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5alpha,12-dihydroxy-1-tremulen-11-yl 2(S)-pyroglutamate

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 59301f02-5493-4210-bdbe-58186955508e
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acid esters
IUPAC Name [(5R,7R,8S,8aR)-7-hydroxy-5-(hydroxymethyl)-2,2,8-trimethyl-3,5,6,7,8,8a-hexahydro-1H-azulen-4-yl]methyl (2R)-5-oxopyrrolidine-2-carboxylate
SMILES (Canonical) CC1C(CC(C(=C2C1CC(C2)(C)C)COC(=O)C3CCC(=O)N3)CO)O
SMILES (Isomeric) C[C@@H]1[C@@H](C[C@H](C(=C2[C@@H]1CC(C2)(C)C)COC(=O)[C@H]3CCC(=O)N3)CO)O
InChI InChI=1S/C20H31NO5/c1-11-13-7-20(2,3)8-14(13)15(12(9-22)6-17(11)23)10-26-19(25)16-4-5-18(24)21-16/h11-13,16-17,22-23H,4-10H2,1-3H3,(H,21,24)/t11-,12-,13+,16+,17+/m0/s1
InChI Key IQKGQLSGOWFRNJ-IPJLKBMESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H31NO5
Molecular Weight 365.50 g/mol
Exact Mass 365.22022309 g/mol
Topological Polar Surface Area (TPSA) 95.90 Ų
XlogP 0.80
Atomic LogP (AlogP) 1.55
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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[(5R,7R,8S,8aR)-7-hydroxy-5-(hydroxymethyl)-2,2,8-trimethyl-3,5,6,7,8,8a-hexahydro-1H-azulen-4-yl]methyl (2R)-5-oxopyrrolidine-2-carboxylate
((5R,7R,8S,8aR)-7-hydroxy-5-(hydroxymethyl)-2,2,8-trimethyl-3,5,6,7,8,8a-hexahydro-1H-azulen-4-yl)methyl (2R)-5-oxopyrrolidine-2-carboxylate
RefChem:103489
CHEBI:217592

2D Structure

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2D Structure of 5alpha,12-dihydroxy-1-tremulen-11-yl 2(S)-pyroglutamate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9767 97.67%
Caco-2 - 0.7189 71.89%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7507 75.07%
OATP2B1 inhibitior - 0.8593 85.93%
OATP1B1 inhibitior + 0.8435 84.35%
OATP1B3 inhibitior + 0.9281 92.81%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.7441 74.41%
P-glycoprotein inhibitior - 0.7579 75.79%
P-glycoprotein substrate + 0.5247 52.47%
CYP3A4 substrate + 0.6792 67.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8482 84.82%
CYP3A4 inhibition - 0.8293 82.93%
CYP2C9 inhibition - 0.7833 78.33%
CYP2C19 inhibition - 0.8079 80.79%
CYP2D6 inhibition - 0.9099 90.99%
CYP1A2 inhibition - 0.8583 85.83%
CYP2C8 inhibition - 0.5750 57.50%
CYP inhibitory promiscuity - 0.7011 70.11%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5161 51.61%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.9488 94.88%
Skin irritation - 0.7194 71.94%
Skin corrosion - 0.9260 92.60%
Ames mutagenesis - 0.6301 63.01%
Human Ether-a-go-go-Related Gene inhibition - 0.5384 53.84%
Micronuclear + 0.5600 56.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.8434 84.34%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.5146 51.46%
Acute Oral Toxicity (c) III 0.6040 60.40%
Estrogen receptor binding + 0.6451 64.51%
Androgen receptor binding + 0.5926 59.26%
Thyroid receptor binding + 0.5660 56.60%
Glucocorticoid receptor binding + 0.6689 66.89%
Aromatase binding - 0.6880 68.80%
PPAR gamma + 0.5228 52.28%
Honey bee toxicity - 0.7489 74.89%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.8956 89.56%

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
CHEMBL3137262 O60341 LSD1/CoREST complex 98.24% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.97% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.94% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 94.50% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.69% 97.25%
CHEMBL2581 P07339 Cathepsin D 92.46% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.66% 94.45%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.37% 86.92%
CHEMBL2996 Q05655 Protein kinase C delta 89.47% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.41% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 88.90% 94.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.59% 89.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 85.99% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.29% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.22% 95.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 85.16% 90.08%
CHEMBL259 P32245 Melanocortin receptor 4 84.89% 95.38%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.65% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.91% 91.19%
CHEMBL299 P17252 Protein kinase C alpha 82.32% 98.03%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.69% 95.50%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.51% 91.71%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.44% 94.33%

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 139588623
LOTUS LTS0034444
wikiData Q105117917