3,5-Dihydroxy-6-methoxy-2-prop-1-en-2-yl-2,3-dihydrobenzo[f][1]benzofuran-4,9-dione

Details

• Internal ID: 20ea1243-08ae-4be4-aec7-77caf75d2200
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 3,5-dihydroxy-6-methoxy-2-prop-1-en-2-yl-2,3-dihydrobenzo[f][1]benzofuran-4,9-dione
• InChI: InChI=1S/C16H14O6/c1-6(2)15-14(20)10-13(19)9-7(11(17)16(10)22-15)4-5-8(21-3)12(9)18/h4-5,14-15,18,20H,1H2,2-3H3
• InChI Key: NLTCIFQCRIBXMI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₆
• Molecular Weight: 302.28 g/mol
• Exact Mass: 302.07903816 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.5117	51.17%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7483	74.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9020	90.20%
OATP1B3 inhibitior	+	0.9508	95.08%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9328	93.28%
P-glycoprotein inhibitior	-	0.7824	78.24%
P-glycoprotein substrate	-	0.6910	69.10%
CYP3A4 substrate	+	0.5870	58.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8278	82.78%
CYP3A4 inhibition	-	0.5111	51.11%
CYP2C9 inhibition	+	0.8097	80.97%
CYP2C19 inhibition	+	0.7867	78.67%
CYP2D6 inhibition	-	0.7573	75.73%
CYP1A2 inhibition	+	0.8718	87.18%
CYP2C8 inhibition	-	0.7417	74.17%
CYP inhibitory promiscuity	+	0.8926	89.26%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Danger	0.4283	42.83%
Eye corrosion	-	0.9722	97.22%
Eye irritation	+	0.8289	82.89%
Skin irritation	-	0.6651	66.51%
Skin corrosion	-	0.9354	93.54%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8149	81.49%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.6479	64.79%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.6133	61.33%
Acute Oral Toxicity (c)	II	0.3975	39.75%
Estrogen receptor binding	+	0.7013	70.13%
Androgen receptor binding	-	0.5202	52.02%
Thyroid receptor binding	-	0.6314	63.14%
Glucocorticoid receptor binding	+	0.5815	58.15%
Aromatase binding	-	0.5643	56.43%
PPAR gamma	+	0.5754	57.54%
Honey bee toxicity	-	0.7897	78.97%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9904	99.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.24%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.35%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.75%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	90.25%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.41%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.04%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.00%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.86%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.84%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.07%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.82%	86.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.02%	96.38%
CHEMBL1255126	O15151	Protein Mdm4	80.87%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.79%	96.00%

Plants that contains it

• Radermachera sinica

Cross-Links

• PubChem: 162883260
• LOTUS: LTS0061593
• wikiData: Q105181551