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[(1R,2R,4S,5R,8R,9R,10S,13R,14R,17S,18S,22S)-10-[(2S,3R,4S,5S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-22-yl] acetate

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 84b141ae-df76-4cf8-9e9d-33a4b459f897
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1R,2R,4S,5R,8R,9R,10S,13R,14R,17S,18S,22S)-10-[(2S,3R,4S,5S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-22-yl] acetate
SMILES (Canonical) CC(=O)OC1CC(CC2C13COC24CCC5C6(CCC(C(C6CCC5(C4(CC3O)C)C)(C)CO)OC7C(C(C(CO7)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(CO9)O)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)C)(C)C
SMILES (Isomeric) CC(=O)O[C@H]1CC(C[C@H]2[C@]13CO[C@@]24CC[C@@H]5[C@]6(CC[C@@H]([C@@]([C@@H]6CC[C@]5([C@@]4(C[C@H]3O)C)C)(C)CO)O[C@H]7[C@@H]([C@H]([C@H](CO7)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)C)(C)C
InChI InChI=1S/C54H88O24/c1-23(58)72-33-16-48(2,3)14-30-53(33)22-71-54(30)13-9-29-49(4)11-10-32(50(5,21-57)28(49)8-12-51(29,6)52(54,7)15-31(53)60)76-46-42(78-45-41(68)38(65)35(62)25(17-55)73-45)37(64)27(20-70-46)75-47-43(39(66)36(63)26(18-56)74-47)77-44-40(67)34(61)24(59)19-69-44/h24-47,55-57,59-68H,8-22H2,1-7H3/t24-,25-,26-,27+,28-,29-,30+,31-,32+,33+,34+,35-,36-,37+,38+,39+,40-,41-,42-,43-,44+,45+,46+,47+,49+,50+,51-,52+,53+,54+/m1/s1
InChI Key IYNDOZSSMGPGFK-ACZZRGETSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C54H88O24
Molecular Weight 1121.30 g/mol
Exact Mass 1120.56655367 g/mol
Topological Polar Surface Area (TPSA) 372.00 Ų
XlogP -1.30
Atomic LogP (AlogP) -2.56
H-Bond Acceptor 24
H-Bond Donor 13
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,4S,5R,8R,9R,10S,13R,14R,17S,18S,22S)-10-[(2S,3R,4S,5S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-22-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6397 63.97%
Caco-2 - 0.8787 87.87%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7227 72.27%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8131 81.31%
OATP1B3 inhibitior + 0.9276 92.76%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.8709 87.09%
P-glycoprotein inhibitior + 0.7469 74.69%
P-glycoprotein substrate + 0.5736 57.36%
CYP3A4 substrate + 0.7467 74.67%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8780 87.80%
CYP3A4 inhibition - 0.9228 92.28%
CYP2C9 inhibition - 0.8526 85.26%
CYP2C19 inhibition - 0.8627 86.27%
CYP2D6 inhibition - 0.9523 95.23%
CYP1A2 inhibition - 0.9157 91.57%
CYP2C8 inhibition + 0.7261 72.61%
CYP inhibitory promiscuity - 0.9693 96.93%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6545 65.45%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9007 90.07%
Skin irritation - 0.6766 67.66%
Skin corrosion - 0.9455 94.55%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8050 80.50%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.8334 83.34%
skin sensitisation - 0.9229 92.29%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity + 0.5837 58.37%
Acute Oral Toxicity (c) I 0.6300 63.00%
Estrogen receptor binding + 0.8096 80.96%
Androgen receptor binding + 0.7584 75.84%
Thyroid receptor binding + 0.5381 53.81%
Glucocorticoid receptor binding + 0.7300 73.00%
Aromatase binding + 0.6401 64.01%
PPAR gamma + 0.7943 79.43%
Honey bee toxicity - 0.6208 62.08%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.8764 87.64%

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 95.28% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.74% 96.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 93.95% 91.24%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 91.57% 91.07%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.38% 97.36%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 89.94% 94.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.36% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.61% 100.00%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 88.56% 95.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.20% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.58% 95.50%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 87.29% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 86.57% 90.17%
CHEMBL5255 O00206 Toll-like receptor 4 85.68% 92.50%
CHEMBL2581 P07339 Cathepsin D 85.40% 98.95%
CHEMBL237 P41145 Kappa opioid receptor 85.22% 98.10%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.52% 98.75%
CHEMBL5028 O14672 ADAM10 84.31% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 83.92% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.04% 89.00%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 82.50% 85.83%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.96% 91.03%
CHEMBL279 P35968 Vascular endothelial growth factor receptor 2 81.57% 95.52%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.54% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.43% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 81.37% 94.75%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.36% 82.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.29% 97.28%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.79% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.54% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.34% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.25% 97.25%

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.
There are no matching plants.

Cross-Links

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PubChem 163017855
LOTUS LTS0141134
wikiData Q105122836