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CHEBI:66019 - holothurin A4

ChEBI IDCHEBI:66019
ChEBI Nameholothurin A4
Stars
ASCII Nameholothurin A4
DefinitionAn organic sodium salt that is a monosodium salt of holothurin A4 acid. Isolated from Holothuria scabra, it exhibits cytotoxic activity against human carcinoma cells.
Last Modified16 September 2013
DownloadsMolfile
FormulaC54H87O27S.Na
Net Charge0
Average Mass1223.320
Monoisotopic Mass1222.50531
SMILES[H][C@@]1(O[C@@H]2[C@@H](O)[C@H](OS(=O)(=O)[O-])CO[C@@]2([H])O[C@H]2CC[C@]3(C)C4=C[C@H](O)C56C(=O)O[C@@](C)(CCC(O)C(C)C)[C@@]5(O)CC[C@@]6(C)[C@]4([H])CC[C@@]3([H])C2(C)C)O[C@H](C)[C@@H](O[C@]2([H])O[C@H](CO)[C@@H](O)[C@H](O[C@]3([H])O[C@H](CO)[C@@H](O)[C@H](OC)[C@H]3O)[C@H]2O)[C@H](O)[C@H]1O.[Na+]
InChIInChI=1S/C54H88O27S.Na/c1-22(2)26(57)12-15-52(8)53(67)17-16-51(7)24-10-11-30-49(4,5)32(13-14-50(30,6)25(24)18-31(58)54(51,53)48(66)80-52)76-47-43(35(61)29(21-72-47)81-82(68,69)70)79-44-37(63)36(62)40(23(3)73-44)77-46-39(65)42(34(60)28(20-56)75-46)78-45-38(64)41(71-9)33(59)27(19-55)74-45;/h18,22-24,26-47,55-65,67H,10-17,19-21H2,1-9H3,(H,68,69,70);/q;+1/p-1/t23-,24-,26?,27-,28-,29-,30+,31+,32+,33-,34-,35+,36-,37-,38-,39-,40-,41+,42+,43-,44+,45+,46+,47+,50-,51+,52+,53+,54?;/m1./s1
InChIKeyIWQZLXRXHANJRC-IDGRBKGISA-M
Species of MetaboliteComponentSourceComments
Holothuria scabra (ncbitaxon:269548) - PubMed (18087805)
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
holothurin A4 (CHEBI:66019) has part holothurin A4(1−) (CHEBI:75640)
holothurin A4 (CHEBI:66019) has role antineoplastic agent (CHEBI:35610)
holothurin A4 (CHEBI:66019) has role metabolite (CHEBI:25212)
holothurin A4 (CHEBI:66019) is a organic sodium salt (CHEBI:38700)
IUPAC Name 
sodium (3β,12α,13ξ)-12,17,24-trihydroxy-18-oxo-18,20-epoxylanost-9(11)-en-3-yl 3-O-methyl-β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl-(1→4)-6-deoxy-β-D-glucopyranosyl-(1→2)-4-O-sulfonato-β-D-xylopyranoside
Synonym  Source
3β,12α,17α,24-tetrahydroxyholost-9(11)-ene-,3-O-[(3-O-methyl)-β-D-glucopyranosyl-(1→3)β-D-glucopyranosyl-(1→4)-β-D-quinovopyranosyl-(1→2)-(4-O-sulpho)-β-D-xylopyranoside]sodium saltChEBI
Citations