2-Hydroxymethyl-6-methoxymethyleugenin

Details

• Internal ID: 368e9e8e-2fdc-4ca6-b229-d68e5780f8dc
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5-hydroxy-2-(hydroxymethyl)-7-methoxy-6-(methoxymethyl)chromen-4-one
• InChI: InChI=1S/C13H14O6/c1-17-6-8-10(18-2)4-11-12(13(8)16)9(15)3-7(5-14)19-11/h3-4,14,16H,5-6H2,1-2H3
• InChI Key: BXYJIQZTOCYBGX-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₆
• Molecular Weight: 266.25 g/mol
• Exact Mass: 266.07903816 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.15
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• RefChem:909937
• 5-hydroxy-2-(hydroxymethyl)-7-methoxy-6-(methoxymethyl)chromen-4-one
• CHEMBL464294
• CHEBI:199323
• 5-Hydroxy-2-(hydroxymethyl)-7-methoxy-6-(methoxymethyl)-4H-1-benzopyran-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9442	94.42%
Caco-2	+	0.6271	62.71%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6870	68.70%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.8366	83.66%
OATP1B3 inhibitior	+	0.9317	93.17%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6560	65.60%
P-glycoprotein inhibitior	-	0.8317	83.17%
P-glycoprotein substrate	-	0.7304	73.04%
CYP3A4 substrate	+	0.5170	51.70%
CYP2C9 substrate	-	0.6196	61.96%
CYP2D6 substrate	-	0.8294	82.94%
CYP3A4 inhibition	-	0.7529	75.29%
CYP2C9 inhibition	-	0.7291	72.91%
CYP2C19 inhibition	-	0.5408	54.08%
CYP2D6 inhibition	-	0.8536	85.36%
CYP1A2 inhibition	+	0.5727	57.27%
CYP2C8 inhibition	-	0.5715	57.15%
CYP inhibitory promiscuity	-	0.6667	66.67%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6752	67.52%
Eye corrosion	-	0.9867	98.67%
Eye irritation	+	0.5266	52.66%
Skin irritation	-	0.8503	85.03%
Skin corrosion	-	0.9696	96.96%
Ames mutagenesis	+	0.5463	54.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.6701	67.01%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8238	82.38%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7494	74.94%
Acute Oral Toxicity (c)	III	0.6537	65.37%
Estrogen receptor binding	+	0.6727	67.27%
Androgen receptor binding	+	0.6621	66.21%
Thyroid receptor binding	-	0.6031	60.31%
Glucocorticoid receptor binding	+	0.6101	61.01%
Aromatase binding	+	0.5953	59.53%
PPAR gamma	+	0.7825	78.25%
Honey bee toxicity	-	0.8520	85.20%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6749	67.49%
Fish aquatic toxicity	+	0.6638	66.38%

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	98.57%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.74%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.73%	94.00%
CHEMBL2581	P07339	Cathepsin D	92.35%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.34%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.07%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.81%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.37%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.39%	95.56%
CHEMBL3194	P02766	Transthyretin	85.69%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.90%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.11%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	83.85%	94.73%
CHEMBL1255126	O15151	Protein Mdm4	81.78%	90.20%

Plants that contains it

• Gentiana acaulis

Cross-Links

• PubChem: 10015748
• NPASS: NPC302502
• LOTUS: LTS0207017
• wikiData: Q75065303