NP-MRD: Showing NP-Card for SCB3 (NP0008775)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2020-12-09 06:16:56 UTC

Updated at

2021-07-15 17:01:22 UTC

NP-MRD ID

NP0008775

Secondary Accession Numbers

None

Natural Product Identification

Common Name

SCB3

Provided By

NPAtlas

Description

SCB3 is found in Streptomyces albidoflavus and Streptomyces coelicolor. It was first documented in 2009 (PMID: 19778723). Based on a literature review a significant number of articles have been published on SCB3 (PMID: 32758952) (PMID: 32580048) (PMID: 25200025) (PMID: 25116816).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106303D          

 44 44  0  0  0  0            999 V2000
   -4.9323   -0.7501   -1.7240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8916   -0.6678   -0.6330 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6297    0.7501   -0.1859 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9144    1.3745    0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6500    0.7284    0.9361 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3128    0.1109    0.5858 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6905    0.8823   -0.5203 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6337    0.4072   -1.0030 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7338    0.3861    0.0030 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4618   -0.4319    1.0681 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0503    0.0665   -0.6633 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9394   -1.2724   -1.3084 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7538   -1.5081   -2.5368 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0848   -2.1857   -0.2643 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8650   -1.6059    0.7696 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1472   -0.1961    0.3429 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4563   -0.2163   -0.4299 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6893    0.9856   -1.0723 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7759   -0.0696   -1.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3894   -0.5789   -2.6970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2651   -1.8271   -1.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1828   -1.2387    0.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9497   -1.0784   -1.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2903    1.4010   -0.9893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4057    0.7243    1.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6601    2.3354    0.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6169    1.6186   -0.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4318    1.7689    1.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0480    0.1576    1.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6931    0.2287    1.5152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3606   -0.9534    0.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3866    0.8256   -1.3999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5844    1.9582   -0.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5588   -0.6245   -1.4341 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8969    1.0655   -1.8833 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8106    1.4348    0.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1471   -1.3403    0.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3350    0.8595   -1.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8126   -2.1872    0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3803   -1.6803    1.7550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1605    0.5323    1.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3581   -1.0532   -1.1721 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2684   -0.5049    0.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5180    1.3687   -0.6967 H   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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  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
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 11  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  2 22  1  0  0  0  0
  2 23  1  0  0  0  0
  3 24  1  6  0  0  0
  4 25  1  0  0  0  0
  4 26  1  0  0  0  0
  4 27  1  0  0  0  0
  5 28  1  0  0  0  0
  5 29  1  0  0  0  0
  6 30  1  0  0  0  0
  6 31  1  0  0  0  0
  7 32  1  0  0  0  0
  7 33  1  0  0  0  0
  8 34  1  0  0  0  0
  8 35  1  0  0  0  0
  9 36  1  1  0  0  0
 10 37  1  0  0  0  0
 11 38  1  6  0  0  0
 15 39  1  0  0  0  0
 15 40  1  0  0  0  0
 16 41  1  1  0  0  0
 17 42  1  0  0  0  0
 17 43  1  0  0  0  0
 18 44  1  0  0  0  0
M  END

