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

Details

• Internal ID: 9af9d18b-963e-4a0e-bf65-3fcc46d1c28e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [(2S)-4-[[(2R,4R,4aR,5S,7R,8S,8aR)-8-[(3aR,5S,6aS)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-5-acetyloxy-2-hydroxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methoxy]-4-oxobutan-2-yl] (3S)-3-acetyloxybutanoate
• SMILES (Canonical): CC1CC(C2(C(C1(C)C3CC4CCOC4O3)CC(CC25CO5)O)COC(=O)CC(C)OC(=O)CC(C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@@]2([C@@H]([C@@]1(C)[C@@H]3C[C@H]4CCO[C@H]4O3)C[C@H](C[C@]25CO5)O)COC(=O)C[C@H](C)OC(=O)C[C@H](C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C32H48O12/c1-17-9-26(43-21(5)34)32(16-39-27(36)10-19(3)42-28(37)11-18(2)41-20(4)33)24(13-23(35)14-31(32)15-40-31)30(17,6)25-12-22-7-8-38-29(22)44-25/h17-19,22-26,29,35H,7-16H2,1-6H3/t17-,18+,19+,22-,23-,24-,25+,26+,29+,30+,31+,32+/m1/s1
• InChI Key: LVCRNDTYLGTGKQ-DYLGRCAJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₈O₁₂
• Molecular Weight: 624.70 g/mol
• Exact Mass: 624.31457696 g/mol
• Topological Polar Surface Area (TPSA): 156.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 12
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9620	96.20%
Caco-2	-	0.7964	79.64%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7971	79.71%
OATP2B1 inhibitior	-	0.5704	57.04%
OATP1B1 inhibitior	+	0.8418	84.18%
OATP1B3 inhibitior	+	0.9150	91.50%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.5875	58.75%
P-glycoprotein inhibitior	+	0.7340	73.40%
P-glycoprotein substrate	+	0.6122	61.22%
CYP3A4 substrate	+	0.7187	71.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8535	85.35%
CYP3A4 inhibition	-	0.6562	65.62%
CYP2C9 inhibition	-	0.7456	74.56%
CYP2C19 inhibition	-	0.8111	81.11%
CYP2D6 inhibition	-	0.9494	94.94%
CYP1A2 inhibition	-	0.9229	92.29%
CYP2C8 inhibition	+	0.6477	64.77%
CYP inhibitory promiscuity	-	0.9242	92.42%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5472	54.72%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9035	90.35%
Skin irritation	-	0.6424	64.24%
Skin corrosion	-	0.9265	92.65%
Ames mutagenesis	-	0.5137	51.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3896	38.96%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.6093	60.93%
skin sensitisation	-	0.9119	91.19%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7000	70.00%
Acute Oral Toxicity (c)	I	0.5348	53.48%
Estrogen receptor binding	+	0.7581	75.81%
Androgen receptor binding	+	0.7015	70.15%
Thyroid receptor binding	-	0.5146	51.46%
Glucocorticoid receptor binding	+	0.7177	71.77%
Aromatase binding	+	0.7210	72.10%
PPAR gamma	+	0.6839	68.39%
Honey bee toxicity	-	0.7020	70.20%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5645	56.45%
Fish aquatic toxicity	+	0.9703	97.03%

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	98.91%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.92%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.97%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.77%	97.25%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	93.51%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.25%	96.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	92.91%	89.05%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.48%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.42%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	90.32%	91.19%
CHEMBL2581	P07339	Cathepsin D	89.90%	98.95%
CHEMBL3922	P50579	Methionine aminopeptidase 2	88.45%	97.28%
CHEMBL2996	Q05655	Protein kinase C delta	87.02%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.96%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.84%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	85.61%	95.93%
CHEMBL284	P27487	Dipeptidyl peptidase IV	85.19%	95.69%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.41%	95.71%
CHEMBL4073	P09237	Matrix metalloproteinase 7	84.29%	97.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.06%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.68%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.47%	97.14%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.91%	98.75%
CHEMBL299	P17252	Protein kinase C alpha	82.85%	98.03%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.81%	95.71%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.67%	96.77%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.61%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.38%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	82.19%	90.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.50%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.36%	94.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.90%	85.14%
CHEMBL5255	O00206	Toll-like receptor 4	80.19%	92.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.12%	89.50%

Plants that contains it

• Scutellaria pontica

Cross-Links

• PubChem: 10699149
• LOTUS: LTS0131700
• wikiData: Q105157777