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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

HCID 5649
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
2001-95-8
Standard SMILES
CC1OC(=O)C(C(C)C)NC(=O)C(C(C)C)OC(=O)C(C(C)C)NC(=O)C(C)OC(=O)C(C(C)C)NC(=O)C(C(C)C)OC(=O)C(C(C)C)NC(=O)C(C)OC(=O)C(C(C)C)NC(=O)C(C(C)C)OC(=O)C(C(C)C)NC1=O
InChIKey
FCFNRCROJUBPLU-UHFFFAOYSA-N
Molecular formula
C54H90N6O18
Average molar mass
1,111.3 g/mol
Monoisotopic mass
1,110.63116004

Overview

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 is a cyclodepsipeptide.

Names & identifiers

Preferred name
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
IUPAC
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
English name
VALINOMYCIN
Molecular formula
C54H90N6O18
Molecular weight
1111.32

Names & synonyms

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-dodeconeRefChem:1073554(+)-VALINOMYCINSCHEMBL41016BSPBio_001226KBioGR_000566KBioGR_002478KBioSS_000566KBioSS_002485GNF-Pf-5297CHEMBL602575CHEBI:95123
Show more names
valinomicinnsc122023valamycin-valyl)[qr]VALINOMYCINnsc122023[qr]valinomicin[qr]VALINOMYCIN 99%Valinomycin,90%Valinomycin,96%
KBio2_000566KBio2_002478KBio2_003134KBio2_005046KBio2_005702KBio2_007614KBio3_001011KBio3_001012

Database identifiers

CAS
2001-95-8
PubChem CID
5649
ChEMBL
CHEMBL602575
ChEBI
CHEBI:95123
Nikkaji
J623.644H

Properties

Computed structural properties

XLogP
9.1
Topological polar surface area
332 Ų
Hydrogen bond donors
6
Hydrogen bond acceptors
18
Rotatable bonds
9
Heavy atoms
78
Formal charge
0
Complexity
1,910

Experimental & physicochemical properties

LogP3.24

Physicochemical properties

Melting point
187 · 187-190 °C
alpha
20 · D20 +31.0° (c = 1.6 in benzene)
Boiling point
821.74 °C · 821.74°C (rough estimate)
Density
1.06 · 1.060
refractive index
1.64 · 1.6400 (estimate)
Flash point
87 ℃ · 87℃
storage temp.
2 · 2-8°C
solubility
10 mg/mL · DMSO: ≥10 mg/mL
form
solid
pka
11.32 · 11.32±0.70(Predicted)
color
white
biological source
Streptomyces sp.
optical activity
20 · [α]20/D +32±2°, c = 1.6% in benzene
Water Solubility
10 mg/ml · Soluble in DMSO at 10mg/ml. Insoluble in water
Merck
13 · 13,9976
BRN
78657 · 78657
Sequence
Cyclic({d-Hiv}-{d-Val}-{Lac}-Val-{d-Hiv}-{d-Val}-{Lac}-Val-{d-Hiv}-{d-Val}-{Lac}-Val)
Stability
1 year · Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
InChIKey
FCFNRCROJUBPLU-RPUZOQEISA-N
EWG's Food Scores
1 · 1
FDA UNII
561 YS75MN · N561YS75MN
EPA Substance Registry System
Valinomycin (2001-95-8)
UNSPSC Code
51102829 · 51102829
NACRES
76 · NA.76
Symbol(GHS)
6 · GHS06
Signal word
Danger
Hazard statements
300 · H300+H310
Precautionary statements
262 · P262-P280-P301+P310+P330-P302+P352+P310
PPE
3 · Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes
Xn,T,T+,Xi
Risk Statements
27 · 27/28-36/37/38-21/22
Safety Statements
36 · 36-45-36/37-28-37/39-26
RIDADR
2811 · UN 2811 6.1/PG 1
WGK Germany
3 · 3
RTECS
9468000 · YV9468000
F
10 · 10-18-21
TSCA
TSCA listed
HazardClass
6.1 · 6.1(a)
PackingGroup
I
HS Code
29419090 · 29419090
Storage Class
6.1 A · 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
Hazard Classifications
1 DermalAcute · Acute Tox. 1 DermalAcute Tox. 1 Oral
Hazardous Substances Data
2001 · 2001-95-8(Hazardous Substances Data)

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

F
10-18-21
PPE
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
wgk
3
tsca
TSCA listed
rtecs
YV9468000
ridadr
UN 2811 6.1/PG 1
hs_code
29419090
risk_code
27/28-36/37/38-21/22
Signal word
Danger
Symbol(GHS)
GHS06
hazard_code
Xn,T,T+,Xi
safety_code
36-45-36/37-28-37/39-26
hazard_class
6.1(a)
Storage Class
6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
packing_group
I
Hazard statements
H300+H310
Hazard Classifications
Acute Tox. 1 DermalAcute Tox. 1 Oral
Precautionary statements
P262-P280-P301+P310+P330-P302+P352+P310
Hazardous Substances Data
2001-95-8(Hazardous Substances Data)

Chemistry & industry

Applications · 7 items

DescriptionValinomycin (2001-95-8) is a selective K+ ionophore capable of transporting potassium ions through lipid membranes.1 Valinomycin can induce apoptosis in cells by causing a rapid loss of mitochondrial membrane potential via potassium efflux.2,3

Usesantibiotic; LD50 (rat, po) 4 mg/kg

UsesK+-selective ionophoric cyclodepsipeptide; potassium ionophore which uncouples oxidative phosphorylation, induces apoptosis in murine thymocytes, inhibits NGF-induced neuronal differentiation and anta gonizes ET-induced vasoconstriction. Used as insecticide, nematocide.

