(4aR,12bR)-4a,8,12b-trihydroxy-4-methyl-1H-benzo[a]anthracene-2,7,12-trione

Details

• Internal ID: 0a76ae20-37cb-4430-bd32-809e8b702ed7
• Taxonomy: Phenylpropanoids and polyketides > Angucyclines
• IUPAC Name: (4aR,12bR)-4a,8,12b-trihydroxy-4-methyl-1H-benzo[a]anthracene-2,7,12-trione
• InChI: InChI=1S/C19H14O6/c1-9-7-10(20)8-19(25)15-12(5-6-18(9,19)24)16(22)14-11(17(15)23)3-2-4-13(14)21/h2-7,21,24-25H,8H2,1H3/t18-,19-/m1/s1
• InChI Key: SFKKPGUZOCFOBH-RTBURBONSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₄O₆
• Molecular Weight: 338.30 g/mol
• Exact Mass: 338.07903816 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 1.02
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7773	77.73%
OATP2B1 inhibitior	-	0.7060	70.60%
OATP1B1 inhibitior	+	0.9229	92.29%
OATP1B3 inhibitior	+	0.9603	96.03%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4760	47.60%
P-glycoprotein inhibitior	-	0.9258	92.58%
P-glycoprotein substrate	-	0.6783	67.83%
CYP3A4 substrate	+	0.6322	63.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8613	86.13%
CYP3A4 inhibition	-	0.8788	87.88%
CYP2C9 inhibition	-	0.5370	53.70%
CYP2C19 inhibition	-	0.7350	73.50%
CYP2D6 inhibition	-	0.8404	84.04%
CYP1A2 inhibition	+	0.5135	51.35%
CYP2C8 inhibition	-	0.7182	71.82%
CYP inhibitory promiscuity	-	0.8383	83.83%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.4640	46.40%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.7445	74.45%
Skin irritation	-	0.5641	56.41%
Skin corrosion	-	0.8666	86.66%
Ames mutagenesis	+	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8277	82.77%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.6927	69.27%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.8179	81.79%
Acute Oral Toxicity (c)	III	0.4859	48.59%
Estrogen receptor binding	+	0.8067	80.67%
Androgen receptor binding	+	0.7411	74.11%
Thyroid receptor binding	-	0.6271	62.71%
Glucocorticoid receptor binding	+	0.7772	77.72%
Aromatase binding	+	0.5484	54.84%
PPAR gamma	+	0.8264	82.64%
Honey bee toxicity	-	0.9384	93.84%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9786	97.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.10%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.72%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.57%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	95.22%	93.40%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.72%	99.23%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.41%	96.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.37%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.69%	91.11%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	89.29%	96.67%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.66%	99.15%
CHEMBL1937	Q92769	Histone deacetylase 2	86.13%	94.75%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.39%	93.65%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.88%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.68%	100.00%
CHEMBL4208	P20618	Proteasome component C5	82.45%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.85%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162922881
• LOTUS: LTS0174897
• wikiData: Q105251806