(3aR,4aS,7aR,8aR)-4a-acetyl-7a-methyl-3-methylidene-3a,4,8,8a-tetrahydrocyclopenta[f][1]benzofuran-2,7-dione

Details

• Internal ID: 92ebe493-6bf2-4637-9a17-2676cca31ce1
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3aR,4aS,7aR,8aR)-4a-acetyl-7a-methyl-3-methylidene-3a,4,8,8a-tetrahydrocyclopenta[f][1]benzofuran-2,7-dione
• InChI: InChI=1S/C15H16O4/c1-8-10-6-15(9(2)16)5-4-12(17)14(15,3)7-11(10)19-13(8)18/h4-5,10-11H,1,6-7H2,2-3H3/t10-,11-,14+,15+/m1/s1
• InChI Key: WTESJDVPXJINCQ-FIXIBIHLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.60
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9931	99.31%
Caco-2	+	0.5751	57.51%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5990	59.90%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.8756	87.56%
OATP1B3 inhibitior	+	0.9051	90.51%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9540	95.40%
P-glycoprotein inhibitior	-	0.9023	90.23%
P-glycoprotein substrate	-	0.7892	78.92%
CYP3A4 substrate	+	0.5852	58.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8993	89.93%
CYP3A4 inhibition	-	0.6410	64.10%
CYP2C9 inhibition	-	0.9505	95.05%
CYP2C19 inhibition	-	0.9056	90.56%
CYP2D6 inhibition	-	0.9590	95.90%
CYP1A2 inhibition	-	0.5807	58.07%
CYP2C8 inhibition	-	0.7837	78.37%
CYP inhibitory promiscuity	-	0.8847	88.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9117	91.17%
Carcinogenicity (trinary)	Non-required	0.5445	54.45%
Eye corrosion	-	0.9682	96.82%
Eye irritation	-	0.7131	71.31%
Skin irritation	+	0.5332	53.32%
Skin corrosion	-	0.7936	79.36%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4363	43.63%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6051	60.51%
Acute Oral Toxicity (c)	III	0.6310	63.10%
Estrogen receptor binding	-	0.6829	68.29%
Androgen receptor binding	+	0.5395	53.95%
Thyroid receptor binding	-	0.7001	70.01%
Glucocorticoid receptor binding	-	0.7188	71.88%
Aromatase binding	-	0.7600	76.00%
PPAR gamma	-	0.7018	70.18%
Honey bee toxicity	-	0.8845	88.45%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9960	99.60%

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	97.56%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.36%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.35%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.33%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.95%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.39%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.06%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	85.05%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.95%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.53%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.42%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.48%	100.00%

Plants that contains it

• Ferreyranthus fruticosus

Cross-Links

• PubChem: 162900926
• LOTUS: LTS0216640
• wikiData: Q105312444