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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] 3-methylbut-2-enoate

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 0808c090-55de-4549-84c3-5cf5de2d7d71
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] 3-methylbut-2-enoate
SMILES (Canonical) CC(=CC(=O)OC1C(C2C(C(=O)C=CC2(C3C1(C4=CCC(C4(CC3)C)C5=CC(OC5=O)OC)C)C)(C)C)O)C
SMILES (Isomeric) CC(=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)C
InChI InChI=1S/C32H42O7/c1-17(2)15-23(34)38-27-25(35)26-29(3,4)22(33)12-14-31(26,6)21-11-13-30(5)19(9-10-20(30)32(21,27)7)18-16-24(37-8)39-28(18)36/h10,12,14-16,19,21,24-27,35H,9,11,13H2,1-8H3/t19-,21+,24-,25+,26-,27+,30-,31+,32-/m0/s1
InChI Key BDOVEZSKAKIKOT-CDESQBQOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H42O7
Molecular Weight 538.70 g/mol
Exact Mass 538.29305367 g/mol
Topological Polar Surface Area (TPSA) 99.10 Ų
XlogP 5.40
Atomic LogP (AlogP) 4.85
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 4

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] 3-methylbut-2-enoate

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 - 0.7011 70.11%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7493 74.93%
OATP2B1 inhibitior - 0.8571 85.71%
OATP1B1 inhibitior + 0.8302 83.02%
OATP1B3 inhibitior + 0.8626 86.26%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8391 83.91%
P-glycoprotein inhibitior + 0.8124 81.24%
P-glycoprotein substrate + 0.5421 54.21%
CYP3A4 substrate + 0.7271 72.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8988 89.88%
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 + 0.6403 64.03%
CYP inhibitory promiscuity - 0.8375 83.75%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4601 46.01%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9327 93.27%
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 - 0.4630 46.30%
Micronuclear - 0.6700 67.00%
Hepatotoxicity + 0.5000 50.00%
skin sensitisation - 0.8155 81.55%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.5856 58.56%
Acute Oral Toxicity (c) I 0.4303 43.03%
Estrogen receptor binding + 0.7619 76.19%
Androgen receptor binding + 0.7193 71.93%
Thyroid receptor binding + 0.6049 60.49%
Glucocorticoid receptor binding + 0.8168 81.68%
Aromatase binding + 0.6424 64.24%
PPAR gamma + 0.7010 70.10%
Honey bee toxicity - 0.6575 65.75%
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 97.68% 91.11%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 92.09% 91.07%
CHEMBL2581 P07339 Cathepsin D 91.55% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.34% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.22% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.07% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.66% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.60% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 88.56% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.26% 89.00%
CHEMBL5028 O14672 ADAM10 86.28% 97.50%
CHEMBL2535 P11166 Glucose transporter 85.35% 98.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.08% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.83% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.01% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.28% 97.09%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.99% 97.28%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.86% 85.14%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.18% 97.14%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.67% 91.24%

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 162910955
LOTUS LTS0197971
wikiData Q104924520