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(2R,4S,4aS,5R,6R,8aR)-8a-hydroxy-4,6-dimethyl-5-[4-[(3R)-oct-1-en-3-yl]-2,5-dioxopyrrole-3-carbonyl]-2,3,4,4a,5,6-hexahydro-1H-naphthalene-2-carboxylic acid

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 5f78dc00-eef4-4d5e-aa16-6f74fcaef95c
Taxonomy Organoheterocyclic compounds > Pyrrolidines > Pyrrolidones > Maleimides
IUPAC Name (2R,4S,4aS,5R,6R,8aR)-8a-hydroxy-4,6-dimethyl-5-[4-[(3R)-oct-1-en-3-yl]-2,5-dioxopyrrole-3-carbonyl]-2,3,4,4a,5,6-hexahydro-1H-naphthalene-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H35NO6/c1-5-7-8-9-16(6-2)19-20(24(30)27-23(19)29)22(28)18-14(3)10-11-26(33)13-17(25(31)32)12-15(4)21(18)26/h6,10-11,14-18,21,33H,2,5,7-9,12-13H2,1,3-4H3,(H,31,32)(H,27,29,30)/t14-,15+,16+,17-,18-,21+,26+/m1/s1
InChI Key DLAQLPWTEPAWGC-HMNAPRTISA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C26H35NO6
Molecular Weight 457.60 g/mol
Exact Mass 457.24643784 g/mol
Topological Polar Surface Area (TPSA) 121.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 3.19
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,4S,4aS,5R,6R,8aR)-8a-hydroxy-4,6-dimethyl-5-[4-[(3R)-oct-1-en-3-yl]-2,5-dioxopyrrole-3-carbonyl]-2,3,4,4a,5,6-hexahydro-1H-naphthalene-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9912 99.12%
Caco-2 - 0.7988 79.88%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.4941 49.41%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8537 85.37%
OATP1B3 inhibitior + 0.9086 90.86%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6822 68.22%
BSEP inhibitior + 0.7912 79.12%
P-glycoprotein inhibitior - 0.5440 54.40%
P-glycoprotein substrate + 0.7056 70.56%
CYP3A4 substrate + 0.6586 65.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9067 90.67%
CYP3A4 inhibition - 0.5914 59.14%
CYP2C9 inhibition - 0.7723 77.23%
CYP2C19 inhibition - 0.7649 76.49%
CYP2D6 inhibition - 0.9376 93.76%
CYP1A2 inhibition - 0.7846 78.46%
CYP2C8 inhibition + 0.4453 44.53%
CYP inhibitory promiscuity - 0.6581 65.81%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4908 49.08%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9736 97.36%
Skin irritation - 0.6445 64.45%
Skin corrosion - 0.9256 92.56%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5328 53.28%
Micronuclear + 0.6500 65.00%
Hepatotoxicity + 0.5199 51.99%
skin sensitisation - 0.8467 84.67%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.8030 80.30%
Acute Oral Toxicity (c) III 0.4391 43.91%
Estrogen receptor binding + 0.7138 71.38%
Androgen receptor binding + 0.7638 76.38%
Thyroid receptor binding - 0.5222 52.22%
Glucocorticoid receptor binding + 0.8213 82.13%
Aromatase binding + 0.6508 65.08%
PPAR gamma + 0.5817 58.17%
Honey bee toxicity - 0.8640 86.40%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5960 59.60%
Fish aquatic toxicity + 0.9913 99.13%

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 98.09% 97.25%
CHEMBL299 P17252 Protein kinase C alpha 97.96% 98.03%
CHEMBL230 P35354 Cyclooxygenase-2 97.19% 89.63%
CHEMBL2581 P07339 Cathepsin D 97.08% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.36% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.82% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.84% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 91.71% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.69% 95.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.20% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.99% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.98% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 87.82% 91.19%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 86.40% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.32% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.05% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.68% 99.23%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.64% 93.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.25% 94.45%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.23% 96.47%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 83.55% 90.93%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.12% 90.71%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.27% 95.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.74% 93.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 80.34% 92.86%
CHEMBL3045 P05771 Protein kinase C beta 80.05% 97.63%

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 163044875
LOTUS LTS0146080
wikiData Q104984041