Isomer of aurantionone

Details

• Internal ID: f038724b-1050-4122-8313-3e0815243d50
• Taxonomy: Benzenoids > Phenalanes
• IUPAC Name: 2,4,6,7-tetrahydroxy-5-methoxy-9-methyl-2-(2-methyl-3-oxobutan-2-yl)phenalene-1,3-dione
• InChI: InChI=1S/C20H20O8/c1-7-6-9(22)11-12-10(7)17(25)20(27,19(3,4)8(2)21)18(26)13(12)15(24)16(28-5)14(11)23/h6,22-24,27H,1-5H3
• InChI Key: GYDRFDXVHHUERI-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₈
• Molecular Weight: 388.40 g/mol
• Exact Mass: 388.11581759 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.00
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• NSC656900
• CHEMBL1978981
• NSC656899
• NSC-656899
• NSC-656900
• NCI60_019675
• NCI60_019677

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9803	98.03%
Caco-2	+	0.5713	57.13%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7682	76.82%
OATP2B1 inhibitior	-	0.7120	71.20%
OATP1B1 inhibitior	+	0.8752	87.52%
OATP1B3 inhibitior	+	0.8320	83.20%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6327	63.27%
P-glycoprotein inhibitior	-	0.8229	82.29%
P-glycoprotein substrate	-	0.8496	84.96%
CYP3A4 substrate	+	0.5731	57.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8320	83.20%
CYP3A4 inhibition	-	0.6598	65.98%
CYP2C9 inhibition	-	0.6571	65.71%
CYP2C19 inhibition	-	0.8049	80.49%
CYP2D6 inhibition	-	0.8075	80.75%
CYP1A2 inhibition	+	0.7568	75.68%
CYP2C8 inhibition	-	0.5909	59.09%
CYP inhibitory promiscuity	-	0.6617	66.17%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9275	92.75%
Carcinogenicity (trinary)	Non-required	0.5944	59.44%
Eye corrosion	-	0.9877	98.77%
Eye irritation	+	0.6097	60.97%
Skin irritation	-	0.7569	75.69%
Skin corrosion	-	0.9344	93.44%
Ames mutagenesis	-	0.5264	52.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4269	42.69%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8720	87.20%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7564	75.64%
Acute Oral Toxicity (c)	III	0.7201	72.01%
Estrogen receptor binding	+	0.7949	79.49%
Androgen receptor binding	+	0.5720	57.20%
Thyroid receptor binding	-	0.5101	51.01%
Glucocorticoid receptor binding	+	0.5664	56.64%
Aromatase binding	-	0.5165	51.65%
PPAR gamma	+	0.6508	65.08%
Honey bee toxicity	-	0.8736	87.36%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9811	98.11%

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	99.33%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.89%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.37%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.38%	89.00%
CHEMBL2581	P07339	Cathepsin D	91.26%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.74%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.72%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.18%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.92%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.67%	86.33%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.13%	90.93%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.81%	93.65%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	84.85%	92.68%
CHEMBL2535	P11166	Glucose transporter	83.49%	98.75%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.46%	94.42%
CHEMBL1951	P21397	Monoamine oxidase A	82.33%	91.49%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 376220
• LOTUS: LTS0213972
• wikiData: Q105023619