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[(2R,3S,4S,5R,6R)-6-[[(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]-3,4,5-trihydroxyoxan-2-yl]methyl 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 c7d3752a-a47f-410c-9ad4-195993423964
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2R,3S,4S,5R,6R)-6-[[(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]-3,4,5-trihydroxyoxan-2-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC1C(C(C(C(O1)OC2C(C(C3(C4CCC5C(CCC5(C4(CCC3C2(C)C)C)C)C(C)(CC=CC(C)(C)OO)O)C)O)O)O)O)O
SMILES (Isomeric) CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[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)O)O)O
InChI InChI=1S/C38H64O12/c1-20(39)47-19-23-26(40)27(41)28(42)32(48-23)49-31-29(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/h10,15,21-32,40-46H,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 AFPRGWMHYAOKFR-QJRRRFOYSA-N
Popularity 1 reference 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 3.40
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,3S,4S,5R,6R)-6-[[(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]-3,4,5-trihydroxyoxan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8086 80.86%
Caco-2 - 0.8742 87.42%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7527 75.27%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8098 80.98%
OATP1B3 inhibitior + 0.8990 89.90%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8542 85.42%
BSEP inhibitior + 0.7306 73.06%
P-glycoprotein inhibitior + 0.7793 77.93%
P-glycoprotein substrate - 0.6317 63.17%
CYP3A4 substrate + 0.7152 71.52%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8848 88.48%
CYP3A4 inhibition - 0.8732 87.32%
CYP2C9 inhibition - 0.8359 83.59%
CYP2C19 inhibition - 0.8367 83.67%
CYP2D6 inhibition - 0.9445 94.45%
CYP1A2 inhibition - 0.7967 79.67%
CYP2C8 inhibition + 0.6617 66.17%
CYP inhibitory promiscuity - 0.9299 92.99%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6958 69.58%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9151 91.51%
Skin irritation - 0.6020 60.20%
Skin corrosion - 0.9232 92.32%
Ames mutagenesis - 0.6254 62.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6701 67.01%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.6391 63.91%
skin sensitisation - 0.8751 87.51%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.7429 74.29%
Acute Oral Toxicity (c) III 0.3993 39.93%
Estrogen receptor binding + 0.7351 73.51%
Androgen receptor binding + 0.7377 73.77%
Thyroid receptor binding - 0.5434 54.34%
Glucocorticoid receptor binding + 0.7116 71.16%
Aromatase binding + 0.7025 70.25%
PPAR gamma + 0.6997 69.97%
Honey bee toxicity - 0.6781 67.81%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9745 97.45%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.29% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.68% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.50% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.11% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.55% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.98% 95.89%
CHEMBL2581 P07339 Cathepsin D 89.74% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.10% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.96% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.52% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.00% 100.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.83% 89.34%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.78% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 83.49% 94.73%
CHEMBL5028 O14672 ADAM10 83.11% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.33% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.25% 85.14%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.76% 93.04%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.92% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.40% 92.62%

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 10556765
LOTUS LTS0030883
wikiData Q104911400