NP-MRD: Showing NP-Card for (1R,4S,4aS,7S,7aS)-7-hydroxyl-4-hydroxymethyl-7-methyl-1-methoxy-1,4,4a,7+ (NP0028993)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 20:43:52 UTC

Updated at

2021-06-29 23:56:05 UTC

NP-MRD ID

NP0028993

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1R,4S,4aS,7S,7aS)-7-hydroxyl-4-hydroxymethyl-7-methyl-1-methoxy-1,4,4a,7+

Provided By

JEOL Database JEOL Logo

Description

(1R,4S,4aS,7S,7aS)-7-hydroxyl-4-hydroxymethyl-7-methyl-1-methoxy-1,4,4a,7+ is found in Cymbaria mongolica. (1R,4S,4aS,7S,7aS)-7-hydroxyl-4-hydroxymethyl-7-methyl-1-methoxy-1,4,4a,7+ was first documented in 2013 (PMID: 24454095). Based on a literature review very few articles have been published on C11H18O5.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192122433D          

 34 35  0  0  0  0            999 V2000
    0.3875    4.1460   -0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4822    2.9206   -1.2112 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2343    1.7854   -0.3800 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2865    1.6705    0.5877 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3250    0.5738    1.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1489    0.4720    2.2819 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2542   -0.4624    1.1114 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5699   -1.7392    1.9009 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3975   -1.5118    3.2969 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1642   -0.7505   -0.3958 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1577   -1.4475   -0.7655 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9858   -0.3877   -1.4792 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9435    0.4059   -2.2640 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5334    1.6783   -2.8554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5122   -0.4226   -3.3535 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2277    0.5362   -1.2658 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1565    4.2057    0.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6068    4.2568   -0.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5457    4.9660   -1.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7248    1.9208    0.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6859   -0.0406    1.4919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5932   -2.0918    1.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1109   -2.5505    1.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1408   -0.9382    3.5771 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9983   -1.4057   -0.6828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9515   -2.2810   -1.4485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6990   -1.8595    0.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4983    0.2454   -0.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7365   -0.8562   -2.1243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3266    1.4349   -3.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7773    2.2370   -3.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9642    2.3318   -2.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1121    0.0957   -3.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1759    0.5160   -1.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0  0  0  0
 13 16  1  0  0  0  0
  5  7  1  0  0  0  0
 13 14  1  0  0  0  0
 16 10  1  0  0  0  0
 13 15  1  6  0  0  0
 10 25  1  6  0  0  0
 10  7  1  0  0  0  0
 16 34  1  6  0  0  0
 16  3  1  0  0  0  0
  7  8  1  0  0  0  0
  3  4  1  0  0  0  0
  3  2  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
 10 11  1  0  0  0  0
  2  1  1  0  0  0  0
 11 12  1  0  0  0  0
  8  9  1  0  0  0  0
  3 20  1  1  0  0  0
  7 21  1  1  0  0  0
 11 26  1  0  0  0  0
 11 27  1  0  0  0  0
 12 28  1  0  0  0  0
 12 29  1  0  0  0  0
 14 30  1  0  0  0  0
 14 31  1  0  0  0  0
 14 32  1  0  0  0  0
 15 33  1  0  0  0  0
  8 22  1  0  0  0  0
  8 23  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  9 24  1  0  0  0  0
M  END

