5-[3-Hydroxy-2-(methoxymethyl)phenyl]pent-4-ene-2,3-diol

Details

• Internal ID: ba792197-558b-40d6-91d2-d8d8e56bf32c
• Taxonomy: Phenylpropanoids and polyketides > Cinnamyl alcohols
• IUPAC Name: 5-[3-hydroxy-2-(methoxymethyl)phenyl]pent-4-ene-2,3-diol
• InChI: InChI=1S/C13H18O4/c1-9(14)12(15)7-6-10-4-3-5-13(16)11(10)8-17-2/h3-7,9,12,14-16H,8H2,1-2H3
• InChI Key: OACLBOXVALMZFJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈O₄
• Molecular Weight: 238.28 g/mol
• Exact Mass: 238.12050905 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.29
• H-Bond Acceptor: 4
• 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	+	0.9693	96.93%
Caco-2	+	0.5630	56.30%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8188	81.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8355	83.55%
OATP1B3 inhibitior	+	0.9683	96.83%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8721	87.21%
P-glycoprotein inhibitior	-	0.9687	96.87%
P-glycoprotein substrate	-	0.8611	86.11%
CYP3A4 substrate	-	0.5313	53.13%
CYP2C9 substrate	-	0.6007	60.07%
CYP2D6 substrate	-	0.7470	74.70%
CYP3A4 inhibition	-	0.7886	78.86%
CYP2C9 inhibition	-	0.8373	83.73%
CYP2C19 inhibition	-	0.7999	79.99%
CYP2D6 inhibition	-	0.8528	85.28%
CYP1A2 inhibition	+	0.6690	66.90%
CYP2C8 inhibition	-	0.6403	64.03%
CYP inhibitory promiscuity	-	0.8478	84.78%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8283	82.83%
Carcinogenicity (trinary)	Non-required	0.6604	66.04%
Eye corrosion	-	0.9428	94.28%
Eye irritation	-	0.7466	74.66%
Skin irritation	-	0.7437	74.37%
Skin corrosion	-	0.9033	90.33%
Ames mutagenesis	-	0.6837	68.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7774	77.74%
Micronuclear	-	0.5945	59.45%
Hepatotoxicity	-	0.5762	57.62%
skin sensitisation	+	0.6625	66.25%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.5861	58.61%
Acute Oral Toxicity (c)	III	0.7037	70.37%
Estrogen receptor binding	-	0.7544	75.44%
Androgen receptor binding	-	0.7271	72.71%
Thyroid receptor binding	-	0.5844	58.44%
Glucocorticoid receptor binding	-	0.6922	69.22%
Aromatase binding	-	0.8246	82.46%
PPAR gamma	-	0.6088	60.88%
Honey bee toxicity	-	0.8847	88.47%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9384	93.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.12%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.18%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.02%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.96%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.36%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	87.98%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.40%	96.00%
CHEMBL1937	Q92769	Histone deacetylase 2	86.86%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.44%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.33%	94.45%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.53%	90.24%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.50%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.85%	99.15%
CHEMBL2535	P11166	Glucose transporter	83.24%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.83%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163065431
• LOTUS: LTS0271823
• wikiData: Q104193174