Leucomycin V

Details

• Internal ID: 7aab9b9f-62c8-4502-ad96-a9c8e7d14970
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides
• IUPAC Name: 2-[(4R,5S,6S,7R,9R,10R,11E,13E,16R)-6-[(2S,3R,4R,5S,6R)-5-[(2S,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-4,10-dihydroxy-5-methoxy-9,16-dimethyl-2-oxo-1-oxacyclohexadeca-11,13-dien-7-yl]acetaldehyde
• InChI: InChI=1S/C35H59NO13/c1-19-16-23(14-15-37)31(32(44-8)25(39)17-26(40)45-20(2)12-10-9-11-13-24(19)38)49-34-29(41)28(36(6)7)30(21(3)47-34)48-27-18-35(5,43)33(42)22(4)46-27/h9-11,13,15,19-25,27-34,38-39,41-43H,12,14,16-18H2,1-8H3/b10-9+,13-11+/t19-,20-,21-,22+,23+,24+,25-,27+,28-,29-,30-,31+,32+,33+,34+,35-/m1/s1
• InChI Key: XYJOGTQLTFNMQG-KJHBSLKPSA-N
• Popularity: 78 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₉NO₁₃
• Molecular Weight: 701.80 g/mol
• Exact Mass: 701.39864094 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.85
• H-Bond Acceptor: 14
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

