NP-MRD: Showing NP-Card for (3,4,5-trihydroxy-6-{[4-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)but-3-en-2-yl]oxy}oxan-2-yl)methoxysulfonic acid (NP0235412)

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Record Information

Version

2.0

Created at

2022-09-06 18:01:06 UTC

Updated at

2022-09-06 18:01:06 UTC

NP-MRD ID

NP0235412

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3,4,5-trihydroxy-6-{[4-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)but-3-en-2-yl]oxy}oxan-2-yl)methoxysulfonic acid

Description

[(3,4,5-Trihydroxy-6-{[4-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)but-3-en-2-yl]oxy}oxan-2-yl)methoxy]sulfonic acid belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol. [(3,4,5-Trihydroxy-6-{[4-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)but-3-en-2-yl]oxy}oxan-2-yl)methoxy]sulfonic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241508332D          

 31 32  0  0  0  0            999 V2000
   -1.6027   -1.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3172   -0.5914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0317   -1.0039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0317   -1.8289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3172   -2.2414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3172   -3.0664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6027   -3.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6027   -4.3039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8882   -4.7164    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1738   -5.1289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4757   -4.0020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3007   -5.4309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0317   -3.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0317   -4.3039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7461   -3.0664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4606   -3.4789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7461   -2.2414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4606   -1.8289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3172    0.2336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6027    0.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6027    1.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7903    1.3278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4152    1.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9455    1.9598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6633    2.7350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1936    3.3670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8509    2.8783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3206    2.2463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6704    2.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5359    1.9914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6974    0.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  2  0  0  0  0
  9 12  1  0  0  0  0
  6 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
  4 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19  2  1  4  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 21 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 23 31  1  0  0  0  0
M  END

     RDKit          3D

 61 62  0  0  0  0  0  0  0  0999 V2000
   -3.1605   -0.1281    2.3991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7674    0.7883    1.4310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9495    1.3397    1.7215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5474    2.2479    0.7597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3407    3.1322    1.1303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2335    2.1519   -0.6909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2476    0.9915   -0.9307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0301   -0.2724   -0.8022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6690    1.2095   -2.3046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1839    1.1745    0.1276 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9697    2.5730    0.2066 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8943    0.5612   -0.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6949   -0.6099   -0.7546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3707   -1.1958   -1.0359 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3504   -1.5590   -2.5116 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5965   -0.2462   -0.8369 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5809   -0.6509    0.0866 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7448   -0.8088   -0.6363 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8738   -0.9324    0.1643 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0519   -1.3038   -0.6999 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1717   -1.4202    0.1355 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5368   -1.8339   -0.7495 S   0  0  0  0  0  6  0  0  0  0  0  0
    7.1602   -2.0631   -2.1927 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1548   -3.0708   -0.1903 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6865   -0.6202   -0.7234 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0590    0.4195    0.8245 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3050    0.6099    1.3503 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9472    0.5010    1.8628 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9907    1.7042    2.5596 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6228    0.3279    1.1843 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6892   -0.0283    2.1578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5558   -1.1458    2.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0495   -0.1405    2.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5156    0.1464    3.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4670    1.1352    2.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8080    3.0966   -1.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1373    1.9203   -1.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8873   -0.9792   -1.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6513   -0.8124    0.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0964   -0.0504   -0.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9555    2.1858   -2.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5501    1.2106   -2.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0696    0.4334   -2.9809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1435    2.8221   -0.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9583    1.0868    0.1071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5905   -1.1664   -1.0431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1371   -2.0753   -0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1733   -2.5279   -2.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3748   -1.5957   -2.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2231   -0.8266   -3.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2775   -1.6819    0.4142 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7106   -1.7124    0.9358 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8504   -2.3225   -1.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2177   -0.5542   -1.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2109    0.2547   -0.7617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8074    1.2127    0.0621 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3100    0.2709    2.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1018   -0.3577    2.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9295    1.8772    2.8436 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3110    1.3560    0.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0620   -0.7178    2.7671 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 25  1  0
 22 23  2  0
 22 24  2  0
 19 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 14 13  1  0
 13 12  2  0
 12 10  1  0
 10 11  1  1
 10  2  1  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
 30 17  1  0
  7 10  1  0
 15 48  1  0
 15 49  1  0
 15 50  1  0
 14 47  1  1
 17 51  1  1
 19 52  1  1
 20 53  1  0
 20 54  1  0
 25 55  1  0
 26 56  1  6
 27 57  1  0
 28 58  1  1
 29 59  1  0
 30 60  1  6
 31 61  1  0
 13 46  1  0
 12 45  1  0
 11 44  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  6 36  1  0
  6 37  1  0
  8 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
  9 43  1  0
M  END


