NP-MRD: Showing NP-Card for scuteflorin B (NP0034447)

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Record Information

Version

2.0

Created at

2021-06-20 18:10:29 UTC

Updated at

2021-06-30 00:04:50 UTC

NP-MRD ID

NP0034447

Secondary Accession Numbers

None

Natural Product Identification

Common Name

scuteflorin B

Provided By

JEOL Database JEOL Logo

Description

SCUTEFLORIN B, also known as scuteflorin a, belongs to the class of organic compounds known as linear pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) linearly fused to a coumarin moiety. scuteflorin B is found in Scutellaria lateriflora. scuteflorin B was first documented in 2009 (Li, J., et al.). Based on a literature review very few articles have been published on SCUTEFLORIN B.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120103D          

 43 45  0  0  0  0            999 V2000
   -0.8384    0.5686   -4.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5604    0.8112   -4.6832 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7055    0.7042   -3.9801 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0354    1.0829   -4.5643 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7852    0.2285   -2.5716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5785    0.6732   -1.7560 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9606   -0.8309   -2.3796 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9603   -1.3643   -1.0521 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0230   -0.5858   -0.1426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4207    0.5311   -0.3888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3336   -1.2626    1.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9297   -0.5421    2.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2358   -1.1914    3.3563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8487   -0.4978    4.4767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1162   -1.1707    5.6002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8136   -2.6046    5.7567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0744   -3.1893    6.8014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2272   -3.2444    4.6724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9394   -2.5482    3.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3544   -3.2724    2.4441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0610   -2.6255    1.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4906   -3.4004    0.2642 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5082   -2.8374   -1.0651 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5409   -3.6730   -1.8431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8639   -3.0515   -1.7306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4944    1.3525   -4.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2003   -0.3944   -4.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9364    0.5932   -3.1237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6226    1.1550   -5.7149 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9550    1.3699   -5.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7324    0.2401   -4.5052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4670    1.9310   -4.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9627   -1.3036   -0.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1402    0.5183    2.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0807    0.5581    4.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5722   -0.6909    6.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1402   -4.3305    2.5667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822   -4.7381   -1.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5335   -3.5863   -1.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6145   -3.3655   -2.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1488   -4.1095   -1.6924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8613   -2.7343   -2.7786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6595   -2.5056   -1.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0  0  0  0
 19 18  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 18  1  0  0  0  0
 11 12  2  0  0  0  0
 23 24  1  6  0  0  0
 12 13  1  0  0  0  0
 23 25  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 19 20  1  0  0  0  0
 16 17  2  0  0  0  0
 20 21  2  0  0  0  0
  8  7  1  0  0  0  0
 19 13  2  0  0  0  0
  7  5  1  0  0  0  0
  9 11  1  0  0  0  0
  5  3  1  0  0  0  0
 21 22  1  0  0  0  0
  3  2  2  0  0  0  0
  5  6  2  0  0  0  0
 23  8  1  0  0  0  0
  2  1  1  0  0  0  0
 21 11  1  0  0  0  0
  3  4  1  0  0  0  0
  8 33  1  1  0  0  0
 12 34  1  0  0  0  0
 20 37  1  0  0  0  0
 14 35  1  0  0  0  0
 15 36  1  0  0  0  0
 24 38  1  0  0  0  0
 24 39  1  0  0  0  0
 24 40  1  0  0  0  0
 25 41  1  0  0  0  0
 25 42  1  0  0  0  0
 25 43  1  0  0  0  0
  2 29  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  4 30  1  0  0  0  0
  4 31  1  0  0  0  0
  4 32  1  0  0  0  0
M  END

