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Siomycin A

CAT: 0804-HY-P1687-02Size: 2.5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-P1687-02Size:2.5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Siomycin A is a thiopeptide antibiotic and is a Forkhead box M1 (FOXM1) selective inhibitor without affecting other members of the Forkhead box family. Siomycin A has anti-tumor and promotes apoptosis[1][2].
CAS Number
12656-09-6
UNSPSC
12352005
Target
Antibiotic; Apoptosis; Bacterial
Type
Reference compound
Related Pathways
Anti-infection; Apoptosis
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/siomycin-a.html
Solubility
10 mM in DMSO
Smiles
O=C1N[C@]23[C@@](N=C(C4=NC(C(NC(C(NC(C(N)=O)=C)=O)=C)=O)=CS4)CC3)([H])C5=CSC([C@@]([C@H](OC(C6=CC([C@@H](O)C)=C7C([C@](O)([H])[C@@H](C=C7)N[C@](C(C)C)([H])C(NC(C(NC(C(N[C@H]1C)=O)=C)=O)=C)=O)=N6)=O)C)([H])NC(C8=CSC([C@](NC([C@]9([H])N=C(SC9)/C(NC(C([C@H](O)C)NC(C%10=CSC2=N%10)=O)=O)=C/C)=O)([H])[C@](C)(O)[C@H](O)C)=N8)=O)=N5
Molecular Formula
C71H81N19O18S5
Molecular Weight
1648.84
References & Citations
[1]Wang B, et al. Effects and mechanism of siomycin A on the growth and apoptosis of MiaPaCa-2 cancer cells. Oncol Lett. 2019 Sep;18 (3) :2869-2876.|[2]Kim H, et al. Forkhead box M1 (FOXM1) transcription factor is a key oncogenic driver of aggressive human meningioma progression. Neuropathol Appl Neurobiol. 2019 Jun 9.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

Siomycin A

siomycin a has been reported in Planomonospora parontospora and Planomonospora sphaerica with data available.

CAS Number12656-09-6
PubChem CID121225689
IUPAC NameN-[3-[(3-amino-3-oxoprop-1-en-2-yl)amino]-3-oxoprop-1-en-2-yl]-2-[(1R,8S,11Z,15S,18S,25S,26R,35R,37S,46S,53S,59S)-18-[(2S,3R)-2,3-dihydroxybutan-2-yl]-11-ethylidene-59-hydroxy-8-[(1R)-1-hydroxyethyl]-31-[(1S)-1-hydroxyethyl]-26,46-dimethyl-40,43-dimethylidene-6,9,16,23,28,38,41,44,47-nonaoxo-37-propan-2-yl-27-oxa-3,13,20,56-tetrathia-7,10,17,24,36,39,42,45,48,52,58,61,62,63,64-pentadecazanonacyclo[23.23.9.329,35.12,5.112,15.119,22.154,57.01,53.032,60]tetrahexaconta-2(64),4,12(63),19(62),21,29(61),30,32(60),33,51,54,57-dodecaen-51-yl]-1,3-thiazole-4-carboxamide
Molecular FormulaC71H81N19O18S5
Molecular Weight1648.9
XLogP0.5
Topological Polar Surface Area701
Hydrogen Bond Donor Count17
Hydrogen Bond Acceptor Count31
Rotatable Bond Count11
Heavy Atom Count113
Formal Charge0
Complexity3970
SMILES
C/C=C\1/C2=N[C@H](CS2)C(=O)N[C@H](C3=NC(=CS3)C(=O)N[C@H]4[C@H](OC(=O)C5=NC6=C(C=C[C@H]([C@@H]6O)N[C@H](C(=O)NC(=C)C(=O)NC(=C)C(=O)N[C@H](C(=O)N[C@@]7(CCC(=N[C@@H]7C8=CSC4=N8)C9=NC(=CS9)C(=O)NC(=C)C(=O)NC(=C)C(=O)N)C2=NC(=CS2)C(=O)N[C@H](C(=O)N1)[C@@H](C)O)C)C(C)C)C(=C5)[C@H](C)O)C)[C@@](C)([C@@H](C)O)O
InChI
InChI=1S/C71H81N19O18S5/c1-14-37-64-83-44(22-109-64)61(103)89-52(70(13,107)34(12)93)67-85-43(23-112-67)59(101)88-48-33(11)108-68(106)40-19-36(31(9)91)35-15-16-38(50(94)49(35)79-40)78-46(25(2)3)62(104)77-29(7)56(98)74-27(5)55(97)75-30(8)57(99)90-71(69-86-45(24-113-69)60(102)87-47(32(10)92)63(105)81-37)18-17-39(80-51(71)41-20-111-66(48)82-41)65-84-42(21-110-65)58(100)76-28(6)54(96)73-26(4)53(72)95/h14-16,19-21,23-25,30-34,38,44,46-48,50-52,78,91-94,107H,4-7,17-18,22H2,1-3,8-13H3,(H2,72,95)(H,73,96)(H,74,98)(H,75,97)(H,76,100)(H,77,104)(H,81,105)(H,87,102)(H,88,101)(H,89,103)(H,90,99)/b37-14-/t30-,31-,32+,33+,34+,38+,44+,46-,47-,48-,50-,51+,52+,70+,71+/m0/s1
InChIKey
AKFVOKPQHFBYCA-KJULAZMPSA-N
Chemical Structure
2D Structure
2D structure of Siomycin A
CAS: 12656-09-6
CID: 121225689
Formula: C71H81N19O18S5
MW: 1648.9
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight1648.9
XLogP30.5
Hydrogen Bond Donor Count17
Hydrogen Bond Acceptor Count31
Rotatable Bond Count11
Exact Mass1647.4610527
Monoisotopic Mass1647.4610527
Topological Polar Surface Area701 Ų
Heavy Atom Count113
Formal Charge0
Complexity3970
Isotope Atom Count0
Defined Atom Stereocenter Count15
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
GTR19227602Siomycin A
S1013-86WSiomycin A (Mutabilycin, Sporangiomycin, Antibiotic 6741-21, Mutabillicin)

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