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methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S)-3,4,5-trimethyloxan-2-yl]oxyoxane-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

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Internal ID fed5e5ae-6d77-4746-be68-e7ae1ded3ec4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S)-3,4,5-trimethyloxan-2-yl]oxyoxane-2-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C51H82O15/c1-25-24-61-42(27(3)26(25)2)65-40-37(56)36(55)39(41(58)60-11)64-44(40)63-33-15-16-48(8)31(47(33,6)7)14-17-50(10)32(48)13-12-28-29-22-46(4,5)18-20-51(29,21-19-49(28,50)9)45(59)66-43-38(57)35(54)34(53)30(23-52)62-43/h12,25-27,29-40,42-44,52-57H,13-24H2,1-11H3/t25-,26+,27-,29+,30-,31+,32-,33+,34-,35+,36+,37+,38-,39+,40-,42+,43+,44-,48+,49-,50-,51+/m1/s1
InChI Key ZFHFRLPFRLZAPJ-IVOUXGOCSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C51H82O15
Molecular Weight 935.20 g/mol
Exact Mass 934.56537190 g/mol
Topological Polar Surface Area (TPSA) 220.00 Ų
XlogP 7.40
Atomic LogP (AlogP) 4.79
H-Bond Acceptor 15
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7095 70.95%
Caco-2 - 0.8805 88.05%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7440 74.40%
OATP1B3 inhibitior - 0.3603 36.03%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior + 0.9266 92.66%
P-glycoprotein inhibitior + 0.7624 76.24%
P-glycoprotein substrate - 0.6142 61.42%
CYP3A4 substrate + 0.7444 74.44%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8735 87.35%
CYP3A4 inhibition - 0.9142 91.42%
CYP2C9 inhibition - 0.8703 87.03%
CYP2C19 inhibition - 0.8926 89.26%
CYP2D6 inhibition - 0.9480 94.80%
CYP1A2 inhibition - 0.8810 88.10%
CYP2C8 inhibition + 0.7739 77.39%
CYP inhibitory promiscuity - 0.9614 96.14%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9051 90.51%
Skin irritation - 0.6660 66.60%
Skin corrosion - 0.9449 94.49%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7299 72.99%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.9375 93.75%
skin sensitisation - 0.8977 89.77%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.8845 88.45%
Acute Oral Toxicity (c) III 0.7305 73.05%
Estrogen receptor binding + 0.8060 80.60%
Androgen receptor binding + 0.7463 74.63%
Thyroid receptor binding - 0.5154 51.54%
Glucocorticoid receptor binding + 0.7952 79.52%
Aromatase binding + 0.6391 63.91%
PPAR gamma + 0.8193 81.93%
Honey bee toxicity - 0.6245 62.45%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9479 94.79%

Targets

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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 98.92% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.56% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.49% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.26% 97.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 89.29% 95.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.16% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.02% 95.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.89% 94.33%
CHEMBL2581 P07339 Cathepsin D 87.37% 98.95%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.37% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 85.05% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.00% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.83% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.70% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 81.36% 90.17%
CHEMBL5028 O14672 ADAM10 80.56% 97.50%

Plants that contains it

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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.
Panax stipuleanatus

Cross-Links

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PubChem 162910580
LOTUS LTS0213628
wikiData Q105374159