5,8-Dihydroxydodeca-2,6-dienoic acid

Details

• Internal ID: 266dcba1-faea-4dfa-a49a-0937dacfdc72
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Medium-chain hydroxy acids and derivatives
• IUPAC Name: 5,8-dihydroxydodeca-2,6-dienoic acid
• SMILES (Canonical): CCCCC(C=CC(CC=CC(=O)O)O)O
• SMILES (Isomeric): CCCCC(C=CC(CC=CC(=O)O)O)O
• InChI: InChI=1S/C12H20O4/c1-2-3-5-10(13)8-9-11(14)6-4-7-12(15)16/h4,7-11,13-14H,2-3,5-6H2,1H3,(H,15,16)
• InChI Key: SRRJJGCCMGAZQX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₀O₄
• Molecular Weight: 228.28 g/mol
• Exact Mass: 228.13615911 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9590	95.90%
Caco-2	-	0.6168	61.68%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7021	70.21%
OATP2B1 inhibitior	-	0.8524	85.24%
OATP1B1 inhibitior	+	0.9166	91.66%
OATP1B3 inhibitior	+	0.9226	92.26%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9030	90.30%
P-glycoprotein inhibitior	-	0.9771	97.71%
P-glycoprotein substrate	-	0.9080	90.80%
CYP3A4 substrate	-	0.6159	61.59%
CYP2C9 substrate	-	0.5995	59.95%
CYP2D6 substrate	-	0.8951	89.51%
CYP3A4 inhibition	-	0.9036	90.36%
CYP2C9 inhibition	-	0.9273	92.73%
CYP2C19 inhibition	-	0.9066	90.66%
CYP2D6 inhibition	-	0.9378	93.78%
CYP1A2 inhibition	+	0.5453	54.53%
CYP2C8 inhibition	-	0.9241	92.41%
CYP inhibitory promiscuity	-	0.9142	91.42%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7435	74.35%
Carcinogenicity (trinary)	Non-required	0.7385	73.85%
Eye corrosion	+	0.5065	50.65%
Eye irritation	-	0.5085	50.85%
Skin irritation	+	0.6043	60.43%
Skin corrosion	+	0.9202	92.02%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7281	72.81%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.6091	60.91%
skin sensitisation	-	0.6871	68.71%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.8533	85.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7229	72.29%
Acute Oral Toxicity (c)	III	0.7583	75.83%
Estrogen receptor binding	-	0.5687	56.87%
Androgen receptor binding	-	0.8029	80.29%
Thyroid receptor binding	-	0.5064	50.64%
Glucocorticoid receptor binding	+	0.7133	71.33%
Aromatase binding	-	0.6540	65.40%
PPAR gamma	-	0.6175	61.75%
Honey bee toxicity	-	0.9815	98.15%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7964	79.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	95.34%	90.17%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	94.67%	97.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.54%	99.17%
CHEMBL2581	P07339	Cathepsin D	91.00%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.62%	97.29%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.97%	93.56%
CHEMBL1907	P15144	Aminopeptidase N	86.15%	93.31%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.77%	96.09%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	85.67%	96.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.62%	100.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.38%	100.00%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	81.25%	91.81%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.21%	86.33%

Plants that contains it

• Aeollanthus buchnerianus

Cross-Links

• PubChem: 73996520
• LOTUS: LTS0007074
• wikiData: Q105259369