(8-Hydroxy-1,5,8-trimethyl-2-oxo-1,3a,4,5,6,7,9,9a-octahydroazuleno[6,5-b]furan-6-yl) acetate

Details

• Internal ID: 8bc908fb-b87a-4ae7-b924-c45d178d81e4
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (8-hydroxy-1,5,8-trimethyl-2-oxo-1,3a,4,5,6,7,9,9a-octahydroazuleno[6,5-b]furan-6-yl) acetate
• SMILES (Canonical): CC1CC2C(CC3=C1C(CC3(C)O)OC(=O)C)C(C(=O)O2)C
• SMILES (Isomeric): CC1CC2C(CC3=C1C(CC3(C)O)OC(=O)C)C(C(=O)O2)C
• InChI: InChI=1S/C17H24O5/c1-8-5-13-11(9(2)16(19)22-13)6-12-15(8)14(21-10(3)18)7-17(12,4)20/h8-9,11,13-14,20H,5-7H2,1-4H3
• InChI Key: QUPCKACZDGAAHD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₅
• Molecular Weight: 308.40 g/mol
• Exact Mass: 308.16237386 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.98
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.6770	67.70%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6612	66.12%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.8823	88.23%
OATP1B3 inhibitior	+	0.9090	90.90%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8480	84.80%
P-glycoprotein inhibitior	-	0.8132	81.32%
P-glycoprotein substrate	-	0.6560	65.60%
CYP3A4 substrate	+	0.6362	63.62%
CYP2C9 substrate	-	0.8262	82.62%
CYP2D6 substrate	-	0.8723	87.23%
CYP3A4 inhibition	-	0.6799	67.99%
CYP2C9 inhibition	-	0.7536	75.36%
CYP2C19 inhibition	-	0.8542	85.42%
CYP2D6 inhibition	-	0.9679	96.79%
CYP1A2 inhibition	-	0.5869	58.69%
CYP2C8 inhibition	-	0.8079	80.79%
CYP inhibitory promiscuity	-	0.9668	96.68%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5371	53.71%
Eye corrosion	-	0.9808	98.08%
Eye irritation	-	0.7658	76.58%
Skin irritation	-	0.5135	51.35%
Skin corrosion	-	0.9202	92.02%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5688	56.88%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.8106	81.06%
skin sensitisation	-	0.7857	78.57%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.7424	74.24%
Acute Oral Toxicity (c)	II	0.4418	44.18%
Estrogen receptor binding	+	0.6468	64.68%
Androgen receptor binding	-	0.5122	51.22%
Thyroid receptor binding	+	0.5956	59.56%
Glucocorticoid receptor binding	+	0.6782	67.82%
Aromatase binding	-	0.7173	71.73%
PPAR gamma	-	0.6657	66.57%
Honey bee toxicity	-	0.6577	65.77%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9877	98.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.01%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.78%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.05%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.91%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.91%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.19%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.75%	91.19%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.35%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.18%	86.33%
CHEMBL299	P17252	Protein kinase C alpha	83.83%	98.03%
CHEMBL2996	Q05655	Protein kinase C delta	83.00%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.84%	97.09%
CHEMBL1902	P62942	FK506-binding protein 1A	80.84%	97.05%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.11%	92.94%

Plants that contains it

• Geigeria burkei

Cross-Links

• PubChem: 162935603
• LOTUS: LTS0039737
• wikiData: Q105228332