7-[2-(Furan-3-yl)ethyl]-7,8-dimethyl-1,5,6,6a,8,10-hexahydrobenzo[d][2]benzofuran-3,9-dione

Details

• Internal ID: 36e1552e-46bd-4bfe-9b20-5fd586014755
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 7-[2-(furan-3-yl)ethyl]-7,8-dimethyl-1,5,6,6a,8,10-hexahydrobenzo[d][2]benzofuran-3,9-dione
• SMILES (Canonical): CC1C(=O)CC23COC(=O)C2=CCCC3C1(C)CCC4=COC=C4
• SMILES (Isomeric): CC1C(=O)CC23COC(=O)C2=CCCC3C1(C)CCC4=COC=C4
• InChI: InChI=1S/C20H24O4/c1-13-16(21)10-20-12-24-18(22)15(20)4-3-5-17(20)19(13,2)8-6-14-7-9-23-11-14/h4,7,9,11,13,17H,3,5-6,8,10,12H2,1-2H3
• InChI Key: GJTVYZYQXAMSQY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.16745924 g/mol
• Topological Polar Surface Area (TPSA): 56.50 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.71
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.7063	70.63%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8662	86.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7922	79.22%
OATP1B3 inhibitior	+	0.9666	96.66%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.7667	76.67%
P-glycoprotein inhibitior	-	0.6357	63.57%
P-glycoprotein substrate	-	0.5138	51.38%
CYP3A4 substrate	+	0.6565	65.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8853	88.53%
CYP3A4 inhibition	+	0.6618	66.18%
CYP2C9 inhibition	-	0.8599	85.99%
CYP2C19 inhibition	-	0.8509	85.09%
CYP2D6 inhibition	-	0.8811	88.11%
CYP1A2 inhibition	-	0.6930	69.30%
CYP2C8 inhibition	+	0.5465	54.65%
CYP inhibitory promiscuity	-	0.6714	67.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4972	49.72%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9639	96.39%
Skin irritation	-	0.5837	58.37%
Skin corrosion	-	0.9242	92.42%
Ames mutagenesis	-	0.6237	62.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8842	88.42%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8475	84.75%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.8092	80.92%
Acute Oral Toxicity (c)	III	0.6980	69.80%
Estrogen receptor binding	+	0.7411	74.11%
Androgen receptor binding	+	0.7101	71.01%
Thyroid receptor binding	-	0.6249	62.49%
Glucocorticoid receptor binding	+	0.6470	64.70%
Aromatase binding	+	0.7421	74.21%
PPAR gamma	+	0.5688	56.88%
Honey bee toxicity	-	0.8492	84.92%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7500	75.00%
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	97.67%	97.25%
CHEMBL2581	P07339	Cathepsin D	97.36%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.66%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.96%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.43%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.04%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.41%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.79%	82.69%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.74%	96.77%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.08%	94.80%

Plants that contains it

• Baccharis macraei
• Baccharis obtusifolia

Cross-Links

• PubChem: 14262614
• LOTUS: LTS0125576
• wikiData: Q105009557