Mycinamicin IV

Details

• Internal ID: 540f79b8-d0f6-4a32-b43e-28c706569194
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides
• IUPAC Name: (3E,5S,6S,7S,9R,11E,13E,15R,16R)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-16-ethyl-15-[[(2R,3R,4R,5R,6R)-5-hydroxy-3,4-dimethoxy-6-methyloxan-2-yl]oxymethyl]-5,7,9-trimethyl-1-oxacyclohexadeca-3,11,13-triene-2,10-dione
• SMILES (Canonical): CCC1C(C=CC=CC(=O)C(CC(C(C(C=CC(=O)O1)C)OC2C(C(CC(O2)C)N(C)C)O)C)C)COC3C(C(C(C(O3)C)O)OC)OC
• SMILES (Isomeric): CC[C@@H]1[C@H](/C=C/C=C/C(=O)[C@@H](C[C@@H]([C@@H]([C@H](/C=C/C(=O)O1)C)O[C@H]2[C@@H]([C@H](C[C@H](O2)C)N(C)C)O)C)C)CO[C@H]3[C@@H]([C@@H]([C@@H]([C@H](O3)C)O)OC)OC
• InChI: InChI=1S/C37H61NO11/c1-11-29-26(20-45-37-35(44-10)34(43-9)31(41)25(6)47-37)14-12-13-15-28(39)22(3)18-23(4)33(21(2)16-17-30(40)48-29)49-36-32(42)27(38(7)8)19-24(5)46-36/h12-17,21-27,29,31-37,41-42H,11,18-20H2,1-10H3/b14-12+,15-13+,17-16+/t21-,22+,23-,24+,25+,26+,27-,29+,31+,32+,33+,34+,35+,36-,37+/m0/s1
• InChI Key: DBTIHDIIXPQOFR-JMHKOBKLSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₆₁NO₁₁
• Molecular Weight: 695.90 g/mol
• Exact Mass: 695.42446176 g/mol
• Topological Polar Surface Area (TPSA): 142.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.44
• H-Bond Acceptor: 12
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

• 73684-71-6
• (3E,5S,6S,7S,9R,11E,13E,15R,16R)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-16-ethyl-15-[[(2R,3R,4R,5R,6R)-5-hydroxy-3,4-dimethoxy-6-methyloxan-2-yl]oxymethyl]-5,7,9-trimethyl-1-oxacyclohexadeca-3,11,13-triene-2,10-dione
• CHEBI:63284
• DTXSID101317328
• [(2R,3R,4E,6E,9R,11S,12S,13S,14E)-2-ethyl-9,11,13-trimethyl-8,16-dioxo-12-{[3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl]oxy}oxacyclohexadeca-4,6,14-trien-3-yl]methyl 6-deoxy-2,3-di-O-methyl-beta-D-allopyranoside
• ((2R,3R,4E,6E,9R,11S,12S,13S,14E)-2-ethyl-9,11,13-trimethyl-8,16-dioxo-12-((3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl)oxy)oxacyclohexadeca-4,6,14-trien-3-yl)methyl 6-deoxy-2,3-di-O-methyl-beta-D-allopyranoside
• (3E,5S,6S,7S,9R,11E,13E,15R,16R)-6-((2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl)oxy-16-ethyl-15-(((2R,3R,4R,5R,6R)-5-hydroxy-3,4-dimethoxy-6-methyloxan-2-yl)oxymethyl)-5,7,9-trimethyl-1-oxacyclohexadeca-3,11,13-triene-2,10-dione
• RefChem:1090057
• DTXCID601747146
• Mycinomycin IV
• Antibiotic A 11725 Ia
• 12,13-Deepoxy-12,13-didehydromycinamicin I
• BRN 5204883
• MIV
• Mycinamicin I, 12,13-deepoxy-12,13-didehydro-
• orb3141707
• TN11307
• C18846
• Q27132550
• [(2R,3R,4E,6E,9R,11S,12S,13S,14E)-2-Ethyl-9,11,13-trimethyl-8,16-dioxo-12-{[3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl]oxy}-1-oxacyclohexadeca-4,6,14-trien-3-yl]methyl 6-deoxy-2,3-di-O-methyl-beta-D-allopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7577	75.77%
Caco-2	-	0.8430	84.30%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5655	56.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8690	86.90%
OATP1B3 inhibitior	+	0.8668	86.68%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8831	88.31%
P-glycoprotein inhibitior	+	0.7423	74.23%
P-glycoprotein substrate	+	0.7236	72.36%
CYP3A4 substrate	+	0.7000	70.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8770	87.70%
CYP3A4 inhibition	-	0.5825	58.25%
CYP2C9 inhibition	-	0.9078	90.78%
CYP2C19 inhibition	-	0.8706	87.06%
CYP2D6 inhibition	-	0.9065	90.65%
CYP1A2 inhibition	-	0.9151	91.51%
CYP2C8 inhibition	+	0.4462	44.62%
CYP inhibitory promiscuity	-	0.9383	93.83%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5297	52.97%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9266	92.66%
Skin irritation	-	0.8025	80.25%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3688	36.88%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.7698	76.98%
skin sensitisation	-	0.8875	88.75%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.9120	91.20%
Acute Oral Toxicity (c)	III	0.6699	66.99%
Estrogen receptor binding	+	0.6871	68.71%
Androgen receptor binding	+	0.5219	52.19%
Thyroid receptor binding	-	0.5577	55.77%
Glucocorticoid receptor binding	+	0.6612	66.12%
Aromatase binding	-	0.5076	50.76%
PPAR gamma	+	0.6542	65.42%
Honey bee toxicity	-	0.6201	62.01%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8582	85.82%

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	98.64%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.74%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.41%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.48%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.68%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.03%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.41%	96.77%
CHEMBL3401	O75469	Pregnane X receptor	86.96%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	86.13%	90.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.83%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.87%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.33%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.38%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.32%	96.21%
CHEMBL226	P30542	Adenosine A1 receptor	80.22%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.08%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6447311
• LOTUS: LTS0115937
• wikiData: Q27132550