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(2S,3S,4S,5R,6S)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9R,12aS,14aR,14bR)-9-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-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 311a7fd3-5fbf-4d8d-99df-1c8c6fa35258
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6S)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9R,12aS,14aR,14bR)-9-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C47H76O17/c1-22-29(50)30(51)33(54)38(60-22)64-35-32(53)31(52)34(37(56)57)63-39(35)61-27-12-13-43(5)25(44(27,6)19-48)11-14-46(8)26(43)10-9-23-24-17-41(2,3)18-28(42(24,4)15-16-45(23,46)7)62-40-36(55)47(58,20-49)21-59-40/h9,22,24-36,38-40,48-55,58H,10-21H2,1-8H3,(H,56,57)/t22-,24-,25+,26+,27-,28+,29-,30+,31-,32-,33+,34-,35+,36-,38-,39-,40-,42+,43-,44+,45+,46+,47+/m0/s1
InChI Key NHBHTGIAKLVYPA-FZQNUQNYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C47H76O17
Molecular Weight 913.10 g/mol
Exact Mass 912.50825095 g/mol
Topological Polar Surface Area (TPSA) 275.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 1.35
H-Bond Acceptor 16
H-Bond Donor 10
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6S)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9R,12aS,14aR,14bR)-9-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-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 + 0.8593 85.93%
Caco-2 - 0.8971 89.71%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8538 85.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8538 85.38%
OATP1B3 inhibitior - 0.2138 21.38%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.8159 81.59%
P-glycoprotein inhibitior + 0.7563 75.63%
P-glycoprotein substrate - 0.5450 54.50%
CYP3A4 substrate + 0.7260 72.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8856 88.56%
CYP3A4 inhibition - 0.9081 90.81%
CYP2C9 inhibition - 0.8652 86.52%
CYP2C19 inhibition - 0.9198 91.98%
CYP2D6 inhibition - 0.9299 92.99%
CYP1A2 inhibition - 0.9086 90.86%
CYP2C8 inhibition + 0.7754 77.54%
CYP inhibitory promiscuity - 0.9357 93.57%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5124 51.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9064 90.64%
Skin irritation - 0.5174 51.74%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6904 69.04%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.9021 90.21%
Respiratory toxicity - 0.6444 64.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.7027 70.27%
Acute Oral Toxicity (c) III 0.6216 62.16%
Estrogen receptor binding + 0.7805 78.05%
Androgen receptor binding + 0.7359 73.59%
Thyroid receptor binding - 0.5439 54.39%
Glucocorticoid receptor binding + 0.7435 74.35%
Aromatase binding + 0.6558 65.58%
PPAR gamma + 0.8009 80.09%
Honey bee toxicity - 0.7207 72.07%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9565 95.65%

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
CHEMBL3714130 P46095 G-protein coupled receptor 6 98.18% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.92% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.26% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 93.64% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.80% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.57% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.76% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.37% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.53% 94.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.56% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.00% 96.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.93% 93.00%
CHEMBL226 P30542 Adenosine A1 receptor 84.37% 95.93%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 83.21% 87.67%
CHEMBL2581 P07339 Cathepsin D 81.30% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.15% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.44% 95.89%
CHEMBL5028 O14672 ADAM10 80.43% 97.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.35% 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.
Astragalus caprinus

Cross-Links

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PubChem 163043877
LOTUS LTS0065401
wikiData Q105179281