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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 18:33:51 UTC

Update Date

2021-09-23 18:33:51 UTC

HMDB ID

HMDB0302541

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Nomilinic acid 17-O-beta-D-glucoside

Description

(2S,3'S,4aR,5R,6R,8aR)-5-[(1R)-1-(acetyloxy)-2-carboxyethyl]-2-[(R)-(furan-3-yl)({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})methyl]-6-(2-hydroxypropan-2-yl)-2,5,8a-trimethyl-8-oxo-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-3'-carboxylic acid belongs to the class of organic compounds known as saccharolipids. Saccharolipids are compounds in which fatty acids are linked directly to a sugar backbone, forming structures that are compatible with membrane bilayers. In the saccharolipids, a sugar substitutes for the glycerol backbone that is present in glycerolipids and glycerophospholipids. The most familiar saccharolipids contain an acylated glucosamine. In contrast to others glycolipids, the fatty acid is not glycosidically linked to the sugar moiety. Based on a literature review very few articles have been published on (2S,3'S,4aR,5R,6R,8aR)-5-[(1R)-1-(acetyloxy)-2-carboxyethyl]-2-[(R)-(furan-3-yl)({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})methyl]-6-(2-hydroxypropan-2-yl)-2,5,8a-trimethyl-8-oxo-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-3'-carboxylic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1533007131513382D          

 60 64  0  0  1  0            999 V2000
    3.7302    5.2001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6706    1.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6526    1.7724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3584    3.0557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8236    3.7349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8732    1.8668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7337    3.8728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9829    5.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9277    4.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0451    5.8727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4852    1.5146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1120    2.3679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5679    1.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2519    5.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4169    4.4370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1813    4.8550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0722    1.8023    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9842    3.0867    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0407    2.1246    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6792    1.6907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6078    3.0208    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9296    2.4781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8898    1.6921    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3940    2.3451    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0806    3.1083    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1321    4.0918    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4466    1.8468    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6971    1.0608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2630    3.2185    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8466    1.9485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3722    3.4389    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7901    2.9106    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4287    2.4767    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6227    2.6528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8813    0.3862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5993    4.3268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1237    1.0807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4338    1.8251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2430    3.2412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2031    0.9290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2116    2.2349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5849    3.7612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4092    0.6443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1416    0.4508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6022    2.2798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2819    6.1861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9211    3.7840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7588    2.5655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9497    3.9816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1634    2.4023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3855    1.0392    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2347    2.3007    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5961    2.7345    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4254    3.1310    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7074    1.5819    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5764    2.4553    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8982    2.9981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6855    4.2020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2478    1.4014    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7673    3.8714    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  7  1  0  0  0  0
 10  8  2  0  0  0  0
 15  1  1  0  0  0  0
 16  8  1  0  0  0  0
 16 14  2  0  0  0  0
 17 13  1  6  0  0  0
 18  7  1  0  0  0  0
 19 11  1  0  0  0  0
 20 11  1  0  0  0  0
 21 12  1  0  0  0  0
 22 12  1  0  0  0  0
 23 17  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 16  1  0  0  0  0
 27 28  1  1  0  0  0
 29 25  1  0  0  0  0
 30  2  1  0  0  0  0
 30  3  1  0  0  0  0
 19 30  1  6  0  0  0
 31  4  1  1  0  0  0
 31  9  1  0  0  0  0
 31 26  1  6  0  0  0
 32  5  1  6  0  0  0
 32 18  1  0  0  0  0
 32 19  1  0  0  0  0
 32 21  1  1  0  0  0
 33  6  1  6  0  0  0
 33 18  1  0  0  0  0
 33 20  1  0  0  0  0
 34 27  1  0  0  0  0
 34 31  1  0  0  0  0
 34 33  1  0  0  0  0
 35 13  1  0  0  0  0
 36 15  2  0  0  0  0
 37 20  2  0  0  0  0
 38 22  2  0  0  0  0
 39 22  1  0  0  0  0
 23 40  1  1  0  0  0
 24 41  1  1  0  0  0
 25 42  1  1  0  0  0
 43 28  2  0  0  0  0
 44 28  1  0  0  0  0
 45 30  1  0  0  0  0
 46 10  1  0  0  0  0
 46 14  1  0  0  0  0
 47 15  1  0  0  0  0
 21 47  1  6  0  0  0
 48 17  1  0  0  0  0
 48 29  1  0  0  0  0
 26 49  1  6  0  0  0
 29 49  1  6  0  0  0
 50 27  1  0  0  0  0
 50 34  1  0  0  0  0
 17 51  1  1  0  0  0
 18 52  1  1  0  0  0
 19 53  1  1  0  0  0
 21 54  1  1  0  0  0
 23 55  1  6  0  0  0
 24 56  1  1  0  0  0
 25 57  1  6  0  0  0
 26 58  1  6  0  0  0
 27 59  1  6  0  0  0
 29 60  1  1  0  0  0
M  END

