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3-[(1S,2S,4aR,6S,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalene-1-carbonyl]-5-[(1R,2R,5R,6R)-2,5-dihydroxy-7-oxabicyclo[4.1.0]heptan-2-yl]-2-hydroxy-1H-pyridin-4-one

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 8d89d3f5-e692-4e71-b54f-147623a0ac4a
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Aryl ketones > Aryl alkyl ketones
IUPAC Name 3-[(1S,2S,4aR,6S,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalene-1-carbonyl]-5-[(1R,2R,5R,6R)-2,5-dihydroxy-7-oxabicyclo[4.1.0]heptan-2-yl]-2-hydroxy-1H-pyridin-4-one
SMILES (Canonical) CC1CCC2C(C1)C=CC(C2C(=O)C3=C(NC=C(C3=O)C4(CCC(C5C4O5)O)O)O)C
SMILES (Isomeric) C[C@H]1CC[C@H]2[C@H](C1)C=C[C@@H]([C@@H]2C(=O)C3=C(NC=C(C3=O)[C@@]4(CC[C@H]([C@@H]5[C@H]4O5)O)O)O)C
InChI InChI=1S/C24H31NO6/c1-11-3-6-14-13(9-11)5-4-12(2)17(14)20(28)18-19(27)15(10-25-23(18)29)24(30)8-7-16(26)21-22(24)31-21/h4-5,10-14,16-17,21-22,26,30H,3,6-9H2,1-2H3,(H2,25,27,29)/t11-,12-,13-,14-,16+,17-,21+,22+,24+/m0/s1
InChI Key YQTIWISENUYMQD-UOIYJLCQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H31NO6
Molecular Weight 429.50 g/mol
Exact Mass 429.21513771 g/mol
Topological Polar Surface Area (TPSA) 119.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.25
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(1S,2S,4aR,6S,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalene-1-carbonyl]-5-[(1R,2R,5R,6R)-2,5-dihydroxy-7-oxabicyclo[4.1.0]heptan-2-yl]-2-hydroxy-1H-pyridin-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9550 95.50%
Caco-2 - 0.6802 68.02%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.5249 52.49%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8227 82.27%
OATP1B3 inhibitior + 0.9304 93.04%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8430 84.30%
BSEP inhibitior - 0.8176 81.76%
P-glycoprotein inhibitior - 0.5545 55.45%
P-glycoprotein substrate + 0.5796 57.96%
CYP3A4 substrate + 0.7049 70.49%
CYP2C9 substrate - 0.5846 58.46%
CYP2D6 substrate - 0.8515 85.15%
CYP3A4 inhibition - 0.8288 82.88%
CYP2C9 inhibition - 0.8182 81.82%
CYP2C19 inhibition - 0.7075 70.75%
CYP2D6 inhibition - 0.9062 90.62%
CYP1A2 inhibition - 0.5980 59.80%
CYP2C8 inhibition - 0.5958 59.58%
CYP inhibitory promiscuity - 0.8820 88.20%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5763 57.63%
Eye corrosion - 0.9859 98.59%
Eye irritation - 0.9525 95.25%
Skin irritation - 0.7616 76.16%
Skin corrosion - 0.9232 92.32%
Ames mutagenesis - 0.6470 64.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4666 46.66%
Micronuclear + 0.6000 60.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.8287 82.87%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.8349 83.49%
Acute Oral Toxicity (c) III 0.4733 47.33%
Estrogen receptor binding + 0.7298 72.98%
Androgen receptor binding + 0.6689 66.89%
Thyroid receptor binding - 0.5536 55.36%
Glucocorticoid receptor binding + 0.7420 74.20%
Aromatase binding + 0.6014 60.14%
PPAR gamma - 0.5688 56.88%
Honey bee toxicity - 0.8286 82.86%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9281 92.81%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.40% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.87% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.17% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.31% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.35% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.03% 92.94%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.31% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.76% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.54% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.94% 96.77%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.72% 99.23%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.21% 93.04%
CHEMBL1937 Q92769 Histone deacetylase 2 85.79% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.85% 86.33%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 83.46% 85.11%
CHEMBL2581 P07339 Cathepsin D 82.06% 98.95%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 80.87% 95.64%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.58% 97.28%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.49% 100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 23955854
LOTUS LTS0114717
wikiData Q77515721