Np mrd loader

Showing NP-Card for Pfaffoside A (NP0052092)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-04-27 23:16:04 UTC
Updated at2022-04-27 23:16:04 UTC
NP-MRD IDNP0052092
Secondary Accession NumbersNone
Natural Product Identification
Common NamePfaffoside A
Description(2S,3S,4S,5S,6S)-6-{[(1R,2S,4S,5R,8R,10S,14R,15R,18S,20R)-5-carboxy-1,2,8,15,19,19-hexamethylhexacyclo[12.8.0.0²,¹¹.0⁴,⁸.0⁵,¹⁰.0¹⁵,²⁰]Docos-11-en-18-yl]oxy}-3,4-dihydroxy-5-{[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}oxane-2-carboxylic acid belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Pfaffoside A is found in Hebanthe eriantha and Pfaffia paniculata. Based on a literature review very few articles have been published on (2S,3S,4S,5S,6S)-6-{[(1R,2S,4S,5R,8R,10S,14R,15R,18S,20R)-5-carboxy-1,2,8,15,19,19-hexamethylhexacyclo[12.8.0.0²,¹¹.0⁴,⁸.0⁵,¹⁰.0¹⁵,²⁰]Docos-11-en-18-yl]oxy}-3,4-dihydroxy-5-{[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}oxane-2-carboxylic acid.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0052092 (Pfaffoside A)


  Mrv1652304282201162D          

 53 60  0  0  1  0            999 V2000
    5.6741    0.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8676   -0.1064    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2699   -0.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4786   -0.4416    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2850    0.3604    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8828    0.9290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4938    0.5938    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8960    0.0252    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0895   -0.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8808   -1.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1047    0.2586    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9112    1.0606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5089    1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3002    1.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0603    1.2398    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4165    0.7298    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6276   -0.2549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5248   -0.3810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0410   -0.0413    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0094   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3447    0.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4905   -0.7331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5385    0.6078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0302    1.4588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4684    2.1578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7942    1.4887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3277   -0.5357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7466   -0.7861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0915    1.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8172   -1.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0642   -1.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6589   -0.3398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2567    0.2288    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0632    1.0308    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6610    1.5994    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.4523    1.3660    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6458    0.5640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0480   -0.0046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4371    0.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6306   -0.4714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0349    0.8992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0500    1.9345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4675    2.4013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2719    1.2642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0784    2.0662    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2871    2.2996    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0936    3.1015    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6913    3.6701    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4826    3.4367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6762    2.6347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4978    4.4721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3023    3.3349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6893    1.7310    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
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  6  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  7 14  1  6  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 11 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 16 21  1  0  0  0  0
 19 22  1  1  0  0  0
 19 23  1  0  0  0  0
 15 23  1  1  0  0  0
 16 24  1  1  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 11 27  1  1  0  0  0
  8 28  1  6  0  0  0
  5 29  1  6  0  0  0
  3 30  1  0  0  0  0
  3 31  1  0  0  0  0
  2 32  1  6  0  0  0
 33 32  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 33 38  1  0  0  0  0
 37 39  1  1  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 36 42  1  6  0  0  0
 35 43  1  1  0  0  0
 34 44  1  1  0  0  0
 45 44  1  6  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 45 50  1  0  0  0  0
 48 51  1  1  0  0  0
 47 52  1  1  0  0  0
 46 53  1  6  0  0  0
M  END
Download

3D MOL for NP0052092 (Pfaffoside A)

Download
3D SDF for NP0052092 (Pfaffoside A)