HMDB0302541
     RDKit          3D
Nomilinic acid 17-O-beta-D-glucoside
 98102  0  0  0  0  0  0  0  0999 V2000
   -4.9108    0.4674   -3.1782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8450    1.1231   -1.8275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8778    1.6146   -1.3513 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6708    1.1785   -1.1339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5046    1.7714    0.1534 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6640    2.9682   -0.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4453    3.8358   -1.0216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3718    4.5285   -0.5881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1075    3.8303   -2.3541 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9739    0.7098    1.1379 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8642    1.5173    2.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0476   -0.2930    1.2701 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9464   -0.3314    2.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4364   -0.5355    3.7949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8552   -1.5680    2.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8902    0.7022    2.4632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6348   -1.7213    0.8910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5727   -1.6085   -0.1813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8031   -1.8839   -1.3103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2939   -1.1206    0.4134 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0166   -1.9649    1.6033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6080    0.3213    0.7512 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4839    0.7488    1.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7390    0.8653    0.7674 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9075   -0.0855   -0.3256 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9022    0.7186   -1.6456 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3111   -0.6322   -0.2300 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2368    0.4124   -0.3052 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1161    0.3291   -1.3714 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3331   -0.0537   -0.7881 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4340    0.4508   -1.4189 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6650   -0.1357   -0.7617 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8357    0.3265   -1.3422 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5623    1.9239   -1.4715 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3293    2.3383   -2.5562 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2228    2.5710   -1.4179 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8566    2.8136   -0.1110 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2130    1.6383   -2.0580 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7033    1.4081   -3.3664 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6030   -1.5422    0.8892 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0131   -1.1571    2.1393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1763   -2.3291    2.8651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8815   -3.3457    2.0917 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5334   -2.9433    0.9042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1300   -1.1784   -0.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7905   -1.1674   -1.8775 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1732   -2.1158   -1.5433 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0484   -3.5489   -1.6311 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6485   -4.2639   -2.3974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0047   -4.1955   -0.9022 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4711   -0.4740   -3.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4867    1.0926   -3.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9239    0.2367   -3.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5108    2.1042    0.4678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5411    3.6542    0.8170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7086    2.7747   -0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8795    4.6456   -2.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3603    2.4846    2.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4030    0.9347    3.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9216    1.8421    2.6642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8182   -0.0886    0.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1112   -1.2134    4.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3818    0.3769    4.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4886   -1.1082    3.7735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2294   -1.5438    1.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6784   -1.5846    2.9119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2618   -2.4871    2.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6338    0.5523    1.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4730   -2.3103    0.4679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2800   -2.2706    1.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0032   -2.0728    1.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4292   -2.9914    1.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5541   -1.5351    2.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3921    0.8553   -0.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3200   -0.0247    2.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6096    1.6816    2.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5993    0.9322    1.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6963    1.9232    0.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6579    0.3847   -2.3542 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0711    1.7944   -1.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0787    0.5659   -2.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5609   -1.2442   -1.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8272   -0.5394   -1.9913 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4449    0.0543   -2.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6768    0.1551    0.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6598   -1.2472   -0.7746 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5694   -0.3118   -1.1222 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1322    2.2523   -0.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5261    1.5290   -3.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2785    3.5043   -2.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3139    3.6760    0.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2876    2.2149   -2.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7722    2.2398   -3.8861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2158   -0.2022    2.5934 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5002   -2.3664    3.9135 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2407   -3.5558    0.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0775   -1.8432   -2.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7637   -5.0706   -0.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  5 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
 12 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  6
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 31 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
 27 40  1  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
 43 44  1  0
 25 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  2  0
 48 50  1  0
 22 10  1  0
 38 29  1  0
 44 40  2  0
 47 45  1  0
 45 20  1  0
  1 51  1  0
  1 52  1  0
  1 53  1  0
  5 54  1  1
  6 55  1  0
  6 56  1  0
  9 57  1  0
 11 58  1  0
 11 59  1  0
 11 60  1  0
 12 61  1  6
 14 62  1  0
 14 63  1  0
 14 64  1  0
 15 65  1  0
 15 66  1  0
 15 67  1  0
 16 68  1  0
 17 69  1  0
 17 70  1  0
 21 71  1  0
 21 72  1  0
 21 73  1  0
 22 74  1  6
 23 75  1  0
 23 76  1  0
 24 77  1  0
 24 78  1  0
 26 79  1  0
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 29 83  1  6
 31 84  1  6
 32 85  1  0
 32 86  1  0
 33 87  1  0
 34 88  1  1
 35 89  1  0
 36 90  1  6
 37 91  1  0
 38 92  1  6
 39 93  1  0
 41 94  1  0
 42 95  1  0
 44 96  1  0
 47 97  1  6
 50 98  1  0
M  END


  Mrv1533007131513382D          

 60 64  0  0  1  0            999 V2000
    3.7302    5.2001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6706    1.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6526    1.7724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3584    3.0557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8236    3.7349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8732    1.8668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7337    3.8728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9829    5.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9277    4.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0451    5.8727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4852    1.5146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1120    2.3679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5679    1.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2519    5.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4169    4.4370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1813    4.8550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0722    1.8023    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9842    3.0867    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0407    2.1246    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6792    1.6907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6078    3.0208    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9296    2.4781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8898    1.6921    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3940    2.3451    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0806    3.1083    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1321    4.0918    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4466    1.8468    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6971    1.0608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2630    3.2185    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8466    1.9485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3722    3.4389    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7901    2.9106    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4287    2.4767    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6227    2.6528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8813    0.3862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5993    4.3268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1237    1.0807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4338    1.8251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2430    3.2412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2031    0.9290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2116    2.2349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5849    3.7612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4092    0.6443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1416    0.4508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6022    2.2798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2819    6.1861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9211    3.7840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7588    2.5655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9497    3.9816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1634    2.4023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3855    1.0392    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2347    2.3007    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5961    2.7345    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4254    3.1310    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7074    1.5819    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5764    2.4553    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8982    2.9981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6855    4.2020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2478    1.4014    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7673    3.8714    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  7  1  0  0  0  0
 10  8  2  0  0  0  0
 15  1  1  0  0  0  0
 16  8  1  0  0  0  0
 16 14  2  0  0  0  0
 17 13  1  6  0  0  0
 18  7  1  0  0  0  0
 19 11  1  0  0  0  0
 20 11  1  0  0  0  0
 21 12  1  0  0  0  0
 22 12  1  0  0  0  0
 23 17  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 16  1  0  0  0  0
 27 28  1  1  0  0  0
 29 25  1  0  0  0  0
 30  2  1  0  0  0  0
 30  3  1  0  0  0  0
 19 30  1  6  0  0  0
 31  4  1  1  0  0  0
 31  9  1  0  0  0  0
 31 26  1  6  0  0  0
 32  5  1  6  0  0  0
 32 18  1  0  0  0  0
 32 19  1  0  0  0  0
 32 21  1  1  0  0  0
 33  6  1  6  0  0  0
 33 18  1  0  0  0  0
 33 20  1  0  0  0  0
 34 27  1  0  0  0  0
 34 31  1  0  0  0  0
 34 33  1  0  0  0  0
 35 13  1  0  0  0  0
 36 15  2  0  0  0  0
 37 20  2  0  0  0  0
 38 22  2  0  0  0  0
 39 22  1  0  0  0  0
 23 40  1  1  0  0  0
 24 41  1  1  0  0  0
 25 42  1  1  0  0  0
 43 28  2  0  0  0  0
 44 28  1  0  0  0  0
 45 30  1  0  0  0  0
 46 10  1  0  0  0  0
 46 14  1  0  0  0  0
 47 15  1  0  0  0  0
 21 47  1  6  0  0  0
 48 17  1  0  0  0  0
 48 29  1  0  0  0  0
 26 49  1  6  0  0  0
 29 49  1  6  0  0  0
 50 27  1  0  0  0  0
 50 34  1  0  0  0  0
 17 51  1  1  0  0  0
 18 52  1  1  0  0  0
 19 53  1  1  0  0  0
 21 54  1  1  0  0  0
 23 55  1  6  0  0  0
 24 56  1  1  0  0  0
 25 57  1  6  0  0  0
 26 58  1  6  0  0  0
 27 59  1  6  0  0  0
 29 60  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0302541

