3,15-Dimethyl-5,14-dioxatetracyclo[6.6.1.02,6.012,15]pentadec-2-ene-4,13-dione

Details

• Internal ID: 1f859ea0-b8d3-4d33-87d5-12a5f457f603
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 3,15-dimethyl-5,14-dioxatetracyclo[6.6.1.02,6.012,15]pentadec-2-ene-4,13-dione
• SMILES (Canonical): CC1=C2C(CC3CCCC4C3(C2OC4=O)C)OC1=O
• SMILES (Isomeric): CC1=C2C(CC3CCCC4C3(C2OC4=O)C)OC1=O
• InChI: InChI=1S/C15H18O4/c1-7-11-10(18-13(7)16)6-8-4-3-5-9-14(17)19-12(11)15(8,9)2/h8-10,12H,3-6H2,1-2H3
• InChI Key: XTSBENNQJJYWQF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.98
• H-Bond Acceptor: 4
• 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	+	0.9944	99.44%
Caco-2	+	0.8503	85.03%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8211	82.11%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.8755	87.55%
OATP1B3 inhibitior	+	0.9543	95.43%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.9015	90.15%
P-glycoprotein inhibitior	-	0.8038	80.38%
P-glycoprotein substrate	-	0.8173	81.73%
CYP3A4 substrate	+	0.6051	60.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9034	90.34%
CYP3A4 inhibition	-	0.7408	74.08%
CYP2C9 inhibition	-	0.9332	93.32%
CYP2C19 inhibition	-	0.9498	94.98%
CYP2D6 inhibition	-	0.9531	95.31%
CYP1A2 inhibition	-	0.6529	65.29%
CYP2C8 inhibition	-	0.9127	91.27%
CYP inhibitory promiscuity	-	0.8970	89.70%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4377	43.77%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.7465	74.65%
Skin irritation	+	0.5333	53.33%
Skin corrosion	-	0.7244	72.44%
Ames mutagenesis	-	0.7564	75.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.6559	65.59%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.7533	75.33%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.6595	65.95%
Acute Oral Toxicity (c)	III	0.5940	59.40%
Estrogen receptor binding	+	0.8381	83.81%
Androgen receptor binding	+	0.5828	58.28%
Thyroid receptor binding	+	0.5133	51.33%
Glucocorticoid receptor binding	+	0.6748	67.48%
Aromatase binding	-	0.5635	56.35%
PPAR gamma	-	0.5814	58.14%
Honey bee toxicity	-	0.8665	86.65%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9911	99.11%

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	94.15%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.82%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.22%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.78%	91.11%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.64%	95.58%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.02%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.23%	97.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.65%	93.03%
CHEMBL1951	P21397	Monoamine oxidase A	82.15%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.59%	100.00%
CHEMBL2581	P07339	Cathepsin D	81.52%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	81.29%	89.63%
CHEMBL5255	O00206	Toll-like receptor 4	80.51%	92.50%
CHEMBL1902	P62942	FK506-binding protein 1A	80.47%	97.05%

Plants that contains it

• Chloranthus anhuiensis
• Ligularia dolichobotrys
• Ligularia fauriei
• Ligularia macrophylla

Cross-Links

• PubChem: 162983072
• LOTUS: LTS0053537
• wikiData: Q105341882