     RDKit          3D

 44 44  0  0  0  0  0  0  0  0999 V2000
   -4.9323   -0.7501   -1.7240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8916   -0.6678   -0.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6297    0.7501   -0.1859 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9144    1.3745    0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6500    0.7284    0.9361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3128    0.1109    0.5858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6905    0.8823   -0.5203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6337    0.4072   -1.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7338    0.3861    0.0030 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4618   -0.4319    1.0681 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0503    0.0665   -0.6633 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9394   -1.2724   -1.3084 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7538   -1.5081   -2.5368 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0848   -2.1857   -0.2643 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8650   -1.6059    0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1472   -0.1961    0.3429 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4563   -0.2163   -0.4299 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6893    0.9856   -1.0723 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7759   -0.0696   -1.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3894   -0.5789   -2.6970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2651   -1.8271   -1.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1828   -1.2387    0.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9497   -1.0784   -1.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2903    1.4010   -0.9893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4057    0.7243    1.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6601    2.3354    0.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6169    1.6186   -0.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4318    1.7689    1.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0480    0.1576    1.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6931    0.2287    1.5152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3606   -0.9534    0.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3866    0.8256   -1.3999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5844    1.9582   -0.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5588   -0.6245   -1.4341 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8969    1.0655   -1.8833 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8106    1.4348    0.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1471   -1.3403    0.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3350    0.8595   -1.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8126   -2.1872    0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3803   -1.6803    1.7550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1605    0.5323    1.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3581   -1.0532   -1.1721 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2684   -0.5049    0.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5180    1.3687   -0.6967 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 11  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  6
  4 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  1
 10 37  1  0
 11 38  1  6
 15 39  1  0
 15 40  1  0
 16 41  1  1
 17 42  1  0
 17 43  1  0
 18 44  1  0
M  END


  Mrv1652306242106303D          

 44 44  0  0  0  0            999 V2000
   -4.9323   -0.7501   -1.7240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8916   -0.6678   -0.6330 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6297    0.7501   -0.1859 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9144    1.3745    0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6500    0.7284    0.9361 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3128    0.1109    0.5858 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6905    0.8823   -0.5203 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6337    0.4072   -1.0030 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7338    0.3861    0.0030 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4618   -0.4319    1.0681 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0503    0.0665   -0.6633 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9394   -1.2724   -1.3084 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7538   -1.5081   -2.5368 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0848   -2.1857   -0.2643 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8650   -1.6059    0.7696 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1472   -0.1961    0.3429 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4563   -0.2163   -0.4299 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6893    0.9856   -1.0723 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7759   -0.0696   -1.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3894   -0.5789   -2.6970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2651   -1.8271   -1.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1828   -1.2387    0.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9497   -1.0784   -1.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2903    1.4010   -0.9893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4057    0.7243    1.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6601    2.3354    0.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6169    1.6186   -0.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4318    1.7689    1.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0480    0.1576    1.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6931    0.2287    1.5152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3606   -0.9534    0.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3866    0.8256   -1.3999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5844    1.9582   -0.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5588   -0.6245   -1.4341 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8969    1.0655   -1.8833 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8106    1.4348    0.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1471   -1.3403    0.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3350    0.8595   -1.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8126   -2.1872    0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3803   -1.6803    1.7550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1605    0.5323    1.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3581   -1.0532   -1.1721 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2684   -0.5049    0.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5180    1.3687   -0.6967 H   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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  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
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 11  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  2 22  1  0  0  0  0
  2 23  1  0  0  0  0
  3 24  1  6  0  0  0
  4 25  1  0  0  0  0
  4 26  1  0  0  0  0
  4 27  1  0  0  0  0
  5 28  1  0  0  0  0
  5 29  1  0  0  0  0
  6 30  1  0  0  0  0
  6 31  1  0  0  0  0
  7 32  1  0  0  0  0
  7 33  1  0  0  0  0
  8 34  1  0  0  0  0
  8 35  1  0  0  0  0
  9 36  1  1  0  0  0
 10 37  1  0  0  0  0
 11 38  1  6  0  0  0
 15 39  1  0  0  0  0
 15 40  1  0  0  0  0
 16 41  1  1  0  0  0
 17 42  1  0  0  0  0
 17 43  1  0  0  0  0
 18 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0008775

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C14H26O4/c1-3-10(2)6-4-5-7-12(16)13-11(8-15)9-18-14(13)17/h10-13,15-16H,3-9H2,1-2H3/t10-,11-,12-,13-/m1/s1

> <INCHI_KEY>
QZOCOXOCSGUGFC-KIGPFUIMSA-N

> <FORMULA>
C14H26O4

> <MOLECULAR_WEIGHT>
258.358

> <EXACT_MASS>
258.183109317

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
29.2874521561907

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,4R)-3-[(1R,6R)-1-hydroxy-6-methyloctyl]-4-(hydroxymethyl)oxolan-2-one