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@](CC(O)=O)(OC(C)=O)[C@@]1(C)[C@@]([H])(CC(=O)[C@]2(C)[C@]1([H])CC[C@@](C)([C@@]([H])(O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O)C1=COC=C1)C21O[C@]1([H])C(O)=O)C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C34H48O16/c1-15(36)47-21(12-22(38)39)32(5)18-7-9-31(4,34(27(50-34)28(43)44)33(18,6)20(37)11-19(32)30(2,3)45)26(16-8-10-46-14-16)49-29-25(42)24(41)23(40)17(13-35)48-29/h8,10,14,17-19,21,23-27,29,35,40-42,45H,7,9,11-13H2,1-6H3,(H,38,39)(H,43,44)/t17-,18-,19+,21-,23-,24+,25-,26+,27-,29+,31+,32-,33+,34?/m1/s1

> <INCHI_KEY>
MUZNNCNJBAPYJF-UNWTYGGYSA-N

> <FORMULA>
C34H48O16

> <MOLECULAR_WEIGHT>
712.742

> <EXACT_MASS>
712.294235466

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
98

> <JCHEM_AVERAGE_POLARIZABILITY>
69.66659701905047

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3'S,4aR,5R,6R,8aR)-5-[(1R)-1-(acetyloxy)-2-carboxyethyl]-2-[(R)-(furan-3-yl)({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})methyl]-6-(2-hydroxypropan-2-yl)-2,5,8a-trimethyl-8-oxo-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-3'-carboxylic acid

