CHEBI:138693 - HP_dp10_0004

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name HP_dp10_0004
ChEBI ID CHEBI:138693
Definition A heparin decasaccharide consisting of 4-deoxy-2-O-sulfo-α-L-threo-hex-4-enopyranuronosyl, 2-deoxy-6-O-sulfo-2-(sulfoamino)-α-D-glucopyranosyl, 2-O-sulfo-α-L-idopyranuronosyl, 2-deoxy-6-O-sulfo-2-(sulfoamino)-α-D-glucopyranosyl, 2-O-sulfo-α-L-idopyranuronosyl, 2-deoxy-6-O-sulfo-2-(sulfoamino)-α-D-glucopyranosyl, α-L-idopyranuronosyl, 2-acetamido-2-deoxy-6-O-sulfo-α-D-glucopyranosyl, β-D-glucopyranuronosyl, and 2-deoxy-3,6-di-O-sulfo-2-(sulfoamino)-α-D-glucopyranose units joined in sequence by (1→4) linkages. Sequence: DUA2S-GlcNS6S-IdoA2S-GlcNS6S-IdoA2S-GlcNS6S-IdoA-GlcNAc6S-GlcA-GlcNS3S6S.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Sylvie RICARD-BLUM
Supplier Information
Download Molfile XML SDF
Formula C62H97N5O90S13
Net Charge 0
Average Mass 2769.275
Monoisotopic Mass 2766.95364
InChI InChI=1S/C62H97N5O90S13/c1-8(68)63-16-21(70)32(11(3-130-162(103,104)105)137-54(16)146-38-26(75)28(77)59(151-44(38)49(82)83)145-36-15(7-134-166(115,116)117)135-53(90)20(67-161(100,101)102)37(36)155-168(121,122)123)141-58-27(76)25(74)39(45(150-58)50(84)85)147-55-17(64-158(91,92)93)23(72)34(13(138-55)5-132-164(109,110)111)143-61-42(156-169(124,125)126)30(79)41(47(152-61)52(88)89)149-57-19(66-160(97,98)99)24(73)35(14(140-57)6-133-165(112,113)114)144-62-43(157-170(127,128)129)29(78)40(46(153-62)51(86)87)148-56-18(65-159(94,95)96)22(71)33(12(139-56)4-131-163(106,107)108)142-60-31(154-167(118,119)120)9(69)2-10(136-60)48(80)81/h2,9,11-47,53-62,64-67,69-79,90H,3-7H2,1H3,(H,63,68)(H,80,81)(H,82,83)(H,84,85)(H,86,87)(H,88,89)(H,91,92,93)(H,94,95,96)(H,97,98,99)(H,100,101,102)(H,103,104,105)(H,106,107,108)(H,109,110,111)(H,112,113,114)(H,115,116,117)(H,118,119,120)(H,121,122,123)(H,124,125,126)(H,127,128,129)/t9-,11+,12+,13+,14+,15+,16+,17+,18+,19+,20+,21+,22+,23+,24+,25+,26+,27+,28+,29-,30-,31+,32+,33+,34+,35+,36+,37+,38-,39-,40-,41-,42+,43+,44-,45+,46+,47+,53-,54+,55+,56+,57+,58+,59+,60-,61+,62+/m0/s1
InChIKey CUCLNKPBMRUOPH-FYTSFWFWSA-N
SMILES N(S(O)(=O)=O)[C@H]1[C@H](O[C@@H]([C@H]([C@@H]1O)O[C@@H]2O[C@H]([C@H]([C@@H]([C@H]2OS(O)(=O)=O)O)O[C@H]3O[C@@H]([C@H]([C@@H]([C@H]3NS(O)(=O)=O)O)O[C@@H]4O[C@H]([C@H]([C@@H]([C@H]4OS(O)(=O)=O)O)O[C@H]5O[C@@H]([C@H]([C@@H]([C@H]5NS(O)(=O)=O)O)O[C@@H]6OC(=C[C@@H]([C@H]6OS(O)(=O)=O)O)C(=O)O)COS(O)(=O)=O)C(=O)O)COS(O)(=O)=O)C(=O)O)COS(O)(=O)=O)O[C@H]7[C@@H]([C@H]([C@@H](O[C@H]7C(=O)O)O[C@H]8[C@@H]([C@H]([C@H](O[C@@H]8COS(O)(=O)=O)O[C@H]9[C@@H]([C@H]([C@@H](O[C@@H]9C(=O)O)O[C@H]%10[C@@H]([C@H]([C@H](O[C@@H]%10COS(O)(=O)=O)O)NS(O)(=O)=O)OS(=O)(=O)O)O)O)NC(=O)C)O)O)O
Metabolite of Species Details
Sus scrofa (NCBI:txid9823) Porcine intestinal mucosa heparin See: PubMed
Sus scrofa (NCBI:txid9823) Porcine intestinal mucosa heparin See: PubMed
ChEBI Ontology
Outgoing HP_dp10_0004 (CHEBI:138693) is a amino decasaccharide (CHEBI:68691)
HP_dp10_0004 (CHEBI:138693) is a heparin decasaccharide (CHEBI:139379)
HP_dp10_0004 (CHEBI:138693) is a oligosaccharide sulfate (CHEBI:37909)
IUPAC Name
4-deoxy-2-O-sulfo-α-L-threo-hex-4-enopyranuronosyl-(1→4)-2-deoxy-6-O-sulfo-2-(sulfoamino)-α-D-glucopyranosyl-(1→4)-2-O-sulfo-α-L-idopyranuronosyl-(1→4)-2-deoxy-6-O-sulfo-2-(sulfoamino)-α-D-glucopyranosyl-(1→4)-2-O-sulfo-α-L-idopyranuronosyl-(1→4)-2-deoxy-6-O-sulfo-2-(sulfoamino)-α-D-glucopyranosyl-(1→4)-α-L-idopyranuronosyl-(1→4)-2-acetamido-2-deoxy-6-O-sulfo-α-D-glucopyranosyl-(1→4)-β-D-glucopyranuronosyl-(1→4)-2-deoxy-3,6-di-O-sulfo-2-(sulfoamino)-α-D-glucopyranose
Synonym Source
alpha-delta4,5-HexA(2S)-(1-4)-alpha-D-GlcpNS(6S)-(1-4)-alpha-L-IdopA(2S)-(1-4)-alpha-D-GlcpNS(6S)-(1-4)-alpha-L-IdopA(2S)-(1-4)-alpha-D-GlcpNS(6S)-(1-4)-alpha-L-IdopA-(1-4)-alpha-D-GlcpNAc(6S)-(1-4)-beta-D-GlcpA-(1-4)-alpha-D-GlcpNS(3S)(6S) IUPAC
Manual Xref Database
G27251IC GlyTouCan
View more database links
Citations Waiting for Citations Types Sources
20729345 PubMed citation Europe PMC
21658003 PubMed citation Europe PMC
Last Modified
12 February 2018