[(5S,6R,7S,8R,9R,10R,13S)-6-hydroxy-4,4,8,10,13-pentamethyl-3,16-dioxo-6,7,9,11,12,17-hexahydro-5H-cyclopenta[a]phenanthren-7-yl] acetate

Details

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Internal ID bcf0c6ce-9165-410e-bd90-8a524329d6ea
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters
IUPAC Name [(5S,6R,7S,8R,9R,10R,13S)-6-hydroxy-4,4,8,10,13-pentamethyl-3,16-dioxo-6,7,9,11,12,17-hexahydro-5H-cyclopenta[a]phenanthren-7-yl] acetate
SMILES (Canonical) CC(=O)OC1C(C2C(C(=O)C=CC2(C3C1(C4=CC(=O)CC4(CC3)C)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(=O)C[C@@]4(CC3)C)C)C)O
InChI InChI=1S/C24H32O5/c1-13(25)29-20-18(28)19-21(2,3)17(27)8-10-23(19,5)15-7-9-22(4)12-14(26)11-16(22)24(15,20)6/h8,10-11,15,18-20,28H,7,9,12H2,1-6H3/t15-,18-,19-,20-,22+,23-,24-/m1/s1
InChI Key HKVOPFDXIGAKHQ-LTYLRRHLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H32O5
Molecular Weight 400.50 g/mol
Exact Mass 400.22497412 g/mol
Topological Polar Surface Area (TPSA) 80.70 Ų
XlogP 3.10
Atomic LogP (AlogP) 3.40
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(5S,6R,7S,8R,9R,10R,13S)-6-hydroxy-4,4,8,10,13-pentamethyl-3,16-dioxo-6,7,9,11,12,17-hexahydro-5H-cyclopenta[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 + 0.9927 99.27%
Caco-2 + 0.4938 49.38%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.8392 83.92%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8469 84.69%
OATP1B3 inhibitior + 0.8585 85.85%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.7825 78.25%
P-glycoprotein inhibitior - 0.4569 45.69%
P-glycoprotein substrate - 0.7063 70.63%
CYP3A4 substrate + 0.6694 66.94%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9014 90.14%
CYP3A4 inhibition - 0.7580 75.80%
CYP2C9 inhibition - 0.8091 80.91%
CYP2C19 inhibition - 0.9338 93.38%
CYP2D6 inhibition - 0.9289 92.89%
CYP1A2 inhibition - 0.8200 82.00%
CYP2C8 inhibition - 0.6083 60.83%
CYP inhibitory promiscuity - 0.9188 91.88%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5840 58.40%
Eye corrosion - 0.9932 99.32%
Eye irritation - 0.9679 96.79%
Skin irritation + 0.6172 61.72%
Skin corrosion - 0.9450 94.50%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6460 64.60%
Micronuclear - 0.6100 61.00%
Hepatotoxicity - 0.5874 58.74%
skin sensitisation - 0.6518 65.18%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.5752 57.52%
Acute Oral Toxicity (c) III 0.5040 50.40%
Estrogen receptor binding + 0.6838 68.38%
Androgen receptor binding + 0.6655 66.55%
Thyroid receptor binding + 0.6479 64.79%
Glucocorticoid receptor binding + 0.7462 74.62%
Aromatase binding + 0.5799 57.99%
PPAR gamma + 0.6767 67.67%
Honey bee toxicity - 0.8191 81.91%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6450 64.50%
Fish aquatic toxicity + 0.9954 99.54%

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 97.75% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.60% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.94% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.39% 94.45%
CHEMBL2581 P07339 Cathepsin D 92.29% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 90.98% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.71% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.19% 82.69%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.09% 96.77%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.93% 85.14%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.89% 93.04%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.89% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.86% 97.09%
CHEMBL2535 P11166 Glucose transporter 82.74% 98.75%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.05% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.84% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.53% 89.00%

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 162925999
LOTUS LTS0090849
wikiData Q105029992