1,6,9-Trimethyl-3a,4,5,6,6a,7-hexahydroazuleno[5,4-b]furan-2,8-dione

Details

• Internal ID: 98820ce4-3c70-45f6-8f0f-ab4954ccd453
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 1,6,9-trimethyl-3a,4,5,6,6a,7-hexahydroazuleno[5,4-b]furan-2,8-dione
• SMILES (Canonical): CC1CCC2C(=C(C(=O)O2)C)C3=C(C(=O)CC13)C
• SMILES (Isomeric): CC1CCC2C(=C(C(=O)O2)C)C3=C(C(=O)CC13)C
• InChI: InChI=1S/C15H18O3/c1-7-4-5-12-14(9(3)15(17)18-12)13-8(2)11(16)6-10(7)13/h7,10,12H,4-6H2,1-3H3
• InChI Key: LFAHVQSFSPUKPV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.8093	80.93%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6324	63.24%
OATP2B1 inhibitior	-	0.8526	85.26%
OATP1B1 inhibitior	+	0.9163	91.63%
OATP1B3 inhibitior	+	0.9662	96.62%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.9227	92.27%
P-glycoprotein inhibitior	-	0.8469	84.69%
P-glycoprotein substrate	-	0.8929	89.29%
CYP3A4 substrate	+	0.5052	50.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8968	89.68%
CYP3A4 inhibition	-	0.8471	84.71%
CYP2C9 inhibition	-	0.9002	90.02%
CYP2C19 inhibition	-	0.8233	82.33%
CYP2D6 inhibition	-	0.9444	94.44%
CYP1A2 inhibition	+	0.7485	74.85%
CYP2C8 inhibition	-	0.8941	89.41%
CYP inhibitory promiscuity	-	0.9324	93.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6102	61.02%
Eye corrosion	-	0.9520	95.20%
Eye irritation	-	0.5000	50.00%
Skin irritation	+	0.5120	51.20%
Skin corrosion	-	0.9205	92.05%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4236	42.36%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.7875	78.75%
skin sensitisation	-	0.6651	66.51%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6864	68.64%
Acute Oral Toxicity (c)	III	0.5582	55.82%
Estrogen receptor binding	-	0.5496	54.96%
Androgen receptor binding	+	0.6675	66.75%
Thyroid receptor binding	-	0.6949	69.49%
Glucocorticoid receptor binding	+	0.5493	54.93%
Aromatase binding	-	0.8771	87.71%
PPAR gamma	-	0.7526	75.26%
Honey bee toxicity	-	0.9144	91.44%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9884	98.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.58%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.99%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.40%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.14%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.98%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.50%	91.11%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	86.21%	86.00%
CHEMBL2581	P07339	Cathepsin D	85.57%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.99%	93.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.07%	97.14%

Plants that contains it

• Melicope triphylla

Cross-Links

• PubChem: 14106161
• LOTUS: LTS0261829
• wikiData: Q104666970