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[4-acetyloxy-1-(16-hydroxy-2',10,13-trimethyl-3-oxospiro[2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthrene-17,3'-oxirane]-2'-yl)-2,3,4-trimethylpentyl] 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 fff29ecf-eed6-487d-82f1-6eeaf6ee8d8b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name [4-acetyloxy-1-(16-hydroxy-2',10,13-trimethyl-3-oxospiro[2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthrene-17,3'-oxirane]-2'-yl)-2,3,4-trimethylpentyl] acetate
SMILES (Canonical) CC(C(C)C(C)(C)OC(=O)C)C(C1(C2(O1)C(CC3C2(CCC4C3CCC5C4(CCC(=O)C5)C)C)O)C)OC(=O)C
SMILES (Isomeric) CC(C(C)C(C)(C)OC(=O)C)C(C1(C2(O1)C(CC3C2(CCC4C3CCC5C4(CCC(=O)C5)C)C)O)C)OC(=O)C
InChI InChI=1S/C33H52O7/c1-18(19(2)29(5,6)39-21(4)35)28(38-20(3)34)32(9)33(40-32)27(37)17-26-24-11-10-22-16-23(36)12-14-30(22,7)25(24)13-15-31(26,33)8/h18-19,22,24-28,37H,10-17H2,1-9H3
InChI Key FKEFZHOEVVYKSI-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H52O7
Molecular Weight 560.80 g/mol
Exact Mass 560.37130399 g/mol
Topological Polar Surface Area (TPSA) 102.00 Ų
XlogP 5.20
Atomic LogP (AlogP) 5.64
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [4-acetyloxy-1-(16-hydroxy-2',10,13-trimethyl-3-oxospiro[2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthrene-17,3'-oxirane]-2'-yl)-2,3,4-trimethylpentyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9690 96.90%
Caco-2 - 0.7639 76.39%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6730 67.30%
OATP2B1 inhibitior - 0.7120 71.20%
OATP1B1 inhibitior + 0.8417 84.17%
OATP1B3 inhibitior + 0.8988 89.88%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.8439 84.39%
P-glycoprotein inhibitior + 0.7240 72.40%
P-glycoprotein substrate + 0.5329 53.29%
CYP3A4 substrate + 0.7428 74.28%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8326 83.26%
CYP3A4 inhibition - 0.7444 74.44%
CYP2C9 inhibition - 0.7059 70.59%
CYP2C19 inhibition - 0.7022 70.22%
CYP2D6 inhibition - 0.9537 95.37%
CYP1A2 inhibition - 0.7082 70.82%
CYP2C8 inhibition + 0.5632 56.32%
CYP inhibitory promiscuity - 0.9771 97.71%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6628 66.28%
Eye corrosion - 0.9847 98.47%
Eye irritation - 0.9180 91.80%
Skin irritation - 0.5390 53.90%
Skin corrosion - 0.9017 90.17%
Ames mutagenesis - 0.6740 67.40%
Human Ether-a-go-go-Related Gene inhibition - 0.4352 43.52%
Micronuclear - 0.6500 65.00%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.8164 81.64%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.7081 70.81%
Acute Oral Toxicity (c) III 0.4947 49.47%
Estrogen receptor binding + 0.7348 73.48%
Androgen receptor binding + 0.7752 77.52%
Thyroid receptor binding - 0.5071 50.71%
Glucocorticoid receptor binding + 0.7589 75.89%
Aromatase binding + 0.7626 76.26%
PPAR gamma + 0.6807 68.07%
Honey bee toxicity - 0.6582 65.82%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9532 95.32%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.52% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.26% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.26% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.08% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.52% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.46% 96.77%
CHEMBL1914 P06276 Butyrylcholinesterase 90.63% 95.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.58% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.90% 100.00%
CHEMBL1871 P10275 Androgen Receptor 89.77% 96.43%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.11% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.10% 89.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 87.31% 95.71%
CHEMBL204 P00734 Thrombin 86.88% 96.01%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.87% 95.56%
CHEMBL2996 Q05655 Protein kinase C delta 86.62% 97.79%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.39% 93.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.39% 82.69%
CHEMBL299 P17252 Protein kinase C alpha 86.16% 98.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.85% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.52% 91.07%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.45% 96.38%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.33% 93.04%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.89% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.67% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.58% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.06% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 81.38% 91.19%
CHEMBL5028 O14672 ADAM10 80.55% 97.50%
CHEMBL1902 P62942 FK506-binding protein 1A 80.40% 97.05%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.14% 82.50%

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.
There are no matching plants.

Cross-Links

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PubChem 73818448
LOTUS LTS0051725
wikiData Q104996550