Cerberic acid

Details

• Internal ID: 72c855f8-6271-4a09-b44e-221d48127b3a
• Taxonomy: Organoheterocyclic compounds > Heteroaromatic compounds
• IUPAC Name: 4-methoxycarbonylcyclopenta[c]pyran-7-carboxylic acid
• SMILES (Canonical): COC(=O)C1=COC=C2C1=CC=C2C(=O)O
• SMILES (Isomeric): COC(=O)C1=COC=C2C1=CC=C2C(=O)O
• InChI: InChI=1S/C11H8O5/c1-15-11(14)9-5-16-4-8-6(9)2-3-7(8)10(12)13/h2-5H,1H3,(H,12,13)
• InChI Key: KDGWNSIWYWYPGB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₈O₅
• Molecular Weight: 220.18 g/mol
• Exact Mass: 220.03717335 g/mol
• Topological Polar Surface Area (TPSA): 76.70 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.87
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 65597-44-6
• Cyclopenta[c]pyran-4,7-dicarboxylic acid 4-methyl ester
• 4-(METHOXYCARBONYL)CYCLOPENTA[C]PYRAN-7-CARBOXYLIC ACID
• starbld0002319
• AKOS040734580
• FS-8926
• 4-methoxycarbonylcyclopenta[c]pyran-7-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9577	95.77%
Caco-2	-	0.5515	55.15%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5965	59.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8709	87.09%
OATP1B3 inhibitior	+	0.9828	98.28%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8862	88.62%
P-glycoprotein inhibitior	-	0.9406	94.06%
P-glycoprotein substrate	-	0.9381	93.81%
CYP3A4 substrate	-	0.6340	63.40%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8930	89.30%
CYP3A4 inhibition	-	0.9051	90.51%
CYP2C9 inhibition	-	0.8841	88.41%
CYP2C19 inhibition	-	0.8866	88.66%
CYP2D6 inhibition	-	0.9500	95.00%
CYP1A2 inhibition	+	0.6908	69.08%
CYP2C8 inhibition	-	0.6990	69.90%
CYP inhibitory promiscuity	-	0.9609	96.09%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8432	84.32%
Carcinogenicity (trinary)	Non-required	0.6868	68.68%
Eye corrosion	-	0.7392	73.92%
Eye irritation	+	0.9680	96.80%
Skin irritation	-	0.6369	63.69%
Skin corrosion	-	0.9314	93.14%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8781	87.81%
Micronuclear	-	0.5041	50.41%
Hepatotoxicity	+	0.6440	64.40%
skin sensitisation	-	0.8006	80.06%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.7660	76.60%
Acute Oral Toxicity (c)	III	0.5916	59.16%
Estrogen receptor binding	+	0.6387	63.87%
Androgen receptor binding	-	0.5959	59.59%
Thyroid receptor binding	-	0.7652	76.52%
Glucocorticoid receptor binding	-	0.6974	69.74%
Aromatase binding	-	0.5230	52.30%
PPAR gamma	-	0.6346	63.46%
Honey bee toxicity	-	0.9664	96.64%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.9000	90.00%
Fish aquatic toxicity	+	0.7403	74.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293277	O15118	Niemann-Pick C1 protein	93.91%	81.11%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	93.69%	87.67%
CHEMBL2581	P07339	Cathepsin D	92.50%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.54%	96.09%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.67%	94.42%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.56%	86.33%
CHEMBL1811	P34995	Prostanoid EP1 receptor	81.11%	95.71%
CHEMBL3401	O75469	Pregnane X receptor	80.63%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.24%	91.11%

Plants that contains it

• Cerbera manghas

Cross-Links

• PubChem: 71439415
• LOTUS: LTS0076113
• wikiData: Q105139141