[6-[6-[(3-Acetyl-4,4a,6,12a-tetrahydroxy-9-methoxy-11-methyl-2,5,7,10-tetraoxo-1,12-dihydrotetracen-1-yl)oxy]-2-methyloxan-3-yl]oxy-4-hydroxy-2,4-dimethyloxan-3-yl] 2-hydroxy-3,6-dimethylbenzoate

Details

• Internal ID: ce29c331-5b30-40ff-b5a6-5d4dd08c8f43
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Anthraquinone glycosides
• IUPAC Name: [6-[6-[(3-acetyl-4,4a,6,12a-tetrahydroxy-9-methoxy-11-methyl-2,5,7,10-tetraoxo-1,12-dihydrotetracen-1-yl)oxy]-2-methyloxan-3-yl]oxy-4-hydroxy-2,4-dimethyloxan-3-yl] 2-hydroxy-3,6-dimethylbenzoate
• SMILES (Canonical): CC1C(CCC(O1)OC2C(=O)C(=C(C3(C2(CC4=C(C5=C(C(=O)C=C(C5=O)OC)C(=C4C3=O)O)C)O)O)O)C(=O)C)OC6CC(C(C(O6)C)OC(=O)C7=C(C=CC(=C7O)C)C)(C)O
• SMILES (Isomeric): CC1C(CCC(O1)OC2C(=O)C(=C(C3(C2(CC4=C(C5=C(C(=O)C=C(C5=O)OC)C(=C4C3=O)O)C)O)O)O)C(=O)C)OC6CC(C(C(O6)C)OC(=O)C7=C(C=CC(=C7O)C)C)(C)O
• InChI: InChI=1S/C44H48O18/c1-16-9-10-17(2)33(47)28(16)41(53)62-39-21(6)59-27(15-42(39,7)54)60-24-11-12-26(58-20(24)5)61-40-36(50)30(19(4)45)37(51)44(56)38(52)31-22(14-43(40,44)55)18(3)29-32(35(31)49)23(46)13-25(57-8)34(29)48/h9-10,13,20-21,24,26-27,39-40,47,49,51,54-56H,11-12,14-15H2,1-8H3
• InChI Key: IFCBPTPGDINHLK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₄₈O₁₈
• Molecular Weight: 864.80 g/mol
• Exact Mass: 864.28406468 g/mol
• Topological Polar Surface Area (TPSA): 279.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 18
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8654	86.54%
Caco-2	-	0.8597	85.97%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5063	50.63%
OATP2B1 inhibitior	-	0.7165	71.65%
OATP1B1 inhibitior	+	0.8113	81.13%
OATP1B3 inhibitior	+	0.8626	86.26%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8071	80.71%
BSEP inhibitior	+	0.8535	85.35%
P-glycoprotein inhibitior	+	0.7571	75.71%
P-glycoprotein substrate	+	0.7458	74.58%
CYP3A4 substrate	+	0.7350	73.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8793	87.93%
CYP3A4 inhibition	-	0.8909	89.09%
CYP2C9 inhibition	-	0.8755	87.55%
CYP2C19 inhibition	-	0.8323	83.23%
CYP2D6 inhibition	-	0.9076	90.76%
CYP1A2 inhibition	-	0.6409	64.09%
CYP2C8 inhibition	+	0.8079	80.79%
CYP inhibitory promiscuity	-	0.9549	95.49%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6051	60.51%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9046	90.46%
Skin irritation	-	0.6836	68.36%
Skin corrosion	-	0.9231	92.31%
Ames mutagenesis	-	0.5070	50.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4217	42.17%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5420	54.20%
skin sensitisation	-	0.8424	84.24%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6498	64.98%
Acute Oral Toxicity (c)	II	0.4016	40.16%
Estrogen receptor binding	+	0.8075	80.75%
Androgen receptor binding	+	0.7583	75.83%
Thyroid receptor binding	+	0.5543	55.43%
Glucocorticoid receptor binding	+	0.7648	76.48%
Aromatase binding	+	0.7658	76.58%
PPAR gamma	+	0.8022	80.22%
Honey bee toxicity	-	0.7188	71.88%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9867	98.67%

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%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.42%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.33%	96.00%
CHEMBL2581	P07339	Cathepsin D	93.64%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.39%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.77%	86.33%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	90.44%	85.30%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.23%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.83%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.81%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.76%	97.09%
CHEMBL3922	P50579	Methionine aminopeptidase 2	89.34%	97.28%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.71%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.77%	91.07%
CHEMBL1871	P10275	Androgen Receptor	87.31%	96.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.06%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.80%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.46%	93.04%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.02%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.83%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	84.37%	91.19%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.29%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.16%	96.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.96%	94.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.93%	93.65%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.64%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.55%	96.90%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	80.94%	98.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.86%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9832600
• LOTUS: LTS0186931
• wikiData: Q104168728