[(3R,3aS,4R,9aS,9bS)-3,6,9-trimethyl-2,7-dioxo-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl] (E)-3-methylpent-2-enoate

Details

• Internal ID: 18da9552-639b-4e78-ab73-86c6c325c8d2
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [(3R,3aS,4R,9aS,9bS)-3,6,9-trimethyl-2,7-dioxo-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl] (E)-3-methylpent-2-enoate
• SMILES (Canonical): CCC(=CC(=O)OC1CC(=C2C(C3C1C(C(=O)O3)C)C(=CC2=O)C)C)C
• SMILES (Isomeric): CC/C(=C/C(=O)O[C@@H]1CC(=C2[C@@H]([C@H]3[C@H]1[C@H](C(=O)O3)C)C(=CC2=O)C)C)/C
• InChI: InChI=1S/C21H26O5/c1-6-10(2)7-16(23)25-15-9-12(4)17-14(22)8-11(3)18(17)20-19(15)13(5)21(24)26-20/h7-8,13,15,18-20H,6,9H2,1-5H3/b10-7+/t13-,15-,18+,19+,20+/m1/s1
• InChI Key: RIPDZKCUAKRGFN-YOWZCIBASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₅
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.17802393 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.30
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	+	0.7309	73.09%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5115	51.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9040	90.40%
OATP1B3 inhibitior	+	0.9344	93.44%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8092	80.92%
P-glycoprotein inhibitior	+	0.7661	76.61%
P-glycoprotein substrate	-	0.5190	51.90%
CYP3A4 substrate	+	0.6100	61.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9057	90.57%
CYP3A4 inhibition	-	0.7240	72.40%
CYP2C9 inhibition	-	0.7470	74.70%
CYP2C19 inhibition	-	0.6920	69.20%
CYP2D6 inhibition	-	0.9505	95.05%
CYP1A2 inhibition	-	0.5659	56.59%
CYP2C8 inhibition	-	0.6443	64.43%
CYP inhibitory promiscuity	-	0.6454	64.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Non-required	0.4633	46.33%
Eye corrosion	-	0.9441	94.41%
Eye irritation	-	0.8408	84.08%
Skin irritation	-	0.6571	65.71%
Skin corrosion	-	0.9330	93.30%
Ames mutagenesis	+	0.5147	51.47%
Human Ether-a-go-go-Related Gene inhibition	+	0.7549	75.49%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.6181	61.81%
skin sensitisation	-	0.6626	66.26%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.5841	58.41%
Acute Oral Toxicity (c)	III	0.5358	53.58%
Estrogen receptor binding	+	0.6514	65.14%
Androgen receptor binding	+	0.6705	67.05%
Thyroid receptor binding	+	0.5816	58.16%
Glucocorticoid receptor binding	+	0.5661	56.61%
Aromatase binding	-	0.6137	61.37%
PPAR gamma	+	0.6166	61.66%
Honey bee toxicity	-	0.7308	73.08%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9648	96.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4072	P07858	Cathepsin B	94.40%	93.67%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	92.52%	94.80%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.96%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.76%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.47%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.42%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.36%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.61%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.27%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	81.53%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.28%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.34%	85.14%

Plants that contains it

• Cichorium pumilum

Cross-Links

• PubChem: 162912459
• LOTUS: LTS0087418
• wikiData: Q105237034