• 22875-15-6
• VW9SY2S5WL
• 2-[(4R,5S,6S,7R,9R,10R,11E,13E,16R)-6-[(2S,3R,4R,5S,6R)-5-[(2S,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-4,10-dihydroxy-5-methoxy-9,16-dimethyl-2-oxo-1-oxacyclohexadeca-11,13-dien-7-yl]acetaldehyde
• CHEBI:31753
• DTXSID501043929
• 2-((4R,5S,6S,7R,9R,10R,11E,13E,16R)-6-((2S,3R,4R,5S,6R)-5-((2S,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyloxan-2-yl)oxy-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl)oxy-4,10-dihydroxy-5-methoxy-9,16-dimethyl-2-oxo-1-oxacyclohexadeca-11,13-dien-7-yl)acetaldehyde
• RefChem:794342
• DTXCID801526368
• Turimycin
• 1392-21-8
• Leucomycin
• 39405-35-1
• Deacylleucomycin A1
• Leucomycin (technical)
• 4''-Deacylturimycin H
• Deisovaleryl leucomycin A1
• Stereomycine
• Antibiotic A 6599
• Syneptine
• Antibiotic JA-6599
• Josamycin EP Impurity F
• [(4R,5S,6S,7R,9R,10R,11E,13E,16R)-6-{[(2S,3R,4R,5S,6R)-5-{[(2S,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyltetrahydro-2H-pyran-2-yl]oxy}-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-4,10-dihydroxy-5-methoxy-9,16-dimethyl-2-oxooxacyclohexadeca-11,13-dien-7-yl]acetaldehyde
• 2-[(4R,5S,6S,7R,9R,10R,11E,13E,16R)-6-[(2S,3R,4R,5S,6R)-5-[(2S,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyl-tetrahydropyran-2-yl]oxy-4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-4,10-dihydroxy-5-methoxy-9,16-dimethyl-2-oxo-1-oxacyclohexadeca-11,13-dien-7-yl]acetaldehyde
• C35H59NO13
• Leucomycins (>85%)
• UNII-VW9SY2S5WL
• Leucomycin (technical) 100 microg/mL in Acetonitrile
• orb1304005
• orb3024800
• orb3139780
• SCHEMBL5035766
• MSK7009
• XYJOGTQLTFNMQG-KJHBSLKPSA-N
• HY-N14762
• MSK7009-100M
• AKOS015896458
• MSK7009-1000M
• AK65051
• Leucomycin Solution in Methanol, 100ug/mL
• Leucomycin Solution in Methanol, 1000ug/mL
• A 6599
• Q6417876
• 2-((4R,5S,6S,7R,9R,10R,11E,13E,16R)-6-(((2S,3R,4R,5S,6R)-5-(((2S,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4,10-dihydroxy-5-methoxy-9,16-dimethyl-2-oxooxacyclohexade
• GLUCOPYRANOSIDE, 7-(FORMYLMETHYL)-4,10-DIHYDROXY-5-METHOXY-9,16-DIMETHYL-2-OXOOXACYCLOHEXADECA-11,13-DIEN-6-YL 3,6-DIDEOXY-4-O-(2,6-DIDEOXY-3-C-METHYL-.ALPHA.-L-RIBO-HEXOPYRANOSYL)-3-(DIMETHYLAMINO)-, .BETA.-D-
• Glucopyranoside, 7-(formylmethyl)-4,10-dihydroxy-5-methoxy-9,16-dimethyl-2-oxooxacyclohexadeca-11,13-dien-6-yl 3,6-dideoxy-4-O-(2,6-dideoxy-3-C-methyl-alpha-L-ribo-hexopyranosyl)-3-(dimethylamino)-, beta-D-
• OXACYCLOHEXADECA-11,13-DIENE-7-ACETALDEHYDE, 6-((3,6-DIDEOXY-4-O-(2,6-DIDEOXY-3-C-METHYL-.ALPHA.-L-RIBO-HEXOPYRANOSYL)-3-(DIMETHYLAMINO)-.BETA.-D-GLUCOPYRANOSYL)OXY)-4,10-DIHYDROXY-5-METHOXY-9,16-DIMETHYL-2-OXO-, (4R-(4R*,5S*,6S*,7R*,9R*,10R*,11E,13E,16R*))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5578	55.78%
Caco-2	-	0.8591	85.91%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.9714	97.14%
Subcellular localzation	Mitochondria	0.5154	51.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9092	90.92%
OATP1B3 inhibitior	+	0.9486	94.86%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8202	82.02%
P-glycoprotein inhibitior	+	0.7107	71.07%
P-glycoprotein substrate	+	0.7521	75.21%
CYP3A4 substrate	+	0.6147	61.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8847	88.47%
CYP3A4 inhibition	-	0.8583	85.83%
CYP2C9 inhibition	-	0.9181	91.81%
CYP2C19 inhibition	-	0.9127	91.27%
CYP2D6 inhibition	-	0.9261	92.61%
CYP1A2 inhibition	-	0.9064	90.64%
CYP2C8 inhibition	+	0.5183	51.83%
CYP inhibitory promiscuity	-	0.9725	97.25%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4984	49.84%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9274	92.74%
Skin irritation	-	0.7913	79.13%
Skin corrosion	-	0.9238	92.38%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7176	71.76%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.7245	72.45%
skin sensitisation	-	0.8760	87.60%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6688	66.88%
Acute Oral Toxicity (c)	IV	0.6426	64.26%
Estrogen receptor binding	+	0.6243	62.43%
Androgen receptor binding	+	0.6502	65.02%
Thyroid receptor binding	-	0.5387	53.87%
Glucocorticoid receptor binding	+	0.6338	63.38%
Aromatase binding	-	0.5430	54.30%
PPAR gamma	+	0.7175	71.75%
Honey bee toxicity	-	0.5665	56.65%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	+	0.6880	68.80%

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	97.00%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.26%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.73%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.06%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.40%	86.33%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	90.57%	91.83%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.48%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.43%	97.09%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	86.62%	82.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.36%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.00%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	85.03%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	83.80%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.15%	99.17%
CHEMBL4208	P20618	Proteasome component C5	82.86%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.59%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.10%	91.07%
CHEMBL4105838	Q96GG9	DCN1-like protein 1	81.88%	95.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.86%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	81.14%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5282189
• LOTUS: LTS0114612
• wikiData: Q6417876