NP-MRD: Showing NP-Card for Valtrate (NP0051783)

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Record Information

Version

2.0

Created at

2022-04-27 23:01:08 UTC

Updated at

2022-04-27 23:01:08 UTC

NP-MRD ID

NP0051783

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Valtrate

Description

Valtratum, also known as valtrate or valtric acid, belongs to the class of organic compounds known as iridoids and derivatives. These are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open. Thus, valtratum is considered to be an isoprenoid. Valtrate is found in Centranthus macrosiphon, Centranthus spp., Plectritis congesta, Valeriana alliariifolia, Valeriana capensis, Valeriana condamoana, Valeriana edulis, Valeriana jatamansi , Valeriana microphylla, Valeriana micropterina, Valeriana officinalis , Valeriana prionophylla, Valeriana priophylla, Valeriana pseudofficinalis, Valeriana pulchella, Valeriana sorbifolia, Valeriana spp., Valeriana tripteris and Valerianella locusta. Valtrate was first documented in 2020 (PMID: 33167507). Based on a literature review very few articles have been published on Valtratum (PMID: 33114026).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282201012D          

 30 32  0  0  1  0            999 V2000
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4710   -1.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1354   -0.3443    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3149   -0.4305    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434    0.3764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5303   -0.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5479    0.3702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3729    0.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7854   -0.3443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7854    1.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6104    1.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0229    1.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0229    0.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  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
  2 10  1  0  0  0  0
 10  6  1  1  0  0  0
  9 11  1  1  0  0  0
 11 12  1  0  0  0  0
  9 12  1  0  0  0  0
  8 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
  5 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  1 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
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
M  END

     RDKit          3D

 60 62  0  0  0  0  0  0  0  0999 V2000
   -1.1637    7.7700   -1.6610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    6.7235   -0.9970 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6935    7.0770   -0.4044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6800    5.3944   -0.9857 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1325    4.4387   -0.3343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4445    3.0735   -0.4729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5656    2.8353   -1.1202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1267    1.5673   -1.2699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6941    0.4875   -0.4256 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1951   -0.6954   -0.9830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2105   -1.3921   -0.3710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6574   -0.8961    0.7107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8241   -2.6368   -0.8380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9701   -3.0695    0.0738 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5654   -4.3494   -0.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5510   -3.2642    1.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2099    0.5241   -0.2585 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2398    1.9039    0.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2364    1.8113    0.9667 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6006    0.4120    1.2722 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7927    0.0249    0.6402 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9208   -0.4735    1.2675 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8908   -0.6070    2.5027 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0688   -0.8061    0.4022 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8783   -1.9574   -0.5166 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5677   -3.2680    0.1064 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1976   -2.0887   -1.3002 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3777   -0.3296    0.7875 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0001   -1.6207    1.1977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5911   -0.5860    1.8835 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5423    7.3436   -2.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0045    8.0735   -1.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5718    8.6538   -1.9511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0406    4.6842    0.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1916    4.4923   -0.6068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0898    3.6714   -1.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2131    0.6759    0.5457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2423   -2.5685   -1.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1099   -3.5021   -0.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7779   -2.2887    0.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6866   -4.2543   -0.5393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4315   -5.1824    0.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1947   -4.6274   -1.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8171   -2.3814    2.1111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0843   -4.1225    1.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4633   -3.5101    1.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2393    0.2184   -1.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7222    2.7238    1.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7288    0.3013    2.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9533   -0.9940    1.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2657    0.0936   -0.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1188   -1.7212   -1.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4018   -3.9876   -0.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4144   -3.2149    1.2033 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6779   -3.7139   -0.4077 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0778   -2.6101   -2.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9046   -2.7100   -0.6753 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6512   -1.0699   -1.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6389   -2.2429    0.5652 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6896   -2.2329    1.8240 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 25  1  0
 25 27  1  0
 25 24  1  0
 24 22  1  0
 22 23  2  0
 22 21  1  0
 21 20  1  0
 20 19  1  0
 19 18  2  0
 18 17  1  0
 17  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
  9  8  1  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
 17 28  1  0
 28 29  1  0
 29 30  1  0
 28 20  1  0
 28 30  1  1
  6 18  1  0
 26 53  1  0
 26 54  1  0
 26 55  1  0
 25 52  1  6
 27 56  1  0
 27 57  1  0
 27 58  1  0
 24 50  1  0
 24 51  1  0
 20 49  1  1
 19 48  1  0
 17 47  1  6
  9 37  1  1
 13 38  1  0
 13 39  1  0
 14 40  1  1
 15 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 16 46  1  0
  7 36  1  0
  5 34  1  0
  5 35  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
 29 59  1  0
 29 60  1  0
M  END


