Versicolorone

Details

• Internal ID: d7157388-d6c4-48af-b55c-8c96c76d5c4e
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 4,6,8-trihydroxy-3-(3-oxobutyl)-2,3-dihydronaphtho[2,3-f][1]benzofuran-5,10-dione
• InChI: InChI=1S/C20H16O7/c1-8(21)2-3-9-7-27-14-6-12-17(19(25)15(9)14)20(26)16-11(18(12)24)4-10(22)5-13(16)23/h4-6,9,22-23,25H,2-3,7H2,1H3
• InChI Key: XDLBESHDJXFECS-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₆O₇
• Molecular Weight: 368.30 g/mol
• Exact Mass: 368.08960285 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.42
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• 84062-31-7
• versicolorone tetracyclic form
• Anthra(2,3-b)furan-5,10-dione, 2,3-dihydro-4,6,8-trihydroxy-3-(3-oxobutyl)-
• E56FIF1417
• 4,6,8-trihydroxy-3-(3-oxobutyl)-2,3-dihydroanthra[2,3-b]furan-5,10-dione
• UNII-E56FIF1417
• SCHEMBL16226870
• CHEBI:71656
• DTXSID901004351
• Q27139786

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9692	96.92%
Caco-2	-	0.6295	62.95%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8101	81.01%
OATP2B1 inhibitior	-	0.7093	70.93%
OATP1B1 inhibitior	+	0.9065	90.65%
OATP1B3 inhibitior	+	0.9534	95.34%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.7837	78.37%
P-glycoprotein inhibitior	-	0.8338	83.38%
P-glycoprotein substrate	-	0.6566	65.66%
CYP3A4 substrate	+	0.5424	54.24%
CYP2C9 substrate	+	0.5969	59.69%
CYP2D6 substrate	-	0.7779	77.79%
CYP3A4 inhibition	-	0.6332	63.32%
CYP2C9 inhibition	+	0.6512	65.12%
CYP2C19 inhibition	+	0.5358	53.58%
CYP2D6 inhibition	-	0.7715	77.15%
CYP1A2 inhibition	+	0.7409	74.09%
CYP2C8 inhibition	-	0.6799	67.99%
CYP inhibitory promiscuity	+	0.5493	54.93%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6280	62.80%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.7014	70.14%
Skin irritation	-	0.7451	74.51%
Skin corrosion	-	0.9263	92.63%
Ames mutagenesis	+	0.7819	78.19%
Human Ether-a-go-go-Related Gene inhibition	-	0.5927	59.27%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	-	0.8775	87.75%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.5852	58.52%
Acute Oral Toxicity (c)	III	0.6354	63.54%
Estrogen receptor binding	+	0.7786	77.86%
Androgen receptor binding	+	0.6949	69.49%
Thyroid receptor binding	-	0.6204	62.04%
Glucocorticoid receptor binding	+	0.7298	72.98%
Aromatase binding	-	0.5148	51.48%
PPAR gamma	+	0.6482	64.82%
Honey bee toxicity	-	0.8665	86.65%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9845	98.45%

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	99.10%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.23%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.32%	89.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.26%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.88%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.92%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.31%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.97%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.49%	99.17%
CHEMBL4208	P20618	Proteasome component C5	85.11%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.05%	90.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.29%	96.21%
CHEMBL340	P08684	Cytochrome P450 3A4	82.77%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 158608
• LOTUS: LTS0266899
• wikiData: Q27139786