7-Hydroxyemodin

Details

• Internal ID: f7ffb3b6-bf7b-42a5-ac18-b21376fc16a6
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,2,3,8-tetrahydroxy-6-methylanthracene-9,10-dione
• SMILES (Canonical): CC1=CC2=C(C(=C1)O)C(=O)C3=C(C(=C(C=C3C2=O)O)O)O
• SMILES (Isomeric): CC1=CC2=C(C(=C1)O)C(=O)C3=C(C(=C(C=C3C2=O)O)O)O
• InChI: InChI=1S/C15H10O6/c1-5-2-6-10(8(16)3-5)14(20)11-7(12(6)18)4-9(17)13(19)15(11)21/h2-4,16-17,19,21H,1H3
• InChI Key: OWKHJRBCPBBUGG-UHFFFAOYSA-N
• Popularity: 47 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: 2.40
• Atomic LogP (AlogP): 1.59
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

• 10228-40-7
• Alaternin (quinone)
• UNII-S6J25O71RB
• CCRIS 5310
• CCRIS 5312
• S6J25O71RB
• 1,2,3,8-tetrahydroxy-6-methylanthracene-9,10-dione
• BRN 2008369
• 1,2,6,8-Tetrahydroxy-3-methyl-9,10-anthracenedione
• 2-hydroyemodin
• 1,2,3,8-Tetrahydroxy-6-methylanthraquinone
• DTXSID80144855
• LS-20705
• LS-190738
• E88845
• Q27288733
• 1,2,3,8-tetrahydroxy-6-methyl-anthracene-9,10-dione
• 9,10-Anthracenedione, 1,2,3,8-tetrahydroxy-6-methyl-
• ANTHRAQUINONE, 1,2,3,8-TETRAHYDROXY-6-METHYL-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9566	95.66%
Caco-2	-	0.5281	52.81%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7001	70.01%
OATP2B1 inhibitior	-	0.6853	68.53%
OATP1B1 inhibitior	+	0.9058	90.58%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9304	93.04%
P-glycoprotein inhibitior	-	0.9388	93.88%
P-glycoprotein substrate	-	0.9801	98.01%
CYP3A4 substrate	-	0.5903	59.03%
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	-	0.9048	90.48%
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	+	0.8821	88.21%
Skin irritation	+	0.6662	66.62%
Skin corrosion	-	0.6358	63.58%
Ames mutagenesis	+	0.8092	80.92%
Human Ether-a-go-go-Related Gene inhibition	-	0.7562	75.62%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.7305	73.05%
skin sensitisation	-	0.5647	56.47%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5361	53.61%
Acute Oral Toxicity (c)	III	0.6791	67.91%
Estrogen receptor binding	+	0.7816	78.16%
Androgen receptor binding	+	0.7037	70.37%
Thyroid receptor binding	-	0.7163	71.63%
Glucocorticoid receptor binding	+	0.8928	89.28%
Aromatase binding	-	0.5056	50.56%
PPAR gamma	+	0.6266	62.66%
Honey bee toxicity	-	0.9636	96.36%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.84%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.36%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	94.77%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.48%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.77%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.00%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	89.02%	94.73%
CHEMBL4208	P20618	Proteasome component C5	86.97%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.10%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.72%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.77%	90.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.73%	93.03%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.26%	85.14%

Plants that contains it

• Rhamnus kurdica
• Rhamnus leptophylla
• Senna obtusifolia
• Senna tora

Cross-Links

• PubChem: 12548
• NPASS: NPC22523
• LOTUS: LTS0194721
• wikiData: Q27288733