CHEBI:138687 - HP_dp16_0001

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name HP_dp16_0001
ChEBI ID CHEBI:138687
Definition A heparin hexadecasaccharide 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, 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, 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, 2-O-sulfo-α-L-idopyranuronosyl, and 2-deoxy-6-O-sulfo-2-(sulfoamino)-α-D-glucopyranose units joined in sequence by (1→4) linkages. Sequence: DUA2S-[-GlcNS6S-IdoA2S-]7-GlcNS6S
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Sylvie RICARD-BLUM
Supplier Information
Download Molfile XML SDF
Formula C96H152N8O152S24
Net Charge 0
Average Mass 4619.787
Monoisotopic Mass 4615.77073
InChI InChI=1S/C96H152N8O152S24/c105-10-1-11(73(121)122)219-89(43(10)249-273(186,187)188)227-45-13(3-211-266(165,166)167)220-82(21(29(45)107)98-258(141,142)143)235-53-37(115)60(251-275(192,193)194)91(243-67(53)75(125)126)229-47-15(5-213-268(171,172)173)222-84(23(31(47)109)100-260(147,148)149)237-55-39(117)62(253-277(198,199)200)93(245-69(55)77(129)130)231-49-17(7-215-270(177,178)179)224-86(25(33(49)111)102-262(153,154)155)239-57-41(119)64(255-279(204,205)206)95(247-71(57)79(133)134)233-51-19(9-217-272(183,184)185)226-88(27(35(51)113)104-264(159,160)161)241-58-42(120)65(256-280(207,208)209)96(248-72(58)80(135)136)234-50-18(8-216-271(180,181)182)225-87(26(34(50)112)103-263(156,157)158)240-56-40(118)63(254-278(201,202)203)94(246-70(56)78(131)132)232-48-16(6-214-269(174,175)176)223-85(24(32(48)110)101-261(150,151)152)238-54-38(116)61(252-276(195,196)197)92(244-68(54)76(127)128)230-46-14(4-212-267(168,169)170)221-83(22(30(46)108)99-259(144,145)146)236-52-36(114)59(250-274(189,190)191)90(242-66(52)74(123)124)228-44-12(2-210-265(162,163)164)218-81(137)20(28(44)106)97-257(138,139)140/h1,10,12-72,81-120,137H,2-9H2,(H,121,122)(H,123,124)(H,125,126)(H,127,128)(H,129,130)(H,131,132)(H,133,134)(H,135,136)(H,138,139,140)(H,141,142,143)(H,144,145,146)(H,147,148,149)(H,150,151,152)(H,153,154,155)(H,156,157,158)(H,159,160,161)(H,162,163,164)(H,165,166,167)(H,168,169,170)(H,171,172,173)(H,174,175,176)(H,177,178,179)(H,180,181,182)(H,183,184,185)(H,186,187,188)(H,189,190,191)(H,192,193,194)(H,195,196,197)(H,198,199,200)(H,201,202,203)(H,204,205,206)(H,207,208,209)/t10-,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+,48+,49+,50+,51+,52-,53-,54-,55-,56-,57-,58-,59+,60+,61+,62+,63+,64+,65+,66+,67+,68+,69+,70+,71+,72+,81-,82+,83+,84+,85+,86+,87+,88+,89-,90+,91+,92+,93+,94+,95+,96+/m0/s1
InChIKey WYOSPWKLASJWNK-ZKBOYPHFSA-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[C@H]%11[C@@H]([C@H]([C@@H](O[C@H]%11C(=O)O)O[C@H]%12[C@@H]([C@H]([C@H](O[C@@H]%12COS(O)(=O)=O)O[C@H]%13[C@@H]([C@H]([C@@H](O[C@H]%13C(=O)O)O[C@H]%14[C@@H]([C@H]([C@H](O[C@@H]%14COS(O)(=O)=O)O[C@H]%15[C@@H]([C@H]([C@@H](O[C@H]%15C(=O)O)O[C@H]%16[C@@H]([C@H]([C@H](O[C@@H]%16COS(O)(=O)=O)O)NS(O)(=O)=O)O)OS(O)(=O)=O)O)NS(O)(=O)=O)O)OS(O)(=O)=O)O)NS(O)(=O)=O)O)OS(O)(=O)=O)O)NS(O)(=O)=O)O)OS(O)(=O)=O)O)NS(O)(=O)=O)O)OS(O)(=O)=O)O
Metabolite of Species Details
Sus scrofa (NCBI:txid9823) Porcine intestinal mucosal heparin See: PubMed
Sus scrofa (NCBI:txid9823) Porcine intestinal mucosa heparin See: PubMed
ChEBI Ontology
Outgoing HP_dp16_0001 (CHEBI:138687) is a amino oligosaccharide (CHEBI:22483)
HP_dp16_0001 (CHEBI:138687) is a heparin hexadecasaccharide (CHEBI:140143)
HP_dp16_0001 (CHEBI:138687) 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)-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)-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)-2-O-sulfo-α-L-idopyranuronosyl-(1→4)-2-deoxy-6-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(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(2S)-(1-4)-alpha-D-GlcpNS(6S)-(1-4)-alpha-L-IdopA(2S)-(1-4)-alpha-D-GlcpNS(6S) IUPAC
Manual Xref Database
G12157FB GlyTouCan
View more database links
Citations Waiting for Citations Types Sources
20729345 PubMed citation Europe PMC
21658003 PubMed citation Europe PMC
Last Modified
13 February 2018