[5-(3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl)-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,8-tetrahydro-2H-naphthalene-1,2'-oxirane]-2-yl] 2-methylbutanoate

Details

• Internal ID: d87d65e0-a651-40fa-865f-8feb6f7f61e2
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: [5-(3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl)-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,8-tetrahydro-2H-naphthalene-1,2'-oxirane]-2-yl] 2-methylbutanoate
• InChI: InChI=1S/C29H40O10/c1-7-15(2)25(33)39-24-20(32)12-21-27(6,22-11-19-8-9-34-26(19)38-22)16(3)10-23(37-18(5)31)28(21,13-35-17(4)30)29(24)14-36-29/h8-10,15,19-24,26,32H,7,11-14H2,1-6H3
• InChI Key: MAODYKWBFYXWTR-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₀O₁₀
• Molecular Weight: 548.60 g/mol
• Exact Mass: 548.26214747 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9862	98.62%
Caco-2	-	0.7381	73.81%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7402	74.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8293	82.93%
OATP1B3 inhibitior	+	0.9360	93.60%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9398	93.98%
P-glycoprotein inhibitior	+	0.7644	76.44%
P-glycoprotein substrate	+	0.6884	68.84%
CYP3A4 substrate	+	0.7036	70.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8643	86.43%
CYP3A4 inhibition	+	0.5432	54.32%
CYP2C9 inhibition	-	0.7852	78.52%
CYP2C19 inhibition	-	0.8106	81.06%
CYP2D6 inhibition	-	0.9416	94.16%
CYP1A2 inhibition	-	0.8971	89.71%
CYP2C8 inhibition	+	0.5824	58.24%
CYP inhibitory promiscuity	-	0.7852	78.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4580	45.80%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9149	91.49%
Skin irritation	-	0.5248	52.48%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	+	0.5463	54.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.4255	42.55%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.6051	60.51%
skin sensitisation	-	0.8558	85.58%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4855	48.55%
Acute Oral Toxicity (c)	I	0.6482	64.82%
Estrogen receptor binding	+	0.8143	81.43%
Androgen receptor binding	+	0.7283	72.83%
Thyroid receptor binding	+	0.5307	53.07%
Glucocorticoid receptor binding	+	0.7429	74.29%
Aromatase binding	+	0.6857	68.57%
PPAR gamma	+	0.7128	71.28%
Honey bee toxicity	-	0.7195	71.95%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6755	67.55%
Fish aquatic toxicity	+	0.9937	99.37%

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	98.41%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.26%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.35%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.24%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.44%	91.11%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	93.73%	98.75%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.98%	97.21%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.81%	96.47%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	89.69%	97.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.17%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	87.67%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.32%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	86.83%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.98%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.67%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	84.88%	97.79%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.73%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.82%	100.00%
CHEMBL5028	O14672	ADAM10	83.62%	97.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.71%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.70%	97.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.06%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.19%	94.00%

Plants that contains it

• Clerodendrum trichotomum

Cross-Links

• PubChem: 85277727
• LOTUS: LTS0218144
• wikiData: Q105160451