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(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,9R,10R,12aR,14aR,14bR)-8,9-dihydroxy-4,4,6a,6b,11,11,14b-heptamethyl-10-[(E)-2-methylbut-2-enoyl]oxy-8a-(2-methylpropanoyloxymethyl)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-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 dcfe9c98-8862-49b5-b39e-afb9bd46e040
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,9R,10R,12aR,14aR,14bR)-8,9-dihydroxy-4,4,6a,6b,11,11,14b-heptamethyl-10-[(E)-2-methylbut-2-enoyl]oxy-8a-(2-methylpropanoyloxymethyl)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid
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)C(=O)O)O)OC7C(C(C(CO7)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)COC(=O)C(C)C)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)C(=O)O)O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)O[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)CO)O)O)O)C)C)[C@H]2CC1(C)C)C)O)COC(=O)C(C)C)O
InChI InChI=1S/C56H88O22/c1-12-25(4)47(70)78-44-43(66)56(23-72-46(69)24(2)3)27(19-51(44,5)6)26-13-14-31-53(9)17-16-33(52(7,8)30(53)15-18-54(31,10)55(26,11)20-32(56)59)74-50-42(77-49-38(64)36(62)35(61)29(21-57)73-49)40(39(65)41(76-50)45(67)68)75-48-37(63)34(60)28(58)22-71-48/h12-13,24,27-44,48-50,57-66H,14-23H2,1-11H3,(H,67,68)/b25-12+/t27-,28-,29-,30+,31-,32-,33+,34+,35+,36+,37-,38-,39+,40+,41+,42-,43+,44+,48+,49+,50-,53+,54-,55-,56+/m1/s1
InChI Key JTTZDDVQCIGWHI-SZVJXHGHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C56H88O22
Molecular Weight 1113.30 g/mol
Exact Mass 1112.57672443 g/mol
Topological Polar Surface Area (TPSA) 348.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 0.98
H-Bond Acceptor 21
H-Bond Donor 11
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,9R,10R,12aR,14aR,14bR)-8,9-dihydroxy-4,4,6a,6b,11,11,14b-heptamethyl-10-[(E)-2-methylbut-2-enoyl]oxy-8a-(2-methylpropanoyloxymethyl)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-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 + 0.7601 76.01%
Caco-2 - 0.8688 86.88%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7400 74.00%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.9629 96.29%
P-glycoprotein inhibitior + 0.7475 74.75%
P-glycoprotein substrate + 0.5939 59.39%
CYP3A4 substrate + 0.7441 74.41%
CYP2C9 substrate - 0.7978 79.78%
CYP2D6 substrate - 0.8976 89.76%
CYP3A4 inhibition - 0.8310 83.10%
CYP2C9 inhibition - 0.8704 87.04%
CYP2C19 inhibition - 0.9216 92.16%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.9009 90.09%
CYP2C8 inhibition + 0.7890 78.90%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8988 89.88%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.6678 66.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7289 72.89%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7908 79.08%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.8495 84.95%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7485 74.85%
Androgen receptor binding + 0.7570 75.70%
Thyroid receptor binding + 0.5824 58.24%
Glucocorticoid receptor binding + 0.7914 79.14%
Aromatase binding + 0.6095 60.95%
PPAR gamma + 0.8082 80.82%
Honey bee toxicity - 0.6055 60.55%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5455 54.55%
Fish aquatic toxicity + 0.9585 95.85%

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 98.57% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.91% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.51% 94.45%
CHEMBL2581 P07339 Cathepsin D 91.95% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 90.65% 90.17%
CHEMBL1937 Q92769 Histone deacetylase 2 90.46% 94.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.24% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.14% 96.77%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.25% 91.24%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.90% 93.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.70% 96.21%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.05% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.28% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.68% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.16% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.03% 95.50%
CHEMBL5028 O14672 ADAM10 84.47% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.14% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.13% 94.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.98% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 83.81% 92.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.76% 91.07%
CHEMBL4302 P08183 P-glycoprotein 1 83.74% 92.98%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.53% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.85% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.28% 92.62%
CHEMBL226 P30542 Adenosine A1 receptor 81.58% 95.93%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 81.11% 89.67%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.01% 95.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.64% 97.36%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.15% 98.75%

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.
Barringtonia acutangula

Cross-Links

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PubChem 162966479
LOTUS LTS0062796
wikiData Q105134997