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[(2R,3R,4S,5S,6R)-2-[[(1S,2R,3R,5S,8R,9S,10R,13R,14R,17S)-1,2-dihydroxy-17-[(2R)-2-hydroxy-6-methylhept-6-en-2-yl]-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 79f744a2-482d-4df8-8bdc-c5c602fe2a79
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)-1,2-dihydroxy-17-[(2R)-2-hydroxy-6-methylhept-6-en-2-yl]-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)
SMILES (Isomeric)
InChI InChI=1S/C38H64O10/c1-20(2)11-10-16-37(8,45)23-14-17-35(6)22(23)12-13-26-36(35,7)18-15-25-34(4,5)32(29(43)31(44)38(25,26)9)48-33-30(46-21(3)40)28(42)27(41)24(19-39)47-33/h22-33,39,41-45H,1,10-19H2,2-9H3/t22-,23+,24-,25+,26+,27-,28+,29-,30-,31-,32+,33+,35-,36-,37-,38+/m1/s1
InChI Key JFRNKEDBZFVDMC-IPFLRGSJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C38H64O10
Molecular Weight 680.90 g/mol
Exact Mass 680.44994823 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP 5.70
Atomic LogP (AlogP) 3.87
H-Bond Acceptor 10
H-Bond Donor 6
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)-1,2-dihydroxy-17-[(2R)-2-hydroxy-6-methylhept-6-en-2-yl]-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 + 0.8577 85.77%
Caco-2 - 0.8691 86.91%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7863 78.63%
OATP2B1 inhibitior - 0.8631 86.31%
OATP1B1 inhibitior + 0.7948 79.48%
OATP1B3 inhibitior + 0.8061 80.61%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7318 73.18%
BSEP inhibitior - 0.6709 67.09%
P-glycoprotein inhibitior + 0.7821 78.21%
P-glycoprotein substrate - 0.6128 61.28%
CYP3A4 substrate + 0.7173 71.73%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8887 88.87%
CYP3A4 inhibition - 0.8229 82.29%
CYP2C9 inhibition - 0.7418 74.18%
CYP2C19 inhibition - 0.8450 84.50%
CYP2D6 inhibition - 0.9353 93.53%
CYP1A2 inhibition - 0.7982 79.82%
CYP2C8 inhibition + 0.5927 59.27%
CYP inhibitory promiscuity - 0.9145 91.45%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7335 73.35%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9143 91.43%
Skin irritation + 0.5221 52.21%
Skin corrosion - 0.9427 94.27%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7098 70.98%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6550 65.50%
skin sensitisation - 0.8895 88.95%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.7860 78.60%
Acute Oral Toxicity (c) III 0.5059 50.59%
Estrogen receptor binding + 0.6278 62.78%
Androgen receptor binding + 0.7493 74.93%
Thyroid receptor binding - 0.6095 60.95%
Glucocorticoid receptor binding + 0.6310 63.10%
Aromatase binding + 0.6952 69.52%
PPAR gamma + 0.6880 68.80%
Honey bee toxicity - 0.6657 66.57%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9799 97.99%

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 99.09% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.62% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.29% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.36% 94.45%
CHEMBL2581 P07339 Cathepsin D 95.93% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 94.77% 97.79%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.29% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.31% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.08% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.01% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.63% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 85.48% 92.50%
CHEMBL1951 P21397 Monoamine oxidase A 85.36% 91.49%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.31% 91.24%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.99% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.19% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.48% 95.89%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 83.09% 85.00%
CHEMBL3401 O75469 Pregnane X receptor 82.40% 94.73%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.81% 96.61%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.22% 93.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.47% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.15% 92.94%
CHEMBL5028 O14672 ADAM10 80.02% 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 100953194
LOTUS LTS0175279
wikiData Q105126862