  Mrv1533004241508332D          

 31 32  0  0  0  0            999 V2000
   -1.6027   -1.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3172   -0.5914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0317   -1.0039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0317   -1.8289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3172   -2.2414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3172   -3.0664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6027   -3.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6027   -4.3039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8882   -4.7164    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1738   -5.1289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4757   -4.0020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3007   -5.4309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0317   -3.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0317   -4.3039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7461   -3.0664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4606   -3.4789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7461   -2.2414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4606   -1.8289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3172    0.2336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6027    0.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6027    1.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7903    1.3278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4152    1.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9455    1.9598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6633    2.7350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1936    3.3670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8509    2.8783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3206    2.2463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6704    2.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5359    1.9914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6974    0.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  2  0  0  0  0
  9 12  1  0  0  0  0
  6 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
  4 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19  2  1  4  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 21 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 23 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0235412

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(OC1OC(COS(O)(=O)=O)C(O)C(O)C1O)C=CC1(O)C(C)=CC(=O)CC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C19H30O11S/c1-10-7-12(20)8-18(3,4)19(10,24)6-5-11(2)29-17-16(23)15(22)14(21)13(30-17)9-28-31(25,26)27/h5-7,11,13-17,21-24H,8-9H2,1-4H3,(H,25,26,27)

> <INCHI_KEY>
HFSJQXKIOHMFKF-UHFFFAOYSA-N

> <FORMULA>
C19H30O11S

> <MOLECULAR_WEIGHT>
466.5

> <EXACT_MASS>
466.15088296

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
45.57205879146631

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(3,4,5-trihydroxy-6-{[4-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)but-3-en-2-yl]oxy}oxan-2-yl)methoxy]sulfonic acid

> <ALOGPS_LOGP>
-1.08

> <JCHEM_LOGP>
-1.985045546900737

> <ALOGPS_LOGS>
-2.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.184885573678153

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.7765338750501085

> <JCHEM_PKA_STRONGEST_BASIC>
-3.494953883874488

> <JCHEM_POLAR_SURFACE_AREA>
180.04999999999998

> <JCHEM_REFRACTIVITY>
107.33229999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.71e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3,4,5-trihydroxy-6-{[4-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)but-3-en-2-yl]oxy}oxan-2-yl)methoxysulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -2.992  -1.874   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.325  -1.104   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -5.659  -1.874   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -5.659  -3.414   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -4.325  -4.184   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -4.325  -5.724   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.992  -6.494   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.992  -8.034   0.000  0.00  0.00           O+0
HETATM    9  S   UNK     0      -1.658  -8.804   0.000  0.00  0.00           S+0
HETATM   10  O   UNK     0      -0.324  -9.574   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.888  -7.470   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -2.428 -10.138   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -5.659  -6.494   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -5.659  -8.034   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -6.993  -5.724   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -8.326  -6.494   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -6.993  -4.184   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -8.326  -3.414   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -4.325   0.436   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.992   1.206   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.992   2.746   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.475   2.479   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -4.508   2.479   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.498   3.658   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.972   5.105   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -5.961   6.285   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -3.455   5.373   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.465   4.193   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.251   5.141   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.000   3.717   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -5.035   1.031   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   17                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   13                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9                                                            
CONECT   13    6   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15    4   18                                                  
CONECT   18   17                                                            
CONECT   19    2   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23   28                                             
CONECT   22   21                                                            
CONECT   23   21   24   31                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   21   29   30                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   23                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   64    0
END