     RDKit          3D

 34 35  0  0  0  0  0  0  0  0999 V2000
    0.3875    4.1460   -0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4822    2.9206   -1.2112 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2343    1.7854   -0.3800 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2865    1.6705    0.5877 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3250    0.5738    1.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1489    0.4720    2.2819 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2542   -0.4624    1.1114 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5699   -1.7392    1.9009 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3975   -1.5118    3.2969 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1642   -0.7505   -0.3958 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1577   -1.4475   -0.7655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9858   -0.3877   -1.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9435    0.4059   -2.2640 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5334    1.6783   -2.8554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5122   -0.4226   -3.3535 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2277    0.5362   -1.2658 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1565    4.2057    0.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6068    4.2568   -0.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5457    4.9660   -1.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7248    1.9208    0.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6859   -0.0406    1.4919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5932   -2.0918    1.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1109   -2.5505    1.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1408   -0.9382    3.5771 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9983   -1.4057   -0.6828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9515   -2.2810   -1.4485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6990   -1.8595    0.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4983    0.2454   -0.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7365   -0.8562   -2.1243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3266    1.4349   -3.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7773    2.2370   -3.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9642    2.3318   -2.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1121    0.0957   -3.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1759    0.5160   -1.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0
 13 16  1  0
  5  7  1  0
 13 14  1  0
 16 10  1  0
 13 15  1  6
 10 25  1  6
 10  7  1  0
 16 34  1  6
 16  3  1  0
  7  8  1  0
  3  4  1  0
  3  2  1  0
  4  5  1  0
  5  6  2  0
 10 11  1  0
  2  1  1  0
 11 12  1  0
  8  9  1  0
  3 20  1  1
  7 21  1  1
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
  8 22  1  0
  8 23  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  9 24  1  0
M  END


  Mrv1652306192122433D          

 34 35  0  0  0  0            999 V2000
    0.3875    4.1460   -0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4822    2.9206   -1.2112 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2343    1.7854   -0.3800 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2865    1.6705    0.5877 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3250    0.5738    1.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1489    0.4720    2.2819 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2542   -0.4624    1.1114 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5699   -1.7392    1.9009 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3975   -1.5118    3.2969 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1642   -0.7505   -0.3958 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1577   -1.4475   -0.7655 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9858   -0.3877   -1.4792 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9435    0.4059   -2.2640 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5334    1.6783   -2.8554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5122   -0.4226   -3.3535 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2277    0.5362   -1.2658 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1565    4.2057    0.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6068    4.2568   -0.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5457    4.9660   -1.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7248    1.9208    0.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6859   -0.0406    1.4919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5932   -2.0918    1.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1109   -2.5505    1.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1408   -0.9382    3.5771 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9983   -1.4057   -0.6828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9515   -2.2810   -1.4485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6990   -1.8595    0.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4983    0.2454   -0.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7365   -0.8562   -2.1243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3266    1.4349   -3.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7773    2.2370   -3.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9642    2.3318   -2.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1121    0.0957   -3.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1759    0.5160   -1.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0  0  0  0
 13 16  1  0  0  0  0
  5  7  1  0  0  0  0
 13 14  1  0  0  0  0
 16 10  1  0  0  0  0
 13 15  1  6  0  0  0
 10 25  1  6  0  0  0
 10  7  1  0  0  0  0
 16 34  1  6  0  0  0
 16  3  1  0  0  0  0
  7  8  1  0  0  0  0
  3  4  1  0  0  0  0
  3  2  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
 10 11  1  0  0  0  0
  2  1  1  0  0  0  0
 11 12  1  0  0  0  0
  8  9  1  0  0  0  0
  3 20  1  1  0  0  0
  7 21  1  1  0  0  0
 11 26  1  0  0  0  0
 11 27  1  0  0  0  0
 12 28  1  0  0  0  0
 12 29  1  0  0  0  0
 14 30  1  0  0  0  0
 14 31  1  0  0  0  0
 14 32  1  0  0  0  0
 15 33  1  0  0  0  0
  8 22  1  0  0  0  0
  8 23  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  9 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0028993

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@@]1([H])C(=O)O[C@@]([H])(OC([H])([H])[H])[C@@]2([H])[C@]1([H])C([H])([H])C([H])([H])[C@@]2(O[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C11H18O5/c1-11(14)4-3-6-7(5-12)9(13)16-10(15-2)8(6)11/h6-8,10,12,14H,3-5H2,1-2H3/t6-,7-,8-,10-,11+/m1/s1

