Moracin F

Details

• Internal ID: 303e9419-cf59-4889-9150-436f5ed95bd3
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 5-(5,6-dimethoxy-1-benzofuran-2-yl)benzene-1,3-diol
• SMILES (Canonical): COC1=C(C=C2C(=C1)C=C(O2)C3=CC(=CC(=C3)O)O)OC
• SMILES (Isomeric): COC1=C(C=C2C(=C1)C=C(O2)C3=CC(=CC(=C3)O)O)OC
• InChI: InChI=1S/C16H14O5/c1-19-15-6-10-5-13(21-14(10)8-16(15)20-2)9-3-11(17)7-12(18)4-9/h3-8,17-18H,1-2H3
• InChI Key: MQRQKQBOYQLFAI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₅
• Molecular Weight: 286.28 g/mol
• Exact Mass: 286.08412354 g/mol
• Topological Polar Surface Area (TPSA): 72.10 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.53
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• DTXSID301237691
• 73338-85-9
• 5-(5,6-Dimethoxy-2-benzofuranyl)-1,3-benzenediol
• RefChem:1072479
• 5-(5,6-dimethoxy-1-benzofuran-2-yl)benzene-1,3-diol
• CHEMBL3397393
• SCHEMBL30176897
• CHEBI:174727
• DTXCID101668616
• 2-(3,5-Dihydroxyphenyl)-5,6-dimethoxybenzofuran
• 5-(5,6-dimethoxy-1-benzouran-2-yl)benzene-1,3-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9744	97.44%
Caco-2	+	0.8069	80.69%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6343	63.43%
OATP2B1 inhibitior	-	0.7208	72.08%
OATP1B1 inhibitior	+	0.9186	91.86%
OATP1B3 inhibitior	+	0.9044	90.44%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5672	56.72%
P-glycoprotein inhibitior	-	0.4293	42.93%
P-glycoprotein substrate	-	0.7807	78.07%
CYP3A4 substrate	-	0.5608	56.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4038	40.38%
CYP3A4 inhibition	+	0.6811	68.11%
CYP2C9 inhibition	+	0.8440	84.40%
CYP2C19 inhibition	+	0.8680	86.80%
CYP2D6 inhibition	-	0.5345	53.45%
CYP1A2 inhibition	+	0.8756	87.56%
CYP2C8 inhibition	+	0.7441	74.41%
CYP inhibitory promiscuity	+	0.9557	95.57%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.3899	38.99%
Eye corrosion	-	0.9856	98.56%
Eye irritation	+	0.9486	94.86%
Skin irritation	-	0.7291	72.91%
Skin corrosion	-	0.9191	91.91%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7422	74.22%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.6424	64.24%
skin sensitisation	-	0.8411	84.11%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.5763	57.63%
Acute Oral Toxicity (c)	III	0.6164	61.64%
Estrogen receptor binding	+	0.8062	80.62%
Androgen receptor binding	+	0.5642	56.42%
Thyroid receptor binding	-	0.4894	48.94%
Glucocorticoid receptor binding	+	0.5886	58.86%
Aromatase binding	+	0.7634	76.34%
PPAR gamma	+	0.6648	66.48%
Honey bee toxicity	-	0.9150	91.50%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5451	54.51%
Fish aquatic toxicity	+	0.9258	92.58%

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	94.39%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.60%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.11%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.99%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.23%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.28%	92.94%
CHEMBL2581	P07339	Cathepsin D	82.26%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.64%	96.09%

Plants that contains it

• Morus alba

Cross-Links

• PubChem: 5319889
• NPASS: NPC45131