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(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aR,11S,12aS,14aR,14bR)-8a-carboxy-4,4,6a,6b,11,14b-hexamethyl-11-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-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-trihydroxyoxan-2-yl]oxyoxane-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

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Internal ID ce715319-1cdc-4b36-981f-8351e0d31061
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aR,11S,12aS,14aR,14bR)-8a-carboxy-4,4,6a,6b,11,14b-hexamethyl-11-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-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-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)C(=O)O)O)O)OC5C(C(C(CO5)O)O)O)C)CC=C6C3(CCC7(C6CC(CC7)(C)COC8C(C(C(C(O8)CO)O)O)O)C(=O)O)C)C)C
SMILES (Isomeric) C[C@@]1(CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O[C@H]7[C@@H]([C@H]([C@H](CO7)O)O)O)C)C)[C@@H]2C1)C)C(=O)O)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O
InChI InChI=1S/C47H74O19/c1-42(2)25-9-12-46(6)26(44(25,4)11-10-27(42)64-40-36(32(54)31(53)35(65-40)37(57)58)66-38-33(55)28(50)23(49)19-61-38)8-7-21-22-17-43(3,13-15-47(22,41(59)60)16-14-45(21,46)5)20-62-39-34(56)30(52)29(51)24(18-48)63-39/h7,22-36,38-40,48-56H,8-20H2,1-6H3,(H,57,58)(H,59,60)/t22-,23-,24+,25-,26+,27-,28-,29+,30-,31-,32-,33+,34+,35-,36+,38-,39+,40+,43-,44-,45+,46+,47-/m0/s1
InChI Key SAGKSRYFHUZGNM-KPXPCPAPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C47H74O19
Molecular Weight 943.10 g/mol
Exact Mass 942.48243013 g/mol
Topological Polar Surface Area (TPSA) 312.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 0.41
H-Bond Acceptor 17
H-Bond Donor 11
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aR,11S,12aS,14aR,14bR)-8a-carboxy-4,4,6a,6b,11,14b-hexamethyl-11-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-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-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7601 76.01%
Caco-2 - 0.8866 88.66%
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 + 0.7405 74.05%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.7951 79.51%
P-glycoprotein inhibitior + 0.7506 75.06%
P-glycoprotein substrate - 0.6626 66.26%
CYP3A4 substrate + 0.7331 73.31%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
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 + 0.7756 77.56%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9047 90.47%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7083 70.83%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8934 89.34%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.8711 87.11%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7656 76.56%
Androgen receptor binding + 0.7338 73.38%
Thyroid receptor binding - 0.5961 59.61%
Glucocorticoid receptor binding + 0.7297 72.97%
Aromatase binding + 0.6471 64.71%
PPAR gamma + 0.7836 78.36%
Honey bee toxicity - 0.6644 66.44%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6255 62.55%
Fish aquatic toxicity + 0.9585 95.85%

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 97.37% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.15% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.84% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.23% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.31% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.11% 97.36%
CHEMBL5255 O00206 Toll-like receptor 4 85.43% 92.50%
CHEMBL5028 O14672 ADAM10 85.18% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.17% 86.33%
CHEMBL2581 P07339 Cathepsin D 85.14% 98.95%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.26% 95.50%
CHEMBL226 P30542 Adenosine A1 receptor 83.85% 95.93%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.62% 99.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.37% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.50% 89.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.44% 94.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.70% 95.89%

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.
Medicago arabica

Cross-Links

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PubChem 163043014
LOTUS LTS0098933
wikiData Q105248833