18,18,18-Trihydroxyoctadecanoic acid

Details

• Internal ID: 13ab8d76-485e-49b7-a66f-f6a12d94df1c
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: 18,18,18-trihydroxyoctadecanoic acid
• SMILES (Canonical): C(CCCCCCCCC(O)(O)O)CCCCCCCC(=O)O
• SMILES (Isomeric): C(CCCCCCCCC(O)(O)O)CCCCCCCC(=O)O
• InChI: InChI=1S/C18H36O5/c19-17(20)15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18(21,22)23/h21-23H,1-16H2,(H,19,20)
• InChI Key: OYZZJAQBPGMCDN-UHFFFAOYSA-N
• Popularity: 14 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₆O₅
• Molecular Weight: 332.50 g/mol
• Exact Mass: 332.25627424 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 3.94
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 17

Synonyms

• OYZZJAQBPGMCDN-UHFFFAOYSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7426	74.26%
Caco-2	-	0.6578	65.78%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8875	88.75%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.9421	94.21%
OATP1B3 inhibitior	+	0.9467	94.67%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7767	77.67%
P-glycoprotein inhibitior	-	0.8700	87.00%
P-glycoprotein substrate	-	0.9627	96.27%
CYP3A4 substrate	-	0.7144	71.44%
CYP2C9 substrate	+	0.6532	65.32%
CYP2D6 substrate	-	0.8621	86.21%
CYP3A4 inhibition	-	0.9525	95.25%
CYP2C9 inhibition	-	0.8880	88.80%
CYP2C19 inhibition	-	0.9186	91.86%
CYP2D6 inhibition	-	0.9612	96.12%
CYP1A2 inhibition	-	0.8134	81.34%
CYP2C8 inhibition	-	0.9596	95.96%
CYP inhibitory promiscuity	-	0.9830	98.30%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7935	79.35%
Carcinogenicity (trinary)	Non-required	0.7004	70.04%
Eye corrosion	-	0.6789	67.89%
Eye irritation	+	0.9037	90.37%
Skin irritation	-	0.7472	74.72%
Skin corrosion	-	0.8910	89.10%
Ames mutagenesis	-	0.9400	94.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3746	37.46%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5924	59.24%
skin sensitisation	-	0.8397	83.97%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	-	0.6618	66.18%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6502	65.02%
Acute Oral Toxicity (c)	III	0.5982	59.82%
Estrogen receptor binding	-	0.6723	67.23%
Androgen receptor binding	-	0.9048	90.48%
Thyroid receptor binding	+	0.5585	55.85%
Glucocorticoid receptor binding	-	0.5821	58.21%
Aromatase binding	-	0.6629	66.29%
PPAR gamma	+	0.8144	81.44%
Honey bee toxicity	-	0.9808	98.08%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.7168	71.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.85%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.60%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.60%	99.17%
CHEMBL2581	P07339	Cathepsin D	87.21%	98.95%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	86.63%	92.26%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.43%	91.11%
CHEMBL1781	P11387	DNA topoisomerase I	81.17%	97.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 57172986
• LOTUS: LTS0044496
• wikiData: Q105203646