9alpha-Fluoro-6alpha-methylprednisolone 21-acetate

Details

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Internal ID f06d6a06-16f1-4edf-a385-fc4cab7e164f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
IUPAC Name [2-[(6S,8S,9R,10S,11S,13S,14S,17R)-9-fluoro-11,17-dihydroxy-6,10,13-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate
SMILES (Canonical) CC1CC2C3CCC(C3(CC(C2(C4(C1=CC(=O)C=C4)C)F)O)C)(C(=O)COC(=O)C)O
SMILES (Isomeric) C[C@H]1C[C@H]2[C@@H]3CC[C@@]([C@]3(C[C@@H]([C@@]2([C@@]4(C1=CC(=O)C=C4)C)F)O)C)(C(=O)COC(=O)C)O
InChI InChI=1S/C24H31FO6/c1-13-9-18-16-6-8-23(30,20(29)12-31-14(2)26)22(16,4)11-19(28)24(18,25)21(3)7-5-15(27)10-17(13)21/h5,7,10,13,16,18-19,28,30H,6,8-9,11-12H2,1-4H3/t13-,16-,18-,19-,21-,22-,23-,24-/m0/s1
InChI Key KYVZRGYRHWSJFB-OOACPSMNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H31FO6
Molecular Weight 434.50 g/mol
Exact Mass 434.21046687 g/mol
Topological Polar Surface Area (TPSA) 101.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.47
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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WGW384PW2A
NSC 63549
UNII-WGW384PW2A
9alpha-Fluoro-6alpha-methylprednisolone 21-acetate
CHEBI:34519
6alpha-Methyl-9alpha-fluoroprednisolone 21-acetate
NSC-63549
9-Fluoro-11,17-dihydroxy-6-methyl-3,20-dioxopregna-1,4-dien-21-yl acetate
NSC63549
MLS002693439
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of 9alpha-Fluoro-6alpha-methylprednisolone 21-acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9915 99.15%
Caco-2 - 0.5875 58.75%
Blood Brain Barrier + 1.0000 100.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8841 88.41%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9348 93.48%
OATP1B3 inhibitior + 0.9479 94.79%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9921 99.21%
P-glycoprotein inhibitior - 0.7828 78.28%
P-glycoprotein substrate + 0.5942 59.42%
CYP3A4 substrate + 0.7459 74.59%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9126 91.26%
CYP3A4 inhibition - 0.8309 83.09%
CYP2C9 inhibition - 0.9070 90.70%
CYP2C19 inhibition - 0.9473 94.73%
CYP2D6 inhibition - 0.9231 92.31%
CYP1A2 inhibition - 0.9071 90.71%
CYP2C8 inhibition + 0.7877 78.77%
CYP inhibitory promiscuity - 0.9348 93.48%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6383 63.83%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9641 96.41%
Skin irritation + 0.7336 73.36%
Skin corrosion - 0.9469 94.69%
Ames mutagenesis - 0.7895 78.95%
Human Ether-a-go-go-Related Gene inhibition + 0.7379 73.79%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.8823 88.23%
skin sensitisation - 0.9302 93.02%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.9513 95.13%
Acute Oral Toxicity (c) III 0.8009 80.09%
Estrogen receptor binding + 0.8690 86.90%
Androgen receptor binding + 0.8797 87.97%
Thyroid receptor binding - 0.6407 64.07%
Glucocorticoid receptor binding + 0.8933 89.33%
Aromatase binding + 0.8999 89.99%
PPAR gamma - 0.6268 62.68%
Honey bee toxicity - 0.7689 76.89%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5700 57.00%
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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.70% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.28% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.30% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.29% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.56% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.91% 82.69%
CHEMBL2034 P04150 Glucocorticoid receptor 91.45% 94.82%
CHEMBL221 P23219 Cyclooxygenase-1 90.38% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.93% 97.09%
CHEMBL1871 P10275 Androgen Receptor 89.46% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.14% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.08% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.50% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.36% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.89% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.19% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 85.00% 95.93%
CHEMBL2581 P07339 Cathepsin D 83.63% 98.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.42% 95.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.86% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.51% 99.23%

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.
Rehmannia glutinosa

Cross-Links

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PubChem 247935
NPASS NPC2766