7-Acetyl-16,17-dehydro-16-hydroxyneotrichilenone

Details

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Internal ID 7e030e1c-d909-494b-af42-906b6f0422de
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > 17-furanylsteroids and derivatives
IUPAC Name [(5R,7R,8R,9R,10R,13R,14R)-17-(furan-3-yl)-16-hydroxy-4,4,8,10,13-pentamethyl-3,15-dioxo-6,7,9,11,12,14-hexahydro-5H-cyclopenta[a]phenanthren-7-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2C(C(=O)C=CC2(C3C1(C4C(=O)C(=C(C4(CC3)C)C5=COC=C5)O)C)C)(C)C
SMILES (Isomeric) CC(=O)O[C@@H]1C[C@@H]2[C@](C=CC(=O)C2(C)C)([C@@H]3[C@@]1([C@@H]4C(=O)C(=C([C@@]4(CC3)C)C5=COC=C5)O)C)C
InChI InChI=1S/C28H34O6/c1-15(29)34-20-13-18-25(2,3)19(30)8-11-26(18,4)17-7-10-27(5)21(16-9-12-33-14-16)22(31)23(32)24(27)28(17,20)6/h8-9,11-12,14,17-18,20,24,31H,7,10,13H2,1-6H3/t17-,18+,20-,24-,26-,27+,28+/m1/s1
InChI Key PZGKVFBYHBRVQU-XUODMKIHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H34O6
Molecular Weight 466.60 g/mol
Exact Mass 466.23553880 g/mol
Topological Polar Surface Area (TPSA) 93.80 Ų
XlogP 4.70
Atomic LogP (AlogP) 5.29
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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7-acetyl-16,17-dehydro-16-hydroxyneotrichilenone
CHEMBL1774403
DTXSID901109779
Q27135748
(5alpha,7alpha,13alpha)-17-(furan-3-yl)-16-hydroxy-4,4,8-trimethyl-3,15-dioxoandrosta-1,16-dien-7-yl acetate
(5alpha,7alpha,13alpha)-7-(Acetyloxy)-21,23-epoxy-16-hydroxy-4,4,8-trimethyl-24-norchola-1,16,20,22-tetraene-3,15-dione
19891-71-5

2D Structure

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2D Structure of 7-Acetyl-16,17-dehydro-16-hydroxyneotrichilenone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9896 98.96%
Caco-2 - 0.5337 53.37%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7860 78.60%
OATP2B1 inhibitior - 0.8585 85.85%
OATP1B1 inhibitior + 0.7058 70.58%
OATP1B3 inhibitior - 0.5059 50.59%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9667 96.67%
P-glycoprotein inhibitior + 0.7520 75.20%
P-glycoprotein substrate - 0.5836 58.36%
CYP3A4 substrate + 0.7033 70.33%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8791 87.91%
CYP3A4 inhibition + 0.5776 57.76%
CYP2C9 inhibition - 0.6953 69.53%
CYP2C19 inhibition - 0.6429 64.29%
CYP2D6 inhibition - 0.8790 87.90%
CYP1A2 inhibition - 0.5241 52.41%
CYP2C8 inhibition + 0.7249 72.49%
CYP inhibitory promiscuity - 0.6564 65.64%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4894 48.94%
Eye corrosion - 0.9941 99.41%
Eye irritation - 0.9247 92.47%
Skin irritation - 0.5704 57.04%
Skin corrosion - 0.9162 91.62%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9443 94.43%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.6301 63.01%
skin sensitisation - 0.7887 78.87%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.6647 66.47%
Acute Oral Toxicity (c) III 0.5586 55.86%
Estrogen receptor binding + 0.7925 79.25%
Androgen receptor binding + 0.6472 64.72%
Thyroid receptor binding + 0.7235 72.35%
Glucocorticoid receptor binding + 0.8485 84.85%
Aromatase binding + 0.7607 76.07%
PPAR gamma + 0.6805 68.05%
Honey bee toxicity - 0.8098 80.98%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9969 99.69%

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 97.91% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.06% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.11% 96.09%
CHEMBL2581 P07339 Cathepsin D 92.21% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.31% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.17% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.12% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 85.80% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.78% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.72% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.46% 95.89%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.77% 97.28%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.43% 95.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.13% 93.04%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.28% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 80.81% 94.75%
CHEMBL5028 O14672 ADAM10 80.54% 97.50%

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 52951895
LOTUS LTS0032529
wikiData Q27135748