PlantaeDB Logo
Login Sign-up

[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-acetyloxy-5-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate

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 df1401b5-1ac7-4536-bb73-41c18729844a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-acetyloxy-5-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C49H78O18/c1-22-11-16-49(44(60)67-42-38(59)36(57)34(55)28(20-51)64-42)18-17-47(7)25(32(49)23(22)2)9-10-30-46(6)14-13-31(45(4,5)29(46)12-15-48(30,47)8)65-43-40(62-24(3)52)39(26(53)21-61-43)66-41-37(58)35(56)33(54)27(19-50)63-41/h9,22-23,26-43,50-51,53-59H,10-21H2,1-8H3/t22-,23+,26+,27-,28-,29+,30-,31+,32+,33-,34-,35+,36+,37-,38-,39+,40-,41+,42+,43+,46+,47-,48-,49+/m1/s1
InChI Key RDNMQJHSAHTPQN-UIQLTQHBSA-N
Popularity 3 references in papers

Physical and Chemical Properties

Top
Molecular Formula C49H78O18
Molecular Weight 955.10 g/mol
Exact Mass 954.51881563 g/mol
Topological Polar Surface Area (TPSA) 281.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 1.21
H-Bond Acceptor 18
H-Bond Donor 9
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-acetyloxy-5-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7601 76.01%
Caco-2 - 0.8843 88.43%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7355 73.55%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.8223 82.23%
P-glycoprotein inhibitior + 0.7579 75.79%
P-glycoprotein substrate - 0.6117 61.17%
CYP3A4 substrate + 0.7388 73.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8774 87.74%
CYP3A4 inhibition - 0.8310 83.10%
CYP2C9 inhibition - 0.8704 87.04%
CYP2C19 inhibition - 0.9216 92.16%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.9009 90.09%
CYP2C8 inhibition + 0.7277 72.77%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9040 90.40%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7370 73.70%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8750 87.50%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.8572 85.72%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7759 77.59%
Androgen receptor binding + 0.7469 74.69%
Thyroid receptor binding - 0.5333 53.33%
Glucocorticoid receptor binding + 0.7743 77.43%
Aromatase binding + 0.6222 62.22%
PPAR gamma + 0.8119 81.19%
Honey bee toxicity - 0.6289 62.89%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5305 53.05%
Fish aquatic toxicity + 0.9585 95.85%

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 98.26% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.59% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.27% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 89.82% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.22% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.91% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.06% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.42% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 85.51% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.47% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.08% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.75% 97.25%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.63% 91.24%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.61% 96.77%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.37% 94.33%
CHEMBL5028 O14672 ADAM10 82.41% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.19% 94.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.10% 97.36%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.61% 95.89%

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.
Ilex paraguariensis

Cross-Links

Top
PubChem 162954377
LOTUS LTS0234643
wikiData Q105234339