3-(1,2-Dihydroxypropyl)-1,6,8-trihydroxyanthracene-9,10-dione

Details

• Internal ID: 167c5708-bd81-40cd-bbf5-96fca15b6eb2
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 3-(1,2-dihydroxypropyl)-1,6,8-trihydroxyanthracene-9,10-dione
• SMILES (Canonical): CC(C(C1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)O)O)O
• SMILES (Isomeric): CC(C(C1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)O)O)O
• InChI: InChI=1S/C17H14O7/c1-6(18)15(22)7-2-9-13(11(20)3-7)17(24)14-10(16(9)23)4-8(19)5-12(14)21/h2-6,15,18-22H,1H3
• InChI Key: BMKQPAJRQUUYGC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₇
• Molecular Weight: 330.29 g/mol
• Exact Mass: 330.07395278 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.99
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

• SCHEMBL20515198
• AKOS040739420
• 3-(1,2-dihydroxypropyl)-1,6,8-trihydroxyanthracene-9,10-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9634	96.34%
Caco-2	-	0.7294	72.94%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6992	69.92%
OATP2B1 inhibitior	-	0.5594	55.94%
OATP1B1 inhibitior	+	0.9330	93.30%
OATP1B3 inhibitior	+	0.9658	96.58%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9651	96.51%
P-glycoprotein inhibitior	-	0.9300	93.00%
P-glycoprotein substrate	-	0.8978	89.78%
CYP3A4 substrate	-	0.5919	59.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8126	81.26%
CYP3A4 inhibition	-	0.7020	70.20%
CYP2C9 inhibition	+	0.5809	58.09%
CYP2C19 inhibition	-	0.9088	90.88%
CYP2D6 inhibition	-	0.7735	77.35%
CYP1A2 inhibition	+	0.8824	88.24%
CYP2C8 inhibition	-	0.9349	93.49%
CYP inhibitory promiscuity	-	0.7970	79.70%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8575	85.75%
Carcinogenicity (trinary)	Non-required	0.5526	55.26%
Eye corrosion	-	0.9911	99.11%
Eye irritation	+	0.7123	71.23%
Skin irritation	+	0.6068	60.68%
Skin corrosion	-	0.7707	77.07%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8296	82.96%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.7055	70.55%
skin sensitisation	-	0.6577	65.77%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6093	60.93%
Acute Oral Toxicity (c)	III	0.6859	68.59%
Estrogen receptor binding	+	0.5651	56.51%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.6277	62.77%
Glucocorticoid receptor binding	+	0.7310	73.10%
Aromatase binding	-	0.5770	57.70%
PPAR gamma	+	0.6511	65.11%
Honey bee toxicity	-	0.8858	88.58%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
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
CHEMBL2581	P07339	Cathepsin D	98.35%	98.95%
CHEMBL1929	P47989	Xanthine dehydrogenase	93.52%	96.12%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.72%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.66%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.61%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.51%	96.09%
CHEMBL4208	P20618	Proteasome component C5	90.30%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.31%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.73%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	85.32%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.51%	90.71%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.97%	93.40%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.44%	96.38%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 45359290
• LOTUS: LTS0205928
• wikiData: Q103816860