3-[2-Hydroxy-4-methoxy-3-(1,2,3-trihydroxy-3-methylbutyl)phenyl]propanoic acid

Details

• Internal ID: 18aca704-8763-4066-8d4a-1b5b8b6d98b9
• Taxonomy: Phenylpropanoids and polyketides > Phenylpropanoic acids
• IUPAC Name: 3-[2-hydroxy-4-methoxy-3-(1,2,3-trihydroxy-3-methylbutyl)phenyl]propanoic acid
• InChI: InChI=1S/C15H22O7/c1-15(2,21)14(20)13(19)11-9(22-3)6-4-8(12(11)18)5-7-10(16)17/h4,6,13-14,18-21H,5,7H2,1-3H3,(H,16,17)
• InChI Key: LXCPDWSODBKIRI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₇
• Molecular Weight: 314.33 g/mol
• Exact Mass: 314.13655304 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.58
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8623	86.23%
Caco-2	-	0.6277	62.77%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8327	83.27%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8738	87.38%
OATP1B3 inhibitior	+	0.9218	92.18%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5199	51.99%
P-glycoprotein inhibitior	-	0.9456	94.56%
P-glycoprotein substrate	-	0.6649	66.49%
CYP3A4 substrate	+	0.5404	54.04%
CYP2C9 substrate	-	0.6091	60.91%
CYP2D6 substrate	-	0.8053	80.53%
CYP3A4 inhibition	-	0.9023	90.23%
CYP2C9 inhibition	-	0.7605	76.05%
CYP2C19 inhibition	-	0.8209	82.09%
CYP2D6 inhibition	-	0.9251	92.51%
CYP1A2 inhibition	-	0.7188	71.88%
CYP2C8 inhibition	+	0.5176	51.76%
CYP inhibitory promiscuity	-	0.9468	94.68%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6727	67.27%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.9087	90.87%
Skin irritation	-	0.6473	64.73%
Skin corrosion	-	0.8730	87.30%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5634	56.34%
Micronuclear	-	0.6841	68.41%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7388	73.88%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8587	85.87%
Acute Oral Toxicity (c)	III	0.7322	73.22%
Estrogen receptor binding	+	0.5287	52.87%
Androgen receptor binding	-	0.6518	65.18%
Thyroid receptor binding	+	0.5462	54.62%
Glucocorticoid receptor binding	+	0.5866	58.66%
Aromatase binding	-	0.6534	65.34%
PPAR gamma	+	0.7310	73.10%
Honey bee toxicity	-	0.9197	91.97%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7874	78.74%
Fish aquatic toxicity	+	0.7735	77.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.75%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	96.40%	90.20%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.25%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.20%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.98%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.84%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.42%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.75%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.07%	96.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.69%	89.62%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.23%	100.00%
CHEMBL4208	P20618	Proteasome component C5	80.13%	90.00%

Plants that contains it

• Hortia brasiliana

Cross-Links

• PubChem: 162820362
• LOTUS: LTS0207530
• wikiData: Q104171413