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(2S,3S,4S,5R,6R)-6-[[(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]-5-[(2R,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-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 f9b14a41-932d-4d89-ac1f-a5f06d86aa20
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(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]-5-[(2R,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C48H72O21/c1-19-26(51)27(52)32(57)39(64-19)68-36-31(56)29(54)34(38(60)61)67-41(36)69-35-30(55)28(53)33(37(58)59)66-40(35)65-25-11-12-45(4)22(46(25,5)18-49)10-13-48(7)23(45)9-8-20-21-16-43(2,42(62)63)17-24(50)44(21,3)14-15-47(20,48)6/h8,19,21-23,25-36,39-41,49,51-57H,9-18H2,1-7H3,(H,58,59)(H,60,61)(H,62,63)/t19-,21-,22+,23+,25-,26-,27+,28-,29-,30-,31-,32+,33-,34-,35+,36+,39-,40+,41-,43-,44+,45-,46+,47+,48+/m0/s1
InChI Key DMTQUTPTHDFMKK-ZVXRKNQWSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C48H72O21
Molecular Weight 985.10 g/mol
Exact Mass 984.45660930 g/mol
Topological Polar Surface Area (TPSA) 346.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 0.07
H-Bond Acceptor 18
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,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]-5-[(2R,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-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 - 0.8867 88.67%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8725 87.25%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8396 83.96%
OATP1B3 inhibitior - 0.3693 36.93%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5952 59.52%
BSEP inhibitior + 0.7794 77.94%
P-glycoprotein inhibitior + 0.7505 75.05%
P-glycoprotein substrate - 0.5731 57.31%
CYP3A4 substrate + 0.7242 72.42%
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 + 0.7490 74.90%
CYP inhibitory promiscuity - 0.9470 94.70%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6339 63.39%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9029 90.29%
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 + 0.6950 69.50%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.9282 92.82%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.5578 55.78%
Acute Oral Toxicity (c) III 0.6826 68.26%
Estrogen receptor binding + 0.7752 77.52%
Androgen receptor binding + 0.7370 73.70%
Thyroid receptor binding - 0.5855 58.55%
Glucocorticoid receptor binding + 0.7253 72.53%
Aromatase binding + 0.6040 60.40%
PPAR gamma + 0.7997 79.97%
Honey bee toxicity - 0.7369 73.69%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6100 61.00%
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 97.06% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.17% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.79% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.28% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.77% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 86.86% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.82% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.15% 99.23%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.96% 93.04%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.34% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.18% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 82.60% 94.75%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.04% 91.07%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.99% 93.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.34% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.89% 95.89%
CHEMBL2581 P07339 Cathepsin D 80.86% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.28% 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 162972661
LOTUS LTS0039571
wikiData Q104985320