[(2S)-4-[(2S)-4-[[(2R,4R,4aR,5S,7R,8S,8aR)-8-[(2S,3aS,5R,6aR)-5-hydroxy-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-2-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]oxy-4-oxobutan-2-yl] (3S)-3-hydroxybutanoate

Details

• Internal ID: 5037d15b-96fa-4fc6-96fb-e15230f9adf7
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [(2S)-4-[(2S)-4-[[(2R,4R,4aR,5S,7R,8S,8aR)-8-[(2S,3aS,5R,6aR)-5-hydroxy-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-2-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]oxy-4-oxobutan-2-yl] (3S)-3-hydroxybutanoate
• SMILES (Canonical): CC1CC(C2(C(C1(C)C3CC4CC(OC4O3)O)CC(CC25CO5)O)COC(=O)CC(C)OC(=O)CC(C)OC(=O)CC(C)O)OC(=O)C
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@@]2([C@@H]([C@@]1(C)[C@@H]3C[C@H]4C[C@@H](O[C@H]4O3)O)C[C@H](C[C@]25CO5)O)COC(=O)C[C@H](C)OC(=O)C[C@H](C)OC(=O)C[C@H](C)O)OC(=O)C
• InChI: InChI=1S/C34H52O14/c1-17-7-26(46-21(5)36)34(16-42-27(38)9-19(3)45-29(40)10-20(4)44-28(39)8-18(2)35)24(13-23(37)14-33(34)15-43-33)32(17,6)25-11-22-12-30(41)48-31(22)47-25/h17-20,22-26,30-31,35,37,41H,7-16H2,1-6H3/t17-,18+,19+,20+,22+,23-,24-,25+,26+,30-,31-,32+,33+,34+/m1/s1
• InChI Key: GWVBTYVATUKCQB-JKTFXSLYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₂O₁₄
• Molecular Weight: 684.80 g/mol
• Exact Mass: 684.33570633 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.92
• H-Bond Acceptor: 14
• H-Bond Donor: 3
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9526	95.26%
Caco-2	-	0.8261	82.61%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7568	75.68%
OATP2B1 inhibitior	-	0.5698	56.98%
OATP1B1 inhibitior	+	0.8606	86.06%
OATP1B3 inhibitior	+	0.9229	92.29%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6652	66.52%
P-glycoprotein inhibitior	+	0.7341	73.41%
P-glycoprotein substrate	+	0.6494	64.94%
CYP3A4 substrate	+	0.7105	71.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8620	86.20%
CYP3A4 inhibition	-	0.6985	69.85%
CYP2C9 inhibition	-	0.8118	81.18%
CYP2C19 inhibition	-	0.8317	83.17%
CYP2D6 inhibition	-	0.9484	94.84%
CYP1A2 inhibition	-	0.9197	91.97%
CYP2C8 inhibition	+	0.6164	61.64%
CYP inhibitory promiscuity	-	0.8884	88.84%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5253	52.53%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9058	90.58%
Skin irritation	-	0.7008	70.08%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.5637	56.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5153	51.53%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.6076	60.76%
skin sensitisation	-	0.8873	88.73%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.7419	74.19%
Acute Oral Toxicity (c)	I	0.6264	62.64%
Estrogen receptor binding	+	0.7472	74.72%
Androgen receptor binding	+	0.7157	71.57%
Thyroid receptor binding	-	0.5086	50.86%
Glucocorticoid receptor binding	+	0.6858	68.58%
Aromatase binding	+	0.7147	71.47%
PPAR gamma	+	0.6822	68.22%
Honey bee toxicity	-	0.6705	67.05%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9801	98.01%

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	99.30%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	96.89%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	95.05%	97.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.57%	94.45%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	94.28%	89.05%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.00%	85.14%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	91.81%	82.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.48%	91.11%
CHEMBL299	P17252	Protein kinase C alpha	90.44%	98.03%
CHEMBL2581	P07339	Cathepsin D	90.19%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	90.19%	91.19%
CHEMBL2996	Q05655	Protein kinase C delta	89.35%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.33%	97.09%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.79%	89.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.68%	82.69%
CHEMBL2179	P04062	Beta-glucocerebrosidase	87.07%	85.31%
CHEMBL4073	P09237	Matrix metalloproteinase 7	86.68%	97.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.32%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.75%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.72%	97.25%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.59%	95.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.41%	86.33%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.74%	98.75%
CHEMBL221	P23219	Cyclooxygenase-1	82.96%	90.17%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	82.65%	99.00%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	82.42%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.32%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.14%	97.28%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.99%	96.47%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.46%	91.07%

Plants that contains it

• Scutellaria pontica

Cross-Links

• PubChem: 101350402
• LOTUS: LTS0231323
• wikiData: Q105022793