5-[14-(3,5-Dihydroxy-4-methylphenyl)tetradec-8-enyl]-2-methylbenzene-1,3-diol

Details

• Internal ID: f6dcb28e-de30-4814-be9e-28b9b40b8ad8
• Taxonomy: Benzenoids > Phenols > Benzenediols > Resorcinols
• IUPAC Name: 5-[14-(3,5-dihydroxy-4-methylphenyl)tetradec-8-enyl]-2-methylbenzene-1,3-diol
• SMILES (Canonical): CC1=C(C=C(C=C1O)CCCCCCCC=CCCCCCC2=CC(=C(C(=C2)O)C)O)O
• SMILES (Isomeric): CC1=C(C=C(C=C1O)CCCCCCCC=CCCCCCC2=CC(=C(C(=C2)O)C)O)O
• InChI: InChI=1S/C28H40O4/c1-21-25(29)17-23(18-26(21)30)15-13-11-9-7-5-3-4-6-8-10-12-14-16-24-19-27(31)22(2)28(32)20-24/h3,5,17-20,29-32H,4,6-16H2,1-2H3
• InChI Key: QCHSYRBERBEGPD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₀O₄
• Molecular Weight: 440.60 g/mol
• Exact Mass: 440.29265975 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 9.00
• Atomic LogP (AlogP): 7.37
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9405	94.05%
Caco-2	-	0.6246	62.46%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8832	88.32%
OATP2B1 inhibitior	-	0.7147	71.47%
OATP1B1 inhibitior	+	0.7935	79.35%
OATP1B3 inhibitior	+	0.9607	96.07%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7588	75.88%
BSEP inhibitior	+	0.8572	85.72%
P-glycoprotein inhibitior	+	0.8277	82.77%
P-glycoprotein substrate	-	0.9312	93.12%
CYP3A4 substrate	-	0.5671	56.71%
CYP2C9 substrate	-	0.7928	79.28%
CYP2D6 substrate	+	0.3567	35.67%
CYP3A4 inhibition	+	0.8360	83.60%
CYP2C9 inhibition	+	0.8340	83.40%
CYP2C19 inhibition	+	0.7777	77.77%
CYP2D6 inhibition	-	0.7100	71.00%
CYP1A2 inhibition	+	0.8552	85.52%
CYP2C8 inhibition	-	0.8040	80.40%
CYP inhibitory promiscuity	+	0.8819	88.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7562	75.62%
Carcinogenicity (trinary)	Non-required	0.7413	74.13%
Eye corrosion	-	0.9689	96.89%
Eye irritation	-	0.7209	72.09%
Skin irritation	-	0.7346	73.46%
Skin corrosion	-	0.6634	66.34%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8221	82.21%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.7266	72.66%
skin sensitisation	-	0.5348	53.48%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8332	83.32%
Acute Oral Toxicity (c)	III	0.7191	71.91%
Estrogen receptor binding	+	0.9058	90.58%
Androgen receptor binding	+	0.7678	76.78%
Thyroid receptor binding	+	0.5790	57.90%
Glucocorticoid receptor binding	+	0.6697	66.97%
Aromatase binding	+	0.6629	66.29%
PPAR gamma	+	0.7877	78.77%
Honey bee toxicity	-	0.9735	97.35%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.7062	70.62%
Fish aquatic toxicity	+	0.9963	99.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.07%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.01%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.59%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	89.55%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.03%	96.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.31%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.08%	95.56%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.07%	90.24%
CHEMBL4208	P20618	Proteasome component C5	81.58%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.54%	86.33%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	81.26%	98.11%
CHEMBL5805	Q9NR97	Toll-like receptor 8	81.14%	96.25%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	80.63%	92.08%

Plants that contains it

• Grevillea glauca

Cross-Links

• PubChem: 162905700
• LOTUS: LTS0037274
• wikiData: Q105218235