(3S)-3,8,9-trihydroxy-6-methoxy-3-methyl-5-[(6S)-1,6,9-trihydroxy-3-methoxy-6-methyl-8-oxo-5,7-dihydroanthracen-2-yl]-2,4-dihydroanthracen-1-one

Details

• Internal ID: 6fa91e1b-2de5-44cc-9a77-f24c251a5190
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: (3S)-3,8,9-trihydroxy-6-methoxy-3-methyl-5-[(6S)-1,6,9-trihydroxy-3-methoxy-6-methyl-8-oxo-5,7-dihydroanthracen-2-yl]-2,4-dihydroanthracen-1-one
• SMILES (Canonical): CC1(CC2=CC3=C(C(=CC(=C3C4=C(C5=C(C6=C(CC(CC6=O)(C)O)C=C5C=C4OC)O)O)OC)O)C(=C2C(=O)C1)O)O
• SMILES (Isomeric): C[C@@]1(CC2=CC3=C(C(=CC(=C3C4=C(C5=C(C6=C(C[C@](CC6=O)(C)O)C=C5C=C4OC)O)O)OC)O)C(=C2C(=O)C1)O)O
• InChI: InChI=1S/C32H30O10/c1-31(39)9-14-5-13-7-20(41-3)27(30(38)24(13)28(36)22(14)18(34)11-31)26-16-6-15-10-32(2,40)12-19(35)23(15)29(37)25(16)17(33)8-21(26)42-4/h5-8,33,36-40H,9-12H2,1-4H3/t31-,32-/m0/s1
• InChI Key: CLZNUEUEEMZKCU-ACHIHNKUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₀O₁₀
• Molecular Weight: 574.60 g/mol
• Exact Mass: 574.18389715 g/mol
• Topological Polar Surface Area (TPSA): 174.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.26
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• 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	-	0.7368	73.68%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7865	78.65%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.8888	88.88%
OATP1B3 inhibitior	+	0.9116	91.16%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9506	95.06%
P-glycoprotein inhibitior	+	0.7317	73.17%
P-glycoprotein substrate	-	0.6200	62.00%
CYP3A4 substrate	+	0.6161	61.61%
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	-	0.6383	63.83%
CYP inhibitory promiscuity	-	0.8138	81.38%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8632	86.32%
Carcinogenicity (trinary)	Non-required	0.5800	58.00%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.8179	81.79%
Skin irritation	-	0.7622	76.22%
Skin corrosion	-	0.9308	93.08%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7312	73.12%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.9256	92.56%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5356	53.56%
Acute Oral Toxicity (c)	III	0.4911	49.11%
Estrogen receptor binding	+	0.8095	80.95%
Androgen receptor binding	+	0.5231	52.31%
Thyroid receptor binding	+	0.5775	57.75%
Glucocorticoid receptor binding	+	0.7773	77.73%
Aromatase binding	+	0.7677	76.77%
PPAR gamma	+	0.7189	71.89%
Honey bee toxicity	-	0.8405	84.05%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5449	54.49%
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	99.75%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.31%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.09%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	94.08%	94.75%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	93.89%	92.68%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.59%	92.94%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.58%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.12%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.01%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.51%	85.14%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.65%	96.21%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.01%	93.99%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	90.01%	91.79%
CHEMBL4208	P20618	Proteasome component C5	88.52%	90.00%
CHEMBL2581	P07339	Cathepsin D	88.28%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.28%	96.09%
CHEMBL2535	P11166	Glucose transporter	86.74%	98.75%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.49%	94.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.64%	99.23%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.14%	91.03%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	82.83%	81.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.82%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.70%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.09%	92.62%
CHEMBL1951	P21397	Monoamine oxidase A	82.00%	91.49%
CHEMBL2056	P21728	Dopamine D1 receptor	80.58%	91.00%

Plants that contains it

• Senna tora

Cross-Links

• PubChem: 10460737
• LOTUS: LTS0057313
• wikiData: Q104964184