[(3S,3aR,4S,9aR,9bS)-9a-hydroxy-3,6,9-trimethyl-2,7-dioxo-3a,4,5,9b-tetrahydro-3H-azuleno[4,5-b]furan-4-yl] (2R)-2-methylbutanoate

Details

• Internal ID: 45cc38bd-2ddb-45b6-96d0-370dc4265827
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [(3S,3aR,4S,9aR,9bS)-9a-hydroxy-3,6,9-trimethyl-2,7-dioxo-3a,4,5,9b-tetrahydro-3H-azuleno[4,5-b]furan-4-yl] (2R)-2-methylbutanoate
• InChI: InChI=1S/C20H26O6/c1-6-9(2)18(22)25-14-7-10(3)16-13(21)8-11(4)20(16,24)17-15(14)12(5)19(23)26-17/h8-9,12,14-15,17,24H,6-7H2,1-5H3/t9-,12+,14+,15-,17+,20-/m1/s1
• InChI Key: AFXFTKGOFINZCJ-SASXRNCOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.17293854 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.10
• H-Bond Acceptor: 6
• 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	+	0.9791	97.91%
Caco-2	+	0.7099	70.99%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5692	56.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8738	87.38%
OATP1B3 inhibitior	+	0.8895	88.95%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6376	63.76%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.5345	53.45%
CYP3A4 substrate	+	0.6120	61.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9119	91.19%
CYP3A4 inhibition	+	0.5074	50.74%
CYP2C9 inhibition	-	0.6665	66.65%
CYP2C19 inhibition	-	0.6703	67.03%
CYP2D6 inhibition	-	0.9409	94.09%
CYP1A2 inhibition	-	0.5698	56.98%
CYP2C8 inhibition	-	0.8236	82.36%
CYP inhibitory promiscuity	-	0.7534	75.34%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Non-required	0.3933	39.33%
Eye corrosion	-	0.9761	97.61%
Eye irritation	-	0.8817	88.17%
Skin irritation	-	0.5604	56.04%
Skin corrosion	-	0.9068	90.68%
Ames mutagenesis	-	0.6119	61.19%
Human Ether-a-go-go-Related Gene inhibition	-	0.5461	54.61%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.6535	65.35%
skin sensitisation	-	0.7259	72.59%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6494	64.94%
Acute Oral Toxicity (c)	III	0.4283	42.83%
Estrogen receptor binding	+	0.7064	70.64%
Androgen receptor binding	+	0.5921	59.21%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6707	67.07%
Aromatase binding	-	0.6118	61.18%
PPAR gamma	+	0.5384	53.84%
Honey bee toxicity	-	0.8359	83.59%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5950	59.50%
Fish aquatic toxicity	+	0.9350	93.50%

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	98.12%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.32%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.08%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.98%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.69%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.81%	94.80%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.13%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.20%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.44%	89.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.76%	96.47%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.28%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.53%	90.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.22%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162958406
• LOTUS: LTS0271111
• wikiData: Q104911607