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[(5R,7R,8R,9R,10R,13R,14R,17R)-17-hydroxy-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-7-yl] (E)-3-(3-hydroxy-4-methoxyphenyl)prop-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 d6b4fe60-7fcc-40b5-a424-85cade5183b6
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters
IUPAC Name [(5R,7R,8R,9R,10R,13R,14R,17R)-17-hydroxy-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-7-yl] (E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoate
SMILES (Canonical) CC1(C2CC(C3(C4CCC(C4(CCC3C2(C=CC1=O)C)C)O)C)OC(=O)C=CC5=CC(=C(C=C5)OC)O)C
SMILES (Isomeric) C[C@@]12CC[C@@H]3[C@]4(C=CC(=O)C([C@@H]4C[C@H]([C@]3([C@@H]1CC[C@H]2O)C)OC(=O)/C=C/C5=CC(=C(C=C5)OC)O)(C)C)C
InChI InChI=1S/C32H42O6/c1-29(2)24-18-27(38-28(36)12-8-19-7-9-21(37-6)20(33)17-19)32(5)22-10-11-26(35)31(22,4)15-13-23(32)30(24,3)16-14-25(29)34/h7-9,12,14,16-17,22-24,26-27,33,35H,10-11,13,15,18H2,1-6H3/b12-8+/t22-,23-,24+,26-,27-,30-,31-,32+/m1/s1
InChI Key SHLMROUFGOICOQ-GFIYGCGQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H42O6
Molecular Weight 522.70 g/mol
Exact Mass 522.29813906 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 6.20
Atomic LogP (AlogP) 5.71
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 [(5R,7R,8R,9R,10R,13R,14R,17R)-17-hydroxy-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-7-yl] (E)-3-(3-hydroxy-4-methoxyphenyl)prop-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 + 0.9933 99.33%
Caco-2 - 0.7782 77.82%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8406 84.06%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8587 85.87%
OATP1B3 inhibitior - 0.3216 32.16%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8071 80.71%
BSEP inhibitior + 0.9835 98.35%
P-glycoprotein inhibitior + 0.7649 76.49%
P-glycoprotein substrate + 0.5394 53.94%
CYP3A4 substrate + 0.7277 72.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8524 85.24%
CYP3A4 inhibition - 0.6076 60.76%
CYP2C9 inhibition - 0.7209 72.09%
CYP2C19 inhibition - 0.7301 73.01%
CYP2D6 inhibition - 0.9412 94.12%
CYP1A2 inhibition + 0.7423 74.23%
CYP2C8 inhibition + 0.8015 80.15%
CYP inhibitory promiscuity - 0.9216 92.16%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.6091 60.91%
Eye corrosion - 0.9948 99.48%
Eye irritation - 0.9383 93.83%
Skin irritation - 0.5605 56.05%
Skin corrosion - 0.9494 94.94%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6493 64.93%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.6690 66.90%
skin sensitisation - 0.8775 87.75%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.9697 96.97%
Acute Oral Toxicity (c) III 0.4019 40.19%
Estrogen receptor binding + 0.8227 82.27%
Androgen receptor binding + 0.6925 69.25%
Thyroid receptor binding + 0.6761 67.61%
Glucocorticoid receptor binding + 0.8120 81.20%
Aromatase binding + 0.7274 72.74%
PPAR gamma + 0.6695 66.95%
Honey bee toxicity - 0.7912 79.12%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6100 61.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.76% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.63% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 96.38% 91.49%
CHEMBL1937 Q92769 Histone deacetylase 2 96.28% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.82% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.85% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.03% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.59% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.90% 95.89%
CHEMBL4302 P08183 P-glycoprotein 1 90.80% 92.98%
CHEMBL2581 P07339 Cathepsin D 90.57% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.44% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.40% 92.94%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.28% 96.00%
CHEMBL340 P08684 Cytochrome P450 3A4 86.56% 91.19%
CHEMBL3194 P02766 Transthyretin 85.89% 90.71%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 85.32% 85.30%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.22% 97.33%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.20% 91.03%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.72% 99.17%
CHEMBL5028 O14672 ADAM10 82.48% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.42% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.79% 90.71%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.99% 97.28%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.36% 92.62%

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 15840160
LOTUS LTS0001246
wikiData Q105253046