PlantaeDB Logo
Login Sign-up

(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(1S,2R,5R,7S,9S,11R,12R,15S,20S)-7-hydroxy-12-methoxy-1,2,6,6,17,17-hexamethyl-10-methylidene-20-pentacyclo[12.8.0.02,11.05,9.015,20]docos-13-enyl]methoxy]-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)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 8d2084e6-eb6c-4cc8-b0b7-d97af6a8216a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(1S,2R,5R,7S,9S,11R,12R,15S,20S)-7-hydroxy-12-methoxy-1,2,6,6,17,17-hexamethyl-10-methylidene-20-pentacyclo[12.8.0.02,11.05,9.015,20]docos-13-enyl]methoxy]-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C49H80O18/c1-22-23-15-31(53)46(4,5)24(23)9-10-48(7)32(22)27(61-8)16-25-26-17-45(2,3)11-13-49(26,14-12-47(25,48)6)21-62-43-40(37(58)34(55)29(19-51)64-43)67-44-41(38(59)35(56)30(20-52)65-44)66-42-39(60)36(57)33(54)28(18-50)63-42/h16,23-24,26-44,50-60H,1,9-15,17-21H2,2-8H3/t23-,24-,26+,27-,28-,29-,30-,31+,32+,33-,34-,35-,36+,37+,38+,39-,40-,41-,42+,43-,44+,47-,48-,49-/m1/s1
InChI Key QPAHFJLLFMZDMH-YJFAVLRTSA-N
Popularity 3 references in papers

Physical and Chemical Properties

Top
Molecular Formula C49H80O18
Molecular Weight 957.10 g/mol
Exact Mass 956.53446570 g/mol
Topological Polar Surface Area (TPSA) 287.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 0.01
H-Bond Acceptor 18
H-Bond Donor 11
Rotatable Bonds 11

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(1S,2R,5R,7S,9S,11R,12R,15S,20S)-7-hydroxy-12-methoxy-1,2,6,6,17,17-hexamethyl-10-methylidene-20-pentacyclo[12.8.0.02,11.05,9.015,20]docos-13-enyl]methoxy]-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7287 72.87%
Caco-2 - 0.8876 88.76%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.6611 66.11%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8067 80.67%
OATP1B3 inhibitior + 0.8371 83.71%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.5843 58.43%
P-glycoprotein inhibitior + 0.7454 74.54%
P-glycoprotein substrate - 0.5806 58.06%
CYP3A4 substrate + 0.7389 73.89%
CYP2C9 substrate - 0.8037 80.37%
CYP2D6 substrate - 0.8331 83.31%
CYP3A4 inhibition - 0.9405 94.05%
CYP2C9 inhibition - 0.7921 79.21%
CYP2C19 inhibition - 0.8329 83.29%
CYP2D6 inhibition - 0.9338 93.38%
CYP1A2 inhibition - 0.8743 87.43%
CYP2C8 inhibition + 0.7450 74.50%
CYP inhibitory promiscuity - 0.9537 95.37%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6415 64.15%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.9058 90.58%
Skin irritation - 0.6267 62.67%
Skin corrosion - 0.9380 93.80%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8159 81.59%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.8732 87.32%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.8550 85.50%
Acute Oral Toxicity (c) III 0.4892 48.92%
Estrogen receptor binding + 0.7900 79.00%
Androgen receptor binding + 0.7563 75.63%
Thyroid receptor binding - 0.5535 55.35%
Glucocorticoid receptor binding + 0.6465 64.65%
Aromatase binding + 0.6636 66.36%
PPAR gamma + 0.7709 77.09%
Honey bee toxicity - 0.6130 61.30%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5255 52.55%
Fish aquatic toxicity + 0.9362 93.62%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.33% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.43% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.14% 97.09%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 94.00% 83.57%
CHEMBL226 P30542 Adenosine A1 receptor 91.52% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.70% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.48% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.64% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.50% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 87.25% 89.05%
CHEMBL1871 P10275 Androgen Receptor 86.85% 96.43%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.83% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 85.80% 92.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.43% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.88% 95.56%
CHEMBL2581 P07339 Cathepsin D 84.11% 98.95%
CHEMBL2243 O00519 Anandamide amidohydrolase 83.38% 97.53%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.68% 86.92%
CHEMBL1937 Q92769 Histone deacetylase 2 80.74% 94.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.53% 92.62%

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.
Nicoteba betonica

Cross-Links

Top
PubChem 102208808
NPASS NPC85189
LOTUS LTS0223259
wikiData Q105225257