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(2S,3S,4S,5R,6R)-6-[[(2S,3R,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-4-carboxy-8a-[(2S,3R,4S,5S)-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-2,8-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-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 d94e81c0-ee0c-4f52-afa7-4e5a5c2e7861
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(2S,3R,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-4-carboxy-8a-[(2S,3R,4S,5S)-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-2,8-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-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/C52H80O25/c1-19-36(73-41-33(62)28(57)23(54)17-70-41)32(61)35(64)42(72-19)75-38-29(58)24(55)18-71-44(38)77-46(69)52-13-12-47(2,3)14-21(52)20-8-9-25-48(4)15-22(53)39(76-43-34(63)30(59)31(60)37(74-43)40(65)66)51(7,45(67)68)26(48)10-11-49(25,5)50(20,6)16-27(52)56/h8,19,21-39,41-44,53-64H,9-18H2,1-7H3,(H,65,66)(H,67,68)/t19-,21-,22-,23+,24-,25+,26+,27+,28-,29-,30-,31-,32-,33+,34+,35+,36-,37-,38+,39-,41-,42-,43-,44-,48+,49+,50+,51-,52+/m0/s1
InChI Key XBQCXFMLWNUHRQ-UNSWGCOXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C52H80O25
Molecular Weight 1105.20 g/mol
Exact Mass 1104.49886803 g/mol
Topological Polar Surface Area (TPSA) 408.00 Ų
XlogP -1.10
Atomic LogP (AlogP) -2.63
H-Bond Acceptor 23
H-Bond Donor 14
Rotatable Bonds 10

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,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-4-carboxy-8a-[(2S,3R,4S,5S)-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-2,8-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-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 + 0.8225 82.25%
Caco-2 - 0.8753 87.53%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8714 87.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7318 73.18%
OATP1B3 inhibitior - 0.2615 26.15%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5276 52.76%
BSEP inhibitior + 0.9091 90.91%
P-glycoprotein inhibitior + 0.7459 74.59%
P-glycoprotein substrate + 0.5811 58.11%
CYP3A4 substrate + 0.7280 72.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8786 87.86%
CYP3A4 inhibition - 0.9163 91.63%
CYP2C9 inhibition - 0.8819 88.19%
CYP2C19 inhibition - 0.9253 92.53%
CYP2D6 inhibition - 0.9443 94.43%
CYP1A2 inhibition - 0.9012 90.12%
CYP2C8 inhibition + 0.7591 75.91%
CYP inhibitory promiscuity - 0.9829 98.29%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5774 57.74%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.8997 89.97%
Skin irritation - 0.5887 58.87%
Skin corrosion - 0.9396 93.96%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7691 76.91%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.7444 74.44%
skin sensitisation - 0.8686 86.86%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.8096 80.96%
Acute Oral Toxicity (c) III 0.6362 63.62%
Estrogen receptor binding + 0.7783 77.83%
Androgen receptor binding + 0.7514 75.14%
Thyroid receptor binding + 0.6062 60.62%
Glucocorticoid receptor binding + 0.7822 78.22%
Aromatase binding + 0.6132 61.32%
PPAR gamma + 0.8281 82.81%
Honey bee toxicity - 0.6992 69.92%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9756 97.56%

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 98.80% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.59% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.17% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.25% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.50% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.64% 96.77%
CHEMBL340 P08684 Cytochrome P450 3A4 88.18% 91.19%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.93% 96.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.58% 93.00%
CHEMBL5028 O14672 ADAM10 84.39% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.07% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.97% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.72% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.16% 91.07%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 80.93% 87.67%
CHEMBL1937 Q92769 Histone deacetylase 2 80.83% 94.75%

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 arborea

Cross-Links

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PubChem 162914403
LOTUS LTS0006918
wikiData Q105324628