Ventiloquinone I

Details

• Internal ID: 85d0814b-b365-4552-8eee-77a46a83938c
• Taxonomy: Phenylpropanoids and polyketides > Isochromanequinones
• IUPAC Name: 8,10-dihydroxy-7-methoxy-1,3-dimethyl-3,4-dihydro-1H-benzo[g]isochromene-6,9-dione
• SMILES (Canonical): CC1CC2=CC3=C(C(=C2C(O1)C)O)C(=O)C(=C(C3=O)OC)O
• SMILES (Isomeric): CC1CC2=CC3=C(C(=C2C(O1)C)O)C(=O)C(=C(C3=O)OC)O
• InChI: InChI=1S/C16H16O6/c1-6-4-8-5-9-11(13(18)10(8)7(2)22-6)14(19)15(20)16(21-3)12(9)17/h5-7,18,20H,4H2,1-3H3
• InChI Key: VWHXRHUUNCIKQF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₆
• Molecular Weight: 304.29 g/mol
• Exact Mass: 304.09468823 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.21
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL477725

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9523	95.23%
Caco-2	+	0.5528	55.28%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5987	59.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8665	86.65%
OATP1B3 inhibitior	+	0.9701	97.01%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8537	85.37%
P-glycoprotein inhibitior	-	0.7779	77.79%
P-glycoprotein substrate	-	0.8409	84.09%
CYP3A4 substrate	+	0.5548	55.48%
CYP2C9 substrate	-	0.8151	81.51%
CYP2D6 substrate	-	0.8491	84.91%
CYP3A4 inhibition	-	0.7660	76.60%
CYP2C9 inhibition	-	0.6763	67.63%
CYP2C19 inhibition	+	0.5128	51.28%
CYP2D6 inhibition	-	0.6628	66.28%
CYP1A2 inhibition	+	0.8353	83.53%
CYP2C8 inhibition	-	0.8693	86.93%
CYP inhibitory promiscuity	+	0.5345	53.45%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5345	53.45%
Eye corrosion	-	0.9866	98.66%
Eye irritation	+	0.6977	69.77%
Skin irritation	-	0.7377	73.77%
Skin corrosion	-	0.9486	94.86%
Ames mutagenesis	+	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6883	68.83%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.5197	51.97%
skin sensitisation	-	0.8003	80.03%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.5860	58.60%
Acute Oral Toxicity (c)	I	0.3701	37.01%
Estrogen receptor binding	+	0.6978	69.78%
Androgen receptor binding	-	0.5516	55.16%
Thyroid receptor binding	-	0.7135	71.35%
Glucocorticoid receptor binding	+	0.7172	71.72%
Aromatase binding	+	0.5325	53.25%
PPAR gamma	+	0.6569	65.69%
Honey bee toxicity	-	0.8913	89.13%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9408	94.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.87%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.08%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.03%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.08%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.68%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.25%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.49%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.42%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.74%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.94%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.19%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.77%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.56%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.35%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.09%	96.21%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.98%	96.00%

Plants that contains it

• Ventilago denticulata

Cross-Links

• PubChem: 136117849
• LOTUS: LTS0193368
• wikiData: Q105298101