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Aspernolide K

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 b331c1d1-cf8d-4d7b-87d0-844fa930bbc3
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
IUPAC Name methyl (2R)-2-[[(3S)-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-6-yl]methyl]-3-(4-hydroxyphenyl)-4-methoxy-5-oxofuran-2-carboxylate
SMILES (Canonical) CC1(C(CC2=C(O1)C=CC(=C2)CC3(C(=C(C(=O)O3)OC)C4=CC=C(C=C4)O)C(=O)OC)O)C
SMILES (Isomeric) CC1([C@H](CC2=C(O1)C=CC(=C2)C[C@@]3(C(=C(C(=O)O3)OC)C4=CC=C(C=C4)O)C(=O)OC)O)C
InChI InChI=1S/C25H26O8/c1-24(2)19(27)12-16-11-14(5-10-18(16)32-24)13-25(23(29)31-4)20(21(30-3)22(28)33-25)15-6-8-17(26)9-7-15/h5-11,19,26-27H,12-13H2,1-4H3/t19-,25+/m0/s1
InChI Key KIXPVRZDVZKIHJ-UQBPGWFLSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C25H26O8
Molecular Weight 454.50 g/mol
Exact Mass 454.16276778 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 2.54
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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methyl (2R)-2-(((3S)-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-6-yl)methyl)-3-(4-hydroxyphenyl)-4-methoxy-5-oxofuran-2-carboxylate
methyl (2R)-2-[[(3S)-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-6-yl]methyl]-3-(4-hydroxyphenyl)-4-methoxy-5-oxofuran-2-carboxylate
RefChem:114990
CHEMBL4211465
CHEBI:200881
methyl (2R)-2-[[(3S)-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-6-yl]methyl]-3-(4-hydroxyphenyl)-4-methoxy-5-oxouran-2-carboxylate
methyl (2R)-2-[[(3S)-3-hydroxy-2,2-dimethyl-chroman-6-yl]methyl]-3-(4-hydroxyphenyl)-4-methoxy-5-oxo-furan-2-carboxylate

2D Structure

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2D Structure of Aspernolide K

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9883 98.83%
Caco-2 - 0.5151 51.51%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7581 75.81%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8287 82.87%
OATP1B3 inhibitior - 0.2877 28.77%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9689 96.89%
P-glycoprotein inhibitior + 0.6911 69.11%
P-glycoprotein substrate + 0.5387 53.87%
CYP3A4 substrate + 0.6866 68.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7977 79.77%
CYP3A4 inhibition - 0.5195 51.95%
CYP2C9 inhibition - 0.5805 58.05%
CYP2C19 inhibition - 0.6390 63.90%
CYP2D6 inhibition - 0.8775 87.75%
CYP1A2 inhibition - 0.8445 84.45%
CYP2C8 inhibition + 0.8029 80.29%
CYP inhibitory promiscuity - 0.5927 59.27%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Danger 0.4690 46.90%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.8512 85.12%
Skin irritation - 0.7538 75.38%
Skin corrosion - 0.9403 94.03%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8466 84.66%
Micronuclear + 0.5100 51.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.7807 78.07%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.7214 72.14%
Acute Oral Toxicity (c) I 0.5113 51.13%
Estrogen receptor binding + 0.7792 77.92%
Androgen receptor binding + 0.8182 81.82%
Thyroid receptor binding + 0.6441 64.41%
Glucocorticoid receptor binding + 0.8357 83.57%
Aromatase binding + 0.5939 59.39%
PPAR gamma + 0.6978 69.78%
Honey bee toxicity - 0.7646 76.46%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9925 99.25%

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 99.41% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.05% 85.14%
CHEMBL2581 P07339 Cathepsin D 98.96% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.13% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.03% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 94.21% 83.82%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.26% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.47% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.85% 94.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 91.72% 96.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.66% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.66% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.41% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.53% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.40% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.37% 89.00%
CHEMBL2535 P11166 Glucose transporter 84.30% 98.75%
CHEMBL340 P08684 Cytochrome P450 3A4 84.29% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.87% 97.09%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.77% 97.28%
CHEMBL5555 O00767 Acyl-CoA desaturase 81.83% 97.50%
CHEMBL3401 O75469 Pregnane X receptor 81.27% 94.73%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.14% 92.62%
CHEMBL4630 O14757 Serine/threonine-protein kinase Chk1 80.11% 97.03%

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 134816409
LOTUS LTS0146983
wikiData Q77280481