5-Chloro-w-hydroxyemodin

Details

• Internal ID: a1cca00a-0f65-4e15-a27e-2e66ca0bec94
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1-chloro-2,4,5-trihydroxy-7-(hydroxymethyl)anthracene-9,10-dione
• InChI: InChI=1S/C15H9ClO6/c16-13-9(20)3-8(19)11-12(13)14(21)6-1-5(4-17)2-7(18)10(6)15(11)22/h1-3,17-20H,4H2
• InChI Key: JFXXTGMGGRAQPX-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₉ClO₆
• Molecular Weight: 320.68 g/mol
• Exact Mass: 320.0087657 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.72
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• RefChem:102373
• CHEBI:197595
• 1-chloro-2,4,5-trihydroxy-7-(hydroxymethyl)anthracene-9,10-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9429	94.29%
Caco-2	-	0.6709	67.09%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6830	68.30%
OATP2B1 inhibitior	-	0.6930	69.30%
OATP1B1 inhibitior	+	0.8733	87.33%
OATP1B3 inhibitior	+	0.8875	88.75%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8543	85.43%
P-glycoprotein inhibitior	-	0.9481	94.81%
P-glycoprotein substrate	-	0.9416	94.16%
CYP3A4 substrate	-	0.5243	52.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8310	83.10%
CYP3A4 inhibition	-	0.5512	55.12%
CYP2C9 inhibition	+	0.6255	62.55%
CYP2C19 inhibition	-	0.5827	58.27%
CYP2D6 inhibition	-	0.7468	74.68%
CYP1A2 inhibition	+	0.6998	69.98%
CYP2C8 inhibition	-	0.7680	76.80%
CYP inhibitory promiscuity	+	0.6659	66.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7236	72.36%
Carcinogenicity (trinary)	Non-required	0.6743	67.43%
Eye corrosion	-	0.9861	98.61%
Eye irritation	+	0.9230	92.30%
Skin irritation	-	0.5386	53.86%
Skin corrosion	-	0.9042	90.42%
Ames mutagenesis	+	0.6546	65.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.8080	80.80%
Micronuclear	+	0.5792	57.92%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.6705	67.05%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6475	64.75%
Acute Oral Toxicity (c)	III	0.4805	48.05%
Estrogen receptor binding	+	0.8238	82.38%
Androgen receptor binding	+	0.6615	66.15%
Thyroid receptor binding	-	0.5863	58.63%
Glucocorticoid receptor binding	+	0.8997	89.97%
Aromatase binding	+	0.7003	70.03%
PPAR gamma	+	0.9027	90.27%
Honey bee toxicity	-	0.8967	89.67%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9898	98.98%

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	96.21%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.37%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.74%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	89.67%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	87.63%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.66%	86.92%
CHEMBL4208	P20618	Proteasome component C5	83.85%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.57%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.39%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.38%	94.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.16%	89.34%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.02%	96.95%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.85%	96.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.41%	96.09%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.14%	96.90%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 91665607
• LOTUS: LTS0013969
• wikiData: Q75052861