8-Hydroxyhexadecanedioic acid

Details

• Internal ID: 13c543e2-43cc-42cd-8a55-7f1a5d08660e
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: 8-hydroxyhexadecanedioic acid
• SMILES (Canonical): C(CCCC(CCCCCCC(=O)O)O)CCCC(=O)O
• SMILES (Isomeric): C(CCCC(CCCCCCC(=O)O)O)CCCC(=O)O
• InChI: InChI=1S/C16H30O5/c17-14(11-7-4-5-9-13-16(20)21)10-6-2-1-3-8-12-15(18)19/h14,17H,1-13H2,(H,18,19)(H,20,21)
• InChI Key: GZQVGXLMHGPBET-UHFFFAOYSA-N
• Popularity: 9 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₃₀O₅
• Molecular Weight: 302.41 g/mol
• Exact Mass: 302.20932405 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.59
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 15

Synonyms

• RefChem:1101088
• 8-HYDROXYHEXADECANEDIOIC ACID
• 38076-48-1
• Hexadecanedioic acid, 8-hydroxy-
• 9-hydroxy-hexadecan-1,16-dioic acid
• 8-hydroxyhexadecane dioic acid
• SCHEMBL22612709
• DTXSID10581613
• CHEBI:165390
• LMFA01170057

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7196	71.96%
Caco-2	-	0.6381	63.81%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.9236	92.36%
OATP2B1 inhibitior	-	0.8494	84.94%
OATP1B1 inhibitior	+	0.9674	96.74%
OATP1B3 inhibitior	+	0.9632	96.32%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7540	75.40%
P-glycoprotein inhibitior	-	0.8209	82.09%
P-glycoprotein substrate	-	0.9656	96.56%
CYP3A4 substrate	-	0.7082	70.82%
CYP2C9 substrate	+	0.5988	59.88%
CYP2D6 substrate	-	0.8337	83.37%
CYP3A4 inhibition	-	0.9591	95.91%
CYP2C9 inhibition	-	0.9395	93.95%
CYP2C19 inhibition	-	0.9662	96.62%
CYP2D6 inhibition	-	0.9695	96.95%
CYP1A2 inhibition	-	0.9201	92.01%
CYP2C8 inhibition	-	0.9921	99.21%
CYP inhibitory promiscuity	-	0.9885	98.85%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8135	81.35%
Carcinogenicity (trinary)	Non-required	0.7619	76.19%
Eye corrosion	+	0.7537	75.37%
Eye irritation	+	0.8661	86.61%
Skin irritation	-	0.8371	83.71%
Skin corrosion	-	0.9509	95.09%
Ames mutagenesis	-	0.9200	92.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3900	39.00%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.6071	60.71%
skin sensitisation	-	0.9296	92.96%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	-	0.8950	89.50%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6581	65.81%
Acute Oral Toxicity (c)	III	0.5783	57.83%
Estrogen receptor binding	-	0.5920	59.20%
Androgen receptor binding	-	0.9107	91.07%
Thyroid receptor binding	+	0.5654	56.54%
Glucocorticoid receptor binding	-	0.5289	52.89%
Aromatase binding	-	0.6008	60.08%
PPAR gamma	+	0.7373	73.73%
Honey bee toxicity	-	0.9703	97.03%
Biodegradation	+	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.4080	40.80%

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	96.49%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.23%	96.09%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	92.93%	92.26%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.46%	99.17%
CHEMBL2581	P07339	Cathepsin D	91.50%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.72%	91.11%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.91%	100.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.16%	95.17%
CHEMBL1781	P11387	DNA topoisomerase I	80.02%	97.00%

Plants that contains it

• Pinus radiata

Cross-Links

• PubChem: 16061042
• LOTUS: LTS0209821
• wikiData: Q82472804