PlantaeDB Logo
Login Sign-up

20-Hydroxyecdysone 22-phosphate

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 09aa196f-bb8d-4462-9082-f03bd734273d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Pentahydroxy bile acids, alcohols and derivatives
IUPAC Name [(2R,3R)-2,6-dihydroxy-6-methyl-2-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]heptan-3-yl] dihydrogen phosphate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H45O10P/c1-23(2,31)9-8-22(37-38(34,35)36)26(5,32)21-7-11-27(33)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-10-25(21,27)4/h12,15,17,19-22,29-33H,6-11,13-14H2,1-5H3,(H2,34,35,36)/t15-,17-,19+,20-,21-,22+,24+,25+,26+,27+/m0/s1
InChI Key VQMWDPXOYFYYKP-YPVLXUMRSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C27H45O10P
Molecular Weight 560.60 g/mol
Exact Mass 560.27503463 g/mol
Topological Polar Surface Area (TPSA) 185.00 Ų
XlogP -0.60
Atomic LogP (AlogP) 1.97
H-Bond Acceptor 8
H-Bond Donor 7
Rotatable Bonds 7

Synonyms

Top
(22R)-2beta,3beta,14,20,25-pentahydroxy-6-oxo-5beta-cholest-7-en-22-yl dihydrogen phosphate
[(2R,3R)-2,6-dihydroxy-6-methyl-2-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]heptan-3-yl] dihydrogen phosphate
SCHEMBL26641895
CHEBI:19799
DTXSID301142024
LMST01010185
Q27109252
2beta,3beta,14,20,25-Pentahydroxy-6-oxo-5beta-cholest-7-en-22-yl dihydrogen phosphate

2D Structure

Top
2D Structure of 20-Hydroxyecdysone 22-phosphate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9688 96.88%
Caco-2 - 0.6713 67.13%
Blood Brain Barrier + 0.7638 76.38%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8174 81.74%
OATP2B1 inhibitior - 0.5723 57.23%
OATP1B1 inhibitior + 0.9115 91.15%
OATP1B3 inhibitior + 0.9172 91.72%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.6014 60.14%
P-glycoprotein inhibitior - 0.4728 47.28%
P-glycoprotein substrate + 0.5909 59.09%
CYP3A4 substrate + 0.7148 71.48%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.8772 87.72%
CYP3A4 inhibition - 0.7585 75.85%
CYP2C9 inhibition - 0.8059 80.59%
CYP2C19 inhibition - 0.7968 79.68%
CYP2D6 inhibition - 0.9103 91.03%
CYP1A2 inhibition - 0.8616 86.16%
CYP2C8 inhibition + 0.4451 44.51%
CYP inhibitory promiscuity - 0.8356 83.56%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.6420 64.20%
Eye corrosion - 0.9765 97.65%
Eye irritation - 0.9413 94.13%
Skin irritation - 0.6308 63.08%
Skin corrosion - 0.8837 88.37%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3670 36.70%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.5487 54.87%
skin sensitisation - 0.8052 80.52%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.6458 64.58%
Acute Oral Toxicity (c) III 0.4674 46.74%
Estrogen receptor binding + 0.7670 76.70%
Androgen receptor binding + 0.7349 73.49%
Thyroid receptor binding + 0.5323 53.23%
Glucocorticoid receptor binding + 0.7377 73.77%
Aromatase binding + 0.7198 71.98%
PPAR gamma + 0.5531 55.31%
Honey bee toxicity - 0.6498 64.98%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.83% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.76% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.36% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.55% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 95.00% 82.69%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.65% 96.61%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 91.79% 94.78%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.79% 95.56%
CHEMBL2179 P04062 Beta-glucocerebrosidase 91.45% 85.31%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.40% 85.14%
CHEMBL3230 O95977 Sphingosine 1-phosphate receptor Edg-6 90.90% 94.01%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.49% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 89.57% 100.00%
CHEMBL2581 P07339 Cathepsin D 88.58% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.42% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.32% 91.07%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 87.58% 85.94%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.75% 97.14%
CHEMBL1871 P10275 Androgen Receptor 85.87% 96.43%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.63% 97.28%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.78% 91.03%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.35% 86.33%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.55% 96.38%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 82.03% 94.23%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.94% 93.99%
CHEMBL1907 P15144 Aminopeptidase N 81.18% 93.31%

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 21122089
LOTUS LTS0041316
wikiData Q27109252