(2R)-2-[[(5S,6S)-5-[(2S,3R,4S,5S,6R)-4-[(2R,3S,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-sulfo-tetrahydropyran-2-yl]oxy-3-hydroxy-6-methyl-5-(methylamino)tetrahydropyran-2-yl]oxy-1,6,9,14-tetrahydroxy-11-methoxy-3-methyl-8,13-dioxo-5,6-dihydrobenzo[a]tetracene-2-carbonyl]amino]propanoic acid

Details

• Internal ID: 7d444c00-0184-48e5-83ca-1ac017684959
• Taxonomy: Benzenoids > Naphthacenes > Tetracenequinones
• IUPAC Name: (2R)-2-[[(5S,6S)-5-[(2S,3R,4S,5S,6R)-4-[(2R,3S,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-sulfooxan-2-yl]oxy-3-hydroxy-6-methyl-5-(methylamino)oxan-2-yl]oxy-1,6,9,14-tetrahydroxy-11-methoxy-3-methyl-8,13-dioxo-5,6-dihydrobenzo[a]tetracene-2-carbonyl]amino]propanoic acid
• InChI: InChI=1S/C41H46N2O21S/c1-11-6-18-24(31(50)21(11)38(54)43-12(2)39(55)56)23-16(9-17-25(32(23)51)28(47)15-7-14(60-5)8-19(45)22(15)27(17)46)29(48)35(18)63-40-33(52)36(26(42-4)13(3)61-40)64-41-34(53)37(65(57,58)59)30(49)20(10-44)62-41/h6-9,12-13,20,26,29-30,33-37,40-42,44-45,48-53H,10H2,1-5H3,(H,43,54)(H,55,56)(H,57,58,59)/t12-,13-,20-,26+,29+,30-,33-,34-,35+,36+,37+,40+,41+/m1/s1
• InChI Key: LZPMUWGDCHKFSW-BFYQUHCHSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₄₆N₂O₂₁S
• Molecular Weight: 934.90 g/mol
• Exact Mass: 934.23137765 g/mol
• Topological Polar Surface Area (TPSA): 383.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -1.36
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 11

Synonyms

• D-Alanine, N-[[(5S,6S)-5-[[4,6-dideoxy-4-(methylamino)-3-O-(3-O-sulfo-.beta.--D-glucopyranosyl)-.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]-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7590	75.90%
Caco-2	-	0.8688	86.88%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Nucleus	0.3375	33.75%
OATP2B1 inhibitior	-	0.7035	70.35%
OATP1B1 inhibitior	+	0.8050	80.50%
OATP1B3 inhibitior	+	0.9350	93.50%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8121	81.21%
P-glycoprotein inhibitior	+	0.7219	72.19%
P-glycoprotein substrate	+	0.6970	69.70%
CYP3A4 substrate	+	0.7170	71.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8467	84.67%
CYP3A4 inhibition	-	0.7168	71.68%
CYP2C9 inhibition	-	0.7231	72.31%
CYP2C19 inhibition	-	0.7779	77.79%
CYP2D6 inhibition	-	0.8876	88.76%
CYP1A2 inhibition	-	0.7411	74.11%
CYP2C8 inhibition	+	0.7109	71.09%
CYP inhibitory promiscuity	-	0.8014	80.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	+	0.6000	60.00%
Carcinogenicity (trinary)	Non-required	0.6251	62.51%
Eye corrosion	-	0.9744	97.44%
Eye irritation	-	0.9041	90.41%
Skin irritation	-	0.7916	79.16%
Skin corrosion	-	0.9090	90.90%
Ames mutagenesis	-	0.5154	51.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6798	67.98%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8689	86.89%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7783	77.83%
Acute Oral Toxicity (c)	III	0.5848	58.48%
Estrogen receptor binding	+	0.8050	80.50%
Androgen receptor binding	+	0.6550	65.50%
Thyroid receptor binding	+	0.5602	56.02%
Glucocorticoid receptor binding	+	0.6636	66.36%
Aromatase binding	+	0.5915	59.15%
PPAR gamma	+	0.7652	76.52%
Honey bee toxicity	-	0.6680	66.80%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5652	56.52%
Fish aquatic toxicity	+	0.9014	90.14%

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	98.75%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.53%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	96.85%	96.21%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.14%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	96.02%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.58%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.02%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.14%	96.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	91.78%	91.07%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.74%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	90.57%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.33%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.35%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	88.60%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.31%	94.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.86%	96.38%
CHEMBL2179	P04062	Beta-glucocerebrosidase	87.66%	85.31%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.60%	96.90%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.09%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.18%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.77%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.69%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.78%	99.23%
CHEMBL5255	O00206	Toll-like receptor 4	82.79%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.55%	94.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.75%	95.83%
CHEMBL4208	P20618	Proteasome component C5	81.53%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.30%	90.71%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.27%	92.68%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5480372
• LOTUS: LTS0020302
• wikiData: Q105160060