NP-MRD: Showing NP-Card for Deacylgymnemic acid (NP0141172)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-06-29 22:14:36 UTC

Updated at

2022-06-29 22:14:36 UTC

NP-MRD ID

NP0141172

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Deacylgymnemic acid

Description

Deacylgymnemic acid, also known as deacylgymnemate, belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton. Deacylgymnemic acid was first documented in 2016 (PMID: 27761064). Based on a literature review a small amount of articles have been published on Deacylgymnemic acid (PMID: 30158997) (PMID: 26612497).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

106111  0  0  0  0  0  0  0  0999 V2000
   -6.9579    1.4498    2.9634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3639    0.8135    1.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6227   -0.6752    1.8156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8673    1.0247    1.6490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4189    0.3663    0.3776 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9701    0.2650    0.1835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0892    0.9693    0.7557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6104    0.8796    0.5615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2348    0.1234   -0.6897 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2536   -0.1604   -0.7264 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7474   -0.1624   -2.1912 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0636    0.9480   -0.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6630    0.5404    1.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6791   -0.5579    0.8783 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5759    0.1176    0.0215 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7767    0.4239    0.6354 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8440    1.8278    0.8515 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0695    2.2357    1.3079 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7610    3.1480    0.3496 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8914    3.6213    0.5953 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1309    3.4672   -0.8251 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9712    1.1389    1.7744 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5534    0.6948    3.0467 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1582    0.0207    0.8064 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.3389    0.1287    0.0719 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9676    0.0208   -0.1544 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9069   -1.2351   -0.6998 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9880   -1.7164    0.2913 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0145   -2.8058    1.3886 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8715   -2.3029   -0.7972 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2650   -3.4056   -1.4032 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5738   -1.5142   -0.1803 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5839   -2.0608    0.8105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8471   -1.8875    0.4920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0998   -1.0867   -0.8156 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8666   -2.0082   -1.9480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5518   -0.7596   -0.8143 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2762   -2.0518   -0.4355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1054   -0.2040   -2.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5429    0.1633   -2.0470 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4427   -0.8581   -2.3287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0118    0.9663   -0.8770 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6571    2.4151   -1.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0788    3.2348   -0.0792 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5232    0.8902   -0.7879 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.0201    1.7686   -1.7709 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0557    1.3428    0.5278 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.3912    0.8720    0.5932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0031    1.7465    2.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3435    2.2876    3.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0054    0.6937    3.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8574   -1.1216    0.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7744   -1.2320    2.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5000   -0.8568    2.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4397    0.4109    2.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5306    2.0393    1.8169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8351   -0.6631    0.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4024    1.7373    1.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2935    1.9419    0.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2624    0.3505    1.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4233    0.7797   -1.5548 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0143    0.3161   -2.8667 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1259   -1.1381   -2.5029 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6584    0.5032   -2.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5716    1.9305   -0.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9911    1.1822   -0.6898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3001    1.3968    1.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0181    0.2836    2.0608 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2216   -0.7217    1.8309 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8027    0.0087    1.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8681    2.8811    2.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3871    4.1586   -0.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9746    1.6066    1.9629 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0581   -0.1106    3.3052 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1498   -0.9366    1.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2622   -0.4862   -0.7207 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1780    0.7239   -0.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8308   -1.2383   -1.6914 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7435   -3.7879    1.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1240   -2.8821    1.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5670   -2.4767    2.3209 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2922   -1.5728   -1.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7468   -2.7638   -0.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9659   -3.8038   -1.9960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5093   -2.2287   -1.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7529   -1.7382    1.8581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8273   -3.1719    0.8568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3296   -2.8799    0.4552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3908   -1.3357    1.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5854   -3.0462   -1.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1529   -1.7448   -2.7077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7988   -2.2692   -2.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7748   -2.9512   -0.9073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2449   -2.2506    0.6539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2997   -2.1153   -0.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5688    0.7876   -2.2315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9355   -0.7889   -2.9969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6911    0.8740   -2.9367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6010   -0.9988   -3.2800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1980    2.7247   -2.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5821    2.5632   -1.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4433    3.9229    0.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8932   -0.1178   -1.0867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7470    1.4880   -2.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1706    2.4550    0.5754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9065    1.2098   -0.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  6
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 18 19  1  0
 19 21  1  0
 19 20  2  0
 14 28  1  0
 28 29  1  1
 28 30  1  0
 30 31  1  0
 28 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  6
 35 37  1  0
 37 38  1  1
 37 39  1  0
 39 40  1  0
 40 41  1  0
 40 42  1  0
 42 43  1  6
 43 44  1  0
 42 45  1  0
 45 46  1  0
 45 47  1  0
 47 48  1  0
 47  2  1  0
 42  5  1  0
 37  6  1  0
 35  9  1  0
 32 10  1  0
 26 16  1  0
  1 49  1  0
  1 50  1  0
  1 51  1  0
  3 52  1  0
  3 53  1  0
  3 54  1  0
  4 55  1  0
  4 56  1  0
  5 57  1  1
  7 58  1  0
  8 59  1  0
  8 60  1  0
  9 61  1  6
 11 62  1  0
 11 63  1  0
 11 64  1  0
 12 65  1  0
 12 66  1  0
 13 67  1  0
 13 68  1  0
 14 69  1  1
 16 70  1  1
 18 71  1  1
 22 73  1  1
 23 74  1  0
 24 75  1  1
 25 76  1  0
 26 77  1  6
 27 78  1  0
 21 72  1  0
 29 79  1  0
 29 80  1  0
 29 81  1  0
 30 82  1  0
 30 83  1  0
 31 84  1  0
 32 85  1  6
 33 86  1  0
 33 87  1  0
 34 88  1  0
 34 89  1  0
 36 90  1  0
 36 91  1  0
 36 92  1  0
 38 93  1  0
 38 94  1  0
 38 95  1  0
 39 96  1  0
 39 97  1  0
 40 98  1  6
 41 99  1  0
 43100  1  0
 43101  1  0
 44102  1  0
 45103  1  6
 46104  1  0
 47105  1  6
 48106  1  0
M  END