> <ALOGPS_LOGP>
2.11

> <JCHEM_LOGP>
1.8305772049999995

> <ALOGPS_LOGS>
-2.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.45119306196234

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.597122499284534

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6398684204794467

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
69.4552

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.80e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,4R)-3-[(1R,6R)-1-hydroxy-6-methyloctyl]-4-(hydroxymethyl)oxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 44 44  0  0  0  0  0  0  0  0999 V2000
   -4.9323   -0.7501   -1.7240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8916   -0.6678   -0.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6297    0.7501   -0.1859 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9144    1.3745    0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6500    0.7284    0.9361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3128    0.1109    0.5858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6905    0.8823   -0.5203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6337    0.4072   -1.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7338    0.3861    0.0030 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4618   -0.4319    1.0681 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0503    0.0665   -0.6633 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9394   -1.2724   -1.3084 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7538   -1.5081   -2.5368 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0848   -2.1857   -0.2643 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8650   -1.6059    0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1472   -0.1961    0.3429 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4563   -0.2163   -0.4299 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6893    0.9856   -1.0723 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7759   -0.0696   -1.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3894   -0.5789   -2.6970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2651   -1.8271   -1.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1828   -1.2387    0.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9497   -1.0784   -1.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2903    1.4010   -0.9893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4057    0.7243    1.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6601    2.3354    0.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6169    1.6186   -0.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4318    1.7689    1.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0480    0.1576    1.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6931    0.2287    1.5152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3606   -0.9534    0.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3866    0.8256   -1.3999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5844    1.9582   -0.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5588   -0.6245   -1.4341 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8969    1.0655   -1.8833 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8106    1.4348    0.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1471   -1.3403    0.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3350    0.8595   -1.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8126   -2.1872    0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3803   -1.6803    1.7550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1605    0.5323    1.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3581   -1.0532   -1.1721 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2684   -0.5049    0.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5180    1.3687   -0.6967 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 11  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  6
  4 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  1
 10 37  1  0
 11 38  1  6
 15 39  1  0
 15 40  1  0
 16 41  1  1
 17 42  1  0
 17 43  1  0
 18 44  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.932  -0.750  -1.724  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.892  -0.668  -0.633  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.630   0.750  -0.186  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.914   1.375   0.355  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.650   0.728   0.936  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.313   0.111   0.586  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.691   0.882  -0.520  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.634   0.407  -1.003  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.734   0.386   0.003  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.462  -0.432   1.068  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.050   0.067  -0.663  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.939  -1.272  -1.308  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.754  -1.508  -2.537  0.00  0.00           O+0
HETATM   14  O   UNK     0       3.085  -2.186  -0.264  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.865  -1.606   0.770  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.147  -0.196   0.343  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.456  -0.216  -0.430  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.689   0.986  -1.072  0.00  0.00           O+0
HETATM   19  H   UNK     0      -5.776  -0.070  -1.587  0.00  0.00           H+0
HETATM   20  H   UNK     0      -4.389  -0.579  -2.697  0.00  0.00           H+0
HETATM   21  H   UNK     0      -5.265  -1.827  -1.764  0.00  0.00           H+0
HETATM   22  H   UNK     0      -4.183  -1.239   0.276  0.00  0.00           H+0
HETATM   23  H   UNK     0      -2.950  -1.078  -1.035  0.00  0.00           H+0
HETATM   24  H   UNK     0      -3.290   1.401  -0.989  0.00  0.00           H+0
HETATM   25  H   UNK     0      -5.406   0.724   1.104  0.00  0.00           H+0
HETATM   26  H   UNK     0      -4.660   2.335   0.856  0.00  0.00           H+0
HETATM   27  H   UNK     0      -5.617   1.619  -0.453  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.432   1.769   1.283  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.048   0.158   1.804  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.693   0.229   1.515  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.361  -0.953   0.363  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.387   0.826  -1.400  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.584   1.958  -0.243  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.559  -0.625  -1.434  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.897   1.065  -1.883  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.811   1.435   0.418  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.147  -1.340   0.793  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.335   0.860  -1.365  0.00  0.00           H+0
HETATM   39  H   UNK     0       4.813  -2.187   0.830  0.00  0.00           H+0
HETATM   40  H   UNK     0       3.380  -1.680   1.755  0.00  0.00           H+0
HETATM   41  H   UNK     0       4.160   0.532   1.169  0.00  0.00           H+0
HETATM   42  H   UNK     0       5.358  -1.053  -1.172  0.00  0.00           H+0
HETATM   43  H   UNK     0       6.268  -0.505   0.262  0.00  0.00           H+0
HETATM   44  H   UNK     0       6.518   1.369  -0.697  0.00  0.00           H+0
CONECT    1    2   19   20   21                                             
CONECT    2    1    3   22   23                                             
CONECT    3    2    4    5   24                                             
CONECT    4    3   25   26   27                                             
CONECT    5    3    6   28   29                                             
CONECT    6    5    7   30   31                                             
CONECT    7    6    8   32   33                                             
CONECT    8    7    9   34   35                                             
CONECT    9    8   10   11   36                                             
CONECT   10    9   37                                                       
CONECT   11    9   12   16   38                                             
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   39   40                                             
CONECT   16   15   17   11   41                                             
CONECT   17   16   18   42   43                                             
CONECT   18   17   44                                                       
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    2                                                            
CONECT   23    2                                                            
CONECT   24    3                                                            
CONECT   25    4                                                            
CONECT   26    4                                                            
CONECT   27    4                                                            
CONECT   28    5                                                            
CONECT   29    5                                                            
CONECT   30    6                                                            
CONECT   31    6                                                            
CONECT   32    7                                                            
CONECT   33    7                                                            
CONECT   34    8                                                            
CONECT   35    8                                                            
CONECT   36    9                                                            
CONECT   37   10                                                            
CONECT   38   11                                                            
CONECT   39   15                                                            
CONECT   40   15                                                            
CONECT   41   16                                                            
CONECT   42   17                                                            
CONECT   43   17                                                            
CONECT   44   18                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   88    0
END