> <INCHI_KEY>
YIUSJQVCFWRQBQ-NCZXBJOZSA-N

> <FORMULA>
C11H18O5

> <MOLECULAR_WEIGHT>
230.26

> <EXACT_MASS>
230.11542368

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
23.26942268329401

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,4S,4aS,7S,7aS)-7-hydroxy-4-(hydroxymethyl)-1-methoxy-7-methyl-octahydrocyclopenta[c]pyran-3-one

> <ALOGPS_LOGP>
-0.11

> <JCHEM_LOGP>
-0.19134110133333398

> <ALOGPS_LOGS>
-0.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.319958192108132

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.522903914959464

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7011794797409214

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
54.860499999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.04e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4S,4aS,7S,7aS)-7-hydroxy-4-(hydroxymethyl)-1-methoxy-7-methyl-hexahydrocyclopenta[c]pyran-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 34 35  0  0  0  0  0  0  0  0999 V2000
    0.3875    4.1460   -0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4822    2.9206   -1.2112 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2343    1.7854   -0.3800 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2865    1.6705    0.5877 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3250    0.5738    1.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1489    0.4720    2.2819 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2542   -0.4624    1.1114 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5699   -1.7392    1.9009 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3975   -1.5118    3.2969 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1642   -0.7505   -0.3958 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1577   -1.4475   -0.7655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9858   -0.3877   -1.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9435    0.4059   -2.2640 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5334    1.6783   -2.8554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5122   -0.4226   -3.3535 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2277    0.5362   -1.2658 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1565    4.2057    0.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6068    4.2568   -0.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5457    4.9660   -1.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7248    1.9208    0.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6859   -0.0406    1.4919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5932   -2.0918    1.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1109   -2.5505    1.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1408   -0.9382    3.5771 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9983   -1.4057   -0.6828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9515   -2.2810   -1.4485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6990   -1.8595    0.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4983    0.2454   -0.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7365   -0.8562   -2.1243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3266    1.4349   -3.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7773    2.2370   -3.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9642    2.3318   -2.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1121    0.0957   -3.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1759    0.5160   -1.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0
 13 16  1  0
  5  7  1  0
 13 14  1  0
 16 10  1  0
 13 15  1  6
 10 25  1  6
 10  7  1  0
 16 34  1  6
 16  3  1  0
  7  8  1  0
  3  4  1  0
  3  2  1  0
  4  5  1  0
  5  6  2  0
 10 11  1  0
  2  1  1  0
 11 12  1  0
  8  9  1  0
  3 20  1  1
  7 21  1  1
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
  8 22  1  0
  8 23  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  9 24  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       0.388   4.146  -0.496  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.482   2.921  -1.211  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.234   1.785  -0.380  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.287   1.671   0.588  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.325   0.574   1.378  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.149   0.472   2.282  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.254  -0.462   1.111  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.570  -1.739   1.901  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.398  -1.512   3.297  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.164  -0.751  -0.396  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.158  -1.448  -0.766  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.986  -0.388  -1.479  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.944   0.406  -2.264  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.533   1.678  -2.855  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.512  -0.423  -3.353  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.228   0.536  -1.266  0.00  0.00           C+0
HETATM   17  H   UNK     0       1.157   4.206   0.280  0.00  0.00           H+0
HETATM   18  H   UNK     0      -0.607   4.257  -0.053  0.00  0.00           H+0
HETATM   19  H   UNK     0       0.546   4.966  -1.202  0.00  0.00           H+0
HETATM   20  H   UNK     0      -0.725   1.921   0.136  0.00  0.00           H+0
HETATM   21  H   UNK     0      -0.686  -0.041   1.492  0.00  0.00           H+0
HETATM   22  H   UNK     0       1.593  -2.092   1.728  0.00  0.00           H+0
HETATM   23  H   UNK     0      -0.111  -2.551   1.628  0.00  0.00           H+0
HETATM   24  H   UNK     0       1.141  -0.938   3.577  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.998  -1.406  -0.683  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.952  -2.281  -1.448  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.699  -1.859   0.091  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.498   0.245  -0.745  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.736  -0.856  -2.124  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.327   1.435  -3.572  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.777   2.237  -3.418  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.964   2.332  -2.091  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.112   0.096  -3.893  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.176   0.516  -1.823  0.00  0.00           H+0
CONECT    1    2   17   18   19                                             
CONECT    2    3    1                                                       
CONECT    3   16    4    2   20                                             
CONECT    4    3    5                                                       
CONECT    5    7    4    6                                                  
CONECT    6    5                                                            
CONECT    7    5   10    8   21                                             
CONECT    8    7    9   22   23                                             
CONECT    9    8   24                                                       
CONECT   10   16   25    7   11                                             
CONECT   11   10   12   26   27                                             
CONECT   12   13   11   28   29                                             
CONECT   13   12   16   14   15                                             
CONECT   14   13   30   31   32                                             
CONECT   15   13   33                                                       
CONECT   16   13   10   34    3                                             
CONECT   17    1                                                            
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    3                                                            
CONECT   21    7                                                            
CONECT   22    8                                                            
CONECT   23    8                                                            
CONECT   24    9                                                            
CONECT   25   10                                                            
CONECT   26   11                                                            
CONECT   27   11                                                            
CONECT   28   12                                                            
CONECT   29   12                                                            
CONECT   30   14                                                            
CONECT   31   14                                                            
CONECT   32   14                                                            
CONECT   33   15                                                            
CONECT   34   16                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   70    0
END

