Farnesylhydrochinon

Details

• Internal ID: 6dbe05a4-ec3a-4142-b05c-d6cd009512f1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-(3,7,11-trimethyldodeca-2,6,10-trienyl)benzene-1,4-diol
• SMILES (Canonical): CC(=CCCC(=CCCC(=CCC1=C(C=CC(=C1)O)O)C)C)C
• SMILES (Isomeric): CC(=CCCC(=CCCC(=CCC1=C(C=CC(=C1)O)O)C)C)C
• InChI: InChI=1S/C21H30O2/c1-16(2)7-5-8-17(3)9-6-10-18(4)11-12-19-15-20(22)13-14-21(19)23/h7,9,11,13-15,22-23H,5-6,8,10,12H2,1-4H3
• InChI Key: KBCWHCBFYHSRRP-UHFFFAOYSA-N
• Popularity: 20 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₂
• Molecular Weight: 314.50 g/mol
• Exact Mass: 314.224580195 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 6.06
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

• SCHEMBL2943955
• DTXSID50708160

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.5333	53.33%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8162	81.62%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.9131	91.31%
OATP1B3 inhibitior	+	0.9168	91.68%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7671	76.71%
P-glycoprotein inhibitior	-	0.6503	65.03%
P-glycoprotein substrate	-	0.9029	90.29%
CYP3A4 substrate	-	0.6071	60.71%
CYP2C9 substrate	-	0.7887	78.87%
CYP2D6 substrate	+	0.3876	38.76%
CYP3A4 inhibition	+	0.6903	69.03%
CYP2C9 inhibition	+	0.5278	52.78%
CYP2C19 inhibition	+	0.6199	61.99%
CYP2D6 inhibition	-	0.7539	75.39%
CYP1A2 inhibition	+	0.8353	83.53%
CYP2C8 inhibition	-	0.7742	77.42%
CYP inhibitory promiscuity	+	0.8054	80.54%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7139	71.39%
Carcinogenicity (trinary)	Non-required	0.6806	68.06%
Eye corrosion	-	0.9285	92.85%
Eye irritation	-	0.6677	66.77%
Skin irritation	-	0.6375	63.75%
Skin corrosion	-	0.7649	76.49%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7300	73.00%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	+	0.7793	77.93%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6080	60.80%
Acute Oral Toxicity (c)	III	0.6035	60.35%
Estrogen receptor binding	+	0.7955	79.55%
Androgen receptor binding	+	0.6424	64.24%
Thyroid receptor binding	+	0.7063	70.63%
Glucocorticoid receptor binding	+	0.5741	57.41%
Aromatase binding	+	0.6272	62.72%
PPAR gamma	+	0.9054	90.54%
Honey bee toxicity	-	0.9181	91.81%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.46%	91.11%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	96.82%	92.08%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	92.93%	93.10%
CHEMBL3401	O75469	Pregnane X receptor	92.50%	94.73%
CHEMBL2581	P07339	Cathepsin D	92.22%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	88.03%	83.57%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.43%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.22%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.03%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.94%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.86%	99.15%
CHEMBL4208	P20618	Proteasome component C5	81.99%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.25%	95.56%

Plants that contains it

• Pteris denticulata

Cross-Links

• PubChem: 53985366
• LOTUS: LTS0229110
• wikiData: Q82642294