[(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-2-[[(10R)-10-acetyloxy-8-[(2S)-2-methylbutanoyl]-3-oxo-1,4,8-triazacyclotridec-1-yl]oxy]-4,5-dihydroxy-6-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-2-methylbut-2-enoate

Details

• Internal ID: 0851878c-00d5-4580-adfb-6c25d8a04018
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-2-[[(10R)-10-acetyloxy-8-[(2S)-2-methylbutanoyl]-3-oxo-1,4,8-triazacyclotridec-1-yl]oxy]-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)CN(CCCC(C1)OC(=O)C)OC2C(C(C(C(O2)C)O)O)OC3C(C(C(C(O3)COC(=O)C(=CC)C)O)O)O
• SMILES (Isomeric): CC[C@H](C)C(=O)N1CCCNC(=O)CN(CCC[C@H](C1)OC(=O)C)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)/C(=C/C)/C)O)O)O
• InChI: InChI=1S/C34H57N3O15/c1-7-18(3)31(45)36-13-10-12-35-24(39)16-37(14-9-11-22(15-36)49-21(6)38)52-34-30(28(43)25(40)20(5)48-34)51-33-29(44)27(42)26(41)23(50-33)17-47-32(46)19(4)8-2/h8,18,20,22-23,25-30,33-34,40-44H,7,9-17H2,1-6H3,(H,35,39)/b19-8+/t18-,20-,22+,23+,25-,26+,27-,28+,29+,30+,33-,34-/m0/s1
• InChI Key: NVNAEBHFBQFFBJ-DNHAENHKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₇N₃O₁₅
• Molecular Weight: 747.80 g/mol
• Exact Mass: 747.37896812 g/mol
• Topological Polar Surface Area (TPSA): 243.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.50
• H-Bond Acceptor: 16
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6105	61.05%
Caco-2	-	0.8630	86.30%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5113	51.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8348	83.48%
OATP1B3 inhibitior	+	0.9219	92.19%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8911	89.11%
P-glycoprotein inhibitior	+	0.7362	73.62%
P-glycoprotein substrate	+	0.6833	68.33%
CYP3A4 substrate	+	0.6993	69.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8848	88.48%
CYP3A4 inhibition	-	0.5761	57.61%
CYP2C9 inhibition	-	0.8040	80.40%
CYP2C19 inhibition	-	0.8221	82.21%
CYP2D6 inhibition	-	0.8450	84.50%
CYP1A2 inhibition	-	0.8286	82.86%
CYP2C8 inhibition	+	0.5700	57.00%
CYP inhibitory promiscuity	-	0.9611	96.11%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.4675	46.75%
Eye corrosion	-	0.9818	98.18%
Eye irritation	-	0.9178	91.78%
Skin irritation	-	0.7548	75.48%
Skin corrosion	-	0.9235	92.35%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3937	39.37%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8495	84.95%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8968	89.68%
Acute Oral Toxicity (c)	III	0.6264	62.64%
Estrogen receptor binding	+	0.8684	86.84%
Androgen receptor binding	+	0.5601	56.01%
Thyroid receptor binding	-	0.5456	54.56%
Glucocorticoid receptor binding	+	0.7229	72.29%
Aromatase binding	+	0.6406	64.06%
PPAR gamma	+	0.7639	76.39%
Honey bee toxicity	-	0.7177	71.77%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.7442	74.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.12%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.86%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.35%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.74%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.53%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.00%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.25%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.01%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.76%	94.45%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	92.58%	83.57%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.45%	96.47%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	91.97%	98.33%
CHEMBL226	P30542	Adenosine A1 receptor	91.02%	95.93%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	88.89%	95.71%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.47%	96.38%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.79%	90.08%
CHEMBL3691	Q13822	Autotaxin	87.70%	96.39%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.66%	93.04%
CHEMBL5255	O00206	Toll-like receptor 4	87.29%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.20%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.68%	94.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.63%	93.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.23%	100.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.46%	82.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.84%	86.33%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.78%	95.58%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	83.29%	90.24%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	82.77%	96.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.57%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.24%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.78%	93.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.78%	96.77%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.16%	97.47%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.94%	92.94%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.91%	90.71%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.71%	98.75%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.07%	82.50%

Plants that contains it

• Meehania urticifolia

Cross-Links

• PubChem: 101481721
• LOTUS: LTS0025619
• wikiData: Q105186323