(6Z,9Z,17S)-17-hydroxy-N-[2-[5-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1H-indol-3-yl]ethyl]octadeca-6,9-dienamide

Details

• Internal ID: 69c05dad-7fb3-4428-99ef-d534cb985769
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (6Z,9Z,17S)-17-hydroxy-N-[2-[5-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1H-indol-3-yl]ethyl]octadeca-6,9-dienamide
• SMILES (Canonical): CC(CCCCCCC=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): C[C@@H](CCCCCC/C=C\C/C=C\CCCCC(=O)NCCC1=CNC2=C1C=C(C=C2)O[C@H]3[C@H]([C@H]([C@@H]([C@H](O3)CO[C@H]4[C@H]([C@@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C40H62N2O13/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/h2-3,6,8,17-18,21-22,25,30-31,33-40,42-44,46-51H,4-5,7,9-16,19-20,23-24H2,1H3,(H,41,45)/b3-2-,8-6-/t25-,30+,31+,33+,34+,35+,36-,37-,38-,39+,40+/m0/s1
• InChI Key: ZWPVRCFACRKFAE-HSYKLUPVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₂N₂O₁₃
• Molecular Weight: 778.90 g/mol
• Exact Mass: 778.42519004 g/mol
• Topological Polar Surface Area (TPSA): 244.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.61
• H-Bond Acceptor: 13
• H-Bond Donor: 10
• Rotatable Bonds: 23

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8823	88.23%
Caco-2	-	0.8713	87.13%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5849	58.49%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8364	83.64%
OATP1B3 inhibitior	+	0.9369	93.69%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9655	96.55%
P-glycoprotein inhibitior	+	0.7268	72.68%
P-glycoprotein substrate	+	0.6763	67.63%
CYP3A4 substrate	+	0.7093	70.93%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8470	84.70%
CYP3A4 inhibition	-	0.7339	73.39%
CYP2C9 inhibition	-	0.8742	87.42%
CYP2C19 inhibition	-	0.7894	78.94%
CYP2D6 inhibition	-	0.7885	78.85%
CYP1A2 inhibition	-	0.7923	79.23%
CYP2C8 inhibition	+	0.6093	60.93%
CYP inhibitory promiscuity	-	0.6055	60.55%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5967	59.67%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9131	91.31%
Skin irritation	-	0.7524	75.24%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7805	78.05%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.7843	78.43%
skin sensitisation	-	0.8673	86.73%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.9009	90.09%
Acute Oral Toxicity (c)	III	0.6725	67.25%
Estrogen receptor binding	+	0.8143	81.43%
Androgen receptor binding	-	0.5564	55.64%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6332	63.32%
Aromatase binding	+	0.5901	59.01%
PPAR gamma	+	0.7233	72.33%
Honey bee toxicity	-	0.7684	76.84%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6045	60.45%
Fish aquatic toxicity	+	0.8771	87.71%

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	99.84%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.01%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.97%	99.17%
CHEMBL220	P22303	Acetylcholinesterase	98.36%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.88%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	95.75%	94.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.20%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	93.72%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.47%	89.00%
CHEMBL1914	P06276	Butyrylcholinesterase	93.11%	95.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	92.84%	85.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.80%	97.09%
CHEMBL3437	Q16853	Amine oxidase, copper containing	91.87%	94.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	90.17%	92.88%
CHEMBL4581	P52732	Kinesin-like protein 1	89.66%	93.18%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.66%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.69%	94.45%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	86.07%	92.32%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.03%	94.33%
CHEMBL2996	Q05655	Protein kinase C delta	86.00%	97.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.67%	99.23%
CHEMBL2535	P11166	Glucose transporter	84.26%	98.75%
CHEMBL1829	O15379	Histone deacetylase 3	83.37%	95.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.28%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.71%	94.80%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	82.58%	89.44%
CHEMBL221	P23219	Cyclooxygenase-1	81.99%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.53%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.29%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.21%	90.08%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.91%	95.83%
CHEMBL4208	P20618	Proteasome component C5	80.24%	90.00%

Plants that contains it

• Withania somnifera

Cross-Links

• PubChem: 162941944
• LOTUS: LTS0104986
• wikiData: Q105385143