2-[[1,6,9,14-Tetrahydroxy-5-[3-hydroxy-6-methyl-5-(methylamino)-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-11-methoxy-3-methyl-8,13-dioxo-5,6-dihydrobenzo[a]tetracene-2-carbonyl]amino]acetic acid

Details

• Internal ID: 7753226d-0560-4544-9174-515aa94479e6
• Taxonomy: Benzenoids > Naphthacenes > Tetracenequinones
• IUPAC Name: 2-[[1,6,9,14-tetrahydroxy-5-[3-hydroxy-6-methyl-5-(methylamino)-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-11-methoxy-3-methyl-8,13-dioxo-5,6-dihydrobenzo[a]tetracene-2-carbonyl]amino]acetic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C3=CC4=C(C(=C3C5=C2C=C(C(=C5O)C(=O)NCC(=O)O)C)O)C(=O)C6=C(C4=O)C(=CC(=C6)OC)O)O)O)OC7C(C(C(CO7)O)O)O)NC
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C3=CC4=C(C(=C3C5=C2C=C(C(=C5O)C(=O)NCC(=O)O)C)O)C(=O)C6=C(C4=O)C(=CC(=C6)OC)O)O)O)OC7C(C(C(CO7)O)O)O)NC
• InChI: InChI=1S/C39H42N2O18/c1-11-5-17-24(31(50)21(11)37(54)41-9-20(44)45)23-15(8-16-25(32(23)51)28(47)14-6-13(55-4)7-18(42)22(14)27(16)46)29(48)35(17)58-39-34(53)36(26(40-3)12(2)57-39)59-38-33(52)30(49)19(43)10-56-38/h5-8,12,19,26,29-30,33-36,38-40,42-43,48-53H,9-10H2,1-4H3,(H,41,54)(H,44,45)
• InChI Key: XTZUCVXVWVTYDG-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₄₂N₂O₁₈
• Molecular Weight: 826.80 g/mol
• Exact Mass: 826.24326249 g/mol
• Topological Polar Surface Area (TPSA): 321.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -1.00
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 9

Synonyms

• 130743-10-1
• 2-[[1,6,9,14-tetrahydroxy-5-[3-hydroxy-6-methyl-5-(methylamino)-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-11-methoxy-3-methyl-8,13-dioxo-5,6-dihydrobenzo[a]tetracene-2-carbonyl]amino]acetic acid
• N-((-5-O-(4,6-Dideoxy-4-(methylamino)-3-O-(beta-D-xylopyranosyl)-beta-D-galactopyranosyl)-5,6,8,13-tetrahydro-1,6,9,14-tetrahydroxy-11-methoxy-3-methyl-8,13-dioxobenzo(a)naphthacen-2-yl)carbonyl)glycine
• Glycine, N-((5-((4,6-dideoxy-4-(methylamino)-3-O-beta-D-xylopyranosyl-beta-D-galactopyranosyl)oxy)-5,6,8,13-tetrahydro-1,6,9,14-tetrahydroxy-11-methoxy-3-methyl-8,13-dioxobenzo(a)naphthacen-2-yl)carbonyl)-, (5S-trans)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9281	92.81%
Caco-2	-	0.8766	87.66%
Blood Brain Barrier	-	0.9750	97.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Nucleus	0.6656	66.56%
OATP2B1 inhibitior	-	0.7007	70.07%
OATP1B1 inhibitior	+	0.8368	83.68%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.8301	83.01%
P-glycoprotein inhibitior	+	0.6919	69.19%
P-glycoprotein substrate	+	0.6913	69.13%
CYP3A4 substrate	+	0.7146	71.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8453	84.53%
CYP3A4 inhibition	-	0.8564	85.64%
CYP2C9 inhibition	-	0.8401	84.01%
CYP2C19 inhibition	-	0.9029	90.29%
CYP2D6 inhibition	-	0.9115	91.15%
CYP1A2 inhibition	-	0.8753	87.53%
CYP2C8 inhibition	+	0.7396	73.96%
CYP inhibitory promiscuity	-	0.8479	84.79%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6712	67.12%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9101	91.01%
Skin irritation	-	0.8252	82.52%
Skin corrosion	-	0.9501	95.01%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7208	72.08%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5303	53.03%
skin sensitisation	-	0.9054	90.54%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.9408	94.08%
Acute Oral Toxicity (c)	III	0.7286	72.86%
Estrogen receptor binding	+	0.8248	82.48%
Androgen receptor binding	+	0.6159	61.59%
Thyroid receptor binding	+	0.5431	54.31%
Glucocorticoid receptor binding	+	0.6514	65.14%
Aromatase binding	+	0.5955	59.55%
PPAR gamma	+	0.7627	76.27%
Honey bee toxicity	-	0.7354	73.54%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	-	0.6431	64.31%

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	99.45%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.33%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.88%	93.40%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.80%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.30%	89.00%
CHEMBL4208	P20618	Proteasome component C5	95.20%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.61%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	94.32%	91.07%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.96%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	93.54%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.07%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.63%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.35%	94.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	89.64%	87.67%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.54%	96.21%
CHEMBL340	P08684	Cytochrome P450 3A4	89.51%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.19%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.62%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.96%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.83%	99.17%
CHEMBL2179	P04062	Beta-glucocerebrosidase	83.57%	85.31%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.15%	96.90%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.95%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.92%	97.36%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.77%	92.68%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.58%	96.38%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 3081777
• LOTUS: LTS0113638
• wikiData: Q105342014