5-[14-(3-Hydroxy-5-methoxyphenyl)tetradec-6-enyl]benzene-1,3-diol

Details

• Internal ID: 0b5fe69e-7f26-42eb-a43e-6beec34094ee
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 5-[14-(3-hydroxy-5-methoxyphenyl)tetradec-6-enyl]benzene-1,3-diol
• SMILES (Canonical): COC1=CC(=CC(=C1)O)CCCCCCCC=CCCCCCC2=CC(=CC(=C2)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1)O)CCCCCCCC=CCCCCCC2=CC(=CC(=C2)O)O
• InChI: InChI=1S/C27H38O4/c1-31-27-19-23(18-26(30)21-27)15-13-11-9-7-5-3-2-4-6-8-10-12-14-22-16-24(28)20-25(29)17-22/h2,4,16-21,28-30H,3,5-15H2,1H3
• InChI Key: VYFXHPXTNRHEPV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₈O₄
• Molecular Weight: 426.60 g/mol
• Exact Mass: 426.27700969 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 8.60
• Atomic LogP (AlogP): 7.05
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9343	93.43%
Caco-2	-	0.5806	58.06%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8293	82.93%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.7914	79.14%
OATP1B3 inhibitior	+	0.9575	95.75%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7838	78.38%
BSEP inhibitior	+	0.9275	92.75%
P-glycoprotein inhibitior	+	0.8486	84.86%
P-glycoprotein substrate	-	0.8256	82.56%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	0.6124	61.24%
CYP2D6 substrate	+	0.4311	43.11%
CYP3A4 inhibition	+	0.8017	80.17%
CYP2C9 inhibition	+	0.6621	66.21%
CYP2C19 inhibition	+	0.7919	79.19%
CYP2D6 inhibition	-	0.7760	77.60%
CYP1A2 inhibition	+	0.7766	77.66%
CYP2C8 inhibition	+	0.5477	54.77%
CYP inhibitory promiscuity	+	0.8616	86.16%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7505	75.05%
Carcinogenicity (trinary)	Non-required	0.6383	63.83%
Eye corrosion	-	0.9775	97.75%
Eye irritation	-	0.7072	70.72%
Skin irritation	-	0.7692	76.92%
Skin corrosion	-	0.9058	90.58%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8845	88.45%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7967	79.67%
skin sensitisation	-	0.7992	79.92%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5164	51.64%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.7199	71.99%
Acute Oral Toxicity (c)	III	0.6986	69.86%
Estrogen receptor binding	+	0.8688	86.88%
Androgen receptor binding	+	0.6402	64.02%
Thyroid receptor binding	+	0.6203	62.03%
Glucocorticoid receptor binding	+	0.7228	72.28%
Aromatase binding	+	0.6629	66.29%
PPAR gamma	+	0.7351	73.51%
Honey bee toxicity	-	0.9309	93.09%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6662	66.62%
Fish aquatic toxicity	+	0.9776	97.76%

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	97.10%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.68%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.70%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.53%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	87.62%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.43%	86.33%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	85.67%	92.08%
CHEMBL4208	P20618	Proteasome component C5	85.52%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.71%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.10%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.23%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.76%	94.45%

Plants that contains it

• Grevillea robusta

Cross-Links

• PubChem: 162855655
• LOTUS: LTS0004058
• wikiData: Q105298967