3-(3,4,5-Trimethoxyphenyl)propane-1,2-diol

Details

• Internal ID: 00baebf2-9ac8-4c5d-8bf9-950a8cfd1562
• Taxonomy: Benzenoids > Phenol ethers > Anisoles
• IUPAC Name: 3-(3,4,5-trimethoxyphenyl)propane-1,2-diol
• SMILES (Canonical): COC1=CC(=CC(=C1OC)OC)CC(CO)O
• SMILES (Isomeric): COC1=CC(=CC(=C1OC)OC)CC(CO)O
• InChI: InChI=1S/C12H18O5/c1-15-10-5-8(4-9(14)7-13)6-11(16-2)12(10)17-3/h5-6,9,13-14H,4,7H2,1-3H3
• InChI Key: SNDFRVPKIVPGED-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: 0.40
• Atomic LogP (AlogP): 0.61
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• 123199-96-2
• 3-(3,4,5-trimethoxyphenyl)propane-1,2-diol
• 54306-10-4
• 1,2-Propanediol, 3-(3,4,5-trimethoxyphenyl)-, (+-)-
• 1,2-Propanediol, 3-(3,4,5-trimethoxyphenyl)-
• 3-(3',4',5'-Trimethoxyphenyl)-1,2-propanediol
• SCHEMBL8772760
• DTXSID00924398
• AKOS040763036

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9627	96.27%
Caco-2	+	0.8136	81.36%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8057	80.57%
OATP2B1 inhibitior	-	0.8634	86.34%
OATP1B1 inhibitior	+	0.9299	92.99%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8841	88.41%
P-glycoprotein inhibitior	-	0.9549	95.49%
P-glycoprotein substrate	-	0.8817	88.17%
CYP3A4 substrate	-	0.5974	59.74%
CYP2C9 substrate	-	0.8071	80.71%
CYP2D6 substrate	+	0.4138	41.38%
CYP3A4 inhibition	-	0.8722	87.22%
CYP2C9 inhibition	-	0.9690	96.90%
CYP2C19 inhibition	-	0.9148	91.48%
CYP2D6 inhibition	-	0.9450	94.50%
CYP1A2 inhibition	-	0.5905	59.05%
CYP2C8 inhibition	-	0.6710	67.10%
CYP inhibitory promiscuity	-	0.9503	95.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6920	69.20%
Eye corrosion	-	0.9798	97.98%
Eye irritation	+	0.6460	64.60%
Skin irritation	-	0.7414	74.14%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4646	46.46%
Micronuclear	-	0.7027	70.27%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	+	0.5068	50.68%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8343	83.43%
Acute Oral Toxicity (c)	III	0.8053	80.53%
Estrogen receptor binding	-	0.7206	72.06%
Androgen receptor binding	-	0.8116	81.16%
Thyroid receptor binding	-	0.5938	59.38%
Glucocorticoid receptor binding	-	0.7379	73.79%
Aromatase binding	-	0.7090	70.90%
PPAR gamma	-	0.7581	75.81%
Honey bee toxicity	-	0.8720	87.20%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	-	0.5893	58.93%

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	97.53%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.65%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.10%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	90.17%	90.20%
CHEMBL2581	P07339	Cathepsin D	88.97%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.39%	94.45%
CHEMBL2535	P11166	Glucose transporter	84.43%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.02%	91.11%
CHEMBL4208	P20618	Proteasome component C5	82.96%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.82%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.70%	95.89%

Plants that contains it

• Todaroa aurea

Cross-Links

• PubChem: 129913
• LOTUS: LTS0191200
• wikiData: Q105205535