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

Details

• Internal ID: 1aa71694-3aa0-46fb-bd40-50c1124a085e
• Taxonomy: Organoheterocyclic compounds > Cycloheptafurans
• IUPAC Name: 1,5,8-trimethyl-5,5a,6,7-tetrahydroazuleno[6,5-b]furan-4,9-dione
• SMILES (Canonical): CC1C2CCC(=C2C(=O)C3=C(C1=O)OC=C3C)C
• SMILES (Isomeric): CC1C2CCC(=C2C(=O)C3=C(C1=O)OC=C3C)C
• InChI: InChI=1S/C15H16O3/c1-7-4-5-10-9(3)13(16)15-12(8(2)6-18-15)14(17)11(7)10/h6,9-10H,4-5H2,1-3H3
• InChI Key: JREPATBWOYVYLR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₃
• Molecular Weight: 244.28 g/mol
• Exact Mass: 244.109944368 g/mol
• Topological Polar Surface Area (TPSA): 47.30 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.33
• 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	+	0.9962	99.62%
Caco-2	+	0.8035	80.35%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5395	53.95%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.9292	92.92%
OATP1B3 inhibitior	+	0.9636	96.36%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8642	86.42%
P-glycoprotein inhibitior	-	0.8709	87.09%
P-glycoprotein substrate	-	0.9285	92.85%
CYP3A4 substrate	+	0.5139	51.39%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.8490	84.90%
CYP3A4 inhibition	-	0.9283	92.83%
CYP2C9 inhibition	-	0.6504	65.04%
CYP2C19 inhibition	-	0.6311	63.11%
CYP2D6 inhibition	-	0.8673	86.73%
CYP1A2 inhibition	+	0.9213	92.13%
CYP2C8 inhibition	-	0.8534	85.34%
CYP inhibitory promiscuity	-	0.6290	62.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4777	47.77%
Eye corrosion	-	0.9583	95.83%
Eye irritation	-	0.8879	88.79%
Skin irritation	-	0.5670	56.70%
Skin corrosion	-	0.8699	86.99%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5931	59.31%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.8000	80.00%
skin sensitisation	-	0.5819	58.19%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.5497	54.97%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.5689	56.89%
Acute Oral Toxicity (c)	III	0.4588	45.88%
Estrogen receptor binding	-	0.6816	68.16%
Androgen receptor binding	+	0.6453	64.53%
Thyroid receptor binding	-	0.6707	67.07%
Glucocorticoid receptor binding	-	0.6199	61.99%
Aromatase binding	-	0.8141	81.41%
PPAR gamma	-	0.5241	52.41%
Honey bee toxicity	-	0.9167	91.67%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9688	96.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.49%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.96%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.81%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.09%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.58%	99.23%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.87%	86.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.81%	100.00%
CHEMBL1871	P10275	Androgen Receptor	83.63%	96.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.64%	89.00%

Plants that contains it

• Chloranthus multistachys

Cross-Links

• PubChem: 163041622
• LOTUS: LTS0048914
• wikiData: Q105133864