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

Details

• Internal ID: 1b220396-1f80-4d0d-827f-4abeed5541f2
• Taxonomy: Lignans, neolignans and related compounds > Arylnaphthalene lignans
• IUPAC Name: 1,8-dihydroxy-3-methoxy-6-methyl-2-[(2R)-2,5,10-trihydroxy-7-methoxy-2-methyl-4-oxo-1,3-dihydroanthracen-9-yl]anthracene-9,10-dione
• SMILES (Canonical): CC1=CC2=C(C(=C1)O)C(=O)C3=C(C(=C(C=C3C2=O)OC)C4=C5CC(CC(=O)C5=C(C6=C4C=C(C=C6O)OC)O)(C)O)O
• SMILES (Isomeric): CC1=CC2=C(C(=C1)O)C(=O)C3=C(C(=C(C=C3C2=O)OC)C4=C5C[C@@](CC(=O)C5=C(C6=C4C=C(C=C6O)OC)O)(C)O)O
• InChI: InChI=1S/C32H26O10/c1-12-5-15-24(18(33)6-12)30(38)26-16(28(15)36)9-21(42-4)27(31(26)39)22-14-7-13(41-3)8-19(34)23(14)29(37)25-17(22)10-32(2,40)11-20(25)35/h5-9,33-34,37,39-40H,10-11H2,1-4H3/t32-/m1/s1
• InChI Key: LKMSWRVEGLONJV-JGCGQSQUSA-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: 5.00
• Atomic LogP (AlogP): 4.31
• 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	+	0.9835	98.35%
Caco-2	-	0.7539	75.39%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7865	78.65%
OATP2B1 inhibitior	-	0.7169	71.69%
OATP1B1 inhibitior	+	0.8899	88.99%
OATP1B3 inhibitior	+	0.9116	91.16%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9665	96.65%
P-glycoprotein inhibitior	+	0.7474	74.74%
P-glycoprotein substrate	-	0.5472	54.72%
CYP3A4 substrate	+	0.6781	67.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7969	79.69%
CYP3A4 inhibition	-	0.6195	61.95%
CYP2C9 inhibition	-	0.7827	78.27%
CYP2C19 inhibition	-	0.7526	75.26%
CYP2D6 inhibition	-	0.8183	81.83%
CYP1A2 inhibition	+	0.6140	61.40%
CYP2C8 inhibition	+	0.6059	60.59%
CYP inhibitory promiscuity	-	0.8138	81.38%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8632	86.32%
Carcinogenicity (trinary)	Non-required	0.5800	58.00%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.8466	84.66%
Skin irritation	-	0.7622	76.22%
Skin corrosion	-	0.9308	93.08%
Ames mutagenesis	+	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8034	80.34%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.6204	62.04%
skin sensitisation	-	0.9256	92.56%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5927	59.27%
Acute Oral Toxicity (c)	III	0.4911	49.11%
Estrogen receptor binding	+	0.8368	83.68%
Androgen receptor binding	+	0.6221	62.21%
Thyroid receptor binding	+	0.5943	59.43%
Glucocorticoid receptor binding	+	0.7884	78.84%
Aromatase binding	+	0.6953	69.53%
PPAR gamma	+	0.7480	74.80%
Honey bee toxicity	-	0.7590	75.90%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9862	98.62%

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	99.55%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.89%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.07%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.18%	99.15%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	96.05%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.58%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.60%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.79%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.27%	96.09%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	92.58%	92.68%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.40%	96.77%
CHEMBL4208	P20618	Proteasome component C5	92.18%	90.00%
CHEMBL2581	P07339	Cathepsin D	92.07%	98.95%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	91.61%	91.79%
CHEMBL1951	P21397	Monoamine oxidase A	91.01%	91.49%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.85%	92.94%
CHEMBL2535	P11166	Glucose transporter	90.58%	98.75%
CHEMBL240	Q12809	HERG	89.76%	89.76%
CHEMBL2056	P21728	Dopamine D1 receptor	87.19%	91.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.72%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	86.12%	91.19%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	86.07%	96.67%
CHEMBL1937	Q92769	Histone deacetylase 2	85.64%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.50%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.32%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.89%	95.89%
CHEMBL1907	P15144	Aminopeptidase N	82.99%	93.31%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	82.47%	92.38%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.08%	97.14%

Plants that contains it

• Senna multiglandulosa
• Senna sophera

Cross-Links

• PubChem: 162877469
• LOTUS: LTS0241774
• wikiData: Q105153151