(E,2S)-2-hydroxy-N-[(E,2S,3S)-3-hydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyundec-5-en-2-yl]-2-methyldec-4-enamide

Details

• Internal ID: e97b8183-fed9-44f8-a23c-27c34d17d19c
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (E,2S)-2-hydroxy-N-[(E,2S,3S)-3-hydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyundec-5-en-2-yl]-2-methyldec-4-enamide
• SMILES (Canonical): CCCCCC=CCC(C(COC1C(C(C(C(O1)CO)O)O)O)NC(=O)C(C)(CC=CCCCCC)O)O
• SMILES (Isomeric): CCCCC/C=C/C[C@@H]([C@H](CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)NC(=O)[C@](C)(C/C=C/CCCCC)O)O
• InChI: InChI=1S/C28H51NO9/c1-4-6-8-10-12-14-16-21(31)20(19-37-26-25(34)24(33)23(32)22(18-30)38-26)29-27(35)28(3,36)17-15-13-11-9-7-5-2/h12-15,20-26,30-34,36H,4-11,16-19H2,1-3H3,(H,29,35)/b14-12+,15-13+/t20-,21-,22+,23+,24-,25+,26+,28-/m0/s1
• InChI Key: BIKDUZIBFQKKLW-JFGJKXTRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₅₁NO₉
• Molecular Weight: 545.70 g/mol
• Exact Mass: 545.35638220 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 1.45
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5133	51.33%
Caco-2	-	0.8656	86.56%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7577	75.77%
OATP2B1 inhibitior	-	0.5717	57.17%
OATP1B1 inhibitior	+	0.7996	79.96%
OATP1B3 inhibitior	+	0.9149	91.49%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7220	72.20%
P-glycoprotein inhibitior	-	0.4923	49.23%
P-glycoprotein substrate	-	0.6293	62.93%
CYP3A4 substrate	+	0.6473	64.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8739	87.39%
CYP3A4 inhibition	-	0.6687	66.87%
CYP2C9 inhibition	-	0.9008	90.08%
CYP2C19 inhibition	-	0.8592	85.92%
CYP2D6 inhibition	-	0.8600	86.00%
CYP1A2 inhibition	-	0.9039	90.39%
CYP2C8 inhibition	-	0.6002	60.02%
CYP inhibitory promiscuity	-	0.8421	84.21%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6637	66.37%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9536	95.36%
Skin irritation	-	0.7442	74.42%
Skin corrosion	-	0.9477	94.77%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6691	66.91%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8602	86.02%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7882	78.82%
Acute Oral Toxicity (c)	III	0.6401	64.01%
Estrogen receptor binding	+	0.6271	62.71%
Androgen receptor binding	-	0.5281	52.81%
Thyroid receptor binding	-	0.5632	56.32%
Glucocorticoid receptor binding	-	0.5168	51.68%
Aromatase binding	+	0.5871	58.71%
PPAR gamma	-	0.5294	52.94%
Honey bee toxicity	-	0.8629	86.29%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5798	57.98%
Fish aquatic toxicity	-	0.3894	38.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.50%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.31%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	98.14%	97.29%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	97.58%	85.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.78%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.70%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.50%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.16%	93.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	92.53%	92.86%
CHEMBL3401	O75469	Pregnane X receptor	92.31%	94.73%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.36%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.11%	89.34%
CHEMBL5255	O00206	Toll-like receptor 4	89.53%	92.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.52%	96.47%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.99%	96.95%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.07%	98.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.58%	100.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	86.14%	97.47%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.02%	96.61%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.00%	94.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.19%	96.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.74%	82.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.62%	96.90%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.27%	100.00%
CHEMBL1977	P11473	Vitamin D receptor	83.64%	99.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.50%	89.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.39%	91.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.74%	97.09%
CHEMBL256	P0DMS8	Adenosine A3 receptor	80.67%	95.93%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.66%	92.88%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.08%	95.71%

Plants that contains it

• Panax japonicus

Cross-Links

• PubChem: 162898326
• LOTUS: LTS0094101
• wikiData: Q104936565