1,3-Dihydroxypentane-1,3,5-tricarboxylic acid

Details

• Internal ID: 03f469e2-64a6-44c4-b128-027681584890
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: 1,3-dihydroxypentane-1,3,5-tricarboxylic acid
• SMILES (Canonical): C(CC(CC(C(=O)O)O)(C(=O)O)O)C(=O)O
• SMILES (Isomeric): C(CC(CC(C(=O)O)O)(C(=O)O)O)C(=O)O
• InChI: InChI=1S/C8H12O8/c9-4(6(12)13)3-8(16,7(14)15)2-1-5(10)11/h4,9,16H,1-3H2,(H,10,11)(H,12,13)(H,14,15)
• InChI Key: CQBQTNMBPLCAHQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₂O₈
• Molecular Weight: 236.18 g/mol
• Exact Mass: 236.05321734 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -1.50
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

• DTXSID20434949
• 2-C-(2-Carboxyethyl)-3-deoxypentaric acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7423	74.23%
Caco-2	-	0.9637	96.37%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8018	80.18%
OATP2B1 inhibitior	-	0.8505	85.05%
OATP1B1 inhibitior	+	0.9157	91.57%
OATP1B3 inhibitior	+	0.9535	95.35%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9774	97.74%
P-glycoprotein inhibitior	-	0.9856	98.56%
P-glycoprotein substrate	-	0.9693	96.93%
CYP3A4 substrate	-	0.6857	68.57%
CYP2C9 substrate	-	0.5865	58.65%
CYP2D6 substrate	-	0.8460	84.60%
CYP3A4 inhibition	-	0.8874	88.74%
CYP2C9 inhibition	-	0.8942	89.42%
CYP2C19 inhibition	-	0.9089	90.89%
CYP2D6 inhibition	-	0.9481	94.81%
CYP1A2 inhibition	-	0.8382	83.82%
CYP2C8 inhibition	-	0.9757	97.57%
CYP inhibitory promiscuity	-	0.9889	98.89%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8330	83.30%
Carcinogenicity (trinary)	Non-required	0.7035	70.35%
Eye corrosion	-	0.8987	89.87%
Eye irritation	-	0.4930	49.30%
Skin irritation	-	0.6539	65.39%
Skin corrosion	-	0.8977	89.77%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8759	87.59%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8874	88.74%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.8556	85.56%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7693	76.93%
Acute Oral Toxicity (c)	III	0.6757	67.57%
Estrogen receptor binding	-	0.6932	69.32%
Androgen receptor binding	-	0.7269	72.69%
Thyroid receptor binding	-	0.8592	85.92%
Glucocorticoid receptor binding	-	0.5362	53.62%
Aromatase binding	-	0.7558	75.58%
PPAR gamma	-	0.8618	86.18%
Honey bee toxicity	-	0.8831	88.31%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.9353	93.53%
Fish aquatic toxicity	-	0.6984	69.84%

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	95.65%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.69%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.41%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.01%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.27%	99.17%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	82.97%	92.26%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.21%	100.00%

Plants that contains it

• Cereus repandus

Cross-Links

• PubChem: 10059997
• LOTUS: LTS0248878
• wikiData: Q82249565