(2S,3R,4S,4aR,6aR,6bR,8aS,12aS,14aR,14bR)-2-hydroxy-8a-[(2S,3R,4S,5R,6R)-4-hydroxy-3-[(2S,3R,4S,5S,6S)-3-hydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-[(Z)-3-(4-methoxyphenyl)prop-2-enoyl]oxy-6-methyloxan-2-yl]oxycarbonyl-6b-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-3-[(2R,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

Details

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Internal ID 5e09db45-2284-480e-acd3-d72d1351375a
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)-2-hydroxy-8a-[(2S,3R,4S,5R,6R)-4-hydroxy-3-[(2S,3R,4S,5S,6S)-3-hydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-[(Z)-3-(4-methoxyphenyl)prop-2-enoyl]oxy-6-methyloxan-2-yl]oxycarbonyl-6b-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-3-[(2R,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)OC(=O)C23CCC(CC2C4=CCC5C(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)O)O)O)OC1C(C(C(CO1)O)O)O)O)O)OC(=O)C=CC1=CC=C(C=C1)OC
SMILES (Isomeric) C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)OC(=O)[C@@]23CC[C@@]4(C(=CC[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)O)O)O[C@H]1[C@@H]([C@H]([C@H](CO1)O)O)O)O)O)OC(=O)/C=C\C1=CC=C(C=C1)OC
InChI InChI=1S/C68H100O30/c1-29-51(93-41(74)16-11-31-9-12-32(87-8)13-10-31)49(82)54(96-59-50(83)53(95-57-47(80)43(76)37(73)27-89-57)52(30(2)90-59)94-56-46(79)42(75)36(72)26-88-56)60(91-29)98-62(86)67-20-19-63(3,4)23-34(67)33-14-15-39-64(5)24-35(71)55(97-58-48(81)45(78)44(77)38(25-69)92-58)66(7,61(84)85)40(64)17-18-65(39,6)68(33,28-70)22-21-67/h9-14,16,29-30,34-40,42-60,69-73,75-83H,15,17-28H2,1-8H3,(H,84,85)/b16-11-/t29-,30+,34+,35+,36-,37+,38-,39-,40-,42+,43+,44-,45+,46-,47-,48-,49+,50-,51+,52+,53+,54-,55+,56+,57+,58+,59+,60+,64-,65-,66+,67+,68+/m1/s1
InChI Key KJWARKGDEFTVDD-ISDWSNKVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C68H100O30
Molecular Weight 1397.50 g/mol
Exact Mass 1396.62994177 g/mol
Topological Polar Surface Area (TPSA) 465.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -1.60
H-Bond Acceptor 29
H-Bond Donor 15
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,14bR)-2-hydroxy-8a-[(2S,3R,4S,5R,6R)-4-hydroxy-3-[(2S,3R,4S,5S,6S)-3-hydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-[(Z)-3-(4-methoxyphenyl)prop-2-enoyl]oxy-6-methyloxan-2-yl]oxycarbonyl-6b-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-3-[(2R,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 - 0.8605 86.05%
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 + 0.7943 79.43%
OATP1B3 inhibitior - 0.2743 27.43%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9591 95.91%
P-glycoprotein inhibitior + 0.7430 74.30%
P-glycoprotein substrate + 0.6974 69.74%
CYP3A4 substrate + 0.7444 74.44%
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 + 0.8140 81.40%
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 - 0.8964 89.64%
Skin irritation - 0.6958 69.58%
Skin corrosion - 0.9434 94.34%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7455 74.55%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.8854 88.54%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.8785 87.85%
Acute Oral Toxicity (c) III 0.5833 58.33%
Estrogen receptor binding + 0.6188 61.88%
Androgen receptor binding + 0.7631 76.31%
Thyroid receptor binding + 0.7272 72.72%
Glucocorticoid receptor binding + 0.8081 80.81%
Aromatase binding + 0.7194 71.94%
PPAR gamma + 0.8248 82.48%
Honey bee toxicity - 0.6470 64.70%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6200 62.00%
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 99.81% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.88% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.23% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.67% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 95.81% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.11% 95.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.46% 97.36%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.85% 96.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.49% 91.07%
CHEMBL1914 P06276 Butyrylcholinesterase 88.64% 95.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.78% 86.92%
CHEMBL4302 P08183 P-glycoprotein 1 86.75% 92.98%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.87% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.58% 89.00%
CHEMBL5028 O14672 ADAM10 84.21% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.97% 92.62%
CHEMBL2243 O00519 Anandamide amidohydrolase 83.90% 97.53%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.96% 93.00%
CHEMBL2581 P07339 Cathepsin D 82.24% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.89% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.78% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.48% 95.89%
CHEMBL4208 P20618 Proteasome component C5 81.14% 90.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.15% 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 myrtifolia

Cross-Links

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PubChem 163191871
LOTUS LTS0171033
wikiData Q105141999