     RDKit          3D

 43 45  0  0  0  0  0  0  0  0999 V2000
   -0.8384    0.5686   -4.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5604    0.8112   -4.6832 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7055    0.7042   -3.9801 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0354    1.0829   -4.5643 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7852    0.2285   -2.5716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5785    0.6732   -1.7560 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9606   -0.8309   -2.3796 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9603   -1.3643   -1.0521 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0230   -0.5858   -0.1426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4207    0.5311   -0.3888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3336   -1.2626    1.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9297   -0.5421    2.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2358   -1.1914    3.3563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8487   -0.4978    4.4767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1162   -1.1707    5.6002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8136   -2.6046    5.7567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0744   -3.1893    6.8014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2272   -3.2444    4.6724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9394   -2.5482    3.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3544   -3.2724    2.4441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0610   -2.6255    1.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4906   -3.4004    0.2642 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5082   -2.8374   -1.0651 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5409   -3.6730   -1.8431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8639   -3.0515   -1.7306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4944    1.3525   -4.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2003   -0.3944   -4.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9364    0.5932   -3.1237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6226    1.1550   -5.7149 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9550    1.3699   -5.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7324    0.2401   -4.5052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4670    1.9310   -4.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9627   -1.3036   -0.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1402    0.5183    2.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0807    0.5581    4.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5722   -0.6909    6.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1402   -4.3305    2.5667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822   -4.7381   -1.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5335   -3.5863   -1.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6145   -3.3655   -2.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1488   -4.1095   -1.6924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8613   -2.7343   -2.7786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6595   -2.5056   -1.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 19 18  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 18  1  0
 11 12  2  0
 23 24  1  6
 12 13  1  0
 23 25  1  0
  8  9  1  0
  9 10  2  0
 19 20  1  0
 16 17  2  0
 20 21  2  0
  8  7  1  0
 19 13  2  0
  7  5  1  0
  9 11  1  0
  5  3  1  0
 21 22  1  0
  3  2  2  0
  5  6  2  0
 23  8  1  0
  2  1  1  0
 21 11  1  0
  3  4  1  0
  8 33  1  1
 12 34  1  0
 20 37  1  0
 14 35  1  0
 15 36  1  0
 24 38  1  0
 24 39  1  0
 24 40  1  0
 25 41  1  0
 25 42  1  0
 25 43  1  0
  2 29  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 30  1  0
  4 31  1  0
  4 32  1  0
M  END


  Mrv1652306202120103D          

 43 45  0  0  0  0            999 V2000
   -0.8384    0.5686   -4.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5604    0.8112   -4.6832 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7055    0.7042   -3.9801 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0354    1.0829   -4.5643 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7852    0.2285   -2.5716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5785    0.6732   -1.7560 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9606   -0.8309   -2.3796 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9603   -1.3643   -1.0521 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0230   -0.5858   -0.1426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4207    0.5311   -0.3888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3336   -1.2626    1.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9297   -0.5421    2.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2358   -1.1914    3.3563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8487   -0.4978    4.4767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1162   -1.1707    5.6002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8136   -2.6046    5.7567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0744   -3.1893    6.8014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2272   -3.2444    4.6724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9394   -2.5482    3.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3544   -3.2724    2.4441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0610   -2.6255    1.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4906   -3.4004    0.2642 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5082   -2.8374   -1.0651 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5409   -3.6730   -1.8431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8639   -3.0515   -1.7306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4944    1.3525   -4.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2003   -0.3944   -4.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9364    0.5932   -3.1237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6226    1.1550   -5.7149 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9550    1.3699   -5.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7324    0.2401   -4.5052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4670    1.9310   -4.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9627   -1.3036   -0.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1402    0.5183    2.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0807    0.5581    4.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5722   -0.6909    6.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1402   -4.3305    2.5667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822   -4.7381   -1.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5335   -3.5863   -1.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6145   -3.3655   -2.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1488   -4.1095   -1.6924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8613   -2.7343   -2.7786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6595   -2.5056   -1.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0  0  0  0
 19 18  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 18  1  0  0  0  0
 11 12  2  0  0  0  0
 23 24  1  6  0  0  0
 12 13  1  0  0  0  0
 23 25  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 19 20  1  0  0  0  0
 16 17  2  0  0  0  0
 20 21  2  0  0  0  0
  8  7  1  0  0  0  0
 19 13  2  0  0  0  0
  7  5  1  0  0  0  0
  9 11  1  0  0  0  0
  5  3  1  0  0  0  0
 21 22  1  0  0  0  0
  3  2  2  0  0  0  0
  5  6  2  0  0  0  0
 23  8  1  0  0  0  0
  2  1  1  0  0  0  0
 21 11  1  0  0  0  0
  3  4  1  0  0  0  0
  8 33  1  1  0  0  0
 12 34  1  0  0  0  0
 20 37  1  0  0  0  0
 14 35  1  0  0  0  0
 15 36  1  0  0  0  0
 24 38  1  0  0  0  0
 24 39  1  0  0  0  0
 24 40  1  0  0  0  0
 25 41  1  0  0  0  0
 25 42  1  0  0  0  0
 25 43  1  0  0  0  0
  2 29  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  4 30  1  0  0  0  0
  4 31  1  0  0  0  0
  4 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0034447