> <ALOGPS_LOGP>
1.12

> <JCHEM_LOGP>
-0.0823937593333354

> <ALOGPS_LOGS>
-2.92

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.370431295570508

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.68247978259204

> <JCHEM_PKA_STRONGEST_BASIC>
-2.785487460925764

> <JCHEM_POLAR_SURFACE_AREA>
263.24999999999994

> <JCHEM_REFRACTIVITY>
165.00380000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.51e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3'S,4aR,5R,6R,8aR)-5-[(1R)-1-(acetyloxy)-2-carboxyethyl]-2-[(R)-furan-3-yl({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})methyl]-6-(2-hydroxypropan-2-yl)-2,5,8a-trimethyl-8-oxo-tetrahydro-3H-spiro[naphthalene-1,2'-oxirane]-3'-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302541
     RDKit          3D
Nomilinic acid 17-O-beta-D-glucoside
 98102  0  0  0  0  0  0  0  0999 V2000
   -4.9108    0.4674   -3.1782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8450    1.1231   -1.8275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8778    1.6146   -1.3513 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6708    1.1785   -1.1339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5046    1.7714    0.1534 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6640    2.9682   -0.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4453    3.8358   -1.0216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3718    4.5285   -0.5881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1075    3.8303   -2.3541 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9739    0.7098    1.1379 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8642    1.5173    2.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0476   -0.2930    1.2701 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9464   -0.3314    2.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4364   -0.5355    3.7949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8552   -1.5680    2.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8902    0.7022    2.4632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6348   -1.7213    0.8910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5727   -1.6085   -0.1813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8031   -1.8839   -1.3103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2939   -1.1206    0.4134 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0166   -1.9649    1.6033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6080    0.3213    0.7512 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4839    0.7488    1.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7390    0.8653    0.7674 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9075   -0.0855   -0.3256 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9022    0.7186   -1.6456 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3111   -0.6322   -0.2300 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2368    0.4124   -0.3052 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1161    0.3291   -1.3714 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3331   -0.0537   -0.7881 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4340    0.4508   -1.4189 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6650   -0.1357   -0.7617 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8357    0.3265   -1.3422 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5623    1.9239   -1.4715 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3293    2.3383   -2.5562 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2228    2.5710   -1.4179 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8566    2.8136   -0.1110 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2130    1.6383   -2.0580 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7033    1.4081   -3.3664 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6030   -1.5422    0.8892 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0131   -1.1571    2.1393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1763   -2.3291    2.8651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8815   -3.3457    2.0917 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5334   -2.9433    0.9042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1300   -1.1784   -0.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7905   -1.1674   -1.8775 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1732   -2.1158   -1.5433 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0484   -3.5489   -1.6311 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6485   -4.2639   -2.3974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0047   -4.1955   -0.9022 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4711   -0.4740   -3.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4867    1.0926   -3.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9239    0.2367   -3.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5108    2.1042    0.4678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5411    3.6542    0.8170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7086    2.7747   -0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8795    4.6456   -2.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3603    2.4846    2.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4030    0.9347    3.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9216    1.8421    2.6642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8182   -0.0886    0.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1112   -1.2134    4.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3818    0.3769    4.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4886   -1.1082    3.7735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2294   -1.5438    1.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6784   -1.5846    2.9119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2618   -2.4871    2.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6338    0.5523    1.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4730   -2.3103    0.4679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2800   -2.2706    1.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0032   -2.0728    1.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4292   -2.9914    1.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5541   -1.5351    2.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3921    0.8553   -0.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3200   -0.0247    2.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6096    1.6816    2.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5993    0.9322    1.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6963    1.9232    0.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6579    0.3847   -2.3542 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0711    1.7944   -1.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0787    0.5659   -2.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5609   -1.2442   -1.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8272   -0.5394   -1.9913 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4449    0.0543   -2.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6768    0.1551    0.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6598   -1.2472   -0.7746 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5694   -0.3118   -1.1222 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1322    2.2523   -0.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5261    1.5290   -3.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2785    3.5043   -2.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3139    3.6760    0.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2876    2.2149   -2.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7722    2.2398   -3.8861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2158   -0.2022    2.5934 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5002   -2.3664    3.9135 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2407   -3.5558    0.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0775   -1.8432   -2.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7637   -5.0706   -0.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  5 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
 12 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  6
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 31 34  1  0
 34 35  1  0
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 38 39  1  0
 27 40  1  0
 40 41  1  0
 41 42  2  0
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 43 44  1  0
 25 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  2  0
 48 50  1  0
 22 10  1  0
 38 29  1  0
 44 40  2  0
 47 45  1  0
 45 20  1  0
  1 51  1  0
  1 52  1  0
  1 53  1  0
  5 54  1  1
  6 55  1  0
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  9 57  1  0
 11 58  1  0
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 32 85  1  0
 32 86  1  0
 33 87  1  0
 34 88  1  1
 35 89  1  0
 36 90  1  6
 37 91  1  0
 38 92  1  6
 39 93  1  0
 41 94  1  0
 42 95  1  0
 44 96  1  0
 47 97  1  6
 50 98  1  0
M  END

HEADER    PROTEIN                                 13-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUL-15         0                                  
HETATM    1  C   UNK     0       6.963   9.707   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.852   2.133   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.685   3.308   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.669   5.704   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.271   6.972   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.630   3.485   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.236   7.229   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.835   9.427   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.732   7.558   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.951  10.962   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.639   2.827   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.676   4.420   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.060   2.145   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.470  10.373   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.378   8.282   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.338   9.063   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.001   3.364   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.704   5.762   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.676   3.966   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.134   3.156   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.734   5.639   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.202   4.626   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.528   3.159   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.469   4.378   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.884   5.802   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.247   7.638   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.834   3.447   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.301   1.980   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.358   6.008   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.180   3.637   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.695   6.419   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.208   5.433   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.667   4.623   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.162   4.952   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -1.645   0.721   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       4.852   8.077   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       2.098   2.017   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      10.143   3.407   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       9.787   6.050   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      -4.113   1.734   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -5.995   4.172   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -4.825   7.021   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       2.631   1.203   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       0.264   0.842   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       8.591   4.256   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       0.526  11.547   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       7.319   7.063   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      -1.416   4.789   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      -1.773   7.432   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      -0.305   4.484   0.000  0.00  0.00           O+0
HETATM   51  H   UNK     0      -2.586   1.940   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0       4.171   4.295   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0       6.713   5.104   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0       8.261   5.845   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0      -5.054   2.953   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0      -2.943   4.583   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0      -5.410   5.596   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0       1.280   7.844   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0      -0.463   2.616   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0      -3.299   7.227   0.000  0.00  0.00           H+0
CONECT    1   15                                                            
CONECT    2   30                                                            
CONECT    3   30                                                            
CONECT    4   31                                                            
CONECT    5   32                                                            
CONECT    6   33                                                            
CONECT    7    9   18                                                       
CONECT    8   10   16                                                       
CONECT    9    7   31                                                       
CONECT   10    8   46                                                       
CONECT   11   19   20                                                       
CONECT   12   21   22                                                       
CONECT   13   17   35                                                       
CONECT   14   16   46                                                       
CONECT   15    1   36   47                                                  
CONECT   16    8   14   26                                                  
CONECT   17   13   23   48   51                                             
CONECT   18    7   32   33   52                                             
CONECT   19   11   30   32   53                                             
CONECT   20   11   33   37                                                  
CONECT   21   12   32   47   54                                             
CONECT   22   12   38   39                                                  
CONECT   23   17   24   40   55                                             
CONECT   24   23   25   41   56                                             
CONECT   25   24   29   42   57                                             
CONECT   26   16   31   49   58                                             
CONECT   27   28   34   50   59                                             
CONECT   28   27   43   44                                                  
CONECT   29   25   48   49   60                                             
CONECT   30    2    3   19   45                                             
CONECT   31    4    9   26   34                                             
CONECT   32    5   18   19   21                                             
CONECT   33    6   18   20   34                                             
CONECT   34   27   31   33   50                                             
CONECT   35   13                                                            
CONECT   36   15                                                            
CONECT   37   20                                                            
CONECT   38   22                                                            
CONECT   39   22                                                            
CONECT   40   23                                                            
CONECT   41   24                                                            
CONECT   42   25                                                            
CONECT   43   28                                                            
CONECT   44   28                                                            
CONECT   45   30                                                            
CONECT   46   10   14                                                       
CONECT   47   15   21                                                       
CONECT   48   17   29                                                       
CONECT   49   26   29                                                       
CONECT   50   27   34                                                       
CONECT   51   17                                                            
CONECT   52   18                                                            
CONECT   53   19                                                            
CONECT   54   21                                                            
CONECT   55   23                                                            
CONECT   56   24                                                            
CONECT   57   25                                                            
CONECT   58   26                                                            
CONECT   59   27                                                            
CONECT   60   29                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  128    0
END

