4-(3-Hydroxyprop-1-enyl)-2-(3-methylbuta-1,3-dienyl)phenol

Details

• Internal ID: 4af2eba6-c3d1-4f25-938c-3c2cd0589a98
• Taxonomy: Phenylpropanoids and polyketides > Cinnamyl alcohols
• IUPAC Name: 4-(3-hydroxyprop-1-enyl)-2-(3-methylbuta-1,3-dienyl)phenol
• InChI: InChI=1S/C14H16O2/c1-11(2)5-7-13-10-12(4-3-9-15)6-8-14(13)16/h3-8,10,15-16H,1,9H2,2H3
• InChI Key: XUVVFAZLBVTNQR-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₂
• Molecular Weight: 216.27 g/mol
• Exact Mass: 216.115029749 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.99
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.7529	75.29%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8146	81.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8781	87.81%
OATP1B3 inhibitior	+	0.9575	95.75%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.9533	95.33%
P-glycoprotein substrate	-	0.9247	92.47%
CYP3A4 substrate	-	0.6107	61.07%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.7490	74.90%
CYP3A4 inhibition	-	0.5329	53.29%
CYP2C9 inhibition	-	0.6357	63.57%
CYP2C19 inhibition	+	0.5553	55.53%
CYP2D6 inhibition	-	0.8905	89.05%
CYP1A2 inhibition	+	0.8351	83.51%
CYP2C8 inhibition	-	0.7288	72.88%
CYP inhibitory promiscuity	+	0.7812	78.12%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.6759	67.59%
Carcinogenicity (trinary)	Non-required	0.7338	73.38%
Eye corrosion	-	0.7173	71.73%
Eye irritation	+	0.9276	92.76%
Skin irritation	-	0.5570	55.70%
Skin corrosion	-	0.6176	61.76%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6030	60.30%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.6072	60.72%
skin sensitisation	+	0.9365	93.65%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	-	0.6380	63.80%
Acute Oral Toxicity (c)	III	0.5713	57.13%
Estrogen receptor binding	+	0.8737	87.37%
Androgen receptor binding	+	0.7238	72.38%
Thyroid receptor binding	+	0.7129	71.29%
Glucocorticoid receptor binding	+	0.6292	62.92%
Aromatase binding	+	0.7229	72.29%
PPAR gamma	+	0.8269	82.69%
Honey bee toxicity	-	0.9286	92.86%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9460	94.60%

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	98.96%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.68%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.24%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.89%	96.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	87.10%	98.11%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.66%	91.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.62%	95.56%
CHEMBL3194	P02766	Transthyretin	86.37%	90.71%
CHEMBL2581	P07339	Cathepsin D	86.05%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	84.79%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.56%	89.00%
CHEMBL242	Q92731	Estrogen receptor beta	83.33%	98.35%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.57%	99.17%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.84%	80.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.20%	94.45%

Plants that contains it

• Coleonema pulchellum

Cross-Links

• PubChem: 85742021
• LOTUS: LTS0079879
• wikiData: Q105342621