UsesValinomycin is a hydrophobic cyclodepsipeptide with potent antitumour activity. Valinomycin is a highly selective potassium ionophore and this action leads to a diverse range of profound cell membrane effects. More recently, valinomycin has found application as a biosensor to detect to detect potassium efflux.

UsesValinomycin is a hydrophobic cyclodepsipeptide with potent antitumor activity. Valinomycin is a highly selective potassium ionophore and this action leads to a diverse range of profound cell membrane effects. More recently, valinomycin has found application as a biosensor to detect to detect potassium efflux.

UsesInsecticide, nematocide, Patterson, Wright, US 3520973 (1970 to Am. Cyanamid).

General DescriptionShiny crystalline solid. Used as an insecticide and nematocide. Not registered as a pesticide in the U.S.

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖南韵邦生物科技股份有限公司0731-88532326 13319508186 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
湖北威德利化学试剂有限公司186-02735115 18062128043 · [email protected]
艾吉析科技(上海)有限公司17717235263 · [email protected]
浙江渚隆生物科技有限公司15868114325 · [email protected]
湖北科乐精细化工有限公司027-59101668 19945030958 · [email protected]
上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
湖北威德利化学试剂有限公司17771473825 13385289472 · [email protected]
上海晶抗生物工程有限公司021-54721350 13524668266 · [email protected]
江西瑞威尔生物科技有限公司18502762009 · [email protected]
大连美仑生物技术有限公司0411-62910999 13889544652 · [email protected]
安耐吉化学&3A(安徽泽升科技有限公司)021-58432009 400-005-6266 · [email protected]
孟成科技(上海)有限公司400-820-6829 · [email protected]
西安泽邦生物科技有限公司[email protected]
InvivoChem中国13549236410 · [email protected]
MedBio脉铂医药021-69568360 18916172912 · [email protected]
凯试(上海)科技有限公司021-50135380 · [email protected]
南京药石科技股份有限公司4000255188 · [email protected]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
湖南汇百侍生物科技有限公司0731-85526065 13308475853 · [email protected]
斯百全化学(上海)有限公司021-021-021-67601398-809-809-809 15221380277 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
艾科试剂4008-755-333 18080918076 · [email protected]
赛默飞世尔科技(中国)有限公司800-810-5118 · [email protected]
南京杜莱生物技术有限公司025-84699383-8003;025-846993838003-8003 18013301590 · [email protected]
广州爱纯医药科技有限公司020-39119399 18927568969 · [email protected]
苏州亚科科技股份有限公司0512-87182055 13451648594 · [email protected]
上海陶素生化科技有限公司021-33632979 · [email protected]
上海倍卓生物科技有限公司021-61119791,13386096464 · [email protected]
上海将来实业股份有限公司021-61552785 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
杭州杰恒化工有限公司0571-87396432 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
上海楼岚生物科技有限公司021-52996696,15000506266 15000506266
TargetMol中国(陶术生物)021-021-33632979 15002134094 · [email protected]
湖北康恩化学有限公司180-64105258 18064105258 · [email protected]
上海皓之翔生物科技有限公司(原上海拓青化工有限公司)526763801 13301653310 · [email protected]
上海谱振生物科技有限公司4001650900 13817534909 · [email protected]
广东翁江化学试剂有限公司0751-2886766 13927870850 · [email protected]
西安天广源生物科技有限公司+86-029-86333380 +86-18829239519 · [email protected]
上海玻尔化学试剂有限公司19102157732 · [email protected]
湖北魏氏化学试剂股份有限公司13125137732 18686406941 · [email protected]
浙江珲达生物科技有限公司0571-89903022 18679456698 · [email protected]
武汉多普乐生物医药有限公司+86-02787215551 19945035818 · [email protected]
EMMX Biotechnology LLC888-539-0666 · [email protected]
陕西缔都医药化工有限公司+86-29-81139210 +86-17392587031 · [email protected]
Additional notes · 1 item

DefinitionChEBI: Valinomycin is a twelve-membered cyclodepsipeptide composed of three repeating D-alpha-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl units joined in sequence. An antibiotic found in several Streptomyces strains. It has a role as an antiviral agent, an antimicrobial agent, a potassium ionophore and a bacterial metabolite. It is a cyclodepsipeptide and a macrocycle.

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes