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

Details

• Internal ID: 5190ca1f-949c-4c0b-b1d5-9624607e29ce
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-2-[[(10R)-10-hydroxy-8-[(2S)-2-methylbutanoyl]-3-oxo-1,4,8-triazacyclotridec-1-yl]oxy]-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)O)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)O)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/C32H57N3O14/c1-6-17(3)29(43)34-12-9-11-33-22(37)15-35(13-8-10-20(36)14-34)49-32-28(26(41)23(38)19(5)46-32)48-31-27(42)25(40)24(39)21(47-31)16-45-30(44)18(4)7-2/h17-21,23-28,31-32,36,38-42H,6-16H2,1-5H3,(H,33,37)/t17-,18-,19-,20+,21+,23-,24+,25-,26+,27+,28+,31-,32-/m0/s1
• InChI Key: KQINXJBCACYQDM-ZIHKGLJOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₇N₃O₁₄
• Molecular Weight: 707.80 g/mol
• Exact Mass: 707.38405350 g/mol
• Topological Polar Surface Area (TPSA): 237.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -2.00
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5903	59.03%
Caco-2	-	0.8652	86.52%
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	+	0.8613	86.13%
OATP1B3 inhibitior	+	0.9208	92.08%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7182	71.82%
P-glycoprotein inhibitior	+	0.6741	67.41%
P-glycoprotein substrate	+	0.6208	62.08%
CYP3A4 substrate	+	0.6736	67.36%
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	-	0.5731	57.31%
CYP inhibitory promiscuity	-	0.9656	96.56%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.5271	52.71%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.9215	92.15%
Skin irritation	-	0.7702	77.02%
Skin corrosion	-	0.9314	93.14%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4101	41.01%
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	-	0.9229	92.29%
Acute Oral Toxicity (c)	III	0.6133	61.33%
Estrogen receptor binding	+	0.8326	83.26%
Androgen receptor binding	+	0.5698	56.98%
Thyroid receptor binding	-	0.6031	60.31%
Glucocorticoid receptor binding	+	0.6477	64.77%
Aromatase binding	+	0.6527	65.27%
PPAR gamma	+	0.6698	66.98%
Honey bee toxicity	-	0.7817	78.17%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7050	70.50%
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	99.16%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.38%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	98.15%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.98%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.35%	97.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	94.25%	83.57%
CHEMBL226	P30542	Adenosine A1 receptor	93.88%	95.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.59%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.95%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.05%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	89.78%	92.50%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	89.45%	98.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.06%	93.04%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.50%	96.38%
CHEMBL3691	Q13822	Autotaxin	87.45%	96.39%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.37%	96.47%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.15%	100.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	85.80%	92.78%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.27%	90.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.00%	91.11%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.19%	95.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.09%	99.23%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	83.80%	96.25%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.51%	82.38%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.12%	96.77%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.98%	95.58%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.75%	93.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.29%	94.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.21%	94.00%
CHEMBL202	P00374	Dihydrofolate reductase	82.15%	89.92%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.14%	85.14%
CHEMBL333	P08253	Matrix metalloproteinase-2	81.07%	96.31%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.44%	90.24%

Plants that contains it

• Meehania urticifolia

Cross-Links

• PubChem: 101481720
• LOTUS: LTS0248806
• wikiData: Q105144567