6-Ethenyl-1,12-dimethyl-5,10,14-trioxapentacyclo[7.7.1.02,7.012,17.013,15]heptadeca-2,7-diene-4,11-dione

Details

• Internal ID: b32fff01-00bb-44fd-94cd-d57f2a5a84fc
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 6-ethenyl-1,12-dimethyl-5,10,14-trioxapentacyclo[7.7.1.02,7.012,17.013,15]heptadeca-2,7-diene-4,11-dione
• SMILES (Canonical): CC12CC3C(O3)C4(C1C(C=C5C2=CC(=O)OC5C=C)OC4=O)C
• SMILES (Isomeric): CC12CC3C(O3)C4(C1C(C=C5C2=CC(=O)OC5C=C)OC4=O)C
• InChI: InChI=1S/C18H18O5/c1-4-10-8-5-11-14-17(2,9(8)6-13(19)21-10)7-12-15(22-12)18(14,3)16(20)23-11/h4-6,10-12,14-15H,1,7H2,2-3H3
• InChI Key: UIJQRZIOIKZRJC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₅
• Molecular Weight: 314.30 g/mol
• Exact Mass: 314.11542367 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.69
• H-Bond Acceptor: 5
• 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	+	0.9855	98.55%
Caco-2	-	0.5563	55.63%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6343	63.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8787	87.87%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8746	87.46%
P-glycoprotein inhibitior	-	0.6293	62.93%
P-glycoprotein substrate	-	0.6920	69.20%
CYP3A4 substrate	+	0.6292	62.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8899	88.99%
CYP3A4 inhibition	+	0.6530	65.30%
CYP2C9 inhibition	-	0.8272	82.72%
CYP2C19 inhibition	-	0.8401	84.01%
CYP2D6 inhibition	-	0.9370	93.70%
CYP1A2 inhibition	-	0.7574	75.74%
CYP2C8 inhibition	-	0.7458	74.58%
CYP inhibitory promiscuity	-	0.7942	79.42%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4415	44.15%
Eye corrosion	-	0.9773	97.73%
Eye irritation	-	0.9631	96.31%
Skin irritation	-	0.5952	59.52%
Skin corrosion	-	0.8363	83.63%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8212	82.12%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.5573	55.73%
skin sensitisation	-	0.6421	64.21%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.7674	76.74%
Acute Oral Toxicity (c)	III	0.3677	36.77%
Estrogen receptor binding	+	0.8465	84.65%
Androgen receptor binding	+	0.5913	59.13%
Thyroid receptor binding	-	0.5195	51.95%
Glucocorticoid receptor binding	+	0.5822	58.22%
Aromatase binding	+	0.5824	58.24%
PPAR gamma	+	0.7369	73.69%
Honey bee toxicity	-	0.8119	81.19%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9787	97.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.55%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.34%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.23%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.45%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.45%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.33%	93.40%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.54%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.41%	86.33%
CHEMBL4530	P00488	Coagulation factor XIII	82.67%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.02%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.85%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	81.49%	94.75%
CHEMBL3401	O75469	Pregnane X receptor	81.29%	94.73%

Plants that contains it

• Podocarpus purdieanus

Cross-Links

• PubChem: 163192598
• LOTUS: LTS0043872
• wikiData: Q105273408