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(2S,3R,4S,4aR,6aR,6bR,8aS,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4R,5R)-3,4-dihydroxy-5-[(2S,3R,4S,5R,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-(4-methoxyphenyl)prop-2-enoyl]oxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-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 ca3fec37-89b0-4556-8e24-96f027c07747
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3R,4S,4aR,6aR,6bR,8aS,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4R,5R)-3,4-dihydroxy-5-[(2S,3R,4S,5R,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-(4-methoxyphenyl)prop-2-enoyl]oxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-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)OC1C(C(C(C(O1)CO)O)O)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)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)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/C75H112O36/c1-30-57(107-62-52(90)47(85)40(28-99-62)105-64-53(91)48(86)44(82)37(25-76)102-64)51(89)56(94)63(100-30)109-60-59(108-65-54(92)49(87)45(83)38(26-77)103-65)58(106-43(81)16-11-32-9-12-33(98-8)13-10-32)31(2)101-67(60)111-69(97)74-20-19-70(3,4)23-35(74)34-14-15-41-71(5)24-36(80)61(110-66-55(93)50(88)46(84)39(27-78)104-66)73(7,68(95)96)42(71)17-18-72(41,6)75(34,29-79)22-21-74/h9-14,16,30-31,35-42,44-67,76-80,82-94H,15,17-29H2,1-8H3,(H,95,96)/b16-11+/t30-,31+,35-,36-,37+,38+,39+,40+,41+,42+,44-,45+,46+,47-,48-,49-,50-,51-,52+,53+,54+,55+,56+,57-,58-,59-,60+,61-,62-,63-,64-,65-,66-,67-,71+,72+,73-,74-,75-/m0/s1
InChI Key BWISCSBGDGATPC-HHPKUOGNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C75H112O36
Molecular Weight 1589.70 g/mol
Exact Mass 1588.6933299 g/mol
Topological Polar Surface Area (TPSA) 565.00 Ų
XlogP -2.30
Atomic LogP (AlogP) -4.41
H-Bond Acceptor 35
H-Bond Donor 19
Rotatable Bonds 21

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,4aR,6aR,6bR,8aS,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4R,5R)-3,4-dihydroxy-5-[(2S,3R,4S,5R,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-(4-methoxyphenyl)prop-2-enoyl]oxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-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 + 0.8498 84.98%
Caco-2 - 0.8585 85.85%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7899 78.99%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7944 79.44%
OATP1B3 inhibitior - 0.2743 27.43%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9616 96.16%
P-glycoprotein inhibitior + 0.7425 74.25%
P-glycoprotein substrate + 0.7160 71.60%
CYP3A4 substrate + 0.7472 74.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8706 87.06%
CYP3A4 inhibition - 0.7267 72.67%
CYP2C9 inhibition - 0.8290 82.90%
CYP2C19 inhibition - 0.8146 81.46%
CYP2D6 inhibition - 0.9263 92.63%
CYP1A2 inhibition - 0.7939 79.39%
CYP2C8 inhibition + 0.8220 82.20%
CYP inhibitory promiscuity - 0.9582 95.82%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5897 58.97%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.8959 89.59%
Skin irritation - 0.6958 69.58%
Skin corrosion - 0.9434 94.34%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7542 75.42%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.7550 75.50%
skin sensitisation - 0.8854 88.54%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.8479 84.79%
Acute Oral Toxicity (c) III 0.5833 58.33%
Estrogen receptor binding + 0.5744 57.44%
Androgen receptor binding + 0.7661 76.61%
Thyroid receptor binding + 0.7429 74.29%
Glucocorticoid receptor binding + 0.8162 81.62%
Aromatase binding + 0.7430 74.30%
PPAR gamma + 0.8186 81.86%
Honey bee toxicity - 0.6290 62.90%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9767 97.67%

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 99.85% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.71% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 97.49% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.17% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.72% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.94% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.41% 96.00%
CHEMBL4302 P08183 P-glycoprotein 1 93.29% 92.98%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.19% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.60% 97.36%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.68% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.05% 89.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 86.05% 97.33%
CHEMBL5028 O14672 ADAM10 85.74% 97.50%
CHEMBL4208 P20618 Proteasome component C5 85.10% 90.00%
CHEMBL2581 P07339 Cathepsin D 84.95% 98.95%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.89% 86.92%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.50% 92.62%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.42% 93.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 83.34% 95.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.28% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.24% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.79% 99.17%
CHEMBL2243 O00519 Anandamide amidohydrolase 82.10% 97.53%
CHEMBL340 P08684 Cytochrome P450 3A4 81.19% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.92% 100.00%

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 japonica

Cross-Links

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PubChem 10558496
LOTUS LTS0023596
wikiData Q104947265