6-hydroxy-6,9-dimethyl-3-methylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2-one

Details

• Internal ID: 00cd7315-c9a7-421b-964e-e234f5df57f8
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 6-hydroxy-6,9-dimethyl-3-methylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2-one
• InChI: InChI=1S/C15H18O3/c1-8-4-5-11-12(8)13-10(6-7-15(11,3)17)9(2)14(16)18-13/h4-5,10,12-13,17H,2,6-7H2,1,3H3
• InChI Key: KIZFTYZOGYUOIN-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): 46.50 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• 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	+	0.7388	73.88%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6106	61.06%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.8797	87.97%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.9800	98.00%
P-glycoprotein inhibitior	-	0.9026	90.26%
P-glycoprotein substrate	-	0.8484	84.84%
CYP3A4 substrate	+	0.6074	60.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8596	85.96%
CYP3A4 inhibition	-	0.7380	73.80%
CYP2C9 inhibition	-	0.8965	89.65%
CYP2C19 inhibition	-	0.8683	86.83%
CYP2D6 inhibition	-	0.9050	90.50%
CYP1A2 inhibition	+	0.5131	51.31%
CYP2C8 inhibition	-	0.6391	63.91%
CYP inhibitory promiscuity	-	0.9431	94.31%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5207	52.07%
Eye corrosion	-	0.9655	96.55%
Eye irritation	-	0.8724	87.24%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8029	80.29%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5378	53.78%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.7824	78.24%
skin sensitisation	-	0.5631	56.31%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5411	54.11%
Acute Oral Toxicity (c)	III	0.4566	45.66%
Estrogen receptor binding	-	0.5443	54.43%
Androgen receptor binding	+	0.5395	53.95%
Thyroid receptor binding	-	0.5227	52.27%
Glucocorticoid receptor binding	-	0.5757	57.57%
Aromatase binding	-	0.7790	77.90%
PPAR gamma	-	0.5803	58.03%
Honey bee toxicity	-	0.8633	86.33%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9180	91.80%

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	96.88%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.28%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.28%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.91%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.60%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.38%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.85%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.22%	94.45%

Plants that contains it

• Tanacetum parthenium

Cross-Links

• PubChem: 162906721
• LOTUS: LTS0168251
• wikiData: Q105141751