[(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-2-[4-[(2S,11S)-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 (E)-2-methylbut-2-enoate

Details

• Internal ID: 1d6ea369-cd1a-4ded-8386-495ceb688bb4
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-2-[4-[(2S,11S)-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 (E)-2-methylbut-2-enoate
• SMILES (Canonical): CCC(C)C(=O)N1CCCNC(=O)CC(NCCC(C1)OC(=O)C)C2=CC=C(C=C2)OC3C(C(C(C(O3)C)O)O)OC4C(C(C(C(O4)COC(=O)C(=CC)C)O)O)O
• SMILES (Isomeric): CC[C@H](C)C(=O)N1CCCNC(=O)C[C@H](NCC[C@@H](C1)OC(=O)C)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(=C/C)/C)O)O)O
• InChI: InChI=1S/C40H61N3O15/c1-7-21(3)37(51)43-17-9-15-42-30(45)18-28(41-16-14-27(19-43)55-24(6)44)25-10-12-26(13-11-25)56-40-36(34(49)31(46)23(5)54-40)58-39-35(50)33(48)32(47)29(57-39)20-53-38(52)22(4)8-2/h8,10-13,21,23,27-29,31-36,39-41,46-50H,7,9,14-20H2,1-6H3,(H,42,45)/b22-8+/t21-,23-,27-,28-,29+,31-,32+,33-,34+,35+,36+,39-,40-/m0/s1
• InChI Key: OTFKFFVPSWCTJU-IJNKEDKDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₁N₃O₁₅
• Molecular Weight: 823.90 g/mol
• Exact Mass: 823.41026825 g/mol
• Topological Polar Surface Area (TPSA): 252.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.03
• H-Bond Acceptor: 16
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7065	70.65%
Caco-2	-	0.8680	86.80%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6724	67.24%
OATP2B1 inhibitior	-	0.8619	86.19%
OATP1B1 inhibitior	+	0.8405	84.05%
OATP1B3 inhibitior	+	0.9163	91.63%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9775	97.75%
P-glycoprotein inhibitior	+	0.7430	74.30%
P-glycoprotein substrate	+	0.7280	72.80%
CYP3A4 substrate	+	0.7187	71.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8622	86.22%
CYP3A4 inhibition	-	0.5395	53.95%
CYP2C9 inhibition	-	0.8388	83.88%
CYP2C19 inhibition	-	0.8920	89.20%
CYP2D6 inhibition	-	0.8890	88.90%
CYP1A2 inhibition	-	0.8601	86.01%
CYP2C8 inhibition	+	0.6471	64.71%
CYP inhibitory promiscuity	-	0.8989	89.89%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5534	55.34%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9126	91.26%
Skin irritation	-	0.7713	77.13%
Skin corrosion	-	0.9330	93.30%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7610	76.10%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.5944	59.44%
skin sensitisation	-	0.8773	87.73%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.9389	93.89%
Acute Oral Toxicity (c)	III	0.6422	64.22%
Estrogen receptor binding	+	0.8413	84.13%
Androgen receptor binding	+	0.6457	64.57%
Thyroid receptor binding	+	0.5388	53.88%
Glucocorticoid receptor binding	+	0.7542	75.42%
Aromatase binding	+	0.5420	54.20%
PPAR gamma	+	0.7827	78.27%
Honey bee toxicity	-	0.7005	70.05%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8760	87.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.43%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.16%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	98.52%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.22%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.74%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	96.71%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.18%	97.25%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	95.17%	83.57%
CHEMBL226	P30542	Adenosine A1 receptor	95.01%	95.93%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	92.29%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.45%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.34%	94.45%
CHEMBL4208	P20618	Proteasome component C5	89.37%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.32%	99.23%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.09%	90.08%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.38%	94.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.97%	93.56%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.14%	95.58%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	85.87%	98.33%
CHEMBL333	P08253	Matrix metalloproteinase-2	85.59%	96.31%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.40%	93.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.99%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.92%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	82.42%	91.49%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.84%	94.33%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.74%	86.00%
CHEMBL5028	O14672	ADAM10	80.58%	97.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.53%	95.83%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.36%	93.04%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	80.07%	96.25%

Plants that contains it

• Meehania urticifolia

Cross-Links

• PubChem: 163066259
• LOTUS: LTS0158583
• wikiData: Q105199558