1-(2,4,5-Trimethoxyphenyl)propane-1,2-diol

Details

• Internal ID: c0b8b9ea-5842-4629-a0c4-4a58f0a7f76b
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylpropanes
• IUPAC Name: 1-(2,4,5-trimethoxyphenyl)propane-1,2-diol
• SMILES (Canonical): CC(C(C1=CC(=C(C=C1OC)OC)OC)O)O
• SMILES (Isomeric): CC(C(C1=CC(=C(C=C1OC)OC)OC)O)O
• InChI: InChI=1S/C12H18O5/c1-7(13)12(14)8-5-10(16-3)11(17-4)6-9(8)15-2/h5-7,12-14H,1-4H3
• InChI Key: ZSTCCLUBWBHJMP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₅
• Molecular Weight: 242.27 g/mol
• Exact Mass: 242.11542367 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.13
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• 1-(2,4,5-Trimethoxyphenyl)propane-1,2-diol
• DTXSID10635862
• RefChem:73977
• DTXCID60586613
• Threo-1',2'-dihydroxyasarone
• Erythro-1',2'-dihydroxyasarone
• 1,2-Propanediol, 1-(2,4,5-trimethoxyphenyl)-
• MEGxp0_001341
• MEGxp0_001342
• ACon1_001296
• ACon1_001894
• 1-(2,4,5-Trimethoxyphenyl)-1,2-propanediol
• BRD-A45031165-001-01-8
• BRD-A45031165-001-02-6
• NCGC00180030-03!1-(2,4,5-trimethoxyphenyl)propane-1,2-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9534	95.34%
Caco-2	+	0.7070	70.70%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8101	81.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9067	90.67%
OATP1B3 inhibitior	+	0.9658	96.58%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7943	79.43%
P-glycoprotein inhibitior	-	0.9240	92.40%
P-glycoprotein substrate	-	0.9016	90.16%
CYP3A4 substrate	-	0.6846	68.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3841	38.41%
CYP3A4 inhibition	-	0.9171	91.71%
CYP2C9 inhibition	-	0.9742	97.42%
CYP2C19 inhibition	-	0.9241	92.41%
CYP2D6 inhibition	-	0.9320	93.20%
CYP1A2 inhibition	-	0.7525	75.25%
CYP2C8 inhibition	-	0.9488	94.88%
CYP inhibitory promiscuity	-	0.8327	83.27%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7750	77.50%
Carcinogenicity (trinary)	Non-required	0.5590	55.90%
Eye corrosion	-	0.6860	68.60%
Eye irritation	-	0.7024	70.24%
Skin irritation	+	0.5152	51.52%
Skin corrosion	-	0.7245	72.45%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4671	46.71%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.5948	59.48%
skin sensitisation	-	0.5906	59.06%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	-	0.6268	62.68%
Acute Oral Toxicity (c)	III	0.7077	70.77%
Estrogen receptor binding	-	0.6923	69.23%
Androgen receptor binding	-	0.8524	85.24%
Thyroid receptor binding	+	0.5735	57.35%
Glucocorticoid receptor binding	-	0.6359	63.59%
Aromatase binding	-	0.8210	82.10%
PPAR gamma	+	0.5312	53.12%
Honey bee toxicity	-	0.9034	90.34%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8273	82.73%

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	95.09%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.19%	85.14%
CHEMBL2581	P07339	Cathepsin D	87.11%	98.95%
CHEMBL4208	P20618	Proteasome component C5	86.26%	90.00%
CHEMBL4040	P28482	MAP kinase ERK2	83.54%	83.82%
CHEMBL2535	P11166	Glucose transporter	82.50%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	82.17%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.73%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.37%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.81%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.79%	99.17%

Plants that contains it

• Piper guineense

Cross-Links

• PubChem: 23757226
• LOTUS: LTS0052699
• wikiData: Q82544305