6-hydroxy-6,9-dimethyl-3-methylidene-4,5,6a,7,8,9b-hexahydro-3aH-azuleno[4,5-b]furan-2-one

Details

• Internal ID: 28996651-0721-40e6-a3ee-d5b23f84aa0b
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 6-hydroxy-6,9-dimethyl-3-methylidene-4,5,6a,7,8,9b-hexahydro-3aH-azuleno[4,5-b]furan-2-one
• SMILES (Canonical): CC1=C2C(CC1)C(CCC3C2OC(=O)C3=C)(C)O
• SMILES (Isomeric): CC1=C2C(CC1)C(CCC3C2OC(=O)C3=C)(C)O
• InChI: InChI=1S/C15H20O3/c1-8-4-5-11-12(8)13-10(6-7-15(11,3)17)9(2)14(16)18-13/h10-11,13,17H,2,4-7H2,1,3H3
• InChI Key: CHVGBCCDTOGAFF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.36
• 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	+	0.9939	99.39%
Caco-2	+	0.7285	72.85%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6742	67.42%
OATP2B1 inhibitior	-	0.8525	85.25%
OATP1B1 inhibitior	+	0.8652	86.52%
OATP1B3 inhibitior	+	0.9513	95.13%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.9696	96.96%
P-glycoprotein inhibitior	-	0.8903	89.03%
P-glycoprotein substrate	-	0.9067	90.67%
CYP3A4 substrate	+	0.6115	61.15%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	-	0.7296	72.96%
CYP2C9 inhibition	-	0.8395	83.95%
CYP2C19 inhibition	-	0.7266	72.66%
CYP2D6 inhibition	-	0.9367	93.67%
CYP1A2 inhibition	+	0.6180	61.80%
CYP2C8 inhibition	-	0.8383	83.83%
CYP inhibitory promiscuity	-	0.9430	94.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5442	54.42%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.6513	65.13%
Skin irritation	+	0.5307	53.07%
Skin corrosion	-	0.9038	90.38%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5308	53.08%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.7824	78.24%
skin sensitisation	-	0.6857	68.57%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7900	79.00%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5462	54.62%
Acute Oral Toxicity (c)	III	0.4379	43.79%
Estrogen receptor binding	+	0.5771	57.71%
Androgen receptor binding	+	0.5201	52.01%
Thyroid receptor binding	-	0.5521	55.21%
Glucocorticoid receptor binding	+	0.5930	59.30%
Aromatase binding	-	0.6469	64.69%
PPAR gamma	-	0.5477	54.77%
Honey bee toxicity	-	0.8912	89.12%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9860	98.60%

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	91.90%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.34%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.07%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.02%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.00%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.16%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.24%	93.03%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.63%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.07%	94.45%

Plants that contains it

• Cichorium pumilum
• Sonchus macrocarpus

Cross-Links

• PubChem: 162868403
• LOTUS: LTS0227335
• wikiData: Q104959351