(3aR,8aR,9aR)-8a-methyl-3-methylidene-3a,6,7,8,9,9a-hexahydrobenzo[f][1]benzofuran-2,5-dione

Details

• Internal ID: 7e7997da-618f-4bc4-a342-20755074d434
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (3aR,8aR,9aR)-8a-methyl-3-methylidene-3a,6,7,8,9,9a-hexahydrobenzo[f][1]benzofuran-2,5-dione
• InChI: InChI=1S/C14H16O3/c1-8-9-6-10-11(15)4-3-5-14(10,2)7-12(9)17-13(8)16/h6,9,12H,1,3-5,7H2,2H3/t9-,12-,14-/m1/s1
• InChI Key: MVUOIVFSPUITKN-GAJTVXKRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₃
• Molecular Weight: 232.27 g/mol
• Exact Mass: 232.109944368 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.17
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.7712	77.12%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6714	67.14%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.8477	84.77%
OATP1B3 inhibitior	+	0.9257	92.57%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	+	0.7500	75.00%
BSEP inhibitior	-	0.9462	94.62%
P-glycoprotein inhibitior	-	0.9356	93.56%
P-glycoprotein substrate	-	0.8854	88.54%
CYP3A4 substrate	+	0.5366	53.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9026	90.26%
CYP3A4 inhibition	-	0.6731	67.31%
CYP2C9 inhibition	-	0.9245	92.45%
CYP2C19 inhibition	-	0.5652	56.52%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	+	0.7361	73.61%
CYP2C8 inhibition	-	0.8237	82.37%
CYP inhibitory promiscuity	-	0.8622	86.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4864	48.64%
Eye corrosion	-	0.9813	98.13%
Eye irritation	+	0.5468	54.68%
Skin irritation	+	0.5422	54.22%
Skin corrosion	-	0.8746	87.46%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6537	65.37%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.7711	77.11%
skin sensitisation	-	0.6410	64.10%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.5344	53.44%
Acute Oral Toxicity (c)	III	0.7413	74.13%
Estrogen receptor binding	-	0.6088	60.88%
Androgen receptor binding	-	0.7055	70.55%
Thyroid receptor binding	-	0.6686	66.86%
Glucocorticoid receptor binding	-	0.4732	47.32%
Aromatase binding	-	0.5223	52.23%
PPAR gamma	-	0.7666	76.66%
Honey bee toxicity	-	0.8203	82.03%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	93.69%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.16%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.09%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.87%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.24%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.69%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.40%	86.33%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.10%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.83%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.80%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.70%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	82.25%	97.79%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.41%	93.03%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.39%	85.14%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.00%	93.40%

Plants that contains it

• Inula helenium

Cross-Links

• PubChem: 162848926
• LOTUS: LTS0201048
• wikiData: Q105173329