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(2R,3R,4S,5S,6R)-2-[[(1S,2R,3R,5S,8R,9S,10R,13R,14R,17S)-17-[(2R,5R)-2,5-dihydroxy-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 7a41053b-e078-4622-b86a-ee7bb963a8db
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,5R)-2,5-dihydroxy-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)
SMILES (Isomeric)
InChI InChI=1S/C36H62O10/c1-18(2)21(38)12-16-35(7,44)20-11-14-33(5)19(20)9-10-24-34(33,6)15-13-23-32(3,4)30(28(42)29(43)36(23,24)8)46-31-27(41)26(40)25(39)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 MFYBZVKJMFAPNF-BERCLPODSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H62O10
Molecular Weight 654.90 g/mol
Exact Mass 654.43429817 g/mol
Topological Polar Surface Area (TPSA) 180.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 2.27
H-Bond Acceptor 10
H-Bond Donor 8
Rotatable Bonds 8

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,5R)-2,5-dihydroxy-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 + 0.7993 79.93%
Caco-2 - 0.8555 85.55%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.6807 68.07%
OATP2B1 inhibitior - 0.7233 72.33%
OATP1B1 inhibitior + 0.8462 84.62%
OATP1B3 inhibitior + 0.8517 85.17%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7042 70.42%
BSEP inhibitior - 0.8572 85.72%
P-glycoprotein inhibitior + 0.7527 75.27%
P-glycoprotein substrate - 0.6000 60.00%
CYP3A4 substrate + 0.7025 70.25%
CYP2C9 substrate - 0.7890 78.90%
CYP2D6 substrate - 0.8406 84.06%
CYP3A4 inhibition - 0.8365 83.65%
CYP2C9 inhibition - 0.7654 76.54%
CYP2C19 inhibition - 0.8412 84.12%
CYP2D6 inhibition - 0.9339 93.39%
CYP1A2 inhibition - 0.8151 81.51%
CYP2C8 inhibition + 0.5827 58.27%
CYP inhibitory promiscuity - 0.8952 89.52%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7308 73.08%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9134 91.34%
Skin irritation - 0.5323 53.23%
Skin corrosion - 0.9428 94.28%
Ames mutagenesis - 0.6807 68.07%
Human Ether-a-go-go-Related Gene inhibition + 0.7096 70.96%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.5874 58.74%
skin sensitisation - 0.8861 88.61%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.6681 66.81%
Acute Oral Toxicity (c) I 0.4547 45.47%
Estrogen receptor binding + 0.6129 61.29%
Androgen receptor binding + 0.7567 75.67%
Thyroid receptor binding - 0.5676 56.76%
Glucocorticoid receptor binding - 0.4662 46.62%
Aromatase binding + 0.6683 66.83%
PPAR gamma + 0.6533 65.33%
Honey bee toxicity - 0.6318 63.18%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9714 97.14%

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 99.48% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.35% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.57% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.90% 97.09%
CHEMBL2581 P07339 Cathepsin D 95.01% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.34% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.07% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.78% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.46% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.27% 97.14%
CHEMBL2996 Q05655 Protein kinase C delta 87.10% 97.79%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.09% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.95% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.39% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.13% 92.94%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.12% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 82.01% 94.73%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.60% 91.03%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.40% 93.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.13% 93.04%
CHEMBL3524 P56524 Histone deacetylase 4 80.00% 92.97%

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 162894958
LOTUS LTS0268860
wikiData Q105163096