5-Ethenyl-2-hydroxy-1,5,12-trimethyl-10-oxatetracyclo[7.6.1.02,7.012,16]hexadeca-6,9(16),14-triene-8,11-dione

Details

• Internal ID: 73c53be5-a7c7-4956-ac97-c821f7c3e8fb
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 5-ethenyl-2-hydroxy-1,5,12-trimethyl-10-oxatetracyclo[7.6.1.02,7.012,16]hexadeca-6,9(16),14-triene-8,11-dione
• InChI: InChI=1S/C20H22O4/c1-5-17(2)9-10-20(23)12(11-17)13(21)14-15-18(3,16(22)24-14)7-6-8-19(15,20)4/h5-6,8,11,23H,1,7,9-10H2,2-4H3
• InChI Key: IMDSZABVDRYLLE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₄
• Molecular Weight: 326.40 g/mol
• Exact Mass: 326.15180918 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	+	0.6380	63.80%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6767	67.67%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.8986	89.86%
OATP1B3 inhibitior	+	0.8599	85.99%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5553	55.53%
BSEP inhibitior	-	0.6423	64.23%
P-glycoprotein inhibitior	-	0.8191	81.91%
P-glycoprotein substrate	-	0.7797	77.97%
CYP3A4 substrate	+	0.5949	59.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8715	87.15%
CYP3A4 inhibition	-	0.5800	58.00%
CYP2C9 inhibition	-	0.8784	87.84%
CYP2C19 inhibition	-	0.9142	91.42%
CYP2D6 inhibition	-	0.9430	94.30%
CYP1A2 inhibition	-	0.6528	65.28%
CYP2C8 inhibition	-	0.7478	74.78%
CYP inhibitory promiscuity	-	0.9579	95.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4487	44.87%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.8938	89.38%
Skin irritation	+	0.6392	63.92%
Skin corrosion	-	0.7966	79.66%
Ames mutagenesis	+	0.5130	51.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.5521	55.21%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.6305	63.05%
skin sensitisation	-	0.7609	76.09%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5616	56.16%
Acute Oral Toxicity (c)	III	0.4213	42.13%
Estrogen receptor binding	+	0.6204	62.04%
Androgen receptor binding	+	0.6983	69.83%
Thyroid receptor binding	+	0.6344	63.44%
Glucocorticoid receptor binding	+	0.6825	68.25%
Aromatase binding	+	0.7594	75.94%
PPAR gamma	+	0.6301	63.01%
Honey bee toxicity	-	0.8316	83.16%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9782	97.82%

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	94.98%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.90%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.63%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.07%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.90%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.62%	100.00%
CHEMBL2581	P07339	Cathepsin D	83.24%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	83.13%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.07%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 78163976
• LOTUS: LTS0079907
• wikiData: Q104168917