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(2S,3S,4S,5R,6R)-6-[(2R,3R,4S,5S,6S)-2-[[(3S,4aR,6aR,6bS,8aR,11R,14aR,14bS)-11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-9-oxo-2,3,4a,5,6,7,8,10,12,14a-decahydro-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 1067319b-07d3-4966-81dd-4d62b792e62a
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,4aR,6aR,6bS,8aR,11R,14aR,14bS)-11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-9-oxo-2,3,4a,5,6,7,8,10,12,14a-decahydro-1H-picen-3-yl]oxy]-6-carboxy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)C(=O)O)O)O)OC5C(C(C(C(O5)C(=O)O)O)O)O)C)C=CC6=C7CC(CC(=O)C7(CCC63C)C)(C)C(=O)O)C)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2C=CC4=C5C[C@@](CC(=O)[C@@]5(CC[C@]43C)C)(C)C(=O)O)C)(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]([C@H](O7)C(=O)O)O)O)O
InChI InChI=1S/C42H60O16/c1-37(2)20-10-13-42(7)21(9-8-18-19-16-38(3,36(53)54)17-22(43)39(19,4)14-15-41(18,42)6)40(20,5)12-11-23(37)55-35-31(27(47)26(46)30(57-35)33(51)52)58-34-28(48)24(44)25(45)29(56-34)32(49)50/h8-9,20-21,23-31,34-35,44-48H,10-17H2,1-7H3,(H,49,50)(H,51,52)(H,53,54)/t20-,21+,23-,24-,25-,26-,27-,28+,29-,30-,31+,34-,35+,38+,39+,40-,41+,42+/m0/s1
InChI Key XCWAULHLXDCTBW-YCWMJZBTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H60O16
Molecular Weight 820.90 g/mol
Exact Mass 820.38813582 g/mol
Topological Polar Surface Area (TPSA) 267.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.17
H-Bond Acceptor 13
H-Bond Donor 8
Rotatable Bonds 7

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,4aR,6aR,6bS,8aR,11R,14aR,14bS)-11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-9-oxo-2,3,4a,5,6,7,8,10,12,14a-decahydro-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 + 0.9175 91.75%
Caco-2 - 0.8765 87.65%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8274 82.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7867 78.67%
OATP1B3 inhibitior - 0.3487 34.87%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior - 0.4891 48.91%
P-glycoprotein inhibitior + 0.7555 75.55%
P-glycoprotein substrate - 0.6581 65.81%
CYP3A4 substrate + 0.7182 71.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8892 88.92%
CYP3A4 inhibition - 0.8221 82.21%
CYP2C9 inhibition - 0.8659 86.59%
CYP2C19 inhibition - 0.9292 92.92%
CYP2D6 inhibition - 0.9493 94.93%
CYP1A2 inhibition - 0.8720 87.20%
CYP2C8 inhibition + 0.6758 67.58%
CYP inhibitory promiscuity - 0.9677 96.77%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6115 61.15%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9079 90.79%
Skin irritation - 0.5622 56.22%
Skin corrosion - 0.9226 92.26%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.7000 70.00%
Hepatotoxicity + 0.5198 51.98%
skin sensitisation - 0.7947 79.47%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.5356 53.56%
Acute Oral Toxicity (c) IV 0.6236 62.36%
Estrogen receptor binding + 0.7594 75.94%
Androgen receptor binding + 0.7350 73.50%
Thyroid receptor binding - 0.6814 68.14%
Glucocorticoid receptor binding + 0.6998 69.98%
Aromatase binding + 0.6649 66.49%
PPAR gamma + 0.7652 76.52%
Honey bee toxicity - 0.7082 70.82%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9872 98.72%

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 96.24% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.65% 95.56%
CHEMBL2581 P07339 Cathepsin D 90.85% 98.95%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.83% 97.36%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.05% 99.23%
CHEMBL221 P23219 Cyclooxygenase-1 87.34% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.92% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.86% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 85.83% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.90% 95.89%
CHEMBL1951 P21397 Monoamine oxidase A 84.19% 91.49%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.49% 93.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.33% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.83% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.61% 93.04%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.79% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 80.41% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.33% 94.00%

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 101664546
LOTUS LTS0060325
wikiData Q105325455