NP-MRD: Showing NP-Card for Ursolic acid 3-[glucosyl-(1->4)-xyloside] (NP0049809)

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Record Information

Version

2.0

Created at

2022-03-17 21:18:28 UTC

Updated at

2022-03-17 21:18:29 UTC

NP-MRD ID

NP0049809

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ursolic acid 3-[glucosyl-(1->4)-xyloside]

Description

Ursolic acid 3-[glucosyl-(1->4)-xyloside] belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Ursolic acid 3-[glucosyl-(1->4)-xyloside] is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Ursolic acid 3-[glucosyl-(1->4)-xyloside] has been detected, but not quantified in, fats and oils and sweet marjorams. This could make ursolic acid 3-[glucosyl-(1->4)-xyloside] a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241221522D          

 53 59  0  0  0  0            999 V2000
   -3.8884   -0.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6029   -0.9616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6029   -1.7866    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8884   -2.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1740   -1.7866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1740   -0.9616    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4595   -0.5491    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4595   -2.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7451   -1.7866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7451   -0.9616    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7451    0.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4595    0.2759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0306   -0.5491    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0306    0.2759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3161    0.6884    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3161   -0.9616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3983   -0.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3983    0.2759    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3983    1.9260    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3161    1.5135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1128    0.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1128    1.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1740   -0.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7451   -0.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0306   -1.3741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0306    1.9259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3983    2.7510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1128   -0.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3009   -2.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3051   -2.7825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8549   -1.4846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6799   -1.4847    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -11.0924   -2.1991    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.6799   -2.9136    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.8549   -2.9136    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.4424   -2.1991    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.4424   -3.6281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0924   -0.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9174   -2.1991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0924   -3.6281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9174   -0.7702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5549   -1.4846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3799   -1.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7924   -2.1991    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.3799   -2.9136    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5549   -2.9136    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1424   -2.1991    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3174   -2.1991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1424   -3.6281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6174   -2.1991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7924   -3.6281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8273    0.2759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1128   -0.9616    0.0000 O   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
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 13  1  0  0  0  0
  7 10  1  0  0  0  0
  7 12  1  1  0  0  0
 11 12  1  0  0  0  0
 11 14  2  0  0  0  0
 15 14  1  6  0  0  0
 14 13  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 21  1  0  0  0  0
 15 18  1  0  0  0  0
 20 15  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
 19 22  1  0  0  0  0
  3 48  1  1  0  0  0
  6 23  1  1  0  0  0
 10 24  1  1  0  0  0
 13 25  1  6  0  0  0
 20 26  1  1  0  0  0
 19 27  1  6  0  0  0
 18 28  1  1  0  0  0
  4 29  1  0  0  0  0
  4 30  1  0  0  0  0
 31 32  1  0  0  0  0
 31 36  1  0  0  0  0
 32 33  1  0  0  0  0
 34 33  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 50  1  1  0  0  0
 35 37  1  6  0  0  0
 32 38  1  1  0  0  0
 33 39  1  6  0  0  0
 34 40  1  1  0  0  0
 38 41  1  0  0  0  0
 42 43  1  0  0  0  0
 42 47  1  0  0  0  0
 43 44  1  0  0  0  0
 45 44  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  1  0  0  0
 46 49  1  6  0  0  0
 44 50  1  6  0  0  0
 45 51  1  1  0  0  0
 28 52  1  0  0  0  0
 28 53  2  0  0  0  0
M  END


