Basidifferquinone

Details

• Internal ID: e8af9695-d788-41c4-b781-171be48ee8a6
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: (1R)-4,7,9-trihydroxy-10-methoxy-8-methyl-1-phenyl-1H-naphtho[3,2-e][2]benzofuran-3,6,11-trione
• SMILES (Canonical): CC1=C(C2=C(C(=C1O)OC)C(=O)C3=C4C(OC(=O)C4=C(C=C3C2=O)O)C5=CC=CC=C5)O
• SMILES (Isomeric): CC1=C(C2=C(C(=C1O)OC)C(=O)C3=C4[C@H](OC(=O)C4=C(C=C3C2=O)O)C5=CC=CC=C5)O
• InChI: InChI=1S/C24H16O8/c1-9-18(26)16-17(23(31-2)19(9)27)21(29)13-11(20(16)28)8-12(25)14-15(13)22(32-24(14)30)10-6-4-3-5-7-10/h3-8,22,25-27H,1-2H3/t22-/m1/s1
• InChI Key: USZNVIRQLZCMST-JOCHJYFZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₁₆O₈
• Molecular Weight: 432.40 g/mol
• Exact Mass: 432.08451746 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.16
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9551	95.51%
Caco-2	-	0.6579	65.79%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7075	70.75%
OATP2B1 inhibitior	-	0.7132	71.32%
OATP1B1 inhibitior	+	0.8415	84.15%
OATP1B3 inhibitior	-	0.2751	27.51%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.4781	47.81%
P-glycoprotein substrate	-	0.8658	86.58%
CYP3A4 substrate	+	0.5841	58.41%
CYP2C9 substrate	+	0.6108	61.08%
CYP2D6 substrate	-	0.8518	85.18%
CYP3A4 inhibition	-	0.6146	61.46%
CYP2C9 inhibition	+	0.7819	78.19%
CYP2C19 inhibition	-	0.6260	62.60%
CYP2D6 inhibition	-	0.8245	82.45%
CYP1A2 inhibition	-	0.5515	55.15%
CYP2C8 inhibition	+	0.5582	55.82%
CYP inhibitory promiscuity	+	0.7087	70.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.4415	44.15%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.5887	58.87%
Skin irritation	-	0.7594	75.94%
Skin corrosion	-	0.9463	94.63%
Ames mutagenesis	+	0.7192	71.92%
Human Ether-a-go-go-Related Gene inhibition	-	0.5138	51.38%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.9008	90.08%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6559	65.59%
Acute Oral Toxicity (c)	III	0.4864	48.64%
Estrogen receptor binding	+	0.7756	77.56%
Androgen receptor binding	+	0.6506	65.06%
Thyroid receptor binding	-	0.5724	57.24%
Glucocorticoid receptor binding	+	0.7241	72.41%
Aromatase binding	-	0.7397	73.97%
PPAR gamma	+	0.7308	73.08%
Honey bee toxicity	-	0.8751	87.51%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9788	97.88%

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	99.75%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.69%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.09%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.95%	99.23%
CHEMBL2581	P07339	Cathepsin D	93.45%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.66%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.19%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.78%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.09%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	84.00%	94.73%
CHEMBL2056	P21728	Dopamine D1 receptor	81.57%	91.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101644030
• LOTUS: LTS0048106
• wikiData: Q77571785