(2R)-1,2-dihydroxyhenicosan-4-one

Details

• Internal ID: 808da1c7-9a6f-47f7-a363-55d8417b5f32
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Long-chain fatty alcohols
• IUPAC Name: (2R)-1,2-dihydroxyhenicosan-4-one
• SMILES (Canonical): CCCCCCCCCCCCCCCCCC(=O)CC(CO)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCC(=O)C[C@H](CO)O
• InChI: InChI=1S/C21H42O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)18-21(24)19-22/h21-22,24H,2-19H2,1H3/t21-/m1/s1
• InChI Key: YWDWIDGRXAGHGY-OAQYLSRUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₄₂O₃
• Molecular Weight: 342.60 g/mol
• Exact Mass: 342.31339520 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 5.56
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9677	96.77%
Caco-2	-	0.6097	60.97%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7636	76.36%
OATP2B1 inhibitior	-	0.8518	85.18%
OATP1B1 inhibitior	+	0.9247	92.47%
OATP1B3 inhibitior	+	0.9393	93.93%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7791	77.91%
BSEP inhibitior	-	0.7574	75.74%
P-glycoprotein inhibitior	-	0.8324	83.24%
P-glycoprotein substrate	-	0.8659	86.59%
CYP3A4 substrate	-	0.6466	64.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7867	78.67%
CYP3A4 inhibition	-	0.8930	89.30%
CYP2C9 inhibition	-	0.8272	82.72%
CYP2C19 inhibition	-	0.8661	86.61%
CYP2D6 inhibition	-	0.8493	84.93%
CYP1A2 inhibition	+	0.5351	53.51%
CYP2C8 inhibition	-	0.9541	95.41%
CYP inhibitory promiscuity	-	0.9444	94.44%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.7320	73.20%
Eye corrosion	-	0.9381	93.81%
Eye irritation	+	0.8893	88.93%
Skin irritation	-	0.8403	84.03%
Skin corrosion	-	0.9635	96.35%
Ames mutagenesis	-	0.9200	92.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5504	55.04%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.6489	64.89%
skin sensitisation	-	0.8136	81.36%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.9262	92.62%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.6432	64.32%
Acute Oral Toxicity (c)	IV	0.7670	76.70%
Estrogen receptor binding	-	0.8175	81.75%
Androgen receptor binding	-	0.8005	80.05%
Thyroid receptor binding	+	0.6453	64.53%
Glucocorticoid receptor binding	-	0.5071	50.71%
Aromatase binding	-	0.7856	78.56%
PPAR gamma	+	0.5989	59.89%
Honey bee toxicity	-	0.9840	98.40%
Biodegradation	+	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5656	56.56%
Fish aquatic toxicity	-	0.3652	36.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.96%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.28%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.82%	96.09%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	95.32%	97.29%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.21%	92.08%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	88.60%	85.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.97%	91.11%
CHEMBL230	P35354	Cyclooxygenase-2	85.60%	89.63%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.46%	92.86%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.61%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	83.19%	83.82%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.09%	96.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.36%	93.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.56%	97.25%
CHEMBL2885	P07451	Carbonic anhydrase III	80.02%	87.45%

Plants that contains it

• Persea americana

Cross-Links

• PubChem: 163194723
• LOTUS: LTS0169161
• wikiData: Q105366474