  Mrv0541 02241221522D          

 53 59  0  0  0  0            999 V2000
   -3.8884   -0.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6029   -0.9616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6029   -1.7866    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8884   -2.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1740   -1.7866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1740   -0.9616    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4595   -0.5491    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4595   -2.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7451   -1.7866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7451   -0.9616    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7451    0.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4595    0.2759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0306   -0.5491    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0306    0.2759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3161    0.6884    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3161   -0.9616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3983   -0.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3983    0.2759    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3983    1.9260    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3161    1.5135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1128    0.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1128    1.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1740   -0.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7451   -0.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0306   -1.3741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0306    1.9259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3983    2.7510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1128   -0.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3009   -2.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3051   -2.7825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8549   -1.4846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6799   -1.4847    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -11.0924   -2.1991    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.6799   -2.9136    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.8549   -2.9136    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.4424   -2.1991    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.4424   -3.6281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0924   -0.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9174   -2.1991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0924   -3.6281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9174   -0.7702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5549   -1.4846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3799   -1.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7924   -2.1991    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.3799   -2.9136    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5549   -2.9136    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1424   -2.1991    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3174   -2.1991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1424   -3.6281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6174   -2.1991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7924   -3.6281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8273    0.2759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1128   -0.9616    0.0000 O   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
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 13  1  0  0  0  0
  7 10  1  0  0  0  0
  7 12  1  1  0  0  0
 11 12  1  0  0  0  0
 11 14  2  0  0  0  0
 15 14  1  6  0  0  0
 14 13  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 21  1  0  0  0  0
 15 18  1  0  0  0  0
 20 15  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
 19 22  1  0  0  0  0
  3 48  1  1  0  0  0
  6 23  1  1  0  0  0
 10 24  1  1  0  0  0
 13 25  1  6  0  0  0
 20 26  1  1  0  0  0
 19 27  1  6  0  0  0
 18 28  1  1  0  0  0
  4 29  1  0  0  0  0
  4 30  1  0  0  0  0
 31 32  1  0  0  0  0
 31 36  1  0  0  0  0
 32 33  1  0  0  0  0
 34 33  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 50  1  1  0  0  0
 35 37  1  6  0  0  0
 32 38  1  1  0  0  0
 33 39  1  6  0  0  0
 34 40  1  1  0  0  0
 38 41  1  0  0  0  0
 42 43  1  0  0  0  0
 42 47  1  0  0  0  0
 43 44  1  0  0  0  0
 45 44  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  1  0  0  0
 46 49  1  6  0  0  0
 44 50  1  6  0  0  0
 45 51  1  1  0  0  0
 28 52  1  0  0  0  0
 28 53  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0049809

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O[C@@H]6OC[C@@H](O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@H](O)[C@H]6O)C(C)(C)C5CC[C@@]34C)[C@@H]2[C@H]1C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C41H66O12/c1-20-10-15-41(36(48)49)17-16-39(6)22(28(41)21(20)2)8-9-26-38(5)13-12-27(37(3,4)25(38)11-14-40(26,39)7)53-34-32(46)30(44)24(19-50-34)52-35-33(47)31(45)29(43)23(18-42)51-35/h8,20-21,23-35,42-47H,9-19H2,1-7H3,(H,48,49)/t20-,21+,23-,24-,25?,26-,27+,28+,29-,30+,31+,32-,33-,34+,35+,38+,39-,40-,41+/m1/s1

> <INCHI_KEY>
HGUUEBLQXKUYIA-XQMBFJMNSA-N

> <FORMULA>
C41H66O12

> <MOLECULAR_WEIGHT>
750.9555

> <EXACT_MASS>
750.455427576

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
83.25782951973163

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,4aS,6aS,6bR,10S,12aR,12bR,14bS)-10-{[(2S,3R,4R,5R)-3,4-dihydroxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

> <ALOGPS_LOGP>
3.69

> <JCHEM_LOGP>
3.6704690603333328

> <ALOGPS_LOGS>
-4.35

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.942516565580487

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.744125394784814

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810835639006674

> <JCHEM_POLAR_SURFACE_AREA>
195.59999999999997

> <JCHEM_REFRACTIVITY>
192.56210000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.33e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,4aS,6aS,6bR,10S,12aR,12bR,14bS)-10-{[(2S,3R,4R,5R)-3,4-dihydroxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -7.258  -1.025   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.592  -1.795   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.592  -3.335   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.258  -4.105   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.925  -3.335   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.925  -1.795   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.591  -1.025   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.591  -4.105   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.258  -3.335   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.258  -1.795   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.258   1.285   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.591   0.515   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.924  -1.025   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.924   0.515   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.590   1.285   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.590  -1.795   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.743  -1.025   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.743   0.515   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.743   3.595   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.590   2.825   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.077   1.285   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.077   2.825   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.925  -0.255   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.258  -0.255   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.924  -2.565   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.924   3.595   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.743   5.135   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.077  -0.255   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -8.028  -5.439   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -6.170  -5.194   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0     -18.396  -2.771   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0     -19.936  -2.771   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -20.706  -4.105   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -19.936  -5.439   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -18.396  -5.439   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -17.626  -4.105   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0     -17.626  -6.772   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0     -20.706  -1.438   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0     -22.246  -4.105   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0     -20.706  -6.772   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0     -22.246  -1.438   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0     -12.236  -2.771   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0     -13.776  -2.771   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -14.546  -4.105   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -13.776  -5.439   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0     -12.236  -5.439   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0     -11.466  -4.105   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      -9.926  -4.105   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0     -11.466  -6.772   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0     -16.086  -4.105   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0     -14.546  -6.772   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       3.411   0.515   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       2.077  -1.795   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   48                                                  
CONECT    4    3    5   29   30                                             
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5   23                                             
CONECT    7    6   10   12                                                  
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   13    7   24                                             
CONECT   11   12   14                                                       
CONECT   12    7   11                                                       
CONECT   13   10   14   16   25                                             
CONECT   14   11   15   13                                                  
CONECT   15   14   18   20                                                  
CONECT   16   13   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   21   15   28                                             
CONECT   19   20   22   27                                                  
CONECT   20   15   19   26                                                  
CONECT   21   18   22                                                       
CONECT   22   21   19                                                       
CONECT   23    6                                                            
CONECT   24   10                                                            
CONECT   25   13                                                            
CONECT   26   20                                                            
CONECT   27   19                                                            
CONECT   28   18   52   53                                                  
CONECT   29    4                                                            
CONECT   30    4                                                            
CONECT   31   32   36                                                       
CONECT   32   31   33   38                                                  
CONECT   33   32   34   39                                                  
CONECT   34   33   35   40                                                  
CONECT   35   34   36   37                                                  
CONECT   36   31   35   50                                                  
CONECT   37   35                                                            
CONECT   38   32   41                                                       
CONECT   39   33                                                            
CONECT   40   34                                                            
CONECT   41   38                                                            
CONECT   42   43   47                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45   50                                                  
CONECT   45   44   46   51                                                  
CONECT   46   45   47   49                                                  
CONECT   47   42   46   48                                                  
CONECT   48    3   47                                                       
CONECT   49   46                                                            
CONECT   50   36   44                                                       
CONECT   51   45                                                            
CONECT   52   28                                                            
CONECT   53   28                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  118    0
END