  Mrv1652304282201162D          

 53 60  0  0  1  0            999 V2000
    5.6741    0.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8676   -0.1064    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2699   -0.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4786   -0.4416    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2850    0.3604    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8828    0.9290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4938    0.5938    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8960    0.0252    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0895   -0.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8808   -1.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1047    0.2586    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9112    1.0606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5089    1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3002    1.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0603    1.2398    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4165    0.7298    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6276   -0.2549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5248   -0.3810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0410   -0.0413    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0094   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3447    0.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4905   -0.7331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5385    0.6078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0302    1.4588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4684    2.1578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7942    1.4887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3277   -0.5357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7466   -0.7861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0915    1.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8172   -1.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0642   -1.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6589   -0.3398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2567    0.2288    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0632    1.0308    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6610    1.5994    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.4523    1.3660    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6458    0.5640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0480   -0.0046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4371    0.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6306   -0.4714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0349    0.8992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0500    1.9345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4675    2.4013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2719    1.2642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0784    2.0662    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2871    2.2996    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0936    3.1015    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6913    3.6701    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4826    3.4367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6762    2.6347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4978    4.4721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3023    3.3349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6893    1.7310    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
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  6  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  7 14  1  6  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 11 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 16 21  1  0  0  0  0
 19 22  1  1  0  0  0
 19 23  1  0  0  0  0
 15 23  1  1  0  0  0
 16 24  1  1  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 11 27  1  1  0  0  0
  8 28  1  6  0  0  0
  5 29  1  6  0  0  0
  3 30  1  0  0  0  0
  3 31  1  0  0  0  0
  2 32  1  6  0  0  0
 33 32  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 33 38  1  0  0  0  0
 37 39  1  1  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 36 42  1  6  0  0  0
 35 43  1  1  0  0  0
 34 44  1  1  0  0  0
 45 44  1  6  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 45 50  1  0  0  0  0
 48 51  1  1  0  0  0
 47 52  1  1  0  0  0
 46 53  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0052092

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@]12CC[C@@]3([C@@H](C1)C1=CC[C@@H]4[C@@]5(C)CC[C@H](O[C@H]6O[C@@H]([C@@H](O)[C@H](O)[C@@H]6O[C@H]6OC[C@H](O)[C@H](O)[C@H]6O)C(O)=O)C(C)(C)[C@@H]5CC[C@@]4(C)[C@]1(C)C[C@@H]23)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C40H60O13/c1-35(2)21-9-12-38(5)22(8-7-18-19-15-36(3)13-14-40(19,34(48)49)23(36)16-39(18,38)6)37(21,4)11-10-24(35)51-33-30(27(44)26(43)29(52-33)31(46)47)53-32-28(45)25(42)20(41)17-50-32/h7,19-30,32-33,41-45H,8-17H2,1-6H3,(H,46,47)(H,48,49)/t19-,20-,21-,22+,23-,24-,25-,26-,27-,28+,29-,30-,32+,33-,36+,37-,38+,39+,40-/m0/s1

> <INCHI_KEY>
BXKCSGRUPJSGIF-WNHYXZMZSA-N

> <FORMULA>
C40H60O13

> <MOLECULAR_WEIGHT>
748.907

> <EXACT_MASS>
748.403391992

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
113

> <JCHEM_AVERAGE_POLARIZABILITY>
52.4361678302457

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5S,6S)-6-{[(1R,2S,4S,5R,8R,10S,14R,15R,18S,20R)-5-carboxy-1,2,8,15,19,19-hexamethylhexacyclo[12.8.0.0^{2,11}.0^{4,8}.0^{5,10}.0^{15,20}]docos-11-en-18-yl]oxy}-3,4-dihydroxy-5-{[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}oxane-2-carboxylic acid

