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[(2S,3R,4S,5S)-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-11-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-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 71794468-0814-4b04-95b1-644bce285471
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4S,5S)-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-11-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-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(CC4)C)(CCC7C6(CC(C(C7(C)CO)OC8C(C(C(C(O8)CO)OC9C(C(CO9)(CO)O)O)O)O)O)C)C)(C)C)O)O)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@@]34CC[C@@]5(C(=CC[C@H]6[C@]5(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[C@H]9[C@@H]([C@](CO9)(CO)O)O)O)O)O)C)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)O
InChI InChI=1S/C57H92O26/c1-24-40(79-45-37(68)33(64)28(62)19-74-45)35(66)38(69)46(77-24)81-42-34(65)29(63)20-75-48(42)83-50(72)56-14-12-51(2,3)16-26(56)25-8-9-32-52(4)17-27(61)44(53(5,21-59)31(52)10-11-55(32,7)54(25,6)13-15-56)82-47-39(70)36(67)41(30(18-58)78-47)80-49-43(71)57(73,22-60)23-76-49/h8,24,26-49,58-71,73H,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-,52-,53-,54+,55+,56-,57+/m0/s1
InChI Key FRNIFSAIUOQFBT-WLTTWGFVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C57H92O26
Molecular Weight 1193.30 g/mol
Exact Mass 1192.58768304 g/mol
Topological Polar Surface Area (TPSA) 413.00 Ų
XlogP -2.40
Atomic LogP (AlogP) -3.32
H-Bond Acceptor 26
H-Bond Donor 15
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,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-11-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-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 - 0.8764 87.64%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8538 85.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8532 85.32%
OATP1B3 inhibitior - 0.2138 21.38%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9558 95.58%
P-glycoprotein inhibitior + 0.7454 74.54%
P-glycoprotein substrate + 0.6092 60.92%
CYP3A4 substrate + 0.7389 73.89%
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 + 0.7637 76.37%
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 - 0.8990 89.90%
Skin irritation - 0.5174 51.74%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis - 0.6570 65.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7903 79.03%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.9021 90.21%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity + 0.5075 50.75%
Acute Oral Toxicity (c) III 0.6216 62.16%
Estrogen receptor binding + 0.7701 77.01%
Androgen receptor binding + 0.7548 75.48%
Thyroid receptor binding + 0.6344 63.44%
Glucocorticoid receptor binding + 0.7865 78.65%
Aromatase binding + 0.6714 67.14%
PPAR gamma + 0.8131 81.31%
Honey bee toxicity - 0.6613 66.13%
Biodegradation - 0.7250 72.50%
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 99.04% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 98.88% 97.36%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 97.43% 95.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.14% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.30% 95.56%
CHEMBL4302 P08183 P-glycoprotein 1 92.87% 92.98%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.75% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.09% 94.45%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.83% 86.92%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.14% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.41% 91.07%
CHEMBL226 P30542 Adenosine A1 receptor 88.13% 95.93%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.80% 95.50%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 87.76% 87.67%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.75% 94.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.39% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.32% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.10% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 85.58% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.55% 95.89%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.45% 91.24%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.88% 92.94%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.57% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.13% 94.00%
CHEMBL2581 P07339 Cathepsin D 83.06% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.56% 97.25%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.16% 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.
Argania spinosa

Cross-Links

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PubChem 101431994
LOTUS LTS0110176
wikiData Q105000305