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(2S,3R,4R,4aR,6aR,6bR,8aS,12aS,14aR,14bR)-8a-[(2S,3R,4R,5R,6S)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4R,5R)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-5-[(E)-3-(3,4-dimethoxyphenyl)prop-2-enoyl]oxy-4-hydroxy-6-methyloxan-2-yl]oxycarbonyl-2-hydroxy-6b-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-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 2626b58d-b551-44ac-8bd2-38f58c896e77
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3R,4R,4aR,6aR,6bR,8aS,12aS,14aR,14bR)-8a-[(2S,3R,4R,5R,6S)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4R,5R)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-5-[(E)-3-(3,4-dimethoxyphenyl)prop-2-enoyl]oxy-4-hydroxy-6-methyloxan-2-yl]oxycarbonyl-2-hydroxy-6b-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4)CO)(CCC7C6(CC(C(C7(C)C(=O)O)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)(C)C)C)OC(=O)C=CC9=CC(=C(C=C9)OC)OC)O)O)O)OC1C(C(C(CO1)OC1C(C(C(C(O1)CO)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@@H]([C@H]([C@@H](O[C@H]2OC(=O)[C@@]34CC[C@@]5(C(=CC[C@H]6[C@]5(CC[C@@H]7[C@@]6(C[C@@H]([C@@H]([C@]7(C)C(=O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)C)C)[C@@H]3CC(CC4)(C)C)CO)C)OC(=O)/C=C/C9=CC(=C(C=C9)OC)OC)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O
InChI InChI=1S/C70H104O32/c1-29-54(99-58-49(82)45(78)39(27-92-58)97-60-50(83)46(79)43(76)37(25-71)95-60)48(81)52(85)59(93-29)100-56-53(86)55(98-42(75)15-11-31-10-13-35(90-8)36(22-31)91-9)30(2)94-62(56)102-64(89)69-19-18-65(3,4)23-33(69)32-12-14-40-66(5)24-34(74)57(101-61-51(84)47(80)44(77)38(26-72)96-61)68(7,63(87)88)41(66)16-17-67(40,6)70(32,28-73)21-20-69/h10-13,15,22,29-30,33-34,37-41,43-62,71-74,76-86H,14,16-21,23-28H2,1-9H3,(H,87,88)/b15-11+/t29-,30-,33-,34-,37+,38+,39+,40+,41+,43+,44+,45-,46-,47-,48-,49+,50+,51+,52+,53+,54-,55-,56+,57-,58-,59-,60-,61-,62-,66+,67+,68+,69-,70-/m0/s1
InChI Key MNXFXXWQAAMVMW-BNXHROHXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C70H104O32
Molecular Weight 1457.60 g/mol
Exact Mass 1456.6510711 g/mol
Topological Polar Surface Area (TPSA) 495.00 Ų
XlogP -0.70
Atomic LogP (AlogP) -2.23
H-Bond Acceptor 31
H-Bond Donor 16
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4R,4aR,6aR,6bR,8aS,12aS,14aR,14bR)-8a-[(2S,3R,4R,5R,6S)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4R,5R)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-5-[(E)-3-(3,4-dimethoxyphenyl)prop-2-enoyl]oxy-4-hydroxy-6-methyloxan-2-yl]oxycarbonyl-2-hydroxy-6b-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-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 + 0.8680 86.80%
Caco-2 - 0.8586 85.86%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7598 75.98%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8000 80.00%
OATP1B3 inhibitior - 0.2595 25.95%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9594 95.94%
P-glycoprotein inhibitior + 0.7425 74.25%
P-glycoprotein substrate + 0.7421 74.21%
CYP3A4 substrate + 0.7485 74.85%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8706 87.06%
CYP3A4 inhibition - 0.7405 74.05%
CYP2C9 inhibition - 0.8191 81.91%
CYP2C19 inhibition - 0.8017 80.17%
CYP2D6 inhibition - 0.9173 91.73%
CYP1A2 inhibition - 0.7097 70.97%
CYP2C8 inhibition + 0.8474 84.74%
CYP inhibitory promiscuity - 0.9547 95.47%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6274 62.74%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.8960 89.60%
Skin irritation - 0.7231 72.31%
Skin corrosion - 0.9432 94.32%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7546 75.46%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.7466 74.66%
skin sensitisation - 0.8834 88.34%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.9288 92.88%
Acute Oral Toxicity (c) III 0.5612 56.12%
Estrogen receptor binding + 0.5622 56.22%
Androgen receptor binding + 0.7638 76.38%
Thyroid receptor binding + 0.7466 74.66%
Glucocorticoid receptor binding + 0.8193 81.93%
Aromatase binding + 0.7492 74.92%
PPAR gamma + 0.8177 81.77%
Honey bee toxicity - 0.6229 62.29%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9815 98.15%

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 99.79% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.92% 86.33%
CHEMBL4302 P08183 P-glycoprotein 1 98.79% 92.98%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.33% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 96.10% 96.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 95.65% 97.36%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.76% 89.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 94.41% 95.17%
CHEMBL221 P23219 Cyclooxygenase-1 93.95% 90.17%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.44% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.84% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.16% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.08% 97.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.72% 96.21%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.40% 91.07%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 89.16% 89.62%
CHEMBL5028 O14672 ADAM10 87.51% 97.50%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 86.70% 97.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.05% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.36% 95.89%
CHEMBL2581 P07339 Cathepsin D 85.12% 98.95%
CHEMBL1255126 O15151 Protein Mdm4 84.47% 90.20%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.44% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.44% 93.00%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 83.17% 98.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.06% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.62% 99.17%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.31% 95.83%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.94% 92.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.81% 97.14%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.30% 86.92%

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.
Polygala senega

Cross-Links

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PubChem 11968932
NPASS NPC131437