Nonactin

Details

• Internal ID: ef416aab-86a5-4219-a9a8-6501f88f1f1e
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (1R,2R,5R,7R,10S,11S,14S,16S,19R,20R,23R,25R,28S,29S,32S,34S)-2,5,11,14,20,23,29,32-octamethyl-4,13,22,31,37,38,39,40-octaoxapentacyclo[32.2.1.17,10.116,19.125,28]tetracontane-3,12,21,30-tetrone
• SMILES (Canonical): CC1CC2CCC(O2)C(C(=O)OC(CC3CCC(O3)C(C(=O)OC(CC4CCC(O4)C(C(=O)OC(CC5CCC(O5)C(C(=O)O1)C)C)C)C)C)C)C
• SMILES (Isomeric): C[C@@H]1C[C@H]2CC[C@H](O2)[C@@H](C(=O)O[C@H](C[C@@H]3CC[C@@H](O3)[C@H](C(=O)O[C@@H](C[C@H]4CC[C@H](O4)[C@@H](C(=O)O[C@H](C[C@@H]5CC[C@@H](O5)[C@H](C(=O)O1)C)C)C)C)C)C)C
• InChI: InChI=1S/C40H64O12/c1-21-17-29-9-13-34(49-29)26(6)38(42)46-23(3)19-31-11-15-36(51-31)28(8)40(44)48-24(4)20-32-12-16-35(52-32)27(7)39(43)47-22(2)18-30-10-14-33(50-30)25(5)37(41)45-21/h21-36H,9-20H2,1-8H3/t21-,22+,23+,24-,25-,26+,27+,28-,29-,30+,31+,32-,33-,34+,35+,36-
• InChI Key: RMIXHJPMNBXMBU-QIIXEHPYSA-N
• Popularity: 664 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₄O₁₂
• Molecular Weight: 736.90 g/mol
• Exact Mass: 736.43977747 g/mol
• Topological Polar Surface Area (TPSA): 142.00 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 6.02
• H-Bond Acceptor: 12
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• Werramycin-A
• 6833-84-7
• Antibiotic from Actinomycete
• UPJOHN 170T, high melting
• 5342 PFW 19
• A 4426
• Upjohn 170t (high melting)
• TTP24WX8P7
• CHEBI:7614
• 4,13,22,31,37,38,39,40-Octaoxapentacyclo(32.2.1.1(sup 7,10).1(sup 16,19).1(sup 25,28))tetracontane-3,12,21,30-tetrone, 2,5,11,14,20,23,29,32-octamethyl-, (1R-(1R*,2R*,5R*,7R*,10S*,11S*,14S*,16S*,19R*,20R*,23R*,25R*,28S*,29S*,32S*,34S*))-
• GNF-PF-1094
• Ammonium ionophore
• NSC52141
• NSC-52141
• NSC-56409
• TA-25-M-I
• E-79-C
• NSC 52141
• NSC 56409
• N-329-A
• 3584-A
• A-5584
• Ammonium ionophore I
• 4,13,22,31,37,38,39,40-Octaoxapentacyclo(32.2.1.17,10.116,19.125,28)tetracontane-3,12,21,30-tetrone, 2,5,11,14,20,23,29,32-octamethyl-
• 4,13,22,31,37,38,39,40-Octaoxapentacyclo[32.2.1.17,10.116,19.125,28]tetracontane-3,12,21,30-tetrone, 2,5,11,14,20,23,29,32-octamethyl-
• EINECS 229-911-3
• UNII-TTP24WX8P7
• BRN 0076434
• 4,22,31,37,38,39,40-Octaoxapentacyclo[32.2.1.17,10.116,19.125,28]tetracontane-3,12,21,30-tetrone, 2,5,11,14,20,23,29,32-octamethyl-
• 4,22,31,37,38,39,40-Octaoxapentacyclo[32.2.1.17,10.116,19.125,28]tetracontane-3,12,21,30-tetrone, 2,5,11,14,20,23,29,32-octamethyl-, [1R-(1R*,2R*,5R*,7R*,10S*,11S*,14S*,16S*,19R*,20R*,23R*,25R*,28S*,29S*,32S*,34S*)]-
• NONACTIN [MI]
• bmse000763
• SCHEMBL82710
• 5-19-12-00751 (Beilstein Handbook Reference)
• CHEMBL415914
• DTXSID10218477
• NSC56409
• AKOS024457138
• CCG-208315
• NCI60_004265
• SR-05000002313
• Q7049170
• SR-05000002313-2
• (1R,2R,5R,7R,10S,11S,14S,16S,19R,20R,23R,25R,28S,29S,32S,34S)-2,5,11,14,20,23,29,32-Octamethyl-4,13,22,31,37,38,39,40-octaoxapentacyclo[32.2.1.17,10.116,19.125,28]tetracontane-3,12,21,30-tetrone
