(4S)-4,8-dihydroxy-6-methoxy-4H-benzo[f][2]benzofuran-9-one

Details

• Internal ID: 839f14b9-4bef-4d3f-b0fd-43c2e2e7a511
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (4S)-4,8-dihydroxy-6-methoxy-4H-benzo[f][2]benzofuran-9-one
• InChI: InChI=1S/C13H10O5/c1-17-6-2-7-11(10(14)3-6)13(16)9-5-18-4-8(9)12(7)15/h2-5,12,14-15H,1H3/t12-/m0/s1
• InChI Key: BWTAISFXNZMODM-LBPRGKRZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₀O₅
• Molecular Weight: 246.21 g/mol
• Exact Mass: 246.05282342 g/mol
• Topological Polar Surface Area (TPSA): 79.90 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.62
• H-Bond Acceptor: 5
• 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	+	0.9951	99.51%
Caco-2	-	0.5808	58.08%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7737	77.37%
OATP2B1 inhibitior	-	0.7141	71.41%
OATP1B1 inhibitior	+	0.8727	87.27%
OATP1B3 inhibitior	+	0.9835	98.35%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8448	84.48%
P-glycoprotein inhibitior	-	0.7869	78.69%
P-glycoprotein substrate	-	0.9317	93.17%
CYP3A4 substrate	+	0.5405	54.05%
CYP2C9 substrate	-	0.8064	80.64%
CYP2D6 substrate	-	0.7998	79.98%
CYP3A4 inhibition	-	0.5895	58.95%
CYP2C9 inhibition	+	0.9071	90.71%
CYP2C19 inhibition	+	0.9084	90.84%
CYP2D6 inhibition	-	0.6234	62.34%
CYP1A2 inhibition	+	0.9859	98.59%
CYP2C8 inhibition	-	0.7863	78.63%
CYP inhibitory promiscuity	+	0.8522	85.22%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Warning	0.3904	39.04%
Eye corrosion	-	0.9685	96.85%
Eye irritation	-	0.5256	52.56%
Skin irritation	-	0.6383	63.83%
Skin corrosion	-	0.9786	97.86%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8455	84.55%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.6086	60.86%
skin sensitisation	-	0.9161	91.61%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6729	67.29%
Acute Oral Toxicity (c)	III	0.6238	62.38%
Estrogen receptor binding	+	0.7338	73.38%
Androgen receptor binding	+	0.5965	59.65%
Thyroid receptor binding	+	0.7412	74.12%
Glucocorticoid receptor binding	+	0.8463	84.63%
Aromatase binding	+	0.7419	74.19%
PPAR gamma	+	0.6846	68.46%
Honey bee toxicity	-	0.8439	84.39%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9140	91.40%

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	97.20%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.59%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.90%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.25%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.58%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.84%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.44%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.89%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.96%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.47%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.58%	90.71%
CHEMBL2056	P21728	Dopamine D1 receptor	81.48%	91.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.66%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.56%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.11%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162850675
• LOTUS: LTS0089877
• wikiData: Q104947667