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(2S,3S,4S,5R,6R)-6-[(2R,3R,4S,5S,6S)-2-[[(3S,4S,4aR,6aR,6bS,8aR,11S,12aS,14aR,14bR)-11-carboxy-4-(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-9-oxo-2,3,4a,5,6,7,8,10,12,12a,14,14a-dodecahydro-1H-picen-3-yl]oxy]-6-carboxy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-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 f81b057f-ce87-4c59-a29e-6fe49dce22c5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[(2R,3R,4S,5S,6S)-2-[[(3S,4S,4aR,6aR,6bS,8aR,11S,12aS,14aR,14bR)-11-carboxy-4-(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-9-oxo-2,3,4a,5,6,7,8,10,12,12a,14,14a-dodecahydro-1H-picen-3-yl]oxy]-6-carboxy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC12CCC(C(C1CCC3(C2CC=C4C3(CCC5(C4CC(CC5=O)(C)C(=O)O)C)C)C)(C)CO)OC6C(C(C(C(O6)C(=O)O)O)O)OC7C(C(C(C(O7)C(=O)O)O)O)O
SMILES (Isomeric) C[C@]12CC[C@@H]([C@]([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4C[C@](CC5=O)(C)C(=O)O)C)C)C)(C)CO)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]([C@H](O7)C(=O)O)O)O)O
InChI InChI=1S/C42H62O17/c1-37(36(54)55)15-19-18-7-8-21-39(3)11-10-23(40(4,17-43)20(39)9-12-42(21,6)41(18,5)14-13-38(19,2)22(44)16-37)56-35-31(27(48)26(47)30(58-35)33(52)53)59-34-28(49)24(45)25(46)29(57-34)32(50)51/h7,19-21,23-31,34-35,43,45-49H,8-17H2,1-6H3,(H,50,51)(H,52,53)(H,54,55)/t19-,20+,21+,23-,24-,25-,26-,27-,28+,29-,30-,31+,34-,35+,37-,38+,39-,40+,41+,42+/m0/s1
InChI Key AJNHVDTWPCYIJI-XGTOLUDASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H62O17
Molecular Weight 838.90 g/mol
Exact Mass 838.39870051 g/mol
Topological Polar Surface Area (TPSA) 287.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 1.22
H-Bond Acceptor 14
H-Bond Donor 9
Rotatable Bonds 8

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-[(2R,3R,4S,5S,6S)-2-[[(3S,4S,4aR,6aR,6bS,8aR,11S,12aS,14aR,14bR)-11-carboxy-4-(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-9-oxo-2,3,4a,5,6,7,8,10,12,12a,14,14a-dodecahydro-1H-picen-3-yl]oxy]-6-carboxy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-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 + 0.7397 73.97%
Caco-2 - 0.8824 88.24%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8725 87.25%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8425 84.25%
OATP1B3 inhibitior - 0.3693 36.93%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5952 59.52%
BSEP inhibitior - 0.4569 45.69%
P-glycoprotein inhibitior + 0.7576 75.76%
P-glycoprotein substrate - 0.6653 66.53%
CYP3A4 substrate + 0.7205 72.05%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8837 88.37%
CYP3A4 inhibition - 0.8656 86.56%
CYP2C9 inhibition - 0.9129 91.29%
CYP2C19 inhibition - 0.9377 93.77%
CYP2D6 inhibition - 0.9560 95.60%
CYP1A2 inhibition - 0.8521 85.21%
CYP2C8 inhibition + 0.7357 73.57%
CYP inhibitory promiscuity - 0.9470 94.70%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6339 63.39%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9078 90.78%
Skin irritation - 0.5141 51.41%
Skin corrosion - 0.9466 94.66%
Ames mutagenesis - 0.8200 82.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3990 39.90%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.9282 92.82%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity + 0.6326 63.26%
Acute Oral Toxicity (c) III 0.6826 68.26%
Estrogen receptor binding + 0.7537 75.37%
Androgen receptor binding + 0.7352 73.52%
Thyroid receptor binding - 0.7126 71.26%
Glucocorticoid receptor binding + 0.6790 67.90%
Aromatase binding + 0.6466 64.66%
PPAR gamma + 0.7574 75.74%
Honey bee toxicity - 0.7619 76.19%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9700 97.00%

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 95.99% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.63% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.28% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.31% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.16% 97.36%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.85% 92.62%
CHEMBL221 P23219 Cyclooxygenase-1 84.75% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.30% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.90% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.55% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.24% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.18% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.06% 89.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.79% 93.04%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.81% 93.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.89% 91.07%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.25% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.10% 100.00%

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.
Glycyrrhiza yunnanensis

Cross-Links

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PubChem 162961918
LOTUS LTS0211967
wikiData Q104913288