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(3E,5R)-3-[[(1R,2R,4aR,6R,8aR)-1,3,6-trimethyl-2-[(1E,3E)-penta-1,3-dienyl]-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-hydroxymethylidene]-5-[(1R)-1-hydroxyethyl]pyrrolidine-2,4-dione

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 a41e6b92-845b-4d1c-a97b-7e6c86a081ed
Taxonomy Organoheterocyclic compounds > Pyrrolines
IUPAC Name (3E,5R)-3-[[(1R,2R,4aR,6R,8aR)-1,3,6-trimethyl-2-[(1E,3E)-penta-1,3-dienyl]-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-hydroxymethylidene]-5-[(1R)-1-hydroxyethyl]pyrrolidine-2,4-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C25H35NO4/c1-6-7-8-9-18-15(3)13-17-12-14(2)10-11-19(17)25(18,5)23(29)20-22(28)21(16(4)27)26-24(20)30/h6-9,13-14,16-19,21,27,29H,10-12H2,1-5H3,(H,26,30)/b7-6+,9-8+,23-20+/t14-,16-,17-,18-,19-,21-,25+/m1/s1
InChI Key ISHIUSZGAFLPLK-OKQTXACSSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C25H35NO4
Molecular Weight 413.50 g/mol
Exact Mass 413.25660860 g/mol
Topological Polar Surface Area (TPSA) 86.60 Ų
XlogP 4.90
Atomic LogP (AlogP) 4.01
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3E,5R)-3-[[(1R,2R,4aR,6R,8aR)-1,3,6-trimethyl-2-[(1E,3E)-penta-1,3-dienyl]-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-hydroxymethylidene]-5-[(1R)-1-hydroxyethyl]pyrrolidine-2,4-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9526 95.26%
Caco-2 + 0.5792 57.92%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.5345 53.45%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8614 86.14%
OATP1B3 inhibitior + 0.9384 93.84%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6572 65.72%
BSEP inhibitior + 0.6490 64.90%
P-glycoprotein inhibitior - 0.5656 56.56%
P-glycoprotein substrate + 0.5303 53.03%
CYP3A4 substrate + 0.6502 65.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8952 89.52%
CYP3A4 inhibition - 0.9338 93.38%
CYP2C9 inhibition - 0.7150 71.50%
CYP2C19 inhibition - 0.7516 75.16%
CYP2D6 inhibition - 0.9176 91.76%
CYP1A2 inhibition - 0.6887 68.87%
CYP2C8 inhibition - 0.5765 57.65%
CYP inhibitory promiscuity - 0.6659 66.59%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5256 52.56%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9842 98.42%
Skin irritation - 0.7113 71.13%
Skin corrosion - 0.9230 92.30%
Ames mutagenesis - 0.6954 69.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7430 74.30%
Micronuclear + 0.5900 59.00%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.8348 83.48%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.7635 76.35%
Acute Oral Toxicity (c) III 0.4669 46.69%
Estrogen receptor binding - 0.4808 48.08%
Androgen receptor binding + 0.5961 59.61%
Thyroid receptor binding + 0.5228 52.28%
Glucocorticoid receptor binding + 0.5517 55.17%
Aromatase binding + 0.6013 60.13%
PPAR gamma + 0.6799 67.99%
Honey bee toxicity - 0.8621 86.21%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9717 97.17%

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
CHEMBL2581 P07339 Cathepsin D 96.63% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.21% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.56% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.89% 96.09%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 93.15% 85.30%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.23% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.02% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.36% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.29% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 89.88% 90.17%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 87.27% 92.88%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.35% 93.56%
CHEMBL1937 Q92769 Histone deacetylase 2 84.85% 94.75%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 83.75% 85.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.74% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.64% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.55% 96.47%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.59% 93.04%
CHEMBL1907 P15144 Aminopeptidase N 81.26% 93.31%
CHEMBL4072 P07858 Cathepsin B 81.19% 93.67%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.97% 86.33%
CHEMBL3492 P49721 Proteasome Macropain subunit 80.87% 90.24%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.27% 93.00%

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 163186415
LOTUS LTS0262185
wikiData Q105119515