5-Hydroxyemodin

Details

• Internal ID: c8abbde8-9570-48e8-aea0-494a704dbb56
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,2,4,5-tetrahydroxy-7-methylanthracene-9,10-dione
• InChI: InChI=1S/C15H10O6/c1-5-2-6-10(7(16)3-5)15(21)11-8(17)4-9(18)14(20)12(11)13(6)19/h2-4,16-18,20H,1H3
• InChI Key: ITCNKLLBKUYLLV-UHFFFAOYSA-N
• Popularity: 10 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₆
• Molecular Weight: 286.24 g/mol
• Exact Mass: 286.04773803 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 1.59
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

• 20324-66-7
• CCRIS 5309
• 1,2,4,5-tetrahydroxy-7-methylanthracene-9,10-dione
• UNII-CYY76OBH78
• CYY76OBH78
• 1,2,4,5-Tetrahydroxy-7-methylanthraquinone
• DTXSID40174219
• 1,5,6,8-TETRAHYDROXY-3-METHYLANTHRAQUINONE
• 9,10-Anthracenedione, 1,2,4,5-tetrahydroxy-7-methyl-
• ANTHRAQUINONE, 1,2,4,5-TETRAHYDROXY-7-METHYL-
• RefChem:102879
• DTXCID6096710
• SCHEMBL28395686
• SCHEMBL30097984
• Q27275900

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9566	95.66%
Caco-2	-	0.6162	61.62%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7001	70.01%
OATP2B1 inhibitior	-	0.6861	68.61%
OATP1B1 inhibitior	+	0.9262	92.62%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8909	89.09%
P-glycoprotein inhibitior	-	0.9413	94.13%
P-glycoprotein substrate	-	0.9680	96.80%
CYP3A4 substrate	-	0.6013	60.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8352	83.52%
CYP3A4 inhibition	-	0.7915	79.15%
CYP2C9 inhibition	+	0.5205	52.05%
CYP2C19 inhibition	-	0.9391	93.91%
CYP2D6 inhibition	-	0.8513	85.13%
CYP1A2 inhibition	+	0.8546	85.46%
CYP2C8 inhibition	-	0.9278	92.78%
CYP inhibitory promiscuity	-	0.7651	76.51%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8775	87.75%
Carcinogenicity (trinary)	Non-required	0.5492	54.92%
Eye corrosion	-	0.9910	99.10%
Eye irritation	+	0.9048	90.48%
Skin irritation	+	0.6662	66.62%
Skin corrosion	-	0.6358	63.58%
Ames mutagenesis	+	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7776	77.76%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.8930	89.30%
skin sensitisation	-	0.5647	56.47%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5782	57.82%
Acute Oral Toxicity (c)	III	0.6791	67.91%
Estrogen receptor binding	+	0.7393	73.93%
Androgen receptor binding	+	0.6494	64.94%
Thyroid receptor binding	-	0.7147	71.47%
Glucocorticoid receptor binding	+	0.8893	88.93%
Aromatase binding	-	0.5507	55.07%
PPAR gamma	+	0.6778	67.78%
Honey bee toxicity	-	0.9558	95.58%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9828	98.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	95.95%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.94%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.48%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.83%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.52%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.92%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	88.59%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.12%	99.15%
CHEMBL4208	P20618	Proteasome component C5	85.57%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.94%	94.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.10%	93.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.74%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 161310
• LOTUS: LTS0104112
• wikiData: Q27275900