1,3,6,8-Tetrahydroxy-2-(1-hydroxy-3-oxobutyl)anthracene-9,10-dione

Details

• Internal ID: 67eb9c5a-9a1f-492d-b1ca-ee1b14aecf53
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,3,6,8-tetrahydroxy-2-[(1S)-1-hydroxy-3-oxobutyl]anthracene-9,10-dione
• SMILES (Canonical): CC(=O)CC(C1=C(C=C2C(=C1O)C(=O)C3=C(C2=O)C=C(C=C3O)O)O)O
• SMILES (Isomeric): CC(=O)C[C@@H](C1=C(C=C2C(=C1O)C(=O)C3=C(C2=O)C=C(C=C3O)O)O)O
• InChI: InChI=1S/C18H14O8/c1-6(19)2-10(21)15-12(23)5-9-14(18(15)26)17(25)13-8(16(9)24)3-7(20)4-11(13)22/h3-5,10,20-23,26H,2H2,1H3/t10-/m0/s1
• InChI Key: JXNCVINFWDAYCA-JTQLQIEISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₈
• Molecular Weight: 358.30 g/mol
• Exact Mass: 358.06886740 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.30
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9655	96.55%
Caco-2	-	0.7517	75.17%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7211	72.11%
OATP2B1 inhibitior	-	0.5619	56.19%
OATP1B1 inhibitior	+	0.8949	89.49%
OATP1B3 inhibitior	+	0.9558	95.58%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7839	78.39%
P-glycoprotein inhibitior	-	0.8941	89.41%
P-glycoprotein substrate	-	0.7971	79.71%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7891	78.91%
CYP3A4 inhibition	+	0.5405	54.05%
CYP2C9 inhibition	+	0.5658	56.58%
CYP2C19 inhibition	-	0.7105	71.05%
CYP2D6 inhibition	-	0.6364	63.64%
CYP1A2 inhibition	+	0.6848	68.48%
CYP2C8 inhibition	-	0.8473	84.73%
CYP inhibitory promiscuity	-	0.6474	64.74%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8343	83.43%
Carcinogenicity (trinary)	Non-required	0.6327	63.27%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.6827	68.27%
Skin irritation	-	0.5914	59.14%
Skin corrosion	-	0.8379	83.79%
Ames mutagenesis	+	0.6646	66.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6326	63.26%
Micronuclear	+	0.5959	59.59%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8029	80.29%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4796	47.96%
Acute Oral Toxicity (c)	III	0.5162	51.62%
Estrogen receptor binding	+	0.7447	74.47%
Androgen receptor binding	+	0.5815	58.15%
Thyroid receptor binding	-	0.7067	70.67%
Glucocorticoid receptor binding	+	0.7978	79.78%
Aromatase binding	-	0.5661	56.61%
PPAR gamma	+	0.7068	70.68%
Honey bee toxicity	-	0.9069	90.69%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9805	98.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.85%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.75%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.18%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.83%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.78%	85.14%
CHEMBL4208	P20618	Proteasome component C5	90.33%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.87%	99.15%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	87.06%	83.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.05%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.87%	90.71%
CHEMBL2535	P11166	Glucose transporter	84.62%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.01%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	81.98%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162844439
• LOTUS: LTS0182596
• wikiData: Q105136662