Valinomycin

Details

• Internal ID: 6e148fa6-e92b-4d18-8565-595e6c287f1a
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (3S,6S,9R,12R,15S,18S,21R,24R,27S,30S,33R,36R)-6,18,30-trimethyl-3,9,12,15,21,24,27,33,36-nona(propan-2-yl)-1,7,13,19,25,31-hexaoxa-4,10,16,22,28,34-hexazacyclohexatriacontane-2,5,8,11,14,17,20,23,26,29,32,35-dodecone
• InChI: InChI=1S/C54H90N6O18/c1-22(2)34-49(67)73-31(19)43(61)55-38(26(9)10)53(71)77-41(29(15)16)47(65)59-36(24(5)6)51(69)75-33(21)45(63)57-39(27(11)12)54(72)78-42(30(17)18)48(66)60-35(23(3)4)50(68)74-32(20)44(62)56-37(25(7)8)52(70)76-40(28(13)14)46(64)58-34/h22-42H,1-21H3,(H,55,61)(H,56,62)(H,57,63)(H,58,64)(H,59,65)(H,60,66)/t31-,32-,33-,34+,35+,36+,37-,38-,39-,40+,41+,42+/m0/s1
• InChI Key: FCFNRCROJUBPLU-DNDCDFAISA-N
• Popularity: 2,710 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₉₀N₆O₁₈
• Molecular Weight: 1111.30 g/mol
• Exact Mass: 1110.63116004 g/mol
• Topological Polar Surface Area (TPSA): 332.00 Ų
• XlogP: 9.10
• Atomic LogP (AlogP): 2.34
• H-Bond Acceptor: 18
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

