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(17R)-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]octadecanamide

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 584c940e-fb19-4426-b1a3-5a424e340d77
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name (17R)-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]octadecanamide
SMILES (Canonical) CC(CCCCCCCCCCCCCCCC(=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](CCCCCCCCCCCCCCCC(=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/C40H66N2O13/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/h17-18,21-22,25,30-31,33-40,42-44,46-51H,2-16,19-20,23-24H2,1H3,(H,41,45)/t25-,30-,31-,33-,34-,35-,36+,37+,38+,39-,40-/m1/s1
InChI Key RDRLCTWXJMMJDI-IVYZZOSJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C40H66N2O13
Molecular Weight 783.00 g/mol
Exact Mass 782.45649016 g/mol
Topological Polar Surface Area (TPSA) 244.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 2.06
H-Bond Acceptor 13
H-Bond Donor 10
Rotatable Bonds 25

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (17R)-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]octadecanamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8330 83.30%
Caco-2 - 0.8721 87.21%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.5534 55.34%
OATP2B1 inhibitior - 0.7149 71.49%
OATP1B1 inhibitior + 0.8898 88.98%
OATP1B3 inhibitior + 0.9383 93.83%
MATE1 inhibitior - 0.8632 86.32%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9363 93.63%
P-glycoprotein inhibitior + 0.7039 70.39%
P-glycoprotein substrate + 0.6643 66.43%
CYP3A4 substrate + 0.6897 68.97%
CYP2C9 substrate - 0.8085 80.85%
CYP2D6 substrate - 0.8452 84.52%
CYP3A4 inhibition - 0.7964 79.64%
CYP2C9 inhibition - 0.8816 88.16%
CYP2C19 inhibition - 0.7737 77.37%
CYP2D6 inhibition - 0.7580 75.80%
CYP1A2 inhibition - 0.7612 76.12%
CYP2C8 inhibition + 0.4865 48.65%
CYP inhibitory promiscuity - 0.6063 60.63%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6208 62.08%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9165 91.65%
Skin irritation - 0.7647 76.47%
Skin corrosion - 0.9415 94.15%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7501 75.01%
Micronuclear + 0.6800 68.00%
Hepatotoxicity - 0.7968 79.68%
skin sensitisation - 0.8829 88.29%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.8492 84.92%
Acute Oral Toxicity (c) III 0.6695 66.95%
Estrogen receptor binding + 0.8086 80.86%
Androgen receptor binding - 0.5798 57.98%
Thyroid receptor binding - 0.5313 53.13%
Glucocorticoid receptor binding + 0.5604 56.04%
Aromatase binding + 0.6833 68.33%
PPAR gamma + 0.6687 66.87%
Honey bee toxicity - 0.7841 78.41%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6445 64.45%
Fish aquatic toxicity + 0.7637 76.37%

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 99.86% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.66% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.48% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 97.37% 99.17%
CHEMBL220 P22303 Acetylcholinesterase 95.61% 94.45%
CHEMBL3437 Q16853 Amine oxidase, copper containing 93.83% 94.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 93.81% 85.31%
CHEMBL3401 O75469 Pregnane X receptor 93.73% 94.73%
CHEMBL1937 Q92769 Histone deacetylase 2 93.65% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.45% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 92.55% 97.79%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.20% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.90% 89.00%
CHEMBL4581 P52732 Kinesin-like protein 1 88.48% 93.18%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.20% 94.45%
CHEMBL1914 P06276 Butyrylcholinesterase 87.08% 95.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 87.04% 89.62%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.76% 92.88%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.72% 99.23%
CHEMBL255 P29275 Adenosine A2b receptor 83.17% 98.59%
CHEMBL2535 P11166 Glucose transporter 82.20% 98.75%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.77% 94.33%
CHEMBL213 P08588 Beta-1 adrenergic receptor 81.02% 95.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.53% 90.71%

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 163045681
LOTUS LTS0005893
wikiData Q105234412