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(14S)-14-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]hexadecanamide

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 39ea7d67-f5e4-487d-a647-15aa2d72e062
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name (14S)-14-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]hexadecanamide
SMILES (Canonical) CCC(CCCCCCCCCCCCC(=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@@H](CCCCCCCCCCCCC(=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/C38H62N2O13/c1-2-24(42)13-11-9-7-5-3-4-6-8-10-12-14-30(43)39-18-17-23-20-40-27-16-15-25(19-26(23)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/h15-16,19-20,24,28-29,31-38,40-42,44-49H,2-14,17-18,21-22H2,1H3,(H,39,43)/t24-,28+,29+,31+,32+,33-,34-,35+,36+,37+,38+/m0/s1
InChI Key RTGZQVQPBBBFOC-WINRSWRTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H62N2O13
Molecular Weight 754.90 g/mol
Exact Mass 754.42519004 g/mol
Topological Polar Surface Area (TPSA) 244.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 1.28
H-Bond Acceptor 13
H-Bond Donor 10
Rotatable Bonds 23

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (14S)-14-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]hexadecanamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8795 87.95%
Caco-2 - 0.8753 87.53%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.5888 58.88%
OATP2B1 inhibitior - 0.5751 57.51%
OATP1B1 inhibitior + 0.8825 88.25%
OATP1B3 inhibitior + 0.9384 93.84%
MATE1 inhibitior - 0.8632 86.32%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9637 96.37%
P-glycoprotein inhibitior + 0.6990 69.90%
P-glycoprotein substrate + 0.7023 70.23%
CYP3A4 substrate + 0.6863 68.63%
CYP2C9 substrate - 0.8085 80.85%
CYP2D6 substrate - 0.8452 84.52%
CYP3A4 inhibition - 0.7924 79.24%
CYP2C9 inhibition - 0.8834 88.34%
CYP2C19 inhibition - 0.7807 78.07%
CYP2D6 inhibition - 0.7497 74.97%
CYP1A2 inhibition - 0.6807 68.07%
CYP2C8 inhibition + 0.5850 58.50%
CYP inhibitory promiscuity - 0.5578 55.78%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6404 64.04%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9193 91.93%
Skin irritation - 0.7699 76.99%
Skin corrosion - 0.9409 94.09%
Ames mutagenesis - 0.8200 82.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7790 77.90%
Micronuclear + 0.6900 69.00%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.8786 87.86%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.8591 85.91%
Acute Oral Toxicity (c) III 0.6578 65.78%
Estrogen receptor binding + 0.7829 78.29%
Androgen receptor binding - 0.5463 54.63%
Thyroid receptor binding - 0.5511 55.11%
Glucocorticoid receptor binding + 0.5747 57.47%
Aromatase binding + 0.7003 70.03%
PPAR gamma + 0.6694 66.94%
Honey bee toxicity - 0.7950 79.50%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5945 59.45%
Fish aquatic toxicity + 0.6981 69.81%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.94% 96.09%
CHEMBL2581 P07339 Cathepsin D 98.60% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 98.01% 99.17%
CHEMBL220 P22303 Acetylcholinesterase 96.97% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.09% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 92.89% 94.75%
CHEMBL3437 Q16853 Amine oxidase, copper containing 92.88% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 92.85% 94.73%
CHEMBL4581 P52732 Kinesin-like protein 1 91.63% 93.18%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.48% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.86% 96.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 87.97% 89.62%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 87.59% 94.80%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 87.55% 92.88%
CHEMBL2996 Q05655 Protein kinase C delta 87.16% 97.79%
CHEMBL255 P29275 Adenosine A2b receptor 86.65% 98.59%
CHEMBL2179 P04062 Beta-glucocerebrosidase 85.51% 85.31%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.15% 99.23%
CHEMBL2535 P11166 Glucose transporter 83.49% 98.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.63% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.14% 94.00%
CHEMBL221 P23219 Cyclooxygenase-1 80.90% 90.17%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.04% 94.33%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Withania somnifera

Cross-Links

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PubChem 163187123
LOTUS LTS0093853
wikiData Q105245138