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(2R,3R,4R,5S,6S)-6-[[(3R,4S,4aS,6aR,6aR,6bS,8aR,12aR,14aR,14bS)-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-8a-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,6a,7,8,9,10,12,12a,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 89f37558-2750-41b6-a0a5-34658ae6e5be
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2R,3R,4R,5S,6S)-6-[[(3R,4S,4aS,6aR,6aR,6bS,8aR,12aR,14aR,14bS)-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-8a-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,6a,7,8,9,10,12,12a,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H66O15/c1-37(2)13-15-42(36(53)57-34-30(49)27(46)26(45)22(18-43)54-34)16-14-40(5)20(21(42)17-37)7-8-24-38(3)11-10-25(39(4,19-44)23(38)9-12-41(24,40)6)55-35-31(50)28(47)29(48)32(56-35)33(51)52/h7-8,20-32,34-35,43-50H,9-19H2,1-6H3,(H,51,52)/t20-,21-,22+,23+,24-,25-,26+,27-,28-,29-,30+,31+,32-,34-,35+,38+,39-,40+,41-,42-/m1/s1
InChI Key LMRQXKMZNCUUMD-UJOKDJDFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H66O15
Molecular Weight 811.00 g/mol
Exact Mass 810.44017139 g/mol
Topological Polar Surface Area (TPSA) 253.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 1.24
H-Bond Acceptor 14
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 (2R,3R,4R,5S,6S)-6-[[(3R,4S,4aS,6aR,6aR,6bS,8aR,12aR,14aR,14bS)-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-8a-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,6a,7,8,9,10,12,12a,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 - 0.5000 50.00%
Caco-2 - 0.8808 88.08%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8555 85.55%
OATP2B1 inhibitior - 0.8723 87.23%
OATP1B1 inhibitior + 0.8388 83.88%
OATP1B3 inhibitior - 0.2628 26.28%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior - 0.6664 66.64%
P-glycoprotein inhibitior + 0.7536 75.36%
P-glycoprotein substrate - 0.6838 68.38%
CYP3A4 substrate + 0.7246 72.46%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8752 87.52%
CYP3A4 inhibition - 0.8909 89.09%
CYP2C9 inhibition - 0.8997 89.97%
CYP2C19 inhibition - 0.9006 90.06%
CYP2D6 inhibition - 0.9629 96.29%
CYP1A2 inhibition - 0.9065 90.65%
CYP2C8 inhibition + 0.7285 72.85%
CYP inhibitory promiscuity - 0.9710 97.10%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6832 68.32%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9078 90.78%
Skin irritation - 0.7158 71.58%
Skin corrosion - 0.9523 95.23%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6786 67.86%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.6748 67.48%
skin sensitisation - 0.9306 93.06%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.8402 84.02%
Acute Oral Toxicity (c) III 0.6541 65.41%
Estrogen receptor binding + 0.7046 70.46%
Androgen receptor binding + 0.7397 73.97%
Thyroid receptor binding - 0.5772 57.72%
Glucocorticoid receptor binding + 0.6769 67.69%
Aromatase binding + 0.6054 60.54%
PPAR gamma + 0.7483 74.83%
Honey bee toxicity - 0.6960 69.60%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9575 95.75%

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 94.45% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.30% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.30% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.52% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.26% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.28% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.94% 95.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.98% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.83% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.42% 91.07%
CHEMBL4302 P08183 P-glycoprotein 1 83.18% 92.98%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.01% 89.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.10% 95.50%
CHEMBL5028 O14672 ADAM10 81.91% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.72% 99.17%
CHEMBL5255 O00206 Toll-like receptor 4 81.65% 92.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.63% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.60% 95.89%

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.
Galium rivale

Cross-Links

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PubChem 162920170
LOTUS LTS0129298
wikiData Q105154127