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[(1R,2R,4S,5R,8R,9R,10S,13R,14R,17S,18S,22S)-2-hydroxy-10-[(2S,3R,4S,5S)-4-hydroxy-5-[(2R,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-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 03981eb6-6a52-451b-a51b-9b26891ca97d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1R,2R,4S,5R,8R,9R,10S,13R,14R,17S,18S,22S)-2-hydroxy-10-[(2S,3R,4S,5S)-4-hydroxy-5-[(2R,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-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)OC9C(C(C(C(O9)CO)O)O)O)O)OC1C(C(C(CO1)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[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)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/C60H98O29/c1-24(65)81-35-16-54(2,3)14-32-59(35)23-80-60(32)13-9-31-55(4)11-10-34(56(5,22-64)30(55)8-12-57(31,6)58(60,7)15-33(59)67)86-52-47(89-51-44(76)41(73)38(70)27(18-62)83-51)39(71)29(21-79-52)85-53-48(88-49-42(74)36(68)25(66)20-78-49)45(77)46(28(19-63)84-53)87-50-43(75)40(72)37(69)26(17-61)82-50/h25-53,61-64,66-77H,8-23H2,1-7H3/t25-,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+,55+,56+,57-,58+,59+,60+/m1/s1
InChI Key PDEXFFHEHSRNQS-HFVWRTNYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C60H98O29
Molecular Weight 1283.40 g/mol
Exact Mass 1282.61937708 g/mol
Topological Polar Surface Area (TPSA) 452.00 Ų
XlogP -3.50
Atomic LogP (AlogP) -4.73
H-Bond Acceptor 29
H-Bond Donor 16
Rotatable Bonds 15

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)-2-hydroxy-10-[(2S,3R,4S,5S)-4-hydroxy-5-[(2R,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-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 - 0.8733 87.33%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.7227 72.27%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8161 81.61%
OATP1B3 inhibitior + 0.9276 92.76%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.8935 89.35%
P-glycoprotein inhibitior + 0.7446 74.46%
P-glycoprotein substrate + 0.5956 59.56%
CYP3A4 substrate + 0.7481 74.81%
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 + 0.7409 74.09%
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 - 0.8987 89.87%
Skin irritation - 0.6766 67.66%
Skin corrosion - 0.9455 94.55%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8305 83.05%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.8584 85.84%
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 + 0.5439 54.39%
Acute Oral Toxicity (c) I 0.6300 63.00%
Estrogen receptor binding + 0.7988 79.88%
Androgen receptor binding + 0.7599 75.99%
Thyroid receptor binding + 0.5838 58.38%
Glucocorticoid receptor binding + 0.7444 74.44%
Aromatase binding + 0.6587 65.87%
PPAR gamma + 0.7966 79.66%
Honey bee toxicity - 0.6110 61.10%
Biodegradation - 0.7500 75.00%
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 95.39% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.98% 96.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 94.18% 91.24%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 92.07% 91.07%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.36% 97.36%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 89.94% 94.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.82% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.61% 100.00%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 88.55% 95.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.20% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.79% 95.50%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 86.61% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 85.81% 92.50%
CHEMBL2581 P07339 Cathepsin D 85.40% 98.95%
CHEMBL237 P41145 Kappa opioid receptor 85.09% 98.10%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.70% 98.75%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 84.60% 95.17%
CHEMBL5028 O14672 ADAM10 84.31% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 83.92% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.72% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 83.17% 90.17%
CHEMBL279 P35968 Vascular endothelial growth factor receptor 2 82.95% 95.52%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 82.65% 85.83%
CHEMBL1937 Q92769 Histone deacetylase 2 82.47% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.21% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.15% 89.05%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.79% 91.03%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.54% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.45% 94.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.29% 97.28%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 81.02% 97.47%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.64% 97.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.34% 95.89%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.32% 82.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.20% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.04% 97.25%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.04% 92.94%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162934622
LOTUS LTS0173277
wikiData Q105206429