NP-MRD: Showing NP-Card for longiflorone (NP0035237)

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Record Information

Version

2.0

Created at

2021-06-20 18:44:19 UTC

Updated at

2021-06-30 00:06:07 UTC

NP-MRD ID

NP0035237

Secondary Accession Numbers

None

Natural Product Identification

Common Name

longiflorone

Provided By

JEOL Database JEOL Logo

Description

longiflorone is found in Centranthus longiflorus ssp.longiflorus and Valeriana jatamansi. longiflorone was first documented in 2010 (Lin, S., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120443D          

 31 32  0  0  0  0            999 V2000
    1.4486    3.7423   -0.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5183    2.5313   -0.3006 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7745    2.9379    0.1782 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3157    1.9151   -1.6983 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5517    1.7477   -2.3844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2766    0.5480   -1.3680 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5682    0.0611   -0.1764 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0589    1.3450    0.5299 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7259    1.5064    1.9942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2880    2.3590    2.6790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2352    0.7279    2.5348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0124   -0.1623    1.7231 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1207   -0.9289    0.7659 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8936   -2.0427    0.0589 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0299   -2.7306   -0.8342 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0518    4.5228   -0.9711 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5275    4.1901    0.6843 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4575    3.4853   -0.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6376    3.5516    0.9257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3643    2.5041   -2.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3563    1.3104   -3.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3323    0.6519   -1.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2038   -0.1488   -2.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4498   -0.4427   -0.5999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1569    1.3174    0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7937    0.4135    1.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5135   -0.8535    2.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6833   -1.3985    1.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7455   -1.6533   -0.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2728   -2.7639    0.7910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5353   -3.4697   -1.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0  0  0  0
  4  2  1  0  0  0  0
  2  8  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  8  7  1  0  0  0  0
  7 24  1  6  0  0  0
  8 25  1  1  0  0  0
  7 13  1  0  0  0  0
  4  5  1  0  0  0  0
  8  9  1  0  0  0  0
  2  1  1  0  0  0  0
  9 11  1  0  0  0  0
  9 10  2  0  0  0  0
 11 12  1  0  0  0  0
  2  3  1  1  0  0  0
  7  6  1  0  0  0  0
 14 15  1  0  0  0  0
 12 26  1  0  0  0  0
 12 27  1  0  0  0  0
 13 28  1  1  0  0  0
  6 22  1  0  0  0  0
  6 23  1  0  0  0  0
  4 20  1  6  0  0  0
 14 29  1  0  0  0  0
 14 30  1  0  0  0  0
  5 21  1  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  3 19  1  0  0  0  0
 15 31  1  0  0  0  0
M  END

     RDKit          3D

 31 32  0  0  0  0  0  0  0  0999 V2000
    1.4486    3.7423   -0.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5183    2.5313   -0.3006 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7745    2.9379    0.1782 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3157    1.9151   -1.6983 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5517    1.7477   -2.3844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2766    0.5480   -1.3680 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5682    0.0611   -0.1764 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0589    1.3450    0.5299 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7259    1.5064    1.9942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2880    2.3590    2.6790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2352    0.7279    2.5348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0124   -0.1623    1.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1207   -0.9289    0.7659 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8936   -2.0427    0.0589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0299   -2.7306   -0.8342 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0518    4.5228   -0.9711 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5275    4.1901    0.6843 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4575    3.4853   -0.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6376    3.5516    0.9257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3643    2.5041   -2.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3563    1.3104   -3.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3323    0.6519   -1.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2038   -0.1488   -2.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4498   -0.4427   -0.5999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1569    1.3174    0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7937    0.4135    1.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5135   -0.8535    2.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6833   -1.3985    1.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7455   -1.6533   -0.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2728   -2.7639    0.7910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5353   -3.4697   -1.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0
  4  2  1  0
  2  8  1  0
 12 13  1  0
 13 14  1  0
  8  7  1  0
  7 24  1  6
  8 25  1  1
  7 13  1  0
  4  5  1  0
  8  9  1  0
  2  1  1  0
  9 11  1  0
  9 10  2  0
 11 12  1  0
  2  3  1  1
  7  6  1  0
 14 15  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  1
  6 22  1  0
  6 23  1  0
  4 20  1  6
 14 29  1  0
 14 30  1  0
  5 21  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
 15 31  1  0
M  END


