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[(5R,6R,7S,8R,9R,10R,13S,17R)-6-hydroxy-17-[(2S)-2-methoxy-5-oxo-2H-furan-4-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 3358603e-d22c-43a4-97d0-c8a80f1766d7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(5R,6R,7S,8R,9R,10R,13S,17R)-6-hydroxy-17-[(2S)-2-methoxy-5-oxo-2H-furan-4-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)OC1C(C2C(C(=O)C=CC2(C3C1(C4=CCC(C4(CC3)C)C5=CC(OC5=O)OC)C)C)(C)C)O
SMILES (Isomeric) CC(=O)O[C@@H]1[C@@H]([C@@H]2[C@](C=CC(=O)C2(C)C)([C@@H]3[C@@]1(C4=CC[C@H]([C@@]4(CC3)C)C5=C[C@H](OC5=O)OC)C)C)O
InChI InChI=1S/C29H38O7/c1-15(30)35-24-22(32)23-26(2,3)20(31)11-13-28(23,5)19-10-12-27(4)17(8-9-18(27)29(19,24)6)16-14-21(34-7)36-25(16)33/h9,11,13-14,17,19,21-24,32H,8,10,12H2,1-7H3/t17-,19+,21-,22+,23-,24+,27-,28+,29-/m0/s1
InChI Key AHWVWLFZGBNUBP-NURSXHSWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H38O7
Molecular Weight 498.60 g/mol
Exact Mass 498.26175355 g/mol
Topological Polar Surface Area (TPSA) 99.10 Ų
XlogP 4.00
Atomic LogP (AlogP) 3.90
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(5R,6R,7S,8R,9R,10R,13S,17R)-6-hydroxy-17-[(2S)-2-methoxy-5-oxo-2H-furan-4-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 + 0.9926 99.26%
Caco-2 - 0.6481 64.81%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7493 74.93%
OATP2B1 inhibitior - 0.8600 86.00%
OATP1B1 inhibitior + 0.8227 82.27%
OATP1B3 inhibitior + 0.8626 86.26%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.5983 59.83%
P-glycoprotein inhibitior + 0.7548 75.48%
P-glycoprotein substrate - 0.5647 56.47%
CYP3A4 substrate + 0.7218 72.18%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9010 90.10%
CYP3A4 inhibition - 0.5814 58.14%
CYP2C9 inhibition - 0.6614 66.14%
CYP2C19 inhibition - 0.8361 83.61%
CYP2D6 inhibition - 0.9397 93.97%
CYP1A2 inhibition - 0.6269 62.69%
CYP2C8 inhibition + 0.5584 55.84%
CYP inhibitory promiscuity - 0.8375 83.75%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4601 46.01%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9367 93.67%
Skin irritation - 0.5940 59.40%
Skin corrosion - 0.9334 93.34%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.8155 81.55%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.5182 51.82%
Acute Oral Toxicity (c) I 0.4303 43.03%
Estrogen receptor binding + 0.7663 76.63%
Androgen receptor binding + 0.6971 69.71%
Thyroid receptor binding + 0.6324 63.24%
Glucocorticoid receptor binding + 0.7920 79.20%
Aromatase binding + 0.6371 63.71%
PPAR gamma + 0.6470 64.70%
Honey bee toxicity - 0.7299 72.99%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9965 99.65%

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 97.47% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.29% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.29% 96.09%
CHEMBL2581 P07339 Cathepsin D 90.35% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.85% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.99% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.97% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.92% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 88.67% 91.19%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 87.80% 81.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.27% 97.25%
CHEMBL5028 O14672 ADAM10 85.51% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.75% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.57% 82.69%
CHEMBL2535 P11166 Glucose transporter 84.27% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.02% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.86% 89.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.71% 97.28%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.67% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.42% 96.77%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.29% 94.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.24% 93.04%

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 163080755
LOTUS LTS0217349
wikiData Q104912526