(2R,3S)-3-(3-hydroxy-5-methoxyphenyl)-3-methoxypropane-1,2-diol

Details

• Internal ID: 481756bf-787e-43f8-b576-c36a0035ed50
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: (2R,3S)-3-(3-hydroxy-5-methoxyphenyl)-3-methoxypropane-1,2-diol
• SMILES (Canonical): COC1=CC(=CC(=C1)O)C(C(CO)O)OC
• SMILES (Isomeric): COC1=CC(=CC(=C1)O)[C@@H]([C@@H](CO)O)OC
• InChI: InChI=1S/C11H16O5/c1-15-9-4-7(3-8(13)5-9)11(16-2)10(14)6-12/h3-5,10-14H,6H2,1-2H3/t10-,11+/m1/s1
• InChI Key: GOZCODSZLNCWHC-MNOVXSKESA-N
• Popularity: 0 references 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: -0.10
• Atomic LogP (AlogP): 0.44
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9558	95.58%
Caco-2	+	0.6197	61.97%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7805	78.05%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.9025	90.25%
OATP1B3 inhibitior	+	0.9366	93.66%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8828	88.28%
P-glycoprotein inhibitior	-	0.9511	95.11%
P-glycoprotein substrate	-	0.8593	85.93%
CYP3A4 substrate	-	0.6159	61.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6723	67.23%
CYP3A4 inhibition	-	0.7734	77.34%
CYP2C9 inhibition	-	0.9600	96.00%
CYP2C19 inhibition	-	0.8861	88.61%
CYP2D6 inhibition	-	0.9374	93.74%
CYP1A2 inhibition	-	0.8150	81.50%
CYP2C8 inhibition	-	0.8802	88.02%
CYP inhibitory promiscuity	-	0.9274	92.74%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7908	79.08%
Carcinogenicity (trinary)	Non-required	0.7086	70.86%
Eye corrosion	-	0.9801	98.01%
Eye irritation	-	0.9400	94.00%
Skin irritation	-	0.7322	73.22%
Skin corrosion	-	0.9685	96.85%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5115	51.15%
Micronuclear	-	0.7186	71.86%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	+	0.4917	49.17%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.4594	45.94%
Acute Oral Toxicity (c)	III	0.8178	81.78%
Estrogen receptor binding	-	0.7267	72.67%
Androgen receptor binding	-	0.5822	58.22%
Thyroid receptor binding	-	0.6401	64.01%
Glucocorticoid receptor binding	-	0.4871	48.71%
Aromatase binding	-	0.8833	88.33%
PPAR gamma	-	0.6351	63.51%
Honey bee toxicity	-	0.9162	91.62%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	-	0.8095	80.95%

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	96.79%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.38%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.91%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.96%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.47%	85.14%
CHEMBL4208	P20618	Proteasome component C5	88.68%	90.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	85.78%	92.68%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.02%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.69%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.47%	86.33%
CHEMBL4581	P52732	Kinesin-like protein 1	83.03%	93.18%
CHEMBL3401	O75469	Pregnane X receptor	81.36%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.99%	86.92%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.96%	99.15%

Plants that contains it

• Toona ciliata

Cross-Links

• PubChem: 101534772
• LOTUS: LTS0257898
• wikiData: Q105014732