PlantaeDB Logo
Login Sign-up

(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[3-[2-(methylamino)ethyl]-1H-indol-5-yl]oxy]oxane-3,4,5-triol

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

Top
Internal ID 94b79ec2-cf85-4d02-8724-5f8b9661ac5e
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[3-[2-(methylamino)ethyl]-1H-indol-5-yl]oxy]oxane-3,4,5-triol
SMILES (Canonical) CNCCC1=CNC2=C1C=C(C=C2)OC3C(C(C(C(O3)CO)O)O)O
SMILES (Isomeric) CNCCC1=CNC2=C1C=C(C=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
InChI InChI=1S/C17H24N2O6/c1-18-5-4-9-7-19-12-3-2-10(6-11(9)12)24-17-16(23)15(22)14(21)13(8-20)25-17/h2-3,6-7,13-23H,4-5,8H2,1H3/t13-,14-,15+,16-,17-/m1/s1
InChI Key UXTWWETVBITNLA-NQNKBUKLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C17H24N2O6
Molecular Weight 352.40 g/mol
Exact Mass 352.16343649 g/mol
Topological Polar Surface Area (TPSA) 127.00 Ų
XlogP -0.30
Atomic LogP (AlogP) -0.89
H-Bond Acceptor 7
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[3-[2-(methylamino)ethyl]-1H-indol-5-yl]oxy]oxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8245 82.45%
Caco-2 - 0.8217 82.17%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Nucleus 0.3300 33.00%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9151 91.51%
OATP1B3 inhibitior + 0.9490 94.90%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.7580 75.80%
P-glycoprotein inhibitior - 0.9172 91.72%
P-glycoprotein substrate - 0.5993 59.93%
CYP3A4 substrate + 0.6089 60.89%
CYP2C9 substrate - 0.5872 58.72%
CYP2D6 substrate - 0.7055 70.55%
CYP3A4 inhibition - 0.9579 95.79%
CYP2C9 inhibition - 0.8268 82.68%
CYP2C19 inhibition - 0.8284 82.84%
CYP2D6 inhibition - 0.7307 73.07%
CYP1A2 inhibition - 0.7981 79.81%
CYP2C8 inhibition - 0.6572 65.72%
CYP inhibitory promiscuity - 0.8491 84.91%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6128 61.28%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9886 98.86%
Skin irritation - 0.7491 74.91%
Skin corrosion - 0.9336 93.36%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7714 77.14%
Micronuclear + 0.6400 64.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.8747 87.47%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.8765 87.65%
Acute Oral Toxicity (c) III 0.6231 62.31%
Estrogen receptor binding - 0.5498 54.98%
Androgen receptor binding - 0.7174 71.74%
Thyroid receptor binding + 0.6444 64.44%
Glucocorticoid receptor binding - 0.5470 54.70%
Aromatase binding - 0.5198 51.98%
PPAR gamma - 0.5899 58.99%
Honey bee toxicity - 0.8195 81.95%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity - 0.8312 83.12%

Targets

Top

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 99.65% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.29% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.00% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.73% 97.09%
CHEMBL2581 P07339 Cathepsin D 90.05% 98.95%
CHEMBL255 P29275 Adenosine A2b receptor 88.72% 98.59%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 88.62% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.19% 95.89%
CHEMBL220 P22303 Acetylcholinesterase 87.75% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.74% 99.17%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 87.55% 89.62%
CHEMBL3401 O75469 Pregnane X receptor 87.54% 94.73%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 86.89% 95.83%
CHEMBL226 P30542 Adenosine A1 receptor 86.51% 95.93%
CHEMBL3437 Q16853 Amine oxidase, copper containing 85.58% 94.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.56% 86.92%
CHEMBL4208 P20618 Proteasome component C5 85.55% 90.00%
CHEMBL1951 P21397 Monoamine oxidase A 83.54% 91.49%
CHEMBL2996 Q05655 Protein kinase C delta 83.50% 97.79%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.45% 92.62%
CHEMBL4101 P17612 cAMP-dependent protein kinase alpha-catalytic subunit 82.37% 82.86%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.62% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.45% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.30% 94.45%

Plants that contains it

Top
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.
There are no matching plants.

Cross-Links

Top
PubChem 90302889
LOTUS LTS0053646
wikiData Q105281021