(1S,2R)-1-(4-Hydroxy-3,5-dimethoxyphenyl)-1,2,3-propanetriol

Details

• Internal ID: 258ed075-9f15-4906-9329-9e6d7f857727
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: (1S,2R)-1-(4-hydroxy-3,5-dimethoxyphenyl)propane-1,2,3-triol
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C(C(CO)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)[C@@H]([C@@H](CO)O)O
• InChI: InChI=1S/C11H16O6/c1-16-8-3-6(10(14)7(13)5-12)4-9(17-2)11(8)15/h3-4,7,10,12-15H,5H2,1-2H3/t7-,10+/m1/s1
• InChI Key: GIZSHQYTTBQKOQ-XCBNKYQSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₆O₆
• Molecular Weight: 244.24 g/mol
• Exact Mass: 244.09468823 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.20
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• DTXSID701185262
• (1S,2R)-1-(4-Hydroxy-3,5-dimethoxyphenyl)-1,2,3-propanetriol
• 951627-70-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8967	89.67%
Caco-2	-	0.7362	73.62%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7175	71.75%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.8553	85.53%
OATP1B3 inhibitior	+	0.9650	96.50%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9677	96.77%
P-glycoprotein inhibitior	-	0.9267	92.67%
P-glycoprotein substrate	-	0.7987	79.87%
CYP3A4 substrate	-	0.6626	66.26%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.6586	65.86%
CYP3A4 inhibition	-	0.8853	88.53%
CYP2C9 inhibition	-	0.9539	95.39%
CYP2C19 inhibition	-	0.9325	93.25%
CYP2D6 inhibition	-	0.9420	94.20%
CYP1A2 inhibition	-	0.6143	61.43%
CYP2C8 inhibition	-	0.9032	90.32%
CYP inhibitory promiscuity	-	0.9393	93.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.7336	73.36%
Eye corrosion	-	0.9784	97.84%
Eye irritation	-	0.6898	68.98%
Skin irritation	-	0.6862	68.62%
Skin corrosion	-	0.9303	93.03%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7481	74.81%
Micronuclear	-	0.6727	67.27%
Hepatotoxicity	-	0.7823	78.23%
skin sensitisation	+	0.6045	60.45%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8595	85.95%
Acute Oral Toxicity (c)	III	0.8288	82.88%
Estrogen receptor binding	-	0.5839	58.39%
Androgen receptor binding	-	0.6704	67.04%
Thyroid receptor binding	+	0.7074	70.74%
Glucocorticoid receptor binding	-	0.5914	59.14%
Aromatase binding	-	0.7947	79.47%
PPAR gamma	-	0.5844	58.44%
Honey bee toxicity	-	0.9653	96.53%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.6483	64.83%

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	97.27%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.84%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.93%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	88.85%	90.20%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.28%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.52%	96.00%
CHEMBL4208	P20618	Proteasome component C5	87.01%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.78%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.62%	86.33%
CHEMBL2535	P11166	Glucose transporter	81.14%	98.75%

Plants that contains it

• Miliusa balansae

Cross-Links

• PubChem: 122187152
• NPASS: NPC163905