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Auransterol

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 000d055d-85ff-40ca-ad9a-53ee3fbceaac
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids
IUPAC Name (1S,3S,5S,6S,8R,9S,10S,13R,14S,17S,19R,21R)-5,14-dimethyl-5-(4-methyl-3-methylidenepentyl)-2,4-dioxahexacyclo[11.8.0.01,9.03,10.06,10.014,19]henicosane-8,17,21-triol
SMILES (Canonical) CC(C)C(=C)CCC1(C2CC(C3C24CCC5C3(C(CC6C5(CCC(C6)O)C)O)OC4O1)O)C
SMILES (Isomeric) CC(C)C(=C)CC[C@]1([C@H]2C[C@H]([C@@H]3[C@]24CC[C@H]5[C@]3([C@@H](C[C@@H]6[C@@]5(CC[C@@H](C6)O)C)O)O[C@@H]4O1)O)C
InChI InChI=1S/C28H44O5/c1-15(2)16(3)6-10-26(5)21-14-19(30)23-27(21)11-8-20-25(4)9-7-18(29)12-17(25)13-22(31)28(20,23)33-24(27)32-26/h15,17-24,29-31H,3,6-14H2,1-2,4-5H3/t17-,18+,19-,20-,21-,22-,23-,24+,25+,26+,27+,28-/m1/s1
InChI Key ULMXQCHYFQWPAN-QBSYMUPTSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H44O5
Molecular Weight 460.60 g/mol
Exact Mass 460.31887450 g/mol
Topological Polar Surface Area (TPSA) 79.20 Ų
XlogP 4.20
Atomic LogP (AlogP) 4.19
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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(1S,3S,5S,6S,8R,9S,10S,13R,14S,17S,19R,21R)-5,14-dimethyl-5-(4-methyl-3-methylidenepentyl)-2,4-dioxahexacyclo[11.8.0.01,9.03,10.06,10.014,19]henicosane-8,17,21-triol
(1S,3S,5S,6S,8R,9S,10S,13R,14S,17S,19R,21R)-5,14-dimethyl-5-(4-methyl-3-methylidenepentyl)-2,4-dioxahexacyclo(11.8.0.01,9.03,10.06,10.014,19)henicosane-8,17,21-triol
RefChem:115580
CHEBI:225310

2D Structure

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2D Structure of Auransterol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9796 97.96%
Caco-2 - 0.6864 68.64%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.5741 57.41%
OATP2B1 inhibitior - 0.5734 57.34%
OATP1B1 inhibitior + 0.8504 85.04%
OATP1B3 inhibitior + 0.8344 83.44%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.7419 74.19%
P-glycoprotein inhibitior - 0.6046 60.46%
P-glycoprotein substrate - 0.5463 54.63%
CYP3A4 substrate + 0.6918 69.18%
CYP2C9 substrate - 0.8100 81.00%
CYP2D6 substrate - 0.7402 74.02%
CYP3A4 inhibition - 0.7826 78.26%
CYP2C9 inhibition - 0.7495 74.95%
CYP2C19 inhibition - 0.7310 73.10%
CYP2D6 inhibition - 0.9337 93.37%
CYP1A2 inhibition - 0.7930 79.30%
CYP2C8 inhibition + 0.4572 45.72%
CYP inhibitory promiscuity - 0.8544 85.44%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5007 50.07%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9127 91.27%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9296 92.96%
Ames mutagenesis - 0.6691 66.91%
Human Ether-a-go-go-Related Gene inhibition - 0.3965 39.65%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.5812 58.12%
skin sensitisation - 0.7724 77.24%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.6573 65.73%
Acute Oral Toxicity (c) I 0.4638 46.38%
Estrogen receptor binding + 0.6652 66.52%
Androgen receptor binding + 0.6738 67.38%
Thyroid receptor binding + 0.6168 61.68%
Glucocorticoid receptor binding + 0.6661 66.61%
Aromatase binding + 0.6890 68.90%
PPAR gamma + 0.6542 65.42%
Honey bee toxicity - 0.7537 75.37%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9885 98.85%

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 97.44% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.82% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.88% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.54% 96.61%
CHEMBL4040 P28482 MAP kinase ERK2 93.91% 83.82%
CHEMBL221 P23219 Cyclooxygenase-1 93.85% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.58% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.02% 97.09%
CHEMBL3837 P07711 Cathepsin L 91.43% 96.61%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.83% 82.69%
CHEMBL1937 Q92769 Histone deacetylase 2 88.16% 94.75%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 88.15% 87.16%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.63% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.98% 95.89%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 86.71% 95.17%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 85.86% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.78% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.47% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.97% 89.05%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 84.50% 99.00%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 83.95% 95.36%
CHEMBL2581 P07339 Cathepsin D 83.10% 98.95%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 82.63% 93.10%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 81.88% 96.03%
CHEMBL226 P30542 Adenosine A1 receptor 81.73% 95.93%
CHEMBL2094135 Q96BI3 Gamma-secretase 81.36% 98.05%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.34% 96.47%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.07% 89.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.01% 96.38%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.90% 90.08%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 80.73% 92.95%
CHEMBL1871 P10275 Androgen Receptor 80.60% 96.43%

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.
Hibiscus taiwanensis
Myrica cerifera
Rhoiptelea chiliantha

Cross-Links

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PubChem 145721216
LOTUS LTS0259445
wikiData Q105123116