Dimethyl 5-hydroxybenzo[g][1]benzofuran-2,4-dicarboxylate

Details

• Internal ID: 7ac0e928-e12e-40f9-909a-ff4055cfec9d
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: dimethyl 5-hydroxybenzo[g][1]benzofuran-2,4-dicarboxylate
• InChI: InChI=1S/C16H12O6/c1-20-15(18)11-7-10-12(16(19)21-2)13(17)8-5-3-4-6-9(8)14(10)22-11/h3-7,17H,1-2H3
• InChI Key: HJSGJFFIIPVFRJ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₆
• Molecular Weight: 300.26 g/mol
• Exact Mass: 300.06338810 g/mol
• Topological Polar Surface Area (TPSA): 86.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 2.86
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9837	98.37%
Caco-2	+	0.6551	65.51%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7206	72.06%
OATP2B1 inhibitior	-	0.7271	72.71%
OATP1B1 inhibitior	+	0.8225	82.25%
OATP1B3 inhibitior	+	0.8799	87.99%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4769	47.69%
P-glycoprotein inhibitior	+	0.6194	61.94%
P-glycoprotein substrate	-	0.8965	89.65%
CYP3A4 substrate	+	0.5677	56.77%
CYP2C9 substrate	-	0.5803	58.03%
CYP2D6 substrate	-	0.8717	87.17%
CYP3A4 inhibition	-	0.7859	78.59%
CYP2C9 inhibition	+	0.5349	53.49%
CYP2C19 inhibition	-	0.7014	70.14%
CYP2D6 inhibition	-	0.8848	88.48%
CYP1A2 inhibition	+	0.8135	81.35%
CYP2C8 inhibition	+	0.6183	61.83%
CYP inhibitory promiscuity	-	0.5746	57.46%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.4057	40.57%
Eye corrosion	-	0.9796	97.96%
Eye irritation	+	0.6146	61.46%
Skin irritation	-	0.7347	73.47%
Skin corrosion	-	0.9759	97.59%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6901	69.01%
Micronuclear	+	0.8659	86.59%
Hepatotoxicity	+	0.5034	50.34%
skin sensitisation	-	0.8532	85.32%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7959	79.59%
Acute Oral Toxicity (c)	II	0.6028	60.28%
Estrogen receptor binding	+	0.8638	86.38%
Androgen receptor binding	+	0.8146	81.46%
Thyroid receptor binding	+	0.5341	53.41%
Glucocorticoid receptor binding	+	0.8451	84.51%
Aromatase binding	+	0.6694	66.94%
PPAR gamma	+	0.7029	70.29%
Honey bee toxicity	-	0.9208	92.08%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9774	97.74%

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	98.97%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.52%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.78%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.28%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.93%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.65%	94.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	85.80%	98.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.50%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.26%	89.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.46%	93.65%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.40%	99.17%
CHEMBL2535	P11166	Glucose transporter	83.91%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.57%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.90%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.58%	86.33%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	81.34%	92.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.04%	96.09%

Plants that contains it

• Rubia oncotricha

Cross-Links

• PubChem: 14779686
• LOTUS: LTS0104711
• wikiData: Q105029407