13-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypyrrolidin-2-yl]-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxytridecan-4-one

Details

• Internal ID: efa0487b-c31b-4f68-b809-6f3221c535de
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: 13-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypyrrolidin-2-yl]-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxytridecan-4-one
• SMILES (Canonical): C(CCCCC1C(C(C(N1)CO)O)OC2C(C(C(C(O2)CO)O)O)O)CCCCC(=O)CCCOC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): C(CCCC[C@@H]1[C@H]([C@@H]([C@H](N1)CO)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)CCCCC(=O)CCCO[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
• InChI: InChI=1S/C30H55NO15/c32-13-18-21(36)28(46-30-27(42)25(40)23(38)20(15-34)45-30)17(31-18)11-7-5-3-1-2-4-6-9-16(35)10-8-12-43-29-26(41)24(39)22(37)19(14-33)44-29/h17-34,36-42H,1-15H2/t17-,18-,19-,20-,21-,22-,23-,24+,25+,26-,27-,28-,29+,30+/m1/s1
• InChI Key: MUCSYLGPBJVHGW-IOEZYFSFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₅NO₁₅
• Molecular Weight: 669.80 g/mol
• Exact Mass: 669.35717005 g/mol
• Topological Polar Surface Area (TPSA): 268.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -3.46
• H-Bond Acceptor: 16
• H-Bond Donor: 11
• Rotatable Bonds: 20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7596	75.96%
Caco-2	-	0.8693	86.93%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6441	64.41%
OATP2B1 inhibitior	-	0.5682	56.82%
OATP1B1 inhibitior	+	0.9033	90.33%
OATP1B3 inhibitior	+	0.9421	94.21%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6240	62.40%
P-glycoprotein inhibitior	+	0.6025	60.25%
P-glycoprotein substrate	-	0.8033	80.33%
CYP3A4 substrate	+	0.6106	61.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7909	79.09%
CYP3A4 inhibition	-	0.9639	96.39%
CYP2C9 inhibition	-	0.9322	93.22%
CYP2C19 inhibition	-	0.9369	93.69%
CYP2D6 inhibition	-	0.8933	89.33%
CYP1A2 inhibition	-	0.8933	89.33%
CYP2C8 inhibition	-	0.6663	66.63%
CYP inhibitory promiscuity	-	0.9286	92.86%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7102	71.02%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9032	90.32%
Skin irritation	-	0.7964	79.64%
Skin corrosion	-	0.9327	93.27%
Ames mutagenesis	-	0.7137	71.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7815	78.15%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.7228	72.28%
skin sensitisation	-	0.8996	89.96%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.5599	55.99%
Acute Oral Toxicity (c)	III	0.5071	50.71%
Estrogen receptor binding	+	0.7277	72.77%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5230	52.30%
Glucocorticoid receptor binding	-	0.6063	60.63%
Aromatase binding	+	0.6677	66.77%
PPAR gamma	+	0.6155	61.55%
Honey bee toxicity	-	0.7275	72.75%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6269	62.69%
Fish aquatic toxicity	-	0.9105	91.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.29%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.04%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.44%	99.17%
CHEMBL220	P22303	Acetylcholinesterase	90.97%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	90.20%	92.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.76%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.70%	96.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.94%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.47%	86.92%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	84.06%	95.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.83%	95.50%
CHEMBL4374	Q9Y5X4	Photoreceptor-specific nuclear receptor	82.09%	85.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.68%	94.33%
CHEMBL325	Q13547	Histone deacetylase 1	81.27%	95.92%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.10%	89.67%
CHEMBL1829	O15379	Histone deacetylase 3	81.00%	95.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.14%	96.95%

Plants that contains it

• Broussonetia kazinoki

Cross-Links

• PubChem: 162921386
• LOTUS: LTS0022236
• wikiData: Q105172185