PlantaeDB Logo
Login Sign-up

[(2R,3S,4S,5R,6S)-6-[(2R,3S,4R,5R,6R)-6-[[(3S,6aR,6bS,8aR,11R,12S,12aR,14aS,14bR)-4,4,6a,6b,8a,11,12,14b-octamethyl-14-oxo-1,2,3,6,7,8,9,10,11,12,12a,14a-dodecahydropicen-3-yl]oxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3,4-dihydroxybenzoate

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 a110347d-d91f-4090-b8cd-8ac913acf620
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2R,3S,4S,5R,6S)-6-[(2R,3S,4R,5R,6R)-6-[[(3S,6aR,6bS,8aR,11R,12S,12aR,14aS,14bR)-4,4,6a,6b,8a,11,12,14b-octamethyl-14-oxo-1,2,3,6,7,8,9,10,11,12,12a,14a-dodecahydropicen-3-yl]oxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3,4-dihydroxybenzoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C49H70O15/c1-23-11-14-46(5)17-18-48(7)26(34(46)24(23)2)20-29(53)41-47(6)15-13-33(45(3,4)32(47)12-16-49(41,48)8)63-43-39(58)37(56)40(30(21-50)61-43)64-44-38(57)36(55)35(54)31(62-44)22-60-42(59)25-9-10-27(51)28(52)19-25/h9-10,12,19-20,23-24,30-31,33-41,43-44,50-52,54-58H,11,13-18,21-22H2,1-8H3/t23-,24+,30-,31-,33+,34+,35-,36+,37-,38-,39-,40-,41-,43+,44+,46-,47+,48-,49-/m1/s1
InChI Key CIGMCDVLUAGAMP-MPDLBWHDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C49H70O15
Molecular Weight 899.10 g/mol
Exact Mass 898.47147152 g/mol
Topological Polar Surface Area (TPSA) 242.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.05
H-Bond Acceptor 15
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2R,3S,4S,5R,6S)-6-[(2R,3S,4R,5R,6R)-6-[[(3S,6aR,6bS,8aR,11R,12S,12aR,14aS,14bR)-4,4,6a,6b,8a,11,12,14b-octamethyl-14-oxo-1,2,3,6,7,8,9,10,11,12,12a,14a-dodecahydropicen-3-yl]oxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3,4-dihydroxybenzoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8402 84.02%
Caco-2 - 0.8714 87.14%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8478 84.78%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8097 80.97%
OATP1B3 inhibitior - 0.4655 46.55%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.5776 57.76%
BSEP inhibitior + 0.8170 81.70%
P-glycoprotein inhibitior + 0.7438 74.38%
P-glycoprotein substrate + 0.5844 58.44%
CYP3A4 substrate + 0.7335 73.35%
CYP2C9 substrate - 0.7991 79.91%
CYP2D6 substrate - 0.8831 88.31%
CYP3A4 inhibition - 0.8531 85.31%
CYP2C9 inhibition - 0.7850 78.50%
CYP2C19 inhibition - 0.7879 78.79%
CYP2D6 inhibition - 0.9200 92.00%
CYP1A2 inhibition - 0.6463 64.63%
CYP2C8 inhibition + 0.8289 82.89%
CYP inhibitory promiscuity - 0.9041 90.41%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6477 64.77%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9032 90.32%
Skin irritation - 0.7214 72.14%
Skin corrosion - 0.9452 94.52%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7186 71.86%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.7122 71.22%
skin sensitisation - 0.8939 89.39%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.9021 90.21%
Acute Oral Toxicity (c) III 0.6392 63.92%
Estrogen receptor binding + 0.7922 79.22%
Androgen receptor binding + 0.7718 77.18%
Thyroid receptor binding + 0.5337 53.37%
Glucocorticoid receptor binding + 0.7629 76.29%
Aromatase binding + 0.6093 60.93%
PPAR gamma + 0.7934 79.34%
Honey bee toxicity - 0.6871 68.71%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5350 53.50%
Fish aquatic toxicity + 0.9936 99.36%

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 99.58% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.71% 91.49%
CHEMBL2581 P07339 Cathepsin D 96.38% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.35% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.50% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 91.60% 92.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.11% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.88% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.87% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.17% 95.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 87.60% 93.99%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 86.23% 94.78%
CHEMBL226 P30542 Adenosine A1 receptor 86.21% 95.93%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.21% 92.94%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.97% 96.61%
CHEMBL4208 P20618 Proteasome component C5 85.61% 90.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.91% 96.90%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.82% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 84.38% 91.19%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 84.15% 83.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.86% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.19% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.29% 99.23%
CHEMBL1873 P00750 Tissue-type plasminogen activator 80.34% 93.33%

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 162992895
LOTUS LTS0184290
wikiData Q104959745