3-(4-Hydroxy-3,5-dimethoxyphenyl)propane-1,2-diol

Details

• Internal ID: ec400cdc-3ae4-45d6-80a7-1bf881fe5281
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 3-(4-hydroxy-3,5-dimethoxyphenyl)propane-1,2-diol
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)CC(CO)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)CC(CO)O
• InChI: InChI=1S/C11H16O5/c1-15-9-4-7(3-8(13)6-12)5-10(16-2)11(9)14/h4-5,8,12-14H,3,6H2,1-2H3
• InChI Key: IMVVRJZYFJNFBX-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₆O₅
• Molecular Weight: 228.24 g/mol
• Exact Mass: 228.09977361 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.31
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• 3-(4-Hydroxy-3,5-dimethoxyphenyl)-1,2-propanediol
• 3-(4-Hydroxy-3,5-dimethoxyphenyl)propane-1,2-diol
• SCHEMBL15241111
• DTXSID60745400
• HY-N8779
• AKOS015999015
• FS-9624
• CS-0149048
• A878436

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9619	96.19%
Caco-2	+	0.5927	59.27%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8180	81.80%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8275	82.75%
OATP1B3 inhibitior	+	0.9651	96.51%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9607	96.07%
P-glycoprotein inhibitior	-	0.9382	93.82%
P-glycoprotein substrate	-	0.7707	77.07%
CYP3A4 substrate	-	0.5971	59.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3947	39.47%
CYP3A4 inhibition	-	0.9039	90.39%
CYP2C9 inhibition	-	0.9653	96.53%
CYP2C19 inhibition	-	0.9135	91.35%
CYP2D6 inhibition	-	0.9445	94.45%
CYP1A2 inhibition	-	0.5118	51.18%
CYP2C8 inhibition	-	0.6819	68.19%
CYP inhibitory promiscuity	-	0.9467	94.67%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.7016	70.16%
Eye corrosion	-	0.9744	97.44%
Eye irritation	+	0.6842	68.42%
Skin irritation	-	0.6815	68.15%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7937	79.37%
Micronuclear	-	0.6727	67.27%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	+	0.6023	60.23%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8600	86.00%
Acute Oral Toxicity (c)	III	0.8188	81.88%
Estrogen receptor binding	-	0.6141	61.41%
Androgen receptor binding	-	0.6986	69.86%
Thyroid receptor binding	+	0.5136	51.36%
Glucocorticoid receptor binding	-	0.6378	63.78%
Aromatase binding	-	0.7062	70.62%
PPAR gamma	-	0.6545	65.45%
Honey bee toxicity	-	0.9049	90.49%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.5997	59.97%

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	97.38%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.36%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.35%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.93%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.56%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	89.63%	90.20%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.52%	94.45%
CHEMBL4208	P20618	Proteasome component C5	82.65%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.33%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.02%	95.89%
CHEMBL2535	P11166	Glucose transporter	80.36%	98.75%

Plants that contains it

• Annona cherimola

Cross-Links

• PubChem: 71307316
• LOTUS: LTS0176198
• wikiData: Q72483802