2,3,4,5-Tetramethoxycinnamyl alcohol

Details

• Internal ID: 5dbac5ec-f53d-44cb-8a73-e80e69b0c114
• Taxonomy: Phenylpropanoids and polyketides > Cinnamyl alcohols
• IUPAC Name: 3-(2,3,4,5-tetramethoxyphenyl)prop-2-en-1-ol
• InChI: InChI=1S/C13H18O5/c1-15-10-8-9(6-5-7-14)11(16-2)13(18-4)12(10)17-3/h5-6,8,14H,7H2,1-4H3
• InChI Key: PIRJYSSTGDRVTC-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈O₅
• Molecular Weight: 254.28 g/mol
• Exact Mass: 254.11542367 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9862	98.62%
Caco-2	+	0.8638	86.38%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7841	78.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8085	80.85%
OATP1B3 inhibitior	+	0.9687	96.87%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.4921	49.21%
P-glycoprotein inhibitior	-	0.9391	93.91%
P-glycoprotein substrate	-	0.9238	92.38%
CYP3A4 substrate	-	0.6375	63.75%
CYP2C9 substrate	-	0.5918	59.18%
CYP2D6 substrate	-	0.6860	68.60%
CYP3A4 inhibition	+	0.5417	54.17%
CYP2C9 inhibition	-	0.9546	95.46%
CYP2C19 inhibition	-	0.7418	74.18%
CYP2D6 inhibition	-	0.9218	92.18%
CYP1A2 inhibition	-	0.6323	63.23%
CYP2C8 inhibition	-	0.6829	68.29%
CYP inhibitory promiscuity	-	0.5952	59.52%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.7978	79.78%
Carcinogenicity (trinary)	Non-required	0.7268	72.68%
Eye corrosion	-	0.9136	91.36%
Eye irritation	+	0.7944	79.44%
Skin irritation	-	0.6441	64.41%
Skin corrosion	-	0.9607	96.07%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5462	54.62%
Micronuclear	-	0.7286	72.86%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	+	0.6116	61.16%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	-	0.7137	71.37%
Acute Oral Toxicity (c)	III	0.7167	71.67%
Estrogen receptor binding	+	0.7211	72.11%
Androgen receptor binding	-	0.7151	71.51%
Thyroid receptor binding	-	0.5428	54.28%
Glucocorticoid receptor binding	-	0.5371	53.71%
Aromatase binding	-	0.6549	65.49%
PPAR gamma	-	0.6789	67.89%
Honey bee toxicity	-	0.9444	94.44%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.7907	79.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.02%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.60%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.49%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.71%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.14%	86.33%
CHEMBL4208	P20618	Proteasome component C5	82.12%	90.00%
CHEMBL4355	O14976	Serine/threonine-protein kinase GAK	82.03%	89.32%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.21%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.70%	86.92%

Plants that contains it

• Licaria chrysophylla

Cross-Links

• PubChem: 129685333
• LOTUS: LTS0207252
• wikiData: Q105209666