(2R,3R)-2,3,4-trihydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)butan-1-one

Details

• Internal ID: 05eb44f8-b208-4d0a-9d43-7fad136c7f2e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: (2R,3R)-2,3,4-trihydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)butan-1-one
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C(=O)C(C(CO)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)C(=O)[C@@H]([C@@H](CO)O)O
• InChI: InChI=1S/C12H16O7/c1-18-8-3-6(4-9(19-2)12(8)17)10(15)11(16)7(14)5-13/h3-4,7,11,13-14,16-17H,5H2,1-2H3/t7-,11-/m1/s1
• InChI Key: WPDQICRTTNYQEJ-RDDDGLTNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₇
• Molecular Weight: 272.25 g/mol
• Exact Mass: 272.08960285 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.69
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9318	93.18%
Caco-2	-	0.5652	56.52%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7518	75.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8748	87.48%
OATP1B3 inhibitior	+	0.9617	96.17%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9056	90.56%
P-glycoprotein inhibitior	-	0.9287	92.87%
P-glycoprotein substrate	-	0.7788	77.88%
CYP3A4 substrate	-	0.6090	60.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7562	75.62%
CYP3A4 inhibition	-	0.8370	83.70%
CYP2C9 inhibition	-	0.9586	95.86%
CYP2C19 inhibition	-	0.9385	93.85%
CYP2D6 inhibition	-	0.9392	93.92%
CYP1A2 inhibition	-	0.5997	59.97%
CYP2C8 inhibition	-	0.8498	84.98%
CYP inhibitory promiscuity	-	0.9510	95.10%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.7762	77.62%
Eye corrosion	-	0.9773	97.73%
Eye irritation	-	0.6939	69.39%
Skin irritation	-	0.6646	66.46%
Skin corrosion	-	0.9422	94.22%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6607	66.07%
Micronuclear	-	0.6427	64.27%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	+	0.5336	53.36%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8601	86.01%
Acute Oral Toxicity (c)	III	0.8121	81.21%
Estrogen receptor binding	-	0.5292	52.92%
Androgen receptor binding	-	0.6090	60.90%
Thyroid receptor binding	+	0.5715	57.15%
Glucocorticoid receptor binding	-	0.4906	49.06%
Aromatase binding	-	0.6262	62.62%
PPAR gamma	-	0.5929	59.29%
Honey bee toxicity	-	0.9597	95.97%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.8685	86.85%
Fish aquatic toxicity	-	0.5621	56.21%

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	96.50%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.81%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.93%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	89.29%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.08%	86.33%
CHEMBL2581	P07339	Cathepsin D	88.31%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	87.22%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.90%	96.00%
CHEMBL2535	P11166	Glucose transporter	86.70%	98.75%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.39%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.88%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.96%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.80%	85.14%

Plants that contains it

• Eurycoma longifolia

Cross-Links

• PubChem: 163036017
• LOTUS: LTS0194629
• wikiData: Q105309817