5-Acetyl-1,12-dimethyl-10-oxatetracyclo[7.6.1.02,7.012,16]hexadeca-5,7-dien-11-one

Details

• Internal ID: 9c4536b9-6469-4305-b160-ddbc8da0c827
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 5-acetyl-1,12-dimethyl-10-oxatetracyclo[7.6.1.02,7.012,16]hexadeca-5,7-dien-11-one
• SMILES (Canonical): CC(=O)C1=CC2=CC3C4C(C2CC1)(CCCC4(C(=O)O3)C)C
• SMILES (Isomeric): CC(=O)C1=CC2=CC3C4C(C2CC1)(CCCC4(C(=O)O3)C)C
• InChI: InChI=1S/C19H24O3/c1-11(20)12-5-6-14-13(9-12)10-15-16-18(14,2)7-4-8-19(16,3)17(21)22-15/h9-10,14-16H,4-8H2,1-3H3
• InChI Key: LRYKWHACOCKPKB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₃
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.17254462 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.59
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.8075	80.75%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6936	69.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8297	82.97%
OATP1B3 inhibitior	+	0.9669	96.69%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.7036	70.36%
P-glycoprotein inhibitior	-	0.6059	60.59%
P-glycoprotein substrate	-	0.8031	80.31%
CYP3A4 substrate	+	0.6249	62.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8934	89.34%
CYP3A4 inhibition	-	0.7549	75.49%
CYP2C9 inhibition	-	0.8890	88.90%
CYP2C19 inhibition	-	0.7840	78.40%
CYP2D6 inhibition	-	0.9443	94.43%
CYP1A2 inhibition	+	0.7362	73.62%
CYP2C8 inhibition	-	0.7644	76.44%
CYP inhibitory promiscuity	-	0.7599	75.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4952	49.52%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.9653	96.53%
Skin irritation	+	0.5641	56.41%
Skin corrosion	-	0.9046	90.46%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4222	42.22%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.6785	67.85%
skin sensitisation	-	0.6242	62.42%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.6795	67.95%
Acute Oral Toxicity (c)	III	0.7406	74.06%
Estrogen receptor binding	+	0.7774	77.74%
Androgen receptor binding	+	0.6311	63.11%
Thyroid receptor binding	+	0.6334	63.34%
Glucocorticoid receptor binding	+	0.6805	68.05%
Aromatase binding	-	0.5854	58.54%
PPAR gamma	+	0.6914	69.14%
Honey bee toxicity	-	0.8934	89.34%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	93.64%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.10%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.87%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.20%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.22%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.03%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.82%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.43%	89.00%
CHEMBL2581	P07339	Cathepsin D	85.16%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.57%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.95%	93.04%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.63%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.51%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	81.36%	92.50%

Plants that contains it

• Juniperus chinensis

Cross-Links

• PubChem: 162998688
• LOTUS: LTS0075341
• wikiData: Q105156398