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Arteminolide B

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 e705579e-70b8-4dd1-9f27-3b87decb6ff2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
IUPAC Name [(1'R,2'R,3S,3aR,4S,5'S,9'S,9aS,9bR,10'S,11'S)-2'-hydroxy-2',6,9,11'-tetramethyl-6'-methylidene-2,7,7'-trioxospiro[4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-3,15'-8-oxatetracyclo[9.2.2.01,10.05,9]pentadec-12-ene]-4-yl] 3-methylbut-2-enoate
SMILES (Canonical) CC1=C2C(C3C(C(C1)OC(=O)C=C(C)C)C4(CC56C=CC4(C5C7C(CCC6(C)O)C(=C)C(=O)O7)C)C(=O)O3)C(=CC2=O)C
SMILES (Isomeric) CC1=C2[C@@H]([C@@H]3[C@@H]([C@H](C1)OC(=O)C=C(C)C)[C@]4(C[C@@]56C=C[C@]4([C@@H]5[C@@H]7[C@@H](CC[C@@]6(C)O)C(=C)C(=O)O7)C)C(=O)O3)C(=CC2=O)C
InChI InChI=1S/C35H40O8/c1-16(2)12-23(37)41-22-14-18(4)24-21(36)13-17(3)25(24)28-26(22)35(31(39)43-28)15-34-11-10-32(35,6)29(34)27-20(8-9-33(34,7)40)19(5)30(38)42-27/h10-13,20,22,25-29,40H,5,8-9,14-15H2,1-4,6-7H3/t20-,22-,25-,26+,27-,28+,29-,32-,33+,34-,35+/m0/s1
InChI Key CXNZHHWXJRMDBV-PAIAVIFNSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C35H40O8
Molecular Weight 588.70 g/mol
Exact Mass 588.27231823 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 4.48
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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[(1'R,2'R,3S,3Ar,4S,5'S,9'S,9aS,9bR,10'S,11'S)-2'-hydroxy-2',6,9,11'-tetramethyl-6'-methylidene-2,7,7'-trioxospiro[4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-3,15'-8-oxatetracyclo[9.2.2.01,10.05,9]pentadec-12-ene]-4-yl] 3-methylbut-2-enoate

2D Structure

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2D Structure of Arteminolide B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9921 99.21%
Caco-2 - 0.7666 76.66%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7852 78.52%
OATP2B1 inhibitior - 0.7177 71.77%
OATP1B1 inhibitior + 0.8400 84.00%
OATP1B3 inhibitior - 0.3363 33.63%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9456 94.56%
P-glycoprotein inhibitior + 0.8477 84.77%
P-glycoprotein substrate + 0.7088 70.88%
CYP3A4 substrate + 0.7330 73.30%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9103 91.03%
CYP3A4 inhibition - 0.5395 53.95%
CYP2C9 inhibition - 0.6079 60.79%
CYP2C19 inhibition - 0.8572 85.72%
CYP2D6 inhibition - 0.9555 95.55%
CYP1A2 inhibition - 0.6550 65.50%
CYP2C8 inhibition + 0.7790 77.90%
CYP inhibitory promiscuity - 0.9569 95.69%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5566 55.66%
Eye corrosion - 0.9852 98.52%
Eye irritation - 0.9003 90.03%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.8929 89.29%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7316 73.16%
Micronuclear - 0.7300 73.00%
Hepatotoxicity + 0.7461 74.61%
skin sensitisation - 0.7616 76.16%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity + 0.5574 55.74%
Acute Oral Toxicity (c) II 0.3032 30.32%
Estrogen receptor binding + 0.8166 81.66%
Androgen receptor binding + 0.7768 77.68%
Thyroid receptor binding + 0.6505 65.05%
Glucocorticoid receptor binding + 0.8080 80.80%
Aromatase binding + 0.7121 71.21%
PPAR gamma + 0.7209 72.09%
Honey bee toxicity - 0.6350 63.50%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6700 67.00%
Fish aquatic toxicity + 0.9953 99.53%

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 98.29% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.72% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.04% 85.14%
CHEMBL2581 P07339 Cathepsin D 95.17% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.79% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.84% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.84% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.31% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.51% 95.56%
CHEMBL2996 Q05655 Protein kinase C delta 85.89% 97.79%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.45% 97.25%
CHEMBL5028 O14672 ADAM10 85.37% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.16% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.96% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.66% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.58% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.15% 97.09%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.47% 97.28%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 83.09% 90.93%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 82.49% 85.94%
CHEMBL221 P23219 Cyclooxygenase-1 81.89% 90.17%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.69% 93.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.55% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.07% 95.89%

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 argyi

Cross-Links

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PubChem 24941963
LOTUS LTS0152028
wikiData Q104399552