3aH-1-benzofuran-2-one

Details

• Internal ID: 83c8a3bb-f3a1-410c-9f0f-9da3008e8272
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (3aR,5S,6R,7aR)-6-ethenyl-6-methyl-3-methylidene-5-[(2R)-2-methyloxiran-2-yl]-4,5,7,7a-tetrahydro-3aH-1-benzofuran-2-one
• SMILES (Canonical): CC1(CC2C(CC1C3(CO3)C)C(=C)C(=O)O2)C=C
• SMILES (Isomeric): C[C@@]1(C[C@@H]2[C@H](C[C@@H]1[C@@]3(CO3)C)C(=C)C(=O)O2)C=C
• InChI: InChI=1S/C15H20O3/c1-5-14(3)7-11-10(9(2)13(16)18-11)6-12(14)15(4)8-17-15/h5,10-12H,1-2,6-8H2,3-4H3/t10-,11-,12+,14+,15+/m1/s1
• InChI Key: IKKGBDWJRKQCAS-MUGBGTHKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.48
• 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	+	0.9966	99.66%
Caco-2	+	0.6506	65.06%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7120	71.20%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.9036	90.36%
OATP1B3 inhibitior	+	0.9401	94.01%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9598	95.98%
P-glycoprotein inhibitior	-	0.9170	91.70%
P-glycoprotein substrate	-	0.8673	86.73%
CYP3A4 substrate	+	0.5771	57.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8522	85.22%
CYP3A4 inhibition	-	0.7121	71.21%
CYP2C9 inhibition	-	0.8786	87.86%
CYP2C19 inhibition	-	0.7858	78.58%
CYP2D6 inhibition	-	0.9418	94.18%
CYP1A2 inhibition	-	0.5305	53.05%
CYP2C8 inhibition	-	0.7979	79.79%
CYP inhibitory promiscuity	-	0.8011	80.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9317	93.17%
Carcinogenicity (trinary)	Non-required	0.5754	57.54%
Eye corrosion	-	0.9749	97.49%
Eye irritation	-	0.7874	78.74%
Skin irritation	-	0.6620	66.20%
Skin corrosion	-	0.9236	92.36%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5849	58.49%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.7535	75.35%
skin sensitisation	-	0.5959	59.59%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.8925	89.25%
Acute Oral Toxicity (c)	III	0.4978	49.78%
Estrogen receptor binding	+	0.5951	59.51%
Androgen receptor binding	+	0.6009	60.09%
Thyroid receptor binding	+	0.5534	55.34%
Glucocorticoid receptor binding	+	0.6793	67.93%
Aromatase binding	-	0.5680	56.80%
PPAR gamma	-	0.5752	57.52%
Honey bee toxicity	-	0.6628	66.28%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9958	99.58%

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	94.40%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.40%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	93.29%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.74%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.16%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.01%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.99%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.96%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.22%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.75%	99.23%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.27%	89.34%
CHEMBL2996	Q05655	Protein kinase C delta	81.07%	97.79%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162932772
• LOTUS: LTS0027641
• wikiData: Q105114703