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(2S,3S,4S,5R,6R)-6-[(2R,3R,4S,5S,6S)-2-[[(3S,4S,6aR,8aS,11S,14bR)-11-carboxy-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 d966c418-821f-47b6-8933-cbf7ebde6f33
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,6aR,8aS,11S,14bR)-11-carboxy-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/C42H64O16/c1-37-13-14-38(2,36(53)54)17-20(37)19-7-8-22-39(3)11-10-23(40(4,18-43)21(39)9-12-42(22,6)41(19,5)16-15-37)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/h7,20-31,34-35,43-48H,8-18H2,1-6H3,(H,49,50)(H,51,52)(H,53,54)/t20?,21?,22?,23-,24-,25-,26-,27-,28+,29-,30-,31+,34-,35+,37+,38-,39-,40+,41?,42+/m0/s1
InChI Key SLWCVFLNZDOMEZ-PDZCEQESSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H64O16
Molecular Weight 824.90 g/mol
Exact Mass 824.41943595 g/mol
Topological Polar Surface Area (TPSA) 270.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 2.04
H-Bond Acceptor 13
H-Bond Donor 9
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,6aR,8aS,11S,14bR)-11-carboxy-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 + 0.7397 73.97%
Caco-2 - 0.8871 88.71%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8725 87.25%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8406 84.06%
OATP1B3 inhibitior - 0.3693 36.93%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5952 59.52%
BSEP inhibitior + 0.6519 65.19%
P-glycoprotein inhibitior + 0.7574 75.74%
P-glycoprotein substrate - 0.7288 72.88%
CYP3A4 substrate + 0.7116 71.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
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 + 0.7306 73.06%
CYP inhibitory promiscuity - 0.9470 94.70%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6339 63.39%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9096 90.96%
Skin irritation - 0.5141 51.41%
Skin corrosion - 0.9466 94.66%
Ames mutagenesis - 0.8800 88.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6480 64.80%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.9282 92.82%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity + 0.6518 65.18%
Acute Oral Toxicity (c) III 0.6826 68.26%
Estrogen receptor binding + 0.7715 77.15%
Androgen receptor binding + 0.7286 72.86%
Thyroid receptor binding - 0.7432 74.32%
Glucocorticoid receptor binding + 0.6808 68.08%
Aromatase binding + 0.6467 64.67%
PPAR gamma + 0.7557 75.57%
Honey bee toxicity - 0.7515 75.15%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5900 59.00%
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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.56% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.19% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.29% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.57% 95.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.25% 97.36%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.59% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 85.28% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.20% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.72% 92.62%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.43% 94.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.40% 93.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.90% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.59% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.18% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.93% 99.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.14% 96.77%

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

Cross-Links

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PubChem 6325532
NPASS NPC33776