3,15-Dimethyl-5,14-dioxatetracyclo[6.6.1.02,6.012,15]pentadeca-2(6),3,11-trien-13-one

Details

• Internal ID: 37405a95-6f2c-44cc-b808-3cdee51460fb
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 3,15-dimethyl-5,14-dioxatetracyclo[6.6.1.02,6.012,15]pentadeca-2(6),3,11-trien-13-one
• SMILES (Canonical): CC1=COC2=C1C3C4(C(C2)CCC=C4C(=O)O3)C
• SMILES (Isomeric): CC1=COC2=C1C3C4(C(C2)CCC=C4C(=O)O3)C
• InChI: InChI=1S/C15H16O3/c1-8-7-17-11-6-9-4-3-5-10-14(16)18-13(12(8)11)15(9,10)2/h5,7,9,13H,3-4,6H2,1-2H3
• InChI Key: KROCVIWNITXTIQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₃
• Molecular Weight: 244.28 g/mol
• Exact Mass: 244.109944368 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.08
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8155	81.55%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7451	74.51%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.9181	91.81%
OATP1B3 inhibitior	+	0.9632	96.32%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8914	89.14%
P-glycoprotein inhibitior	-	0.9018	90.18%
P-glycoprotein substrate	-	0.8523	85.23%
CYP3A4 substrate	+	0.5687	56.87%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.8730	87.30%
CYP3A4 inhibition	-	0.6476	64.76%
CYP2C9 inhibition	-	0.7300	73.00%
CYP2C19 inhibition	-	0.5517	55.17%
CYP2D6 inhibition	-	0.8201	82.01%
CYP1A2 inhibition	+	0.6450	64.50%
CYP2C8 inhibition	-	0.6802	68.02%
CYP inhibitory promiscuity	-	0.5224	52.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4228	42.28%
Eye corrosion	-	0.9767	97.67%
Eye irritation	-	0.9317	93.17%
Skin irritation	-	0.6466	64.66%
Skin corrosion	-	0.9042	90.42%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4127	41.27%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.6197	61.97%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.5762	57.62%
Acute Oral Toxicity (c)	III	0.4947	49.47%
Estrogen receptor binding	+	0.5358	53.58%
Androgen receptor binding	+	0.5284	52.84%
Thyroid receptor binding	-	0.6394	63.94%
Glucocorticoid receptor binding	-	0.5810	58.10%
Aromatase binding	-	0.5226	52.26%
PPAR gamma	+	0.6047	60.47%
Honey bee toxicity	-	0.9068	90.68%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9851	98.51%

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	94.50%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.05%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.19%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.05%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	87.56%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.19%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.32%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.32%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.97%	93.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.63%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	81.56%	83.82%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.72%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.05%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.03%	93.56%

Plants that contains it

• Ligularia atroviolacea
• Ligularia tongolensis

Cross-Links

• PubChem: 3477731
• LOTUS: LTS0197876
• wikiData: Q105145140