Anthrakunthone

Details

• Internal ID: 5f772f66-66ca-48c1-9488-0d97b7e7a972
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 7-hydroxy-1-methyl-2-(3-oxobutyl)anthracene-9,10-dione
• SMILES (Canonical): CC1=C(C=CC2=C1C(=O)C3=C(C2=O)C=CC(=C3)O)CCC(=O)C
• SMILES (Isomeric): CC1=C(C=CC2=C1C(=O)C3=C(C2=O)C=CC(=C3)O)CCC(=O)C
• InChI: InChI=1S/C19H16O4/c1-10(20)3-4-12-5-7-15-17(11(12)2)19(23)16-9-13(21)6-8-14(16)18(15)22/h5-9,21H,3-4H2,1-2H3
• InChI Key: ZXMFLWCLJYELEM-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₆O₄
• Molecular Weight: 308.30 g/mol
• Exact Mass: 308.10485899 g/mol
• Topological Polar Surface Area (TPSA): 71.40 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	-	0.5129	51.29%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8578	85.78%
OATP2B1 inhibitior	-	0.5727	57.27%
OATP1B1 inhibitior	+	0.8484	84.84%
OATP1B3 inhibitior	+	0.9500	95.00%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6427	64.27%
P-glycoprotein inhibitior	-	0.8844	88.44%
P-glycoprotein substrate	-	0.6486	64.86%
CYP3A4 substrate	+	0.5060	50.60%
CYP2C9 substrate	-	0.7874	78.74%
CYP2D6 substrate	-	0.7695	76.95%
CYP3A4 inhibition	-	0.8005	80.05%
CYP2C9 inhibition	-	0.6846	68.46%
CYP2C19 inhibition	-	0.8739	87.39%
CYP2D6 inhibition	-	0.8314	83.14%
CYP1A2 inhibition	+	0.8743	87.43%
CYP2C8 inhibition	-	0.7125	71.25%
CYP inhibitory promiscuity	-	0.8117	81.17%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8422	84.22%
Carcinogenicity (trinary)	Non-required	0.6409	64.09%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.8551	85.51%
Skin irritation	-	0.6570	65.70%
Skin corrosion	-	0.8468	84.68%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6510	65.10%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.8376	83.76%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6099	60.99%
Acute Oral Toxicity (c)	III	0.8288	82.88%
Estrogen receptor binding	+	0.7565	75.65%
Androgen receptor binding	+	0.7320	73.20%
Thyroid receptor binding	-	0.7474	74.74%
Glucocorticoid receptor binding	+	0.8667	86.67%
Aromatase binding	-	0.5532	55.32%
PPAR gamma	+	0.8028	80.28%
Honey bee toxicity	-	0.8809	88.09%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9935	99.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.22%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.64%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.17%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.32%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.49%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.71%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	87.68%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.87%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.25%	96.09%
CHEMBL2535	P11166	Glucose transporter	84.18%	98.75%
CHEMBL4208	P20618	Proteasome component C5	84.10%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.63%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.51%	97.21%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	81.47%	96.09%

Plants that contains it

• Stereospermum kunthianum

Cross-Links

• PubChem: 5319342
• LOTUS: LTS0045625
• wikiData: Q105385621