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(2S,3R,4aS,6aR,6aS,6bR,8aR,10S,12aS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12-dodecahydropicene-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 38bf2d70-6f09-4e17-a6e6-a30bf13ee051
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3R,4aS,6aR,6aS,6bR,8aR,10S,12aS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12-dodecahydropicene-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H66O14/c1-37(2)24-10-13-42(7)25(9-8-20-21-16-40(5,36(51)52)26(45)17-38(21,3)14-15-41(20,42)6)39(24,4)12-11-27(37)55-35-33(31(49)29(47)23(19-44)54-35)56-34-32(50)30(48)28(46)22(18-43)53-34/h8-9,22-35,43-50H,10-19H2,1-7H3,(H,51,52)/t22-,23-,24+,25-,26-,27+,28-,29-,30+,31+,32-,33-,34+,35+,38+,39+,40+,41-,42-/m1/s1
InChI Key HLGNMVWYGGSSOB-IXRSUKFYSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C42H66O14
Molecular Weight 795.00 g/mol
Exact Mass 794.44525677 g/mol
Topological Polar Surface Area (TPSA) 236.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 1.77
H-Bond Acceptor 13
H-Bond Donor 9
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4aS,6aR,6aS,6bR,8aR,10S,12aS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12-dodecahydropicene-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 + 0.7891 78.91%
Caco-2 - 0.8836 88.36%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8567 85.67%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7861 78.61%
OATP1B3 inhibitior - 0.5700 57.00%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior - 0.6273 62.73%
P-glycoprotein inhibitior + 0.7538 75.38%
P-glycoprotein substrate - 0.7026 70.26%
CYP3A4 substrate + 0.7249 72.49%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8829 88.29%
CYP3A4 inhibition - 0.9300 93.00%
CYP2C9 inhibition - 0.8838 88.38%
CYP2C19 inhibition - 0.9101 91.01%
CYP2D6 inhibition - 0.9422 94.22%
CYP1A2 inhibition - 0.8933 89.33%
CYP2C8 inhibition + 0.6309 63.09%
CYP inhibitory promiscuity - 0.9668 96.68%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6254 62.54%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9121 91.21%
Skin irritation - 0.6103 61.03%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6587 65.87%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7198 71.98%
skin sensitisation - 0.8917 89.17%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7625 76.25%
Nephrotoxicity + 0.4587 45.87%
Acute Oral Toxicity (c) III 0.7945 79.45%
Estrogen receptor binding + 0.7560 75.60%
Androgen receptor binding + 0.7319 73.19%
Thyroid receptor binding - 0.6215 62.15%
Glucocorticoid receptor binding + 0.6365 63.65%
Aromatase binding + 0.6563 65.63%
PPAR gamma + 0.7384 73.84%
Honey bee toxicity - 0.7194 71.94%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6150 61.50%
Fish aquatic toxicity + 0.9411 94.11%

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 97.21% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.23% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 92.83% 90.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.51% 97.36%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.18% 96.21%
CHEMBL2581 P07339 Cathepsin D 87.64% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.59% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.52% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.40% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.91% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.22% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.93% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.90% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.84% 95.50%
CHEMBL5028 O14672 ADAM10 81.26% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.99% 99.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.96% 91.07%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.76% 93.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.55% 91.24%
CHEMBL5255 O00206 Toll-like receptor 4 80.10% 92.50%

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 echinata

Cross-Links

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PubChem 101037781
LOTUS LTS0253035
wikiData Q104389144