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[(5R,7R,8R,9S,10S,11R,13S,17S)-17-[(2S,3S,5R)-5-[(2S)-3,3-dimethyloxiran-2-yl]-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] 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 71c5189c-ef73-4197-bd3a-a9e130c98547
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-[(2S)-3,3-dimethyloxiran-2-yl]-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] 2-methylbutanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H50O7/c1-9-17(2)29(37)40-23-16-34(8)19(18-14-22(39-30(18)38)28-32(5,6)41-28)10-11-20(34)26-21(35)15-24-31(3,4)25(36)12-13-33(24,7)27(23)26/h11-13,17-19,21-24,26-28,30,35,38H,9-10,14-16H2,1-8H3/t17?,18-,19-,21+,22+,23+,24-,26+,27-,28-,30-,33-,34-/m0/s1
InChI Key XCVWICCGOFTAGG-SXWZEYROSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C34H50O7
Molecular Weight 570.80 g/mol
Exact Mass 570.35565393 g/mol
Topological Polar Surface Area (TPSA) 106.00 Ų
XlogP 4.80
Atomic LogP (AlogP) 4.99
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 5

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-[(2S)-3,3-dimethyloxiran-2-yl]-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] 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 + 0.9945 99.45%
Caco-2 - 0.7627 76.27%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7614 76.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8335 83.35%
OATP1B3 inhibitior + 0.8384 83.84%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.7733 77.33%
P-glycoprotein inhibitior + 0.7506 75.06%
P-glycoprotein substrate + 0.6430 64.30%
CYP3A4 substrate + 0.7217 72.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8899 88.99%
CYP3A4 inhibition + 0.8396 83.96%
CYP2C9 inhibition - 0.6817 68.17%
CYP2C19 inhibition - 0.7760 77.60%
CYP2D6 inhibition - 0.9334 93.34%
CYP1A2 inhibition - 0.8805 88.05%
CYP2C8 inhibition + 0.6461 64.61%
CYP inhibitory promiscuity - 0.7042 70.42%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Danger 0.4417 44.17%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9395 93.95%
Skin irritation - 0.5355 53.55%
Skin corrosion - 0.9288 92.88%
Ames mutagenesis - 0.5981 59.81%
Human Ether-a-go-go-Related Gene inhibition - 0.4582 45.82%
Micronuclear - 0.5500 55.00%
Hepatotoxicity - 0.5755 57.55%
skin sensitisation - 0.8231 82.31%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.6034 60.34%
Acute Oral Toxicity (c) I 0.5916 59.16%
Estrogen receptor binding + 0.7310 73.10%
Androgen receptor binding + 0.7372 73.72%
Thyroid receptor binding + 0.5484 54.84%
Glucocorticoid receptor binding + 0.7221 72.21%
Aromatase binding + 0.6819 68.19%
PPAR gamma + 0.6246 62.46%
Honey bee toxicity - 0.6892 68.92%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5200 52.00%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.56% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 97.17% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.03% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.84% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.80% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.11% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.61% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 90.74% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.81% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.66% 96.77%
CHEMBL2581 P07339 Cathepsin D 89.21% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.68% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 86.11% 94.73%
CHEMBL2179 P04062 Beta-glucocerebrosidase 85.34% 85.31%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.46% 86.33%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.17% 97.28%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.48% 96.61%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.28% 89.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.13% 93.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.13% 90.71%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.99% 94.08%
CHEMBL5255 O00206 Toll-like receptor 4 81.82% 92.50%
CHEMBL340 P08684 Cytochrome P450 3A4 81.08% 91.19%

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 101711018
LOTUS LTS0144565
wikiData Q105325445