NP-MRD: Showing NP-Card for neocaesalpin T (NP0041367)

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Record Information

Version

2.0

Created at

2021-06-20 23:17:52 UTC

Updated at

2021-06-30 00:15:50 UTC

NP-MRD ID

NP0041367

Secondary Accession Numbers

None

Natural Product Identification

Common Name

neocaesalpin T

Provided By

JEOL Database JEOL Logo

Description

(1S,2S,3R,4S,7R,9S,10S,16R)-4-(acetyloxy)-7,9-dihydroxy-16-methoxy-2,6,6-trimethyl-14-oxo-15-oxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁶]Heptadec-12-en-3-yl acetate belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. neocaesalpin T is found in Caesalpinia minax HANCE. neocaesalpin T was first documented in 2012 (Ma, G.-X., et al.). Based on a literature review very few articles have been published on (1S,2S,3R,4S,7R,9S,10S,16R)-4-(acetyloxy)-7,9-dihydroxy-16-methoxy-2,6,6-trimethyl-14-oxo-15-oxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁶]Heptadec-12-en-3-yl acetate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212101173D          

 67 70  0  0  0  0            999 V2000
    0.2565    4.6115    0.3196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4761    3.8369    1.2593 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6173    3.1848    0.7042 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2342    1.8759   -0.0068 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6531    0.8301    0.9906 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7018    0.5420    2.1123 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1354    1.8451    2.8270 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5376    2.8652    1.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6886    3.5197    1.7031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5848    4.2851    0.4637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4578    5.0115    0.0249 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1974   -0.4783    3.1457 C   0  0  1  0  0  0  0  0  0  0  0  0
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  5  6  1  0  0  0  0
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 17 48  1  0  0  0  0
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 14 45  1  0  0  0  0
M  END

     RDKit          3D

 67 70  0  0  0  0  0  0  0  0999 V2000
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   -0.4761    3.8369    1.2593 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306212101173D          

 67 70  0  0  0  0            999 V2000
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   -0.4761    3.8369    1.2593 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1974   -0.4783    3.1457 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -0.6086   -1.7448    2.5130 C   0  0  2  0  0  0  0  0  0  0  0  0
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    1.4358   -0.6166    2.2154 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3013   -2.6983    0.9986 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1624   -3.2762    2.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4264   -3.8786    0.5224 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3007   -2.3051   -0.1238 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6726   -1.4946   -1.2605 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7312   -1.1681   -2.1875 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3194   -0.8797   -3.4558 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5905    1.6081   -0.8151 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6072    2.3270    0.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3214    1.8901   -1.9724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1229   -0.5110    0.3160 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3039   -1.1748   -0.4436 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5655    4.0150   -0.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5412   -3.6362    2.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7630   -4.1273    1.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0454   -4.7649    0.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0983   -3.6881   -0.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3106   -4.1695    1.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1415   -1.7361    0.2966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7686   -3.2048   -0.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1366   -0.1718   -5.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1479   -1.3635   -4.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0351    0.3283   -3.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5736    0.3503   -1.5751 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1238    2.7667    0.8933 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3955    1.6331    0.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0563    3.1307   -0.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1324   -1.4516    0.2119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0220   -2.0700   -0.9904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7088   -0.5035   -1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0  0  0  0
 18 16  1  0  0  0  0
 32 27  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
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  6  7  1  0  0  0  0
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 24 26  2  0  0  0  0
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 25 60  1  0  0  0  0
 14 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0041367

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])C([H])([H])[C@@]2(O[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[C@]([H])(OC(=O)C([H])([H])[H])[C@]([H])(OC(=O)C([H])([H])[H])[C@]2(C([H])([H])[H])[C@@]2([H])C([H])([H])[C@@]3(OC([H])([H])[H])OC(=O)C([H])=C3C([H])([H])[C@]12[H]

> <INCHI_IDENTIFIER>
InChI=1S/C24H34O9/c1-12(25)31-18-11-21(3,4)24(29)10-17(27)15-7-14-8-19(28)33-23(14,30-6)9-16(15)22(24,5)20(18)32-13(2)26/h8,15-18,20,27,29H,7,9-11H2,1-6H3/t15-,16-,17-,18-,20-,22-,23+,24+/m0/s1

