3-Deoxyisoochracinic acid

Details

• Internal ID: 5dc6bceb-2e9c-4bc8-96a9-a018117336bf
• Taxonomy: Organoheterocyclic compounds > Isocoumarans
• IUPAC Name: 2-(4-hydroxy-1,3-dihydro-2-benzofuran-1-yl)acetic acid
• SMILES (Canonical): C1C2=C(C=CC=C2O)C(O1)CC(=O)O
• SMILES (Isomeric): C1C2=C(C=CC=C2O)C(O1)CC(=O)O
• InChI: InChI=1S/C10H10O4/c11-8-3-1-2-6-7(8)5-14-9(6)4-10(12)13/h1-3,9,11H,4-5H2,(H,12,13)
• InChI Key: WDZMAKLDQJGEFI-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₄
• Molecular Weight: 194.18 g/mol
• Exact Mass: 194.05790880 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.44
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 3-deoxoisoochracinic acid
• CHEMBL461824
• 2-(4-hydroxy-1,3-dihydro-2-benzofuran-1-yl)acetic acid
• InChI=1/C10H10O4/c11-8-3-1-2-6-7(8)5-14-9(6)4-10(12)13/h1-3,9,11H,4-5H2,(H,12,13

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	-	0.7298	72.98%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8025	80.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9498	94.98%
OATP1B3 inhibitior	+	0.9298	92.98%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9362	93.62%
P-glycoprotein inhibitior	-	0.9895	98.95%
P-glycoprotein substrate	-	0.8768	87.68%
CYP3A4 substrate	-	0.5876	58.76%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.7662	76.62%
CYP3A4 inhibition	-	0.8679	86.79%
CYP2C9 inhibition	-	0.9259	92.59%
CYP2C19 inhibition	-	0.7771	77.71%
CYP2D6 inhibition	-	0.9194	91.94%
CYP1A2 inhibition	-	0.6205	62.05%
CYP2C8 inhibition	-	0.6708	67.08%
CYP inhibitory promiscuity	-	0.9003	90.03%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6227	62.27%
Eye corrosion	-	0.9682	96.82%
Eye irritation	+	0.9778	97.78%
Skin irritation	-	0.7143	71.43%
Skin corrosion	-	0.9737	97.37%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6793	67.93%
Micronuclear	-	0.5882	58.82%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.7418	74.18%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7466	74.66%
Acute Oral Toxicity (c)	III	0.6762	67.62%
Estrogen receptor binding	-	0.8296	82.96%
Androgen receptor binding	-	0.7329	73.29%
Thyroid receptor binding	-	0.7168	71.68%
Glucocorticoid receptor binding	-	0.7666	76.66%
Aromatase binding	-	0.8950	89.50%
PPAR gamma	+	0.5787	57.87%
Honey bee toxicity	-	0.9783	97.83%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9049	90.49%

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	95.89%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.57%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.82%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.10%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.38%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	84.69%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.50%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.46%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.93%	93.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.33%	99.15%
CHEMBL5028	O14672	ADAM10	81.36%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.57%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 4873040
• LOTUS: LTS0181818
• wikiData: Q77503937