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26-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 86fe9297-170e-4be9-bc5d-5fdea3921ab2
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives
IUPAC Name (2S,3R,5R,9R,10R,13R,14S,17R)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2S,3R)-3,6,7-trihydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H44O7/c1-15(20(29)7-8-24(2,33)14-28)16-6-10-27(34)18-11-21(30)19-12-22(31)23(32)13-25(19,3)17(18)5-9-26(16,27)4/h11,15-17,19-20,22-23,28-29,31-34H,5-10,12-14H2,1-4H3/t15-,16+,17-,19-,20+,22+,23-,24?,25+,26+,27+/m0/s1
InChI Key CHEZKCVMQIAGLX-PBUSDRRUSA-N
Popularity 2 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 0.60
Atomic LogP (AlogP) 1.71
H-Bond Acceptor 7
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

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52717-49-4
(2S,3R,5R,9R,10R,13R,14S,17R)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2S,3R)-3,6,7-trihydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
CHEBI:80534
DTXSID70624499
Q27149579
(2beta,3beta,5beta,22R)-2,3,14,22,25,26-Hexahydroxycholest-7-en-6-one

2D Structure

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2D Structure of 26-Hydroxyecdysone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9906 99.06%
Caco-2 - 0.6473 64.73%
Blood Brain Barrier + 0.6135 61.35%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.8335 83.35%
OATP2B1 inhibitior - 0.5721 57.21%
OATP1B1 inhibitior + 0.8779 87.79%
OATP1B3 inhibitior + 0.9522 95.22%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5202 52.02%
BSEP inhibitior + 0.6995 69.95%
P-glycoprotein inhibitior - 0.6218 62.18%
P-glycoprotein substrate + 0.6146 61.46%
CYP3A4 substrate + 0.6740 67.40%
CYP2C9 substrate - 0.8204 82.04%
CYP2D6 substrate - 0.8901 89.01%
CYP3A4 inhibition - 0.8127 81.27%
CYP2C9 inhibition - 0.8957 89.57%
CYP2C19 inhibition - 0.9138 91.38%
CYP2D6 inhibition - 0.9405 94.05%
CYP1A2 inhibition - 0.9271 92.71%
CYP2C8 inhibition - 0.6567 65.67%
CYP inhibitory promiscuity - 0.9254 92.54%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7064 70.64%
Eye corrosion - 0.9940 99.40%
Eye irritation - 0.9607 96.07%
Skin irritation + 0.6209 62.09%
Skin corrosion - 0.9599 95.99%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4321 43.21%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.5561 55.61%
skin sensitisation - 0.8944 89.44%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.8734 87.34%
Acute Oral Toxicity (c) III 0.6520 65.20%
Estrogen receptor binding + 0.7646 76.46%
Androgen receptor binding + 0.7848 78.48%
Thyroid receptor binding + 0.5669 56.69%
Glucocorticoid receptor binding + 0.7914 79.14%
Aromatase binding + 0.6757 67.57%
PPAR gamma - 0.5804 58.04%
Honey bee toxicity - 0.8486 84.86%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 0.9793 97.93%

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 99.74% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.12% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.68% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.24% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.92% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.22% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 95.11% 82.69%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.89% 96.61%
CHEMBL2094135 Q96BI3 Gamma-secretase 91.87% 98.05%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.16% 100.00%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 88.78% 94.78%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.92% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.87% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.32% 95.56%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 86.22% 97.29%
CHEMBL226 P30542 Adenosine A1 receptor 86.09% 95.93%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.65% 97.14%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.37% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.61% 89.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.16% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.06% 96.90%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.78% 93.99%
CHEMBL2996 Q05655 Protein kinase C delta 82.56% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.05% 86.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.55% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 81.36% 90.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.34% 91.07%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.56% 96.77%

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 22295962
LOTUS LTS0005812
wikiData Q27149579