Isofuranonaphthoquinone C

Details

• Internal ID: a08fee1b-75d9-498d-b12a-7de63fa57483
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 5,6-dihydroxy-7-methoxy-3-methylbenzo[f][2]benzofuran-4,9-dione
• SMILES (Canonical): CC1=C2C(=CO1)C(=O)C3=CC(=C(C(=C3C2=O)O)O)OC
• SMILES (Isomeric): CC1=C2C(=CO1)C(=O)C3=CC(=C(C(=C3C2=O)O)O)OC
• InChI: InChI=1S/C14H10O6/c1-5-9-7(4-20-5)11(15)6-3-8(19-2)12(16)14(18)10(6)13(9)17/h3-4,16,18H,1-2H3
• InChI Key: FEHALESAZWZNHA-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	+	0.9696	96.96%
Caco-2	+	0.4908	49.08%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7698	76.98%
OATP2B1 inhibitior	-	0.7174	71.74%
OATP1B1 inhibitior	+	0.8980	89.80%
OATP1B3 inhibitior	+	0.9555	95.55%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8979	89.79%
P-glycoprotein inhibitior	-	0.7936	79.36%
P-glycoprotein substrate	-	0.9094	90.94%
CYP3A4 substrate	+	0.5121	51.21%
CYP2C9 substrate	-	0.6495	64.95%
CYP2D6 substrate	-	0.8370	83.70%
CYP3A4 inhibition	-	0.8186	81.86%
CYP2C9 inhibition	-	0.5343	53.43%
CYP2C19 inhibition	-	0.5471	54.71%
CYP2D6 inhibition	-	0.8123	81.23%
CYP1A2 inhibition	+	0.8959	89.59%
CYP2C8 inhibition	-	0.5896	58.96%
CYP inhibitory promiscuity	+	0.5138	51.38%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.4571	45.71%
Eye corrosion	-	0.9836	98.36%
Eye irritation	+	0.7861	78.61%
Skin irritation	-	0.7139	71.39%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7177	71.77%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8383	83.83%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5128	51.28%
Acute Oral Toxicity (c)	III	0.4898	48.98%
Estrogen receptor binding	+	0.6461	64.61%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.7392	73.92%
Glucocorticoid receptor binding	+	0.6643	66.43%
Aromatase binding	+	0.6166	61.66%
PPAR gamma	-	0.6702	67.02%
Honey bee toxicity	-	0.8723	87.23%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9672	96.72%

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	96.22%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.45%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.70%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.95%	94.00%
CHEMBL2581	P07339	Cathepsin D	90.64%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.02%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.66%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.16%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.38%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.30%	99.23%
CHEMBL2535	P11166	Glucose transporter	82.17%	98.75%
CHEMBL4208	P20618	Proteasome component C5	81.21%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.80%	90.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.17%	96.21%
CHEMBL3194	P02766	Transthyretin	80.06%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 137276863
• LOTUS: LTS0035383
• wikiData: Q103818925