[(3S,3aR,4S,9bS)-3,6,9-trimethyl-2-oxo-3a,4,5,9b-tetrahydro-3H-azuleno[4,5-b]furan-4-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 453ecab8-2cf5-4907-b60b-5b448389dab8
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [(3S,3aR,4S,9bS)-3,6,9-trimethyl-2-oxo-3a,4,5,9b-tetrahydro-3H-azuleno[4,5-b]furan-4-yl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C20H24O4/c1-6-10(2)19(21)23-15-9-12(4)14-8-7-11(3)16(14)18-17(15)13(5)20(22)24-18/h6-8,13,15,17-18H,9H2,1-5H3/b10-6-/t13-,15-,17+,18+/m0/s1
• InChI Key: APSKLIXBMOHBGY-WAGPENCCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.16745924 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.65
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.8750	87.50%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5430	54.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8990	89.90%
OATP1B3 inhibitior	+	0.9293	92.93%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7266	72.66%
P-glycoprotein inhibitior	+	0.5796	57.96%
P-glycoprotein substrate	-	0.7281	72.81%
CYP3A4 substrate	+	0.5921	59.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9101	91.01%
CYP3A4 inhibition	-	0.7916	79.16%
CYP2C9 inhibition	-	0.8490	84.90%
CYP2C19 inhibition	-	0.8358	83.58%
CYP2D6 inhibition	-	0.9583	95.83%
CYP1A2 inhibition	-	0.5365	53.65%
CYP2C8 inhibition	-	0.8619	86.19%
CYP inhibitory promiscuity	-	0.7969	79.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Non-required	0.4397	43.97%
Eye corrosion	-	0.9282	92.82%
Eye irritation	-	0.7692	76.92%
Skin irritation	-	0.6633	66.33%
Skin corrosion	-	0.9328	93.28%
Ames mutagenesis	-	0.5082	50.82%
Human Ether-a-go-go-Related Gene inhibition	+	0.8391	83.91%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.8128	81.28%
skin sensitisation	-	0.7025	70.25%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6683	66.83%
Acute Oral Toxicity (c)	III	0.4159	41.59%
Estrogen receptor binding	+	0.6289	62.89%
Androgen receptor binding	+	0.5329	53.29%
Thyroid receptor binding	+	0.5279	52.79%
Glucocorticoid receptor binding	-	0.5648	56.48%
Aromatase binding	-	0.7447	74.47%
PPAR gamma	-	0.5290	52.90%
Honey bee toxicity	-	0.7760	77.60%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9492	94.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.76%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.12%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.96%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.86%	99.23%
CHEMBL2581	P07339	Cathepsin D	86.32%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.07%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.69%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	83.58%	94.73%

Plants that contains it

• Achillea collina

Cross-Links

• PubChem: 162978274
• LOTUS: LTS0218936
• wikiData: Q104916516