  Mrv1652306202120443D          

 31 32  0  0  0  0            999 V2000
    1.4486    3.7423   -0.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5183    2.5313   -0.3006 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7745    2.9379    0.1782 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3157    1.9151   -1.6983 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5517    1.7477   -2.3844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2766    0.5480   -1.3680 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5682    0.0611   -0.1764 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0589    1.3450    0.5299 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7259    1.5064    1.9942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2880    2.3590    2.6790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2352    0.7279    2.5348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0124   -0.1623    1.7231 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1207   -0.9289    0.7659 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8936   -2.0427    0.0589 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0299   -2.7306   -0.8342 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0518    4.5228   -0.9711 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5275    4.1901    0.6843 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4575    3.4853   -0.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6376    3.5516    0.9257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3643    2.5041   -2.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3563    1.3104   -3.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3323    0.6519   -1.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2038   -0.1488   -2.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4498   -0.4427   -0.5999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1569    1.3174    0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7937    0.4135    1.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5135   -0.8535    2.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6833   -1.3985    1.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7455   -1.6533   -0.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2728   -2.7639    0.7910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5353   -3.4697   -1.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0  0  0  0
  4  2  1  0  0  0  0
  2  8  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  8  7  1  0  0  0  0
  7 24  1  6  0  0  0
  8 25  1  1  0  0  0
  7 13  1  0  0  0  0
  4  5  1  0  0  0  0
  8  9  1  0  0  0  0
  2  1  1  0  0  0  0
  9 11  1  0  0  0  0
  9 10  2  0  0  0  0
 11 12  1  0  0  0  0
  2  3  1  1  0  0  0
  7  6  1  0  0  0  0
 14 15  1  0  0  0  0
 12 26  1  0  0  0  0
 12 27  1  0  0  0  0
 13 28  1  1  0  0  0
  6 22  1  0  0  0  0
  6 23  1  0  0  0  0
  4 20  1  6  0  0  0
 14 29  1  0  0  0  0
 14 30  1  0  0  0  0
  5 21  1  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  3 19  1  0  0  0  0
 15 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0035237

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H16O5/c1-10(14)7(12)2-6-5(3-11)4-15-9(13)8(6)10/h5-8,11-12,14H,2-4H2,1H3/t5-,6-,7+,8-,10-/m1/s1

> <INCHI_KEY>
CCTSZLOYMHLMHP-HPFNVAMJSA-N

> <FORMULA>
C10H16O5

> <MOLECULAR_WEIGHT>
216.233

> <EXACT_MASS>
216.099773615

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
21.104110478760795

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4R,4aR,6S,7S,7aS)-6,7-dihydroxy-4-(hydroxymethyl)-7-methyl-octahydrocyclopenta[c]pyran-1-one

> <ALOGPS_LOGP>
-1.08

> <JCHEM_LOGP>
-1.6503189613333333

> <ALOGPS_LOGS>
0.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.784379070152752