> <INCHI_KEY>
DJMZPMRBNRBQNH-LFBXYESESA-N

> <FORMULA>
C24H34O9

> <MOLECULAR_WEIGHT>
466.527

> <EXACT_MASS>
466.220282675

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
47.898268423460905

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,3R,4S,7R,9S,10S,16R)-4-(acetyloxy)-7,9-dihydroxy-16-methoxy-2,6,6-trimethyl-14-oxo-15-oxatetracyclo[8.7.0.0^{2,7}.0^{12,16}]heptadec-12-en-3-yl acetate

> <ALOGPS_LOGP>
1.18

> <JCHEM_LOGP>
1.0022556533333322

> <ALOGPS_LOGS>
-3.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.37869644427061

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.679863382574528

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8711564201536586

> <JCHEM_POLAR_SURFACE_AREA>
128.59000000000003

> <JCHEM_REFRACTIVITY>
114.1957

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.33e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,3R,4S,7R,9S,10S,16R)-4-(acetyloxy)-7,9-dihydroxy-16-methoxy-2,6,6-trimethyl-14-oxo-15-oxatetracyclo[8.7.0.0^{2,7}.0^{12,16}]heptadec-12-en-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 67 70  0  0  0  0  0  0  0  0999 V2000
    0.2565    4.6115    0.3196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4761    3.8369    1.2593 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2342    1.8759   -0.0068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6531    0.8301    0.9906 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7018    0.5420    2.1123 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1354    1.8451    2.8270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5376    2.8652    1.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6886    3.5197    1.7031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5848    4.2851    0.4637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4578    5.0115    0.0249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3911    4.0324   -0.1371 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1974   -0.4783    3.1457 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2936   -0.8583    3.9810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6086   -1.7448    2.5130 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4848   -1.4231    1.4744 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4358   -0.6166    2.2154 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3013   -2.6983    0.9986 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1624   -3.2762    2.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4264   -3.8786    0.5224 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3007   -2.3051   -0.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6726   -1.4946   -1.2605 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7312   -1.1681   -2.1875 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3194   -0.8797   -3.4558 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4919   -0.4997   -4.3058 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1634   -0.9418   -3.8502 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0023   -0.2024   -0.7322 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0194    0.6123   -0.0832 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5905    1.6081   -0.8151 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6072    2.3270    0.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3214    1.8901   -1.9724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1229   -0.5110    0.3160 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3039   -1.1748   -0.4436 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5655    4.0150   -0.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3295    5.4749   -0.0086 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9334   -1.4187    4.6908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4119   -2.3538    2.0846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1988   -2.3452    3.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0374   -0.1835    1.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5412   -3.6362    2.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7630   -4.1273    1.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8663   -2.5398    2.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0454   -4.7649    0.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0983   -3.6881   -0.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3106   -4.1695    1.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1415   -1.7361    0.2966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7686   -3.2048   -0.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9493   -2.1337   -1.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1366   -0.1718   -5.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1479   -1.3635   -4.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0351    0.3283   -3.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5736    0.3503   -1.5751 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1238    2.7667    0.8933 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3955    1.6331    0.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0563    3.1307   -0.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1324   -1.4516    0.2119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0220   -2.0700   -0.9904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7088   -0.5035   -1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
 18 16  1  0
 32 27  1  0
  8  9  2  0
  9 10  1  0
 10 12  1  0
 12  3  1  0
 32 16  1  0
 10 11  2  0
  5  4  1  0
 18 19  1  1
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 27 28  1  0
 22 21  1  0
  3  2  1  1
 22 27  1  0
 18 20  1  0
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 13 14  1  0
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 25 60  1  0
 14 45  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       0.257   4.612   0.320  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.476   3.837   1.259  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.617   3.185   0.704  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.234   1.876  -0.007  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.653   0.830   0.991  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.702   0.542   2.112  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.135   1.845   2.827  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.538   2.865   1.821  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.689   3.520   1.703  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.585   4.285   0.464  0.00  0.00           C+0
HETATM   11  O   UNK     0      -4.458   5.011   0.025  0.00  0.00           O+0
HETATM   12  O   UNK     0      -2.391   4.032  -0.137  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.197  -0.478   3.146  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.294  -0.858   3.981  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.609  -1.745   2.513  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.485  -1.423   1.474  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.436  -0.617   2.215  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.301  -2.698   0.999  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.162  -3.276   2.162  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.426  -3.879   0.522  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.301  -2.305  -0.124  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.673  -1.495  -1.260  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.731  -1.168  -2.188  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.319  -0.880  -3.456  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.492  -0.500  -4.306  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.163  -0.942  -3.850  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.002  -0.202  -0.732  0.00  0.00           C+0
HETATM   28  O   UNK     0       2.019   0.612  -0.083  0.00  0.00           O+0
