Isofuranonaphthoquinone B

Details

• Internal ID: abb4a59b-b48e-428f-b5d8-6b5e00910ce2
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 5,7-dihydroxy-6-methoxy-3-methylbenzo[f][2]benzofuran-4,9-dione
• SMILES (Canonical): CC1=C2C(=CO1)C(=O)C3=CC(=C(C(=C3C2=O)O)OC)O
• SMILES (Isomeric): CC1=C2C(=CO1)C(=O)C3=CC(=C(C(=C3C2=O)O)OC)O
• InChI: InChI=1S/C14H10O6/c1-5-9-7(4-20-5)11(16)6-3-8(15)14(19-2)13(18)10(6)12(9)17/h3-4,15,18H,1-2H3
• InChI Key: VLPLMUXMHOZZID-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₀O₆
• Molecular Weight: 274.22 g/mol
• Exact Mass: 274.04773803 g/mol
• Topological Polar Surface Area (TPSA): 97.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9651	96.51%
Caco-2	+	0.6423	64.23%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6617	66.17%
OATP2B1 inhibitior	-	0.7202	72.02%
OATP1B1 inhibitior	+	0.8706	87.06%
OATP1B3 inhibitior	+	0.9025	90.25%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9515	95.15%
P-glycoprotein inhibitior	-	0.8100	81.00%
P-glycoprotein substrate	-	0.9595	95.95%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6395	63.95%
CYP2D6 substrate	-	0.8306	83.06%
CYP3A4 inhibition	-	0.6121	61.21%
CYP2C9 inhibition	+	0.7014	70.14%
CYP2C19 inhibition	+	0.5477	54.77%
CYP2D6 inhibition	-	0.6775	67.75%
CYP1A2 inhibition	+	0.8899	88.99%
CYP2C8 inhibition	-	0.6601	66.01%
CYP inhibitory promiscuity	+	0.7918	79.18%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.4892	48.92%
Eye corrosion	-	0.9826	98.26%
Eye irritation	+	0.8696	86.96%
Skin irritation	-	0.7098	70.98%
Skin corrosion	-	0.9342	93.42%
Ames mutagenesis	+	0.6056	60.56%
Human Ether-a-go-go-Related Gene inhibition	-	0.7448	74.48%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8278	82.78%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5408	54.08%
Estrogen receptor binding	+	0.5722	57.22%
Androgen receptor binding	-	0.5521	55.21%
Thyroid receptor binding	-	0.6920	69.20%
Glucocorticoid receptor binding	+	0.7007	70.07%
Aromatase binding	-	0.4902	49.02%
PPAR gamma	+	0.5588	55.88%
Honey bee toxicity	-	0.9046	90.46%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9511	95.11%

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	98.08%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.70%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.45%	94.00%
CHEMBL2581	P07339	Cathepsin D	92.22%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.89%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.09%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	87.83%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.24%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.04%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.54%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.05%	86.33%
CHEMBL4208	P20618	Proteasome component C5	82.60%	90.00%
CHEMBL2535	P11166	Glucose transporter	80.87%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.26%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 134827943
• LOTUS: LTS0024863
• wikiData: Q104199570