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

Details

• Internal ID: ea183832-ad89-4551-8588-27e612fc7b6c
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 6,6,9a-trimethyl-5,5a,7,8,9,9b-hexahydrobenzo[e][2]benzofuran-1,3-dione
• SMILES (Canonical): CC1(CCCC2(C1CC=C3C2C(=O)OC3=O)C)C
• SMILES (Isomeric): CC1(CCCC2(C1CC=C3C2C(=O)OC3=O)C)C
• InChI: InChI=1S/C15H20O3/c1-14(2)7-4-8-15(3)10(14)6-5-9-11(15)13(17)18-12(9)16/h5,10-11H,4,6-8H2,1-3H3
• InChI Key: SVMXZQNUNOHEQW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 2.85
• 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	+	0.9969	99.69%
Caco-2	+	0.8172	81.72%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6255	62.55%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.9022	90.22%
OATP1B3 inhibitior	+	0.9259	92.59%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.9292	92.92%
P-glycoprotein inhibitior	-	0.9004	90.04%
P-glycoprotein substrate	-	0.9391	93.91%
CYP3A4 substrate	+	0.5577	55.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8898	88.98%
CYP3A4 inhibition	-	0.8971	89.71%
CYP2C9 inhibition	-	0.6914	69.14%
CYP2C19 inhibition	-	0.6318	63.18%
CYP2D6 inhibition	-	0.9224	92.24%
CYP1A2 inhibition	-	0.5555	55.55%
CYP2C8 inhibition	-	0.8861	88.61%
CYP inhibitory promiscuity	-	0.8421	84.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5382	53.82%
Eye corrosion	-	0.9461	94.61%
Eye irritation	-	0.8027	80.27%
Skin irritation	-	0.5739	57.39%
Skin corrosion	-	0.8994	89.94%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6243	62.43%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5666	56.66%
skin sensitisation	-	0.5852	58.52%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.6971	69.71%
Acute Oral Toxicity (c)	III	0.7294	72.94%
Estrogen receptor binding	+	0.6747	67.47%
Androgen receptor binding	+	0.5560	55.60%
Thyroid receptor binding	+	0.5200	52.00%
Glucocorticoid receptor binding	-	0.5773	57.73%
Aromatase binding	-	0.7496	74.96%
PPAR gamma	+	0.5570	55.70%
Honey bee toxicity	-	0.9121	91.21%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.85%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.84%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.53%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.93%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.61%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	84.22%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.20%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.73%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.00%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.09%	82.69%

Plants that contains it

• Isatis tinctoria

Cross-Links

• PubChem: 85316951
• LOTUS: LTS0040018
• wikiData: Q105210471