Teicoplanin A2-4

Details

• Internal ID: 1e76a32d-f17e-41d7-b9a6-f2c7bef63c02
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (1S,2R,19R,22R,34S,37R,40R,52S)-2-[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-22-amino-5,15-dichloro-64-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(8-methyldecanoylamino)oxan-2-yl]oxy-26,31,44,49-tetrahydroxy-21,35,38,54,56,59-hexaoxo-47-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,13,28-trioxa-20,36,39,53,55,58-hexazaundecacyclo[38.14.2.23,6.214,17.219,34.18,12.123,27.129,33.141,45.010,37.046,51]hexahexaconta-3,5,8,10,12(64),14,16,23(61),24,26,29(60),30,32,41(57),42,44,46(51),47,49,62,65-henicosaene-52-carboxylic acid
• InChI: InChI=1S/C89H99Cl2N9O33/c1-4-34(2)9-7-5-6-8-10-61(109)95-69-75(114)72(111)59(32-102)130-88(69)133-79-56-26-41-27-57(79)127-53-18-14-39(24-48(53)91)78(132-87-68(93-35(3)104)74(113)71(110)58(31-101)129-87)70-85(122)99-67(86(123)124)46-29-43(106)30-55(128-89-77(116)76(115)73(112)60(33-103)131-89)62(46)45-23-38(13-15-50(45)107)64(82(119)100-70)97-84(121)66(41)98-83(120)65-40-21-42(105)28-44(22-40)125-54-25-37(12-16-51(54)108)63(92)81(118)94-49(80(117)96-65)20-36-11-17-52(126-56)47(90)19-36/h11-19,21-30,34,49,58-60,63-78,87-89,101-103,105-108,110-116H,4-10,20,31-33,92H2,1-3H3,(H,93,104)(H,94,118)(H,95,109)(H,96,117)(H,97,121)(H,98,120)(H,99,122)(H,100,119)(H,123,124)/t34?,49-,58-,59-,60-,63-,64-,65+,66-,67+,68-,69-,70+,71-,72-,73-,74-,75-,76+,77+,78-,87+,88+,89+/m1/s1
• InChI Key: KSPOYQQCANXEDC-WNTLLCOUSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈₉H₉₉Cl₂N₉O₃₃
• Molecular Weight: 1893.70 g/mol
• Exact Mass: 1891.5722320 g/mol
• Topological Polar Surface Area (TPSA): 662.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.41
• H-Bond Acceptor: 33
• H-Bond Donor: 24
• Rotatable Bonds: 20

