1,3,8-trihydroxy-6-[(1R)-1-hydroxypropyl]anthracene-9,10-dione

Details

• Internal ID: 4977011b-2499-4a53-ab05-8240fe7b95e4
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,3,8-trihydroxy-6-[(1R)-1-hydroxypropyl]anthracene-9,10-dione
• SMILES (Canonical): CCC(C1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)O)O
• SMILES (Isomeric): CC[C@H](C1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)O)O
• InChI: InChI=1S/C17H14O6/c1-2-11(19)7-3-9-14(12(20)4-7)17(23)15-10(16(9)22)5-8(18)6-13(15)21/h3-6,11,18-21H,2H2,1H3/t11-/m1/s1
• InChI Key: FFCVGPRCQWKWLA-LLVKDONJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₆
• Molecular Weight: 314.29 g/mol
• Exact Mass: 314.07903816 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.02
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9894	98.94%
Caco-2	-	0.5191	51.91%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7398	73.98%
OATP2B1 inhibitior	-	0.5622	56.22%
OATP1B1 inhibitior	+	0.9036	90.36%
OATP1B3 inhibitior	+	0.9515	95.15%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9212	92.12%
P-glycoprotein inhibitior	-	0.9406	94.06%
P-glycoprotein substrate	-	0.9072	90.72%
CYP3A4 substrate	-	0.5982	59.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7712	77.12%
CYP3A4 inhibition	-	0.5271	52.71%
CYP2C9 inhibition	+	0.5586	55.86%
CYP2C19 inhibition	+	0.5151	51.51%
CYP2D6 inhibition	-	0.6936	69.36%
CYP1A2 inhibition	+	0.7185	71.85%
CYP2C8 inhibition	-	0.8654	86.54%
CYP inhibitory promiscuity	-	0.6490	64.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7953	79.53%
Carcinogenicity (trinary)	Non-required	0.6358	63.58%
Eye corrosion	-	0.9910	99.10%
Eye irritation	+	0.7916	79.16%
Skin irritation	-	0.6398	63.98%
Skin corrosion	-	0.8929	89.29%
Ames mutagenesis	+	0.6146	61.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6914	69.14%
Micronuclear	+	0.6418	64.18%
Hepatotoxicity	+	0.6180	61.80%
skin sensitisation	-	0.7907	79.07%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.5876	58.76%
Acute Oral Toxicity (c)	III	0.5352	53.52%
Estrogen receptor binding	+	0.8332	83.32%
Androgen receptor binding	-	0.4942	49.42%
Thyroid receptor binding	-	0.6212	62.12%
Glucocorticoid receptor binding	+	0.9001	90.01%
Aromatase binding	+	0.5372	53.72%
PPAR gamma	+	0.8990	89.90%
Honey bee toxicity	-	0.9170	91.70%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9450	94.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.90%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.96%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.39%	96.09%
CHEMBL1929	P47989	Xanthine dehydrogenase	92.77%	96.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.81%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.14%	89.00%
CHEMBL4208	P20618	Proteasome component C5	89.83%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.08%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	85.06%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.09%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.25%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.49%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162883028
• LOTUS: LTS0202593
• wikiData: Q104994348