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.420347160177766

> <JCHEM_PKA_STRONGEST_BASIC>
-2.629353656178388

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
50.64770000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.74e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4R,4aR,6S,7S,7aS)-6,7-dihydroxy-4-(hydroxymethyl)-7-methyl-hexahydrocyclopenta[c]pyran-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 31 32  0  0  0  0  0  0  0  0999 V2000
    1.4486    3.7423   -0.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5183    2.5313   -0.3006 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7745    2.9379    0.1782 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3157    1.9151   -1.6983 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5517    1.7477   -2.3844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2766    0.5480   -1.3680 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5682    0.0611   -0.1764 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0589    1.3450    0.5299 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7259    1.5064    1.9942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2880    2.3590    2.6790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2352    0.7279    2.5348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0124   -0.1623    1.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1207   -0.9289    0.7659 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8936   -2.0427    0.0589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0299   -2.7306   -0.8342 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0518    4.5228   -0.9711 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5275    4.1901    0.6843 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4575    3.4853   -0.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6376    3.5516    0.9257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3643    2.5041   -2.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3563    1.3104   -3.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3323    0.6519   -1.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2038   -0.1488   -2.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4498   -0.4427   -0.5999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1569    1.3174    0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7937    0.4135    1.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5135   -0.8535    2.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6833   -1.3985    1.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7455   -1.6533   -0.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2728   -2.7639    0.7910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5353   -3.4697   -1.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0
  4  2  1  0
  2  8  1  0
 12 13  1  0
 13 14  1  0
  8  7  1  0
  7 24  1  6
  8 25  1  1
  7 13  1  0
  4  5  1  0
  8  9  1  0
  2  1  1  0
  9 11  1  0
  9 10  2  0
 11 12  1  0
  2  3  1  1
  7  6  1  0
 14 15  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  1
  6 22  1  0
  6 23  1  0
  4 20  1  6
 14 29  1  0
 14 30  1  0
  5 21  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
 15 31  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       1.449   3.742  -0.312  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.518   2.531  -0.301  0.00  0.00           C+0
HETATM    3  O   UNK     0      -0.775   2.938   0.178  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.316   1.915  -1.698  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.552   1.748  -2.384  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.277   0.548  -1.368  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.568   0.061  -0.176  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.059   1.345   0.530  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.726   1.506   1.994  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.288   2.359   2.679  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.235   0.728   2.535  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.012  -0.162   1.723  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.121  -0.929   0.766  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.894  -2.043   0.059  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.030  -2.731  -0.834  0.00  0.00           O+0
HETATM   16  H   UNK     0       1.052   4.523  -0.971  0.00  0.00           H+0
HETATM   17  H   UNK     0       1.528   4.190   0.684  0.00  0.00           H+0
HETATM   18  H   UNK     0       2.458   3.485  -0.649  0.00  0.00           H+0
HETATM   19  H   UNK     0      -0.638   3.552   0.926  0.00  0.00           H+0
HETATM   20  H   UNK     0      -0.364   2.504  -2.323  0.00  0.00           H+0
HETATM   21  H   UNK     0       1.356   1.310  -3.232  0.00  0.00           H+0
HETATM   22  H   UNK     0      -1.332   0.652  -1.095  0.00  0.00           H+0
HETATM   23  H   UNK     0      -0.204  -0.149  -2.210  0.00  0.00           H+0
HETATM   24  H   UNK     0       1.450  -0.443  -0.600  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.157   1.317   0.475  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.794   0.414   1.216  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.514  -0.854   2.409  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.683  -1.399   1.351  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.746  -1.653  -0.507  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.273  -2.764   0.791  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.535  -3.470  -1.215  0.00  0.00           H+0
CONECT    1    2   16   17   18                                             
CONECT    2    4    8    1    3                                             
CONECT    3    2   19                                                       
CONECT    4    6    2    5   20                                             
CONECT    5    4   21                                                       
CONECT    6    4    7   22   23                                             
CONECT    7    8   24   13    6                                             
CONECT    8    2    7   25    9                                             
CONECT    9    8   11   10                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   13   11   26   27                                             
CONECT   13   12   14    7   28                                             
CONECT   14   13   15   29   30                                             
CONECT   15   14   31                                                       
CONECT   16    1                                                            
CONECT   17    1                                                            
CONECT   18    1                                                            
CONECT   19    3                                                            
CONECT   20    4                                                            
CONECT   21    5                                                            
CONECT   22    6                                                            
CONECT   23    6                                                            
CONECT   24    7                                                            
CONECT   25    8                                                            
CONECT   26   12                                                            
CONECT   27   12                                                            
CONECT   28   13                                                            
CONECT   29   14                                                            
CONECT   30   14                                                            
CONECT   31   15                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   64    0
END

