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[(5R,7R,8R,9R,10R,13S,17S)-17-[(2S,3S)-2-methoxyoxolan-3-yl]-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-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 e950c7d3-b2a8-48db-99b7-cd2245a489f8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(5R,7R,8R,9R,10R,13S,17S)-17-[(2S,3S)-2-methoxyoxolan-3-yl]-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2C(C(=O)C=CC2(C3C1(C4=CCC(C4(CC3)C)C5CCOC5OC)C)C)(C)C
SMILES (Isomeric) CC(=O)O[C@@H]1C[C@@H]2[C@](C=CC(=O)C2(C)C)([C@@H]3[C@@]1(C4=CC[C@H]([C@@]4(CC3)C)[C@@H]5CCO[C@@H]5OC)C)C
InChI InChI=1S/C29H42O5/c1-17(30)34-24-16-22-26(2,3)23(31)11-14-28(22,5)21-10-13-27(4)19(8-9-20(27)29(21,24)6)18-12-15-33-25(18)32-7/h9,11,14,18-19,21-22,24-25H,8,10,12-13,15-16H2,1-7H3/t18-,19-,21+,22-,24+,25-,27-,28+,29-/m0/s1
InChI Key AVHQACOEJHCDEU-KTLTYMMRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H42O5
Molecular Weight 470.60 g/mol
Exact Mass 470.30322444 g/mol
Topological Polar Surface Area (TPSA) 61.80 Ų
XlogP 5.40
Atomic LogP (AlogP) 5.49
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(5R,7R,8R,9R,10R,13S,17S)-17-[(2S,3S)-2-methoxyoxolan-3-yl]-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-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 + 0.9954 99.54%
Caco-2 - 0.6135 61.35%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.8738 87.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7871 78.71%
OATP1B3 inhibitior + 0.9697 96.97%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.8716 87.16%
P-glycoprotein inhibitior + 0.7898 78.98%
P-glycoprotein substrate - 0.5882 58.82%
CYP3A4 substrate + 0.7383 73.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9018 90.18%
CYP3A4 inhibition - 0.6518 65.18%
CYP2C9 inhibition - 0.7465 74.65%
CYP2C19 inhibition - 0.8082 80.82%
CYP2D6 inhibition - 0.9417 94.17%
CYP1A2 inhibition - 0.8310 83.10%
CYP2C8 inhibition + 0.6428 64.28%
CYP inhibitory promiscuity - 0.7661 76.61%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5767 57.67%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9354 93.54%
Skin irritation - 0.6710 67.10%
Skin corrosion - 0.9443 94.43%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7249 72.49%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.5198 51.98%
skin sensitisation - 0.8487 84.87%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.6107 61.07%
Acute Oral Toxicity (c) III 0.6397 63.97%
Estrogen receptor binding + 0.8258 82.58%
Androgen receptor binding + 0.6951 69.51%
Thyroid receptor binding + 0.5997 59.97%
Glucocorticoid receptor binding + 0.7640 76.40%
Aromatase binding + 0.6497 64.97%
PPAR gamma + 0.7370 73.70%
Honey bee toxicity - 0.6952 69.52%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9963 99.63%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.23% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.09% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.04% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.68% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.17% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.36% 97.09%
CHEMBL3922 P50579 Methionine aminopeptidase 2 90.24% 97.28%
CHEMBL340 P08684 Cytochrome P450 3A4 90.18% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.25% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.14% 82.69%
CHEMBL5028 O14672 ADAM10 86.48% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.05% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.90% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.59% 99.23%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 83.17% 98.99%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.13% 94.80%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.96% 92.94%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.59% 91.24%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.22% 97.25%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 82.20% 88.84%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.64% 91.07%
CHEMBL1937 Q92769 Histone deacetylase 2 80.89% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.85% 86.33%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.83% 93.04%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.83% 94.00%
CHEMBL259 P32245 Melanocortin receptor 4 80.33% 95.38%

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.
Azadirachta indica

Cross-Links

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PubChem 101602320
LOTUS LTS0217510
wikiData Q104919505