HETATM   29  C   UNK     0       2.591   1.608  -0.815  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.607   2.327   0.017  0.00  0.00           C+0
HETATM   31  O   UNK     0       2.321   1.890  -1.972  0.00  0.00           O+0
HETATM   32  C   UNK     0      -0.123  -0.511   0.316  0.00  0.00           C+0
HETATM   33  C   UNK     0      -1.304  -1.175  -0.444  0.00  0.00           C+0
HETATM   34  H   UNK     0       0.566   4.015  -0.542  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.330   5.475  -0.009  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.156   4.984   0.818  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.121   1.477  -0.515  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.508   2.093  -0.795  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.201   1.320   1.477  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.611   0.134   1.648  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.964   1.642   3.515  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.308   2.240   3.429  0.00  0.00           H+0
HETATM   43  H   UNK     0      -4.565   3.491   2.324  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.450  -0.005   3.794  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.933  -1.419   4.691  0.00  0.00           H+0
HETATM   46  H   UNK     0      -1.412  -2.354   2.085  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.199  -2.345   3.334  0.00  0.00           H+0
HETATM   48  H   UNK     0       2.037  -0.184   1.581  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.541  -3.636   2.987  0.00  0.00           H+0
HETATM   50  H   UNK     0       2.763  -4.127   1.817  0.00  0.00           H+0
HETATM   51  H   UNK     0       2.866  -2.540   2.563  0.00  0.00           H+0
HETATM   52  H   UNK     0       1.045  -4.765   0.333  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.098  -3.688  -0.411  0.00  0.00           H+0
HETATM   54  H   UNK     0      -0.311  -4.170   1.277  0.00  0.00           H+0
HETATM   55  H   UNK     0       3.142  -1.736   0.297  0.00  0.00           H+0
HETATM   56  H   UNK     0       2.769  -3.205  -0.547  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.949  -2.134  -1.776  0.00  0.00           H+0
HETATM   58  H   UNK     0       3.137  -0.172  -5.287  0.00  0.00           H+0
HETATM   59  H   UNK     0       4.148  -1.363  -4.437  0.00  0.00           H+0
HETATM   60  H   UNK     0       4.035   0.328  -3.843  0.00  0.00           H+0
HETATM   61  H   UNK     0       0.574   0.350  -1.575  0.00  0.00           H+0
HETATM   62  H   UNK     0       3.124   2.767   0.893  0.00  0.00           H+0
HETATM   63  H   UNK     0       4.396   1.633   0.319  0.00  0.00           H+0
HETATM   64  H   UNK     0       4.056   3.131  -0.573  0.00  0.00           H+0
HETATM   65  H   UNK     0      -2.132  -1.452   0.212  0.00  0.00           H+0
HETATM   66  H   UNK     0      -1.022  -2.070  -0.990  0.00  0.00           H+0
HETATM   67  H   UNK     0      -1.709  -0.503  -1.208  0.00  0.00           H+0
CONECT    1    2   34   35   36                                             
CONECT    2    3    1                                                       
CONECT    3   12    4    2    8                                             
CONECT    4    5    3   37   38                                             
CONECT    5    6    4   39   32                                             
CONECT    6    5    7   13   40                                             
CONECT    7    6    8   41   42                                             
CONECT    8    9    7    3                                                  
CONECT    9    8   10   43                                                  
CONECT   10    9   12   11                                                  
CONECT   11   10                                                            
CONECT   12   10    3                                                       
CONECT   13   15   14    6   44                                             
CONECT   14   13   45                                                       
CONECT   15   16   13   46   47                                             
CONECT   16   18   32   15   17                                             
CONECT   17   16   48                                                       
CONECT   18   16   19   20   21                                             
CONECT   19   18   49   50   51                                             
CONECT   20   18   52   53   54                                             
CONECT   21   22   18   55   56                                             
CONECT   22   21   27   23   57                                             
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24   58   59   60                                             
CONECT   26   24                                                            
CONECT   27   32   28   22   61                                             
CONECT   28   27   29                                                       
CONECT   29   28   31   30                                                  
CONECT   30   29   62   63   64                                             
CONECT   31   29                                                            
CONECT   32   27   16   33    5                                             
CONECT   33   32   65   66   67                                             
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    4                                                            
CONECT   38    4                                                            
CONECT   39    5                                                            
CONECT   40    6                                                            
CONECT   41    7                                                            
CONECT   42    7                                                            
CONECT   43    9                                                            
CONECT   44   13                                                            
CONECT   45   14                                                            
CONECT   46   15                                                            
CONECT   47   15                                                            
CONECT   48   17                                                            
CONECT   49   19                                                            
CONECT   50   19                                                            
CONECT   51   19                                                            
CONECT   52   20                                                            
CONECT   53   20                                                            
CONECT   54   20                                                            
CONECT   55   21                                                            
CONECT   56   21                                                            
CONECT   57   22                                                            
CONECT   58   25                                                            
CONECT   59   25                                                            
CONECT   60   25                                                            
CONECT   61   27                                                            
CONECT   62   30                                                            
CONECT   63   30                                                            
CONECT   64   30                                                            
CONECT   65   33                                                            
CONECT   66   33                                                            
CONECT   67   33                                                            
MASTER        0    0    0    0    0    0    0    0   67    0  140    0
END

