PlantaeDB Logo
Login Sign-up

methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aS,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-triacetyloxyoxane-2-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 3c8be004-2556-4dcb-b5a0-1b3cabfb35b9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aS,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-triacetyloxyoxane-2-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C57H82O21/c1-28(58)68-27-37-41(69-29(2)59)42(70-30(3)60)46(73-33(6)63)49(75-37)78-51(66)57-24-22-52(8,9)26-36(57)35-16-17-39-54(12)20-19-40(53(10,11)38(54)18-21-56(39,14)55(35,13)23-25-57)76-50-47(74-34(7)64)44(72-32(5)62)43(71-31(4)61)45(77-50)48(65)67-15/h16,36-47,49-50H,17-27H2,1-15H3/t36-,37+,38+,39+,40-,41+,42-,43-,44-,45-,46+,47+,49-,50+,54-,55+,56+,57-/m0/s1
InChI Key LTLXBTPNNXPCGB-OIEYGWRKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C57H82O21
Molecular Weight 1103.20 g/mol
Exact Mass 1102.53485962 g/mol
Topological Polar Surface Area (TPSA) 264.00 Ų
XlogP 7.60
Atomic LogP (AlogP) 6.49
H-Bond Acceptor 21
H-Bond Donor 0
Rotatable Bonds 13

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aS,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-triacetyloxyoxane-2-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9772 97.72%
Caco-2 - 0.8535 85.35%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8727 87.27%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7020 70.20%
OATP1B3 inhibitior + 0.9304 93.04%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.9923 99.23%
P-glycoprotein inhibitior + 0.7589 75.89%
P-glycoprotein substrate - 0.6468 64.68%
CYP3A4 substrate + 0.7361 73.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8784 87.84%
CYP3A4 inhibition - 0.8149 81.49%
CYP2C9 inhibition - 0.9027 90.27%
CYP2C19 inhibition - 0.9174 91.74%
CYP2D6 inhibition - 0.9448 94.48%
CYP1A2 inhibition - 0.8421 84.21%
CYP2C8 inhibition + 0.7442 74.42%
CYP inhibitory promiscuity - 0.8783 87.83%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5974 59.74%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.8980 89.80%
Skin irritation - 0.6552 65.52%
Skin corrosion - 0.9507 95.07%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7025 70.25%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.9000 90.00%
skin sensitisation - 0.8374 83.74%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.6869 68.69%
Acute Oral Toxicity (c) III 0.5707 57.07%
Estrogen receptor binding + 0.7590 75.90%
Androgen receptor binding + 0.7462 74.62%
Thyroid receptor binding + 0.6068 60.68%
Glucocorticoid receptor binding + 0.7702 77.02%
Aromatase binding + 0.6662 66.62%
PPAR gamma + 0.7883 78.83%
Honey bee toxicity - 0.6828 68.28%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9799 97.99%

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 98.05% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.51% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.42% 94.45%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 95.73% 95.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.89% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.80% 96.77%
CHEMBL5255 O00206 Toll-like receptor 4 90.18% 92.50%
CHEMBL2581 P07339 Cathepsin D 88.53% 98.95%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.86% 94.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.46% 92.62%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.21% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.05% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.49% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 82.10% 91.19%
CHEMBL5028 O14672 ADAM10 81.49% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.59% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 80.58% 94.73%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.54% 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.
There are no matching plants.

Cross-Links

Top
PubChem 163013198
LOTUS LTS0040684
wikiData Q105157008