9,13-Dimethyl-5,15-dioxatetracyclo[7.6.1.02,7.013,16]hexadeca-2,7-diene-4,14-dione

Details

• Internal ID: 6b44f41a-6195-46e0-9208-a388b5344362
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 9,13-dimethyl-5,15-dioxatetracyclo[7.6.1.02,7.013,16]hexadeca-2,7-diene-4,14-dione
• SMILES (Canonical): CC12CCCC3(C1C(C4=CC(=O)OCC4=C2)OC3=O)C
• SMILES (Isomeric): CC12CCCC3(C1C(C4=CC(=O)OCC4=C2)OC3=O)C
• InChI: InChI=1S/C16H18O4/c1-15-4-3-5-16(2)13(15)12(20-14(16)18)10-6-11(17)19-8-9(10)7-15/h6-7,12-13H,3-5,8H2,1-2H3
• InChI Key: KHNMYKVCFIRKAX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₄
• Molecular Weight: 274.31 g/mol
• Exact Mass: 274.12050905 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.15
• 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	+	0.9917	99.17%
Caco-2	+	0.8218	82.18%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8102	81.02%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9354	93.54%
OATP1B3 inhibitior	+	0.9699	96.99%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.8649	86.49%
P-glycoprotein inhibitior	-	0.8544	85.44%
P-glycoprotein substrate	-	0.7499	74.99%
CYP3A4 substrate	+	0.5711	57.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9055	90.55%
CYP3A4 inhibition	-	0.7358	73.58%
CYP2C9 inhibition	-	0.8638	86.38%
CYP2C19 inhibition	-	0.9240	92.40%
CYP2D6 inhibition	-	0.8673	86.73%
CYP1A2 inhibition	-	0.5135	51.35%
CYP2C8 inhibition	-	0.8634	86.34%
CYP inhibitory promiscuity	-	0.7950	79.50%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5355	53.55%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.9207	92.07%
Skin irritation	-	0.5378	53.78%
Skin corrosion	-	0.8573	85.73%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4659	46.59%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.7427	74.27%
skin sensitisation	-	0.7601	76.01%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6199	61.99%
Acute Oral Toxicity (c)	III	0.6205	62.05%
Estrogen receptor binding	+	0.7316	73.16%
Androgen receptor binding	+	0.6058	60.58%
Thyroid receptor binding	+	0.5500	55.00%
Glucocorticoid receptor binding	+	0.6872	68.72%
Aromatase binding	-	0.5163	51.63%
PPAR gamma	+	0.7496	74.96%
Honey bee toxicity	-	0.8400	84.00%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9901	99.01%

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	92.82%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.65%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.93%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.22%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.55%	100.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.45%	94.80%
CHEMBL2581	P07339	Cathepsin D	86.94%	98.95%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	85.57%	85.30%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.09%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.57%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.37%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.13%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.61%	96.09%

Plants that contains it

• Pinalia yunnanensis

Cross-Links

• PubChem: 162893700
• LOTUS: LTS0143613
• wikiData: Q105141245