RDKit          3D

44 44  0  0  0  0  0  0  0  0999 V2000
   -4.9323   -0.7501   -1.7240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8916   -0.6678   -0.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6297    0.7501   -0.1859 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9144    1.3745    0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6500    0.7284    0.9361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3128    0.1109    0.5858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6905    0.8823   -0.5203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6337    0.4072   -1.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7338    0.3861    0.0030 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4618   -0.4319    1.0681 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0503    0.0665   -0.6633 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9394   -1.2724   -1.3084 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7538   -1.5081   -2.5368 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0848   -2.1857   -0.2643 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8650   -1.6059    0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1472   -0.1961    0.3429 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4563   -0.2163   -0.4299 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6893    0.9856   -1.0723 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7759   -0.0696   -1.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3894   -0.5789   -2.6970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2651   -1.8271   -1.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1828   -1.2387    0.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9497   -1.0784   -1.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2903    1.4010   -0.9893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4057    0.7243    1.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6601    2.3354    0.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6169    1.6186   -0.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4318    1.7689    1.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0480    0.1576    1.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6931    0.2287    1.5152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3606   -0.9534    0.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3866    0.8256   -1.3999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5844    1.9582   -0.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5588   -0.6245   -1.4341 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8969    1.0655   -1.8833 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8106    1.4348    0.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1471   -1.3403    0.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3350    0.8595   -1.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8126   -2.1872    0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3803   -1.6803    1.7550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1605    0.5323    1.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3581   -1.0532   -1.1721 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2684   -0.5049    0.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5180    1.3687   -0.6967 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 11  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  6
  4 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  1
 10 37  1  0
 11 38  1  6
 15 39  1  0
 15 40  1  0
 16 41  1  1
 17 42  1  0
 17 43  1  0
 18 44  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₄H₂₆O₄

