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(1R,2R,3R,4R,6R,7R,8S,9R,12R,13R,16S,18R)-16-[(2S,3R,4S,5S)-3-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-1,2,7,13,17,17-hexamethyl-6-(3-methylbut-2-enyl)-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-3,4,7-triol

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 f40b6337-2387-4e44-a753-d9338f584537
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,2R,3R,4R,6R,7R,8S,9R,12R,13R,16S,18R)-16-[(2S,3R,4S,5S)-3-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-1,2,7,13,17,17-hexamethyl-6-(3-methylbut-2-enyl)-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-3,4,7-triol
SMILES (Canonical) CC(=CCC1C(C2C3CCC4C5(CCC(C(C5CCC4(C3(C(C2(O1)O)O)C)C)(C)C)OC6C(C(C(CO6)O)O)OC7C(C(C(C(O7)CO)O)OC8C(C(CO8)(CO)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)(C)O)C
SMILES (Isomeric) CC(=CC[C@@H]1[C@]([C@@H]2[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3([C@H]([C@@]2(O1)O)O)C)C)(C)C)O[C@H]6[C@@H]([C@H]([C@H](CO6)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O[C@H]8[C@@H]([C@](CO8)(CO)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)C)(C)O)C
InChI InChI=1S/C52H86O23/c1-22(2)9-12-30-50(8,64)39-23-10-11-28-47(5)15-14-29(46(3,4)27(47)13-16-48(28,6)49(23,7)45(63)52(39,66)75-30)71-42-37(31(57)24(56)19-67-42)73-43-38(74-41-35(61)34(60)32(58)25(17-53)69-41)36(33(59)26(18-54)70-43)72-44-40(62)51(65,20-55)21-68-44/h9,23-45,53-66H,10-21H2,1-8H3/t23-,24+,25-,26-,27+,28-,29+,30-,31+,32-,33-,34+,35-,36+,37-,38-,39+,40+,41+,42+,43+,44+,45-,47+,48-,49+,50+,51-,52-/m1/s1
InChI Key OYLKPHXUULUXCD-IWPLZBIESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C52H86O23
Molecular Weight 1079.20 g/mol
Exact Mass 1078.55598899 g/mol
Topological Polar Surface Area (TPSA) 366.00 Ų
XlogP -0.30
Atomic LogP (AlogP) -2.62
H-Bond Acceptor 23
H-Bond Donor 14
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2R,3R,4R,6R,7R,8S,9R,12R,13R,16S,18R)-16-[(2S,3R,4S,5S)-3-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-1,2,7,13,17,17-hexamethyl-6-(3-methylbut-2-enyl)-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-3,4,7-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7395 73.95%
Caco-2 - 0.8860 88.60%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7487 74.87%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8145 81.45%
OATP1B3 inhibitior + 0.8885 88.85%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.8869 88.69%
P-glycoprotein inhibitior + 0.7478 74.78%
P-glycoprotein substrate + 0.5941 59.41%
CYP3A4 substrate + 0.7480 74.80%
CYP2C9 substrate - 0.7907 79.07%
CYP2D6 substrate - 0.8441 84.41%
CYP3A4 inhibition - 0.9226 92.26%
CYP2C9 inhibition - 0.8642 86.42%
CYP2C19 inhibition - 0.9010 90.10%
CYP2D6 inhibition - 0.9274 92.74%
CYP1A2 inhibition - 0.9012 90.12%
CYP2C8 inhibition + 0.7700 77.00%
CYP inhibitory promiscuity - 0.9197 91.97%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5717 57.17%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9017 90.17%
Skin irritation - 0.5769 57.69%
Skin corrosion - 0.9449 94.49%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8161 81.61%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.7551 75.51%
skin sensitisation - 0.8994 89.94%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.8211 82.11%
Acute Oral Toxicity (c) I 0.6698 66.98%
Estrogen receptor binding + 0.7998 79.98%
Androgen receptor binding + 0.7586 75.86%
Thyroid receptor binding + 0.5284 52.84%
Glucocorticoid receptor binding + 0.7336 73.36%
Aromatase binding + 0.6420 64.20%
PPAR gamma + 0.7938 79.38%
Honey bee toxicity - 0.6029 60.29%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9306 93.06%

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 98.70% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 98.24% 95.93%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 95.55% 91.24%
CHEMBL1937 Q92769 Histone deacetylase 2 92.24% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.16% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.03% 95.89%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 91.37% 92.88%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.87% 97.09%
CHEMBL3922 P50579 Methionine aminopeptidase 2 89.14% 97.28%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.99% 95.56%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.53% 96.61%
CHEMBL325 Q13547 Histone deacetylase 1 87.89% 95.92%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.30% 92.94%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.23% 96.09%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 86.97% 92.86%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.32% 94.45%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 86.26% 95.58%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.86% 86.92%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.70% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.24% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 84.85% 90.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.69% 97.14%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.50% 91.03%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 83.05% 97.86%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.52% 95.83%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.14% 96.90%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 81.54% 100.00%
CHEMBL2581 P07339 Cathepsin D 81.53% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.45% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.33% 95.50%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 81.07% 98.99%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.04% 92.62%
CHEMBL3401 O75469 Pregnane X receptor 80.63% 94.73%
CHEMBL5555 O00767 Acyl-CoA desaturase 80.41% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.33% 94.00%

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.
Sarcomphalus joazeiro

Cross-Links

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PubChem 10629965
LOTUS LTS0245857
wikiData Q104666825