> <ALOGPS_LOGP>
3.12

> <JCHEM_LOGP>
2.9379274856666653

> <ALOGPS_LOGS>
-4.08

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.659333394725073

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4368653567530125

> <JCHEM_PKA_STRONGEST_BASIC>
-3.526580682616755

> <JCHEM_POLAR_SURFACE_AREA>
212.66999999999996

> <JCHEM_REFRACTIVITY>
185.90040000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.27e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5S,6S)-6-{[(1R,2S,4S,5R,8R,10S,14R,15R,18S,20R)-5-carboxy-1,2,8,15,19,19-hexamethylhexacyclo[12.8.0.0^{2,11}.0^{4,8}.0^{5,10}.0^{15,20}]docos-11-en-18-yl]oxy}-3,4-dihydroxy-5-{[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0052092 (Pfaffoside A)
Download
PDB for NP0052092 (Pfaffoside A)
HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      10.592   1.298   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.953  -0.199   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.837  -1.260   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.360  -0.824   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.999   0.673   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.115   1.734   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.522   1.108   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.406   0.047   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.767  -1.450   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.244  -1.886   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.929   0.483   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.567   1.980   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.683   3.041   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.160   2.605   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.979   2.314   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.777   1.362   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.171  -0.476   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.846  -0.711   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.943  -0.077   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.018  -0.539   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.643   0.915   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.782  -1.368   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.872   1.135   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.056   2.723   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       0.874   4.028   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -1.483   2.779   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       4.345  -1.000   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.127  -1.467   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.638   2.170   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.859  -2.412   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.453  -2.751   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      12.430  -0.634   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      13.546   0.427   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      13.185   1.924   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      14.300   2.985   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      15.778   2.550   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      16.139   1.053   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      15.023  -0.009   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      17.616   0.617   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      17.977  -0.880   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      18.732   1.678   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      16.893   3.611   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      13.939   4.482   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      11.708   2.360   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      11.346   3.857   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       9.869   4.292   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       9.508   5.790   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      10.624   6.851   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      12.101   6.415   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      12.462   4.918   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      10.263   8.348   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       8.031   6.225   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       8.753   3.231   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   32                                                  
CONECT    3    2    4   30   31                                             
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7   29                                             
CONECT    6    5    1                                                       
CONECT    7    5    8   14                                                  
CONECT    8    7    9   11   28                                             
CONECT    9    8   10                                                       
CONECT   10    9    4                                                       
CONECT   11    8   12   18   27                                             
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13    7                                                       
CONECT   15   12   16   23                                                  
CONECT   16   15   17   21   24                                             
CONECT   17   16   18   19                                                  
CONECT   18   17   11                                                       
CONECT   19   17   20   22   23                                             
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22   19                                                            
CONECT   23   19   15                                                       
CONECT   24   16   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   11                                                            
CONECT   28    8                                                            
CONECT   29    5                                                            
CONECT   30    3                                                            
CONECT   31    3                                                            
CONECT   32    2   33                                                       
CONECT   33   32   34   38                                                  
CONECT   34   33   35   44                                                  
CONECT   35   34   36   43                                                  
CONECT   36   35   37   42                                                  
CONECT   37   36   38   39                                                  
CONECT   38   37   33                                                       
CONECT   39   37   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39                                                            
CONECT   42   36                                                            
CONECT   43   35                                                            
CONECT   44   34   45                                                       
CONECT   45   44   46   50                                                  
CONECT   46   45   47   53                                                  
CONECT   47   46   48   52                                                  
CONECT   48   47   49   51                                                  
CONECT   49   48   50                                                       
CONECT   50   49   45                                                       
CONECT   51   48                                                            
CONECT   52   47                                                            
CONECT   53   46                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  120    0
END