View in JSmol

Synonyms

Value	Source
Deacylgymnemate	Generator

Chemical Formula

C₃₆H₅₈O₁₂

Average Mass

682.8480 Da

Monoisotopic Mass

682.39283 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC1(C)C[C@@H]2C3=CCC4[C@@]5(C)CCC(O[C@@H]6O[C@@H]([C@@H](O)[C@H](O)[C@H]6O)C(O)=O)C(C)(CO)C5CC[C@@]4(C)[C@]3(C)C[C@@H](O)[C@@]2(CO)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C36H58O12/c1-31(2)13-18-17-7-8-20-32(3)11-10-22(47-30-25(42)23(40)24(41)26(48-30)29(45)46)33(4,15-37)19(32)9-12-34(20,5)35(17,6)14-21(39)36(18,16-38)28(44)27(31)43/h7,18-28,30,37-44H,8-16H2,1-6H3,(H,45,46)/t18-,19?,20?,21-,22?,23+,24+,25-,26+,27-,28-,30-,32+,33?,34-,35-,36+/m1/s1

InChI Key

NXUZSZLFZAMZLC-BNLARJOSSA-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 triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Triterpene saponins

Alternative Parents

Substituents

Triterpene saponin
Triterpenoid
Steroid
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Beta-hydroxy acid
Hydroxy acid
Monosaccharide
Pyran
Oxane
Cyclic alcohol
Secondary alcohol
Polyol
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Oxacycle
Acetal
Carboxylic acid
Carboxylic acid derivative
Primary alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Alcohol
Organooxygen 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

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

114651

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

129465

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Shenoy RS, Prashanth KVH, Manonmani HK: In Vitro Antidiabetic Effects of Isolated Triterpene Glycoside Fraction from Gymnema sylvestre. Evid Based Complement Alternat Med. 2018 Aug 8;2018:7154702. doi: 10.1155/2018/7154702. eCollection 2018. [PubMed:30158997 ]
Rammohan B, Samit K, Chinmoy D, Arup S, Amit K, Ratul S, Sanmoy K, Dipan A, Tuhinadri S: Human Cytochrome P450 Enzyme Modulation by Gymnema sylvestre: A Predictive Safety Evaluation by LC-MS/MS. Pharmacogn Mag. 2016 Jul;12(Suppl 4):S389-S394. doi: 10.4103/0973-1296.191441. [PubMed:27761064 ]
Panneerselvam C, Murugan K, Roni M, Aziz AT, Suresh U, Rajaganesh R, Madhiyazhagan P, Subramaniam J, Dinesh D, Nicoletti M, Higuchi A, Alarfaj AA, Munusamy MA, Kumar S, Desneux N, Benelli G: Fern-synthesized nanoparticles in the fight against malaria: LC/MS analysis of Pteridium aquilinum leaf extract and biosynthesis of silver nanoparticles with high mosquitocidal and antiplasmodial activity. Parasitol Res. 2016 Mar;115(3):997-1013. doi: 10.1007/s00436-015-4828-x. Epub 2015 Nov 27. [PubMed:26612497 ]

Showing NP-Card for Deacylgymnemic acid (NP0141172)

MOL for NP0141172 (Deacylgymnemic acid)

3D MOL for NP0141172 (Deacylgymnemic acid)

3D SDF for NP0141172 (Deacylgymnemic acid)

3D-SDF for NP0141172 (Deacylgymnemic acid)

PDB for NP0141172 (Deacylgymnemic acid)

3D PDB for NP0141172 (Deacylgymnemic acid)

SMILES for NP0141172 (Deacylgymnemic acid)

INCHI for NP0141172 (Deacylgymnemic acid)

Structure for NP0141172 (Deacylgymnemic acid)

3D Structure for NP0141172 (Deacylgymnemic acid)