(5aS,9aS)-6,6,9a-trimethyl-1,4,5a,7,8,9-hexahydrobenzo[e][2]benzofuran-3,5-dione

Details

• Internal ID: 74e2f7ac-7560-4d19-929b-26e75058b94c
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (5aS,9aS)-6,6,9a-trimethyl-1,4,5a,7,8,9-hexahydrobenzo[e][2]benzofuran-3,5-dione
• SMILES (Canonical): CC1(CCCC2(C1C(=O)CC3=C2COC3=O)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@@H]1C(=O)CC3=C2COC3=O)(C)C
• InChI: InChI=1S/C15H20O3/c1-14(2)5-4-6-15(3)10-8-18-13(17)9(10)7-11(16)12(14)15/h12H,4-8H2,1-3H3/t12-,15+/m0/s1
• InChI Key: UIFPOMHZPDKLLM-SWLSCSKDSA-N
• Popularity: 1 reference 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: 2.40
• Atomic LogP (AlogP): 2.65
• 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	+	0.9971	99.71%
Caco-2	+	0.8969	89.69%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8175	81.75%
OATP2B1 inhibitior	-	0.8486	84.86%
OATP1B1 inhibitior	+	0.8829	88.29%
OATP1B3 inhibitior	+	0.9707	97.07%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	+	0.7250	72.50%
BSEP inhibitior	-	0.7880	78.80%
P-glycoprotein inhibitior	-	0.8305	83.05%
P-glycoprotein substrate	-	0.9351	93.51%
CYP3A4 substrate	+	0.5295	52.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9026	90.26%
CYP3A4 inhibition	-	0.8646	86.46%
CYP2C9 inhibition	-	0.7861	78.61%
CYP2C19 inhibition	-	0.6872	68.72%
CYP2D6 inhibition	-	0.9104	91.04%
CYP1A2 inhibition	-	0.8093	80.93%
CYP2C8 inhibition	-	0.9267	92.67%
CYP inhibitory promiscuity	-	0.8497	84.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5422	54.22%
Eye corrosion	-	0.9830	98.30%
Eye irritation	+	0.5628	56.28%
Skin irritation	-	0.6506	65.06%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5285	52.85%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.7303	73.03%
skin sensitisation	-	0.6687	66.87%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6178	61.78%
Acute Oral Toxicity (c)	III	0.7784	77.84%
Estrogen receptor binding	-	0.5618	56.18%
Androgen receptor binding	-	0.5303	53.03%
Thyroid receptor binding	-	0.5766	57.66%
Glucocorticoid receptor binding	-	0.5556	55.56%
Aromatase binding	-	0.6424	64.24%
PPAR gamma	+	0.5520	55.20%
Honey bee toxicity	-	0.8105	81.05%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9941	99.41%

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	93.59%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.14%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.80%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.28%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.64%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.95%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.03%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.57%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.52%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.47%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.86%	96.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.15%	93.04%

Plants that contains it

• Cinnamosma fragrans

Cross-Links

• PubChem: 15559334
• LOTUS: LTS0042092
• wikiData: Q105273351