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(2S,3S,4S,5R,6R)-6-[[(2S,3R,4aR,6aR,6bS,8aR,11S,12aS,14aR,14bR)-8a-carboxy-2-hydroxy-4,4,6a,6b,11,14b-hexamethyl-11-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-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 ff15860d-cd0d-479b-aa0c-a04d48ca4fd0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(2S,3R,4aR,6aR,6bS,8aR,11S,12aS,14aR,14bR)-8a-carboxy-2-hydroxy-4,4,6a,6b,11,14b-hexamethyl-11-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H66O16/c1-37(2)23-9-10-41(6)24(39(23,4)16-21(44)32(37)58-35-30(50)27(47)28(48)31(57-35)33(51)52)8-7-19-20-15-38(3,11-13-42(20,36(53)54)14-12-40(19,41)5)18-55-34-29(49)26(46)25(45)22(17-43)56-34/h7,20-32,34-35,43-50H,8-18H2,1-6H3,(H,51,52)(H,53,54)/t20-,21-,22+,23-,24+,25+,26-,27-,28-,29+,30+,31-,32-,34+,35-,38-,39-,40+,41+,42-/m0/s1
InChI Key XQXXTKSQPVZEGC-JSQGPTCJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H66O16
Molecular Weight 827.00 g/mol
Exact Mass 826.43508601 g/mol
Topological Polar Surface Area (TPSA) 273.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 0.92
H-Bond Acceptor 14
H-Bond Donor 10
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-[[(2S,3R,4aR,6aR,6bS,8aR,11S,12aS,14aR,14bR)-8a-carboxy-2-hydroxy-4,4,6a,6b,11,14b-hexamethyl-11-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-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 + 0.7601 76.01%
Caco-2 - 0.8807 88.07%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8096 80.96%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.5531 55.31%
P-glycoprotein inhibitior + 0.7452 74.52%
P-glycoprotein substrate - 0.6827 68.27%
CYP3A4 substrate + 0.7076 70.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.8310 83.10%
CYP2C9 inhibition - 0.8704 87.04%
CYP2C19 inhibition - 0.9216 92.16%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.9009 90.09%
CYP2C8 inhibition + 0.7343 73.43%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9063 90.63%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.9200 92.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6656 66.56%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8151 81.51%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.5627 56.27%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7283 72.83%
Androgen receptor binding + 0.7395 73.95%
Thyroid receptor binding - 0.6091 60.91%
Glucocorticoid receptor binding + 0.6782 67.82%
Aromatase binding + 0.6447 64.47%
PPAR gamma + 0.7462 74.62%
Honey bee toxicity - 0.7199 71.99%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6655 66.55%
Fish aquatic toxicity + 0.9585 95.85%

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 98.45% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.03% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.43% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.21% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.93% 94.45%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.48% 96.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.22% 95.89%
CHEMBL2581 P07339 Cathepsin D 84.78% 98.95%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.50% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.40% 86.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.38% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 83.18% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.15% 100.00%
CHEMBL5028 O14672 ADAM10 83.01% 97.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.97% 93.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.56% 94.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.49% 91.07%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.36% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.26% 99.17%

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.
Medicago arabica

Cross-Links

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PubChem 163045154
LOTUS LTS0158405
wikiData Q105340212