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

Details

• Internal ID: b60dfc00-4acf-4dbc-8fa9-ba3d015a24be
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [(2S)-4-[(2S)-4-[[(4R,4aR,5S,7R,8S,8aR)-8-[(3aS,5S,6aR)-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]oxy-4-oxobutan-2-yl] (3S)-3-hydroxybutanoate
• SMILES (Canonical): CC1CC(C2(C(C1(C)C3CC4C=COC4O3)CCCC25CO5)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=CO[C@@H]4O3)CCC[C@]25CO5)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/C34H50O12/c1-19-12-27(45-23(5)36)34(18-41-28(37)14-21(3)44-30(39)15-22(4)43-29(38)13-20(2)35)25(8-7-10-33(34)17-42-33)32(19,6)26-16-24-9-11-40-31(24)46-26/h9,11,19-22,24-27,31,35H,7-8,10,12-18H2,1-6H3/t19-,20+,21+,22+,24-,25-,26+,27+,31-,32+,33+,34+/m1/s1
• InChI Key: NWCVZAWEGAITNN-SUSXJGNZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₀O₁₂
• Molecular Weight: 650.80 g/mol
• Exact Mass: 650.33022703 g/mol
• Topological Polar Surface Area (TPSA): 156.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.75
• H-Bond Acceptor: 12
• H-Bond Donor: 1
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9828	98.28%
Caco-2	-	0.8209	82.09%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7887	78.87%
OATP2B1 inhibitior	-	0.7146	71.46%
OATP1B1 inhibitior	+	0.8251	82.51%
OATP1B3 inhibitior	+	0.9074	90.74%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9051	90.51%
P-glycoprotein inhibitior	+	0.7703	77.03%
P-glycoprotein substrate	+	0.6004	60.04%
CYP3A4 substrate	+	0.7184	71.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8590	85.90%
CYP3A4 inhibition	-	0.7044	70.44%
CYP2C9 inhibition	-	0.8154	81.54%
CYP2C19 inhibition	-	0.8736	87.36%
CYP2D6 inhibition	-	0.9502	95.02%
CYP1A2 inhibition	-	0.9252	92.52%
CYP2C8 inhibition	+	0.7361	73.61%
CYP inhibitory promiscuity	-	0.9330	93.30%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5225	52.25%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9180	91.80%
Skin irritation	-	0.6098	60.98%
Skin corrosion	-	0.9253	92.53%
Ames mutagenesis	-	0.5565	55.65%
Human Ether-a-go-go-Related Gene inhibition	+	0.7280	72.80%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.6351	63.51%
skin sensitisation	-	0.8848	88.48%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.6197	61.97%
Acute Oral Toxicity (c)	I	0.5612	56.12%
Estrogen receptor binding	+	0.8123	81.23%
Androgen receptor binding	+	0.7083	70.83%
Thyroid receptor binding	-	0.5182	51.82%
Glucocorticoid receptor binding	+	0.7729	77.29%
Aromatase binding	+	0.7323	73.23%
PPAR gamma	+	0.7130	71.30%
Honey bee toxicity	-	0.6948	69.48%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9851	98.51%

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	99.00%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.45%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.73%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.05%	97.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.47%	89.05%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.98%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.83%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.45%	85.14%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.27%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.24%	96.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.68%	97.25%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.56%	89.50%
CHEMBL284	P27487	Dipeptidyl peptidase IV	87.97%	95.69%
CHEMBL340	P08684	Cytochrome P450 3A4	87.33%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.25%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.93%	91.11%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.94%	92.62%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.51%	95.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.30%	89.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.22%	83.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.87%	97.14%
CHEMBL5028	O14672	ADAM10	83.85%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.16%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	83.14%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.73%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.21%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.05%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.43%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.36%	82.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.56%	94.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.31%	96.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.28%	99.18%

Plants that contains it

• Scutellaria pontica

Cross-Links

• PubChem: 163105296
• LOTUS: LTS0116581
• wikiData: Q105186538