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(2S,3S,4S,5R,6R)-6-[(2R,3R,4S,5S,6S)-2-[[(3S,4S,4aR,6aR,6bS,8aS,10R,11S,12aR,14aR,14bR)-11-carboxy-10-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-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 85dee69a-f807-4298-92fe-e7a9568dea45
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,8aS,10R,11S,12aR,14aR,14bR)-11-carboxy-10-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-6-carboxy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H64O17/c1-37-13-14-41(5)18(19(37)15-39(3,36(54)55)22(44)16-37)7-8-21-38(2)11-10-23(40(4,17-43)20(38)9-12-42(21,41)6)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/h7,19-31,34-35,43-49H,8-17H2,1-6H3,(H,50,51)(H,52,53)(H,54,55)/t19-,20+,21+,22+,23-,24-,25-,26-,27-,28+,29-,30-,31+,34-,35+,37-,38-,39-,40+,41+,42+/m0/s1
InChI Key UICKYSVCOIQHBZ-IRMYMKROSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H64O17
Molecular Weight 840.90 g/mol
Exact Mass 840.41435057 g/mol
Topological Polar Surface Area (TPSA) 290.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 1.01
H-Bond Acceptor 14
H-Bond Donor 10
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,8aS,10R,11S,12aR,14aR,14bR)-11-carboxy-10-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-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 + 0.7759 77.59%
Caco-2 - 0.8881 88.81%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8484 84.84%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8601 86.01%
OATP1B3 inhibitior - 0.3112 31.12%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5298 52.98%
BSEP inhibitior + 0.5717 57.17%
P-glycoprotein inhibitior + 0.7550 75.50%
P-glycoprotein substrate - 0.7203 72.03%
CYP3A4 substrate + 0.7159 71.59%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.7676 76.76%
CYP2C9 inhibition - 0.9182 91.82%
CYP2C19 inhibition - 0.9422 94.22%
CYP2D6 inhibition - 0.9554 95.54%
CYP1A2 inhibition - 0.8919 89.19%
CYP2C8 inhibition + 0.7446 74.46%
CYP inhibitory promiscuity - 0.9691 96.91%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6212 62.12%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9074 90.74%
Skin irritation + 0.5430 54.30%
Skin corrosion - 0.9452 94.52%
Ames mutagenesis - 0.8800 88.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6867 68.67%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.9276 92.76%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity + 0.4715 47.15%
Acute Oral Toxicity (c) III 0.6948 69.48%
Estrogen receptor binding + 0.7774 77.74%
Androgen receptor binding + 0.7348 73.48%
Thyroid receptor binding - 0.7210 72.10%
Glucocorticoid receptor binding + 0.6940 69.40%
Aromatase binding + 0.6434 64.34%
PPAR gamma + 0.7616 76.16%
Honey bee toxicity - 0.7750 77.50%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9552 95.52%

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
CHEMBL221 P23219 Cyclooxygenase-1 95.53% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.28% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.25% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.63% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.46% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.57% 97.36%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.52% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.90% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.64% 96.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.32% 92.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.06% 99.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.99% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.45% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.17% 93.00%
CHEMBL5028 O14672 ADAM10 80.54% 97.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.18% 94.33%

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 101664550
LOTUS LTS0045499
wikiData Q105273228