5,10-dihydroxy-4-(hydroxymethyl)-1H-naphtho[3,2-e][2]benzofuran-3,6,11-trione

Details

• Internal ID: 4d0e22bd-7797-44fd-b0f1-45fcdabaa907
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 5,10-dihydroxy-4-(hydroxymethyl)-1H-naphtho[3,2-e][2]benzofuran-3,6,11-trione
• InChI: InChI=1S/C17H10O7/c18-4-7-10-8(5-24-17(10)23)12-13(15(7)21)14(20)6-2-1-3-9(19)11(6)16(12)22/h1-3,18-19,21H,4-5H2
• InChI Key: VAFJYSQYZZTBIY-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₀O₇
• Molecular Weight: 326.26 g/mol
• Exact Mass: 326.04265265 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9479	94.79%
Caco-2	-	0.7567	75.67%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7339	73.39%
OATP2B1 inhibitior	-	0.6953	69.53%
OATP1B1 inhibitior	+	0.8957	89.57%
OATP1B3 inhibitior	+	0.8803	88.03%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7708	77.08%
P-glycoprotein inhibitior	-	0.9376	93.76%
P-glycoprotein substrate	-	0.7840	78.40%
CYP3A4 substrate	-	0.5142	51.42%
CYP2C9 substrate	-	0.5851	58.51%
CYP2D6 substrate	-	0.8552	85.52%
CYP3A4 inhibition	-	0.8813	88.13%
CYP2C9 inhibition	-	0.7122	71.22%
CYP2C19 inhibition	-	0.6399	63.99%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.7039	70.39%
CYP2C8 inhibition	-	0.8793	87.93%
CYP inhibitory promiscuity	-	0.6765	67.65%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.6694	66.94%
Eye corrosion	-	0.9895	98.95%
Eye irritation	+	0.8083	80.83%
Skin irritation	-	0.7478	74.78%
Skin corrosion	-	0.9656	96.56%
Ames mutagenesis	+	0.9300	93.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8611	86.11%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.8231	82.31%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5097	50.97%
Acute Oral Toxicity (c)	III	0.4952	49.52%
Estrogen receptor binding	+	0.7017	70.17%
Androgen receptor binding	+	0.6737	67.37%
Thyroid receptor binding	-	0.6552	65.52%
Glucocorticoid receptor binding	+	0.7097	70.97%
Aromatase binding	-	0.6087	60.87%
PPAR gamma	+	0.7935	79.35%
Honey bee toxicity	-	0.9168	91.68%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9803	98.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.63%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.50%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.94%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	92.59%	91.49%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	92.26%	98.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.89%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.40%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.76%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	85.12%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	83.17%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.59%	86.33%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.54%	96.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.37%	94.00%

Plants that contains it

• Berchemia discolor

Cross-Links

• PubChem: 14704557
• LOTUS: LTS0005263
• wikiData: Q105282683