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Thiostrepton
CAS: 1393-48-2 | C72H85N19O18S5
2D Structure
3D Structure
Loading 3D structure...
Basic Information
CAS Registry Number:
1393-48-2
Molecular Formula:
C72H85N19O18S5
Molecular Mass:
1664.92 g/mol
Names and Synonyms:
Thiostrepton
Alaninamide, N-[(7R,8S)-2-carboxy-7,8-dihydro-8-hydroxy-4-[(1S)-1-hydroxyethyl]-7-quinolinyl]-L-isoleucyl-L-alanyl-2,3-didehydroalanyl-L-alanyl-2-[(4aR,11S,14Z,18S,21S,28S,32aS)-4a-amino-21-[(1S,2R)-1,2-dihydroxy-1-methylpropyl]-14-ethylidene-3,4,4a,9,10,11,12,13,14,18,19,20,21,27,28,32a-hexadecahydro-11,28-bis[(1R)-1-hydroxyethyl]-9,12,19,26-tetraoxo-17H,26H-8,5:18,15:25,22:32,29-tetranitrilo-5H,15H-pyrido[3,2-m][1,11,17,24,4,7,20,27]tetrathiatetraazacyclotriacontin-2-yl]-4-thiazolecarbonyl-2,3-didehydroalanyl-2,3-didehydro-, (1→528)-lactone
Thiostrepton
Alaninamide, L-threonyl-(4S)-2-[(1Z)-1-amino-1-propenyl]-4,5-dihydro-4-thiazolecarbonyl-2-[(1S,2S,3R)-1-amino-2,3-dihydroxy-2-methylbutyl]-4-thiazolecarbonyl-2-[(5R,6S)-6-[2-[(1S,2R)-1-amino-2-hydroxypropyl]-4-thiazolyl]-5-[[N-[(7R,8S)-2-carboxy-7,8-dihydro-8-hydroxy-4-[(1S)-1-hydroxyethyl]-7-quinolinyl]-L-isoleucyl-L-alanyl-2,3-didehydroalanyl-L-alanyl]amino]-5-(4-carboxy-2-thiazolyl)-3,4,5,6-tetrahydro-2-pyridinyl]-4-thiazolecarbonyl-2,3-didehydroalanyl-2,3-didehydro-, (1′→4)-lactone, (4→1)-lactam
Bryamycin
Thiactin
Gargon
NSC 170365
NSC 81722
Thiostrepton A
Identifiers:
SMILES:
C=C(N=C(O)C(=C)N=C(O)c1csc(C2=N[C@@H]3c4csc(n4)[C@H]4N=C(O)c5csc(n5)[C@H]([C@](C)(O)[C@@H](C)O)N=C(O)[C@H]5CSC(=N5)/C(=C/C)N=C(O)C([C@@H](C)O)N=C(O)c5csc(n5)[C@]3(CC2)N=C(O)[C@H](C)N=C(O)C(=C)N=C(O)[C@H](C)N=C(O)C([C@@H](C)CC)N[C@@H]2C=Cc3c([C@H](C)O)cc(nc3C2O)C(=O)O[C@@H]4C)n1)C(=N)O
InChI:
InChI=1S/C72H85N19O18S5/c1-14-26(3)47-63(105)78-30(7)57(99)75-28(5)56(98)76-31(8)58(100)91-72-19-18-40(66-85-43(22-111-66)59(101)77-29(6)55(97)74-27(4)54(73)96)81-52(72)42-21-112-67(83-42)49(34(11)109-69(107)41-20-37(32(9)92)36-16-17-39(79-47)51(95)50(36)80-41)89-60(102)44-24-113-68(86-44)53(71(13,108)35(12)94)90-62(104)45-23-110-65(84-45)38(15-2)82-64(106)48(33(10)93)88-61(103)46-25-114-70(72)87-46/h15-17,20-22,24-26,30-35,39,45,47-49,51-53,79,92-95,108H,4-6,14,18-19,23H2,1-3,7-13H3,(H2,73,96)(H,74,97)(H,75,99)(H,76,98)(H,77,101)(H,78,105)(H,82,106)(H,88,103)(H,89,102)(H,90,104)(H,91,100)/b38-15-/t26-,30-,31-,32-,33+,34+,35+,39+,45+,47?,48?,49-,51?,52+,53+,71+,72+/m0/s1
Key Properties
Melting Point
223-235 °C (decomp)
CAS Common Chemistry
Spectral Data
NMR, IR, and Mass spectral data
1H NMR
13C NMR
Predicting NMR spectra...