Average Mass

258.3580 Da

Monoisotopic Mass

258.18311 Da

IUPAC Name

(3R,4R)-3-[(1R,6R)-1-hydroxy-6-methyloctyl]-4-(hydroxymethyl)oxolan-2-one

Traditional Name

(3R,4R)-3-[(1R,6R)-1-hydroxy-6-methyloctyl]-4-(hydroxymethyl)oxolan-2-one

CAS Registry Number

Not Available

SMILES

CCC(C)CCCC[C@@H](O)[C@H]1[C@H](CO)COC1=O

InChI Identifier

InChI=1S/C14H26O4/c1-3-10(2)6-4-5-7-12(16)13-11(8-15)9-18-14(13)17/h10-13,15-16H,3-9H2,1-2H3/t10?,11-,12-,13-/m1/s1

InChI Key

QZOCOXOCSGUGFC-KIGPFUIMSA-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
Streptomyces albidoflavus	LOTUS Database	35616633
Streptomyces coelicolor	NPAtlas	19778723

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	2.11	ALOGPS
logP	1.83	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	14.6	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	69.46 m³·mol⁻¹	ChemAxon
Polarizability	29.29 Å³	ChemAxon
Number of Rings	1	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

NPAtlas ID

NPA019584

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78438628

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

129320487

PDB ID

Not Available

ChEBI ID

156002

Good Scents ID

Not Available

References

General References

Hsiao NH, Nakayama S, Merlo ME, de Vries M, Bunet R, Kitani S, Nihira T, Takano E: Analysis of two additional signaling molecules in Streptomyces coelicolor and the development of a butyrolactone-specific reporter system. Chem Biol. 2009 Sep 25;16(9):951-60. doi: 10.1016/j.chembiol.2009.08.010. [PubMed:19778723 ]
Dos Santos OAQ, Tavares OCH, Garcia AC, Rossi CQ, de Moura OVT, Pereira W, da Silva Rodrigues Pinto LA, Berbara RLL, Pereira MG: Fire lead to disturbance on organic carbon under sugarcane cultivation but is recovered by amendment with vinasse. Sci Total Environ. 2020 Oct 15;739:140063. doi: 10.1016/j.scitotenv.2020.140063. Epub 2020 Jun 8. [PubMed:32758952 ]
Zhou RY, Yu JX, Chi RA: Selective removal of phosphate from aqueous solution by MIL-101(Fe)/bagasse composite prepared through bagasse size control. Environ Res. 2020 Sep;188:109817. doi: 10.1016/j.envres.2020.109817. Epub 2020 Jun 15. [PubMed:32580048 ]
Nodwell JR: Are you talking to me? A possible role for gamma-butyrolactones in interspecies signalling. Mol Microbiol. 2014 Nov;94(3):483-5. doi: 10.1111/mmi.12787. Epub 2014 Sep 30. [PubMed:25200025 ]
Zou Z, Du D, Zhang Y, Zhang J, Niu G, Tan H: A gamma-butyrolactone-sensing activator/repressor, JadR3, controls a regulatory mini-network for jadomycin biosynthesis. Mol Microbiol. 2014 Nov;94(3):490-505. doi: 10.1111/mmi.12752. Epub 2014 Aug 27. [PubMed:25116816 ]

Showing NP-Card for SCB3 (NP0008775)

MOL for NP0008775 (SCB3)

3D MOL for NP0008775 (SCB3)

3D SDF for NP0008775 (SCB3)

3D-SDF for NP0008775 (SCB3)

PDB for NP0008775 (SCB3)

3D PDB for NP0008775 (SCB3)

SMILES for NP0008775 (SCB3)

INCHI for NP0008775 (SCB3)

Structure for NP0008775 (SCB3)

3D Structure for NP0008775 (SCB3)