[8a-(acetyloxymethyl)-4-[1-acetyloxy-2-(5-oxo-2H-furan-3-yl)ethyl]-3-hydroxy-3,4-dimethylspiro[1,2,4a,5,6,7-hexahydronaphthalene-8,2'-oxirane]-1-yl] 2-methylbut-2-enoate

Details

• Internal ID: 7a4a262e-4fd2-4dfb-9d01-6ad111ba5a23
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [8a-(acetyloxymethyl)-4-[1-acetyloxy-2-(5-oxo-2H-furan-3-yl)ethyl]-3-hydroxy-3,4-dimethylspiro[1,2,4a,5,6,7-hexahydronaphthalene-8,2'-oxirane]-1-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(C(C2C1(C3(CCC2)CO3)COC(=O)C)(C)C(CC4=CC(=O)OC4)OC(=O)C)(C)O
• SMILES (Isomeric): CC=C(C)C(=O)OC1CC(C(C2C1(C3(CCC2)CO3)COC(=O)C)(C)C(CC4=CC(=O)OC4)OC(=O)C)(C)O
• InChI: InChI=1S/C29H40O10/c1-7-17(2)25(33)39-23-13-26(5,34)27(6,22(38-19(4)31)11-20-12-24(32)35-14-20)21-9-8-10-28(15-37-28)29(21,23)16-36-18(3)30/h7,12,21-23,34H,8-11,13-16H2,1-6H3
• InChI Key: PKXNYUFSWTWHDD-UHFFFAOYSA-N
• Popularity: 0 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): 138.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.95
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9730	97.30%
Caco-2	-	0.6927	69.27%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7902	79.02%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.8457	84.57%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5021	50.21%
BSEP inhibitior	+	0.9769	97.69%
P-glycoprotein inhibitior	+	0.8188	81.88%
P-glycoprotein substrate	+	0.5841	58.41%
CYP3A4 substrate	+	0.7016	70.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9021	90.21%
CYP3A4 inhibition	-	0.6848	68.48%
CYP2C9 inhibition	-	0.7987	79.87%
CYP2C19 inhibition	-	0.8694	86.94%
CYP2D6 inhibition	-	0.9323	93.23%
CYP1A2 inhibition	-	0.8306	83.06%
CYP2C8 inhibition	+	0.5675	56.75%
CYP inhibitory promiscuity	-	0.8988	89.88%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4511	45.11%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9057	90.57%
Skin irritation	+	0.5274	52.74%
Skin corrosion	-	0.9306	93.06%
Ames mutagenesis	-	0.5270	52.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7143	71.43%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5683	56.83%
skin sensitisation	-	0.8688	86.88%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6688	66.88%
Acute Oral Toxicity (c)	I	0.5811	58.11%
Estrogen receptor binding	+	0.8482	84.82%
Androgen receptor binding	+	0.7162	71.62%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.8159	81.59%
Aromatase binding	+	0.7593	75.93%
PPAR gamma	+	0.6790	67.90%
Honey bee toxicity	-	0.6963	69.63%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9878	98.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.81%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.65%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	96.35%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.47%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.02%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.53%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.50%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	90.66%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.59%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.51%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.43%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.63%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.65%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.69%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	83.35%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.57%	93.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.28%	95.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.90%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.26%	91.07%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.05%	100.00%

Plants that contains it

• Scutellaria alpina

Cross-Links

• PubChem: 85117092
• LOTUS: LTS0209526
• wikiData: Q105210753