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

Details

• Internal ID: c31a4772-32ab-4ff7-8c7d-6dec0dc559d1
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 1,8-dihydroxy-3-methoxy-6-methyl-2-[(7S)-4,7,10-trihydroxy-2-methoxy-7-methyl-5-oxo-6,8-dihydroanthracen-1-yl]anthracene-9,10-dione
• SMILES (Canonical): CC1=CC2=C(C(=C1)O)C(=O)C3=C(C(=C(C=C3C2=O)OC)C4=C(C=C(C5=C4C=C6CC(CC(=O)C6=C5O)(C)O)O)OC)O
• SMILES (Isomeric): CC1=CC2=C(C(=C1)O)C(=O)C3=C(C(=C(C=C3C2=O)OC)C4=C(C=C(C5=C4C=C6C[C@](CC(=O)C6=C5O)(C)O)O)OC)O
• InChI: InChI=1S/C32H26O10/c1-12-5-15-24(17(33)6-12)30(38)26-16(28(15)36)8-20(41-3)27(31(26)39)25-14-7-13-10-32(2,40)11-19(35)22(13)29(37)23(14)18(34)9-21(25)42-4/h5-9,33-34,37,39-40H,10-11H2,1-4H3/t32-/m0/s1
• InChI Key: HJFRWECDRIBZFT-YTTGMZPUSA-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	-	0.7863	78.63%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7865	78.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8877	88.77%
OATP1B3 inhibitior	+	0.9116	91.16%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9723	97.23%
P-glycoprotein inhibitior	+	0.7628	76.28%
P-glycoprotein substrate	-	0.5643	56.43%
CYP3A4 substrate	+	0.6822	68.22%
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	+	0.4725	47.25%
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	-	0.8049	80.49%
Skin irritation	-	0.7622	76.22%
Skin corrosion	-	0.9308	93.08%
Ames mutagenesis	+	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8596	85.96%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.5930	59.30%
skin sensitisation	-	0.9256	92.56%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5878	58.78%
Acute Oral Toxicity (c)	III	0.4911	49.11%
Estrogen receptor binding	+	0.8781	87.81%
Androgen receptor binding	+	0.5823	58.23%
Thyroid receptor binding	+	0.5979	59.79%
Glucocorticoid receptor binding	+	0.7869	78.69%
Aromatase binding	+	0.6805	68.05%
PPAR gamma	+	0.7438	74.38%
Honey bee toxicity	-	0.7655	76.55%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
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	99.52%	91.11%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	96.95%	96.21%
CHEMBL1951	P21397	Monoamine oxidase A	96.92%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.66%	95.56%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	94.86%	91.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.77%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.46%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.02%	99.23%
CHEMBL240	Q12809	HERG	93.86%	89.76%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	93.02%	92.68%
CHEMBL2581	P07339	Cathepsin D	92.76%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.59%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.53%	99.15%
CHEMBL1937	Q92769	Histone deacetylase 2	91.77%	94.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.51%	92.94%
CHEMBL4208	P20618	Proteasome component C5	90.30%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.22%	85.14%
CHEMBL2056	P21728	Dopamine D1 receptor	88.09%	91.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	87.99%	96.67%
CHEMBL2535	P11166	Glucose transporter	87.69%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.26%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.53%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.31%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	84.26%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.77%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.77%	96.77%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.58%	91.03%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.21%	93.03%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	81.21%	92.38%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.89%	93.99%

Plants that contains it

• Senna multiglandulosa

Cross-Links

• PubChem: 10393232
• LOTUS: LTS0251706
• wikiData: Q105029216