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(2S,3S,4S,5R,6R)-6-[[2-carboxy-10-[(2R,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy-11-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12-dodecahydropicen-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 5877441e-32be-44e4-b368-d26d9eb286d2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[2-carboxy-10-[(2R,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy-11-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12-dodecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC1(C2CCC3(C(C2(CC(C1OC4C(C(C(C(O4)C(=O)O)O)O)O)O)C)C=CC5=C6CC(C(CC6(CCC53C)C)OC7C(C(C(C(O7)C(=O)O)O)O)O)(C)C(=O)O)C)C
SMILES (Isomeric) CC1(C2CCC3(C(C2(CC(C1O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O)O)O)O)C)C=CC5=C6CC(C(CC6(CCC53C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)O)O)O)O)(C)C(=O)O)C)C
InChI InChI=1S/C42H62O17/c1-37(2)20-10-11-42(7)21(39(20,4)15-19(43)31(37)59-35-28(49)24(45)26(47)30(58-35)33(52)53)9-8-17-18-14-40(5,36(54)55)22(16-38(18,3)12-13-41(17,42)6)56-34-27(48)23(44)25(46)29(57-34)32(50)51/h8-9,19-31,34-35,43-49H,10-16H2,1-7H3,(H,50,51)(H,52,53)(H,54,55)/t19?,20?,21?,22?,23-,24-,25-,26-,27+,28+,29-,30-,31?,34+,35-,38?,39?,40?,41?,42?/m0/s1
InChI Key LKBVWZAHWLLJRO-IAPCRSCMSA-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) 290.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 0.93
H-Bond Acceptor 14
H-Bond Donor 10
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-[[2-carboxy-10-[(2R,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy-11-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12-dodecahydropicen-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 + 0.8930 89.30%
Caco-2 - 0.8695 86.95%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8083 80.83%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8245 82.45%
OATP1B3 inhibitior - 0.2824 28.24%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5179 51.79%
BSEP inhibitior - 0.4715 47.15%
P-glycoprotein inhibitior + 0.7487 74.87%
P-glycoprotein substrate - 0.6371 63.71%
CYP3A4 substrate + 0.7153 71.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8837 88.37%
CYP3A4 inhibition - 0.7383 73.83%
CYP2C9 inhibition - 0.8875 88.75%
CYP2C19 inhibition - 0.9224 92.24%
CYP2D6 inhibition - 0.9442 94.42%
CYP1A2 inhibition - 0.9036 90.36%
CYP2C8 inhibition + 0.7072 70.72%
CYP inhibitory promiscuity - 0.9736 97.36%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5990 59.90%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9047 90.47%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9225 92.25%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7186 71.86%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.5552 55.52%
skin sensitisation - 0.8190 81.90%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.6720 67.20%
Acute Oral Toxicity (c) IV 0.4944 49.44%
Estrogen receptor binding + 0.7242 72.42%
Androgen receptor binding + 0.7385 73.85%
Thyroid receptor binding - 0.5558 55.58%
Glucocorticoid receptor binding + 0.7068 70.68%
Aromatase binding + 0.6282 62.82%
PPAR gamma + 0.7610 76.10%
Honey bee toxicity - 0.7503 75.03%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9830 98.30%

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 97.64% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.41% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.30% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 92.25% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.21% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.59% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.92% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.67% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.77% 93.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.06% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 82.81% 90.17%
CHEMBL2581 P07339 Cathepsin D 82.48% 98.95%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.19% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.53% 97.09%

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 uralensis
Glycyrrhiza yunnanensis

Cross-Links

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PubChem 5317770
NPASS NPC155067