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methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8-hydroxy-8a-[(2S,3R,4S,5S)-5-hydroxy-3-[3-[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propanoyloxy]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxycarbonyl-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylate

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 a138b6f7-7dd2-4561-9240-822a174e8ae2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8-hydroxy-8a-[(2S,3R,4S,5S)-5-hydroxy-3-[3-[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propanoyloxy]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxycarbonyl-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylate
SMILES (Canonical) CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)OC6C(C(C(C(O6)C(=O)OC)O)O)O)C)C(=O)OC7C(C(C(CO7)O)OC8C(C(C(C(O8)CO)O)O)O)OC(=O)CCC9=CC(=C(C=C9)OC1C(C(C(C(O1)CO)O)O)O)OC)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(C[C@H]([C@@]5([C@H]4CC(CC5)(C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@H](CO6)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)OC(=O)CCC8=CC(=C(C=C8)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)OC)O)C)C)(C)C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)C(=O)OC)O)O)O
InChI InChI=1S/C64H96O27/c1-59(2)20-21-64(30(23-59)29-12-14-37-61(5)18-17-39(87-56-49(78)45(74)46(75)51(90-56)53(79)82-9)60(3,4)36(61)16-19-62(37,6)63(29,7)24-38(64)68)58(80)91-57-52(50(31(67)27-83-57)89-55-48(77)44(73)42(71)35(26-66)86-55)88-40(69)15-11-28-10-13-32(33(22-28)81-8)84-54-47(76)43(72)41(70)34(25-65)85-54/h10,12-13,22,30-31,34-39,41-52,54-57,65-68,70-78H,11,14-21,23-27H2,1-9H3/t30-,31-,34+,35+,36-,37+,38+,39-,41+,42+,43-,44-,45-,46-,47+,48+,49+,50-,51-,52+,54+,55-,56+,57-,61-,62+,63+,64+/m0/s1
InChI Key LSALTJVHOULETB-XMBSEWDOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C64H96O27
Molecular Weight 1297.40 g/mol
Exact Mass 1296.61389778 g/mol
Topological Polar Surface Area (TPSA) 416.00 Ų
XlogP 2.80
Atomic LogP (AlogP) -0.70
H-Bond Acceptor 27
H-Bond Donor 13
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8-hydroxy-8a-[(2S,3R,4S,5S)-5-hydroxy-3-[3-[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propanoyloxy]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxycarbonyl-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylate

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 - 0.8615 86.15%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7598 75.98%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.6927 69.27%
OATP1B3 inhibitior - 0.2595 25.95%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9577 95.77%
P-glycoprotein inhibitior + 0.7437 74.37%
P-glycoprotein substrate + 0.7003 70.03%
CYP3A4 substrate + 0.7592 75.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8566 85.66%
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 + 0.8611 86.11%
CYP inhibitory promiscuity - 0.9547 95.47%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6274 62.74%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.8968 89.68%
Skin irritation - 0.7231 72.31%
Skin corrosion - 0.9432 94.32%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7508 75.08%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.8323 83.23%
skin sensitisation - 0.8834 88.34%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.9214 92.14%
Acute Oral Toxicity (c) III 0.5612 56.12%
Estrogen receptor binding + 0.6525 65.25%
Androgen receptor binding + 0.7554 75.54%
Thyroid receptor binding + 0.6978 69.78%
Glucocorticoid receptor binding + 0.7975 79.75%
Aromatase binding + 0.6954 69.54%
PPAR gamma + 0.8172 81.72%
Honey bee toxicity - 0.6148 61.48%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
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
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 98.73% 95.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.29% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.24% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.21% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.46% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.57% 99.17%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 92.31% 96.21%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 92.26% 92.62%
CHEMBL2581 P07339 Cathepsin D 92.22% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.16% 95.89%
CHEMBL4302 P08183 P-glycoprotein 1 90.45% 92.98%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.28% 94.00%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 88.49% 87.16%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.06% 97.25%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.17% 94.33%
CHEMBL5255 O00206 Toll-like receptor 4 86.10% 92.50%
CHEMBL5555 O00767 Acyl-CoA desaturase 86.06% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.00% 97.14%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.81% 95.50%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 85.42% 89.44%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 85.20% 85.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.05% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.03% 97.09%
CHEMBL3437 Q16853 Amine oxidase, copper containing 84.53% 94.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.44% 89.05%
CHEMBL5028 O14672 ADAM10 84.18% 97.50%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.96% 86.92%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.63% 89.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.41% 95.83%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.96% 95.89%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 81.46% 89.67%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.43% 91.07%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.01% 96.77%

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.
Tragopogon porrifolius

Cross-Links

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PubChem 163191972
LOTUS LTS0060813
wikiData Q105156444