Asterric Acid

Details

• Internal ID: fe693b3f-bef0-49e6-91c7-15d40c6429b9
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylethers
• IUPAC Name: 2-hydroxy-6-(4-hydroxy-2-methoxy-6-methoxycarbonylphenoxy)-4-methylbenzoic acid
• InChI: InChI=1S/C17H16O8/c1-8-4-11(19)14(16(20)21)12(5-8)25-15-10(17(22)24-3)6-9(18)7-13(15)23-2/h4-7,18-19H,1-3H3,(H,20,21)
• InChI Key: XOKVHFNTYHPEHN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₈
• Molecular Weight: 348.30 g/mol
• Exact Mass: 348.08451746 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.69
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• 577-64-0
• J3Q23XL4KN
• UNII-J3Q23XL4KN
• Benzoic acid, 2-(2-carboxy-3-hydroxy-5-methylphenoxy)-5-hydroxy-3-methoxy-, 1-methyl ester
• MLS000863583
• CHEMBL469424
• 2-hydroxy-6-(4-hydroxy-2-methoxy-6-methoxycarbonylphenoxy)-4-methylbenzoic acid
• SMR000440714
• MEGxm0_000244
• SCHEMBL6046569
• ACon0_000930
• ACon1_001529
• BDBM50711
• cid_3080568
• TAN-1415A
• XOKVHFNTYHPEHN-UHFFFAOYSA-
• DTXSID60206405
• HMS2270H17
• AKOS040744937
• NCGC00180411-01
• Asterric acid, >=95% (LC/MS-ELSD)
• L007432
• BRD-K20637966-001-01-0
• Q15410258
• Methyl 2-(2-carboxy-3-hydroxy-5-methylphenoxy)-5-hydroxy-3-methoxybenzoate
• 2-(2-carbomethoxy-4-hydroxy-6-methoxy-phenoxy)-6-hydroxy-4-methyl-benzoic acid
• 2-(2-methoxy-6-methoxycarbonyl-4-oxidanyl-phenoxy)-4-methyl-6-oxidanyl-benzoic acid
• 2-Hydroxy-6-(4-hydroxy-2-methoxy-6-(methoxycarbonyl)phenoxy)-4-methylbenzoic acid
• 2-hydroxy-6-(4-hydroxy-2-methoxy-6-methoxycarbonyl-phenoxy)-4-meta??hyl-benzoic acid
• InChI=1/C17H16O8/c1-8-4-11(19)14(16(20)21)12(5-8)25-15-10(17(22)24-3)6-9(18)7-13(15)23-2/h4-7,18-19H,1-3H3,(H,20,21)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9159	91.59%
Caco-2	+	0.7895	78.95%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7691	76.91%
OATP2B1 inhibitior	-	0.7143	71.43%
OATP1B1 inhibitior	+	0.9067	90.67%
OATP1B3 inhibitior	-	0.5745	57.45%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6141	61.41%
P-glycoprotein inhibitior	-	0.6187	61.87%
P-glycoprotein substrate	-	0.8933	89.33%
CYP3A4 substrate	-	0.5140	51.40%
CYP2C9 substrate	-	0.6050	60.50%
CYP2D6 substrate	-	0.8893	88.93%
CYP3A4 inhibition	-	0.8570	85.70%
CYP2C9 inhibition	-	0.7932	79.32%
CYP2C19 inhibition	-	0.8990	89.90%
CYP2D6 inhibition	-	0.8817	88.17%
CYP1A2 inhibition	-	0.7072	70.72%
CYP2C8 inhibition	+	0.7362	73.62%
CYP inhibitory promiscuity	-	0.7666	76.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7608	76.08%
Carcinogenicity (trinary)	Non-required	0.6965	69.65%
Eye corrosion	-	0.9828	98.28%
Eye irritation	+	0.8091	80.91%
Skin irritation	-	0.8062	80.62%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4445	44.45%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.5648	56.48%
skin sensitisation	-	0.9261	92.61%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6503	65.03%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.8293	82.93%
Acute Oral Toxicity (c)	II	0.4286	42.86%
Estrogen receptor binding	+	0.8283	82.83%
Androgen receptor binding	-	0.5253	52.53%
Thyroid receptor binding	-	0.5412	54.12%
Glucocorticoid receptor binding	+	0.5913	59.13%
Aromatase binding	-	0.5438	54.38%
PPAR gamma	+	0.7004	70.04%
Honey bee toxicity	-	0.9226	92.26%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9826	98.26%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293277	O15118	Niemann-Pick C1 protein	281.8 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.85%	96.09%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	91.34%	94.42%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.80%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.98%	95.50%
CHEMBL3194	P02766	Transthyretin	88.95%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.13%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	88.01%	90.20%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.85%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	87.54%	83.82%
CHEMBL2535	P11166	Glucose transporter	87.45%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.37%	99.15%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.04%	97.21%
CHEMBL3401	O75469	Pregnane X receptor	85.16%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	83.72%	91.19%
CHEMBL4208	P20618	Proteasome component C5	83.38%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.05%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.39%	96.00%

Plants that contains it

• Mallotus nudiflorus

Cross-Links

• PubChem: 3080568
• LOTUS: LTS0256148
• wikiData: Q15410258