(4aR,8aR,9aS)-3,8a-dimethyl-4a,5,9,9a-tetrahydro-4H-benzo[f][1]benzofuran-2,8-dione

Details

• Internal ID: 65e0ea2b-c767-4ee3-8ce5-dbb6ec792238
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (4aR,8aR,9aS)-3,8a-dimethyl-4a,5,9,9a-tetrahydro-4H-benzo[f][1]benzofuran-2,8-dione
• InChI: InChI=1S/C14H16O3/c1-8-10-6-9-4-3-5-12(15)14(9,2)7-11(10)17-13(8)16/h3,5,9,11H,4,6-7H2,1-2H3/t9-,11+,14-/m1/s1
• InChI Key: IPLQXJVVFIYNPN-OLUVUFQESA-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: 1.50
• 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	+	1.0000	100.00%
Caco-2	+	0.7354	73.54%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6889	68.89%
OATP2B1 inhibitior	-	0.8534	85.34%
OATP1B1 inhibitior	+	0.9301	93.01%
OATP1B3 inhibitior	+	0.9657	96.57%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7901	79.01%
P-glycoprotein inhibitior	-	0.9508	95.08%
P-glycoprotein substrate	-	0.8822	88.22%
CYP3A4 substrate	+	0.5772	57.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9063	90.63%
CYP3A4 inhibition	-	0.6716	67.16%
CYP2C9 inhibition	-	0.9200	92.00%
CYP2C19 inhibition	-	0.8593	85.93%
CYP2D6 inhibition	-	0.9454	94.54%
CYP1A2 inhibition	-	0.5552	55.52%
CYP2C8 inhibition	-	0.8637	86.37%
CYP inhibitory promiscuity	-	0.6973	69.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4180	41.80%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.8462	84.62%
Skin irritation	+	0.5264	52.64%
Skin corrosion	-	0.8498	84.98%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4588	45.88%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.5355	53.55%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.6231	62.31%
Acute Oral Toxicity (c)	III	0.7117	71.17%
Estrogen receptor binding	-	0.7081	70.81%
Androgen receptor binding	-	0.5297	52.97%
Thyroid receptor binding	-	0.7116	71.16%
Glucocorticoid receptor binding	-	0.6007	60.07%
Aromatase binding	-	0.6827	68.27%
PPAR gamma	-	0.7695	76.95%
Honey bee toxicity	-	0.8937	89.37%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	+	0.9951	99.51%

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	93.65%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.58%	95.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	89.32%	86.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.43%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.25%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.37%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.08%	86.33%
CHEMBL2581	P07339	Cathepsin D	82.87%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.21%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.52%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.04%	99.23%

Plants that contains it

• Siphonochilus aethiopicus

Cross-Links

• PubChem: 162801001
• LOTUS: LTS0151660
• wikiData: Q105117313