[(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-2-[4-[(2S,11R)-11-acetyloxy-9-[(2S)-2-methylbutanoyl]-4-oxo-1,5,9-triazacyclotridec-2-yl]phenoxy]-4,5-dihydroxy-6-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl butanoate

Details

• Internal ID: f1aa5542-078f-4896-834e-2318b218d8d3
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-2-[4-[(2S,11R)-11-acetyloxy-9-[(2S)-2-methylbutanoyl]-4-oxo-1,5,9-triazacyclotridec-2-yl]phenoxy]-4,5-dihydroxy-6-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl butanoate
• SMILES (Canonical): CCCC(=O)OCC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC=C(C=C3)C4CC(=O)NCCCN(CC(CCN4)OC(=O)C)C(=O)C(C)CC)C)O)O)O)O)O
• SMILES (Isomeric): CCCC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@@H]([C@H]([C@@H](O[C@H]2OC3=CC=C(C=C3)[C@@H]4CC(=O)NCCCN(C[C@@H](CCN4)OC(=O)C)C(=O)[C@@H](C)CC)C)O)O)O)O)O
• InChI: InChI=1S/C39H61N3O15/c1-6-9-30(45)52-20-28-32(47)33(48)35(50)38(56-28)57-36-34(49)31(46)22(4)53-39(36)55-25-12-10-24(11-13-25)27-18-29(44)41-15-8-17-42(37(51)21(3)7-2)19-26(14-16-40-27)54-23(5)43/h10-13,21-22,26-28,31-36,38-40,46-50H,6-9,14-20H2,1-5H3,(H,41,44)/t21-,22-,26+,27-,28+,31-,32+,33-,34+,35+,36+,38-,39-/m0/s1
• InChI Key: AHUIYJOKXAAVKY-LAUCGFKBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₁N₃O₁₅
• Molecular Weight: 811.90 g/mol
• Exact Mass: 811.41026825 g/mol
• Topological Polar Surface Area (TPSA): 252.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.19
• H-Bond Acceptor: 16
• H-Bond Donor: 7
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5162	51.62%
Caco-2	-	0.8677	86.77%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5847	58.47%
OATP2B1 inhibitior	-	0.8627	86.27%
OATP1B1 inhibitior	+	0.8413	84.13%
OATP1B3 inhibitior	+	0.9127	91.27%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9037	90.37%
BSEP inhibitior	+	0.9671	96.71%
P-glycoprotein inhibitior	+	0.7319	73.19%
P-glycoprotein substrate	+	0.7494	74.94%
CYP3A4 substrate	+	0.7206	72.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8377	83.77%
CYP3A4 inhibition	+	0.6170	61.70%
CYP2C9 inhibition	-	0.8541	85.41%
CYP2C19 inhibition	-	0.8958	89.58%
CYP2D6 inhibition	-	0.8289	82.89%
CYP1A2 inhibition	-	0.9227	92.27%
CYP2C8 inhibition	+	0.6445	64.45%
CYP inhibitory promiscuity	-	0.8765	87.65%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6267	62.67%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9135	91.35%
Skin irritation	-	0.7970	79.70%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7405	74.05%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8951	89.51%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.9590	95.90%
Acute Oral Toxicity (c)	III	0.6214	62.14%
Estrogen receptor binding	+	0.8592	85.92%
Androgen receptor binding	+	0.5961	59.61%
Thyroid receptor binding	+	0.5217	52.17%
Glucocorticoid receptor binding	+	0.7047	70.47%
Aromatase binding	+	0.5519	55.19%
PPAR gamma	+	0.7771	77.71%
Honey bee toxicity	-	0.7174	71.74%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.6990	69.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.62%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.21%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	98.62%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.49%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	96.56%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.35%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	95.66%	91.49%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.65%	94.80%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.47%	97.25%
CHEMBL333	P08253	Matrix metalloproteinase-2	93.71%	96.31%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.27%	94.45%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.55%	90.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.43%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.18%	93.56%
CHEMBL255	P29275	Adenosine A2b receptor	88.23%	98.59%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.71%	94.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.53%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.08%	86.33%
CHEMBL220	P22303	Acetylcholinesterase	87.03%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	85.55%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.66%	94.33%
CHEMBL226	P30542	Adenosine A1 receptor	84.56%	95.93%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.53%	95.83%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	84.42%	98.33%
CHEMBL202	P00374	Dihydrofolate reductase	84.37%	89.92%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.16%	97.36%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.95%	85.14%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.71%	83.57%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.03%	95.58%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.77%	93.04%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.51%	100.00%
CHEMBL4208	P20618	Proteasome component C5	80.22%	90.00%
CHEMBL5028	O14672	ADAM10	80.01%	97.50%

Plants that contains it

• Meehania urticifolia

Cross-Links

• PubChem: 44179338
• LOTUS: LTS0063428
• wikiData: Q104912472