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[(5R,7R,8R,9S,10S,11R,13S,17S)-17-[(2S,3S,5R)-5-[(1S)-1,2-dihydroxy-2-methylpropyl]-2-hydroxyoxolan-3-yl]-7-hydroxy-4,4,10,13-tetramethyl-3-oxo-6,7,8,9,11,12,16,17-octahydro-5H-cyclopenta[a]phenanthren-11-yl] (2R)-2-methylbutanoate

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 07d66b7e-ef50-4353-a120-932751a0eed3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(5R,7R,8R,9S,10S,11R,13S,17S)-17-[(2S,3S,5R)-5-[(1S)-1,2-dihydroxy-2-methylpropyl]-2-hydroxyoxolan-3-yl]-7-hydroxy-4,4,10,13-tetramethyl-3-oxo-6,7,8,9,11,12,16,17-octahydro-5H-cyclopenta[a]phenanthren-11-yl] (2R)-2-methylbutanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H52O8/c1-9-17(2)29(38)42-23-16-34(8)19(18-14-22(41-30(18)39)28(37)32(5,6)40)10-11-20(34)26-21(35)15-24-31(3,4)25(36)12-13-33(24,7)27(23)26/h11-13,17-19,21-24,26-28,30,35,37,39-40H,9-10,14-16H2,1-8H3/t17-,18+,19+,21-,22-,23-,24+,26-,27+,28+,30+,33+,34+/m1/s1
InChI Key ILVRQCJPFSTBFE-ONEJSRBMSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C34H52O8
Molecular Weight 588.80 g/mol
Exact Mass 588.36621861 g/mol
Topological Polar Surface Area (TPSA) 134.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 3.94
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(5R,7R,8R,9S,10S,11R,13S,17S)-17-[(2S,3S,5R)-5-[(1S)-1,2-dihydroxy-2-methylpropyl]-2-hydroxyoxolan-3-yl]-7-hydroxy-4,4,10,13-tetramethyl-3-oxo-6,7,8,9,11,12,16,17-octahydro-5H-cyclopenta[a]phenanthren-11-yl] (2R)-2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9933 99.33%
Caco-2 - 0.7932 79.32%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7561 75.61%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8234 82.34%
OATP1B3 inhibitior + 0.8689 86.89%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8165 81.65%
P-glycoprotein inhibitior + 0.7018 70.18%
P-glycoprotein substrate + 0.6881 68.81%
CYP3A4 substrate + 0.7243 72.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8941 89.41%
CYP3A4 inhibition + 0.7486 74.86%
CYP2C9 inhibition - 0.6493 64.93%
CYP2C19 inhibition - 0.6590 65.90%
CYP2D6 inhibition - 0.9372 93.72%
CYP1A2 inhibition - 0.8344 83.44%
CYP2C8 inhibition + 0.6578 65.78%
CYP inhibitory promiscuity - 0.7682 76.82%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4888 48.88%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9387 93.87%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9342 93.42%
Ames mutagenesis - 0.6544 65.44%
Human Ether-a-go-go-Related Gene inhibition - 0.3900 39.00%
Micronuclear - 0.6200 62.00%
Hepatotoxicity + 0.6033 60.33%
skin sensitisation - 0.8356 83.56%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.6970 69.70%
Acute Oral Toxicity (c) I 0.5328 53.28%
Estrogen receptor binding + 0.6958 69.58%
Androgen receptor binding + 0.7207 72.07%
Thyroid receptor binding + 0.5164 51.64%
Glucocorticoid receptor binding + 0.7455 74.55%
Aromatase binding + 0.6660 66.60%
PPAR gamma + 0.6172 61.72%
Honey bee toxicity - 0.6894 68.94%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.58% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.40% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.29% 85.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.44% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.15% 94.45%
CHEMBL2179 P04062 Beta-glucocerebrosidase 95.51% 85.31%
CHEMBL2581 P07339 Cathepsin D 95.28% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.66% 91.11%
CHEMBL220 P22303 Acetylcholinesterase 94.22% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.30% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.18% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.04% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 88.52% 94.73%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.61% 97.14%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 87.23% 96.90%
CHEMBL2996 Q05655 Protein kinase C delta 86.65% 97.79%
CHEMBL221 P23219 Cyclooxygenase-1 86.13% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.86% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.83% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.61% 93.56%
CHEMBL5028 O14672 ADAM10 83.93% 97.50%
CHEMBL226 P30542 Adenosine A1 receptor 82.75% 95.93%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 81.68% 94.97%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.54% 97.28%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.88% 95.71%
CHEMBL5255 O00206 Toll-like receptor 4 80.03% 92.50%

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.
Aglaia argentea

Cross-Links

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PubChem 101711154
LOTUS LTS0187964
wikiData Q105115499