COMPND    HMDB0302541
HETATM    1  C1  UNL     1      -4.911   0.467  -3.178  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.845   1.123  -1.828  1.00  0.00           C  
HETATM    3  O1  UNL     1      -5.878   1.615  -1.351  1.00  0.00           O  
HETATM    4  O2  UNL     1      -3.671   1.179  -1.134  1.00  0.00           O  
HETATM    5  C3  UNL     1      -3.505   1.771   0.153  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.664   2.968  -0.045  1.00  0.00           C  
HETATM    7  C5  UNL     1      -3.445   3.836  -1.022  1.00  0.00           C  
HETATM    8  O3  UNL     1      -4.372   4.529  -0.588  1.00  0.00           O  
HETATM    9  O4  UNL     1      -3.107   3.830  -2.354  1.00  0.00           O  
HETATM   10  C6  UNL     1      -2.974   0.710   1.138  1.00  0.00           C  
HETATM   11  C7  UNL     1      -2.864   1.517   2.445  1.00  0.00           C  
HETATM   12  C8  UNL     1      -4.048  -0.293   1.270  1.00  0.00           C  
HETATM   13  C9  UNL     1      -4.946  -0.331   2.438  1.00  0.00           C  
HETATM   14  C10 UNL     1      -4.436  -0.535   3.795  1.00  0.00           C  
HETATM   15  C11 UNL     1      -5.855  -1.568   2.164  1.00  0.00           C  
HETATM   16  O5  UNL     1      -5.890   0.702   2.463  1.00  0.00           O  
HETATM   17  C12 UNL     1      -3.635  -1.721   0.891  1.00  0.00           C  
HETATM   18  C13 UNL     1      -2.573  -1.608  -0.181  1.00  0.00           C  
HETATM   19  O6  UNL     1      -2.803  -1.884  -1.310  1.00  0.00           O  
HETATM   20  C14 UNL     1      -1.294  -1.121   0.413  1.00  0.00           C  
HETATM   21  C15 UNL     1      -1.017  -1.965   1.603  1.00  0.00           C  
HETATM   22  C16 UNL     1      -1.608   0.321   0.751  1.00  0.00           C  
HETATM   23  C17 UNL     1      -0.484   0.749   1.635  1.00  0.00           C  
HETATM   24  C18 UNL     1       0.739   0.865   0.767  1.00  0.00           C  
HETATM   25  C19 UNL     1       0.908  -0.086  -0.326  1.00  0.00           C  
HETATM   26  C20 UNL     1       0.902   0.719  -1.646  1.00  0.00           C  
HETATM   27  C21 UNL     1       2.311  -0.632  -0.230  1.00  0.00           C  
HETATM   28  O7  UNL     1       3.237   0.412  -0.305  1.00  0.00           O  
HETATM   29  C22 UNL     1       4.116   0.329  -1.371  1.00  0.00           C  
HETATM   30  O8  UNL     1       5.333  -0.054  -0.788  1.00  0.00           O  
HETATM   31  C23 UNL     1       6.434   0.451  -1.419  1.00  0.00           C  
HETATM   32  C24 UNL     1       7.665  -0.136  -0.762  1.00  0.00           C  
HETATM   33  O9  UNL     1       8.836   0.327  -1.342  1.00  0.00           O  
HETATM   34  C25 UNL     1       6.562   1.924  -1.471  1.00  0.00           C  
HETATM   35  O10 UNL     1       7.329   2.338  -2.556  1.00  0.00           O  
HETATM   36  C26 UNL     1       5.223   2.571  -1.418  1.00  0.00           C  
HETATM   37  O11 UNL     1       4.857   2.814  -0.111  1.00  0.00           O  
HETATM   38  C27 UNL     1       4.213   1.638  -2.058  1.00  0.00           C  
HETATM   39  O12 UNL     1       4.703   1.408  -3.366  1.00  0.00           O  
HETATM   40  C28 UNL     1       2.603  -1.542   0.889  1.00  0.00           C  
HETATM   41  C29 UNL     1       3.013  -1.157   2.139  1.00  0.00           C  
HETATM   42  C30 UNL     1       3.176  -2.329   2.865  1.00  0.00           C  
HETATM   43  O13 UNL     1       2.881  -3.346   2.092  1.00  0.00           O  
HETATM   44  C31 UNL     1       2.533  -2.943   0.904  1.00  0.00           C  
HETATM   45  C32 UNL     1      -0.130  -1.178  -0.509  1.00  0.00           C  
HETATM   46  O14 UNL     1      -0.790  -1.167  -1.877  1.00  0.00           O  
HETATM   47  C33 UNL     1       0.173  -2.116  -1.543  1.00  0.00           C  
HETATM   48  C34 UNL     1      -0.048  -3.549  -1.631  1.00  0.00           C  
HETATM   49  O15 UNL     1       0.649  -4.264  -2.397  1.00  0.00           O  
HETATM   50  O16 UNL     1      -1.005  -4.196  -0.902  1.00  0.00           O  
HETATM   51  H1  UNL     1      -5.471  -0.474  -3.027  1.00  0.00           H  
HETATM   52  H2  UNL     1      -5.487   1.093  -3.904  1.00  0.00           H  
HETATM   53  H3  UNL     1      -3.924   0.237  -3.579  1.00  0.00           H  
HETATM   54  H4  UNL     1      -4.511   2.104   0.468  1.00  0.00           H  
HETATM   55  H5  UNL     1      -2.541   3.654   0.817  1.00  0.00           H  
HETATM   56  H6  UNL     1      -1.709   2.775  -0.566  1.00  0.00           H  
