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[(2R,3S,4S,5R,6R)-6-[[(1S,2R,3R,5S,8R,9S,10R,13R,14R,17S)-1,2-dihydroxy-17-[(E,2R)-2-hydroxy-6-methylhept-4-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]-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 0f5c5049-d17a-42ce-85ec-2fab9adc1f50
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)-1,2-dihydroxy-17-[(E,2R)-2-hydroxy-6-methylhept-4-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]-3,4,5-trihydroxyoxan-2-yl]methyl 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(30(43)31(44)38(25,26)9)48-33-29(42)28(41)27(40)24(47-33)19-46-21(3)39/h10-11,20,22-33,40-45H,12-19H2,1-9H3/b11-10+/t22-,23+,24-,25+,26+,27-,28+,29-,30-,31-,32+,33+,35-,36-,37-,38+/m1/s1
InChI Key CDHJFTLVQRCCGE-YWIJOTENSA-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 4.80
Atomic LogP (AlogP) 3.72
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 8

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)-1,2-dihydroxy-17-[(E,2R)-2-hydroxy-6-methylhept-4-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]-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 + 0.8376 83.76%
Caco-2 - 0.8672 86.72%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8063 80.63%
OATP2B1 inhibitior - 0.8647 86.47%
OATP1B1 inhibitior + 0.8120 81.20%
OATP1B3 inhibitior + 0.8766 87.66%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8292 82.92%
BSEP inhibitior + 0.7894 78.94%
P-glycoprotein inhibitior + 0.7782 77.82%
P-glycoprotein substrate - 0.6551 65.51%
CYP3A4 substrate + 0.6983 69.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8891 88.91%
CYP3A4 inhibition - 0.8722 87.22%
CYP2C9 inhibition - 0.8559 85.59%
CYP2C19 inhibition - 0.8751 87.51%
CYP2D6 inhibition - 0.9560 95.60%
CYP1A2 inhibition - 0.8354 83.54%
CYP2C8 inhibition + 0.5817 58.17%
CYP inhibitory promiscuity - 0.9407 94.07%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7255 72.55%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.9174 91.74%
Skin irritation - 0.5520 55.20%
Skin corrosion - 0.9475 94.75%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7451 74.51%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6550 65.50%
skin sensitisation - 0.9060 90.60%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.7597 75.97%
Acute Oral Toxicity (c) I 0.4844 48.44%
Estrogen receptor binding + 0.7093 70.93%
Androgen receptor binding + 0.7527 75.27%
Thyroid receptor binding - 0.5467 54.67%
Glucocorticoid receptor binding + 0.6944 69.44%
Aromatase binding + 0.6996 69.96%
PPAR gamma + 0.6892 68.92%
Honey bee toxicity - 0.6695 66.95%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9699 96.99%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.69% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.07% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.96% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.72% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.70% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.79% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.78% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.52% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.21% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.33% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.25% 96.77%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.54% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.51% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 85.51% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.42% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.08% 97.09%
CHEMBL2179 P04062 Beta-glucocerebrosidase 84.30% 85.31%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.29% 99.17%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.12% 95.71%
CHEMBL5028 O14672 ADAM10 83.53% 97.50%
CHEMBL2535 P11166 Glucose transporter 82.48% 98.75%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.98% 82.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.96% 93.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.95% 97.14%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.26% 93.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.81% 94.33%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.42% 100.00%

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 100953197
LOTUS LTS0009395
wikiData Q104954465