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[(2R,3S,4R,5R)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8R,8aR,9R,10R,11S,12aR,14bS)-8,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]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 3ce8e00a-5b34-452a-b32a-e1b3857e510e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2R,3S,4R,5R)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8R,8aR,9R,10R,11S,12aR,14bS)-8,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]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=CCC6C7(CC(C(C(C7C(CC6(C5(CC4)C)C)O)(C)CO)OC8C(C(C(C(O8)COC9C(C(C(C(O9)CO)O)O)O)O)O)O)O)C)(C)C)O)O)O)O)OC1C(C(C(CO1)O)OC1C(C(CO1)(CO)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@@]34CC[C@@]5(C(=CC[C@H]6[C@]5(C[C@H]([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[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)O)O)C)O)C)[C@@H]3CC(CC4)(C)C)C)O)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O[C@H]1[C@@H]([C@](CO1)(CO)O)O)O
InChI InChI=1S/C63H102O32/c1-24-44(91-51-43(80)45(30(70)19-84-51)92-55-48(81)63(83,22-66)23-87-55)39(76)42(79)52(88-24)93-46-34(71)29(69)18-85-54(46)95-56(82)62-12-10-57(2,3)14-26(62)25-8-9-33-58(4)15-28(68)49(59(5,21-65)47(58)27(67)16-61(33,7)60(25,6)11-13-62)94-53-41(78)38(75)36(73)32(90-53)20-86-50-40(77)37(74)35(72)31(17-64)89-50/h8,24,26-55,64-81,83H,9-23H2,1-7H3/t24-,26-,27+,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-,58+,59-,60+,61+,62-,63+/m0/s1
InChI Key OSZWSQWPSCIFCJ-HIUUTFMKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C63H102O32
Molecular Weight 1371.50 g/mol
Exact Mass 1370.6354211 g/mol
Topological Polar Surface Area (TPSA) 512.00 Ų
XlogP -5.40
Atomic LogP (AlogP) -6.53
H-Bond Acceptor 32
H-Bond Donor 19
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4R,5R)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8R,8aR,9R,10R,11S,12aR,14bS)-8,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]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 - 0.8695 86.95%
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 + 0.8344 83.44%
OATP1B3 inhibitior - 0.2138 21.38%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9654 96.54%
P-glycoprotein inhibitior + 0.7440 74.40%
P-glycoprotein substrate + 0.6937 69.37%
CYP3A4 substrate + 0.7417 74.17%
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 + 0.7912 79.12%
CYP inhibitory promiscuity - 0.9357 93.57%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5124 51.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8976 89.76%
Skin irritation - 0.5174 51.74%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7809 78.09%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7750 77.50%
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 - 0.6197 61.97%
Acute Oral Toxicity (c) III 0.6216 62.16%
Estrogen receptor binding + 0.7497 74.97%
Androgen receptor binding + 0.7554 75.54%
Thyroid receptor binding + 0.6570 65.70%
Glucocorticoid receptor binding + 0.7914 79.14%
Aromatase binding + 0.6750 67.50%
PPAR gamma + 0.8164 81.64%
Honey bee toxicity - 0.6366 63.66%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5450 54.50%
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 99.38% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 97.12% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.27% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.79% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.50% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 94.02% 95.93%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 93.27% 86.92%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.12% 95.56%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 92.75% 95.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.31% 86.33%
CHEMBL2581 P07339 Cathepsin D 91.74% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.53% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.77% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.51% 89.00%
CHEMBL4302 P08183 P-glycoprotein 1 87.38% 92.98%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.32% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.84% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.46% 96.61%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.34% 91.24%
CHEMBL221 P23219 Cyclooxygenase-1 84.26% 90.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.32% 94.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.17% 94.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.99% 99.23%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.50% 96.90%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.50% 91.07%

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.
Argania spinosa

Cross-Links

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PubChem 162995126
LOTUS LTS0264411
wikiData Q105199428