(4a-hydroxy-3,5-dimethyl-9-methylidene-2-oxo-3a,4,7,8,9a,9b-hexahydro-3H-azuleno[1,2-b]furan-4-yl) 2-methylbutanoate

Details

• Internal ID: f7ff022f-f90d-4b16-8ac3-7b8540f4c217
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: (4a-hydroxy-3,5-dimethyl-9-methylidene-2-oxo-3a,4,7,8,9a,9b-hexahydro-3H-azuleno[1,2-b]furan-4-yl) 2-methylbutanoate
• InChI: InChI=1S/C20H28O5/c1-6-10(2)18(21)25-17-14-13(5)19(22)24-16(14)15-11(3)8-7-9-12(4)20(15,17)23/h9-10,13-17,23H,3,6-8H2,1-2,4-5H3
• InChI Key: WGWCVNUPNYGXFP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₅
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.19367399 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.78
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9719	97.19%
Caco-2	+	0.5748	57.48%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4878	48.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8877	88.77%
OATP1B3 inhibitior	+	0.8485	84.85%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5247	52.47%
P-glycoprotein inhibitior	-	0.6287	62.87%
P-glycoprotein substrate	-	0.7306	73.06%
CYP3A4 substrate	+	0.6078	60.78%
CYP2C9 substrate	-	0.8262	82.62%
CYP2D6 substrate	-	0.8723	87.23%
CYP3A4 inhibition	+	0.5283	52.83%
CYP2C9 inhibition	-	0.5940	59.40%
CYP2C19 inhibition	-	0.5998	59.98%
CYP2D6 inhibition	-	0.9064	90.64%
CYP1A2 inhibition	+	0.6754	67.54%
CYP2C8 inhibition	-	0.7640	76.40%
CYP inhibitory promiscuity	-	0.7513	75.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5380	53.80%
Eye corrosion	-	0.9774	97.74%
Eye irritation	-	0.9125	91.25%
Skin irritation	+	0.5316	53.16%
Skin corrosion	-	0.8665	86.65%
Ames mutagenesis	-	0.5072	50.72%
Human Ether-a-go-go-Related Gene inhibition	-	0.7458	74.58%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6592	65.92%
skin sensitisation	-	0.7325	73.25%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7551	75.51%
Acute Oral Toxicity (c)	III	0.4357	43.57%
Estrogen receptor binding	+	0.6725	67.25%
Androgen receptor binding	+	0.6213	62.13%
Thyroid receptor binding	-	0.5074	50.74%
Glucocorticoid receptor binding	+	0.6905	69.05%
Aromatase binding	-	0.4851	48.51%
PPAR gamma	-	0.5848	58.48%
Honey bee toxicity	-	0.8222	82.22%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9863	98.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.04%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.37%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	93.41%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.11%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.68%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.54%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.26%	96.47%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.03%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.65%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.12%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.86%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.47%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.98%	93.56%

Plants that contains it

• Montanoa leucantha

Cross-Links

• PubChem: 162971407
• LOTUS: LTS0149882
• wikiData: Q105305011