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(1R,3aS,5aR,5bR,7aR,8S,9R,11aR,11bR,13aR,13bR)-3a-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxycarbonyl-9-hydroxy-5a,5b,8,11a-tetramethyl-1-[(2S)-1-oxopropan-2-yl]-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-8-carboxylic acid

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 dec98925-cf77-4454-80a8-90277546d2bd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (1R,3aS,5aR,5bR,7aR,8S,9R,11aR,11bR,13aR,13bR)-3a-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxycarbonyl-9-hydroxy-5a,5b,8,11a-tetramethyl-1-[(2S)-1-oxopropan-2-yl]-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-8-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(C4C6CCC7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)C(=O)O)O)C)C(C)C=O)O)O)O)CO)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC(=O)[C@]45CC[C@H]([C@@H]4[C@H]6CC[C@@H]7[C@]8(CC[C@H]([C@@]([C@@H]8CC[C@]7([C@@]6(CC5)C)C)(C)C(=O)O)O)C)[C@H](C)C=O)O)O)O)CO)O)O)O
InChI InChI=1S/C48H76O20/c1-20(17-49)22-9-14-48(16-15-45(4)23(29(22)48)7-8-26-44(3)12-11-28(51)47(6,42(60)61)27(44)10-13-46(26,45)5)43(62)68-41-36(58)33(55)31(53)25(66-41)19-63-39-37(59)34(56)38(24(18-50)65-39)67-40-35(57)32(54)30(52)21(2)64-40/h17,20-41,50-59H,7-16,18-19H2,1-6H3,(H,60,61)/t20-,21+,22+,23-,24-,25-,26-,27-,28-,29-,30+,31-,32-,33+,34-,35-,36-,37-,38-,39-,40+,41+,44-,45-,46-,47+,48+/m1/s1
InChI Key STZMIAAUXCEHHG-YDBDGBFCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H76O20
Molecular Weight 973.10 g/mol
Exact Mass 972.49299481 g/mol
Topological Polar Surface Area (TPSA) 329.00 Ų
XlogP 0.60
Atomic LogP (AlogP) -0.65
H-Bond Acceptor 19
H-Bond Donor 11
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3aS,5aR,5bR,7aR,8S,9R,11aR,11bR,13aR,13bR)-3a-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxycarbonyl-9-hydroxy-5a,5b,8,11a-tetramethyl-1-[(2S)-1-oxopropan-2-yl]-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-8-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5565 55.65%
Caco-2 - 0.8833 88.33%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7463 74.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8567 85.67%
OATP1B3 inhibitior + 0.9221 92.21%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.9040 90.40%
P-glycoprotein inhibitior + 0.7431 74.31%
P-glycoprotein substrate + 0.6038 60.38%
CYP3A4 substrate + 0.7362 73.62%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8765 87.65%
CYP3A4 inhibition - 0.8921 89.21%
CYP2C9 inhibition - 0.9354 93.54%
CYP2C19 inhibition - 0.9210 92.10%
CYP2D6 inhibition - 0.9680 96.80%
CYP1A2 inhibition - 0.9269 92.69%
CYP2C8 inhibition + 0.7260 72.60%
CYP inhibitory promiscuity - 0.9836 98.36%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6927 69.27%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9063 90.63%
Skin irritation - 0.6303 63.03%
Skin corrosion - 0.9486 94.86%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7897 78.97%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7723 77.23%
skin sensitisation - 0.9543 95.43%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.9556 95.56%
Acute Oral Toxicity (c) I 0.6444 64.44%
Estrogen receptor binding + 0.8528 85.28%
Androgen receptor binding + 0.7526 75.26%
Thyroid receptor binding + 0.5237 52.37%
Glucocorticoid receptor binding + 0.7302 73.02%
Aromatase binding + 0.6373 63.73%
PPAR gamma + 0.8284 82.84%
Honey bee toxicity - 0.6197 61.97%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.8440 84.40%

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 97.32% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 93.98% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.72% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.91% 94.45%
CHEMBL4072 P07858 Cathepsin B 91.21% 93.67%
CHEMBL233 P35372 Mu opioid receptor 91.18% 97.93%
CHEMBL237 P41145 Kappa opioid receptor 90.67% 98.10%
CHEMBL2581 P07339 Cathepsin D 90.29% 98.95%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 90.27% 92.86%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.57% 95.89%
CHEMBL4302 P08183 P-glycoprotein 1 89.34% 92.98%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.04% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.57% 95.56%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.12% 96.38%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.97% 86.33%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 87.55% 96.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.02% 95.50%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 86.71% 97.86%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.37% 100.00%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 85.88% 91.83%
CHEMBL340 P08684 Cytochrome P450 3A4 85.86% 91.19%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 85.71% 92.32%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.44% 97.36%
CHEMBL2179 P04062 Beta-glucocerebrosidase 85.22% 85.31%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.09% 89.00%
CHEMBL5028 O14672 ADAM10 84.36% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 83.75% 92.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.66% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.66% 96.47%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.63% 95.83%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.48% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.19% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.51% 96.61%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.47% 93.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.45% 93.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.06% 98.75%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 81.85% 89.05%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.79% 97.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.75% 99.17%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.19% 82.50%

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.
Eleutherococcus senticosus

Cross-Links

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PubChem 11355104
LOTUS LTS0166723
wikiData Q105260709