Cyperaquinone

Details

• Internal ID: c2c93b0e-2be3-409f-94eb-af1f7a3f7ce2
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Aryl ketones
• IUPAC Name: 5-methyl-2-prop-1-en-2-ylfuro[3,2-f][1]benzofuran-4,8-dione
• SMILES (Canonical): CC1=COC2=C1C(=O)C3=C(C2=O)OC(=C3)C(=C)C
• SMILES (Isomeric): CC1=COC2=C1C(=O)C3=C(C2=O)OC(=C3)C(=C)C
• InChI: InChI=1S/C14H10O4/c1-6(2)9-4-8-11(15)10-7(3)5-17-14(10)12(16)13(8)18-9/h4-5H,1H2,2-3H3
• InChI Key: KFMPVUGBZZOSGH-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₀O₄
• Molecular Weight: 242.23 g/mol
• Exact Mass: 242.05790880 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.99
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 26962-40-3
• C10322
• Benzo[1,2-b:5,4-b']difuran-4,8-dione, 5-methyl-2-(1-methylethenyl)-
• 3-Methyl-6-prop-1-en-2-ylfuro(3,2-f(1)benzoxole-4,8-dione
• 5-methyl-2-prop-1-en-2-ylfuro[3,2-f][1]benzofuran-4,8-dione
• AC1L3LSK
• AC1Q6NF9
• CHEBI:4040
• DTXSID90181458
• KFMPVUGBZZOSGH-UHFFFAOYSA-N
• Q27106293
• 3-Methyl-6-prop-1-en-2-ylfuro[3,2-f][1]benzofuran-4,8-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.7614	76.14%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7014	70.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8973	89.73%
OATP1B3 inhibitior	+	0.9484	94.84%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9128	91.28%
P-glycoprotein inhibitior	-	0.7776	77.76%
P-glycoprotein substrate	-	0.9313	93.13%
CYP3A4 substrate	+	0.5156	51.56%
CYP2C9 substrate	-	0.8044	80.44%
CYP2D6 substrate	-	0.8495	84.95%
CYP3A4 inhibition	-	0.5379	53.79%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.6330	63.30%
CYP2D6 inhibition	-	0.8566	85.66%
CYP1A2 inhibition	+	0.7928	79.28%
CYP2C8 inhibition	-	0.7308	73.08%
CYP inhibitory promiscuity	+	0.6269	62.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9062	90.62%
Carcinogenicity (trinary)	Non-required	0.5452	54.52%
Eye corrosion	-	0.9420	94.20%
Eye irritation	+	0.7324	73.24%
Skin irritation	-	0.6036	60.36%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6361	63.61%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	+	0.5295	52.95%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.5812	58.12%
Acute Oral Toxicity (c)	III	0.4675	46.75%
Estrogen receptor binding	-	0.7184	71.84%
Androgen receptor binding	+	0.6952	69.52%
Thyroid receptor binding	-	0.6061	60.61%
Glucocorticoid receptor binding	-	0.5913	59.13%
Aromatase binding	+	0.6682	66.82%
PPAR gamma	-	0.5611	56.11%
Honey bee toxicity	-	0.7890	78.90%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9801	98.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.78%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.79%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	91.53%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.84%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.71%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.53%	94.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.37%	93.65%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.66%	96.21%
CHEMBL1951	P21397	Monoamine oxidase A	82.22%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.38%	86.33%

Plants that contains it

• Cyperus haspan
• Cyperus nipponicus

Cross-Links

• PubChem: 117898
• NPASS: NPC298579
• LOTUS: LTS0085279
• wikiData: Q27106293