4-[Hydroxy(methoxy)methyl]-5-(hydroxymethyl)-2-methylpyridin-3-ol

Details

• Internal ID: 1cb0da75-27f6-44b2-8036-c6c23f607940
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Pyridoxines
• IUPAC Name: 4-[hydroxy(methoxy)methyl]-5-(hydroxymethyl)-2-methylpyridin-3-ol
• SMILES (Canonical): CC1=NC=C(C(=C1O)C(O)OC)CO
• SMILES (Isomeric): CC1=NC=C(C(=C1O)C(O)OC)CO
• InChI: InChI=1S/C9H13NO4/c1-5-8(12)7(9(13)14-2)6(4-11)3-10-5/h3,9,11-13H,4H2,1-2H3
• InChI Key: UMXCNTAFJHRJRE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₃NO₄
• Molecular Weight: 199.20 g/mol
• Exact Mass: 199.08445790 g/mol
• Topological Polar Surface Area (TPSA): 82.80 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 0.23
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6118	61.18%
Caco-2	-	0.8249	82.49%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6464	64.64%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.8646	86.46%
OATP1B3 inhibitior	+	0.9536	95.36%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9407	94.07%
P-glycoprotein inhibitior	-	0.9544	95.44%
P-glycoprotein substrate	-	0.9134	91.34%
CYP3A4 substrate	-	0.5368	53.68%
CYP2C9 substrate	-	0.8144	81.44%
CYP2D6 substrate	-	0.8491	84.91%
CYP3A4 inhibition	-	0.8547	85.47%
CYP2C9 inhibition	-	0.9047	90.47%
CYP2C19 inhibition	-	0.8530	85.30%
CYP2D6 inhibition	-	0.8775	87.75%
CYP1A2 inhibition	-	0.8652	86.52%
CYP2C8 inhibition	-	0.7199	71.99%
CYP inhibitory promiscuity	-	0.6051	60.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8826	88.26%
Carcinogenicity (trinary)	Non-required	0.7416	74.16%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.7662	76.62%
Skin irritation	-	0.8048	80.48%
Skin corrosion	-	0.9478	94.78%
Ames mutagenesis	-	0.5944	59.44%
Human Ether-a-go-go-Related Gene inhibition	-	0.4232	42.32%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.8321	83.21%
skin sensitisation	-	0.8537	85.37%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7488	74.88%
Acute Oral Toxicity (c)	III	0.5466	54.66%
Estrogen receptor binding	-	0.7992	79.92%
Androgen receptor binding	-	0.8855	88.55%
Thyroid receptor binding	-	0.6552	65.52%
Glucocorticoid receptor binding	-	0.8214	82.14%
Aromatase binding	-	0.6641	66.41%
PPAR gamma	-	0.7329	73.29%
Honey bee toxicity	-	0.9331	93.31%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	-	0.9170	91.70%

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	96.09%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.97%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.83%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.39%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	88.44%	94.73%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	86.27%	93.10%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.19%	99.17%
CHEMBL2885	P07451	Carbonic anhydrase III	83.78%	87.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.52%	99.15%
CHEMBL2581	P07339	Cathepsin D	83.49%	98.95%
CHEMBL4208	P20618	Proteasome component C5	83.32%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.97%	96.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.61%	93.65%

Plants that contains it

• Ginkgo biloba

Cross-Links

• PubChem: 134403
• LOTUS: LTS0233242
• wikiData: Q105275797