CHEBI:66019 - holothurin A4

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ChEBI Name holothurin A4
ChEBI ID CHEBI:66019
ChEBI ASCII Name holothurin A4
Definition An organic sodium salt that is a monosodium salt of holothurin A4 acid. Isolated from Holothuria scabra, it exhibits cytotoxic activity against human carcinoma cells.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C54H87NaO27S
Net Charge 0
Average Mass 1223.30700
Monoisotopic Mass 1222.50531
InChI InChI=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
InChIKey IWQZLXRXHANJRC-IDGRBKGISA-M
SMILES [Na+].[H][C@]1(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)O[C@@H]1[C@@H](O)[C@@H](CO[C@@]1([H])O[C@H]1CC[C@]2(C)C3=C[C@H](O)C45C(=O)O[C@@](C)(CCC(O)C(C)C)[C@@]4(O)CC[C@@]5(C)[C@]3([H])CC[C@@]2([H])C1(C)C)OS([O-])(=O)=O
Metabolite of Species Details
Holothuria scabra (NCBI:txid269548) See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 salt ChEBI
Citation Waiting for Citations Type Source
18087805 PubMed citation Europe PMC
Last Modified
16 September 2013