5,10-Dihydroxy-2-methoxy-7-methyl-9-(1,6,9-trihydroxy-3-methoxy-6-methyl-8-oxo-5,7-dihydroanthracen-2-yl)anthracene-1,4-dione

Details

• Internal ID: a870236d-6776-4cd3-b4de-1daa1435e83e
• Taxonomy: Lignans, neolignans and related compounds > Arylnaphthalene lignans
• IUPAC Name: 5,10-dihydroxy-2-methoxy-7-methyl-9-(1,6,9-trihydroxy-3-methoxy-6-methyl-8-oxo-5,7-dihydroanthracen-2-yl)anthracene-1,4-dione
• SMILES (Canonical): CC1=CC2=C(C(=C1)O)C(=C3C(=O)C=C(C(=O)C3=C2C4=C(C5=C(C6=C(CC(CC6=O)(C)O)C=C5C=C4OC)O)O)OC)O
• SMILES (Isomeric): CC1=CC2=C(C(=C1)O)C(=C3C(=O)C=C(C(=O)C3=C2C4=C(C5=C(C6=C(CC(CC6=O)(C)O)C=C5C=C4OC)O)O)OC)O
• InChI: InChI=1S/C32H26O10/c1-12-5-15-23(16(33)6-12)31(39)25-17(34)9-20(42-4)28(36)27(25)24(15)26-19(41-3)8-13-7-14-10-32(2,40)11-18(35)21(14)29(37)22(13)30(26)38/h5-9,33,37-40H,10-11H2,1-4H3
• InChI Key: KNJWIJRELUDGDV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₂₆O₁₀
• Molecular Weight: 570.50 g/mol
• Exact Mass: 570.15259702 g/mol
• Topological Polar Surface Area (TPSA): 171.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.59
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9873	98.73%
Caco-2	-	0.7710	77.10%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6835	68.35%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8936	89.36%
OATP1B3 inhibitior	+	0.9257	92.57%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9256	92.56%
P-glycoprotein inhibitior	+	0.7390	73.90%
P-glycoprotein substrate	-	0.5566	55.66%
CYP3A4 substrate	+	0.6584	65.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8277	82.77%
CYP3A4 inhibition	-	0.5397	53.97%
CYP2C9 inhibition	-	0.7107	71.07%
CYP2C19 inhibition	-	0.6454	64.54%
CYP2D6 inhibition	-	0.8253	82.53%
CYP1A2 inhibition	+	0.5189	51.89%
CYP2C8 inhibition	+	0.6464	64.64%
CYP inhibitory promiscuity	-	0.7009	70.09%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9364	93.64%
Carcinogenicity (trinary)	Non-required	0.5508	55.08%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.8341	83.41%
Skin irritation	-	0.7416	74.16%
Skin corrosion	-	0.9344	93.44%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8106	81.06%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8328	83.28%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5402	54.02%
Acute Oral Toxicity (c)	III	0.3810	38.10%
Estrogen receptor binding	+	0.8634	86.34%
Androgen receptor binding	+	0.6415	64.15%
Thyroid receptor binding	+	0.5742	57.42%
Glucocorticoid receptor binding	+	0.8086	80.86%
Aromatase binding	+	0.6363	63.63%
PPAR gamma	+	0.7028	70.28%
Honey bee toxicity	-	0.7839	78.39%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9936	99.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.63%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.65%	85.14%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	96.15%	92.68%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.92%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.49%	93.99%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.41%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.32%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	93.89%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.17%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.81%	99.23%
CHEMBL2581	P07339	Cathepsin D	90.07%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.72%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.29%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.20%	96.21%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	88.49%	96.67%
CHEMBL230	P35354	Cyclooxygenase-2	88.37%	89.63%
CHEMBL1951	P21397	Monoamine oxidase A	87.93%	91.49%
CHEMBL2535	P11166	Glucose transporter	86.79%	98.75%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	86.27%	98.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.58%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.38%	99.15%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	85.28%	91.79%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.89%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.13%	95.89%
CHEMBL4208	P20618	Proteasome component C5	83.09%	90.00%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	82.21%	92.38%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.16%	96.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.08%	91.03%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.89%	91.07%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.17%	93.40%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.03%	94.42%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.72%	96.90%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.31%	100.00%

Plants that contains it

• Senna sophera

Cross-Links

• PubChem: 102318023
• LOTUS: LTS0201283
• wikiData: Q105143446