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[(3R,4R,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-3-yl] (E)-2-methylbut-2-enoate

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 660795a7-173f-489a-8f90-b8d40819e373
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(3R,4R,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-3-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)C)O)O)O)O)C)CO)O
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@H]1[C@@H]([C@@]2([C@@H](C[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)CO)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)O)C)C)[C@@H]2CC1(C)C)C)O)CO)O
InChI InChI=1S/C59H96O25/c1-11-24(2)49(75)84-48-47(74)59(23-63)27(18-54(48,4)5)26-12-13-32-56(8)16-15-34(55(6,7)31(56)14-17-57(32,9)58(26,10)19-33(59)64)80-52-45(40(70)36(66)28(20-60)78-52)83-51-43(73)44(38(68)30(22-62)77-51)81-53-46(41(71)37(67)29(21-61)79-53)82-50-42(72)39(69)35(65)25(3)76-50/h11-12,25,27-48,50-53,60-74H,13-23H2,1-10H3/b24-11+/t25-,27-,28+,29+,30+,31-,32+,33+,34-,35-,36+,37-,38+,39+,40-,41-,42+,43+,44-,45+,46+,47-,48-,50-,51-,52-,53-,56-,57+,58+,59-/m0/s1
InChI Key GQFNDERMLMPBJO-FENNFEKESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C59H96O25
Molecular Weight 1205.40 g/mol
Exact Mass 1204.62406854 g/mol
Topological Polar Surface Area (TPSA) 404.00 Ų
XlogP 0.50
Atomic LogP (AlogP) -2.10
H-Bond Acceptor 25
H-Bond Donor 15
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3R,4R,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-3-yl] (E)-2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7891 78.91%
Caco-2 - 0.8695 86.95%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8567 85.67%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7378 73.78%
OATP1B3 inhibitior - 0.5700 57.00%
MATE1 inhibitior - 0.9212 92.12%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.9529 95.29%
P-glycoprotein inhibitior + 0.7446 74.46%
P-glycoprotein substrate - 0.5265 52.65%
CYP3A4 substrate + 0.7381 73.81%
CYP2C9 substrate - 0.8033 80.33%
CYP2D6 substrate - 0.8830 88.30%
CYP3A4 inhibition - 0.9300 93.00%
CYP2C9 inhibition - 0.8838 88.38%
CYP2C19 inhibition - 0.9101 91.01%
CYP2D6 inhibition - 0.9422 94.22%
CYP1A2 inhibition - 0.8933 89.33%
CYP2C8 inhibition + 0.7588 75.88%
CYP inhibitory promiscuity - 0.9668 96.68%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6254 62.54%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.8985 89.85%
Skin irritation - 0.6103 61.03%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.7978 79.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7947 79.47%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.8598 85.98%
skin sensitisation - 0.8917 89.17%
Respiratory toxicity - 0.6000 60.00%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7625 76.25%
Nephrotoxicity - 0.6942 69.42%
Acute Oral Toxicity (c) III 0.7945 79.45%
Estrogen receptor binding + 0.7658 76.58%
Androgen receptor binding + 0.7507 75.07%
Thyroid receptor binding + 0.6427 64.27%
Glucocorticoid receptor binding + 0.7853 78.53%
Aromatase binding + 0.6796 67.96%
PPAR gamma + 0.8196 81.96%
Honey bee toxicity - 0.6136 61.36%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9411 94.11%

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 98.91% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.43% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.78% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.08% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.15% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.49% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 88.68% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.61% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 88.44% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.32% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.80% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.75% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.46% 92.94%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.97% 91.24%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.56% 96.21%
CHEMBL2581 P07339 Cathepsin D 84.43% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.28% 91.07%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.63% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.33% 99.17%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.30% 94.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.79% 95.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.50% 94.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.09% 97.25%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.07% 93.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.82% 96.61%

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.
Berneuxia thibetica

Cross-Links

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PubChem 102438569
LOTUS LTS0233459
wikiData Q105015347