(2R)-2,4,6,9-tetrahydroxy-7-methyl-2-(2-oxopropyl)phenalene-1,3-dione

Details

• Internal ID: 2d250e95-dab5-4d73-b02d-e5598a06fa0e
• Taxonomy: Benzenoids > Phenalanes
• IUPAC Name: (2R)-2,4,6,9-tetrahydroxy-7-methyl-2-(2-oxopropyl)phenalene-1,3-dione
• SMILES (Canonical): CC1=CC(=C2C3=C1C(=CC(=C3C(=O)C(C2=O)(CC(=O)C)O)O)O)O
• SMILES (Isomeric): CC1=CC(=C2C3=C1C(=CC(=C3C(=O)[C@](C2=O)(CC(=O)C)O)O)O)O
• InChI: InChI=1S/C17H14O7/c1-6-3-8(19)12-14-11(6)9(20)4-10(21)13(14)16(23)17(24,15(12)22)5-7(2)18/h3-4,19-21,24H,5H2,1-2H3/t17-/m1/s1
• InChI Key: TZARUQGWUTUJCN-QGZVFWFLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₇
• Molecular Weight: 330.29 g/mol
• Exact Mass: 330.07395278 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.35
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9779	97.79%
Caco-2	+	0.6105	61.05%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6687	66.87%
OATP2B1 inhibitior	-	0.7033	70.33%
OATP1B1 inhibitior	+	0.9362	93.62%
OATP1B3 inhibitior	+	0.9253	92.53%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7579	75.79%
P-glycoprotein inhibitior	-	0.9205	92.05%
P-glycoprotein substrate	-	0.8993	89.93%
CYP3A4 substrate	-	0.5148	51.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8222	82.22%
CYP3A4 inhibition	-	0.6834	68.34%
CYP2C9 inhibition	-	0.7120	71.20%
CYP2C19 inhibition	-	0.8722	87.22%
CYP2D6 inhibition	-	0.7499	74.99%
CYP1A2 inhibition	+	0.5599	55.99%
CYP2C8 inhibition	-	0.8847	88.47%
CYP inhibitory promiscuity	-	0.8251	82.51%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9132	91.32%
Carcinogenicity (trinary)	Non-required	0.6219	62.19%
Eye corrosion	-	0.9909	99.09%
Eye irritation	+	0.5969	59.69%
Skin irritation	-	0.6616	66.16%
Skin corrosion	-	0.8507	85.07%
Ames mutagenesis	-	0.6064	60.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.6565	65.65%
Micronuclear	+	0.5159	51.59%
Hepatotoxicity	+	0.6177	61.77%
skin sensitisation	-	0.7122	71.22%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.4888	48.88%
Acute Oral Toxicity (c)	III	0.7280	72.80%
Estrogen receptor binding	+	0.7189	71.89%
Androgen receptor binding	+	0.5865	58.65%
Thyroid receptor binding	-	0.6686	66.86%
Glucocorticoid receptor binding	+	0.7741	77.41%
Aromatase binding	-	0.5172	51.72%
PPAR gamma	+	0.6680	66.80%
Honey bee toxicity	-	0.9314	93.14%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9743	97.43%

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	98.47%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	93.37%	83.82%
CHEMBL2581	P07339	Cathepsin D	92.42%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.85%	85.14%
CHEMBL4208	P20618	Proteasome component C5	88.59%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.31%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.69%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.97%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.53%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.84%	93.65%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.68%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	82.27%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.07%	96.95%

Plants that contains it

• Flaveria trinervia

Cross-Links

• PubChem: 162902603
• LOTUS: LTS0007148
• wikiData: Q105280878