5a,9a-Dimethyl-1,4,5,6,8,9-hexahydrobenzo[e][2]benzofuran-3,7-dione

Details

• Internal ID: 6ab60c31-9785-4799-ad65-d4743789ccc0
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 5a,9a-dimethyl-1,4,5,6,8,9-hexahydrobenzo[e][2]benzofuran-3,7-dione
• SMILES (Canonical): CC12CCC3=C(C1(CCC(=O)C2)C)COC3=O
• SMILES (Isomeric): CC12CCC3=C(C1(CCC(=O)C2)C)COC3=O
• InChI: InChI=1S/C14H18O3/c1-13-5-4-10-11(8-17-12(10)16)14(13,2)6-3-9(15)7-13/h3-8H2,1-2H3
• InChI Key: LHWNKIQQAJIUCR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₃
• Molecular Weight: 234.29 g/mol
• Exact Mass: 234.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.40
• 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	+	0.8939	89.39%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8193	81.93%
OATP2B1 inhibitior	-	0.8450	84.50%
OATP1B1 inhibitior	+	0.9043	90.43%
OATP1B3 inhibitior	+	0.9830	98.30%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	+	0.7500	75.00%
BSEP inhibitior	-	0.8274	82.74%
P-glycoprotein inhibitior	-	0.9470	94.70%
P-glycoprotein substrate	-	0.9240	92.40%
CYP3A4 substrate	+	0.5329	53.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8989	89.89%
CYP3A4 inhibition	-	0.7458	74.58%
CYP2C9 inhibition	-	0.9215	92.15%
CYP2C19 inhibition	-	0.8476	84.76%
CYP2D6 inhibition	-	0.9211	92.11%
CYP1A2 inhibition	-	0.6395	63.95%
CYP2C8 inhibition	-	0.9579	95.79%
CYP inhibitory promiscuity	-	0.8252	82.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5088	50.88%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.5562	55.62%
Skin irritation	-	0.5362	53.62%
Skin corrosion	-	0.9135	91.35%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5654	56.54%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.6678	66.78%
skin sensitisation	-	0.7688	76.88%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.9107	91.07%
Acute Oral Toxicity (c)	III	0.7026	70.26%
Estrogen receptor binding	-	0.7572	75.72%
Androgen receptor binding	+	0.5257	52.57%
Thyroid receptor binding	-	0.7762	77.62%
Glucocorticoid receptor binding	-	0.8726	87.26%
Aromatase binding	-	0.6558	65.58%
PPAR gamma	-	0.7475	74.75%
Honey bee toxicity	-	0.8603	86.03%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9956	99.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.19%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.72%	91.11%
CHEMBL2581	P07339	Cathepsin D	86.95%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.95%	94.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.42%	93.40%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.75%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.45%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.07%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.59%	96.09%
CHEMBL299	P17252	Protein kinase C alpha	80.39%	98.03%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 162872887
• LOTUS: LTS0242541
• wikiData: Q105152022