2,4,7-Trihydroxy-5-methyl-2-(2-oxopropyl)indene-1,3-dione

Details

• Internal ID: 766be3be-0647-4ed3-8461-adf319755c7a
• Taxonomy: Benzenoids > Indanes > Indanones > Indanediones
• IUPAC Name: 2,4,7-trihydroxy-5-methyl-2-(2-oxopropyl)indene-1,3-dione
• SMILES (Canonical): CC1=CC(=C2C(=C1O)C(=O)C(C2=O)(CC(=O)C)O)O
• SMILES (Isomeric): CC1=CC(=C2C(=C1O)C(=O)C(C2=O)(CC(=O)C)O)O
• InChI: InChI=1S/C13H12O6/c1-5-3-7(15)8-9(10(5)16)12(18)13(19,11(8)17)4-6(2)14/h3,15-16,19H,4H2,1-2H3
• InChI Key: JAUUXHXOILFWJR-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₆
• Molecular Weight: 264.23 g/mol
• Exact Mass: 264.06338810 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 0.50
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9898	98.98%
Caco-2	-	0.5257	52.57%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7632	76.32%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9143	91.43%
OATP1B3 inhibitior	+	0.9564	95.64%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8906	89.06%
P-glycoprotein inhibitior	-	0.9508	95.08%
P-glycoprotein substrate	-	0.9361	93.61%
CYP3A4 substrate	-	0.5362	53.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8222	82.22%
CYP3A4 inhibition	-	0.8752	87.52%
CYP2C9 inhibition	-	0.8708	87.08%
CYP2C19 inhibition	-	0.9017	90.17%
CYP2D6 inhibition	-	0.8684	86.84%
CYP1A2 inhibition	-	0.5445	54.45%
CYP2C8 inhibition	-	0.8976	89.76%
CYP inhibitory promiscuity	-	0.9369	93.69%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8432	84.32%
Carcinogenicity (trinary)	Non-required	0.5490	54.90%
Eye corrosion	-	0.9669	96.69%
Eye irritation	+	0.6545	65.45%
Skin irritation	+	0.5223	52.23%
Skin corrosion	-	0.7923	79.23%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8106	81.06%
Micronuclear	-	0.5082	50.82%
Hepatotoxicity	+	0.6177	61.77%
skin sensitisation	+	0.4733	47.33%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.5620	56.20%
Acute Oral Toxicity (c)	III	0.6306	63.06%
Estrogen receptor binding	-	0.5576	55.76%
Androgen receptor binding	+	0.6519	65.19%
Thyroid receptor binding	-	0.7754	77.54%
Glucocorticoid receptor binding	+	0.5674	56.74%
Aromatase binding	-	0.7338	73.38%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9483	94.83%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9232	92.32%

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	98.59%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.39%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	88.30%	83.82%
CHEMBL4208	P20618	Proteasome component C5	87.97%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.83%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.76%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.33%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.65%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.93%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	81.44%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73426334
• LOTUS: LTS0216883
• wikiData: Q105124082