(8-hydroxy-3,9-dimethylidene-2-oxo-4,5,7,8,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-6-yl)methyl acetate

Details

• Internal ID: 8cd5fa0a-6bdf-473f-b702-ce623e34102a
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (8-hydroxy-3,9-dimethylidene-2-oxo-4,5,7,8,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-6-yl)methyl acetate
• SMILES (Canonical): CC(=O)OCC1=C2CC(C(=C)C2C3C(CC1)C(=C)C(=O)O3)O
• SMILES (Isomeric): CC(=O)OCC1=C2CC(C(=C)C2C3C(CC1)C(=C)C(=O)O3)O
• InChI: InChI=1S/C17H20O5/c1-8-12-5-4-11(7-21-10(3)18)13-6-14(19)9(2)15(13)16(12)22-17(8)20/h12,14-16,19H,1-2,4-7H2,3H3
• InChI Key: CYNOIIZOYODCCH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₅
• Molecular Weight: 304.34 g/mol
• Exact Mass: 304.13107373 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.67
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9915	99.15%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7653	76.53%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.8810	88.10%
OATP1B3 inhibitior	+	0.9555	95.55%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9048	90.48%
P-glycoprotein inhibitior	-	0.8241	82.41%
P-glycoprotein substrate	-	0.7941	79.41%
CYP3A4 substrate	+	0.5951	59.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8823	88.23%
CYP3A4 inhibition	-	0.8404	84.04%
CYP2C9 inhibition	-	0.8481	84.81%
CYP2C19 inhibition	-	0.8362	83.62%
CYP2D6 inhibition	-	0.8913	89.13%
CYP1A2 inhibition	-	0.5547	55.47%
CYP2C8 inhibition	+	0.5103	51.03%
CYP inhibitory promiscuity	-	0.9244	92.44%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7079	70.79%
Eye corrosion	-	0.9543	95.43%
Eye irritation	-	0.5095	50.95%
Skin irritation	-	0.6260	62.60%
Skin corrosion	-	0.9227	92.27%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7163	71.63%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.7072	70.72%
skin sensitisation	-	0.7648	76.48%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.7415	74.15%
Acute Oral Toxicity (c)	III	0.5967	59.67%
Estrogen receptor binding	-	0.5721	57.21%
Androgen receptor binding	+	0.6716	67.16%
Thyroid receptor binding	-	0.6609	66.09%
Glucocorticoid receptor binding	+	0.5601	56.01%
Aromatase binding	-	0.7656	76.56%
PPAR gamma	-	0.7454	74.54%
Honey bee toxicity	-	0.8061	80.61%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9760	97.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.38%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.81%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.17%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.83%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.96%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.55%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.30%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.90%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.66%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.40%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.34%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.04%	95.89%

Plants that contains it

• Rhodanthe moschata

Cross-Links

• PubChem: 14262464
• LOTUS: LTS0238159
• wikiData: Q104972433