View in JSmol

Synonyms

Value	Source
[(3,4,5-Trihydroxy-6-{[4-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)but-3-en-2-yl]oxy}oxan-2-yl)methoxy]sulfonate	Generator
[(3,4,5-Trihydroxy-6-{[4-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)but-3-en-2-yl]oxy}oxan-2-yl)methoxy]sulphonate	Generator
[(3,4,5-Trihydroxy-6-{[4-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)but-3-en-2-yl]oxy}oxan-2-yl)methoxy]sulphonic acid	Generator

Chemical Formula

C₁₉H₃₀O₁₁S

Average Mass

466.5000 Da

Monoisotopic Mass

466.15088 Da

IUPAC Name

[(3,4,5-trihydroxy-6-{[4-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)but-3-en-2-yl]oxy}oxan-2-yl)methoxy]sulfonic acid

Traditional Name

(3,4,5-trihydroxy-6-{[4-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)but-3-en-2-yl]oxy}oxan-2-yl)methoxysulfonic acid

CAS Registry Number

Not Available

SMILES

CC(OC1OC(COS(O)(=O)=O)C(O)C(O)C1O)C=CC1(O)C(C)=CC(=O)CC1(C)C

InChI Identifier

InChI=1S/C19H30O11S/c1-10-7-12(20)8-18(3,4)19(10,24)6-5-11(2)29-17-16(23)15(22)14(21)13(30-17)9-28-31(25,26)27/h5-7,11,13-17,21-24H,8-9H2,1-4H3,(H,25,26,27)

InChI Key

HFSJQXKIOHMFKF-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Fatty acyl glycosides of mono- and disaccharides

Alternative Parents

Substituents

Fatty acyl glycoside of mono- or disaccharide
Sesquiterpenoid
Megastigmane sesquiterpenoid
Cyclofarsesane sesquiterpenoid
Ionone derivative
Alkyl glycoside
Glycosyl compound
O-glycosyl compound
Monosaccharide sulfate
Cyclohexenone
Monosaccharide
Oxane
Sulfuric acid ester
Alkyl sulfate
Sulfuric acid monoester
Sulfate-ester
Organic sulfuric acid or derivatives
Tertiary alcohol
Secondary alcohol
Ketone
Cyclic ketone
Organoheterocyclic compound
Polyol
Oxacycle
Acetal
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	-1.1	ALOGPS
logP	-2	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	-1.8	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	180.05 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	107.33 m³·mol⁻¹	ChemAxon
Polarizability	45.57 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3,4,5-trihydroxy-6-{[4-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)but-3-en-2-yl]oxy}oxan-2-yl)methoxysulfonic acid (NP0235412)

MOL for NP0235412 ((3,4,5-trihydroxy-6-{[4-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)but-3-en-2-yl]oxy}oxan-2-yl)methoxysulfonic acid)

3D MOL for NP0235412 ((3,4,5-trihydroxy-6-{[4-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)but-3-en-2-yl]oxy}oxan-2-yl)methoxysulfonic acid)

3D SDF for NP0235412 ((3,4,5-trihydroxy-6-{[4-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)but-3-en-2-yl]oxy}oxan-2-yl)methoxysulfonic acid)

3D-SDF for NP0235412 ((3,4,5-trihydroxy-6-{[4-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)but-3-en-2-yl]oxy}oxan-2-yl)methoxysulfonic acid)

PDB for NP0235412 ((3,4,5-trihydroxy-6-{[4-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)but-3-en-2-yl]oxy}oxan-2-yl)methoxysulfonic acid)

3D PDB for NP0235412 ((3,4,5-trihydroxy-6-{[4-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)but-3-en-2-yl]oxy}oxan-2-yl)methoxysulfonic acid)

SMILES for NP0235412 ((3,4,5-trihydroxy-6-{[4-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)but-3-en-2-yl]oxy}oxan-2-yl)methoxysulfonic acid)

INCHI for NP0235412 ((3,4,5-trihydroxy-6-{[4-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)but-3-en-2-yl]oxy}oxan-2-yl)methoxysulfonic acid)

Structure for NP0235412 ((3,4,5-trihydroxy-6-{[4-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)but-3-en-2-yl]oxy}oxan-2-yl)methoxysulfonic acid)

3D Structure for NP0235412 ((3,4,5-trihydroxy-6-{[4-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)but-3-en-2-yl]oxy}oxan-2-yl)methoxysulfonic acid)