6-Ethenyl-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-2,7-diene-4,11-dione

Details

• Internal ID: a086d4e1-ed5e-46d0-8afc-7d89df80bb9b
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 6-ethenyl-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-2,7-diene-4,11-dione
• SMILES (Canonical): CC12CCCC3(C1C(C=C4C2=CC(=O)OC4C=C)OC3=O)C
• SMILES (Isomeric): CC12CCCC3(C1C(C=C4C2=CC(=O)OC4C=C)OC3=O)C
• InChI: InChI=1S/C18H20O4/c1-4-12-10-8-13-15-17(2,11(10)9-14(19)21-12)6-5-7-18(15,3)16(20)22-13/h4,8-9,12-13,15H,1,5-7H2,2-3H3
• InChI Key: DTNAVVKBJYWEIO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₄
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.13615911 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.70
• H-Bond Acceptor: 4
• 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	+	0.9894	98.94%
Caco-2	+	0.6722	67.22%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7378	73.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8627	86.27%
OATP1B3 inhibitior	+	0.8851	88.51%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9252	92.52%
P-glycoprotein inhibitior	-	0.7222	72.22%
P-glycoprotein substrate	-	0.8164	81.64%
CYP3A4 substrate	+	0.5983	59.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8955	89.55%
CYP3A4 inhibition	-	0.6117	61.17%
CYP2C9 inhibition	-	0.8843	88.43%
CYP2C19 inhibition	-	0.9061	90.61%
CYP2D6 inhibition	-	0.9009	90.09%
CYP1A2 inhibition	+	0.6324	63.24%
CYP2C8 inhibition	-	0.8248	82.48%
CYP inhibitory promiscuity	-	0.8306	83.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5207	52.07%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9793	97.93%
Skin irritation	+	0.5119	51.19%
Skin corrosion	-	0.7929	79.29%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7718	77.18%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.6374	63.74%
skin sensitisation	-	0.6623	66.23%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.6529	65.29%
Acute Oral Toxicity (c)	III	0.6177	61.77%
Estrogen receptor binding	+	0.6795	67.95%
Androgen receptor binding	+	0.6182	61.82%
Thyroid receptor binding	-	0.5188	51.88%
Glucocorticoid receptor binding	-	0.5481	54.81%
Aromatase binding	+	0.5314	53.14%
PPAR gamma	+	0.6869	68.69%
Honey bee toxicity	-	0.8181	81.81%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9956	99.56%

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	92.11%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.14%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.02%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.21%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	89.57%	94.75%
CHEMBL2581	P07339	Cathepsin D	87.00%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.00%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.58%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.05%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.85%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	80.51%	94.73%

Plants that contains it

• Podocarpus macrophyllus

Cross-Links

• PubChem: 74941370
• LOTUS: LTS0201197
• wikiData: Q104988889