Synonyms

• Teichomycin A2-4
• 83Q83MG55O
• 91032-37-0
• UNII-83Q83MG55O
• Teichomycin A(sub 2) factor 4
• CHEBI:34997
• TEICOPLANIN A2-4 [MI]
• T-A2-4
• BRN 6261978
• 34-O-(2-(Acetylamino)-2-deoxy-beta-D-glucopyranosyl)-22,31-dichloro-7-demethyl-64-O-demethyl-19-deoxy-56-O-(2-deoxy-2-((8-methyl-1-oxodecyl)amino)-beta-D-glucopyranosyl)-42-O-alpha-D-mannopyranosylristomycin A aglycone
• 34-O-[2-(acetamido)-2-deoxy-beta-D-glucopyranosyl]-22,31-dichloro-7-demethyl-64-O-demethyl-19-deoxy-56-O-{2-deoxy-2-[(8-methyl-1-oxodecyl)amino]-beta-D-glucopyranosyl}-42-O-alpha-D-mannopyranosylristomycin A aglycone
• 34-O-(2-(acetamido)-2-deoxy-beta-D-glucopyranosyl)-22,31-dichloro-7-demethyl-64-O-demethyl-19-deoxy-56-O-(2-deoxy-2-((8-methyl-1-oxodecyl)amino)-beta-D-glucopyranosyl)-42-O-alpha-D-mannopyranosylristomycin A aglycone
• RefChem:187730
• (1S,2R,19R,22R,34S,37R,40R,52S)-2-((2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-22-amino-5,15-dichloro-64-((2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(8-methyldecanoylamino)oxan-2-yl)oxy-26,31,44,49-tetrahydroxy-21,35,38,54,56,59-hexaoxo-47-((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-7,13,28-trioxa-20,36,39,53,55,58-hexazaundecacyclo(38.14.2.23,6.214,17.219,34.18,12.123,27.129,33.141,45.010,37.046,51)hexahexaconta-3,5,8,10,12(64),14,16,23(61),24,26,29(60),30,32,41(57),42,44,46(51),47,49,62,65-henicosaene-52-carboxylic acid
• (1S,2R,19R,22R,34S,37R,40R,52S)-2-((2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-22-azaniumyl-5,15-dichloro-64-((2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(8-methyldecanoylamino)oxan-2-yl)oxy-26,31,44,49-tetrahydroxy-21,35,38,54,56,59-hexaoxo-47-((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-7,13,28-trioxa-20,36,39,53,55,58-hexazaundecacyclo(38.14.2.23,6.214,17.219,34.18,12.123,27.129,33.141,45.010,37.046,51)hexahexaconta-3,5,8,10,12(64),14,16,23(61),24,26,29(60),30,32,41(57),42,44,46(51),47,49,62,65-henicosaene-52-carboxylate
• (1S,2R,19R,22R,34S,37R,40R,52S)-2-[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-22-amino-5,15-dichloro-64-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(8-methyldecanoylamino)oxan-2-yl]oxy-26,31,44,49-tetrahydroxy-21,35,38,54,56,59-hexaoxo-47-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,13,28-trioxa-20,36,39,53,55,58-hexazaundecacyclo[38.14.2.23,6.214,17.219,34.18,12.123,27.129,33.141,45.010,37.046,51]hexahexaconta-3,5,8,10,12(64),14,16,23(61),24,26,29(60),30,32,41(57),42,44,46(51),47,49,62,65-henicosaene-52-carboxylic acid
• (1S,2R,19R,22R,34S,37R,40R,52S)-2-[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-22-azaniumyl-5,15-dichloro-64-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(8-methyldecanoylamino)oxan-2-yl]oxy-26,31,44,49-tetrahydroxy-21,35,38,54,56,59-hexaoxo-47-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,13,28-trioxa-20,36,39,53,55,58-hexazaundecacyclo[38.14.2.23,6.214,17.219,34.18,12.123,27.129,33.141,45.010,37.046,51]hexahexaconta-3,5,8,10,12(64),14,16,23(61),24,26,29(60),30,32,41(57),42,44,46(51),47,49,62,65-henicosaene-52-carboxylate
• Teichomycin A2 factor 4
• 34-O-[2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl]-22,31-dichloro-7-demethyl-64-O-demethyl-19-deoxy-56-O-[2-deoxy-2-[(8-methyl-1-oxodecyl)amino]-beta-D-glucopyranosyl]-42-O-alpha-D-mannopyranosyl-ristomycinAaglycone
• C13610
• CHEMBL4297105
• SCHEMBL29416872
• HY-130339
• CS-0107368
• Q27116360
• RISTOMYCIN A AGLYCONE, 34-O-(2-(ACETYLAMINO)-2-DEOXY-.BETA.-D-GLUCOPYRANOSYL)-22,31-DICHLORO-7-DEMETHYL-64-O-DEMETHYL-19-DEOXY-56-O-(2-DEOXY-2-((8-METHYL-1-OXODECYL)AMINO)-.BETA.-D-GLUCOPYRANOSYL)-42-O-.ALPHA.-D-MANNOPYRANOSYL-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7140	71.40%
Caco-2	-	0.8582	85.82%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Nucleus	0.4199	41.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8098	80.98%
OATP1B3 inhibitior	+	0.9142	91.42%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9569	95.69%
P-glycoprotein inhibitior	+	0.7418	74.18%
P-glycoprotein substrate	+	0.8411	84.11%
CYP3A4 substrate	+	0.7597	75.97%
CYP2C9 substrate	-	0.8057	80.57%
CYP2D6 substrate	-	0.8447	84.47%
CYP3A4 inhibition	-	0.6007	60.07%
CYP2C9 inhibition	-	0.8723	87.23%
CYP2C19 inhibition	-	0.7763	77.63%
CYP2D6 inhibition	-	0.8409	84.09%
CYP1A2 inhibition	-	0.8214	82.14%
CYP2C8 inhibition	+	0.8693	86.93%
CYP inhibitory promiscuity	-	0.7823	78.23%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7300	73.00%
Carcinogenicity (trinary)	Non-required	0.5453	54.53%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.8954	89.54%
Skin irritation	-	0.7651	76.51%
Skin corrosion	-	0.9322	93.22%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7429	74.29%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.6233	62.33%
skin sensitisation	-	0.8549	85.49%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.7354	73.54%
Acute Oral Toxicity (c)	III	0.6366	63.66%
Estrogen receptor binding	+	0.5310	53.10%
Androgen receptor binding	+	0.7595	75.95%
Thyroid receptor binding	+	0.8434	84.34%
Glucocorticoid receptor binding	+	0.8305	83.05%
Aromatase binding	+	0.7621	76.21%
PPAR gamma	+	0.7809	78.09%
Honey bee toxicity	-	0.6254	62.54%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9495	94.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL220	P22303	Acetylcholinesterase	99.99%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.93%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.92%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.34%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.95%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.35%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.68%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	96.23%	93.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	95.48%	96.21%
CHEMBL2413	P32246	C-C chemokine receptor type 1	94.73%	89.50%
CHEMBL3401	O75469	Pregnane X receptor	94.18%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	93.99%	89.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.45%	99.15%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	93.21%	92.29%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.05%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.22%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.07%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.93%	90.71%
CHEMBL2535	P11166	Glucose transporter	90.07%	98.75%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.82%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.66%	95.89%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	88.35%	85.00%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	87.95%	97.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.83%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	85.96%	91.19%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.91%	97.21%
CHEMBL5255	O00206	Toll-like receptor 4	85.19%	92.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.15%	96.95%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.91%	96.90%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.38%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	83.76%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.27%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.87%	96.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.31%	95.71%
CHEMBL236	P41143	Delta opioid receptor	80.59%	99.35%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	80.02%	95.48%

Plants that contains it

• Bicuiba oleifera
• Peperomia blanda
• Peperomia heyneana

Cross-Links

• PubChem: 17748672
• LOTUS: LTS0076059
• wikiData: Q104920208