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(2R,3R,4S,5S,6R)-2-[[(1S,2R,3R,5S,8R,9S,10R,13R,14R,17S)-17-[(2R,5S)-5-hydroperoxy-2-hydroxy-6-methylhept-6-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]-6-(hydroxymethyl)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 6fd16c24-01c1-43df-b480-970758b54255
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-[(2R,5S)-5-hydroperoxy-2-hydroxy-6-methylhept-6-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]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(=C)C(CCC(C)(C1CCC2(C1CCC3C2(CCC4C3(C(C(C(C4(C)C)OC5C(C(C(C(O5)CO)O)O)O)O)O)C)C)C)O)OO
SMILES (Isomeric) CC(=C)[C@H](CC[C@](C)([C@H]1CC[C@@]2([C@@H]1CC[C@H]3[C@]2(CC[C@@H]4[C@@]3([C@@H]([C@H]([C@@H](C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)C)C)C)O)OO
InChI InChI=1S/C36H62O11/c1-18(2)21(47-44)12-16-35(7,43)20-11-14-33(5)19(20)9-10-24-34(33,6)15-13-23-32(3,4)30(28(41)29(42)36(23,24)8)46-31-27(40)26(39)25(38)22(17-37)45-31/h19-31,37-44H,1,9-17H2,2-8H3/t19-,20+,21+,22-,23+,24+,25-,26+,27-,28-,29-,30+,31+,33-,34-,35-,36+/m1/s1
InChI Key AKVGMEGERDBOEI-JWQDEMNDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H62O11
Molecular Weight 670.90 g/mol
Exact Mass 670.42921279 g/mol
Topological Polar Surface Area (TPSA) 190.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 2.76
H-Bond Acceptor 11
H-Bond Donor 8
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-[(2R,5S)-5-hydroperoxy-2-hydroxy-6-methylhept-6-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]-6-(hydroxymethyl)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 + 0.7700 77.00%
Caco-2 - 0.8633 86.33%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6290 62.90%
OATP2B1 inhibitior - 0.8630 86.30%
OATP1B1 inhibitior + 0.8431 84.31%
OATP1B3 inhibitior + 0.8864 88.64%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7042 70.42%
BSEP inhibitior - 0.8944 89.44%
P-glycoprotein inhibitior + 0.7514 75.14%
P-glycoprotein substrate - 0.5690 56.90%
CYP3A4 substrate + 0.7045 70.45%
CYP2C9 substrate - 0.7899 78.99%
CYP2D6 substrate - 0.8415 84.15%
CYP3A4 inhibition - 0.8377 83.77%
CYP2C9 inhibition - 0.7547 75.47%
CYP2C19 inhibition - 0.8039 80.39%
CYP2D6 inhibition - 0.9220 92.20%
CYP1A2 inhibition - 0.7824 78.24%
CYP2C8 inhibition + 0.6253 62.53%
CYP inhibitory promiscuity - 0.8841 88.41%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6970 69.70%
Eye corrosion - 0.9855 98.55%
Eye irritation - 0.9109 91.09%
Skin irritation - 0.5972 59.72%
Skin corrosion - 0.9236 92.36%
Ames mutagenesis - 0.6407 64.07%
Human Ether-a-go-go-Related Gene inhibition + 0.6666 66.66%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.6499 64.99%
skin sensitisation - 0.8597 85.97%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.7379 73.79%
Acute Oral Toxicity (c) III 0.4701 47.01%
Estrogen receptor binding + 0.5984 59.84%
Androgen receptor binding + 0.7658 76.58%
Thyroid receptor binding - 0.5862 58.62%
Glucocorticoid receptor binding + 0.5538 55.38%
Aromatase binding + 0.6625 66.25%
PPAR gamma + 0.6648 66.48%
Honey bee toxicity - 0.5909 59.09%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5000 50.00%
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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.27% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.24% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.89% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.49% 97.09%
CHEMBL1951 P21397 Monoamine oxidase A 94.35% 91.49%
CHEMBL2581 P07339 Cathepsin D 94.32% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.81% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.75% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 91.20% 97.79%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.42% 96.61%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.70% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.62% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.32% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.05% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.83% 100.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.39% 91.03%
CHEMBL233 P35372 Mu opioid receptor 82.93% 97.93%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.66% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.24% 94.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.23% 93.04%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.84% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.75% 92.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.23% 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.
Rhoiptelea chiliantha

Cross-Links

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PubChem 163031996
LOTUS LTS0156079
wikiData Q103818341