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

Details

• Internal ID: bf357b0a-f89b-4027-88bf-2b7fff5f0aa8
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (5R,6S,7aS)-6-ethenyl-3-(hydroxymethyl)-6-methyl-5-[(2S)-2-methyloxiran-2-yl]-4,5,7,7a-tetrahydro-1-benzofuran-2-one
• InChI: InChI=1S/C15H20O4/c1-4-14(2)6-11-9(10(7-16)13(17)19-11)5-12(14)15(3)8-18-15/h4,11-12,16H,1,5-8H2,2-3H3/t11-,12+,14+,15+/m0/s1
• InChI Key: SZCVYRMBUHRYRY-CTHBEMJXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.59
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9740	97.40%
Caco-2	+	0.6441	64.41%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7079	70.79%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.9081	90.81%
OATP1B3 inhibitior	+	0.9395	93.95%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8771	87.71%
P-glycoprotein inhibitior	-	0.8975	89.75%
P-glycoprotein substrate	-	0.8570	85.70%
CYP3A4 substrate	+	0.5797	57.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8819	88.19%
CYP3A4 inhibition	-	0.7116	71.16%
CYP2C9 inhibition	-	0.8539	85.39%
CYP2C19 inhibition	-	0.8275	82.75%
CYP2D6 inhibition	-	0.9386	93.86%
CYP1A2 inhibition	-	0.7593	75.93%
CYP2C8 inhibition	-	0.8404	84.04%
CYP inhibitory promiscuity	-	0.8695	86.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5035	50.35%
Eye corrosion	-	0.9813	98.13%
Eye irritation	-	0.7350	73.50%
Skin irritation	-	0.6313	63.13%
Skin corrosion	-	0.9225	92.25%
Ames mutagenesis	-	0.5637	56.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5904	59.04%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5217	52.17%
skin sensitisation	-	0.7968	79.68%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.7516	75.16%
Acute Oral Toxicity (c)	III	0.4022	40.22%
Estrogen receptor binding	+	0.5841	58.41%
Androgen receptor binding	+	0.5625	56.25%
Thyroid receptor binding	+	0.5418	54.18%
Glucocorticoid receptor binding	+	0.6456	64.56%
Aromatase binding	-	0.6050	60.50%
PPAR gamma	-	0.5817	58.17%
Honey bee toxicity	-	0.8209	82.09%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9896	98.96%

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	93.68%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.99%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.95%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.70%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	84.58%	94.73%
CHEMBL2581	P07339	Cathepsin D	84.46%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.38%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.08%	98.75%
CHEMBL1937	Q92769	Histone deacetylase 2	81.79%	94.75%
CHEMBL4530	P00488	Coagulation factor XIII	81.60%	96.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.93%	93.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.78%	97.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162923519
• LOTUS: LTS0189221
• wikiData: Q105264000