Stephensiolide E

Details

• Internal ID: 4479d768-c332-476d-aa2a-ffe255575128
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (Z)-N-[(6R,9S,12R,15S,16R)-9,12-bis(hydroxymethyl)-16-methyl-2,5,8,11,14-pentaoxo-3,6-di(propan-2-yl)-1-oxa-4,7,10,13-tetrazacyclohexadec-15-yl]dodec-5-enamide
• SMILES (Canonical): CCCCCCC=CCCCC(=O)NC1C(OC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC1=O)CO)CO)C(C)C)C(C)C)C
• SMILES (Isomeric): CCCCCC/C=C\CCCC(=O)N[C@H]1[C@H](OC(=O)C(NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@H](NC1=O)CO)CO)C(C)C)C(C)C)C
• InChI: InChI=1S/C32H55N5O9/c1-7-8-9-10-11-12-13-14-15-16-24(40)35-27-21(6)46-32(45)26(20(4)5)37-30(43)25(19(2)3)36-29(42)23(18-39)33-28(41)22(17-38)34-31(27)44/h12-13,19-23,25-27,38-39H,7-11,14-18H2,1-6H3,(H,33,41)(H,34,44)(H,35,40)(H,36,42)(H,37,43)/b13-12-/t21-,22-,23+,25-,26?,27+/m1/s1
• InChI Key: HUOLEEQTSYOYMZ-YEOJVNFGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₅N₅O₉
• Molecular Weight: 653.80 g/mol
• Exact Mass: 653.39997835 g/mol
• Topological Polar Surface Area (TPSA): 212.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 0.35
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6035	60.35%
Caco-2	-	0.8668	86.68%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6156	61.56%
OATP2B1 inhibitior	-	0.5717	57.17%
OATP1B1 inhibitior	+	0.7251	72.51%
OATP1B3 inhibitior	+	0.8861	88.61%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8274	82.74%
P-glycoprotein inhibitior	+	0.6717	67.17%
P-glycoprotein substrate	+	0.7131	71.31%
CYP3A4 substrate	+	0.5923	59.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8672	86.72%
CYP3A4 inhibition	-	0.5124	51.24%
CYP2C9 inhibition	-	0.9308	93.08%
CYP2C19 inhibition	-	0.9284	92.84%
CYP2D6 inhibition	-	0.9244	92.44%
CYP1A2 inhibition	-	0.9369	93.69%
CYP2C8 inhibition	-	0.6683	66.83%
CYP inhibitory promiscuity	-	0.9842	98.42%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6089	60.89%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9201	92.01%
Skin irritation	-	0.7713	77.13%
Skin corrosion	-	0.9351	93.51%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6356	63.56%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.5103	51.03%
skin sensitisation	-	0.8719	87.19%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.5867	58.67%
Acute Oral Toxicity (c)	III	0.6892	68.92%
Estrogen receptor binding	+	0.7751	77.51%
Androgen receptor binding	-	0.5267	52.67%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6275	62.75%
Aromatase binding	+	0.6647	66.47%
PPAR gamma	+	0.6737	67.37%
Honey bee toxicity	-	0.9136	91.36%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7657	76.57%
Fish aquatic toxicity	+	0.7480	74.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	98.44%	99.17%
CHEMBL230	P35354	Cyclooxygenase-2	97.75%	89.63%
CHEMBL2581	P07339	Cathepsin D	96.73%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	94.29%	96.47%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.24%	91.11%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.03%	90.08%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.35%	92.08%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.70%	97.25%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	88.99%	97.29%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.67%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.59%	93.56%
CHEMBL4072	P07858	Cathepsin B	87.56%	93.67%
CHEMBL1949	P62937	Cyclophilin A	87.48%	98.57%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.29%	96.90%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.17%	92.88%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.95%	99.23%
CHEMBL299	P17252	Protein kinase C alpha	85.76%	98.03%
CHEMBL1781	P11387	DNA topoisomerase I	85.03%	97.00%
CHEMBL3401	O75469	Pregnane X receptor	84.69%	94.73%
CHEMBL4588	P22894	Matrix metalloproteinase 8	84.06%	94.66%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	83.43%	95.00%
CHEMBL5255	O00206	Toll-like receptor 4	83.33%	92.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.32%	100.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.96%	95.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.16%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.87%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	81.86%	97.79%
CHEMBL255	P29275	Adenosine A2b receptor	81.24%	98.59%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.11%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.88%	94.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.55%	89.34%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139591570
• LOTUS: LTS0165871
• wikiData: Q105033946