View in JSmol

Synonyms

Value	Source
Ursolate 3-[glucosyl-(1->4)-xyloside]	Generator
(1S,2R,4AS,6as,6BR,10S,12ar,12BR,14BS)-10-{[(2S,3R,4R,5R)-3,4-dihydroxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate	Generator

Chemical Formula

C₄₁H₆₆O₁₂

Average Mass

750.9555 Da

Monoisotopic Mass

750.45543 Da

IUPAC Name

(1S,2R,4aS,6aS,6bR,10S,12aR,12bR,14bS)-10-{[(2S,3R,4R,5R)-3,4-dihydroxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

Traditional Name

(1S,2R,4aS,6aS,6bR,10S,12aR,12bR,14bS)-10-{[(2S,3R,4R,5R)-3,4-dihydroxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

CAS Registry Number

169303-86-0

SMILES

C[C@@H]1CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O[C@@H]6OC[C@@H](O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@H](O)[C@H]6O)C(C)(C)C5CC[C@@]34C)[C@@H]2[C@H]1C)C(O)=O

InChI Identifier

InChI=1S/C41H66O12/c1-20-10-15-41(36(48)49)17-16-39(6)22(28(41)21(20)2)8-9-26-38(5)13-12-27(37(3,4)25(38)11-14-40(26,39)7)53-34-32(46)30(44)24(19-50-34)52-35-33(47)31(45)29(43)23(18-42)51-35/h8,20-21,23-35,42-47H,9-19H2,1-7H3,(H,48,49)/t20-,21+,23-,24-,25?,26-,27+,28+,29-,30+,31+,32-,33-,34+,35+,38+,39-,40-,41+/m1/s1

InChI Key

HGUUEBLQXKUYIA-XQMBFJMNSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Origanum majorana	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Disaccharide
Glycosyl compound
O-glycosyl compound
Oxane
Secondary alcohol
Acetal
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Oxacycle
Polyol
Organoheterocyclic compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Alcohol
Primary alcohol
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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	3.69	ALOGPS
logP	3.67	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	4.74	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	195.6 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	192.56 m³·mol⁻¹	ChemAxon
Polarizability	83.26 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0041233

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB021136

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

131753079

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Ursolic acid 3-[glucosyl-(1->4)-xyloside] (NP0049809)

MOL for NP0049809 (Ursolic acid 3-[glucosyl-(1->4)-xyloside])

3D MOL for NP0049809 (Ursolic acid 3-[glucosyl-(1->4)-xyloside])

3D SDF for NP0049809 (Ursolic acid 3-[glucosyl-(1->4)-xyloside])

3D-SDF for NP0049809 (Ursolic acid 3-[glucosyl-(1->4)-xyloside])

PDB for NP0049809 (Ursolic acid 3-[glucosyl-(1->4)-xyloside])

3D PDB for NP0049809 (Ursolic acid 3-[glucosyl-(1->4)-xyloside])

SMILES for NP0049809 (Ursolic acid 3-[glucosyl-(1->4)-xyloside])

INCHI for NP0049809 (Ursolic acid 3-[glucosyl-(1->4)-xyloside])

Structure for NP0049809 (Ursolic acid 3-[glucosyl-(1->4)-xyloside])

3D Structure for NP0049809 (Ursolic acid 3-[glucosyl-(1->4)-xyloside])