HETATM   57  H7  UNL     1      -2.880   4.646  -2.900  1.00  0.00           H  
HETATM   58  H8  UNL     1      -2.360   2.485   2.278  1.00  0.00           H  
HETATM   59  H9  UNL     1      -2.403   0.935   3.256  1.00  0.00           H  
HETATM   60  H10 UNL     1      -3.922   1.842   2.664  1.00  0.00           H  
HETATM   61  H11 UNL     1      -4.818  -0.089   0.439  1.00  0.00           H  
HETATM   62  H12 UNL     1      -5.111  -1.213   4.423  1.00  0.00           H  
HETATM   63  H13 UNL     1      -4.382   0.377   4.453  1.00  0.00           H  
HETATM   64  H14 UNL     1      -3.489  -1.108   3.773  1.00  0.00           H  
HETATM   65  H15 UNL     1      -6.229  -1.544   1.142  1.00  0.00           H  
HETATM   66  H16 UNL     1      -6.678  -1.585   2.912  1.00  0.00           H  
HETATM   67  H17 UNL     1      -5.262  -2.487   2.337  1.00  0.00           H  
HETATM   68  H18 UNL     1      -6.634   0.552   1.826  1.00  0.00           H  
HETATM   69  H19 UNL     1      -4.473  -2.310   0.468  1.00  0.00           H  
HETATM   70  H20 UNL     1      -3.280  -2.271   1.775  1.00  0.00           H  
HETATM   71  H21 UNL     1       0.003  -2.073   1.935  1.00  0.00           H  
HETATM   72  H22 UNL     1      -1.429  -2.991   1.418  1.00  0.00           H  
HETATM   73  H23 UNL     1      -1.554  -1.535   2.513  1.00  0.00           H  
HETATM   74  H24 UNL     1      -1.392   0.855  -0.233  1.00  0.00           H  
HETATM   75  H25 UNL     1      -0.320  -0.025   2.413  1.00  0.00           H  
HETATM   76  H26 UNL     1      -0.610   1.682   2.186  1.00  0.00           H  
HETATM   77  H27 UNL     1       1.599   0.932   1.455  1.00  0.00           H  
HETATM   78  H28 UNL     1       0.696   1.923   0.343  1.00  0.00           H  
HETATM   79  H29 UNL     1       1.658   0.385  -2.354  1.00  0.00           H  
HETATM   80  H30 UNL     1       1.071   1.794  -1.444  1.00  0.00           H  
HETATM   81  H31 UNL     1      -0.079   0.566  -2.188  1.00  0.00           H  
HETATM   82  H32 UNL     1       2.561  -1.244  -1.164  1.00  0.00           H  
HETATM   83  H33 UNL     1       3.827  -0.539  -1.991  1.00  0.00           H  
HETATM   84  H34 UNL     1       6.445   0.054  -2.475  1.00  0.00           H  
HETATM   85  H35 UNL     1       7.677   0.155   0.314  1.00  0.00           H  
HETATM   86  H36 UNL     1       7.660  -1.247  -0.775  1.00  0.00           H  
HETATM   87  H37 UNL     1       9.569  -0.312  -1.122  1.00  0.00           H  
HETATM   88  H38 UNL     1       7.132   2.252  -0.553  1.00  0.00           H  
HETATM   89  H39 UNL     1       7.526   1.529  -3.111  1.00  0.00           H  
HETATM   90  H40 UNL     1       5.279   3.504  -2.017  1.00  0.00           H  
HETATM   91  H41 UNL     1       5.314   3.676   0.148  1.00  0.00           H  
HETATM   92  H42 UNL     1       3.288   2.215  -2.161  1.00  0.00           H  
HETATM   93  H43 UNL     1       4.772   2.240  -3.886  1.00  0.00           H  
HETATM   94  H44 UNL     1       3.216  -0.202   2.593  1.00  0.00           H  
HETATM   95  H45 UNL     1       3.500  -2.366   3.913  1.00  0.00           H  
HETATM   96  H46 UNL     1       2.241  -3.556   0.066  1.00  0.00           H  
HETATM   97  H47 UNL     1       1.078  -1.843  -2.220  1.00  0.00           H  
HETATM   98  H48 UNL     1      -0.764  -5.071  -0.454  1.00  0.00           H  
CONECT    1    2   51   52   53
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   10   54
CONECT    6    7   55   56
CONECT    7    8    8    9
CONECT    9   57
CONECT   10   11   12   22
CONECT   11   58   59   60
CONECT   12   13   17   61
CONECT   13   14   15   16
CONECT   14   62   63   64
CONECT   15   65   66   67
CONECT   16   68
CONECT   17   18   69   70
CONECT   18   19   19   20
CONECT   20   21   22   45
CONECT   21   71   72   73
CONECT   22   23   74
CONECT   23   24   75   76
CONECT   24   25   77   78
CONECT   25   26   27   45
CONECT   26   79   80   81
CONECT   27   28   40   82
CONECT   28   29
CONECT   29   30   38   83
CONECT   30   31
CONECT   31   32   34   84
CONECT   32   33   85   86
CONECT   33   87
CONECT   34   35   36   88
CONECT   35   89
CONECT   36   37   38   90
CONECT   37   91
CONECT   38   39   92
CONECT   39   93
CONECT   40   41   44   44
CONECT   41   42   42   94
CONECT   42   43   95
CONECT   43   44
CONECT   44   96
CONECT   45   46   47
CONECT   46   47
CONECT   47   48   97
CONECT   48   49   49   50
CONECT   50   98
END