RDKit          3D

34 35  0  0  0  0  0  0  0  0999 V2000
    0.3875    4.1460   -0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4822    2.9206   -1.2112 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2343    1.7854   -0.3800 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2865    1.6705    0.5877 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3250    0.5738    1.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1489    0.4720    2.2819 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2542   -0.4624    1.1114 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5699   -1.7392    1.9009 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3975   -1.5118    3.2969 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1642   -0.7505   -0.3958 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1577   -1.4475   -0.7655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9858   -0.3877   -1.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9435    0.4059   -2.2640 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5334    1.6783   -2.8554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5122   -0.4226   -3.3535 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2277    0.5362   -1.2658 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1565    4.2057    0.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6068    4.2568   -0.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5457    4.9660   -1.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7248    1.9208    0.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6859   -0.0406    1.4919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5932   -2.0918    1.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1109   -2.5505    1.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1408   -0.9382    3.5771 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9983   -1.4057   -0.6828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9515   -2.2810   -1.4485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6990   -1.8595    0.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4983    0.2454   -0.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7365   -0.8562   -2.1243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3266    1.4349   -3.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7773    2.2370   -3.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9642    2.3318   -2.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1121    0.0957   -3.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1759    0.5160   -1.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0
 13 16  1  0
  5  7  1  0
 13 14  1  0
 16 10  1  0
 13 15  1  6
 10 25  1  6
 10  7  1  0
 16 34  1  6
 16  3  1  0
  7  8  1  0
  3  4  1  0
  3  2  1  0
  4  5  1  0
  5  6  2  0
 10 11  1  0
  2  1  1  0
 11 12  1  0
  8  9  1  0
  3 20  1  1
  7 21  1  1
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
  8 22  1  0
  8 23  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  9 24  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₁₁H₁₈O₅

Average Mass

230.2600 Da

Monoisotopic Mass

230.11542 Da

IUPAC Name

(1R,4S,4aS,7S,7aS)-7-hydroxy-4-(hydroxymethyl)-1-methoxy-7-methyl-octahydrocyclopenta[c]pyran-3-one

Traditional Name

(1R,4S,4aS,7S,7aS)-7-hydroxy-4-(hydroxymethyl)-1-methoxy-7-methyl-hexahydrocyclopenta[c]pyran-3-one

