Yomogiartemin

Details

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Internal ID b47ef29e-21ad-4055-a760-d019c5779522
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
IUPAC Name [(1S,2R,4S,5R,9S,10S,11R,13S,14R)-2-hydroxy-2,11-dimethyl-6-methylidene-7-oxo-8,12,15-trioxapentacyclo[8.5.0.01,14.05,9.011,13]pentadecan-4-yl] acetate
SMILES (Canonical) CC(=O)OC1CC(C23C(C4C1C(=C)C(=O)O4)C5(C(C2O3)O5)C)(C)O
SMILES (Isomeric) CC(=O)O[C@H]1C[C@@]([C@]23[C@@H]([C@@H]4[C@@H]1C(=C)C(=O)O4)[C@@]5([C@H]([C@H]2O3)O5)C)(C)O
InChI InChI=1S/C17H20O7/c1-6-9-8(21-7(2)18)5-15(3,20)17-11(10(9)22-14(6)19)16(4)12(23-16)13(17)24-17/h8-13,20H,1,5H2,2-4H3/t8-,9+,10-,11-,12-,13+,15+,16+,17-/m0/s1
InChI Key ZLXIFWIIPCMMHF-BJVHOVFPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C17H20O7
Molecular Weight 336.30 g/mol
Exact Mass 336.12090297 g/mol
Topological Polar Surface Area (TPSA) 97.90 Ų
XlogP -0.20
Atomic LogP (AlogP) 0.10
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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69684-72-6
[(1S,2R,4S,5R,9S,10S,11R,13S,14R)-2-hydroxy-2,11-dimethyl-6-methylidene-7-oxo-8,12,15-trioxapentacyclo[8.5.0.01,14.05,9.011,13]pentadecan-4-yl] acetate
DTXSID40989845
AKOS040754535
4H-Bisoxireno(1,8a:2,3)azuleno(4,5-b)furan-2(3H)-one, 4-(acetyloxy)octahydro-6-hydroxy-6,8a-dimethyl-3-methylene-, (3aR,4S,6R,6aS,7aR,7bS,8aR,8bS,8cS)-
Q63396530
1,2-BETA-3,4-BETA-DIEPOXY-8-ALPHA-ACETYL-10-ALPHA-HYDROXY-TETRAHYDRO-DEHYDRO-COSTUSLACTONE
6-Hydroxy-6,8a-dimethyl-3-methylidene-2-oxodecahydro-4H-bisoxireno[2,3:1,8a]azuleno[4,5-b]furan-4-yl acetate

2D Structure

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2D Structure of Yomogiartemin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9706 97.06%
Caco-2 - 0.6664 66.64%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.5702 57.02%
OATP2B1 inhibitior - 0.8582 85.82%
OATP1B1 inhibitior + 0.9222 92.22%
OATP1B3 inhibitior + 0.8957 89.57%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.9449 94.49%
P-glycoprotein inhibitior - 0.7639 76.39%
P-glycoprotein substrate - 0.7400 74.00%
CYP3A4 substrate + 0.6477 64.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8851 88.51%
CYP3A4 inhibition + 0.7820 78.20%
CYP2C9 inhibition - 0.9130 91.30%
CYP2C19 inhibition - 0.8733 87.33%
CYP2D6 inhibition - 0.9452 94.52%
CYP1A2 inhibition - 0.8897 88.97%
CYP2C8 inhibition - 0.7797 77.97%
CYP inhibitory promiscuity - 0.9089 90.89%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4179 41.79%
Eye corrosion - 0.9842 98.42%
Eye irritation - 0.8751 87.51%
Skin irritation - 0.6156 61.56%
Skin corrosion - 0.8979 89.79%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5232 52.32%
Micronuclear - 0.5000 50.00%
Hepatotoxicity + 0.7250 72.50%
skin sensitisation - 0.7016 70.16%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.8646 86.46%
Acute Oral Toxicity (c) III 0.3389 33.89%
Estrogen receptor binding + 0.8471 84.71%
Androgen receptor binding + 0.7001 70.01%
Thyroid receptor binding + 0.6513 65.13%
Glucocorticoid receptor binding + 0.6205 62.05%
Aromatase binding - 0.5439 54.39%
PPAR gamma + 0.6116 61.16%
Honey bee toxicity - 0.6604 66.04%
Biodegradation - 0.5750 57.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9478 94.78%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.42% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.35% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.57% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.24% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.82% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.66% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.30% 97.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.06% 92.94%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.73% 97.28%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.18% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.06% 95.50%

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.
Artemisia lancea
Artemisia montana

Cross-Links

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PubChem 155327
LOTUS LTS0105077
wikiData Q63396530