CHEBI:66018 - holothurin A3

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ChEBI Name holothurin A3
ChEBI ID CHEBI:66018
ChEBI ASCII Name holothurin A3
Definition An organic sodium salt that is a monosodium salt of holothurin A3 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 C54H85NaO28S
Net Charge 0
Average Mass 1237.29100
Monoisotopic Mass 1236.48458
InChI InChI=1S/C54H86O28S.Na/c1-22-39(78-45-38(65)41(33(60)26(20-56)76-45)79-44-37(64)40(72-9)32(59)25(19-55)75-44)35(62)36(63)43(74-22)80-42-34(61)27(82-83(69,70)71)21-73-46(42)77-31-13-15-50(6)24-18-30(58)54-47(66)81-52(8,29(57)12-14-48(2,3)67)53(54,68)17-16-51(54,7)23(24)10-11-28(50)49(31,4)5;/h18,22-23,25-28,30-46,55-56,58-65,67-68H,10-17,19-21H2,1-9H3,(H,69,70,71);/q;+1/p-1/t22-,23-,25-,26-,27-,28+,30+,31+,32-,33-,34+,35-,36-,37-,38-,39-,40+,41+,42-,43+,44+,45+,46+,50-,51+,52+,53+,54?;/m1./s1
InChIKey OLLMOIQBRSIIQX-FZHRWLFKSA-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)(C(=O)CCC(C)(C)O)[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 A3 (CHEBI:66018) has part holothurin A3(1−) (CHEBI:75638)
holothurin A3 (CHEBI:66018) has role antineoplastic agent (CHEBI:35610)
holothurin A3 (CHEBI:66018) has role metabolite (CHEBI:25212)
holothurin A3 (CHEBI:66018) is a organic sodium salt (CHEBI:38700)
IUPAC Name
sodium (3β,12α,13ξ)-12,17,25-trihydroxy-18,22-dioxo-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,25-tetrahydroxyholost-9(11)-ene-22-one 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