2-Isopropenyl-4-methyl-1-oxa-cyclopenta[b]anthracene-5,10-dione

Details

• Internal ID: fb4b633b-7e03-4e0e-aa76-7ce7dd864d89
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 4-methyl-2-prop-1-en-2-ylnaphtho[3,2-f][1]benzofuran-5,10-dione
• InChI: InChI=1S/C20H14O3/c1-10(2)16-8-14-11(3)18-15(9-17(14)23-16)19(21)12-6-4-5-7-13(12)20(18)22/h4-9H,1H2,2-3H3
• InChI Key: CVXBBKOULFSLCC-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₄O₃
• Molecular Weight: 302.30 g/mol
• Exact Mass: 302.094294304 g/mol
• Topological Polar Surface Area (TPSA): 47.30 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.55
• H-Bond Acceptor: 3
• 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	+	1.0000	100.00%
Caco-2	+	0.7265	72.65%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7266	72.66%
OATP2B1 inhibitior	-	0.7224	72.24%
OATP1B1 inhibitior	+	0.9048	90.48%
OATP1B3 inhibitior	+	0.9576	95.76%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5323	53.23%
P-glycoprotein inhibitior	+	0.5869	58.69%
P-glycoprotein substrate	-	0.8058	80.58%
CYP3A4 substrate	-	0.5103	51.03%
CYP2C9 substrate	-	0.8100	81.00%
CYP2D6 substrate	-	0.8362	83.62%
CYP3A4 inhibition	-	0.5379	53.79%
CYP2C9 inhibition	+	0.7729	77.29%
CYP2C19 inhibition	+	0.8116	81.16%
CYP2D6 inhibition	-	0.7258	72.58%
CYP1A2 inhibition	+	0.9032	90.32%
CYP2C8 inhibition	-	0.7674	76.74%
CYP inhibitory promiscuity	+	0.8877	88.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8943	89.43%
Carcinogenicity (trinary)	Non-required	0.4773	47.73%
Eye corrosion	-	0.9708	97.08%
Eye irritation	-	0.5276	52.76%
Skin irritation	-	0.6956	69.56%
Skin corrosion	-	0.9590	95.90%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4595	45.95%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	+	0.6175	61.75%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7750	77.50%
Acute Oral Toxicity (c)	III	0.5296	52.96%
Estrogen receptor binding	+	0.7813	78.13%
Androgen receptor binding	+	0.7279	72.79%
Thyroid receptor binding	+	0.5692	56.92%
Glucocorticoid receptor binding	+	0.7069	70.69%
Aromatase binding	+	0.6839	68.39%
PPAR gamma	+	0.7560	75.60%
Honey bee toxicity	-	0.8086	80.86%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9936	99.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.68%	91.49%
CHEMBL2581	P07339	Cathepsin D	98.11%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.60%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.48%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.48%	89.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	93.44%	93.65%
CHEMBL3401	O75469	Pregnane X receptor	91.58%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.46%	99.23%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	86.73%	96.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.59%	94.00%
CHEMBL2535	P11166	Glucose transporter	83.57%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.37%	86.33%

Plants that contains it

• Aegle marmelos

Cross-Links

• PubChem: 45103626
• LOTUS: LTS0271845
• wikiData: Q104971061