(Z,15S)-15-hydroxy-N-[2-[5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1H-indol-3-yl]ethyl]hexadec-9-enamide

Details

• Internal ID: 8abf1b33-474f-44c7-8563-76888a7767f8
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (Z,15S)-15-hydroxy-N-[2-[5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1H-indol-3-yl]ethyl]hexadec-9-enamide
• SMILES (Canonical): CC(CCCCC=CCCCCCCCC(=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](CCCC/C=C\CCCCCCCC(=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/C38H60N2O13/c1-23(42)13-11-9-7-5-3-2-4-6-8-10-12-14-30(43)39-18-17-24-20-40-27-16-15-25(19-26(24)27)51-38-36(49)34(47)32(45)29(53-38)22-50-37-35(48)33(46)31(44)28(21-41)52-37/h3,5,15-16,19-20,23,28-29,31-38,40-42,44-49H,2,4,6-14,17-18,21-22H2,1H3,(H,39,43)/b5-3-/t23-,28+,29+,31+,32+,33-,34-,35+,36+,37+,38+/m0/s1
• InChI Key: ZOHQQMBSUYRNTF-ZZYWTCFZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₀N₂O₁₃
• Molecular Weight: 752.90 g/mol
• Exact Mass: 752.40953997 g/mol
• Topological Polar Surface Area (TPSA): 244.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.06
• H-Bond Acceptor: 13
• H-Bond Donor: 10
• Rotatable Bonds: 22

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	-	0.8733	87.33%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5849	58.49%
OATP2B1 inhibitior	-	0.7177	71.77%
OATP1B1 inhibitior	+	0.8573	85.73%
OATP1B3 inhibitior	+	0.9369	93.69%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9805	98.05%
P-glycoprotein inhibitior	+	0.7160	71.60%
P-glycoprotein substrate	+	0.6606	66.06%
CYP3A4 substrate	+	0.7013	70.13%
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	+	0.5711	57.11%
CYP inhibitory promiscuity	-	0.6055	60.55%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5967	59.67%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9184	91.84%
Skin irritation	-	0.7524	75.24%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8040	80.40%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.7968	79.68%
skin sensitisation	-	0.8673	86.73%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.9065	90.65%
Acute Oral Toxicity (c)	III	0.6725	67.25%
Estrogen receptor binding	+	0.7976	79.76%
Androgen receptor binding	-	0.5643	56.43%
Thyroid receptor binding	-	0.5391	53.91%
Glucocorticoid receptor binding	+	0.6137	61.37%
Aromatase binding	+	0.6363	63.63%
PPAR gamma	+	0.6849	68.49%
Honey bee toxicity	-	0.7630	76.30%
Biodegradation	-	0.7750	77.50%
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	99.90%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.93%	99.17%
CHEMBL2581	P07339	Cathepsin D	98.81%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.88%	96.09%
CHEMBL220	P22303	Acetylcholinesterase	97.19%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	96.27%	94.75%
CHEMBL3401	O75469	Pregnane X receptor	94.67%	94.73%
CHEMBL2179	P04062	Beta-glucocerebrosidase	94.31%	85.31%
CHEMBL1914	P06276	Butyrylcholinesterase	94.26%	95.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.65%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.16%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.69%	97.09%
CHEMBL3437	Q16853	Amine oxidase, copper containing	91.56%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.52%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.58%	89.62%
CHEMBL4581	P52732	Kinesin-like protein 1	87.81%	93.18%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.43%	92.88%
CHEMBL2996	Q05655	Protein kinase C delta	86.81%	97.79%
CHEMBL1829	O15379	Histone deacetylase 3	85.08%	95.00%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	83.76%	92.32%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.32%	94.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.28%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.96%	90.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.39%	99.23%
CHEMBL2535	P11166	Glucose transporter	81.57%	98.75%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.29%	89.44%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.20%	95.83%
CHEMBL4208	P20618	Proteasome component C5	80.69%	90.00%

Plants that contains it

• Withania somnifera

Cross-Links

• PubChem: 163195655
• LOTUS: LTS0263154
• wikiData: Q105380481