PlantaeDB Logo
Login Sign-up

(2S,3S,4S,5R,6R)-6-[[(3S,4R,4aS,6aR,6bS,8aR,9R,12aS,14aR,14bR)-4-formyl-9-hydroxy-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid

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 f23bb3df-88c0-47c7-be67-8d5c0048e959
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(3S,4R,4aS,6aR,6bS,8aR,9R,12aS,14aR,14bR)-4-formyl-9-hydroxy-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C48H76O18/c1-21-29(52)31(54)35(58)40(61-21)65-37-32(55)30(53)24(19-49)62-41(37)66-38-34(57)33(56)36(39(59)60)64-42(38)63-28-12-13-45(5)25(46(28,6)20-50)11-14-48(8)26(45)10-9-22-23-17-43(2,3)18-27(51)44(23,4)15-16-47(22,48)7/h9,20-21,23-38,40-42,49,51-58H,10-19H2,1-8H3,(H,59,60)/t21-,23-,24+,25-,26+,27+,28-,29-,30-,31+,32-,33-,34-,35+,36-,37+,38+,40-,41-,42+,44+,45-,46+,47+,48+/m0/s1
InChI Key FZHTWPLZNXRSGR-YYQWHTFFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C48H76O18
Molecular Weight 941.10 g/mol
Exact Mass 940.50316557 g/mol
Topological Polar Surface Area (TPSA) 292.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 0.91
H-Bond Acceptor 17
H-Bond Donor 10
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3S,4S,5R,6R)-6-[[(3S,4R,4aS,6aR,6bS,8aR,9R,12aS,14aR,14bR)-4-formyl-9-hydroxy-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8283 82.83%
Caco-2 - 0.9147 91.47%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.8738 87.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8099 80.99%
OATP1B3 inhibitior - 0.4240 42.40%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.8892 88.92%
P-glycoprotein inhibitior + 0.7534 75.34%
P-glycoprotein substrate - 0.6685 66.85%
CYP3A4 substrate + 0.7148 71.48%
CYP2C9 substrate - 0.8127 81.27%
CYP2D6 substrate - 0.8768 87.68%
CYP3A4 inhibition - 0.7325 73.25%
CYP2C9 inhibition - 0.8442 84.42%
CYP2C19 inhibition - 0.9307 93.07%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.8849 88.49%
CYP2C8 inhibition + 0.7416 74.16%
CYP inhibitory promiscuity - 0.9622 96.22%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6162 61.62%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9072 90.72%
Skin irritation - 0.5231 52.31%
Skin corrosion - 0.9438 94.38%
Ames mutagenesis - 0.8300 83.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7528 75.28%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.8875 88.75%
skin sensitisation - 0.9055 90.55%
Respiratory toxicity - 0.6778 67.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.8990 89.90%
Acute Oral Toxicity (c) III 0.7819 78.19%
Estrogen receptor binding + 0.8198 81.98%
Androgen receptor binding + 0.7384 73.84%
Thyroid receptor binding - 0.5779 57.79%
Glucocorticoid receptor binding + 0.6937 69.37%
Aromatase binding + 0.6366 63.66%
PPAR gamma + 0.8055 80.55%
Honey bee toxicity - 0.7131 71.31%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5855 58.55%
Fish aquatic toxicity + 0.9670 96.70%

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
CHEMBL3714130 P46095 G-protein coupled receptor 6 96.58% 97.36%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.24% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.86% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.39% 95.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 91.24% 93.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.74% 86.33%
CHEMBL2581 P07339 Cathepsin D 88.73% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.43% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.70% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.07% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.95% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 83.92% 90.17%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.20% 99.17%
CHEMBL5028 O14672 ADAM10 82.72% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.75% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.56% 97.25%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.00% 96.21%
CHEMBL5255 O00206 Toll-like receptor 4 80.93% 92.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.47% 95.50%

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 162906464
LOTUS LTS0123202
wikiData Q105004942