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[(5S,7R,8R,9R,10S,11R,13S,17R)-11-hydroxy-17-[(2S,5R)-2-hydroxy-5-(2-methylpropyl)-2,5-dihydrofuran-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 80362a50-949b-44e0-bc60-bfcfdf5f0d06
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(5S,7R,8R,9R,10S,11R,13S,17R)-11-hydroxy-17-[(2S,5R)-2-hydroxy-5-(2-methylpropyl)-2,5-dihydrofuran-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(C)CC1C=C(C(O1)O)C2CC=C3C2(CC(C4C3(C(CC5C4(C=CC(=O)C5(C)C)C)OC(=O)C)C)O)C
SMILES (Isomeric) CC(C)C[C@@H]1C=C([C@H](O1)O)[C@@H]2CC=C3[C@]2(C[C@H]([C@H]4[C@]3([C@@H](C[C@H]5[C@@]4(C=CC(=O)C5(C)C)C)OC(=O)C)C)O)C
InChI InChI=1S/C32H46O6/c1-17(2)13-19-14-20(28(36)38-19)21-9-10-23-31(21,7)16-22(34)27-30(6)12-11-25(35)29(4,5)24(30)15-26(32(23,27)8)37-18(3)33/h10-12,14,17,19,21-22,24,26-28,34,36H,9,13,15-16H2,1-8H3/t19-,21+,22-,24-,26-,27-,28+,30+,31+,32-/m1/s1
InChI Key MUYYQGZLSSBBNW-PQTZZZTCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H46O6
Molecular Weight 526.70 g/mol
Exact Mass 526.32943918 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 4.40
Atomic LogP (AlogP) 5.14
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(5S,7R,8R,9R,10S,11R,13S,17R)-11-hydroxy-17-[(2S,5R)-2-hydroxy-5-(2-methylpropyl)-2,5-dihydrofuran-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 + 0.9932 99.32%
Caco-2 - 0.7192 71.92%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8032 80.32%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7914 79.14%
OATP1B3 inhibitior + 0.8595 85.95%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8093 80.93%
P-glycoprotein inhibitior + 0.6853 68.53%
P-glycoprotein substrate + 0.6393 63.93%
CYP3A4 substrate + 0.7154 71.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8937 89.37%
CYP3A4 inhibition + 0.5871 58.71%
CYP2C9 inhibition - 0.8124 81.24%
CYP2C19 inhibition - 0.8415 84.15%
CYP2D6 inhibition - 0.9369 93.69%
CYP1A2 inhibition - 0.8522 85.22%
CYP2C8 inhibition + 0.4492 44.92%
CYP inhibitory promiscuity - 0.6290 62.90%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4860 48.60%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9340 93.40%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9405 94.05%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5524 55.24%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.5536 55.36%
skin sensitisation - 0.7766 77.66%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity + 0.4889 48.89%
Acute Oral Toxicity (c) I 0.4643 46.43%
Estrogen receptor binding + 0.7494 74.94%
Androgen receptor binding + 0.6774 67.74%
Thyroid receptor binding + 0.6123 61.23%
Glucocorticoid receptor binding + 0.7306 73.06%
Aromatase binding + 0.6698 66.98%
PPAR gamma + 0.6484 64.84%
Honey bee toxicity - 0.7026 70.26%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5300 53.00%
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 98.04% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.49% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.62% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.76% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.66% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.41% 97.09%
CHEMBL2581 P07339 Cathepsin D 90.02% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.01% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.22% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.36% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 84.46% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.45% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.44% 82.69%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.45% 91.07%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 81.20% 80.00%
CHEMBL2996 Q05655 Protein kinase C delta 80.13% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.01% 95.56%

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 excelsa

Cross-Links

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PubChem 159678982
LOTUS LTS0050314
wikiData Q105172847