[(3R,3aR,4S,9S,9aS,9bS)-9-hydroxy-3,6,9-trimethyl-2-oxo-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl] 3-methylbutanoate

Details

• Internal ID: 88c1bdf3-d4f4-4183-b375-1a8d0de8b6f2
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [(3R,3aR,4S,9S,9aS,9bS)-9-hydroxy-3,6,9-trimethyl-2-oxo-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl] 3-methylbutanoate
• InChI: InChI=1S/C20H28O5/c1-10(2)8-15(21)24-14-9-11(3)13-6-7-20(5,23)17(13)18-16(14)12(4)19(22)25-18/h6-7,10,12,14,16-18,23H,8-9H2,1-5H3/t12-,14+,16-,17+,18+,20+/m1/s1
• InChI Key: WXZIIMYBIRDLIZ-QROBCALPSA-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: 2.30
• 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	+	0.9845	98.45%
Caco-2	+	0.5555	55.55%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6820	68.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8777	87.77%
OATP1B3 inhibitior	+	0.7904	79.04%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6510	65.10%
P-glycoprotein inhibitior	-	0.5672	56.72%
P-glycoprotein substrate	-	0.5332	53.32%
CYP3A4 substrate	+	0.6253	62.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8941	89.41%
CYP3A4 inhibition	-	0.7500	75.00%
CYP2C9 inhibition	-	0.6912	69.12%
CYP2C19 inhibition	-	0.7931	79.31%
CYP2D6 inhibition	-	0.9575	95.75%
CYP1A2 inhibition	-	0.6979	69.79%
CYP2C8 inhibition	-	0.8372	83.72%
CYP inhibitory promiscuity	-	0.8805	88.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8643	86.43%
Carcinogenicity (trinary)	Non-required	0.4727	47.27%
Eye corrosion	-	0.9717	97.17%
Eye irritation	-	0.9551	95.51%
Skin irritation	-	0.6128	61.28%
Skin corrosion	-	0.9256	92.56%
Ames mutagenesis	+	0.5192	51.92%
Human Ether-a-go-go-Related Gene inhibition	+	0.6919	69.19%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.7413	74.13%
skin sensitisation	-	0.6347	63.47%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6214	62.14%
Acute Oral Toxicity (c)	III	0.4057	40.57%
Estrogen receptor binding	+	0.5263	52.63%
Androgen receptor binding	+	0.5628	56.28%
Thyroid receptor binding	+	0.5740	57.40%
Glucocorticoid receptor binding	-	0.4686	46.86%
Aromatase binding	-	0.6575	65.75%
PPAR gamma	-	0.6437	64.37%
Honey bee toxicity	-	0.8512	85.12%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5150	51.50%
Fish aquatic toxicity	+	0.9700	97.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.39%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.96%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.79%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.18%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.26%	94.80%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.10%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.35%	99.23%
CHEMBL2581	P07339	Cathepsin D	88.07%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.78%	95.56%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	83.45%	92.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.25%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.90%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.53%	89.00%

Plants that contains it

• Ursinia saxatilis

Cross-Links

• PubChem: 162895429
• LOTUS: LTS0091264
• wikiData: Q105321998