1-(2,6-Dihydroxyphenyl)tetradecan-1-one

Details

• Internal ID: 3799566c-cbcc-482c-8302-04dadda8df6e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-(2,6-dihydroxyphenyl)tetradecan-1-one
• SMILES (Canonical): CCCCCCCCCCCCCC(=O)C1=C(C=CC=C1O)O
• SMILES (Isomeric): CCCCCCCCCCCCCC(=O)C1=C(C=CC=C1O)O
• InChI: InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-14-17(21)20-18(22)15-13-16-19(20)23/h13,15-16,22-23H,2-12,14H2,1H3
• InChI Key: UGWAIUADKLHWOS-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 7.70
• Atomic LogP (AlogP): 5.98
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 13

Synonyms

• CHEMBL4126837
• Phen-1,3-diol, 2-tetradecanoyl-
• 1-(2,6-dihydroxyphenyl)tetradecan-1-one
• Dihydroxy phenyl tetradecyl ketone
• UGWAIUADKLHWOS-UHFFFAOYSA-N
• BDBM50274066
• 1-(2,6-Dihydroxyphenyl)-1-tetradecanone #

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9902	99.02%
Caco-2	+	0.7035	70.35%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8627	86.27%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.9138	91.38%
OATP1B3 inhibitior	+	0.9641	96.41%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5617	56.17%
P-glycoprotein inhibitior	-	0.7959	79.59%
P-glycoprotein substrate	-	0.8109	81.09%
CYP3A4 substrate	-	0.6657	66.57%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8096	80.96%
CYP3A4 inhibition	+	0.6994	69.94%
CYP2C9 inhibition	-	0.5741	57.41%
CYP2C19 inhibition	+	0.5491	54.91%
CYP2D6 inhibition	-	0.7650	76.50%
CYP1A2 inhibition	+	0.6691	66.91%
CYP2C8 inhibition	-	0.8162	81.62%
CYP inhibitory promiscuity	-	0.5166	51.66%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8034	80.34%
Carcinogenicity (trinary)	Non-required	0.7301	73.01%
Eye corrosion	-	0.9190	91.90%
Eye irritation	+	0.8293	82.93%
Skin irritation	+	0.6889	68.89%
Skin corrosion	-	0.6403	64.03%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4091	40.91%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.6192	61.92%
skin sensitisation	+	0.6807	68.07%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	-	0.5840	58.40%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.4580	45.80%
Acute Oral Toxicity (c)	III	0.5708	57.08%
Estrogen receptor binding	+	0.7502	75.02%
Androgen receptor binding	-	0.6766	67.66%
Thyroid receptor binding	+	0.7591	75.91%
Glucocorticoid receptor binding	+	0.5580	55.80%
Aromatase binding	-	0.5886	58.86%
PPAR gamma	+	0.9138	91.38%
Honey bee toxicity	-	0.9969	99.69%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	+	0.7359	73.59%
Fish aquatic toxicity	+	0.9889	98.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.52%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.67%	96.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	93.47%	92.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.12%	99.17%
CHEMBL230	P35354	Cyclooxygenase-2	90.47%	89.63%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.42%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.49%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.10%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	86.35%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.01%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.21%	99.23%

Plants that contains it

• Asclepias vestita
• Klasea sogdiana
• Knema austrosiamensis
• Myristica castaneifolia
• Myristica malabarica

Cross-Links

• PubChem: 586401
• NPASS: NPC228530
• LOTUS: LTS0054453
• wikiData: Q105272604