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[(2S,3R,4S,5S)-3-[(2S,3R,4S,5S,6S)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-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 81766e44-ad3f-4f0e-b6b5-87ab4ec6553c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4S,5S)-3-[(2S,3R,4S,5S,6S)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4O)C)(CCC7C6(CC(C(C7(C)CO)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)(C)C)O)O)O)OC9C(C(CO9)(CO)O)O)OC1C(C(C(CO1)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](CO[C@H]2OC(=O)[C@]34CCC(C[C@H]3C5=CC[C@H]6[C@]([C@@]5(C[C@H]4O)C)(CC[C@@H]7[C@@]6(C[C@@H]([C@@H]([C@@]7(C)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)C)C)(C)C)O)O)O)O[C@H]9[C@@H]([C@](CO9)(CO)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O
InChI InChI=1S/C57H92O27/c1-23-40(80-45-37(69)33(65)27(62)18-75-45)41(81-49-43(72)56(74,21-60)22-77-49)39(71)47(78-23)82-42-34(66)28(63)19-76-48(42)84-50(73)57-13-12-51(2,3)14-25(57)24-8-9-31-52(4)15-26(61)44(83-46-38(70)36(68)35(67)29(17-58)79-46)53(5,20-59)30(52)10-11-54(31,6)55(24,7)16-32(57)64/h8,23,25-49,58-72,74H,9-22H2,1-7H3/t23-,25-,26-,27+,28-,29+,30+,31+,32+,33-,34-,35+,36-,37+,38+,39+,40-,41-,42+,43-,44-,45-,46-,47-,48-,49-,52-,53-,54+,55+,56+,57+/m0/s1
InChI Key PLJSZTWPKCIBLG-YAHQMLFPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C57H92O27
Molecular Weight 1209.30 g/mol
Exact Mass 1208.58259765 g/mol
Topological Polar Surface Area (TPSA) 433.00 Ų
XlogP -2.50
Atomic LogP (AlogP) -4.35
H-Bond Acceptor 27
H-Bond Donor 16
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S)-3-[(2S,3R,4S,5S,6S)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8593 85.93%
Caco-2 - 0.8786 87.86%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8538 85.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7372 73.72%
OATP1B3 inhibitior - 0.2138 21.38%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9483 94.83%
P-glycoprotein inhibitior + 0.7458 74.58%
P-glycoprotein substrate + 0.6670 66.70%
CYP3A4 substrate + 0.7434 74.34%
CYP2C9 substrate - 0.7973 79.73%
CYP2D6 substrate - 0.8649 86.49%
CYP3A4 inhibition - 0.9081 90.81%
CYP2C9 inhibition - 0.8652 86.52%
CYP2C19 inhibition - 0.9198 91.98%
CYP2D6 inhibition - 0.9299 92.99%
CYP1A2 inhibition - 0.9086 90.86%
CYP2C8 inhibition + 0.7721 77.21%
CYP inhibitory promiscuity - 0.9357 93.57%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5124 51.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8994 89.94%
Skin irritation - 0.5174 51.74%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis - 0.6070 60.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7983 79.83%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.9021 90.21%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity + 0.4631 46.31%
Acute Oral Toxicity (c) III 0.6216 62.16%
Estrogen receptor binding + 0.7853 78.53%
Androgen receptor binding + 0.7554 75.54%
Thyroid receptor binding + 0.6179 61.79%
Glucocorticoid receptor binding + 0.7794 77.94%
Aromatase binding + 0.6462 64.62%
PPAR gamma + 0.8260 82.60%
Honey bee toxicity - 0.6690 66.90%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5550 55.50%
Fish aquatic toxicity + 0.9565 95.65%

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 98.76% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 98.48% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.38% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.75% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.46% 96.77%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 92.02% 95.17%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 90.02% 87.67%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.88% 86.33%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.84% 86.92%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.82% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.32% 94.00%
CHEMBL4302 P08183 P-glycoprotein 1 89.19% 92.98%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.97% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 88.61% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.42% 97.25%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 88.31% 94.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 88.03% 91.24%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.95% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.55% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.55% 96.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.51% 95.50%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 83.81% 91.65%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.62% 99.23%
CHEMBL1937 Q92769 Histone deacetylase 2 83.34% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.17% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.60% 92.94%
CHEMBL340 P08684 Cytochrome P450 3A4 81.67% 91.19%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 80.39% 81.11%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.33% 92.78%
CHEMBL2243 O00519 Anandamide amidohydrolase 80.23% 97.53%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 80.06% 97.86%

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.
Cassia roxburghii
Kalimeris altaica

Cross-Links

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PubChem 101660735
NPASS NPC84118