HMDB0302541
     RDKit          3D
Nomilinic acid 17-O-beta-D-glucoside
 98102  0  0  0  0  0  0  0  0999 V2000
   -4.9108    0.4674   -3.1782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8450    1.1231   -1.8275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8778    1.6146   -1.3513 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6708    1.1785   -1.1339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5046    1.7714    0.1534 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6640    2.9682   -0.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4453    3.8358   -1.0216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3718    4.5285   -0.5881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1075    3.8303   -2.3541 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9739    0.7098    1.1379 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8642    1.5173    2.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0476   -0.2930    1.2701 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9464   -0.3314    2.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4364   -0.5355    3.7949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8552   -1.5680    2.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8902    0.7022    2.4632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6348   -1.7213    0.8910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5727   -1.6085   -0.1813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8031   -1.8839   -1.3103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2939   -1.1206    0.4134 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0166   -1.9649    1.6033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6080    0.3213    0.7512 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4839    0.7488    1.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7390    0.8653    0.7674 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9075   -0.0855   -0.3256 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9022    0.7186   -1.6456 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3111   -0.6322   -0.2300 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2368    0.4124   -0.3052 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1161    0.3291   -1.3714 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3331   -0.0537   -0.7881 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4340    0.4508   -1.4189 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6650   -0.1357   -0.7617 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8357    0.3265   -1.3422 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5623    1.9239   -1.4715 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3293    2.3383   -2.5562 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2228    2.5710   -1.4179 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8566    2.8136   -0.1110 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2130    1.6383   -2.0580 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7033    1.4081   -3.3664 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6030   -1.5422    0.8892 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0131   -1.1571    2.1393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1763   -2.3291    2.8651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8815   -3.3457    2.0917 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5334   -2.9433    0.9042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1300   -1.1784   -0.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7905   -1.1674   -1.8775 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1732   -2.1158   -1.5433 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0484   -3.5489   -1.6311 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6485   -4.2639   -2.3974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0047   -4.1955   -0.9022 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4711   -0.4740   -3.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4867    1.0926   -3.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9239    0.2367   -3.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5108    2.1042    0.4678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5411    3.6542    0.8170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7086    2.7747   -0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8795    4.6456   -2.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3603    2.4846    2.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4030    0.9347    3.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9216    1.8421    2.6642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8182   -0.0886    0.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1112   -1.2134    4.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3818    0.3769    4.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4886   -1.1082    3.7735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2294   -1.5438    1.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6784   -1.5846    2.9119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2618   -2.4871    2.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6338    0.5523    1.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4730   -2.3103    0.4679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2800   -2.2706    1.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0032   -2.0728    1.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4292   -2.9914    1.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5541   -1.5351    2.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3921    0.8553   -0.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3200   -0.0247    2.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6096    1.6816    2.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5993    0.9322    1.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6963    1.9232    0.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6579    0.3847   -2.3542 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0711    1.7944   -1.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0787    0.5659   -2.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5609   -1.2442   -1.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8272   -0.5394   -1.9913 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4449    0.0543   -2.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6768    0.1551    0.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6598   -1.2472   -0.7746 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5694   -0.3118   -1.1222 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1322    2.2523   -0.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5261    1.5290   -3.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2785    3.5043   -2.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3139    3.6760    0.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2876    2.2149   -2.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7722    2.2398   -3.8861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2158   -0.2022    2.5934 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5002   -2.3664    3.9135 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2407   -3.5558    0.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0775   -1.8432   -2.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7637   -5.0706   -0.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  5 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
 12 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  6
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 31 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
 27 40  1  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
 43 44  1  0
 25 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  2  0
 48 50  1  0
 22 10  1  0
 38 29  1  0
 44 40  2  0
 47 45  1  0
 45 20  1  0
  1 51  1  0
  1 52  1  0
  1 53  1  0
  5 54  1  1
  6 55  1  0
  6 56  1  0
  9 57  1  0
 11 58  1  0
 11 59  1  0
 11 60  1  0
 12 61  1  6
 14 62  1  0
 14 63  1  0
 14 64  1  0
 15 65  1  0
 15 66  1  0
 15 67  1  0
 16 68  1  0
 17 69  1  0
 17 70  1  0
 21 71  1  0
 21 72  1  0
 21 73  1  0
 22 74  1  6
 23 75  1  0
 23 76  1  0
 24 77  1  0
 24 78  1  0
 26 79  1  0
 26 80  1  0
 26 81  1  0
 27 82  1  6
 29 83  1  6
 31 84  1  6
 32 85  1  0
 32 86  1  0
 33 87  1  0
 34 88  1  1
 35 89  1  0
 36 90  1  6
 37 91  1  0
 38 92  1  6
 39 93  1  0
 41 94  1  0
 42 95  1  0
 44 96  1  0
 47 97  1  6
 50 98  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2S,3's,4AR,5R,6R,8ar)-5-[(1R)-1-(acetyloxy)-2-carboxyethyl]-2-[(R)-(furan-3-yl)({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})methyl]-6-(2-hydroxypropan-2-yl)-2,5,8a-trimethyl-8-oxo-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-3'-carboxylate	Generator
Nomilinate 17-O-b-D-glucoside	Generator
Nomilinate 17-O-beta-D-glucoside	Generator
Nomilinate 17-O-β-D-glucoside	Generator
Nomilinic acid 17-O-b-D-glucoside	Generator
Nomilinic acid 17-O-β-D-glucoside	Generator

