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2-Hydroxyecdysone

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 d29e771c-ebce-447b-9235-1886b6b379d5
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 (3R,5R,10R,13R,14S,17R)-17-[(3R)-3,6-dihydroxy-6-methylheptan-2-yl]-2,2,3,14-tetrahydroxy-10,13-dimethyl-1,3,4,5,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-6-one
SMILES (Canonical) CC(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)O)(O)O)C)C)O)C(CCC(C)(C)O)O
SMILES (Isomeric) CC([C@H]1CC[C@@]2([C@@]1(CCC3C2=CC(=O)[C@H]4[C@@]3(CC([C@@H](C4)O)(O)O)C)C)O)[C@@H](CCC(C)(C)O)O
InChI InChI=1S/C27H44O7/c1-15(20(28)8-9-23(2,3)31)16-7-11-26(32)18-12-21(29)19-13-22(30)27(33,34)14-24(19,4)17(18)6-10-25(16,26)5/h12,15-17,19-20,22,28,30-34H,6-11,13-14H2,1-5H3/t15?,16-,17?,19+,20-,22-,24-,25-,26-/m1/s1
InChI Key ZPYFUHDVFWMGNK-TUYYTXBPSA-N
Popularity 7 references in papers

Physical and Chemical Properties

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Molecular Formula C27H44O7
Molecular Weight 480.60 g/mol
Exact Mass 480.30870374 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 2.06
H-Bond Acceptor 7
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-Hydroxyecdysone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9884 98.84%
Caco-2 - 0.5823 58.23%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8363 83.63%
OATP2B1 inhibitior - 0.7168 71.68%
OATP1B1 inhibitior + 0.8856 88.56%
OATP1B3 inhibitior + 0.8543 85.43%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.8057 80.57%
P-glycoprotein inhibitior - 0.6270 62.70%
P-glycoprotein substrate + 0.6016 60.16%
CYP3A4 substrate + 0.6611 66.11%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.8855 88.55%
CYP3A4 inhibition - 0.8637 86.37%
CYP2C9 inhibition - 0.8800 88.00%
CYP2C19 inhibition - 0.8533 85.33%
CYP2D6 inhibition - 0.9476 94.76%
CYP1A2 inhibition - 0.9166 91.66%
CYP2C8 inhibition - 0.6435 64.35%
CYP inhibitory promiscuity - 0.9242 92.42%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6976 69.76%
Eye corrosion - 0.9939 99.39%
Eye irritation - 0.9484 94.84%
Skin irritation + 0.6537 65.37%
Skin corrosion - 0.9431 94.31%
Ames mutagenesis - 0.6837 68.37%
Human Ether-a-go-go-Related Gene inhibition + 0.6709 67.09%
Micronuclear - 0.8400 84.00%
Hepatotoxicity + 0.5314 53.14%
skin sensitisation - 0.7246 72.46%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8208 82.08%
Acute Oral Toxicity (c) III 0.4854 48.54%
Estrogen receptor binding + 0.7596 75.96%
Androgen receptor binding + 0.7910 79.10%
Thyroid receptor binding + 0.6086 60.86%
Glucocorticoid receptor binding + 0.7864 78.64%
Aromatase binding + 0.6769 67.69%
PPAR gamma - 0.5115 51.15%
Honey bee toxicity - 0.8811 88.11%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9961 99.61%

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 99.84% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.52% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.36% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.73% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.93% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.92% 97.09%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 93.53% 89.34%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.00% 82.69%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 88.35% 94.78%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.80% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 86.69% 97.79%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 86.67% 85.94%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.67% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.56% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.12% 96.61%
CHEMBL2094135 Q96BI3 Gamma-secretase 85.50% 98.05%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.66% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.37% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.11% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.95% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.44% 97.14%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.40% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.04% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 81.41% 90.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.32% 90.71%
CHEMBL1907 P15144 Aminopeptidase N 81.21% 93.31%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.53% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.51% 94.45%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.24% 90.24%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.23% 91.07%

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.
Ajuga reptans

Cross-Links

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PubChem 129723467
LOTUS LTS0002663
wikiData Q105381319