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(2S,3R,4S,4aR,6aR,6bR,8aS,12aS,14aR,14bS)-8a-[(2S,3R,4S,5R,6R)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4R,5R)-5-[(2S,3R,4S)-3,4-dihydroxy-4-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxolan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxycarbonyl-2-hydroxy-6b-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-14-oxo-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picene-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 eb228c6f-af74-491d-a4f1-35880b0697c5
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,14bS)-8a-[(2S,3R,4S,5R,6R)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4R,5R)-5-[(2S,3R,4S)-3,4-dihydroxy-4-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxolan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxycarbonyl-2-hydroxy-6b-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-14-oxo-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picene-4-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC(=O)C23CCC(CC2C4=CC(=O)C5C(C4(CC3)CO)(CCC6C5(CC(C(C6(C)C(=O)O)OC7C(C(C(C(O7)CO)O)O)O)O)C)C)(C)C)OC8C(C(C(C(O8)C)OC9C(C(C(CO9)OC1C(C(CO1)(COC1C(C(C(C(O1)CO)O)O)O)O)O)O)O)O)O)O)O
SMILES (Isomeric) C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)OC(=O)[C@@]23CC[C@@]4(C(=CC(=O)[C@H]5[C@]4(CC[C@@H]6[C@@]5(C[C@@H]([C@@H]([C@@]6(C)C(=O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)C)C)[C@@H]2CC(CC3)(C)C)CO)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O[C@H]1[C@@H]([C@](CO1)(CO[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O)O)O)O)O)O)O)O)O
InChI InChI=1S/C64H100O34/c1-23-33(70)39(76)46(96-52-44(81)40(77)45(24(2)91-52)95-50-41(78)36(73)31(19-87-50)94-55-48(82)64(86,22-89-55)21-88-51-42(79)37(74)34(71)29(17-65)92-51)54(90-23)98-57(85)62-11-10-58(3,4)15-26(62)25-14-27(68)47-59(5)16-28(69)49(97-53-43(80)38(75)35(72)30(18-66)93-53)61(7,56(83)84)32(59)8-9-60(47,6)63(25,20-67)13-12-62/h14,23-24,26,28-55,65-67,69-82,86H,8-13,15-22H2,1-7H3,(H,83,84)/t23-,24+,26+,28+,29-,30-,31-,32-,33+,34+,35-,36+,37+,38+,39+,40+,41-,42-,43-,44-,45+,46-,47-,48+,49+,50+,51-,52+,53+,54+,55+,59+,60-,61+,62+,63+,64-/m1/s1
InChI Key POOABRCSZIFIRN-XTONGLRLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C64H100O34
Molecular Weight 1413.50 g/mol
Exact Mass 1412.6096002 g/mol
Topological Polar Surface Area (TPSA) 546.00 Ų
XlogP -6.10
Atomic LogP (AlogP) -6.87
H-Bond Acceptor 33
H-Bond Donor 19
Rotatable Bonds 17

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,14bS)-8a-[(2S,3R,4S,5R,6R)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4R,5R)-5-[(2S,3R,4S)-3,4-dihydroxy-4-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxolan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxycarbonyl-2-hydroxy-6b-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-14-oxo-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picene-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 + 0.8427 84.27%
Caco-2 - 0.8617 86.17%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8733 87.33%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7874 78.74%
OATP1B3 inhibitior + 0.8381 83.81%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.9551 95.51%
P-glycoprotein inhibitior + 0.7429 74.29%
P-glycoprotein substrate + 0.7313 73.13%
CYP3A4 substrate + 0.7473 74.73%
CYP2C9 substrate - 0.8043 80.43%
CYP2D6 substrate - 0.8916 89.16%
CYP3A4 inhibition - 0.8187 81.87%
CYP2C9 inhibition - 0.8372 83.72%
CYP2C19 inhibition - 0.9259 92.59%
CYP2D6 inhibition - 0.9408 94.08%
CYP1A2 inhibition - 0.9133 91.33%
CYP2C8 inhibition + 0.8007 80.07%
CYP inhibitory promiscuity - 0.9476 94.76%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4689 46.89%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.8968 89.68%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9368 93.68%
Ames mutagenesis - 0.6934 69.34%
Human Ether-a-go-go-Related Gene inhibition + 0.7799 77.99%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6709 67.09%
skin sensitisation - 0.9098 90.98%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.7899 78.99%
Acute Oral Toxicity (c) III 0.6742 67.42%
Estrogen receptor binding + 0.6748 67.48%
Androgen receptor binding + 0.7661 76.61%
Thyroid receptor binding + 0.7144 71.44%
Glucocorticoid receptor binding + 0.8029 80.29%
Aromatase binding + 0.7041 70.41%
PPAR gamma + 0.8194 81.94%
Honey bee toxicity - 0.6362 63.62%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5850 58.50%
Fish aquatic toxicity + 0.9692 96.92%

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 99.60% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 98.35% 97.36%
CHEMBL221 P23219 Cyclooxygenase-1 95.84% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.81% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.27% 86.33%
CHEMBL2581 P07339 Cathepsin D 94.22% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.93% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.45% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.16% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.12% 89.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.91% 91.24%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.71% 86.92%
CHEMBL340 P08684 Cytochrome P450 3A4 85.51% 91.19%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.47% 96.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.46% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.39% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.94% 94.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.93% 94.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 83.44% 95.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.30% 95.89%
CHEMBL4302 P08183 P-glycoprotein 1 83.13% 92.98%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.07% 95.50%
CHEMBL5028 O14672 ADAM10 81.88% 97.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.84% 96.90%

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 101869222
LOTUS LTS0236183
wikiData Q105212549