Moxartenolide

Details

• Internal ID: f739ee4b-14b8-4ce8-ac5c-87368a9d5a18
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [(3aR,4S,9bR)-6,9-dimethyl-3-methylidene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(=C2C(C3C1C(=C)C(=O)O3)C(=CC2=O)C)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@H]1CC(=C2C([C@@H]3[C@@H]1C(=C)C(=O)O3)C(=CC2=O)C)C
• InChI: InChI=1S/C20H22O5/c1-6-9(2)19(22)24-14-8-11(4)15-13(21)7-10(3)16(15)18-17(14)12(5)20(23)25-18/h6-7,14,16-18H,5,8H2,1-4H3/b9-6-/t14-,16?,17+,18+/m0/s1
• InChI Key: SOUHOZAOAMAEFT-NUSGDSOSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₅
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.14672380 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.83
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• [(3aR,4S,9bR)-6,9-dimethyl-3-methylidene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] (Z)-2-methylbut-2-enoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	+	0.7655	76.55%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5179	51.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9017	90.17%
OATP1B3 inhibitior	+	0.9127	91.27%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7538	75.38%
P-glycoprotein inhibitior	-	0.5062	50.62%
P-glycoprotein substrate	-	0.7248	72.48%
CYP3A4 substrate	+	0.5999	59.99%
CYP2C9 substrate	-	0.8108	81.08%
CYP2D6 substrate	-	0.9084	90.84%
CYP3A4 inhibition	-	0.6929	69.29%
CYP2C9 inhibition	-	0.8708	87.08%
CYP2C19 inhibition	-	0.8117	81.17%
CYP2D6 inhibition	-	0.9521	95.21%
CYP1A2 inhibition	-	0.6092	60.92%
CYP2C8 inhibition	-	0.6715	67.15%
CYP inhibitory promiscuity	-	0.8275	82.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8943	89.43%
Carcinogenicity (trinary)	Non-required	0.4869	48.69%
Eye corrosion	-	0.9068	90.68%
Eye irritation	-	0.8363	83.63%
Skin irritation	-	0.6715	67.15%
Skin corrosion	-	0.9360	93.60%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7860	78.60%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.7890	78.90%
skin sensitisation	-	0.6510	65.10%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.8506	85.06%
Acute Oral Toxicity (c)	II	0.3548	35.48%
Estrogen receptor binding	+	0.7271	72.71%
Androgen receptor binding	+	0.6040	60.40%
Thyroid receptor binding	+	0.5345	53.45%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6843	68.43%
PPAR gamma	+	0.6090	60.90%
Honey bee toxicity	-	0.6765	67.65%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9747	97.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	95.03%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.53%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.32%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.09%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.92%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.18%	86.33%
CHEMBL2581	P07339	Cathepsin D	84.35%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	83.05%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.23%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.22%	89.00%

Plants that contains it

• Artemisia argyi

Cross-Links

• PubChem: 10020253
• LOTUS: LTS0000233
• wikiData: Q105257205