Download
3D PDB for NP0052092 (Pfaffoside A)
Download
SMILES for NP0052092 (Pfaffoside A)
C[C@@]12CC[C@@]3([C@@H](C1)C1=CC[C@@H]4[C@@]5(C)CC[C@H](O[C@H]6O[C@@H]([C@@H](O)[C@H](O)[C@@H]6O[C@H]6OC[C@H](O)[C@H](O)[C@H]6O)C(O)=O)C(C)(C)[C@@H]5CC[C@@]4(C)[C@]1(C)C[C@@H]23)C(O)=O
Download
INCHI for NP0052092 (Pfaffoside A)
InChI=1S/C40H60O13/c1-35(2)21-9-12-38(5)22(8-7-18-19-15-36(3)13-14-40(19,34(48)49)23(36)16-39(18,38)6)37(21,4)11-10-24(35)51-33-30(27(44)26(43)29(52-33)31(46)47)53-32-28(45)25(42)20(41)17-50-32/h7,19-30,32-33,41-45H,8-17H2,1-6H3,(H,46,47)(H,48,49)/t19-,20-,21-,22+,23-,24-,25-,26-,27-,28+,29-,30-,32+,33-,36+,37-,38+,39+,40-/m0/s1
Download
View in JSmol
Synonyms
ValueSource
(2S,3S,4S,5S,6S)-6-{[(1R,2S,4S,5R,8R,10S,14R,15R,18S,20R)-5-carboxy-1,2,8,15,19,19-hexamethylhexacyclo[12.8.0.0,.0,.0,.0,]docos-11-en-18-yl]oxy}-3,4-dihydroxy-5-{[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}oxane-2-carboxylateGenerator
Chemical FormulaC40H60O13
Average Mass748.9070 Da
Monoisotopic Mass748.40339 Da
IUPAC Name(2S,3S,4S,5S,6S)-6-{[(1R,2S,4S,5R,8R,10S,14R,15R,18S,20R)-5-carboxy-1,2,8,15,19,19-hexamethylhexacyclo[12.8.0.0^{2,11}.0^{4,8}.0^{5,10}.0^{15,20}]docos-11-en-18-yl]oxy}-3,4-dihydroxy-5-{[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}oxane-2-carboxylic acid
Traditional Name(2S,3S,4S,5S,6S)-6-{[(1R,2S,4S,5R,8R,10S,14R,15R,18S,20R)-5-carboxy-1,2,8,15,19,19-hexamethylhexacyclo[12.8.0.0^{2,11}.0^{4,8}.0^{5,10}.0^{15,20}]docos-11-en-18-yl]oxy}-3,4-dihydroxy-5-{[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}oxane-2-carboxylic acid
CAS Registry NumberNot Available
SMILES
C[C@@]12CC[C@@]3([C@@H](C1)C1=CC[C@@H]4[C@@]5(C)CC[C@H](O[C@H]6O[C@@H]([C@@H](O)[C@H](O)[C@@H]6O[C@H]6OC[C@H](O)[C@H](O)[C@H]6O)C(O)=O)C(C)(C)[C@@H]5CC[C@@]4(C)[C@]1(C)C[C@@H]23)C(O)=O
InChI Identifier
InChI=1S/C40H60O13/c1-35(2)21-9-12-38(5)22(8-7-18-19-15-36(3)13-14-40(19,34(48)49)23(36)16-39(18,38)6)37(21,4)11-10-24(35)51-33-30(27(44)26(43)29(52-33)31(46)47)53-32-28(45)25(42)20(41)17-50-32/h7,19-30,32-33,41-45H,8-17H2,1-6H3,(H,46,47)(H,48,49)/t19-,20-,21-,22+,23-,24-,25-,26-,27-,28+,29-,30-,32+,33-,36+,37-,38+,39+,40-/m0/s1
InChI KeyBXKCSGRUPJSGIF-WNHYXZMZSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Hebanthe erianthaLOTUS Database
Pfaffia paniculataPlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassTriterpenoids  
Direct ParentTriterpenoids  
Alternative Parents
Substituents
  • Triterpenoid
    • 

  • O-glucuronide
    • 

  • 1-o-glucuronide
    • 

  • Glucuronic acid or derivatives
    • 

  • O-glycosyl compound
    • 

  • Glycosyl compound
    • 

  • Disaccharide
    • 

  • Beta-hydroxy acid
    • 

  • Pyran
    • 

  • Oxane
    • 

  • Hydroxy acid
    • 

  • Dicarboxylic acid or derivatives
    • 

  • Secondary alcohol
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Polyol
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Acetal
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Alcohol
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.12ALOGPS
logP2.94ChemAxon
logS-4.1ALOGPS
pKa (Strongest Acidic)3.44ChemAxon
pKa (Strongest Basic)-3.5ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count13ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area212.67 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity185.9 m³·mol⁻¹ChemAxon
Polarizability52.44 ųChemAxon
Number of Rings8ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound162936111  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available