8-hydroxy-6,9-dimethyl-3-methylidene-4-(2-methylpropoxy)-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2,7-dione

Details

• Internal ID: 587d6efe-5ead-42a5-9b11-caa1a7237bf3
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 8-hydroxy-6,9-dimethyl-3-methylidene-4-(2-methylpropoxy)-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2,7-dione
• SMILES (Canonical): CC1=C2C(C3C(C(C1)OCC(C)C)C(=C)C(=O)O3)C(=C(C2=O)O)C
• SMILES (Isomeric): CC1=C2C(C3C(C(C1)OCC(C)C)C(=C)C(=O)O3)C(=C(C2=O)O)C
• InChI: InChI=1S/C19H24O5/c1-8(2)7-23-12-6-9(3)13-15(10(4)16(20)17(13)21)18-14(12)11(5)19(22)24-18/h8,12,14-15,18,20H,5-7H2,1-4H3
• InChI Key: HQZANFZSMKYQLR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₅
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.16237386 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9831	98.31%
Caco-2	+	0.6482	64.82%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7385	73.85%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.9077	90.77%
OATP1B3 inhibitior	+	0.9079	90.79%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8559	85.59%
P-glycoprotein inhibitior	-	0.6531	65.31%
P-glycoprotein substrate	-	0.6447	64.47%
CYP3A4 substrate	+	0.5796	57.96%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.8981	89.81%
CYP3A4 inhibition	-	0.6820	68.20%
CYP2C9 inhibition	-	0.6888	68.88%
CYP2C19 inhibition	-	0.7459	74.59%
CYP2D6 inhibition	-	0.9241	92.41%
CYP1A2 inhibition	-	0.6683	66.83%
CYP2C8 inhibition	-	0.7670	76.70%
CYP inhibitory promiscuity	-	0.8862	88.62%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8643	86.43%
Carcinogenicity (trinary)	Non-required	0.5502	55.02%
Eye corrosion	-	0.9590	95.90%
Eye irritation	-	0.5644	56.44%
Skin irritation	-	0.6807	68.07%
Skin corrosion	-	0.9342	93.42%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6569	65.69%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.6908	69.08%
skin sensitisation	-	0.7127	71.27%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.8475	84.75%
Acute Oral Toxicity (c)	III	0.4490	44.90%
Estrogen receptor binding	+	0.7350	73.50%
Androgen receptor binding	+	0.6417	64.17%
Thyroid receptor binding	-	0.5115	51.15%
Glucocorticoid receptor binding	+	0.7612	76.12%
Aromatase binding	-	0.6404	64.04%
PPAR gamma	+	0.6194	61.94%
Honey bee toxicity	-	0.7326	73.26%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.9832	98.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.65%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.86%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.80%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.37%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	89.62%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.67%	99.23%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	86.79%	96.37%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.36%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	84.30%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.15%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.37%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.49%	94.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.28%	93.56%

Plants that contains it

• Greenmaniella resinosa

Cross-Links

• PubChem: 162936175
• LOTUS: LTS0273302
• wikiData: Q105032508