(2S)-2-[bis(3-hydroxy-4-methoxy-phenyl)methyl]-4-hydroxy-3-(hydroxymethyl)butanoic acid

Details

• Internal ID: 6bd96cf5-31dc-429a-8288-9bb4938d3666
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: (2S)-2-[bis(3-hydroxy-4-methoxyphenyl)methyl]-4-hydroxy-3-(hydroxymethyl)butanoic acid
• InChI: InChI=1S/C20H24O8/c1-27-16-5-3-11(7-14(16)23)18(19(20(25)26)13(9-21)10-22)12-4-6-17(28-2)15(24)8-12/h3-8,13,18-19,21-24H,9-10H2,1-2H3,(H,25,26)/t19-/m1/s1
• InChI Key: IFHDZGDDZBOJCI-LJQANCHMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₈
• Molecular Weight: 392.40 g/mol
• Exact Mass: 392.14711772 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.55
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

• CHEMBL2334859
• (2S)-2-[bis(3-hydroxy-4-methoxy-phenyl)methyl]-4-hydroxy-3-(hydroxymethyl)butanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8188	81.88%
Caco-2	-	0.6602	66.02%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7564	75.64%
OATP2B1 inhibitior	-	0.5740	57.40%
OATP1B1 inhibitior	+	0.9237	92.37%
OATP1B3 inhibitior	+	0.9475	94.75%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.4815	48.15%
P-glycoprotein inhibitior	-	0.5173	51.73%
P-glycoprotein substrate	-	0.7998	79.98%
CYP3A4 substrate	-	0.6367	63.67%
CYP2C9 substrate	+	0.6031	60.31%
CYP2D6 substrate	-	0.8201	82.01%
CYP3A4 inhibition	-	0.8340	83.40%
CYP2C9 inhibition	-	0.6881	68.81%
CYP2C19 inhibition	-	0.8252	82.52%
CYP2D6 inhibition	-	0.9173	91.73%
CYP1A2 inhibition	-	0.5573	55.73%
CYP2C8 inhibition	-	0.7720	77.20%
CYP inhibitory promiscuity	-	0.5391	53.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8523	85.23%
Carcinogenicity (trinary)	Non-required	0.7711	77.11%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.6952	69.52%
Skin irritation	-	0.8037	80.37%
Skin corrosion	-	0.9641	96.41%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7043	70.43%
Micronuclear	-	0.5667	56.67%
Hepatotoxicity	-	0.6547	65.47%
skin sensitisation	-	0.8543	85.43%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8609	86.09%
Acute Oral Toxicity (c)	III	0.7758	77.58%
Estrogen receptor binding	+	0.5854	58.54%
Androgen receptor binding	+	0.7126	71.26%
Thyroid receptor binding	+	0.6703	67.03%
Glucocorticoid receptor binding	+	0.6240	62.40%
Aromatase binding	-	0.6366	63.66%
PPAR gamma	+	0.7100	71.00%
Honey bee toxicity	-	0.9205	92.05%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.8304	83.04%
Fish aquatic toxicity	+	0.9354	93.54%

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	98.09%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	94.75%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.34%	99.17%
CHEMBL2581	P07339	Cathepsin D	92.19%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.68%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.71%	91.11%
CHEMBL2535	P11166	Glucose transporter	89.88%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.87%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.67%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.60%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.98%	99.15%
CHEMBL4208	P20618	Proteasome component C5	81.35%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.47%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71577012
• LOTUS: LTS0172464
• wikiData: Q105112161