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[(2R,3R,4S,5S,6R)-2-[[(1S,2R,3R,5S,8R,9S,10R,13R,14R,17S)-17-[(E,2R)-6-hydroperoxy-2-hydroxy-6-methylhept-4-en-2-yl]-1,2-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] acetate

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 d194a905-de7e-4ad6-b863-16cf4e053029
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2R,3R,4S,5S,6R)-2-[[(1S,2R,3R,5S,8R,9S,10R,13R,14R,17S)-17-[(E,2R)-6-hydroperoxy-2-hydroxy-6-methylhept-4-en-2-yl]-1,2-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] acetate
SMILES (Canonical) CC(=O)OC1C(C(C(OC1OC2C(C(C3(C4CCC5C(CCC5(C4(CCC3C2(C)C)C)C)C(C)(CC=CC(C)(C)OO)O)C)O)O)CO)O)O
SMILES (Isomeric) CC(=O)O[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1O[C@H]2[C@@H]([C@H]([C@@]3([C@H]4CC[C@@H]5[C@H](CC[C@]5([C@@]4(CC[C@H]3C2(C)C)C)C)[C@@](C)(C/C=C/C(C)(C)OO)O)C)O)O)CO)O)O
InChI InChI=1S/C38H64O12/c1-20(40)47-29-27(42)26(41)23(19-39)48-32(29)49-31-28(43)30(44)38(9)24(34(31,4)5)14-18-36(7)25(38)12-11-21-22(13-17-35(21,36)6)37(8,45)16-10-15-33(2,3)50-46/h10,15,21-32,39,41-46H,11-14,16-19H2,1-9H3/b15-10+/t21-,22+,23-,24+,25+,26-,27+,28-,29-,30-,31+,32+,35-,36-,37-,38+/m1/s1
InChI Key PULMDQGNDFPSTM-QJRRRFOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H64O12
Molecular Weight 712.90 g/mol
Exact Mass 712.43977747 g/mol
Topological Polar Surface Area (TPSA) 196.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 3.33
H-Bond Acceptor 12
H-Bond Donor 7
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-[[(1S,2R,3R,5S,8R,9S,10R,13R,14R,17S)-17-[(E,2R)-6-hydroperoxy-2-hydroxy-6-methylhept-4-en-2-yl]-1,2-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7795 77.95%
Caco-2 - 0.8739 87.39%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7391 73.91%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7876 78.76%
OATP1B3 inhibitior + 0.8847 88.47%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7792 77.92%
BSEP inhibitior + 0.5915 59.15%
P-glycoprotein inhibitior + 0.7878 78.78%
P-glycoprotein substrate - 0.5997 59.97%
CYP3A4 substrate + 0.7168 71.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8835 88.35%
CYP3A4 inhibition - 0.8297 82.97%
CYP2C9 inhibition - 0.8300 83.00%
CYP2C19 inhibition - 0.8559 85.59%
CYP2D6 inhibition - 0.9437 94.37%
CYP1A2 inhibition - 0.8037 80.37%
CYP2C8 inhibition + 0.6088 60.88%
CYP inhibitory promiscuity - 0.9343 93.43%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7049 70.49%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.9133 91.33%
Skin irritation - 0.6153 61.53%
Skin corrosion - 0.9277 92.77%
Ames mutagenesis - 0.6454 64.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6923 69.23%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.6489 64.89%
skin sensitisation - 0.8874 88.74%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.7469 74.69%
Acute Oral Toxicity (c) III 0.4426 44.26%
Estrogen receptor binding + 0.6983 69.83%
Androgen receptor binding + 0.7436 74.36%
Thyroid receptor binding - 0.5469 54.69%
Glucocorticoid receptor binding + 0.7100 71.00%
Aromatase binding + 0.7158 71.58%
PPAR gamma + 0.7274 72.74%
Honey bee toxicity - 0.6416 64.16%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9547 95.47%

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 98.81% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.42% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.83% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.81% 97.25%
CHEMBL2581 P07339 Cathepsin D 92.11% 98.95%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 91.01% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.28% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.71% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.71% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.00% 95.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.34% 100.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.84% 89.34%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.90% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.63% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.52% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 80.86% 97.79%
CHEMBL3401 O75469 Pregnane X receptor 80.67% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.57% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.23% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.19% 91.07%
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.
Rhoiptelea chiliantha

Cross-Links

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PubChem 11802928
LOTUS LTS0065032
wikiData Q105215149