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])[C@@]1([H])C(=O)O[C@@]([H])(OC([H])([H])[H])[C@@]2([H])[C@]1([H])C([H])([H])C([H])([H])[C@@]2(O[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C11H18O5/c1-11(14)4-3-6-7(5-12)9(13)16-10(15-2)8(6)11/h6-8,10,12,14H,3-5H2,1-2H3/t6-,7-,8-,10-,11+/m1/s1

InChI Key

YIUSJQVCFWRQBQ-NCZXBJOZSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Cymbaria mongolica	JEOL database	Dai, J.-Q., et al, Phytochemistry 59, 537 (2002)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Iridoid-skeleton
Bicyclic monoterpenoid
Monoterpenoid
Delta valerolactone
Delta_valerolactone
Oxane
Cyclic alcohol
Tertiary alcohol
Carboxylic acid ester
Lactone
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Oxacycle
Acetal
Carboxylic acid derivative
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Primary 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
logP	-0.11	ALOGPS
logP	-0.19	ChemAxon
logS	-0.05	ALOGPS
pKa (Strongest Acidic)	14.52	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	54.86 m³·mol⁻¹	ChemAxon
Polarizability	23.27 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4476855

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5318246

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Valenti DJ, Arif AM, Strobel GA, Harper JK: (6S*)-6-[(1S*,2R*)-1,2-Di-hydroxy-pent-yl]-4-meth-oxy-5,6-di-hydro-2H-pyran-2-one . Acta Crystallogr Sect E Struct Rep Online. 2013 Oct 19;69(Pt 11):o1657-8. doi: 10.1107/S1600536813027025. eCollection 2013 Oct 19. [PubMed:24454095 ]
Dai, J.-Q., et al. (2002). Dai, J.-Q., et al, Phytochemistry 59, 537 (2002). Phytochem..

Showing NP-Card for (1R,4S,4aS,7S,7aS)-7-hydroxyl-4-hydroxymethyl-7-methyl-1-methoxy-1,4,4a,7+ (NP0028993)

MOL for NP0028993 ((1R,4S,4aS,7S,7aS)-7-hydroxyl-4-hydroxymethyl-7-methyl-1-methoxy-1,4,4a,7+)

3D MOL for NP0028993 ((1R,4S,4aS,7S,7aS)-7-hydroxyl-4-hydroxymethyl-7-methyl-1-methoxy-1,4,4a,7+)

3D SDF for NP0028993 ((1R,4S,4aS,7S,7aS)-7-hydroxyl-4-hydroxymethyl-7-methyl-1-methoxy-1,4,4a,7+)

3D-SDF for NP0028993 ((1R,4S,4aS,7S,7aS)-7-hydroxyl-4-hydroxymethyl-7-methyl-1-methoxy-1,4,4a,7+)

PDB for NP0028993 ((1R,4S,4aS,7S,7aS)-7-hydroxyl-4-hydroxymethyl-7-methyl-1-methoxy-1,4,4a,7+)

3D PDB for NP0028993 ((1R,4S,4aS,7S,7aS)-7-hydroxyl-4-hydroxymethyl-7-methyl-1-methoxy-1,4,4a,7+)

SMILES for NP0028993 ((1R,4S,4aS,7S,7aS)-7-hydroxyl-4-hydroxymethyl-7-methyl-1-methoxy-1,4,4a,7+)

INCHI for NP0028993 ((1R,4S,4aS,7S,7aS)-7-hydroxyl-4-hydroxymethyl-7-methyl-1-methoxy-1,4,4a,7+)

Structure for NP0028993 ((1R,4S,4aS,7S,7aS)-7-hydroxyl-4-hydroxymethyl-7-methyl-1-methoxy-1,4,4a,7+)

3D Structure for NP0028993 ((1R,4S,4aS,7S,7aS)-7-hydroxyl-4-hydroxymethyl-7-methyl-1-methoxy-1,4,4a,7+)