(Z)-4-hydroxy-1-[3-hydroxy-2-(hydroxymethyl)phenyl]pent-1-en-3-one

Details

• Internal ID: 9bd847c7-f5bf-4c8c-9f43-72666b57a233
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives
• IUPAC Name: (Z)-4-hydroxy-1-[3-hydroxy-2-(hydroxymethyl)phenyl]pent-1-en-3-one
• SMILES (Canonical): CC(C(=O)C=CC1=C(C(=CC=C1)O)CO)O
• SMILES (Isomeric): CC(C(=O)/C=C\C1=C(C(=CC=C1)O)CO)O
• InChI: InChI=1S/C12H14O4/c1-8(14)11(15)6-5-9-3-2-4-12(16)10(9)7-13/h2-6,8,13-14,16H,7H2,1H3/b6-5-
• InChI Key: IFWNTXRIQDWBMQ-WAYWQWQTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₄
• Molecular Weight: 222.24 g/mol
• Exact Mass: 222.08920892 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.85
• 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	+	0.9726	97.26%
Caco-2	+	0.6516	65.16%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7080	70.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8502	85.02%
OATP1B3 inhibitior	+	0.9732	97.32%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8838	88.38%
BSEP inhibitior	-	0.8252	82.52%
P-glycoprotein inhibitior	-	0.9811	98.11%
P-glycoprotein substrate	-	0.8297	82.97%
CYP3A4 substrate	-	0.6072	60.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8325	83.25%
CYP3A4 inhibition	-	0.6722	67.22%
CYP2C9 inhibition	-	0.7484	74.84%
CYP2C19 inhibition	-	0.8750	87.50%
CYP2D6 inhibition	-	0.9494	94.94%
CYP1A2 inhibition	+	0.5206	52.06%
CYP2C8 inhibition	-	0.9002	90.02%
CYP inhibitory promiscuity	-	0.6132	61.32%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.8450	84.50%
Carcinogenicity (trinary)	Non-required	0.8012	80.12%
Eye corrosion	-	0.9363	93.63%
Eye irritation	+	0.8743	87.43%
Skin irritation	+	0.5190	51.90%
Skin corrosion	-	0.8600	86.00%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8130	81.30%
Micronuclear	-	0.5660	56.60%
Hepatotoxicity	-	0.6572	65.72%
skin sensitisation	+	0.8274	82.74%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7745	77.45%
Acute Oral Toxicity (c)	III	0.7386	73.86%
Estrogen receptor binding	-	0.5963	59.63%
Androgen receptor binding	-	0.6121	61.21%
Thyroid receptor binding	+	0.5644	56.44%
Glucocorticoid receptor binding	+	0.6192	61.92%
Aromatase binding	+	0.5744	57.44%
PPAR gamma	-	0.5113	51.13%
Honey bee toxicity	-	0.9678	96.78%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.8831	88.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.46%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.48%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.43%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.62%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.58%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.46%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	88.01%	94.73%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.37%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.33%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.37%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.87%	89.00%
CHEMBL1907588	P02708	Acetylcholine receptor; alpha1/beta1/delta/gamma	80.16%	98.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101417746
• LOTUS: LTS0002225
• wikiData: Q105112435