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(2R,3R,4S,5S,6R)-2-[[(1S,2S,4S,5R,8R,9R,10S,13S,14R,17S,18R,19S,20R)-2-hydroxy-9-(hydroxymethyl)-4,5,9,13,19,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-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 dc13e905-edd9-4f34-ace9-a95a20b01b29
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(1S,2S,4S,5R,8R,9R,10S,13S,14R,17S,18R,19S,20R)-2-hydroxy-9-(hydroxymethyl)-4,5,9,13,19,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1CCC23COC4(C2C1C)C=CC5C6(CCC(C(C6CCC5(C4(CC3O)C)C)(C)CO)OC7C(C(C(C(O7)CO)O)O)O)C
SMILES (Isomeric) C[C@@H]1CC[C@@]23CO[C@]4([C@@H]2[C@H]1C)C=C[C@@H]5[C@]6(CC[C@@H]([C@@]([C@@H]6CC[C@]5([C@@]4(C[C@@H]3O)C)C)(C)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C
InChI InChI=1S/C36H58O9/c1-19-7-13-35-18-43-36(29(35)20(19)2)14-9-23-31(3)11-10-25(45-30-28(42)27(41)26(40)21(16-37)44-30)32(4,17-38)22(31)8-12-33(23,5)34(36,6)15-24(35)39/h9,14,19-30,37-42H,7-8,10-13,15-18H2,1-6H3/t19-,20+,21-,22-,23-,24+,25+,26-,27+,28-,29-,30+,31+,32+,33-,34+,35+,36+/m1/s1
InChI Key VUCRNMXCNYYYTG-XJYSSFHJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C36H58O9
Molecular Weight 634.80 g/mol
Exact Mass 634.40808342 g/mol
Topological Polar Surface Area (TPSA) 149.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 2.78
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 4

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,2S,4S,5R,8R,9R,10S,13S,14R,17S,18R,19S,20R)-2-hydroxy-9-(hydroxymethyl)-4,5,9,13,19,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-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 + 0.5788 57.88%
Caco-2 - 0.8408 84.08%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6011 60.11%
OATP2B1 inhibitior - 0.7208 72.08%
OATP1B1 inhibitior + 0.8523 85.23%
OATP1B3 inhibitior + 0.9380 93.80%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior - 0.8125 81.25%
P-glycoprotein inhibitior + 0.7175 71.75%
P-glycoprotein substrate - 0.5341 53.41%
CYP3A4 substrate + 0.7283 72.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8287 82.87%
CYP3A4 inhibition - 0.9502 95.02%
CYP2C9 inhibition - 0.9048 90.48%
CYP2C19 inhibition - 0.8767 87.67%
CYP2D6 inhibition - 0.9511 95.11%
CYP1A2 inhibition - 0.9104 91.04%
CYP2C8 inhibition + 0.6768 67.68%
CYP inhibitory promiscuity - 0.9498 94.98%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6234 62.34%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9230 92.30%
Skin irritation - 0.6247 62.47%
Skin corrosion - 0.9466 94.66%
Ames mutagenesis - 0.6770 67.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7874 78.74%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.6383 63.83%
skin sensitisation - 0.9266 92.66%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.5951 59.51%
Acute Oral Toxicity (c) I 0.7917 79.17%
Estrogen receptor binding + 0.5676 56.76%
Androgen receptor binding + 0.7603 76.03%
Thyroid receptor binding - 0.5394 53.94%
Glucocorticoid receptor binding + 0.5977 59.77%
Aromatase binding + 0.6325 63.25%
PPAR gamma + 0.6447 64.47%
Honey bee toxicity - 0.7025 70.25%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.8868 88.68%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.59% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.49% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.74% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.51% 97.36%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.90% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.42% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.32% 95.50%
CHEMBL226 P30542 Adenosine A1 receptor 86.63% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.57% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.03% 97.25%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.57% 92.94%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.00% 82.69%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.78% 89.05%
CHEMBL2243 O00519 Anandamide amidohydrolase 82.50% 97.53%
CHEMBL259 P32245 Melanocortin receptor 4 82.13% 95.38%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 81.86% 97.47%
CHEMBL2581 P07339 Cathepsin D 81.51% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.71% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.68% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.53% 96.61%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.04% 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.
Melissa officinalis

Cross-Links

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PubChem 24763319
LOTUS LTS0118089
wikiData Q105293207