(1R,2R)-1-(4-hydroxy-3-methoxyphenyl)butane-1,2-diol

Details

• Internal ID: 9f0f9cbb-abcb-40ab-9b56-80e4ead55724
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: (1R,2R)-1-(4-hydroxy-3-methoxyphenyl)butane-1,2-diol
• InChI: InChI=1S/C11H16O4/c1-3-8(12)11(14)7-4-5-9(13)10(6-7)15-2/h4-6,8,11-14H,3H2,1-2H3/t8-,11-/m1/s1
• InChI Key: WEYBJTXBQFMRLB-LDYMZIIASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₆O₄
• Molecular Weight: 212.24 g/mol
• Exact Mass: 212.10485899 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.21
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9773	97.73%
Caco-2	-	0.7650	76.50%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8433	84.33%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.9033	90.33%
OATP1B3 inhibitior	+	0.9594	95.94%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9472	94.72%
P-glycoprotein inhibitior	-	0.9636	96.36%
P-glycoprotein substrate	-	0.8673	86.73%
CYP3A4 substrate	-	0.7112	71.12%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	+	0.4300	43.00%
CYP3A4 inhibition	-	0.9529	95.29%
CYP2C9 inhibition	-	0.9113	91.13%
CYP2C19 inhibition	-	0.8083	80.83%
CYP2D6 inhibition	-	0.8997	89.97%
CYP1A2 inhibition	-	0.7996	79.96%
CYP2C8 inhibition	-	0.8273	82.73%
CYP inhibitory promiscuity	-	0.9001	90.01%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8007	80.07%
Carcinogenicity (trinary)	Non-required	0.6060	60.60%
Eye corrosion	-	0.8888	88.88%
Eye irritation	-	0.8688	86.88%
Skin irritation	-	0.5536	55.36%
Skin corrosion	-	0.8290	82.90%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5812	58.12%
Micronuclear	-	0.5323	53.23%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	+	0.6245	62.45%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.8544	85.44%
Acute Oral Toxicity (c)	III	0.7954	79.54%
Estrogen receptor binding	-	0.5074	50.74%
Androgen receptor binding	-	0.7390	73.90%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5548	55.48%
Aromatase binding	-	0.8162	81.62%
PPAR gamma	-	0.6475	64.75%
Honey bee toxicity	-	0.9463	94.63%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7181	71.81%

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	97.37%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.20%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.11%	98.95%
CHEMBL4208	P20618	Proteasome component C5	90.75%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.43%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.93%	86.33%
CHEMBL2535	P11166	Glucose transporter	87.73%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.46%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.99%	96.00%
CHEMBL1255126	O15151	Protein Mdm4	84.82%	90.20%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.89%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.87%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.74%	99.15%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.65%	90.24%

Plants that contains it

• Zingiber montanum

Cross-Links

• PubChem: 51040167
• LOTUS: LTS0100438
• wikiData: Q105303661