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Gibberoepoxysterol

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 8a51edd2-0370-4dfd-bafa-d0488517cf6b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids
IUPAC Name (1S,2S,3S,5S,7R,9S,11S,12S,15R,16R)-2,16-dimethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecane-3,5-diol
SMILES (Canonical) CC(C)C(=C)CCC(C)C1CCC2C1(CCC3C2CC4C5(C3(C(CC(C5)O)O)C)O4)C
SMILES (Isomeric) C[C@H](CCC(=C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C[C@H]4[C@@]5([C@@]3([C@H](C[C@@H](C5)O)O)C)O4)C
InChI InChI=1S/C28H46O3/c1-16(2)17(3)7-8-18(4)21-9-10-22-20-14-25-28(31-25)15-19(29)13-24(30)27(28,6)23(20)11-12-26(21,22)5/h16,18-25,29-30H,3,7-15H2,1-2,4-6H3/t18-,19+,20+,21-,22+,23+,24+,25+,26-,27+,28+/m1/s1
InChI Key GPCQIPUVKXSNKM-JGRLSXHCSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H46O3
Molecular Weight 430.70 g/mol
Exact Mass 430.34469533 g/mol
Topological Polar Surface Area (TPSA) 53.00 Ų
XlogP 7.10
Atomic LogP (AlogP) 5.74
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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CHEMBL497239
(1S,2S,3S,5S,7R,9S,11S,12S,15R,16R)-2,16-dimethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecane-3,5-diol

2D Structure

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2D Structure of Gibberoepoxysterol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9799 97.99%
Caco-2 - 0.6288 62.88%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Lysosomes 0.6189 61.89%
OATP2B1 inhibitior - 0.5722 57.22%
OATP1B1 inhibitior + 0.8714 87.14%
OATP1B3 inhibitior + 0.9603 96.03%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6580 65.80%
P-glycoprotein inhibitior - 0.5918 59.18%
P-glycoprotein substrate + 0.5432 54.32%
CYP3A4 substrate + 0.7323 73.23%
CYP2C9 substrate - 0.8021 80.21%
CYP2D6 substrate - 0.7134 71.34%
CYP3A4 inhibition - 0.7717 77.17%
CYP2C9 inhibition - 0.6855 68.55%
CYP2C19 inhibition - 0.7025 70.25%
CYP2D6 inhibition - 0.9297 92.97%
CYP1A2 inhibition - 0.6993 69.93%
CYP2C8 inhibition - 0.5670 56.70%
CYP inhibitory promiscuity - 0.6253 62.53%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6350 63.50%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9415 94.15%
Skin irritation - 0.5655 56.55%
Skin corrosion - 0.9208 92.08%
Ames mutagenesis - 0.5037 50.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7140 71.40%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6364 63.64%
skin sensitisation - 0.6692 66.92%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8220 82.20%
Acute Oral Toxicity (c) I 0.5553 55.53%
Estrogen receptor binding + 0.7010 70.10%
Androgen receptor binding + 0.7638 76.38%
Thyroid receptor binding + 0.6333 63.33%
Glucocorticoid receptor binding + 0.7405 74.05%
Aromatase binding + 0.6544 65.44%
PPAR gamma + 0.5891 58.91%
Honey bee toxicity - 0.6242 62.42%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9845 98.45%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.30% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.79% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.14% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.01% 97.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 93.91% 89.05%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.21% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.48% 96.61%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.44% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 90.42% 97.79%
CHEMBL2094135 Q96BI3 Gamma-secretase 90.33% 98.05%
CHEMBL3837 P07711 Cathepsin L 89.84% 96.61%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.39% 96.77%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.20% 92.62%
CHEMBL237 P41145 Kappa opioid receptor 89.09% 98.10%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.90% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 87.46% 90.17%
CHEMBL226 P30542 Adenosine A1 receptor 87.13% 95.93%
CHEMBL1871 P10275 Androgen Receptor 85.80% 96.43%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 85.62% 95.34%
CHEMBL233 P35372 Mu opioid receptor 85.08% 97.93%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 84.22% 92.38%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 83.82% 87.16%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.27% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.95% 95.89%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.85% 85.31%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 82.71% 96.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.63% 82.69%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.37% 100.00%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 82.36% 96.03%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.98% 89.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.87% 96.21%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.86% 91.03%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.83% 90.71%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.79% 95.50%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 80.74% 95.36%
CHEMBL4302 P08183 P-glycoprotein 1 80.43% 92.98%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.18% 93.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.07% 86.33%

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 16086527
LOTUS LTS0273739
wikiData Q105014765