9beta-Acetoxycostunolide

Details

Top
Internal ID 75bff971-1272-43dd-abe9-19980487a792
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
IUPAC Name [(3aS,5S,6E,10E,11aR)-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-5-yl] acetate
SMILES (Canonical) CC1=CC2C(CC(C(=CCC1)C)OC(=O)C)C(=C)C(=O)O2
SMILES (Isomeric) C/C/1=C\[C@@H]2[C@@H](C[C@@H](/C(=C/CC1)/C)OC(=O)C)C(=C)C(=O)O2
InChI InChI=1S/C17H22O4/c1-10-6-5-7-11(2)15(20-13(4)18)9-14-12(3)17(19)21-16(14)8-10/h7-8,14-16H,3,5-6,9H2,1-2,4H3/b10-8+,11-7+/t14-,15-,16+/m0/s1
InChI Key DPXBPEOSQDXEQD-YXXPDWHBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C17H22O4
Molecular Weight 290.40 g/mol
Exact Mass 290.15180918 g/mol
Topological Polar Surface Area (TPSA) 52.60 Ų
XlogP 1.60
Atomic LogP (AlogP) 3.09
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

Top
CHEMBL380347

2D Structure

Top
2D Structure of 9beta-Acetoxycostunolide

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9904 99.04%
Caco-2 + 0.8382 83.82%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.5877 58.77%
OATP2B1 inhibitior - 0.8582 85.82%
OATP1B1 inhibitior + 0.9121 91.21%
OATP1B3 inhibitior + 0.8279 82.79%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.7432 74.32%
P-glycoprotein inhibitior - 0.6882 68.82%
P-glycoprotein substrate - 0.8634 86.34%
CYP3A4 substrate + 0.5915 59.15%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8884 88.84%
CYP3A4 inhibition - 0.7502 75.02%
CYP2C9 inhibition - 0.9031 90.31%
CYP2C19 inhibition - 0.8056 80.56%
CYP2D6 inhibition - 0.9362 93.62%
CYP1A2 inhibition + 0.6803 68.03%
CYP2C8 inhibition - 0.6425 64.25%
CYP inhibitory promiscuity - 0.9043 90.43%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6439 64.39%
Eye corrosion - 0.9558 95.58%
Eye irritation - 0.8738 87.38%
Skin irritation - 0.5523 55.23%
Skin corrosion - 0.9216 92.16%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4855 48.55%
Micronuclear - 0.7800 78.00%
Hepatotoxicity + 0.8125 81.25%
skin sensitisation - 0.6815 68.15%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.5556 55.56%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity + 0.5200 52.00%
Acute Oral Toxicity (c) III 0.6223 62.23%
Estrogen receptor binding + 0.5562 55.62%
Androgen receptor binding - 0.6256 62.56%
Thyroid receptor binding - 0.6159 61.59%
Glucocorticoid receptor binding + 0.5423 54.23%
Aromatase binding - 0.7216 72.16%
PPAR gamma + 0.5839 58.39%
Honey bee toxicity - 0.7233 72.33%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9879 98.79%

Targets

Top

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.35% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.94% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.68% 94.45%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.28% 95.50%
CHEMBL2581 P07339 Cathepsin D 86.23% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.15% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.09% 85.14%
CHEMBL4040 P28482 MAP kinase ERK2 85.82% 83.82%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.75% 86.33%
CHEMBL4208 P20618 Proteasome component C5 85.60% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.43% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.03% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.62% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.99% 97.09%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 80.05% 96.00%

Plants that contains it

Top
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.
Schistostephium heptalobum
Seriphidium gracilescens

Cross-Links

Top
PubChem 13966988
LOTUS LTS0190886
wikiData Q104986766