LIPID MAPS

Systematic Name

NeuAcα2-3Galβ1-4GlcNAcβ1-6(NeuAcβ2-3Galβ1-4GlcNAcβ1-3)Galβ1-4GlcNAcβ1-6(NeuAcβ2-3Galβ1-4GlcNAcβ1-3)Galβ1-4GlcNAcβ1-6(NeuAcβ2-3Galβ1-4GlcNAcβ1-3)Galβ1-4GlcNAcβ1-3Galβ1-4Glcβ-Cer(d18:1/16:0)

Synonyms

LM ID

LMSP0601GD01

Formula

C₁₈₈H₃₁₆N₁₂O₁₁₅

Exact Mass

Calculate m/z

4581.924813

Sum Composition

Hex(9)-HexNAc(7)-NeuAc(4)-Cer 34:1;O2

Status

Active (generated by computational methods)

Show lipids differing only in stereochemistry/bond geometry

Category

Main Class

Sub Class

Sphingolipids [SP]

Acidic glycosphingolipids [SP06]

Gangliosides [SP0601]

InChiKey (Click to copy)

HEFFBPZNVYNECO-TWECZDSOSA-N

InChi (Click to copy)

InChI=1S/C188H316N12O115/c1-14-16-18-20-22-24-26-28-30-32-34-36-38-40-79(229)78(200-104(238)41-39-37-35-33-31-29-27-25-23-21-19-17-15-2)63-276-172-136(259)135(258)152(100(62-217)292-172)303-173-137(260)157(120(243)88(50-205)280-173)304-168-112(196-74(10)225)131(254)148(96(58-213)288-168)298-176-140(263)160(307-171-115(199-77(13)228)134(257)151(99(61-216)291-171)302-180-144(267)164(124(247)92(54-209)284-180)315-188(184(274)275)45-83(233)108(192-70(6)221)156(311-188)119(242)87(237)49-204)127(250)103(295-176)66-278-166-110(194-72(8)223)129(252)146(94(56-211)286-166)296-174-138(261)158(305-169-113(197-75(11)226)132(255)149(97(59-214)289-169)300-178-142(265)162(122(245)90(52-207)282-178)313-186(182(270)271)43-81(231)106(190-68(4)219)154(309-186)117(240)85(235)47-202)125(248)101(293-174)64-277-165-109(193-71(7)222)128(251)145(93(55-210)285-165)297-175-139(262)159(306-170-114(198-76(12)227)133(256)150(98(60-215)290-170)301-179-143(266)163(123(246)91(53-208)283-179)314-187(183(272)273)44-82(232)107(191-69(5)220)155(310-187)118(241)86(236)48-203)126(249)102(294-175)65-279-167-111(195-73(9)224)130(253)147(95(57-212)287-167)299-177-141(264)161(121(244)89(51-206)281-177)312-185(181(268)269)42-80(230)105(189-67(3)218)153(308-185)116(239)84(234)46-201/h38,40,78-103,105-180,201-217,229-237,239-267H,14-37,39,41-66H2,1-13H3,(H,189,218)(H,190,219)(H,191,220)(H,192,221)(H,193,222)(H,194,223)(H,195,224)(H,196,225)(H,197,226)(H,198,227)(H,199,228)(H,200,238)(H,268,269)(H,270,271)(H,272,273)(H,274,275)/b40-38+/t78-,79+,80-,81-,82-,83-,84+,85+,86+,87+,88+,89+,90+,91+,92+,93+,94+,95+,96+,97+,98+,99+,100+,101+,102+,103+,105+,106+,107+,108+,109+,110+,111+,112+,113+,114+,115+,116+,117+,118+,119+,120-,121-,122-,123-,124-,125-,126-,127-,128+,129+,130+,131+,132+,133+,134+,135+,136+,137+,138+,139+,140+,141+,142+,143+,144+,145+,146+,147+,148+,149+,150+,151+,152+,153+,154+,155+,156+,157-,158-,159-,160-,161-,162-,163-,164-,165+,166+,167+,168-,169+,170+,171+,172+,173-,174-,175-,176-,177-,178-,179-,180-,185-,186-,187-,188-/m0/s1

SMILES (Click to copy)

O(C[C@]([H])(NC(CCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC)[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O[C@@H]4O[C@H](CO[C@@H]5O[C@H](CO)[C@@H](O[C@@H]6O[C@H](CO[C@@H]7O[C@H](CO)[C@@H](O[C@@H]8O[C@H](CO[C@@H]9O[C@H](CO)[C@@H](O[C@@H]%10O[C@H](CO)[C@H](O)[C@H](O[C@]%11(O[C@@]([H])([C@H](O)[C@H](O)CO)[C@H](NC(=O)C)[C@@H](O)C%11)C(O)=O)[C@H]%10O)[C@H](O)[C@H]9NC(=O)C)[C@H](O)[C@H](O[C@H]9O[C@H](CO)[C@@H](O[C@@H]%10O[C@H](CO)[C@H](O)[C@H](O[C@]%11(O[C@@]([H])([C@H](O)[C@H](O)CO)[C@H](NC(=O)C)[C@@H](O)C%11)C(O)=O)[C@H]%10O)[C@H](O)[C@H]9NC(=O)C)[C@H]8O)[C@H](O)[C@H]7NC(=O)C)[C@H](O)[C@H](O[C@H]7O[C@H](CO)[C@@H](O[C@@H]8O[C@H](CO)[C@H](O)[C@H](O[C@]9(O[C@@]([H])([C@H](O)[C@H](O)CO)[C@H](NC(=O)C)[C@@H](O)C9)C(O)=O)[C@H]8O)[C@H](O)[C@H]7NC(=O)C)[C@H]6O)[C@H](O)[C@H]5NC(=O)C)[C@H](O)[C@H](O[C@H]5O[C@H](CO)[C@@H](O[C@@H]6O[C@H](CO)[C@H](O)[C@H](O[C@]7(O[C@@]([H])([C@H](O)[C@H](O)CO)[C@H](NC(=O)C)[C@@H](O)C7)C(O)=O)[C@H]6O)[C@H](O)[C@H]5NC(=O)C)[C@H]4O)[C@H](O)[C@H]3NC(=O)C)[C@H]2O)[C@H](O)[C@H]1O

PubChem CID

44263156

Heavy Atoms 315

Rings 20

Aromatic Rings 0

Rotatable Bonds 113

Van der Waals Molecular Volume 4111.73

Topological Polar Surface Area 2021.65

Hydrogen Bond Donors 71

Hydrogen Bond Acceptors 127

logP 0.79

Molar Refractivity 1079.17