• (1S,2S,5S,7S,10R,11R,14R,16R,19S,20S,23S,25S,28R,29R,32R,34R)-2,5,11,14,20,23,29,32-octamethyl-4,13,22,31,37,38,39,40-octaoxapentacyclo[32.2.1.17,10.116,19.125,28]tetracontane-3,12,21,30-tetrone
• 4,13,22,31,37,38,39,40-Octaoxapentacyclo(32.2.1.17,10.116,19.125,28)tetracontane-3,12,21,30-tetrone, 2,5,11,14,20,23,29,32-octamethyl- (8CI)
• 4,13,22,31,37,38,39,40-OCTAOXAPENTACYCLO(32.2.1.17,10.116,19.125,28)TETRACONTANE-3,12,21,30-TETRONE, 2,5,11,14,20,23,29,32-OCTAMETHYL-, (1R,2R,5R,7R,10S,11S,14S,16S,19R,20R,23R,25R,28S,29S,32S,34S)-
• 4,13,22,31,37,38,39,40-Octaoxapentacyclo[32.2.1.17,10.116,19.125,28]tetracontane-3,12,21,30-tetrone, 2,5,11,14,20,23,29,32-octamethyl-, [1R-(1R*,2R*,5R*,7R*,10S*,11S*,14S*,16S*,19R*,20R*,23R*,25R*,28S*,29S*,32S*,34S*)]-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9645	96.45%
Caco-2	-	0.8142	81.42%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6322	63.22%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9351	93.51%
OATP1B3 inhibitior	+	0.9464	94.64%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5499	54.99%
P-glycoprotein inhibitior	+	0.7802	78.02%
P-glycoprotein substrate	-	0.7642	76.42%
CYP3A4 substrate	-	0.5548	55.48%
CYP2C9 substrate	+	0.6012	60.12%
CYP2D6 substrate	-	0.8619	86.19%
CYP3A4 inhibition	-	0.9144	91.44%
CYP2C9 inhibition	-	0.9240	92.40%
CYP2C19 inhibition	-	0.9137	91.37%
CYP2D6 inhibition	-	0.9535	95.35%
CYP1A2 inhibition	-	0.7543	75.43%
CYP2C8 inhibition	-	0.9812	98.12%
CYP inhibitory promiscuity	-	0.9914	99.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7079	70.79%
Eye corrosion	-	0.9230	92.30%
Eye irritation	-	0.8687	86.87%
Skin irritation	-	0.5358	53.58%
Skin corrosion	-	0.8121	81.21%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4038	40.38%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.9000	90.00%
skin sensitisation	-	0.9130	91.30%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.7949	79.49%
Acute Oral Toxicity (c)	III	0.6384	63.84%
Estrogen receptor binding	+	0.7611	76.11%
Androgen receptor binding	+	0.6935	69.35%
Thyroid receptor binding	-	0.5445	54.45%
Glucocorticoid receptor binding	+	0.7114	71.14%
Aromatase binding	+	0.6243	62.43%
PPAR gamma	+	0.6483	64.83%
Honey bee toxicity	-	0.8321	83.21%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9393	93.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL262	P49841	Glycogen synthase kinase-3 beta	90.46%	95.72%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.98%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.02%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.59%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.45%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.03%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	83.02%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.54%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 72519
• LOTUS: LTS0088213
• wikiData: Q7049170