[5-acetyloxy-8-(5-ethoxy-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-2-yl)-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methyl acetate

Details

• Internal ID: fc1d7905-94a9-4877-ab02-f9d997f976ae
• Taxonomy: Organoheterocyclic compounds > Furofurans
• IUPAC Name: [5-acetyloxy-8-(5-ethoxy-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-2-yl)-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methyl acetate
• SMILES (Canonical): CCOC1CC2CC(OC2O1)C3(C(CC(C4(C3CCCC45CO5)COC(=O)C)OC(=O)C)C)C
• SMILES (Isomeric): CCOC1CC2CC(OC2O1)C3(C(CC(C4(C3CCCC45CO5)COC(=O)C)OC(=O)C)C)C
• InChI: InChI=1S/C26H40O8/c1-6-29-22-12-18-11-20(33-23(18)34-22)24(5)15(2)10-21(32-17(4)28)26(14-30-16(3)27)19(24)8-7-9-25(26)13-31-25/h15,18-23H,6-14H2,1-5H3
• InChI Key: NNGXCYCJTUSCQE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₀O₈
• Molecular Weight: 480.60 g/mol
• Exact Mass: 480.27231823 g/mol
• Topological Polar Surface Area (TPSA): 92.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.60
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9877	98.77%
Caco-2	-	0.5981	59.81%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7488	74.88%
OATP2B1 inhibitior	-	0.7246	72.46%
OATP1B1 inhibitior	+	0.8556	85.56%
OATP1B3 inhibitior	+	0.9689	96.89%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.5732	57.32%
P-glycoprotein inhibitior	+	0.6201	62.01%
P-glycoprotein substrate	-	0.5432	54.32%
CYP3A4 substrate	+	0.7037	70.37%
CYP2C9 substrate	-	0.8146	81.46%
CYP2D6 substrate	-	0.8690	86.90%
CYP3A4 inhibition	-	0.7187	71.87%
CYP2C9 inhibition	-	0.7151	71.51%
CYP2C19 inhibition	-	0.6704	67.04%
CYP2D6 inhibition	-	0.9383	93.83%
CYP1A2 inhibition	-	0.8906	89.06%
CYP2C8 inhibition	+	0.6689	66.89%
CYP inhibitory promiscuity	-	0.7727	77.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5745	57.45%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.8793	87.93%
Skin irritation	-	0.7376	73.76%
Skin corrosion	-	0.9190	91.90%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4449	44.49%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.6209	62.09%
skin sensitisation	-	0.9004	90.04%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.7801	78.01%
Acute Oral Toxicity (c)	III	0.4665	46.65%
Estrogen receptor binding	+	0.8768	87.68%
Androgen receptor binding	+	0.6479	64.79%
Thyroid receptor binding	+	0.5792	57.92%
Glucocorticoid receptor binding	+	0.7193	71.93%
Aromatase binding	+	0.7642	76.42%
PPAR gamma	+	0.7472	74.72%
Honey bee toxicity	-	0.7669	76.69%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5287	52.87%
Fish aquatic toxicity	+	0.9902	99.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.63%	96.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	95.73%	89.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.48%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.11%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.50%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.82%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	90.22%	92.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.18%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.88%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.52%	92.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.47%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.30%	91.11%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.25%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	88.03%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.01%	82.69%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.98%	92.94%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.96%	94.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.61%	96.77%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.44%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.16%	93.04%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.02%	97.28%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.47%	89.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.27%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.41%	89.00%
CHEMBL5028	O14672	ADAM10	80.40%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.37%	99.23%

Plants that contains it

• Ajuga parviflora
• Scutellaria discolor

Cross-Links

• PubChem: 14543113
• LOTUS: LTS0065147
• wikiData: Q105182136