1,2-Benzenediol, 4-((1E)-3-hydroxy-1-propenyl)-

Details

• Internal ID: 8c975e4d-7e0e-42bc-a412-bd2fe95a600a
• Taxonomy: Phenylpropanoids and polyketides > Cinnamyl alcohols
• IUPAC Name: 4-(3-hydroxyprop-1-enyl)benzene-1,2-diol
• InChI: InChI=1S/C9H10O3/c10-5-1-2-7-3-4-8(11)9(12)6-7/h1-4,6,10-12H,5H2
• InChI Key: ZCKDCRKBURQZPT-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₀O₃
• Molecular Weight: 166.17 g/mol
• Exact Mass: 166.062994177 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.10
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• SpecPlus_000534
• Spectrum2_001614
• Spectrum4_001917
• KBioGR_002541
• KBioSS_002174
• DivK1c_006630
• SPBio_001647
• 1,2-Benzenediol, 4-[(1E)-3-hydroxy-1-propenyl]-
• KBio1_001574
• KBio2_002174
• KBio2_004742
• KBio2_007310
• DTXSID20326956
• AKOS017514907
• Q27158873

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9875	98.75%
Caco-2	+	0.6450	64.50%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7940	79.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9372	93.72%
OATP1B3 inhibitior	+	0.9662	96.62%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9395	93.95%
P-glycoprotein inhibitior	-	0.9880	98.80%
P-glycoprotein substrate	-	0.9895	98.95%
CYP3A4 substrate	-	0.7552	75.52%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.7461	74.61%
CYP3A4 inhibition	-	0.7944	79.44%
CYP2C9 inhibition	-	0.8600	86.00%
CYP2C19 inhibition	-	0.8171	81.71%
CYP2D6 inhibition	-	0.9436	94.36%
CYP1A2 inhibition	-	0.5491	54.91%
CYP2C8 inhibition	-	0.8587	85.87%
CYP inhibitory promiscuity	-	0.5815	58.15%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.7630	76.30%
Carcinogenicity (trinary)	Non-required	0.6000	60.00%
Eye corrosion	-	0.6889	68.89%
Eye irritation	+	0.9962	99.62%
Skin irritation	+	0.7306	73.06%
Skin corrosion	-	0.5358	53.58%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8644	86.44%
Micronuclear	-	0.5219	52.19%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	+	0.9596	95.96%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.7303	73.03%
Acute Oral Toxicity (c)	III	0.6783	67.83%
Estrogen receptor binding	-	0.6398	63.98%
Androgen receptor binding	+	0.7411	74.11%
Thyroid receptor binding	-	0.5494	54.94%
Glucocorticoid receptor binding	-	0.6175	61.75%
Aromatase binding	-	0.7800	78.00%
PPAR gamma	+	0.5780	57.80%
Honey bee toxicity	-	0.9412	94.12%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8623	86.23%

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	98.88%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.69%	91.49%
CHEMBL3194	P02766	Transthyretin	90.58%	90.71%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	89.83%	91.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.81%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.29%	86.33%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.05%	96.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.50%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.87%	99.15%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.03%	80.78%
CHEMBL4208	P20618	Proteasome component C5	81.24%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.99%	99.17%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 361171
• LOTUS: LTS0266972
• wikiData: Q27158873