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

Details

• Internal ID: 5442294e-41dc-4970-80d0-2e01b608664d
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-2-[4-[(2R,11S)-11-hydroxy-9-[(2S)-2-methylbutanoyl]-4-oxo-1,5,9-triazacyclotridec-2-yl]phenoxy]-6-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (2S)-2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)N1CCCNC(=O)CC(NCCC(C1)O)C2=CC=C(C=C2)OC3C(C(C(C(O3)C)O)O)OC4C(C(C(C(O4)COC(=O)C(C)CC)O)O)O
• SMILES (Isomeric): CC[C@H](C)C(=O)N1CCCNC(=O)C[C@@H](NCC[C@@H](C1)O)C2=CC=C(C=C2)O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)[C@@H](C)CC)O)O)O
• InChI: InChI=1S/C38H61N3O14/c1-6-20(3)35(49)41-16-8-14-40-28(43)17-26(39-15-13-24(42)18-41)23-9-11-25(12-10-23)53-38-34(32(47)29(44)22(5)52-38)55-37-33(48)31(46)30(45)27(54-37)19-51-36(50)21(4)7-2/h9-12,20-22,24,26-27,29-34,37-39,42,44-48H,6-8,13-19H2,1-5H3,(H,40,43)/t20-,21-,22-,24-,26+,27+,29-,30+,31-,32+,33+,34+,37-,38-/m0/s1
• InChI Key: LAKJMQZPQITUGL-RMNUDBGTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₁N₃O₁₄
• Molecular Weight: 783.90 g/mol
• Exact Mass: 783.41535363 g/mol
• Topological Polar Surface Area (TPSA): 246.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.52
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 11

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	-	0.8732	87.32%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5847	58.47%
OATP2B1 inhibitior	-	0.8632	86.32%
OATP1B1 inhibitior	+	0.8664	86.64%
OATP1B3 inhibitior	+	0.9127	91.27%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9037	90.37%
BSEP inhibitior	+	0.9838	98.38%
P-glycoprotein inhibitior	+	0.7104	71.04%
P-glycoprotein substrate	+	0.6739	67.39%
CYP3A4 substrate	+	0.6976	69.76%
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	+	0.5445	54.45%
CYP inhibitory promiscuity	-	0.8765	87.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6267	62.67%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9163	91.63%
Skin irritation	-	0.7970	79.70%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7134	71.34%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8951	89.51%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.9599	95.99%
Acute Oral Toxicity (c)	III	0.6214	62.14%
Estrogen receptor binding	+	0.8560	85.60%
Androgen receptor binding	+	0.6388	63.88%
Thyroid receptor binding	-	0.4907	49.07%
Glucocorticoid receptor binding	+	0.7098	70.98%
Aromatase binding	+	0.5600	56.00%
PPAR gamma	+	0.7624	76.24%
Honey bee toxicity	-	0.7513	75.13%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6850	68.50%
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	99.45%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.91%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	98.37%	97.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	97.67%	83.57%
CHEMBL5608	Q16288	NT-3 growth factor receptor	96.18%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.91%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.00%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	94.88%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.34%	89.00%
CHEMBL220	P22303	Acetylcholinesterase	93.21%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.27%	96.61%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.95%	90.71%
CHEMBL4208	P20618	Proteasome component C5	89.88%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.86%	94.00%
CHEMBL333	P08253	Matrix metalloproteinase-2	88.23%	96.31%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.80%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.22%	86.33%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.27%	90.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.22%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.72%	94.80%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.90%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.93%	92.50%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	82.91%	96.25%
CHEMBL202	P00374	Dihydrofolate reductase	82.86%	89.92%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.85%	97.36%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.41%	95.83%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	81.82%	98.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.55%	94.33%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	81.35%	95.58%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.64%	92.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.32%	95.56%
CHEMBL255	P29275	Adenosine A2b receptor	80.24%	98.59%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.24%	86.00%

Plants that contains it

• Meehania urticifolia

Cross-Links

• PubChem: 162974627
• LOTUS: LTS0248031
• wikiData: Q105148705