3-(4-Hydroxy-3,5-dimethoxyphenyl)-1-hydroxypropane-2-one

Details

• Internal ID: 08e6b7c7-e032-4612-94fa-4118d0956a91
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 1-hydroxy-3-(4-hydroxy-3,5-dimethoxyphenyl)propan-2-one
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)CC(=O)CO
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)CC(=O)CO
• InChI: InChI=1S/C11H14O5/c1-15-9-4-7(3-8(13)6-12)5-10(16-2)11(9)14/h4-5,12,14H,3,6H2,1-2H3
• InChI Key: CJSXFEKGRAQPTL-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₅
• Molecular Weight: 226.23 g/mol
• Exact Mass: 226.08412354 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.51
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• 3-(4-Hydroxy-3,5-dimethoxyphenyl)-1-hydroxypropane-2-one
• 3-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-2-propanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9808	98.08%
Caco-2	+	0.6845	68.45%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8866	88.66%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.7990	79.90%
OATP1B3 inhibitior	+	0.9595	95.95%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9133	91.33%
P-glycoprotein inhibitior	-	0.9294	92.94%
P-glycoprotein substrate	-	0.8656	86.56%
CYP3A4 substrate	-	0.5735	57.35%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	+	0.3544	35.44%
CYP3A4 inhibition	-	0.8316	83.16%
CYP2C9 inhibition	-	0.9213	92.13%
CYP2C19 inhibition	-	0.7760	77.60%
CYP2D6 inhibition	-	0.9330	93.30%
CYP1A2 inhibition	-	0.5090	50.90%
CYP2C8 inhibition	-	0.6212	62.12%
CYP inhibitory promiscuity	-	0.8460	84.60%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8543	85.43%
Carcinogenicity (trinary)	Non-required	0.7464	74.64%
Eye corrosion	-	0.9204	92.04%
Eye irritation	+	0.9510	95.10%
Skin irritation	-	0.6824	68.24%
Skin corrosion	-	0.9644	96.44%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8912	89.12%
Micronuclear	-	0.7001	70.01%
Hepatotoxicity	-	0.6216	62.16%
skin sensitisation	-	0.5391	53.91%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.6418	64.18%
Acute Oral Toxicity (c)	III	0.7496	74.96%
Estrogen receptor binding	+	0.5760	57.60%
Androgen receptor binding	-	0.6420	64.20%
Thyroid receptor binding	-	0.5601	56.01%
Glucocorticoid receptor binding	+	0.5933	59.33%
Aromatase binding	+	0.5531	55.31%
PPAR gamma	-	0.5899	58.99%
Honey bee toxicity	-	0.9522	95.22%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7304	73.04%
Fish aquatic toxicity	-	0.4569	45.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.15%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.64%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.56%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.54%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.75%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.27%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	85.32%	90.20%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.42%	95.56%

Plants that contains it

• Angelica saxatilis
• Euphorbia laurifolia

Cross-Links

• PubChem: 14008908
• NPASS: NPC296422