Hypostrepsilic acid

Details

• Internal ID: 0cdaa575-b70d-438f-900d-1c4c2dc2fa52
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Dibenzofurans
• IUPAC Name: 3,7-dihydroxy-1,9-dimethyldibenzofuran-2-carboxylic acid
• SMILES (Canonical): CC1=CC(=CC2=C1C3=C(O2)C=C(C(=C3C)C(=O)O)O)O
• SMILES (Isomeric): CC1=CC(=CC2=C1C3=C(O2)C=C(C(=C3C)C(=O)O)O)O
• InChI: InChI=1S/C15H12O5/c1-6-3-8(16)4-10-12(6)14-7(2)13(15(18)19)9(17)5-11(14)20-10/h3-5,16-17H,1-2H3,(H,18,19)
• InChI Key: WFSXMDNXTLRBAK-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₅
• Molecular Weight: 272.25 g/mol
• Exact Mass: 272.06847348 g/mol
• Topological Polar Surface Area (TPSA): 90.90 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.31
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• 154160-67-5
• DTXSID50780148
• 2-carboxy-3,7-dihydroxy-1,9-dimethyl-dibenzofuran
• 3,7-Dihydroxy-1,9-dimethyldibenzo[b,d]furan-2-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9792	97.92%
Caco-2	+	0.7568	75.68%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6852	68.52%
OATP2B1 inhibitior	-	0.6977	69.77%
OATP1B1 inhibitior	+	0.9136	91.36%
OATP1B3 inhibitior	-	0.2514	25.14%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8579	85.79%
P-glycoprotein inhibitior	-	0.9271	92.71%
P-glycoprotein substrate	-	0.9275	92.75%
CYP3A4 substrate	-	0.5869	58.69%
CYP2C9 substrate	-	0.6017	60.17%
CYP2D6 substrate	-	0.9108	91.08%
CYP3A4 inhibition	+	0.5292	52.92%
CYP2C9 inhibition	+	0.7120	71.20%
CYP2C19 inhibition	-	0.5655	56.55%
CYP2D6 inhibition	-	0.8897	88.97%
CYP1A2 inhibition	+	0.8464	84.64%
CYP2C8 inhibition	+	0.4603	46.03%
CYP inhibitory promiscuity	+	0.7246	72.46%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4999	49.99%
Eye corrosion	-	0.9877	98.77%
Eye irritation	+	0.6784	67.84%
Skin irritation	-	0.5811	58.11%
Skin corrosion	-	0.9460	94.60%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6361	63.61%
Micronuclear	+	0.9400	94.00%
Hepatotoxicity	+	0.5784	57.84%
skin sensitisation	-	0.7986	79.86%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.4751	47.51%
Acute Oral Toxicity (c)	III	0.4825	48.25%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.6495	64.95%
Thyroid receptor binding	-	0.6427	64.27%
Glucocorticoid receptor binding	+	0.7795	77.95%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.8010	80.10%
Honey bee toxicity	-	0.9108	91.08%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9837	98.37%

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	93.67%	91.11%
CHEMBL3194	P02766	Transthyretin	93.17%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.40%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.93%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.05%	94.73%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	88.53%	94.42%
CHEMBL2581	P07339	Cathepsin D	85.45%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.48%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.43%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.68%	93.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.20%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.90%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.73%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.09%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71355948
• LOTUS: LTS0046194
• wikiData: Q77573896