Tylosin C

Details

• Internal ID: 8b46e34d-0061-41db-aca7-43d1ec836cd7
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides
• IUPAC Name: 2-[(4R,5S,7R,9R,11E,13E,16R)-6-[(2R,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-15-[[(2R,3R,4R,5S,6R)-4,5-dihydroxy-3-methoxy-6-methyloxan-2-yl]oxymethyl]-16-ethyl-4-hydroxy-5,9,13-trimethyl-2,10-dioxo-1-oxacyclohexadeca-11,13-dien-7-yl]acetaldehyde
• SMILES (Canonical): CCC1C(C=C(C=CC(=O)C(CC(C(C(C(CC(=O)O1)O)C)OC2C(C(C(C(O2)C)OC3CC(C(C(O3)C)O)(C)O)N(C)C)O)CC=O)C)C)COC4C(C(C(C(O4)C)O)O)OC
• SMILES (Isomeric): CC[C@@H]1C(/C=C(/C=C/C(=O)[C@@H](C[C@@H](C([C@H]([C@@H](CC(=O)O1)O)C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)O)(C)O)N(C)C)O)CC=O)C)\C)CO[C@H]4[C@@H]([C@@H]([C@@H]([C@H](O4)C)O)O)OC
• InChI: InChI=1S/C45H75NO17/c1-12-32-29(21-57-44-41(56-11)38(53)36(51)25(5)59-44)17-22(2)13-14-30(48)23(3)18-28(15-16-47)39(24(4)31(49)19-33(50)61-32)63-43-37(52)35(46(9)10)40(26(6)60-43)62-34-20-45(8,55)42(54)27(7)58-34/h13-14,16-17,23-29,31-32,34-44,49,51-55H,12,15,18-21H2,1-11H3/b14-13+,22-17+/t23-,24+,25-,26-,27+,28+,29?,31-,32-,34+,35-,36-,37-,38-,39?,40-,41-,42+,43+,44-,45-/m1/s1
• InChI Key: UFUYRGNJTFAODM-MIUQDMJTSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₅NO₁₇
• Molecular Weight: 902.10 g/mol
• Exact Mass: 901.50349992 g/mol
• Topological Polar Surface Area (TPSA): 250.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.18
• H-Bond Acceptor: 18
• H-Bond Donor: 6
• Rotatable Bonds: 12

Synonyms

• 2-[(4R,5S,7R,9R,11E,13E,16R)-6-[(2R,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-15-[[(2R,3R,4R,5S,6R)-4,5-dihydroxy-3-methoxy-6-methyloxan-2-yl]oxymethyl]-16-ethyl-4-hydroxy-5,9,13-trimethyl-2,10-dioxo-1-oxacyclohexadeca-11,13-dien-7-yl]acetaldehyde
• 11049-15-3
• Tylosin, 3(sup C)-O-demethyl-
• BRN 6468979
• Q6725209

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7902	79.02%
Caco-2	-	0.8691	86.91%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.6271	62.71%
OATP2B1 inhibitior	-	0.8657	86.57%
OATP1B1 inhibitior	+	0.9188	91.88%
OATP1B3 inhibitior	+	0.9193	91.93%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9578	95.78%
P-glycoprotein inhibitior	+	0.7448	74.48%
P-glycoprotein substrate	+	0.8182	81.82%
CYP3A4 substrate	+	0.7208	72.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8833	88.33%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9055	90.55%
CYP2C19 inhibition	-	0.8891	88.91%
CYP2D6 inhibition	-	0.9240	92.40%
CYP1A2 inhibition	-	0.8952	89.52%
CYP2C8 inhibition	+	0.6856	68.56%
CYP inhibitory promiscuity	-	0.9643	96.43%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5168	51.68%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9096	90.96%
Skin irritation	-	0.7669	76.69%
Skin corrosion	-	0.9319	93.19%
Ames mutagenesis	-	0.6037	60.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7599	75.99%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.7020	70.20%
skin sensitisation	-	0.8526	85.26%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8807	88.07%
Acute Oral Toxicity (c)	III	0.7906	79.06%
Estrogen receptor binding	+	0.6628	66.28%
Androgen receptor binding	+	0.6591	65.91%
Thyroid receptor binding	+	0.5879	58.79%
Glucocorticoid receptor binding	+	0.7312	73.12%
Aromatase binding	-	0.5829	58.29%
PPAR gamma	+	0.7993	79.93%
Honey bee toxicity	-	0.6066	60.66%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9451	94.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.24%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.19%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.03%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.58%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.98%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	92.84%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.79%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.45%	97.09%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	89.41%	82.38%
CHEMBL1951	P21397	Monoamine oxidase A	89.17%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.64%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.41%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.02%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	85.73%	94.73%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.72%	90.08%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.17%	92.62%
CHEMBL4105838	Q96GG9	DCN1-like protein 1	84.08%	95.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.87%	96.90%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.67%	85.14%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.41%	83.00%
CHEMBL1902	P62942	FK506-binding protein 1A	83.27%	97.05%
CHEMBL2996	Q05655	Protein kinase C delta	82.16%	97.79%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.91%	92.94%
CHEMBL5957	P21589	5'-nucleotidase	80.30%	97.78%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	80.19%	95.64%

Plants that contains it

• Carthamus tinctorius

Cross-Links

• PubChem: 6440817
• LOTUS: LTS0113328
• wikiData: Q105013686