10 ppm
9
8
7
6
5
4
3
2
1
0 ppm
| Shift (ppm) | Multiplicity | Integration | Assignment |
|---|
200 ppm
180
160
140
120
100
80
60
40
20
0 ppm
| Shift (ppm) | DEPT | Assignment |
|---|
Note: These NMR spectra are predicted computationally and may differ from experimental data. Predictions are based on chemical environment analysis.
All Properties
Comprehensive physical and chemical properties
| Property | Value | Source |
|---|---|---|
| Molecular Mass | 1664.92 g/mol | CAS Common Chemistry |
| 1664.9219999999998 g/mol | RDKit | |
| 1663.4923518799992 g/mol | RDKit | |
| Wikipedia Url | https://en.wikipedia.org/wiki/Thiostrepton | CAS Common Chemistry |
| Canonical SMILES | O=C1OC(C)C2NC(=O)C=3N=C(SC3)C(NC(=O)C4N=C(SC4)C(=CC)NC(=O)C(NC(=O)C=5N=C(SC5)C6(NC(=O)C(NC(=O)C(=C)NC(=O)C(NC(=O)C(NC7C=CC=8C(=NC1=CC8C(O)C)C7O)C(C)CC)C)C)CCC(=NC6C=9N=C2SC9)C%10=NC(=CS%10)C(=O)NC(=C)C(=O)NC(=C)C(=O)N)C(O)C)C(O)(C)C(O)C | CAS Common Chemistry |
| InChI | InChI=1S/C72H85N19O18S5/c1-14-26(3)47-63(105)78-30(7)57(99)75-28(5)56(98)76-31(8)58(100)91-72-19-18-40(66-85-43(22-111-66)59(101)77-29(6)55(97)74-27(4)54(73)96)81-52(72)42-21-112-67(83-42)49(34(11)109-69(107)41-20-37(32(9)92)36-16-17-39(79-47)51(95)50(36)80-41)89-60(102)44-24-113-68(86-44)53(71(13,108)35(12)94)90-62(104)45-23-110-65(84-45)38(15-2)82-64(106)48(33(10)93)88-61(103)46-25-114-70(72)87-46/h15-17,20-22,24-26,30-35,39,45,47-49,51-53,79,92-95,108H,4-6,14,18-19,23H2,1-3,7-13H3,(H2,73,96)(H,74,97)(H,75,99)(H,76,98)(H,77,101)(H,78,105)(H,82,106)(H,88,103)(H,89,102)(H,90,104)(H,91,100)/b38-15-/t26-,30-,31-,32-,33+,34+,35+,39+,45+,47?,48?,49-,51?,52+,53+,71+,72+/m0/s1 | CAS Common Chemistry |
| InChI Key | InChIKey=NSFFHOGKXHRQEW-MRTIMCRRSA-N | CAS Common Chemistry |
| Melting Point | 223-235 °C (decomp) | CAS Common Chemistry |
| Name | Thiostrepton | CAS Common Chemistry |
| Heavy Atom Count | 114 | RDKit |
| Hydrogen Bond Acceptors | 31 | RDKit |
| Hydrogen Bond Donors | 18 | RDKit |
| Rotatable Bonds | 12 | RDKit |
| Aromatic Ring Count | 5 | RDKit |
| Topological Polar Surface Area | 598.6300000000002 Ų | RDKit |
| LogP | 9.430370000000002 | RDKit |
| Molar Refractivity | 437.891700000001 | RDKit |
