[(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-2-[4-[(2S,11R)-11-hydroxy-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: 6dcbaea7-bdf8-4c5e-8630-1ed428fe6e94
• 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-[(2S,11R)-11-hydroxy-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)OCC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC=C(C=C3)C4CC(=O)NCCCNCC(CCN4)O)C)O)O)O)O)O
• SMILES (Isomeric): CC[C@H](C)C(=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)NCCCNC[C@@H](CCN4)O)C)O)O)O)O)O
• InChI: InChI=1S/C33H53N3O13/c1-4-17(2)31(44)45-16-23-26(40)27(41)29(43)32(48-23)49-30-28(42)25(39)18(3)46-33(30)47-21-8-6-19(7-9-21)22-14-24(38)36-12-5-11-34-15-20(37)10-13-35-22/h6-9,17-18,20,22-23,25-30,32-35,37,39-43H,4-5,10-16H2,1-3H3,(H,36,38)/t17-,18-,20+,22-,23+,25-,26+,27-,28+,29+,30+,32-,33-/m0/s1
• InChI Key: QESHXLZJNRFGCB-RWSKHFMTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₃N₃O₁₃
• Molecular Weight: 699.80 g/mol
• Exact Mass: 699.35783875 g/mol
• Topological Polar Surface Area (TPSA): 238.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -1.80
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5840	58.40%
Caco-2	-	0.8793	87.93%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6596	65.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8588	85.88%
OATP1B3 inhibitior	+	0.9164	91.64%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8787	87.87%
BSEP inhibitior	+	0.7590	75.90%
P-glycoprotein inhibitior	+	0.6426	64.26%
P-glycoprotein substrate	+	0.5990	59.90%
CYP3A4 substrate	+	0.6792	67.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8297	82.97%
CYP3A4 inhibition	+	0.5199	51.99%
CYP2C9 inhibition	-	0.8701	87.01%
CYP2C19 inhibition	-	0.8844	88.44%
CYP2D6 inhibition	-	0.8641	86.41%
CYP1A2 inhibition	-	0.8703	87.03%
CYP2C8 inhibition	+	0.5723	57.23%
CYP inhibitory promiscuity	-	0.8643	86.43%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6488	64.88%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9239	92.39%
Skin irritation	-	0.7848	78.48%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6878	68.78%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8834	88.34%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.9551	95.51%
Acute Oral Toxicity (c)	III	0.6657	66.57%
Estrogen receptor binding	+	0.8166	81.66%
Androgen receptor binding	+	0.5374	53.74%
Thyroid receptor binding	-	0.5139	51.39%
Glucocorticoid receptor binding	+	0.6516	65.16%
Aromatase binding	+	0.5939	59.39%
PPAR gamma	+	0.6600	66.00%
Honey bee toxicity	-	0.7506	75.06%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6050	60.50%
Fish aquatic toxicity	-	0.3850	38.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	99.47%	97.09%
CHEMBL2581	P07339	Cathepsin D	99.18%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.48%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.80%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.06%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	96.04%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.71%	95.89%
CHEMBL4208	P20618	Proteasome component C5	92.40%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.82%	89.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.80%	95.58%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.13%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.98%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.50%	90.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.73%	97.36%
CHEMBL221	P23219	Cyclooxygenase-1	84.62%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.22%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	84.17%	94.73%
CHEMBL5255	O00206	Toll-like receptor 4	83.93%	92.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.42%	93.56%
CHEMBL1907589	P17787	Neuronal acetylcholine receptor; alpha4/beta2	81.30%	94.55%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.92%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.85%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.38%	96.61%

Plants that contains it

• Meehania urticifolia

Cross-Links

• PubChem: 44605337
• LOTUS: LTS0155028
• wikiData: Q105219360