6,9-Dimethyl-3-methylidene-3a,4,5,7,9a,9b-hexahydroazuleno[4,5-b]furan-2-one

Details

• Internal ID: bb6e4267-ec83-4ac0-995b-a68b629a0ba7
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 6,9-dimethyl-3-methylidene-3a,4,5,7,9a,9b-hexahydroazuleno[4,5-b]furan-2-one
• SMILES (Canonical): CC1=C2CC=C(C2C3C(CC1)C(=C)C(=O)O3)C
• SMILES (Isomeric): CC1=C2CC=C(C2C3C(CC1)C(=C)C(=O)O3)C
• InChI: InChI=1S/C15H18O2/c1-8-4-7-12-10(3)15(16)17-14(12)13-9(2)5-6-11(8)13/h5,12-14H,3-4,6-7H2,1-2H3
• InChI Key: AVLOGKPJWQCTLP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₂
• Molecular Weight: 230.30 g/mol
• Exact Mass: 230.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 3.16
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• F85024

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.7769	77.69%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.3734	37.34%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.9248	92.48%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9347	93.47%
P-glycoprotein inhibitior	-	0.8827	88.27%
P-glycoprotein substrate	-	0.8862	88.62%
CYP3A4 substrate	+	0.5268	52.68%
CYP2C9 substrate	-	0.8119	81.19%
CYP2D6 substrate	-	0.8397	83.97%
CYP3A4 inhibition	-	0.8052	80.52%
CYP2C9 inhibition	-	0.9020	90.20%
CYP2C19 inhibition	-	0.6440	64.40%
CYP2D6 inhibition	-	0.9160	91.60%
CYP1A2 inhibition	+	0.8513	85.13%
CYP2C8 inhibition	-	0.7952	79.52%
CYP inhibitory promiscuity	-	0.8264	82.64%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5643	56.43%
Eye corrosion	-	0.9044	90.44%
Eye irritation	-	0.5868	58.68%
Skin irritation	-	0.5309	53.09%
Skin corrosion	-	0.9469	94.69%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5387	53.87%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	+	0.5204	52.04%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.7380	73.80%
Acute Oral Toxicity (c)	III	0.5843	58.43%
Estrogen receptor binding	-	0.7650	76.50%
Androgen receptor binding	+	0.6562	65.62%
Thyroid receptor binding	-	0.7227	72.27%
Glucocorticoid receptor binding	-	0.6665	66.65%
Aromatase binding	-	0.8118	81.18%
PPAR gamma	-	0.6418	64.18%
Honey bee toxicity	-	0.8089	80.89%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9945	99.45%

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	91.35%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.89%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.68%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.68%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.48%	97.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.02%	93.40%
CHEMBL2581	P07339	Cathepsin D	83.66%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.75%	100.00%

Plants that contains it

• Grosvenoria coelocaulis
• Kaunia longipetiolata
• Ursinia nudicaulis

Cross-Links

• PubChem: 73102834
• LOTUS: LTS0004372
• wikiData: Q104919635