RDKit          3D

31 32  0  0  0  0  0  0  0  0999 V2000
    1.4486    3.7423   -0.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5183    2.5313   -0.3006 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7745    2.9379    0.1782 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3157    1.9151   -1.6983 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5517    1.7477   -2.3844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2766    0.5480   -1.3680 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5682    0.0611   -0.1764 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0589    1.3450    0.5299 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7259    1.5064    1.9942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2880    2.3590    2.6790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2352    0.7279    2.5348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0124   -0.1623    1.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1207   -0.9289    0.7659 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8936   -2.0427    0.0589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0299   -2.7306   -0.8342 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0518    4.5228   -0.9711 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5275    4.1901    0.6843 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4575    3.4853   -0.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6376    3.5516    0.9257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3643    2.5041   -2.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3563    1.3104   -3.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3323    0.6519   -1.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2038   -0.1488   -2.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4498   -0.4427   -0.5999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1569    1.3174    0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7937    0.4135    1.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5135   -0.8535    2.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6833   -1.3985    1.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7455   -1.6533   -0.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2728   -2.7639    0.7910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5353   -3.4697   -1.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0
  4  2  1  0
  2  8  1  0
 12 13  1  0
 13 14  1  0
  8  7  1  0
  7 24  1  6
  8 25  1  1
  7 13  1  0
  4  5  1  0
  8  9  1  0
  2  1  1  0
  9 11  1  0
  9 10  2  0
 11 12  1  0
  2  3  1  1
  7  6  1  0
 14 15  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  1
  6 22  1  0
  6 23  1  0
  4 20  1  6
 14 29  1  0
 14 30  1  0
  5 21  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
 15 31  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₀H₁₆O₅

Average Mass

216.2330 Da

Monoisotopic Mass

216.09977 Da

IUPAC Name

(4R,4aR,6S,7S,7aS)-6,7-dihydroxy-4-(hydroxymethyl)-7-methyl-octahydrocyclopenta[c]pyran-1-one

Traditional Name

(4R,4aR,6S,7S,7aS)-6,7-dihydroxy-4-(hydroxymethyl)-7-methyl-hexahydrocyclopenta[c]pyran-1-one

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C10H16O5/c1-10(14)7(12)2-6-5(3-11)4-15-9(13)8(6)10/h5-8,11-12,14H,2-4H2,1H3/t5-,6-,7+,8-,10-/m1/s1

InChI Key

CCTSZLOYMHLMHP-HPFNVAMJSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Centranthus longiflorus ssp.longiflorus	Plant	KNApSAcK
Valeriana jatamansi	JEOL database	Lin, S., et al, J. Nat. Prod. 73, 632 (2010)

Chemical Taxonomy

Classification

Not classified

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	-1.1	ALOGPS
logP	-1.7	ChemAxon
logS	0.24	ALOGPS
pKa (Strongest Acidic)	13.42	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	50.65 m³·mol⁻¹	ChemAxon
Polarizability	21.1 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Lin, S., et al. (2010). Lin, S., et al, J. Nat. Prod. 73, 632 (2010). J. Nat. Prod..

Showing NP-Card for longiflorone (NP0035237)

MOL for NP0035237 (longiflorone)

3D MOL for NP0035237 (longiflorone)

3D SDF for NP0035237 (longiflorone)

3D-SDF for NP0035237 (longiflorone)

PDB for NP0035237 (longiflorone)

3D PDB for NP0035237 (longiflorone)

SMILES for NP0035237 (longiflorone)

INCHI for NP0035237 (longiflorone)

Structure for NP0035237 (longiflorone)

3D Structure for NP0035237 (longiflorone)