(E)-4-[4-[(E)-3-hydroxyprop-1-enyl]phenoxy]-2-methylbut-2-en-1-ol

Details

• Internal ID: 31f3a598-a501-4a14-9421-8bf2cb35c66b
• Taxonomy: Phenylpropanoids and polyketides > Cinnamyl alcohols
• IUPAC Name: (E)-4-[4-[(E)-3-hydroxyprop-1-enyl]phenoxy]-2-methylbut-2-en-1-ol
• SMILES (Canonical): CC(=CCOC1=CC=C(C=C1)C=CCO)CO
• SMILES (Isomeric): C/C(=C\COC1=CC=C(C=C1)/C=C/CO)/CO
• InChI: InChI=1S/C14H18O3/c1-12(11-16)8-10-17-14-6-4-13(5-7-14)3-2-9-15/h2-8,15-16H,9-11H2,1H3/b3-2+,12-8+
• InChI Key: HBYDSAUNWMQLKR-NQPRBDNZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₃
• Molecular Weight: 234.29 g/mol
• Exact Mass: 234.125594432 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.01
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9893	98.93%
Caco-2	+	0.8456	84.56%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8086	80.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9201	92.01%
OATP1B3 inhibitior	+	0.9301	93.01%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6079	60.79%
P-glycoprotein inhibitior	-	0.9663	96.63%
P-glycoprotein substrate	-	0.9368	93.68%
CYP3A4 substrate	-	0.5407	54.07%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.7169	71.69%
CYP3A4 inhibition	-	0.5069	50.69%
CYP2C9 inhibition	-	0.7310	73.10%
CYP2C19 inhibition	+	0.5406	54.06%
CYP2D6 inhibition	-	0.7796	77.96%
CYP1A2 inhibition	+	0.6343	63.43%
CYP2C8 inhibition	-	0.7197	71.97%
CYP inhibitory promiscuity	+	0.6486	64.86%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7488	74.88%
Carcinogenicity (trinary)	Non-required	0.5738	57.38%
Eye corrosion	-	0.9495	94.95%
Eye irritation	+	0.7727	77.27%
Skin irritation	-	0.6950	69.50%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4305	43.05%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	+	0.5246	52.46%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.5059	50.59%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.5060	50.60%
Acute Oral Toxicity (c)	III	0.8076	80.76%
Estrogen receptor binding	+	0.7799	77.99%
Androgen receptor binding	+	0.7829	78.29%
Thyroid receptor binding	-	0.6517	65.17%
Glucocorticoid receptor binding	-	0.4635	46.35%
Aromatase binding	+	0.7148	71.48%
PPAR gamma	+	0.7522	75.22%
Honey bee toxicity	-	0.9403	94.03%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9803	98.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2039	P27338	Monoamine oxidase B	95.79%	92.51%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.92%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.92%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.01%	99.17%
CHEMBL4208	P20618	Proteasome component C5	89.84%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.72%	86.33%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	89.30%	91.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.59%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	85.77%	94.73%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.39%	96.12%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.82%	90.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.29%	95.56%

Plants that contains it

• Zanthoxylum integrifoliolum
• Zanthoxylum schinifolium

Cross-Links

• PubChem: 132535187
• LOTUS: LTS0171016
• wikiData: Q105025539