Stephensiolide K

Details

• Internal ID: ec459ba2-0572-4d15-9eb3-e6c4e6fc935a
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: N-[(6R,9S,12R,15S,16R)-6-[(2R)-butan-2-yl]-3-[(2S)-butan-2-yl]-9,12-bis(hydroxymethyl)-16-methyl-2,5,8,11,14-pentaoxo-1-oxa-4,7,10,13-tetrazacyclohexadec-15-yl]dodecanamide
• SMILES (Canonical): CCCCCCCCCCCC(=O)NC1C(OC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC1=O)CO)CO)C(C)CC)C(C)CC)C
• SMILES (Isomeric): CCCCCCCCCCCC(=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@H](C)CC)[C@@H](C)CC)C
• InChI: InChI=1S/C34H61N5O9/c1-7-10-11-12-13-14-15-16-17-18-26(42)37-29-23(6)48-34(47)28(22(5)9-3)39-32(45)27(21(4)8-2)38-31(44)25(20-41)35-30(43)24(19-40)36-33(29)46/h21-25,27-29,40-41H,7-20H2,1-6H3,(H,35,43)(H,36,46)(H,37,42)(H,38,44)(H,39,45)/t21-,22+,23-,24-,25+,27-,28?,29+/m1/s1
• InChI Key: ILMYXIBUNFEXHP-RAGLEDJYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₆₁N₅O₉
• Molecular Weight: 683.90 g/mol
• Exact Mass: 683.44692854 g/mol
• Topological Polar Surface Area (TPSA): 212.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 1.35
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6260	62.60%
Caco-2	-	0.8530	85.30%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5220	52.20%
OATP2B1 inhibitior	+	0.5685	56.85%
OATP1B1 inhibitior	+	0.8043	80.43%
OATP1B3 inhibitior	+	0.8983	89.83%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7069	70.69%
P-glycoprotein inhibitior	+	0.6905	69.05%
P-glycoprotein substrate	+	0.7413	74.13%
CYP3A4 substrate	+	0.5659	56.59%
CYP2C9 substrate	-	0.6033	60.33%
CYP2D6 substrate	-	0.8633	86.33%
CYP3A4 inhibition	-	0.7121	71.21%
CYP2C9 inhibition	-	0.9468	94.68%
CYP2C19 inhibition	-	0.9454	94.54%
CYP2D6 inhibition	-	0.9246	92.46%
CYP1A2 inhibition	-	0.9405	94.05%
CYP2C8 inhibition	-	0.7791	77.91%
CYP inhibitory promiscuity	-	0.9875	98.75%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6358	63.58%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.9048	90.48%
Skin irritation	-	0.7927	79.27%
Skin corrosion	-	0.9450	94.50%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6774	67.74%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.5522	55.22%
skin sensitisation	-	0.8893	88.93%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.7125	71.25%
Acute Oral Toxicity (c)	III	0.6919	69.19%
Estrogen receptor binding	+	0.7732	77.32%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6475	64.75%
Aromatase binding	+	0.6629	66.29%
PPAR gamma	+	0.6450	64.50%
Honey bee toxicity	-	0.9118	91.18%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6917	69.17%
Fish aquatic toxicity	-	0.5152	51.52%

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	96.91%	99.17%
CHEMBL2581	P07339	Cathepsin D	95.86%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.86%	97.25%
CHEMBL299	P17252	Protein kinase C alpha	92.69%	98.03%
CHEMBL2996	Q05655	Protein kinase C delta	91.61%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.20%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.85%	96.09%
CHEMBL230	P35354	Cyclooxygenase-2	90.82%	89.63%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.65%	96.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.37%	99.23%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.35%	90.08%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.31%	92.88%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	87.91%	97.29%
CHEMBL255	P29275	Adenosine A2b receptor	87.66%	98.59%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.41%	92.08%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.17%	96.90%
CHEMBL4072	P07858	Cathepsin B	86.56%	93.67%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.22%	93.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.61%	94.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.45%	90.71%
CHEMBL5255	O00206	Toll-like receptor 4	82.42%	92.50%
CHEMBL4588	P22894	Matrix metalloproteinase 8	82.36%	94.66%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.87%	95.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.41%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	81.25%	94.73%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.96%	92.86%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.86%	94.80%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139591569
• LOTUS: LTS0053438
• wikiData: Q105115319