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[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aS,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-13-oxo-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-4a-carboxylate

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 ce9290d7-9e4b-4034-b123-3bd4963fe964
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aS,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-13-oxo-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-4a-carboxylate
SMILES (Canonical) CC1(CCC2(CCC3(C(=CC(=O)C4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)CO)O)O)O)C)C)C2C1)C)C(=O)OC7C(C(C(C(O7)CO)O)O)O)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2C(=O)C=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
InChI InChI=1S/C42H66O14/c1-37(2)12-14-42(36(52)56-35-32(51)30(49)28(47)24(19-44)54-35)15-13-40(6)20(21(42)17-37)16-22(45)33-39(5)10-9-26(38(3,4)25(39)8-11-41(33,40)7)55-34-31(50)29(48)27(46)23(18-43)53-34/h16,21,23-35,43-44,46-51H,8-15,17-19H2,1-7H3/t21-,23+,24+,25-,26-,27+,28+,29-,30-,31+,32+,33+,34-,35-,39-,40+,41+,42-/m0/s1
InChI Key VJZQGZNCCJLAFM-QDOKMEPQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C42H66O14
Molecular Weight 795.00 g/mol
Exact Mass 794.44525677 g/mol
Topological Polar Surface Area (TPSA) 233.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 1.50
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aS,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-13-oxo-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-4a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7181 71.81%
Caco-2 - 0.8736 87.36%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8914 89.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.4300 43.00%
OATP1B3 inhibitior - 0.5187 51.87%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior + 0.5974 59.74%
BSEP inhibitior + 0.6973 69.73%
P-glycoprotein inhibitior + 0.7553 75.53%
P-glycoprotein substrate - 0.8454 84.54%
CYP3A4 substrate + 0.7165 71.65%
CYP2C9 substrate - 0.7964 79.64%
CYP2D6 substrate - 0.8896 88.96%
CYP3A4 inhibition - 0.9061 90.61%
CYP2C9 inhibition - 0.8653 86.53%
CYP2C19 inhibition - 0.9130 91.30%
CYP2D6 inhibition - 0.9498 94.98%
CYP1A2 inhibition - 0.8749 87.49%
CYP2C8 inhibition + 0.5434 54.34%
CYP inhibitory promiscuity - 0.9549 95.49%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6115 61.15%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9102 91.02%
Skin irritation - 0.6295 62.95%
Skin corrosion - 0.9453 94.53%
Ames mutagenesis - 0.8600 86.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3869 38.69%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.7143 71.43%
skin sensitisation - 0.9028 90.28%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.8220 82.20%
Acute Oral Toxicity (c) III 0.7689 76.89%
Estrogen receptor binding + 0.7343 73.43%
Androgen receptor binding + 0.7391 73.91%
Thyroid receptor binding - 0.6010 60.10%
Glucocorticoid receptor binding + 0.6615 66.15%
Aromatase binding + 0.6064 60.64%
PPAR gamma + 0.7223 72.23%
Honey bee toxicity - 0.7353 73.53%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6550 65.50%
Fish aquatic toxicity + 0.9722 97.22%

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 98.31% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.18% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.69% 97.09%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 94.72% 94.78%
CHEMBL2581 P07339 Cathepsin D 93.21% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.97% 94.45%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 88.96% 83.57%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.73% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.67% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 85.65% 92.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.34% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.37% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.20% 97.36%
CHEMBL226 P30542 Adenosine A1 receptor 81.05% 95.93%

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.
Ecballium elaterium

Cross-Links

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PubChem 100951703
LOTUS LTS0085729
wikiData Q105287626