Leptosin I
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| Category | Antibiotics |
| Catalog number | BBF-02250 |
| CAS | 160472-96-8 |
| Molecular Weight | 740.89 |
| Molecular Formula | C32H32N6O7S4 |
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Description
It is produced by the strain of I Leptosphaeria sp. OUPS-4. In order to understand its cytotoxic effects, someone tested Leukemia lymphocyte P388 in culture with an ED50 of 1.13 μg/mL.
Specification
| Synonyms | Chaetocin, 2,5:2',5'-dide(epidithio)-19'-deoxy-2',5'-(epitetrathio)-5,6'-epoxy-6-hydroxy-19',19'-dimethyl-, (5alpha,6S,6'S,15alpha)-; (+)-Leptosin I; 22bH-18,22a-(Iminomethano)-10b,23a-methano-10bH,23aH-indolo[2'',3'':2',3'][1,2,3,4,6]tetrathiazocino[6'',5'':1',5']pyrrolo[3',4':6,7]pyrazino[2''',1''':2,3][1,3]oxazepino[4,5-b]indole-1,4,17,25(18H)-tetrone,2,3,5a,6,15,15a-hexahydro-24-hydroxy-3-(hydroxymethyl)-2,26-dimethyl-18-(1-methylethyl)-, (3a,5ab,10ba,10cS*,15ab,18b,22ab,22ba,23aa,24S*)-(+)-; Leptosine I |
| IUPAC Name | (1S,2S,4R,7R,10S,18R,19R,27R,30R,37S)-37-hydroxy-7-(hydroxymethyl)-6,36-dimethyl-30-propan-2-yl-3-oxa-31,32,33,34-tetrathia-6,9,11,26,28,36-hexazadecacyclo[28.4.2.14,18.01,28.02,19.04,9.010,18.012,17.019,27.020,25]heptatriaconta-12,14,16,20,22,24-hexaene-5,8,29,35-tetrone |
| Canonical SMILES | CC(C)C12C(=O)N3C4C5(C(C3(C(=O)N1C)SSSS2)OC67C(C58C(N6C(=O)C(N(C7=O)C)CO)NC9=CC=CC=C89)O)C1=CC=CC=C1N4 |
| InChI | InChI=1S/C32H32N6O7S4/c1-14(2)31-27(44)38-24-29(16-10-6-8-12-18(16)34-24)22(32(38,26(43)36(31)4)47-49-48-46-31)45-30-21(41)28(29)15-9-5-7-11-17(15)33-23(28)37(30)20(40)19(13-39)35(3)25(30)42/h5-12,14,19,21-24,33-34,39,41H,13H2,1-4H3/t19-,21+,22+,23+,24-,28+,29+,30-,31-,32+/m1/s1 |
| InChI Key | PZFMMBJJDMZAIP-XFGAKSQUSA-N |
Properties
| Appearance | Pale Yellow Powder |
| Melting Point | 218-220°C |
| Density | 1.80 g/cm3 |
| Solubility | Soluble in Chloroform, Ethanol, DMSO |
Reference Reading
1. Leptosins I and J, cytotoxic substances produced by a Leptosphaeria sp. Physico-chemical properties and structures
C Takahashi, A Numata, E Matsumura, K Minoura, H Eto, T Shingu, T Ito, T Hasegawa J Antibiot (Tokyo). 1994 Nov;47(11):1242-9. doi: 10.7164/antibiotics.47.1242.
Leptosins I and J, belonging to a series of epipolythiodioxopiperazines, have been isolated from the mycelium of a strain of Leptosphaeria sp. OUPS-4 attached to the marine alga Sargasssum tortile. Their relative stereostructures have been elucidated by chemical and spectral evidence. These compounds exhibited significant cytotoxic activity against cultured P388 cells.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