• 2001-95-8
• Potassium ionophore I
• Valinomicin
• Antibiotic N-329 B
• valino
• N561YS75MN
• DTXSID9041150
• CHEBI:28545
• NSC122023
• NSC-122023
• Cyclic(D-alpha-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl-D-alpha-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl-D-alpha-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl)
• NSC 122023
• (3R,6R,9S,12S,15R,18R,21S,24S,27R,30R,33S,36S)-3,6,9,15,18,21,27,30,33-nonaisopropyl-12,24,36-trimethyl-1,7,13,19,25,31-hexaoxa-4,10,16,22,28,34-hexaazacyclohexatriacontane-2,5,8,11,14,17,20,23,26,29,32,35-dodecone
• (3S,6S,9R,12R,15S,18S,21R,24R,27S,30S,33R,36R)-6,18,30-trimethyl-3,9,12,15,21,24,27,33,36-nona(propan-2-yl)-1,7,13,19,25,31-hexaoxa-4,10,16,22,28,34-hexazacyclohexatriacontane-2,5,8,11,14,17,20,23,26,29,32,35-dodecone
• Mould Element
• RefChem:193589
• DTXCID401775759
• Cyclododecadepespipeptide Neutral Ionophore
• 1,7,13,19,25,31-Hexaoxa-4,10,16,22,28,34-hexaazacyclohexatriacontane-2,5,8,11,14,17,20,23,26,29,32,35-dodecone, 12,24,36-trimetyl-3,6,9,15,18,21,27,30,33-nonakis(1-methylethyl)-
• 217-896-6
• cyclo[-D-O-Val-D-Val-L-O-Ala-L-Val]3
• C54H90N6O18
• (3R,6R,9S,12S,15R,18R,21S,24S,27R,30R,33S,36S)-3,6,9,15,18,21,27,30,33-nonaisopropyl-12,24,36-trimethyl-1,7,13,19,25,31-hexaoxa-4,10,16,22,28,34-hexazacyclohexatriacontane-2,5,8,11,14,17,20,23,26,29,32,35-dodecone
• balinomycin
• UNII-N561YS75MN
• Valinomycin?
• HSDB 6423
• FCFNRCROJUBPLU-DNDCDFAISA-N
• EINECS 217-896-6
• BRN 0078657
• VALINOMYCIN [MI]
• VALINOMYCIN [HSDB]
• 4-27-00-09728 (Beilstein Handbook Reference)
• CHEMBL223643
• SCHEMBL21935101
• HY-N6693
• BDBM50237619
• AKOS024457589
• AV28656
• CCG-208283
• DB14057
• 1,7,13,19,25,31-Hexaoxa-4,10,16,22,28,34-hexaazacyclohexatriacontane- 2,5,8,11,14,17,20,23,26,29,32,35-dodecone, 12,24,36-trimetyl-3,6,9,15,18,21,27,30,33-nonakis(1-methylethyl)-
• DA-58948
• CS-0029275
• Q417504
• SR-05000002323
• SR-05000002323-2
• Potassium ionophore I - cocktail B, Selectophore(TM)
• IONOPHORE ANTIBIOTIC PRODUCED BY STREPTOMYCES FULVISSIMUS
• (3R,6R,9S,12S,15R,18R,21S,24S,27R,30R,33S,36S)-3,6,9,15,18,21,27,30,33-nonaisopropyl-12,24,36-trimethyl-1,7,13,19,25,31-hexaoxa-4,10,16,22,28,34-hexaazacyclohexatriacontane-2,5,8,11,14,17,20,23,26,29,32,35-dodecaone
• (3S,6S,9R,12R,15S,18S,21R,24R,27S,30S,33R,36R)-6,18,30-Trimethyl-3,9,12,15,21,24,27,33,36-nona(propan-2-yl)-1,7,13,19,25,31-hexaoxa-4,10,16,22,28,34-hexaazacyclohexatriacontane-2,5,8,11,14,17,20,23,26,29,32,35-dodecone
• CYCLIC(D-.ALPHA.-HYDROXYISOVALERYL-D-VALYL-L-LACTOYL-L-VALYL- D-.ALPHA.-HYDROXYISOVALERYL-D-VALYL-L-LACTOYL-L-VALYL-D-.ALPHA.- HYDROXYISOVALERYL-D-VALYL-L-LACTOYL-L-VALYL)
• Cyclic(D-.alpha.-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl-D-.alpha.-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl-D-.alpha.-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl )
• Cyclo(D-|A-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl-D-|A-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl-D-|A-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7750	77.50%
Caco-2	-	0.8420	84.20%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6761	67.61%
OATP2B1 inhibitior	-	0.7108	71.08%
OATP1B1 inhibitior	+	0.9191	91.91%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.7765	77.65%
P-glycoprotein inhibitior	+	0.7575	75.75%
P-glycoprotein substrate	-	0.7166	71.66%
CYP3A4 substrate	-	0.6095	60.95%
CYP2C9 substrate	+	0.5963	59.63%
CYP2D6 substrate	-	0.8895	88.95%
CYP3A4 inhibition	-	0.9883	98.83%
CYP2C9 inhibition	-	0.9351	93.51%
CYP2C19 inhibition	-	0.9390	93.90%
CYP2D6 inhibition	-	0.9579	95.79%
CYP1A2 inhibition	-	0.9659	96.59%
CYP2C8 inhibition	-	0.9831	98.31%
CYP inhibitory promiscuity	-	0.9833	98.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8250	82.50%
Carcinogenicity (trinary)	Non-required	0.6884	68.84%
Eye corrosion	-	0.9752	97.52%
Eye irritation	-	0.8940	89.40%
Skin irritation	-	0.8063	80.63%
Skin corrosion	-	0.9553	95.53%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7133	71.33%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.6408	64.08%
skin sensitisation	-	0.9288	92.88%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	I	0.8346	83.46%
Estrogen receptor binding	+	0.7458	74.58%
Androgen receptor binding	+	0.6553	65.53%
Thyroid receptor binding	+	0.5945	59.45%
Glucocorticoid receptor binding	+	0.6782	67.82%
Aromatase binding	+	0.6218	62.18%
PPAR gamma	+	0.7095	70.95%
Honey bee toxicity	-	0.8662	86.62%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.7740	77.40%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4096	P04637	Cellular tumor antigen p53	100 nM	Potency	via Super-PRED
CHEMBL1293232	Q16637	Survival motor neuron protein	6.3 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1949	P62937	Cyclophilin A	90.94%	98.57%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.76%	97.25%
CHEMBL4072	P07858	Cathepsin B	88.49%	93.67%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.43%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.90%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	82.55%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.26%	96.09%
CHEMBL2581	P07339	Cathepsin D	81.91%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.46%	96.47%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.71%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 3000706
• LOTUS: LTS0210359
• wikiData: Q417504