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(2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8S,8aS,9S,12aS,14aR,14bR)-8,9-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol

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 28ceaedc-e97b-4443-baeb-d4d3d545e472
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8S,8aS,9S,12aS,14aR,14bR)-8,9-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C47H78O18/c1-42(2)14-22-21-8-9-27-44(5)12-11-30(43(3,4)26(44)10-13-45(27,6)46(21,7)16-29(51)47(22,20-48)28(50)15-42)65-41-38(59)35(56)33(54)25(64-41)19-62-40-37(58)34(55)32(53)24(63-40)18-61-39-36(57)31(52)23(49)17-60-39/h8,22-41,48-59H,9-20H2,1-7H3/t22-,23+,24+,25+,26-,27+,28-,29-,30-,31-,32+,33+,34-,35-,36+,37+,38+,39-,40+,41-,44-,45+,46+,47+/m0/s1
InChI Key XVDJGSUATAHRLH-HRSDFZDESA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C47H78O18
Molecular Weight 931.10 g/mol
Exact Mass 930.51881563 g/mol
Topological Polar Surface Area (TPSA) 298.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -0.81
H-Bond Acceptor 18
H-Bond Donor 12
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8S,8aS,9S,12aS,14aR,14bR)-8,9-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7084 70.84%
Caco-2 - 0.8892 88.92%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7876 78.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8117 81.17%
OATP1B3 inhibitior - 0.4367 43.67%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.7239 72.39%
P-glycoprotein inhibitior + 0.7452 74.52%
P-glycoprotein substrate - 0.6919 69.19%
CYP3A4 substrate + 0.7191 71.91%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9345 93.45%
CYP2C9 inhibition - 0.8819 88.19%
CYP2C19 inhibition - 0.8988 89.88%
CYP2D6 inhibition - 0.9401 94.01%
CYP1A2 inhibition - 0.8923 89.23%
CYP2C8 inhibition + 0.6637 66.37%
CYP inhibitory promiscuity - 0.9600 96.00%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6252 62.52%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9065 90.65%
Skin irritation - 0.6425 64.25%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7697 76.97%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.8583 85.83%
skin sensitisation - 0.8896 88.96%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7750 77.50%
Nephrotoxicity - 0.8869 88.69%
Acute Oral Toxicity (c) III 0.7434 74.34%
Estrogen receptor binding + 0.8000 80.00%
Androgen receptor binding + 0.7279 72.79%
Thyroid receptor binding - 0.5191 51.91%
Glucocorticoid receptor binding + 0.6624 66.24%
Aromatase binding + 0.6431 64.31%
PPAR gamma + 0.7828 78.28%
Honey bee toxicity - 0.7249 72.49%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6050 60.50%
Fish aquatic toxicity + 0.9174 91.74%

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 98.11% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.71% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.06% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.11% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 92.88% 95.93%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.84% 96.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.95% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.01% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.14% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.65% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.15% 96.61%
CHEMBL5957 P21589 5'-nucleotidase 84.81% 97.78%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.41% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 84.30% 90.17%
CHEMBL2581 P07339 Cathepsin D 83.38% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.26% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.37% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.54% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.32% 92.94%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.32% 95.50%
CHEMBL5028 O14672 ADAM10 80.04% 97.50%

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.
Gymnema sylvestre
Jasminanthes mucronata

Cross-Links

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PubChem 102062664
LOTUS LTS0046320
wikiData Q105342795