17-hydroxy-N-[2-[5-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1H-indol-3-yl]ethyl]octadeca-6,9,12,15-tetraenamide

Details

• Internal ID: e88a5597-e430-40c8-a9ac-a381459506c6
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 17-hydroxy-N-[2-[5-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1H-indol-3-yl]ethyl]octadeca-6,9,12,15-tetraenamide
• SMILES (Canonical): CC(C=CCC=CCC=CCC=CCCCCC(=O)NCCC1=CNC2=C1C=C(C=C2)OC3C(C(C(C(O3)COC4C(C(C(C(O4)CO)O)O)O)O)O)O)O
• SMILES (Isomeric): CC(C=CCC=CCC=CCC=CCCCCC(=O)NCCC1=CNC2=C1C=C(C=C2)OC3C(C(C(C(O3)COC4C(C(C(C(O4)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C40H58N2O13/c1-25(44)15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-32(45)41-20-19-26-22-42-29-18-17-27(21-28(26)29)53-40-38(51)36(49)34(47)31(55-40)24-52-39-37(50)35(48)33(46)30(23-43)54-39/h2-3,6-9,13,15,17-18,21-22,25,30-31,33-40,42-44,46-51H,4-5,10-12,14,16,19-20,23-24H2,1H3,(H,41,45)
• InChI Key: ADWDXCCYYOMYSV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₈N₂O₁₃
• Molecular Weight: 774.90 g/mol
• Exact Mass: 774.39388991 g/mol
• Topological Polar Surface Area (TPSA): 244.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.17
• H-Bond Acceptor: 13
• H-Bond Donor: 10
• Rotatable Bonds: 21

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8029	80.29%
Caco-2	-	0.8732	87.32%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6529	65.29%
OATP2B1 inhibitior	-	0.7167	71.67%
OATP1B1 inhibitior	+	0.8245	82.45%
OATP1B3 inhibitior	+	0.9405	94.05%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9812	98.12%
P-glycoprotein inhibitior	+	0.7270	72.70%
P-glycoprotein substrate	+	0.6460	64.60%
CYP3A4 substrate	+	0.6967	69.67%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8470	84.70%
CYP3A4 inhibition	-	0.7322	73.22%
CYP2C9 inhibition	-	0.8563	85.63%
CYP2C19 inhibition	-	0.7883	78.83%
CYP2D6 inhibition	-	0.7722	77.22%
CYP1A2 inhibition	-	0.7438	74.38%
CYP2C8 inhibition	+	0.6354	63.54%
CYP inhibitory promiscuity	-	0.5182	51.82%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5849	58.49%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9164	91.64%
Skin irritation	-	0.7686	76.86%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8554	85.54%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8664	86.64%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8976	89.76%
Acute Oral Toxicity (c)	III	0.6680	66.80%
Estrogen receptor binding	+	0.8051	80.51%
Androgen receptor binding	-	0.5977	59.77%
Thyroid receptor binding	-	0.4897	48.97%
Glucocorticoid receptor binding	+	0.6177	61.77%
Aromatase binding	+	0.5707	57.07%
PPAR gamma	+	0.7311	73.11%
Honey bee toxicity	-	0.7860	78.60%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.6445	64.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.81%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.85%	99.17%
CHEMBL2581	P07339	Cathepsin D	98.10%	98.95%
CHEMBL220	P22303	Acetylcholinesterase	96.70%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.67%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.15%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.73%	89.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	91.96%	85.31%
CHEMBL1937	Q92769	Histone deacetylase 2	91.84%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.84%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	90.75%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.48%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.33%	89.62%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	89.92%	92.88%
CHEMBL3437	Q16853	Amine oxidase, copper containing	89.76%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.13%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.50%	94.33%
CHEMBL4581	P52732	Kinesin-like protein 1	85.91%	93.18%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	85.28%	92.32%
CHEMBL2535	P11166	Glucose transporter	84.01%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.52%	95.56%
CHEMBL4208	P20618	Proteasome component C5	83.09%	90.00%
CHEMBL255	P29275	Adenosine A2b receptor	82.03%	98.59%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.55%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.46%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.00%	97.36%

Plants that contains it

• Withania somnifera

Cross-Links

• PubChem: 72951313
• LOTUS: LTS0271939
• wikiData: Q104909843