Goldfussinol

Details

• Internal ID: 6ea4f920-f77d-4e19-9d67-65e4599ba542
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: methyl 3-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)propanoate
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C(CO)C(=O)OC
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)C(CO)C(=O)OC
• InChI: InChI=1S/C12H16O6/c1-16-9-4-7(5-10(17-2)11(9)14)8(6-13)12(15)18-3/h4-5,8,13-14H,6H2,1-3H3
• InChI Key: YGUTYWCRKWUWOT-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₆
• Molecular Weight: 256.25 g/mol
• Exact Mass: 256.09468823 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.66
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• CHEMBL2164978

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9614	96.14%
Caco-2	+	0.5974	59.74%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8602	86.02%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.8834	88.34%
OATP1B3 inhibitior	+	0.8968	89.68%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8394	83.94%
P-glycoprotein inhibitior	-	0.9255	92.55%
P-glycoprotein substrate	-	0.7977	79.77%
CYP3A4 substrate	-	0.6044	60.44%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8000	80.00%
CYP3A4 inhibition	-	0.8622	86.22%
CYP2C9 inhibition	-	0.8912	89.12%
CYP2C19 inhibition	-	0.8810	88.10%
CYP2D6 inhibition	-	0.9534	95.34%
CYP1A2 inhibition	-	0.8305	83.05%
CYP2C8 inhibition	-	0.9076	90.76%
CYP inhibitory promiscuity	-	0.8076	80.76%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7343	73.43%
Carcinogenicity (trinary)	Non-required	0.7445	74.45%
Eye corrosion	-	0.9515	95.15%
Eye irritation	-	0.5882	58.82%
Skin irritation	-	0.7292	72.92%
Skin corrosion	-	0.9771	97.71%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7383	73.83%
Micronuclear	-	0.6819	68.19%
Hepatotoxicity	-	0.8145	81.45%
skin sensitisation	-	0.6570	65.70%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5947	59.47%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.7879	78.79%
Acute Oral Toxicity (c)	III	0.7078	70.78%
Estrogen receptor binding	-	0.5852	58.52%
Androgen receptor binding	-	0.5439	54.39%
Thyroid receptor binding	+	0.5406	54.06%
Glucocorticoid receptor binding	-	0.5832	58.32%
Aromatase binding	-	0.5835	58.35%
PPAR gamma	+	0.5936	59.36%
Honey bee toxicity	-	0.9412	94.12%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6849	68.49%
Fish aquatic toxicity	+	0.8206	82.06%

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	97.17%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.93%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.20%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.69%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.98%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	86.71%	90.20%
CHEMBL2581	P07339	Cathepsin D	86.45%	98.95%
CHEMBL2535	P11166	Glucose transporter	84.16%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.02%	95.56%
CHEMBL4208	P20618	Proteasome component C5	82.72%	90.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.18%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.08%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.33%	89.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.05%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	80.03%	91.19%

Plants that contains it

• Berberis koreana
• Pisonia umbellifera

Cross-Links

• PubChem: 71460595
• LOTUS: LTS0005470
• wikiData: Q105348265