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(3S,8aR)-3-[[4-[(1S,2R)-2,3-dihydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)propoxy]phenyl]methyl]-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-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 a0a6d00c-88f0-4e96-af81-40896c06ebf1
Taxonomy Benzenoids > Phenols > Methoxyphenols
IUPAC Name (3S,8aR)-3-[[4-[(1S,2R)-2,3-dihydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)propoxy]phenyl]methyl]-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
SMILES (Canonical) COC1=CC(=CC(=C1O)OC)C(C(CO)O)OC2=CC=C(C=C2)CC3C(=O)N4CCCC4C(=O)N3
SMILES (Isomeric) COC1=CC(=CC(=C1O)OC)[C@@H]([C@@H](CO)O)OC2=CC=C(C=C2)C[C@H]3C(=O)N4CCC[C@@H]4C(=O)N3
InChI InChI=1S/C25H30N2O8/c1-33-20-11-15(12-21(34-2)22(20)30)23(19(29)13-28)35-16-7-5-14(6-8-16)10-17-25(32)27-9-3-4-18(27)24(31)26-17/h5-8,11-12,17-19,23,28-30H,3-4,9-10,13H2,1-2H3,(H,26,31)/t17-,18+,19+,23-/m0/s1
InChI Key KEHHDVAPJYKAGP-LVBDUCALSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H30N2O8
Molecular Weight 486.50 g/mol
Exact Mass 486.20021592 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 0.91
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,8aR)-3-[[4-[(1S,2R)-2,3-dihydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)propoxy]phenyl]methyl]-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8234 82.34%
Caco-2 - 0.8018 80.18%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7349 73.49%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8395 83.95%
OATP1B3 inhibitior + 0.9294 92.94%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9064 90.64%
BSEP inhibitior + 0.6073 60.73%
P-glycoprotein inhibitior + 0.7546 75.46%
P-glycoprotein substrate + 0.8117 81.17%
CYP3A4 substrate + 0.6799 67.99%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7260 72.60%
CYP3A4 inhibition - 0.8010 80.10%
CYP2C9 inhibition - 0.7792 77.92%
CYP2C19 inhibition - 0.8135 81.35%
CYP2D6 inhibition - 0.8519 85.19%
CYP1A2 inhibition - 0.9248 92.48%
CYP2C8 inhibition + 0.5200 52.00%
CYP inhibitory promiscuity - 0.9081 90.81%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6763 67.63%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9600 96.00%
Skin irritation - 0.7802 78.02%
Skin corrosion - 0.9462 94.62%
Ames mutagenesis - 0.6370 63.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4703 47.03%
Micronuclear + 0.8300 83.00%
Hepatotoxicity - 0.6769 67.69%
skin sensitisation - 0.9105 91.05%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.7669 76.69%
Acute Oral Toxicity (c) III 0.6838 68.38%
Estrogen receptor binding + 0.6775 67.75%
Androgen receptor binding + 0.6762 67.62%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding - 0.5000 50.00%
Aromatase binding - 0.5609 56.09%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.8660 86.60%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity - 0.5682 56.82%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.31% 96.09%
CHEMBL2581 P07339 Cathepsin D 99.29% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.85% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.99% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.84% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 96.71% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.17% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.88% 95.56%
CHEMBL5203 P33316 dUTP pyrophosphatase 92.81% 99.18%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 92.13% 82.38%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.15% 86.33%
CHEMBL4208 P20618 Proteasome component C5 89.98% 90.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.67% 95.89%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 89.62% 91.03%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.71% 94.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.52% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.45% 99.17%
CHEMBL2535 P11166 Glucose transporter 86.41% 98.75%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 86.10% 93.40%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.10% 100.00%
CHEMBL1902 P62942 FK506-binding protein 1A 84.69% 97.05%
CHEMBL204 P00734 Thrombin 83.52% 96.01%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.95% 97.25%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 81.92% 92.68%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.69% 92.88%
CHEMBL3524 P56524 Histone deacetylase 4 81.61% 92.97%
CHEMBL3820 P35557 Hexokinase type IV 81.18% 91.96%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.85% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.48% 99.15%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.15% 92.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.12% 92.94%

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.
Eleutherococcus senticosus

Cross-Links

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PubChem 162970812
LOTUS LTS0102751
wikiData Q105139966