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(=C(\C(=O)O[C@@]1([H])C(=O)C2=C([H])C3=C(OC(=O)C([H])=C3[H])C([H])=C2OC1(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C19H18O6/c1-5-10(2)18(22)24-17-16(21)12-8-11-6-7-15(20)23-13(11)9-14(12)25-19(17,3)4/h5-9,17H,1-4H3/b10-5-/t17-/m0/s1

> <INCHI_KEY>
DSGFOFJMGIHJRZ-VTGFLYEISA-N

> <FORMULA>
C19H18O6

> <MOLECULAR_WEIGHT>
342.347

> <EXACT_MASS>
342.1103383

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
35.55339235418218

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6R)-5,5-dimethyl-7,13-dioxo-4,14-dioxatricyclo[8.4.0.0^{3,8}]tetradeca-1(10),2,8,11-tetraen-6-yl (2Z)-2-methylbut-2-enoate

> <ALOGPS_LOGP>
3.14

> <JCHEM_LOGP>
3.3166080943333336

> <ALOGPS_LOGS>
-4.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.012241189070169

> <JCHEM_PKA_STRONGEST_BASIC>
-4.935699857313068

> <JCHEM_POLAR_SURFACE_AREA>
78.9

> <JCHEM_REFRACTIVITY>
90.77990000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.15e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6R)-5,5-dimethyl-7,13-dioxo-4,14-dioxatricyclo[8.4.0.0^{3,8}]tetradeca-1(10),2,8,11-tetraen-6-yl (2Z)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 43 45  0  0  0  0  0  0  0  0999 V2000
   -0.8384    0.5686   -4.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5604    0.8112   -4.6832 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7055    0.7042   -3.9801 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0354    1.0829   -4.5643 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7852    0.2285   -2.5716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5785    0.6732   -1.7560 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9606   -0.8309   -2.3796 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9603   -1.3643   -1.0521 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0230   -0.5858   -0.1426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4207    0.5311   -0.3888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3336   -1.2626    1.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9297   -0.5421    2.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2358   -1.1914    3.3563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8487   -0.4978    4.4767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1162   -1.1707    5.6002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8136   -2.6046    5.7567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0744   -3.1893    6.8014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2272   -3.2444    4.6724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9394   -2.5482    3.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3544   -3.2724    2.4441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0610   -2.6255    1.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4906   -3.4004    0.2642 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5082   -2.8374   -1.0651 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5409   -3.6730   -1.8431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8639   -3.0515   -1.7306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4944    1.3525   -4.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2003   -0.3944   -4.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9364    0.5932   -3.1237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6226    1.1550   -5.7149 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9550    1.3699   -5.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7324    0.2401   -4.5052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4670    1.9310   -4.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9627   -1.3036   -0.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1402    0.5183    2.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0807    0.5581    4.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5722   -0.6909    6.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1402   -4.3305    2.5667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822   -4.7381   -1.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5335   -3.5863   -1.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6145   -3.3655   -2.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1488   -4.1095   -1.6924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8613   -2.7343   -2.7786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6595   -2.5056   -1.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 19 18  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 18  1  0
 11 12  2  0
 23 24  1  6
 12 13  1  0
 23 25  1  0
  8  9  1  0
  9 10  2  0
 19 20  1  0
 16 17  2  0
 20 21  2  0
  8  7  1  0
 19 13  2  0
  7  5  1  0
  9 11  1  0
  5  3  1  0
 21 22  1  0
  3  2  2  0
  5  6  2  0
 23  8  1  0
  2  1  1  0
 21 11  1  0
  3  4  1  0
  8 33  1  1
 12 34  1  0
 20 37  1  0
 14 35  1  0
 15 36  1  0
 24 38  1  0
 24 39  1  0
 24 40  1  0
 25 41  1  0
 25 42  1  0
 25 43  1  0
  2 29  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 30  1  0
  4 31  1  0
  4 32  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      -0.838   0.569  -4.211  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.560   0.811  -4.683  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.706   0.704  -3.980  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.035   1.083  -4.564  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.785   0.229  -2.572  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.579   0.673  -1.756  0.00  0.00           O+0
