[(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 (2S)-2-methylbutanoate

Details

• Internal ID: 031ebcaf-8ac5-4e72-8ad3-b5610f2422a3
• 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 (2S)-2-methylbutanoate
• 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(C)CC)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@@H](C)CC)O)O)O
• InChI: InChI=1S/C34H59N3O15/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/h18-20,22-23,25-30,33-34,40-44H,7-17H2,1-6H3,(H,35,39)/t18-,19-,20-,22+,23+,25-,26+,27-,28+,29+,30+,33-,34-/m0/s1
• InChI Key: QHVRBAXDQJHWMV-UKDOHMSWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₉N₃O₁₅
• Molecular Weight: 749.80 g/mol
• Exact Mass: 749.39461818 g/mol
• Topological Polar Surface Area (TPSA): 243.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.42
• H-Bond Acceptor: 16
• H-Bond Donor: 6
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5903	59.03%
Caco-2	-	0.8633	86.33%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Lysosomes	0.4446	44.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8524	85.24%
OATP1B3 inhibitior	+	0.9208	92.08%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8397	83.97%
P-glycoprotein inhibitior	+	0.7218	72.18%
P-glycoprotein substrate	+	0.6473	64.73%
CYP3A4 substrate	+	0.6877	68.77%
CYP2C9 substrate	-	0.8116	81.16%
CYP2D6 substrate	-	0.8786	87.86%
CYP3A4 inhibition	+	0.5364	53.64%
CYP2C9 inhibition	-	0.8156	81.56%
CYP2C19 inhibition	-	0.8491	84.91%
CYP2D6 inhibition	-	0.7729	77.29%
CYP1A2 inhibition	-	0.8935	89.35%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9656	96.56%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.5271	52.71%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.9154	91.54%
Skin irritation	-	0.7702	77.02%
Skin corrosion	-	0.9314	93.14%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4051	40.51%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8618	86.18%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.9164	91.64%
Acute Oral Toxicity (c)	III	0.6133	61.33%
Estrogen receptor binding	+	0.8552	85.52%
Androgen receptor binding	+	0.5833	58.33%
Thyroid receptor binding	-	0.5648	56.48%
Glucocorticoid receptor binding	+	0.6901	69.01%
Aromatase binding	+	0.6347	63.47%
PPAR gamma	+	0.7349	73.49%
Honey bee toxicity	-	0.7542	75.42%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6850	68.50%
Fish aquatic toxicity	-	0.5050	50.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.36%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.93%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.56%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.68%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.93%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.45%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.15%	89.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	91.91%	83.57%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.81%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.74%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.62%	85.14%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	90.49%	98.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.75%	96.47%
CHEMBL5255	O00206	Toll-like receptor 4	89.45%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	89.31%	95.93%
CHEMBL3691	Q13822	Autotaxin	89.27%	96.39%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.30%	93.04%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.25%	96.77%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	88.00%	95.71%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.80%	90.08%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.27%	94.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.69%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.16%	96.38%
CHEMBL333	P08253	Matrix metalloproteinase-2	84.05%	96.31%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.91%	95.58%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.72%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.49%	99.23%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	82.20%	96.25%
CHEMBL202	P00374	Dihydrofolate reductase	82.14%	89.92%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.86%	93.56%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.56%	92.78%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.37%	90.24%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.15%	82.50%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.14%	82.38%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.00%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.90%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.76%	86.33%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	80.57%	95.36%

Plants that contains it

• Meehania urticifolia

Cross-Links

• PubChem: 101481719
• LOTUS: LTS0039827
• wikiData: Q105221165