  Mrv1652304282201012D          

 30 32  0  0  1  0            999 V2000
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4710   -1.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1354   -0.3443    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3149   -0.4305    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434    0.3764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5303   -0.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5479    0.3702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3729    0.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7854   -0.3443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7854    1.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6104    1.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0229    1.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0229    0.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  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
  2 10  1  0  0  0  0
 10  6  1  1  0  0  0
  9 11  1  1  0  0  0
 11 12  1  0  0  0  0
  9 12  1  0  0  0  0
  8 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
  5 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  1 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
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0051783

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CC(=O)O[C@H]1C=C2[C@H]([C@H](OC(=O)CC(C)C)OC=C2COC(C)=O)[C@@]11CO1

> <INCHI_IDENTIFIER>
InChI=1S/C22H30O8/c1-12(2)6-18(24)29-17-8-16-15(9-26-14(5)23)10-27-21(20(16)22(17)11-28-22)30-19(25)7-13(3)4/h8,10,12-13,17,20-21H,6-7,9,11H2,1-5H3/t17-,20+,21-,22+/m0/s1

> <INCHI_KEY>
BDIAUFOIMFAIPU-KVJIRVJXSA-N

> <FORMULA>
C22H30O8

> <MOLECULAR_WEIGHT>
422.474

> <EXACT_MASS>
422.194067926

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
44.63414653573426

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,6S,7R,7aS)-4-[(acetyloxy)methyl]-1-[(3-methylbutanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-6-yl 3-methylbutanoate

> <ALOGPS_LOGP>
2.96

> <JCHEM_LOGP>
2.236523454333333

> <ALOGPS_LOGS>
-4.11

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.236658611948695

> <JCHEM_PKA_STRONGEST_BASIC>
-4.145751632836598

> <JCHEM_POLAR_SURFACE_AREA>
100.66

> <JCHEM_REFRACTIVITY>
105.25389999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.25e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
valtrate

> <JCHEM_VEBER_RULE>
0

$$$$

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  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.479  -2.050   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.853  -0.643   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.321  -0.804   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -4.001   0.703   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.857  -0.328   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -6.623   0.691   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -8.163   0.691   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -8.933  -0.643   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -8.933   2.025   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -10.473   2.025   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -11.243   3.358   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -11.243   0.691   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -8.002  -4.620   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -9.336  -6.930   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0     -10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
CONECT    1    2   25                                                       
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   20                                                  
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10   11   12                                             
CONECT   10    9    2    6                                                  
CONECT   11    9   12                                                       
CONECT   12   11    9                                                       
CONECT   13    8   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20    5   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25    1   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Value	Source
Valtrate	Kegg
Valtric acid	Generator
Baldrisedon	MeSH

Chemical Formula

C₂₂H₃₀O₈

Average Mass

422.4740 Da

Monoisotopic Mass

422.19407 Da

IUPAC Name

(1S,6S,7R,7aS)-4-[(acetyloxy)methyl]-1-[(3-methylbutanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-6-yl 3-methylbutanoate

