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4-OH-PhAcAsn5ßAla3

General Description

Name	Value
Level	S-1 / C-2 Link
Discovered	1994 / N. clavata
Synonym	Joramine / Joroamine
Molecular formula	C₂₃H₃₈N₆O₅
CAS	161897-98-9 (S) / 161897-98-9 ®
SMILES	`O=C(NC(CC(N)=O)C(NCCCCCNC(CCNCCCN)=O)=O)CC1=CC=C(O)C=C1`
InChI	`InChI=1S/C23H38N6O5/c24-10-4-11-26-14-9-21(32)27-12-2-1-3-13-28-23(34)19(16-20(25)31)29-22(33)15-17-5-7-18(30)8-6-17/h5-8,19,26,30H,1-4,9-16,24H2,(H2,25,31)(H,27,32)(H,28,34)(H,29,33)`

Precursor 1 [M+H]⁺	479.29764
Precursor 2 [M+2H]²⁺	240.15246
Precursor 3

HDX	9
Precursor HDX 1 [M(D₉)+D]⁺	489.36041
Precursor HDX 2 [M(D₉)+2D]²⁺	245.68698
Precursor HDX 3

Rt
Rt HDX

Calculated MS/MS fragments

#	a	b	c	ta	z	y	tz
1	249.08698	231.07642	232.06043	266.11353	58.06513	41.03858	75.09167
2	334.17613	316.16557	317.14958	351.20268	129.10224	112.07569	146.12879
3	405.21325	387.20268	388.18670	422.23980	214.19139	197.16484	231.21794
4	462.27110	444.26053	445.24455	479.29764	328.23432	311.20777	345.26087

Additional MS/MS fragments

m/z	Annotation
107.04914	a’

Recorded MS/MS spectra

pdf	Precursor	Co-eluting	Spider	Source	Author

References

Title	Reference	Spider	Name	Content	Link
Finding of primitive polyamine toxins in the venom of a Joro spider, Nephila clavata	T. Chiba, T. Akizawa, M. Matukawa, H. Pan-Hou, M. Yoshioka, Chem. Pharm. Bull 1994, 42, 1864-1869	N. clavata	Joramine / compound-Z	NMR (ns), Amino acid analysis	Link
Large-scale purification and further characterization of spidamine and joramine from venom of spider, Nephila clavata	T. Chiba, T. Akizawa, M. Matukawa, H. Pan-Hou, N. Kawai, M. Yoshieka, Chem. Pharm. Bull. 1995, 43, 2177-2181	N. clavata	Joramine	NMR, Activity-studies	Link
Total synthesis of spidamine and joramine, polyamine toxins from the Joro spider, Nephila clavata	T. Chiba, T. Akizawa, M. Matsukawa, M. Nishi, N. Kawai, M. Yoshioka, Chem. Pharm. Bull. 1996, 44, 972-979	N. clavata	Joramine (23)	Synthesis, NMR, Activity-studies	Link
Diversity of Joro spider toxins	M. Yoshioka, 1997, 117, 700-714		Joramine	Review	Link
Syntheses and biological activities of Joro spider toxin analogs to spidamine and joramine	T. Chiba, T. Akizawa, M. Matsukawa, N. Kawai, Y. Kono, M. Yoshioka, Chem. Pharm. Bull. 1997, 45, 93-100		Joramine	Synthesis, Activity-studies	Link
Acylpolyamines: Mass spectrometric analytical methods for Araneidae spider acylpolyamines	Y. Itagaki , T. Nakajima , Toxin Rev. 2000, 19, 23-52	N. clavata	Joramine	Review	Link
An efficient and versatile synthesis of acylpolyamine spider toxins	K. Nihei, M. J. Kato, T. Yamane, M. S. Palma, K. Konno, Bioorg. Med. Chem. Lett. 2002, 12, 299-302		Joramine	Synthesis	Link
A natural combinatorial chemistry strategy in acylpolyamine toxins from Nephilinae orb-web spiders	M. S. Palma, T. Nakajima, Toxin Rev. 2005, 24, 209-234	N. clavata	Joroamine	Review	Link
An efficient and versatile synthesis of all structural types of acylpolyamine spider toxins	K. Nihei, M. J. Kato, T. Yamane, K. Konno, Tetrahedron 2006, 62, 8335-8350		Joramine (7)	Synthesis, NMR, ESI-MS/MS	Link

Spider species

Spider species	Family	Discovered
Nephila clavata	Araneidae	1994 / T. Chiba

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