Citrinoviric acid

Details

• Internal ID: d58ebf73-f087-468b-9596-b15d6c742797
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Acetals > Ketals
• IUPAC Name: (2R,4R)-2,4-dimethyl-5-oxo-4-[(E)-3-oxooct-6-enyl]-1,3-dioxolane-2-carboxylic acid
• SMILES (Canonical): CC=CCCC(=O)CCC1(C(=O)OC(O1)(C)C(=O)O)C
• SMILES (Isomeric): C/C=C/CCC(=O)CC[C@@]1(C(=O)O[C@](O1)(C)C(=O)O)C
• InChI: InChI=1S/C14H20O6/c1-4-5-6-7-10(15)8-9-13(2)12(18)19-14(3,20-13)11(16)17/h4-5H,6-9H2,1-3H3,(H,16,17)/b5-4+/t13-,14+/m1/s1
• InChI Key: HSRPYTSFTHJNOE-WEHDMVHDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₆
• Molecular Weight: 284.30 g/mol
• Exact Mass: 284.12598835 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

• (2R,4R)-2,4-dimethyl-5-oxo-4-[(E)-3-oxooct-6-enyl]-1,3-dioxolane-2-carboxylic acid
• (2R,4R)-2,4-dimethyl-5-oxo-4-((E)-3-oxooct-6-enyl)-1,3-dioxolane-2-carboxylic acid
• RefChem:126589
• CHEBI:210282

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9297	92.97%
Caco-2	+	0.7231	72.31%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7623	76.23%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.8209	82.09%
OATP1B3 inhibitior	+	0.8635	86.35%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8960	89.60%
P-glycoprotein inhibitior	-	0.9229	92.29%
P-glycoprotein substrate	-	0.8900	89.00%
CYP3A4 substrate	+	0.5183	51.83%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	-	0.8736	87.36%
CYP3A4 inhibition	-	0.8213	82.13%
CYP2C9 inhibition	-	0.9292	92.92%
CYP2C19 inhibition	-	0.9250	92.50%
CYP2D6 inhibition	-	0.9620	96.20%
CYP1A2 inhibition	-	0.7933	79.33%
CYP2C8 inhibition	-	0.8828	88.28%
CYP inhibitory promiscuity	-	0.9843	98.43%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.5862	58.62%
Eye corrosion	-	0.9743	97.43%
Eye irritation	-	0.9231	92.31%
Skin irritation	+	0.5930	59.30%
Skin corrosion	-	0.8752	87.52%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6543	65.43%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8352	83.52%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.8415	84.15%
Acute Oral Toxicity (c)	III	0.6227	62.27%
Estrogen receptor binding	+	0.5369	53.69%
Androgen receptor binding	-	0.6558	65.58%
Thyroid receptor binding	-	0.6765	67.65%
Glucocorticoid receptor binding	+	0.5470	54.70%
Aromatase binding	-	0.5786	57.86%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9609	96.09%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9479	94.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.71%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.05%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.58%	95.56%
CHEMBL2581	P07339	Cathepsin D	81.91%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	81.83%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.12%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 72945800
• LOTUS: LTS0000078
• wikiData: Q77519708