[4-[[8-(3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl)-5-acetyloxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methoxy]-4-oxobutan-2-yl] 3-acetyloxybutanoate

Details

• Internal ID: 2a1dfc7a-4e07-457c-b60c-51a4acf0459d
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [4-[[8-(3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl)-5-acetyloxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methoxy]-4-oxobutan-2-yl] 3-acetyloxybutanoate
• SMILES (Canonical): CC1CC(C2(C(C1(C)C3CC4C=COC4O3)CCCC25CO5)COC(=O)CC(C)OC(=O)CC(C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC1CC(C2(C(C1(C)C3CC4C=COC4O3)CCCC25CO5)COC(=O)CC(C)OC(=O)CC(C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C32H46O11/c1-18-12-26(42-22(5)34)32(17-38-27(35)13-20(3)41-28(36)14-19(2)40-21(4)33)24(8-7-10-31(32)16-39-31)30(18,6)25-15-23-9-11-37-29(23)43-25/h9,11,18-20,23-26,29H,7-8,10,12-17H2,1-6H3
• InChI Key: LSEZGUSNRPXEKV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₆O₁₁
• Molecular Weight: 606.70 g/mol
• Exact Mass: 606.30401228 g/mol
• Topological Polar Surface Area (TPSA): 136.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.00
• H-Bond Acceptor: 11
• H-Bond Donor: 0
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	-	0.7926	79.26%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7866	78.66%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8209	82.09%
OATP1B3 inhibitior	+	0.9172	91.72%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8218	82.18%
P-glycoprotein inhibitior	+	0.7913	79.13%
P-glycoprotein substrate	+	0.5640	56.40%
CYP3A4 substrate	+	0.7162	71.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8640	86.40%
CYP3A4 inhibition	-	0.7839	78.39%
CYP2C9 inhibition	-	0.8112	81.12%
CYP2C19 inhibition	-	0.7886	78.86%
CYP2D6 inhibition	-	0.9442	94.42%
CYP1A2 inhibition	-	0.8948	89.48%
CYP2C8 inhibition	+	0.7114	71.14%
CYP inhibitory promiscuity	-	0.7937	79.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5404	54.04%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.9204	92.04%
Skin irritation	-	0.6811	68.11%
Skin corrosion	-	0.9184	91.84%
Ames mutagenesis	-	0.5265	52.65%
Human Ether-a-go-go-Related Gene inhibition	+	0.8207	82.07%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.5601	56.01%
skin sensitisation	-	0.8669	86.69%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6000	60.00%
Acute Oral Toxicity (c)	III	0.3706	37.06%
Estrogen receptor binding	+	0.8014	80.14%
Androgen receptor binding	+	0.6972	69.72%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7786	77.86%
Aromatase binding	+	0.7404	74.04%
PPAR gamma	+	0.7089	70.89%
Honey bee toxicity	-	0.7020	70.20%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5745	57.45%
Fish aquatic toxicity	+	0.9935	99.35%

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%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.42%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.93%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.39%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.38%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.64%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.43%	91.11%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.46%	89.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.21%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.08%	97.21%
CHEMBL340	P08684	Cytochrome P450 3A4	87.32%	91.19%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.49%	95.71%
CHEMBL5255	O00206	Toll-like receptor 4	86.11%	92.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.88%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.60%	96.95%
CHEMBL284	P27487	Dipeptidyl peptidase IV	84.13%	95.69%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.98%	89.50%
CHEMBL5028	O14672	ADAM10	83.85%	97.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.49%	97.28%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.28%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.28%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.26%	92.62%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.44%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.09%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.05%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.80%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.66%	94.33%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.47%	83.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.33%	96.77%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	80.25%	92.95%
CHEMBL2996	Q05655	Protein kinase C delta	80.02%	97.79%

Plants that contains it

• Scutellaria pontica

Cross-Links

• PubChem: 85164955
• LOTUS: LTS0165738
• wikiData: Q105156488