Karimunone A

Details

• Internal ID: 7df28f40-43a1-4165-b126-cd1dc56ee70c
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1-acetyl-2,4,5,8-tetrahydroxy-7-methoxyanthracene-9,10-dione
• SMILES (Canonical): CC(=O)C1=C(C=C(C2=C1C(=O)C3=C(C2=O)C(=CC(=C3O)OC)O)O)O
• SMILES (Isomeric): CC(=O)C1=C(C=C(C2=C1C(=O)C3=C(C2=O)C(=CC(=C3O)OC)O)O)O
• InChI: InChI=1S/C17H12O8/c1-5(18)10-6(19)3-7(20)11-13(10)17(24)14-12(16(11)23)8(21)4-9(25-2)15(14)22/h3-4,19-22H,1-2H3
• InChI Key: DGWDTYKTLWSUBX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₂O₈
• Molecular Weight: 344.30 g/mol
• Exact Mass: 344.05321734 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 1.50
• H-Bond Acceptor: 8
• 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	+	0.9719	97.19%
Caco-2	-	0.5543	55.43%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6989	69.89%
OATP2B1 inhibitior	-	0.6967	69.67%
OATP1B1 inhibitior	+	0.9114	91.14%
OATP1B3 inhibitior	+	0.9036	90.36%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7311	73.11%
P-glycoprotein inhibitior	-	0.8315	83.15%
P-glycoprotein substrate	-	0.8750	87.50%
CYP3A4 substrate	-	0.5584	55.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8079	80.79%
CYP3A4 inhibition	-	0.6524	65.24%
CYP2C9 inhibition	+	0.5754	57.54%
CYP2C19 inhibition	-	0.6607	66.07%
CYP2D6 inhibition	-	0.6948	69.48%
CYP1A2 inhibition	+	0.8581	85.81%
CYP2C8 inhibition	-	0.7834	78.34%
CYP inhibitory promiscuity	-	0.5358	53.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9075	90.75%
Carcinogenicity (trinary)	Non-required	0.6173	61.73%
Eye corrosion	-	0.9813	98.13%
Eye irritation	+	0.7920	79.20%
Skin irritation	-	0.5739	57.39%
Skin corrosion	-	0.8895	88.95%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6199	61.99%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.8550	85.50%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5628	56.28%
Acute Oral Toxicity (c)	III	0.5551	55.51%
Estrogen receptor binding	+	0.8214	82.14%
Androgen receptor binding	-	0.6185	61.85%
Thyroid receptor binding	-	0.6122	61.22%
Glucocorticoid receptor binding	+	0.7272	72.72%
Aromatase binding	-	0.6497	64.97%
PPAR gamma	+	0.5972	59.72%
Honey bee toxicity	-	0.9020	90.20%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6949	69.49%
Fish aquatic toxicity	+	0.9701	97.01%

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	97.78%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.29%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.70%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.56%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.90%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.82%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.09%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.91%	94.00%
CHEMBL4208	P20618	Proteasome component C5	83.54%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.66%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	81.08%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683553
• LOTUS: LTS0227807
• wikiData: Q104979392