Gerfelin

Details

• Internal ID: 0480a87f-e7bb-446e-a1c4-01141d759f73
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylethers
• IUPAC Name: 4-(2,3-dihydroxy-5-methylphenoxy)-2-hydroxy-6-methylbenzoic acid
• SMILES (Canonical): CC1=CC(=C(C(=C1)OC2=CC(=C(C(=C2)C)C(=O)O)O)O)O
• SMILES (Isomeric): CC1=CC(=C(C(=C1)OC2=CC(=C(C(=C2)C)C(=O)O)O)O)O
• InChI: InChI=1S/C15H14O6/c1-7-3-11(17)14(18)12(4-7)21-9-5-8(2)13(15(19)20)10(16)6-9/h3-6,16-18H,1-2H3,(H,19,20)
• InChI Key: BGSIXQHNQUBHAX-UHFFFAOYSA-N
• Popularity: 10 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₆
• Molecular Weight: 290.27 g/mol
• Exact Mass: 290.07903816 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• 627545-07-7
• 4-(2,3-dihydroxy-5-methylphenoxy)-2-hydroxy-6-methylbenzoic acid
• QN 22074-5A
• CHEMBL4584432
• CHEBI:64410
• DTXSID10211827
• BDBM50526947
• Q27133267

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9201	92.01%
Caco-2	+	0.5879	58.79%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8332	83.32%
OATP2B1 inhibitior	-	0.5598	55.98%
OATP1B1 inhibitior	+	0.9210	92.10%
OATP1B3 inhibitior	+	0.8814	88.14%
MATE1 inhibitior	-	0.5000	50.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6855	68.55%
P-glycoprotein inhibitior	-	0.9051	90.51%
P-glycoprotein substrate	-	0.9777	97.77%
CYP3A4 substrate	-	0.5773	57.73%
CYP2C9 substrate	-	0.6258	62.58%
CYP2D6 substrate	-	0.8994	89.94%
CYP3A4 inhibition	-	0.7766	77.66%
CYP2C9 inhibition	-	0.7425	74.25%
CYP2C19 inhibition	-	0.8957	89.57%
CYP2D6 inhibition	-	0.9383	93.83%
CYP1A2 inhibition	-	0.5227	52.27%
CYP2C8 inhibition	+	0.5713	57.13%
CYP inhibitory promiscuity	-	0.6574	65.74%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8034	80.34%
Carcinogenicity (trinary)	Non-required	0.7171	71.71%
Eye corrosion	-	0.9820	98.20%
Eye irritation	+	0.8567	85.67%
Skin irritation	-	0.6482	64.82%
Skin corrosion	-	0.8717	87.17%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6155	61.55%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.6885	68.85%
skin sensitisation	-	0.6318	63.18%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.5816	58.16%
Acute Oral Toxicity (c)	III	0.8359	83.59%
Estrogen receptor binding	+	0.8324	83.24%
Androgen receptor binding	+	0.5860	58.60%
Thyroid receptor binding	+	0.5133	51.33%
Glucocorticoid receptor binding	+	0.8355	83.55%
Aromatase binding	+	0.7744	77.44%
PPAR gamma	+	0.7206	72.06%
Honey bee toxicity	-	0.9082	90.82%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9893	98.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.29%	99.15%
CHEMBL3194	P02766	Transthyretin	95.50%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.97%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.07%	91.11%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	87.26%	94.42%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.02%	99.17%
CHEMBL4208	P20618	Proteasome component C5	85.27%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.25%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	83.27%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.91%	86.33%
CHEMBL1811	P34995	Prostanoid EP1 receptor	82.56%	95.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.36%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10149453
• LOTUS: LTS0061292
• wikiData: Q27133267