(3R)-3-hydroxy-3-methyl-4-(1,4,5-trihydroxy-9,10-dioxoanthracen-2-yl)butanamide

Details

• Internal ID: bdfb741d-9f24-42db-b964-fb39164bfc4d
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: (3R)-3-hydroxy-3-methyl-4-(1,4,5-trihydroxy-9,10-dioxoanthracen-2-yl)butanamide
• InChI: InChI=1S/C19H17NO7/c1-19(27,7-12(20)23)6-8-5-11(22)14-15(16(8)24)17(25)9-3-2-4-10(21)13(9)18(14)26/h2-5,21-22,24,27H,6-7H2,1H3,(H2,20,23)/t19-/m1/s1
• InChI Key: JSSFFKOUDZCUSU-LJQANCHMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₇NO₇
• Molecular Weight: 371.30 g/mol
• Exact Mass: 371.10050188 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 0.75
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

• CHEBI:226379
• (3R)-3-hydroxy-3-methyl-4-(1,4,5-trihydroxy-9,10-dioxoanthracen-2-yl)butanamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	-	0.7902	79.02%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5621	56.21%
OATP2B1 inhibitior	-	0.6998	69.98%
OATP1B1 inhibitior	+	0.9145	91.45%
OATP1B3 inhibitior	+	0.9482	94.82%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.8302	83.02%
P-glycoprotein substrate	-	0.6664	66.64%
CYP3A4 substrate	+	0.5269	52.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8615	86.15%
CYP3A4 inhibition	-	0.8599	85.99%
CYP2C9 inhibition	-	0.7745	77.45%
CYP2C19 inhibition	-	0.8159	81.59%
CYP2D6 inhibition	-	0.8755	87.55%
CYP1A2 inhibition	-	0.7340	73.40%
CYP2C8 inhibition	-	0.7631	76.31%
CYP inhibitory promiscuity	-	0.7224	72.24%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8522	85.22%
Carcinogenicity (trinary)	Non-required	0.5311	53.11%
Eye corrosion	-	0.9954	99.54%
Eye irritation	-	0.7826	78.26%
Skin irritation	-	0.8265	82.65%
Skin corrosion	-	0.9418	94.18%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5619	56.19%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.7962	79.62%
skin sensitisation	-	0.9050	90.50%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6471	64.71%
Acute Oral Toxicity (c)	III	0.6242	62.42%
Estrogen receptor binding	+	0.8208	82.08%
Androgen receptor binding	+	0.6560	65.60%
Thyroid receptor binding	+	0.5191	51.91%
Glucocorticoid receptor binding	+	0.9332	93.32%
Aromatase binding	+	0.6553	65.53%
PPAR gamma	+	0.8985	89.85%
Honey bee toxicity	-	0.9488	94.88%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.8355	83.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.12%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.65%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.03%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	93.41%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.42%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.92%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.39%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.65%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.96%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.24%	99.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.20%	96.95%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.48%	100.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.57%	80.78%
CHEMBL1907588	P02708	Acetylcholine receptor; alpha1/beta1/delta/gamma	80.63%	98.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 124116238
• LOTUS: LTS0156364
• wikiData: Q105134546