Puberulonic acid

Details

• Internal ID: a76cd303-ce92-48da-aa82-0ad74016a9de
• Taxonomy: Hydrocarbon derivatives > Tropones > Tropolones
• IUPAC Name: 4,5,6-trihydroxycyclohepta[c]furan-1,3,7-trione
• SMILES (Canonical): C1=C2C(=C(C(=C(C1=O)O)O)O)C(=O)OC2=O
• SMILES (Isomeric): C1=C2C(=C(C(=C(C1=O)O)O)O)C(=O)OC2=O
• InChI: InChI=1S/C9H4O7/c10-3-1-2-4(9(15)16-8(2)14)6(12)7(13)5(3)11/h1H,(H3,10,11,12,13)
• InChI Key: JAJRKOVXTSKCLS-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₄O₇
• Molecular Weight: 224.12 g/mol
• Exact Mass: 223.99570246 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.53
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• UNII-VB11UHS18K
• 82-83-7
• VB11UHS18K
• 1H-Cyclohepta(c)furan-1,2,4-trione, 5,6,7-trihydroxy-
• puberulonate
• PUBERULONIC ACID [MI]
• SCHEMBL343597
• SCHEMBL21101011
• JAJRKOVXTSKCLS-UHFFFAOYSA-N
• Q27291735
• 4,6,7-trihydroxy-1H-cyclohepta[c]furan-1,3,5-trione
• 1H-CYCLOHEPTA(C)FURAN-1,3,4-TRIONE, 5,6,7-TRIHYDROXY-
• 1,3,5-CYCLOHEPTATRIENE-1,2-DICARBOXYLIC ANHYDRIDE, 4,5,6-TRIHYDROXY-7-OXO-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8646	86.46%
Caco-2	-	0.8982	89.82%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.4889	48.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8015	80.15%
OATP1B3 inhibitior	+	0.9331	93.31%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9775	97.75%
P-glycoprotein inhibitior	-	0.9469	94.69%
P-glycoprotein substrate	-	0.9758	97.58%
CYP3A4 substrate	-	0.6284	62.84%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.8561	85.61%
CYP3A4 inhibition	-	0.8555	85.55%
CYP2C9 inhibition	-	0.9112	91.12%
CYP2C19 inhibition	-	0.8737	87.37%
CYP2D6 inhibition	-	0.9550	95.50%
CYP1A2 inhibition	-	0.6937	69.37%
CYP2C8 inhibition	-	0.8233	82.33%
CYP inhibitory promiscuity	-	0.9529	95.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.6090	60.90%
Eye corrosion	-	0.9585	95.85%
Eye irritation	+	0.9812	98.12%
Skin irritation	+	0.5276	52.76%
Skin corrosion	-	0.7890	78.90%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9021	90.21%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.7005	70.05%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5404	54.04%
Acute Oral Toxicity (c)	IV	0.3822	38.22%
Estrogen receptor binding	+	0.5569	55.69%
Androgen receptor binding	+	0.5827	58.27%
Thyroid receptor binding	-	0.7476	74.76%
Glucocorticoid receptor binding	+	0.6389	63.89%
Aromatase binding	-	0.6831	68.31%
PPAR gamma	-	0.6159	61.59%
Honey bee toxicity	-	0.9410	94.10%
Biodegradation	+	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8843	88.43%

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	97.68%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.73%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	91.55%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.67%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.04%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.63%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	84.12%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.85%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.73%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54684723
• LOTUS: LTS0013643
• wikiData: Q27291735