(2S)-3-[(1E,5E)-18-hydroxyoctadeca-1,5-dien-3-ynoxy]propane-1,2-diol

Details

• Internal ID: 15b2ae4a-86c1-45ea-aa9f-0bfb10c25a98
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Long-chain fatty alcohols
• IUPAC Name: (2S)-3-[(1E,5E)-18-hydroxyoctadeca-1,5-dien-3-ynoxy]propane-1,2-diol
• SMILES (Canonical): C(CCCCCCO)CCCCCC=CC#CC=COCC(CO)O
• SMILES (Isomeric): C(CCCCCCO)CCCCC/C=C/C#C/C=C/OC[C@H](CO)O
• InChI: InChI=1S/C21H36O4/c22-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-25-20-21(24)19-23/h8,10,16,18,21-24H,1-7,9,11,13,15,17,19-20H2/b10-8+,18-16+/t21-/m0/s1
• InChI Key: RFZGOGUSGPXHFK-DMIGWYERSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₆O₄
• Molecular Weight: 352.50 g/mol
• Exact Mass: 352.26135963 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 3.71
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6497	64.97%
Caco-2	-	0.8518	85.18%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7892	78.92%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.8935	89.35%
OATP1B3 inhibitior	+	0.9537	95.37%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6672	66.72%
P-glycoprotein inhibitior	-	0.7282	72.82%
P-glycoprotein substrate	-	0.8652	86.52%
CYP3A4 substrate	+	0.5105	51.05%
CYP2C9 substrate	-	0.8071	80.71%
CYP2D6 substrate	-	0.7831	78.31%
CYP3A4 inhibition	-	0.8318	83.18%
CYP2C9 inhibition	-	0.8706	87.06%
CYP2C19 inhibition	-	0.8129	81.29%
CYP2D6 inhibition	-	0.9245	92.45%
CYP1A2 inhibition	-	0.7418	74.18%
CYP2C8 inhibition	-	0.8711	87.11%
CYP inhibitory promiscuity	-	0.9011	90.11%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.6740	67.40%
Eye corrosion	-	0.9247	92.47%
Eye irritation	-	0.6681	66.81%
Skin irritation	-	0.8493	84.93%
Skin corrosion	-	0.9539	95.39%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8799	87.99%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5595	55.95%
skin sensitisation	-	0.7204	72.04%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.9889	98.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7960	79.60%
Acute Oral Toxicity (c)	III	0.4868	48.68%
Estrogen receptor binding	+	0.6801	68.01%
Androgen receptor binding	-	0.7222	72.22%
Thyroid receptor binding	+	0.6476	64.76%
Glucocorticoid receptor binding	+	0.6264	62.64%
Aromatase binding	-	0.5684	56.84%
PPAR gamma	+	0.6005	60.05%
Honey bee toxicity	-	0.7767	77.67%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7760	77.60%
Fish aquatic toxicity	-	0.7089	70.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	94.01%	97.29%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.74%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.48%	96.09%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	86.97%	92.95%
CHEMBL2885	P07451	Carbonic anhydrase III	85.87%	87.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.78%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.64%	96.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.41%	92.86%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.63%	86.92%
CHEMBL2581	P07339	Cathepsin D	81.75%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101834988
• LOTUS: LTS0231688
• wikiData: Q104393718