PlantaeDB Logo
Login Sign-up

(5alpha,6beta,15beta,22E)-6-ethoxy-5,15-dihydroxyergosta-7,22-dien-3-one

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

Top
Internal ID b399a9f7-b45a-4e3d-bc8a-e3623ce91bc6
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name (5R,6R,9S,10R,13R,14R,15R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-6-ethoxy-5,15-dihydroxy-10,13-dimethyl-2,4,6,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H48O4/c1-8-34-26-15-22-23(29(7)14-11-21(31)17-30(26,29)33)12-13-28(6)24(16-25(32)27(22)28)20(5)10-9-19(4)18(2)3/h9-10,15,18-20,23-27,32-33H,8,11-14,16-17H2,1-7H3/b10-9+/t19-,20+,23-,24+,25+,26+,27+,28+,29+,30-/m0/s1
InChI Key FPESVMYWFTWXKH-BLMRKQJBSA-N
Popularity 3 references in papers

Physical and Chemical Properties

Top
Molecular Formula C30H48O4
Molecular Weight 472.70 g/mol
Exact Mass 472.35526001 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 4.70
Atomic LogP (AlogP) 5.72
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

Top
(5R,6R,9S,10R,13R,14R,15R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-6-ethoxy-5,15-dihydroxy-10,13-dimethyl-2,4,6,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-one
(5R,6R,9S,10R,13R,14R,15R,17R)-17-((E,2R,5R)-5,6-dimethylhept-3-en-2-yl)-6-ethoxy-5,15-dihydroxy-10,13-dimethyl-2,4,6,9,11,12,14,15,16,17-decahydro-1H-cyclopenta(a)phenanthren-3-one
RefChem:69609
CHEBI:213731
(5alpha,6beta,15beta,22e)-6-ethoxy -5,15-dihydroxyergosta-7,22-dien-3-one

2D Structure

Top
2D Structure of (5alpha,6beta,15beta,22E)-6-ethoxy-5,15-dihydroxyergosta-7,22-dien-3-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 - 0.5439 54.39%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.8361 83.61%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8622 86.22%
OATP1B3 inhibitior + 0.9680 96.80%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6044 60.44%
BSEP inhibitior + 0.8387 83.87%
P-glycoprotein inhibitior - 0.4692 46.92%
P-glycoprotein substrate - 0.5524 55.24%
CYP3A4 substrate + 0.7174 71.74%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8310 83.10%
CYP3A4 inhibition - 0.8438 84.38%
CYP2C9 inhibition - 0.7576 75.76%
CYP2C19 inhibition - 0.8634 86.34%
CYP2D6 inhibition - 0.9238 92.38%
CYP1A2 inhibition - 0.8918 89.18%
CYP2C8 inhibition + 0.5231 52.31%
CYP inhibitory promiscuity - 0.7396 73.96%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6359 63.59%
Eye corrosion - 0.9938 99.38%
Eye irritation - 0.9556 95.56%
Skin irritation + 0.6318 63.18%
Skin corrosion - 0.9601 96.01%
Ames mutagenesis - 0.6907 69.07%
Human Ether-a-go-go-Related Gene inhibition - 0.4654 46.54%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.5743 57.43%
skin sensitisation - 0.8774 87.74%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.7538 75.38%
Acute Oral Toxicity (c) III 0.5441 54.41%
Estrogen receptor binding + 0.7783 77.83%
Androgen receptor binding + 0.6732 67.32%
Thyroid receptor binding + 0.6097 60.97%
Glucocorticoid receptor binding + 0.6848 68.48%
Aromatase binding + 0.5265 52.65%
PPAR gamma + 0.5569 55.69%
Honey bee toxicity - 0.7247 72.47%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9938 99.38%

Targets

Top

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 98.25% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.55% 97.25%
CHEMBL2581 P07339 Cathepsin D 97.10% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 96.89% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.21% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.69% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.62% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.81% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.45% 86.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.39% 82.69%
CHEMBL1937 Q92769 Histone deacetylase 2 90.38% 94.75%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 90.29% 94.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.85% 97.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.79% 96.77%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.73% 96.38%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.38% 85.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.18% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.01% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.71% 95.89%
CHEMBL1929 P47989 Xanthine dehydrogenase 85.06% 96.12%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.70% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.97% 92.62%
CHEMBL221 P23219 Cyclooxygenase-1 82.53% 90.17%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.07% 85.31%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 81.11% 95.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.82% 100.00%
CHEMBL2664 P23526 Adenosylhomocysteinase 80.30% 86.67%

Plants that contains it

Top
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

Top
PubChem 137797617
LOTUS LTS0222653
wikiData Q77560606