Traditional Name

valtrate

CAS Registry Number

Not Available

SMILES

CC(C)CC(=O)O[C@H]1C=C2[C@H]([C@H](OC(=O)CC(C)C)OC=C2COC(C)=O)[C@@]11CO1

InChI Identifier

InChI=1S/C22H30O8/c1-12(2)6-18(24)29-17-8-16-15(9-26-14(5)23)10-27-21(20(16)22(17)11-28-22)30-19(25)7-13(3)4/h8,10,12-13,17,20-21H,6-7,9,11H2,1-5H3/t17-,20+,21-,22+/m0/s1

InChI Key

BDIAUFOIMFAIPU-KVJIRVJXSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Centranthus macrosiphon	LOTUS Database	35616633
Centranthus spp.	Plant	KNApSAcK
Plectritis congesta	LOTUS Database	35616633
Valeriana alliariifolia	LOTUS Database	35616633
Valeriana capensis	LOTUS Database	35616633
Valeriana condamoana	Plant	KNApSAcK
Valeriana edulis	LOTUS Database	35616633
Valeriana jatamansi	Plant	KNApSAcK
Valeriana microphylla	LOTUS Database	35616633
Valeriana micropterina	Plant	KNApSAcK
Valeriana officinalis	Plant	KNApSAcK
Valeriana prionophylla	LOTUS Database	35616633
Valeriana priophylla	Plant	KNApSAcK
Valeriana pseudofficinalis	LOTUS Database	35616633
Valeriana pulchella	Plant	KNApSAcK
Valeriana sorbifolia	Plant	KNApSAcK
Valeriana spp.	Plant	KNApSAcK
Valeriana tripteris	LOTUS Database	35616633
Valerianella locusta	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as iridoids and derivatives. These are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Iridoids and derivatives

Alternative Parents

Substituents

Iridoid-skeleton
Bicyclic monoterpenoid
Tricarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Carboxylic acid ester
Acetal
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Oxacycle
Organoheterocyclic compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

fatty acid ester (CHEBI:9928 )
Iridoid, 10-alkyliridoid and secoiridoid monoterpenoids (C09801 )
Iridoids (C09801 )
Iridoid, 10-alkyliridoid and secoiridoid monoterpenoids (LMPR0102070015 )

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	2.96	ALOGPS
logP	2.24	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	18.24	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	100.66 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	105.25 m³·mol⁻¹	ChemAxon
Polarizability	44.63 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00003101

Chemspider ID

390876

KEGG Compound ID

C09801

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

442436

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

rw1522201

References

General References

Noumi E, Snoussi M, Anouar EH, Alreshidi M, Veettil VN, Elkahoui S, Adnan M, Patel M, Kadri A, Aouadi K, De Feo V, Badraoui R: HR-LCMS-Based Metabolite Profiling, Antioxidant, and Anticancer Properties of Teucrium polium L. Methanolic Extract: Computational and In Vitro Study. Antioxidants (Basel). 2020 Nov 5;9(11). pii: antiox9111089. doi: 10.3390/antiox9111089. [PubMed:33167507 ]
Alreshidi M, Noumi E, Bouslama L, Ceylan O, Veettil VN, Adnan M, Danciu C, Elkahoui S, Badraoui R, Al-Motair KA, Patel M, De Feo V, Snoussi M: Phytochemical Screening, Antibacterial, Antifungal, Antiviral, Cytotoxic, and Anti-Quorum-Sensing Properties of Teucrium polium L. Aerial Parts Methanolic Extract. Plants (Basel). 2020 Oct 23;9(11). pii: plants9111418. doi: 10.3390/plants9111418. [PubMed:33114026 ]

Showing NP-Card for Valtrate (NP0051783)

MOL for NP0051783 (Valtrate)

3D MOL for NP0051783 (Valtrate)

3D SDF for NP0051783 (Valtrate)

3D-SDF for NP0051783 (Valtrate)

PDB for NP0051783 (Valtrate)

3D PDB for NP0051783 (Valtrate)

SMILES for NP0051783 (Valtrate)

INCHI for NP0051783 (Valtrate)

Structure for NP0051783 (Valtrate)

3D Structure for NP0051783 (Valtrate)