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Gymnastatin R

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 f7c51853-772b-4933-add1-14578e7e29fc
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
IUPAC Name (2E,4E,6R)-N-[(1R,2S,3S,5R)-1,7-dichloro-2,5-dihydroxy-8-oxo-3-bicyclo[3.3.1]non-6-enyl]-4,6-dimethyldodeca-2,4-dienamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C23H33Cl2NO4/c1-4-5-6-7-8-15(2)11-16(3)9-10-19(27)26-18-13-22(30)12-17(24)20(28)23(25,14-22)21(18)29/h9-12,15,18,21,29-30H,4-8,13-14H2,1-3H3,(H,26,27)/b10-9+,16-11+/t15-,18+,21+,22-,23+/m1/s1
InChI Key WDCSNVYLZCMUNB-WFXSWVRYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C23H33Cl2NO4
Molecular Weight 458.40 g/mol
Exact Mass 457.1786639 g/mol
Topological Polar Surface Area (TPSA) 86.60 Ų
XlogP 5.40
Atomic LogP (AlogP) 4.15
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 9

Synonyms

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(2E,4E,6R)-N-[(1R,2S,3S,5R)-1,7-dichloro-2,5-dihydroxy-8-oxo-3-bicyclo[3.3.1]non-6-enyl]-4,6-dimethyldodeca-2,4-dienamide
(2E,4E,6R)-N-((1R,2S,3S,5R)-1,7-dichloro-2,5-dihydroxy-8-oxo-3-bicyclo(3.3.1)non-6-enyl)-4,6-dimethyldodeca-2,4-dienamide
RefChem:144853
1011269-07-0
CHEMBL255896
CHEBI:204636

2D Structure

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2D Structure of Gymnastatin R

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9698 96.98%
Caco-2 - 0.7543 75.43%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7129 71.29%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8931 89.31%
OATP1B3 inhibitior + 0.9170 91.70%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8072 80.72%
BSEP inhibitior + 0.5598 55.98%
P-glycoprotein inhibitior - 0.5290 52.90%
P-glycoprotein substrate + 0.6721 67.21%
CYP3A4 substrate + 0.6723 67.23%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8778 87.78%
CYP3A4 inhibition - 0.7933 79.33%
CYP2C9 inhibition - 0.7129 71.29%
CYP2C19 inhibition - 0.6593 65.93%
CYP2D6 inhibition - 0.8724 87.24%
CYP1A2 inhibition - 0.8001 80.01%
CYP2C8 inhibition - 0.5996 59.96%
CYP inhibitory promiscuity + 0.5684 56.84%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8200 82.00%
Carcinogenicity (trinary) Non-required 0.5551 55.51%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.9775 97.75%
Skin irritation - 0.7136 71.36%
Skin corrosion - 0.9276 92.76%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8310 83.10%
Micronuclear + 0.6100 61.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.8427 84.27%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.6828 68.28%
Acute Oral Toxicity (c) III 0.5561 55.61%
Estrogen receptor binding + 0.5479 54.79%
Androgen receptor binding + 0.6264 62.64%
Thyroid receptor binding + 0.5783 57.83%
Glucocorticoid receptor binding + 0.6575 65.75%
Aromatase binding + 0.6354 63.54%
PPAR gamma + 0.7173 71.73%
Honey bee toxicity - 0.8650 86.50%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.7160 71.60%
Fish aquatic toxicity + 0.9923 99.23%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.47% 94.45%
CHEMBL2581 P07339 Cathepsin D 97.74% 98.95%
CHEMBL299 P17252 Protein kinase C alpha 97.06% 98.03%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.95% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.74% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 95.80% 90.17%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 94.80% 92.86%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 91.52% 89.34%
CHEMBL3359 P21462 Formyl peptide receptor 1 91.22% 93.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.67% 90.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.82% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.74% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.65% 96.61%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.61% 99.17%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 86.62% 97.29%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 86.33% 97.21%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.08% 96.95%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 84.77% 92.29%
CHEMBL3401 O75469 Pregnane X receptor 84.31% 94.73%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 84.14% 95.58%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.89% 91.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.74% 97.09%
CHEMBL268 P43235 Cathepsin K 82.41% 96.85%
CHEMBL4072 P07858 Cathepsin B 81.20% 93.67%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.03% 96.90%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.00% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.58% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.35% 95.56%

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 24854449
LOTUS LTS0227107
wikiData Q77387150