Chemical Formula

C₃₄H₄₈O₁₆

Average Molecular Weight

712.742

Monoisotopic Molecular Weight

712.294235466

IUPAC Name

Traditional Name

(2S,3'S,4aR,5R,6R,8aR)-5-[(1R)-1-(acetyloxy)-2-carboxyethyl]-2-[(R)-furan-3-yl({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})methyl]-6-(2-hydroxypropan-2-yl)-2,5,8a-trimethyl-8-oxo-tetrahydro-3H-spiro[naphthalene-1,2'-oxirane]-3'-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H][C@](CC(O)=O)(OC(C)=O)[C@@]1(C)[C@@]([H])(CC(=O)[C@]2(C)[C@]1([H])CC[C@@](C)([C@@]([H])(O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O)C1=COC=C1)C21O[C@]1([H])C(O)=O)C(C)(C)O

InChI Identifier

InChI=1S/C34H48O16/c1-15(36)47-21(12-22(38)39)32(5)18-7-9-31(4,34(27(50-34)28(43)44)33(18,6)20(37)11-19(32)30(2,3)45)26(16-8-10-46-14-16)49-29-25(42)24(41)23(40)17(13-35)48-29/h8,10,14,17-19,21,23-27,29,35,40-42,45H,7,9,11-13H2,1-6H3,(H,38,39)(H,43,44)/t17-,18-,19+,21-,23-,24+,25-,26+,27-,29+,31+,32-,33+,34?/m1/s1

InChI Key

MUZNNCNJBAPYJF-UNWTYGGYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as saccharolipids. Saccharolipids are compounds in which fatty acids are linked directly to a sugar backbone, forming structures that are compatible with membrane bilayers. In the saccharolipids, a sugar substitutes for the glycerol backbone that is present in glycerolipids and glycerophospholipids. The most familiar saccharolipids contain an acylated glucosamine. In contrast to others glycolipids, the fatty acid is not glycosidically linked to the sugar moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Saccharolipids

Sub Class

Not Available

Direct Parent

Saccharolipids

Alternative Parents

Substituents

Saccharolipid
Terpene glycoside
Sesquiterpenoid
Glycosyl compound
O-glycosyl compound
Carbocyclic fatty acid
Tricarboxylic acid or derivatives
Hydroxy fatty acid
Monosaccharide
Oxane
Oxirane carboxylic acid
Oxirane carboxylic acid or derivatives
Fatty acyl
Tertiary alcohol
Furan
Heteroaromatic compound
Secondary alcohol
Carboxylic acid ester
Ketone
Polyol
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Oxirane
Ether
Organoheterocyclic compound
Acetal
Organic oxygen compound
Alcohol
Primary alcohol
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Lemon (FooDB: FOOD00054)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.12	ALOGPS
logP	-0.082	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	3.68	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	263.25 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	165 m³·mol⁻¹	ChemAxon
Polarizability	69.67 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	247.51	32859911
AllCCS	[M+H-H2O]+	247.034	32859911
AllCCS	[M+Na]+	248.02	32859911
AllCCS	[M+NH4]+	247.911	32859911
AllCCS	[M-H]-	249.536	32859911
AllCCS	[M+Na-2H]-	253.519	32859911
AllCCS	[M+HCOO]-	257.994	32859911
DeepCCS	[M-2H]-	258.861	30932474
DeepCCS	[M+Na]+	232.779	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nomilinic acid 17-O-beta-D-glucoside 10V, Positive-QTOF	splash10-0f9t-0000059100-6a553ff5eac9f7058757	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nomilinic acid 17-O-beta-D-glucoside 20V, Positive-QTOF	splash10-0f89-0100293000-1cf581db2f6f131772c6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nomilinic acid 17-O-beta-D-glucoside 40V, Positive-QTOF	splash10-000x-4700892000-3676accb4a8408361cf4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nomilinic acid 17-O-beta-D-glucoside 10V, Negative-QTOF	splash10-03xv-1000049200-1c25790a546b8ae0dbf6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nomilinic acid 17-O-beta-D-glucoside 20V, Negative-QTOF	splash10-0002-3100289000-b5041147a2e7f4e79273	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nomilinic acid 17-O-beta-D-glucoside 40V, Negative-QTOF	splash10-0pba-3000290000-9a290b494ef826b7ad40	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nomilinic acid 17-O-beta-D-glucoside 10V, Positive-QTOF	splash10-03di-0000496300-d1a5bdbb907fd84163aa	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nomilinic acid 17-O-beta-D-glucoside 20V, Positive-QTOF	splash10-0j4i-0000298300-98676b9e0c4bc85a003c	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nomilinic acid 17-O-beta-D-glucoside 40V, Positive-QTOF	splash10-000t-4100983000-71b0d02341c80bb2fc71	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nomilinic acid 17-O-beta-D-glucoside 10V, Negative-QTOF	splash10-03dj-0000009300-18e43062948f9f16bc50	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nomilinic acid 17-O-beta-D-glucoside 20V, Negative-QTOF	splash10-0ab9-3000039000-3818c48aef6430b14b0e	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nomilinic acid 17-O-beta-D-glucoside 40V, Negative-QTOF	splash10-052f-9000221000-014487350de1efb54a20	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB005058

KNApSAcK ID

Not Available

Chemspider ID

4677947

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5748431

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Nomilinic acid 17-O-beta-D-glucoside (HMDB0302541)

MOL for HMDB0302541 (Nomilinic acid 17-O-beta-D-glucoside)

3D MOL for HMDB0302541 (Nomilinic acid 17-O-beta-D-glucoside)

3D SDF for HMDB0302541 (Nomilinic acid 17-O-beta-D-glucoside)

3D-SDF for HMDB0302541 (Nomilinic acid 17-O-beta-D-glucoside)

PDB for HMDB0302541 (Nomilinic acid 17-O-beta-D-glucoside)

3D PDB for HMDB0302541 (Nomilinic acid 17-O-beta-D-glucoside)

SMILES for HMDB0302541 (Nomilinic acid 17-O-beta-D-glucoside)

INCHI for HMDB0302541 (Nomilinic acid 17-O-beta-D-glucoside)

Structure for HMDB0302541 (Nomilinic acid 17-O-beta-D-glucoside)

3D Structure for HMDB0302541 (Nomilinic acid 17-O-beta-D-glucoside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra