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2-Deoxyecdysone 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

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Internal ID 86e236fc-feb5-46b6-94c9-3e6b8a274a74
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Trihydroxy bile acids, alcohols and derivatives
IUPAC Name [(2S,3R)-2-[(3S,5R,9R,10R,13R,14S,17R)-3,14-dihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-6-methylheptan-3-yl] dihydrogen phosphate
SMILES (Canonical) CC(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CCC(C4)O)C)C)O)C(CCC(C)(C)O)OP(=O)(O)O
SMILES (Isomeric) C[C@@H]([C@H]1CC[C@@]2([C@@]1(CC[C@H]3C2=CC(=O)[C@H]4[C@@]3(CC[C@@H](C4)O)C)C)O)[C@@H](CCC(C)(C)O)OP(=O)(O)O
InChI InChI=1S/C27H45O8P/c1-16(23(35-36(32,33)34)9-10-24(2,3)30)18-8-13-27(31)20-15-22(29)21-14-17(28)6-11-25(21,4)19(20)7-12-26(18,27)5/h15-19,21,23,28,30-31H,6-14H2,1-5H3,(H2,32,33,34)/t16-,17-,18+,19-,21-,23+,25+,26+,27+/m0/s1
InChI Key AOKIBCRWTSJHIE-XNSSJAPWSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H45O8P
Molecular Weight 528.60 g/mol
Exact Mass 528.28520539 g/mol
Topological Polar Surface Area (TPSA) 145.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 3.89
H-Bond Acceptor 6
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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2-Deoxyecdysone-22-phosphate
(22R)-3beta,14,25-trihydroxy-6-oxo-5beta-cholest-7-en-22-yl dihydrogen phosphate
CHEBI:19567
LMST01010183
Q27109215
[(2S,3R)-2-[(3S,5R,9R,10R,13R,14S,17R)-3,14-dihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-6-methylheptan-3-yl] dihydrogen phosphate

2D Structure

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2D Structure of 2-Deoxyecdysone 22-phosphate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9823 98.23%
Caco-2 - 0.6390 63.90%
Blood Brain Barrier + 0.7638 76.38%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8131 81.31%
OATP2B1 inhibitior - 0.5719 57.19%
OATP1B1 inhibitior + 0.8369 83.69%
OATP1B3 inhibitior + 0.9017 90.17%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.6875 68.75%
P-glycoprotein inhibitior - 0.4675 46.75%
P-glycoprotein substrate + 0.6096 60.96%
CYP3A4 substrate + 0.7072 70.72%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.8790 87.90%
CYP3A4 inhibition - 0.7401 74.01%
CYP2C9 inhibition - 0.8266 82.66%
CYP2C19 inhibition - 0.8472 84.72%
CYP2D6 inhibition - 0.9124 91.24%
CYP1A2 inhibition - 0.8826 88.26%
CYP2C8 inhibition - 0.6483 64.83%
CYP inhibitory promiscuity - 0.7252 72.52%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.6314 63.14%
Eye corrosion - 0.9771 97.71%
Eye irritation - 0.9472 94.72%
Skin irritation - 0.6265 62.65%
Skin corrosion - 0.8820 88.20%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4013 40.13%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.5281 52.81%
skin sensitisation - 0.7948 79.48%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.7057 70.57%
Acute Oral Toxicity (c) III 0.5041 50.41%
Estrogen receptor binding + 0.7686 76.86%
Androgen receptor binding + 0.7964 79.64%
Thyroid receptor binding + 0.5837 58.37%
Glucocorticoid receptor binding + 0.7791 77.91%
Aromatase binding + 0.7585 75.85%
PPAR gamma + 0.5845 58.45%
Honey bee toxicity - 0.7463 74.63%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 1.0000 100.00%

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 99.86% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.80% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.40% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.26% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.94% 97.09%
CHEMBL2581 P07339 Cathepsin D 92.57% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.73% 95.89%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 91.11% 97.29%
CHEMBL2179 P04062 Beta-glucocerebrosidase 90.97% 85.31%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 90.43% 94.78%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 90.43% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.07% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.80% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.15% 95.56%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 86.40% 89.34%
CHEMBL3230 O95977 Sphingosine 1-phosphate receptor Edg-6 86.32% 94.01%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.11% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.75% 100.00%
CHEMBL1907 P15144 Aminopeptidase N 84.43% 93.31%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.96% 91.07%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 83.33% 92.86%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.57% 96.77%
CHEMBL1871 P10275 Androgen Receptor 82.25% 96.43%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 80.69% 94.23%

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 21121820
LOTUS LTS0262606
wikiData Q27109215