HETATM    7  O   UNK     0       0.961  -0.831  -2.380  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.960  -1.364  -1.052  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.023  -0.586  -0.143  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.421   0.531  -0.389  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.334  -1.263   1.115  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.930  -0.542   2.160  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.236  -1.191   3.356  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.849  -0.498   4.477  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.116  -1.171   5.600  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.814  -2.605   5.757  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.074  -3.189   6.801  0.00  0.00           O+0
HETATM   18  O   UNK     0      -1.227  -3.244   4.672  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.939  -2.548   3.482  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.354  -3.272   2.444  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.061  -2.626   1.246  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.491  -3.400   0.264  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.508  -2.837  -1.065  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.541  -3.673  -1.843  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.864  -3.051  -1.731  0.00  0.00           C+0
HETATM   26  H   UNK     0      -1.494   1.353  -4.604  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.200  -0.394  -4.583  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.936   0.593  -3.124  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.623   1.155  -5.715  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.955   1.370  -5.618  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.732   0.240  -4.505  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.467   1.931  -4.022  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.963  -1.304  -0.605  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.140   0.518   2.033  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.081   0.558   4.386  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.572  -0.691   6.458  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.140  -4.330   2.567  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.282  -4.738  -1.814  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.534  -3.586  -1.386  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.615  -3.365  -2.891  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.149  -4.109  -1.692  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.861  -2.734  -2.779  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.660  -2.506  -1.213  0.00  0.00           H+0
CONECT    1    2   26   27   28                                             
CONECT    2    3    1   29                                                  
CONECT    3    5    2    4                                                  
CONECT    4    3   30   31   32                                             
CONECT    5    7    3    6                                                  
CONECT    6    5                                                            
CONECT    7    8    5                                                       
CONECT    8    9    7   23   33                                             
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11   12    9   21                                                  
CONECT   12   11   13   34                                                  
CONECT   13   14   12   19                                                  
CONECT   14   13   15   35                                                  
CONECT   15   14   16   36                                                  
CONECT   16   15   18   17                                                  
CONECT   17   16                                                            
CONECT   18   19   16                                                       
CONECT   19   18   20   13                                                  
CONECT   20   19   21   37                                                  
CONECT   21   20   22   11                                                  
CONECT   22   23   21                                                       
CONECT   23   22   24   25    8                                             
CONECT   24   23   38   39   40                                             
CONECT   25   23   41   42   43                                             
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    2                                                            
CONECT   30    4                                                            
CONECT   31    4                                                            
CONECT   32    4                                                            
CONECT   33    8                                                            
CONECT   34   12                                                            
CONECT   35   14                                                            
CONECT   36   15                                                            
CONECT   37   20                                                            
CONECT   38   24                                                            
CONECT   39   24                                                            
CONECT   40   24                                                            
CONECT   41   25                                                            
CONECT   42   25                                                            
CONECT   43   25                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   90    0
END

