4-[(1S,2S)-2-hydroxy-1-methoxypropyl]-2,6-dimethoxyphenol

Details

• Internal ID: bdaf2e51-50ff-4c07-a957-f595cd33b7e5
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 4-[(1S,2S)-2-hydroxy-1-methoxypropyl]-2,6-dimethoxyphenol
• SMILES (Canonical): CC(C(C1=CC(=C(C(=C1)OC)O)OC)OC)O
• SMILES (Isomeric): C[C@@H]([C@H](C1=CC(=C(C(=C1)OC)O)OC)OC)O
• InChI: InChI=1S/C12H18O5/c1-7(13)12(17-4)8-5-9(15-2)11(14)10(6-8)16-3/h5-7,12-14H,1-4H3/t7-,12+/m0/s1
• InChI Key: VVEVGZSNVASIHR-JVXZTZIISA-N
• Popularity: 0 references 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: 0.90
• Atomic LogP (AlogP): 1.48
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9720	97.20%
Caco-2	+	0.7643	76.43%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8180	81.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8021	80.21%
OATP1B3 inhibitior	+	0.9592	95.92%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9511	95.11%
P-glycoprotein inhibitior	-	0.9027	90.27%
P-glycoprotein substrate	-	0.8512	85.12%
CYP3A4 substrate	-	0.6662	66.62%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	+	0.4012	40.12%
CYP3A4 inhibition	-	0.8999	89.99%
CYP2C9 inhibition	-	0.9656	96.56%
CYP2C19 inhibition	-	0.8218	82.18%
CYP2D6 inhibition	-	0.9129	91.29%
CYP1A2 inhibition	-	0.7415	74.15%
CYP2C8 inhibition	-	0.8920	89.20%
CYP inhibitory promiscuity	-	0.7160	71.60%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7450	74.50%
Carcinogenicity (trinary)	Non-required	0.6170	61.70%
Eye corrosion	-	0.5639	56.39%
Eye irritation	-	0.5631	56.31%
Skin irritation	+	0.5161	51.61%
Skin corrosion	-	0.8405	84.05%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6544	65.44%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.6348	63.48%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	-	0.6132	61.32%
Acute Oral Toxicity (c)	III	0.6490	64.90%
Estrogen receptor binding	-	0.7366	73.66%
Androgen receptor binding	-	0.7098	70.98%
Thyroid receptor binding	+	0.6002	60.02%
Glucocorticoid receptor binding	-	0.7600	76.00%
Aromatase binding	-	0.6985	69.85%
PPAR gamma	+	0.5177	51.77%
Honey bee toxicity	-	0.8906	89.06%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.7973	79.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.80%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.23%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.26%	85.14%
CHEMBL1255126	O15151	Protein Mdm4	87.92%	90.20%
CHEMBL2581	P07339	Cathepsin D	87.50%	98.95%
CHEMBL4208	P20618	Proteasome component C5	87.12%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.10%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.57%	94.45%
CHEMBL2535	P11166	Glucose transporter	84.37%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.37%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.45%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.77%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.89%	99.17%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.37%	90.24%

Plants that contains it

• Pisonia umbellifera

Cross-Links

• PubChem: 122207108
• LOTUS: LTS0055967
• wikiData: Q105297624