RDKit          3D

43 45  0  0  0  0  0  0  0  0999 V2000
   -0.8384    0.5686   -4.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5604    0.8112   -4.6832 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7055    0.7042   -3.9801 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0354    1.0829   -4.5643 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7852    0.2285   -2.5716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5785    0.6732   -1.7560 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9606   -0.8309   -2.3796 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9603   -1.3643   -1.0521 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0230   -0.5858   -0.1426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4207    0.5311   -0.3888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3336   -1.2626    1.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9297   -0.5421    2.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2358   -1.1914    3.3563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8487   -0.4978    4.4767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1162   -1.1707    5.6002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8136   -2.6046    5.7567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0744   -3.1893    6.8014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2272   -3.2444    4.6724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9394   -2.5482    3.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3544   -3.2724    2.4441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0610   -2.6255    1.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4906   -3.4004    0.2642 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5082   -2.8374   -1.0651 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5409   -3.6730   -1.8431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8639   -3.0515   -1.7306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4944    1.3525   -4.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2003   -0.3944   -4.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9364    0.5932   -3.1237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6226    1.1550   -5.7149 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9550    1.3699   -5.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7324    0.2401   -4.5052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4670    1.9310   -4.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9627   -1.3036   -0.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1402    0.5183    2.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0807    0.5581    4.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5722   -0.6909    6.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1402   -4.3305    2.5667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822   -4.7381   -1.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5335   -3.5863   -1.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6145   -3.3655   -2.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1488   -4.1095   -1.6924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8613   -2.7343   -2.7786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6595   -2.5056   -1.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 19 18  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 18  1  0
 11 12  2  0
 23 24  1  6
 12 13  1  0
 23 25  1  0
  8  9  1  0
  9 10  2  0
 19 20  1  0
 16 17  2  0
 20 21  2  0
  8  7  1  0
 19 13  2  0
  7  5  1  0
  9 11  1  0
  5  3  1  0
 21 22  1  0
  3  2  2  0
  5  6  2  0
 23  8  1  0
  2  1  1  0
 21 11  1  0
  3  4  1  0
  8 33  1  1
 12 34  1  0
 20 37  1  0
 14 35  1  0
 15 36  1  0
 24 38  1  0
 24 39  1  0
 24 40  1  0
 25 41  1  0
 25 42  1  0
 25 43  1  0
  2 29  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 30  1  0
  4 31  1  0
  4 32  1  0
M  END

View in JSmol

Synonyms

Value	Source
3'-Senecioyloxy-4'-oxo-3',4'-dihydroxanthyletin	MeSH
3'-Angeloyloxy-4'-oxo-3',4'-dihydroxanthyletin	MeSH
Scuteflorin a	MeSH

Chemical Formula

C₁₉H₁₈O₆

Average Mass

342.3470 Da

Monoisotopic Mass

342.11034 Da

IUPAC Name

(6R)-5,5-dimethyl-7,13-dioxo-4,14-dioxatricyclo[8.4.0.0^{3,8}]tetradeca-1(10),2,8,11-tetraen-6-yl (2Z)-2-methylbut-2-enoate

Traditional Name

(6R)-5,5-dimethyl-7,13-dioxo-4,14-dioxatricyclo[8.4.0.0^{3,8}]tetradeca-1(10),2,8,11-tetraen-6-yl (2Z)-2-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\C(=O)O[C@@]1([H])C(=O)C2=C([H])C3=C(OC(=O)C([H])=C3[H])C([H])=C2OC1(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C19H18O6/c1-5-10(2)18(22)24-17-16(21)12-8-11-6-7-15(20)23-13(11)9-14(12)25-19(17,3)4/h5-9,17H,1-4H3/b10-5-/t17-/m0/s1

InChI Key

DSGFOFJMGIHJRZ-VTGFLYEISA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, 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
Scutellaria lateriflora	JEOL database	Li, J., et al, J. Nat. Prod. 72, 983 (2009)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as linear pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) linearly fused to a coumarin moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Pyranocoumarins

Direct Parent

Linear pyranocoumarins

Alternative Parents

Substituents

Linear pyranocoumarin
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromone
Chromane
Benzopyran
1-benzopyran
Aryl ketone
Aryl alkyl ketone
Alkyl aryl ether
Alpha-acyloxy ketone
Fatty acid ester
Pyranone
Benzenoid
Fatty acyl
Pyran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Heteroaromatic compound
Carboxylic acid ester
Ketone
Lactone
Oxacycle
Ether
Organoheterocyclic compound
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	3.14	ALOGPS
logP	3.32	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	12.01	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	78.9 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	90.78 m³·mol⁻¹	ChemAxon
Polarizability	35.55 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	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

24613221

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44179015

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Li, J., et al. (2009). Li, J., et al, J. Nat. Prod. 72, 983 (2009). J. Nat. Prod..

Showing NP-Card for scuteflorin B (NP0034447)

MOL for NP0034447 (scuteflorin B)

3D MOL for NP0034447 (scuteflorin B)

3D SDF for NP0034447 (scuteflorin B)

3D-SDF for NP0034447 (scuteflorin B)

PDB for NP0034447 (scuteflorin B)

3D PDB for NP0034447 (scuteflorin B)

SMILES for NP0034447 (scuteflorin B)

INCHI for NP0034447 (scuteflorin B)

Structure for NP0034447 (scuteflorin B)

3D Structure for NP0034447 (scuteflorin B)