RDKit          3D

67 70  0  0  0  0  0  0  0  0999 V2000
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 13  6  1  0
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 14 45  1  0
M  END

View in JSmol

Synonyms

Value	Source
(1S,2S,3R,4S,7R,9S,10S,16R)-4-(Acetyloxy)-7,9-dihydroxy-16-methoxy-2,6,6-trimethyl-14-oxo-15-oxatetracyclo[8.7.0.0,.0,]heptadec-12-en-3-yl acetic acid	Generator

Chemical Formula

C₂₄H₃₄O₉

Average Mass

466.5270 Da

Monoisotopic Mass

466.22028 Da

IUPAC Name

(1S,2S,3R,4S,7R,9S,10S,16R)-4-(acetyloxy)-7,9-dihydroxy-16-methoxy-2,6,6-trimethyl-14-oxo-15-oxatetracyclo[8.7.0.0^{2,7}.0^{12,16}]heptadec-12-en-3-yl acetate

Traditional Name

(1S,2S,3R,4S,7R,9S,10S,16R)-4-(acetyloxy)-7,9-dihydroxy-16-methoxy-2,6,6-trimethyl-14-oxo-15-oxatetracyclo[8.7.0.0^{2,7}.0^{12,16}]heptadec-12-en-3-yl acetate

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])C([H])([H])[C@@]2(O[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[C@]([H])(OC(=O)C([H])([H])[H])[C@]([H])(OC(=O)C([H])([H])[H])[C@]2(C([H])([H])[H])[C@@]2([H])C([H])([H])[C@@]3(OC([H])([H])[H])OC(=O)C([H])=C3C([H])([H])[C@]12[H]

InChI Identifier

InChI=1S/C24H34O9/c1-12(25)31-18-11-21(3,4)24(29)10-17(27)15-7-14-8-19(28)33-23(14,30-6)9-16(15)22(24,5)20(18)32-13(2)26/h8,15-18,20,27,29H,7,9-11H2,1-6H3/t15-,16-,17-,18-,20-,22-,23+,24+/m0/s1

InChI Key

DJMZPMRBNRBQNH-LFBXYESESA-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
Caesalpinia minax	JEOL database	Ma, G.-X., et al, Chem. Pharm. Bull. 60, 759 (2012)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthofurans

Sub Class

Not Available

Direct Parent

Naphthofurans

Alternative Parents

Substituents

Naphthofuran
Tricarboxylic acid or derivatives
Ketal
2-furanone
Cyclic alcohol
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Carboxylic acid ester
Secondary alcohol
Lactone
Acetal
Carboxylic acid derivative
Oxacycle
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.18	ALOGPS
logP	1	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	13.68	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	128.59 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	114.2 m³·mol⁻¹	ChemAxon
Polarizability	47.9 Å³	ChemAxon
Number of Rings	4	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

60150138

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ma, G.-X., et al. (2012). Ma, G.-X., et al, Chem. Pharm. Bull. 60, 759 (2012). Chem. Pharm. Bull..

Showing NP-Card for neocaesalpin T (NP0041367)

MOL for NP0041367 (neocaesalpin T)

3D MOL for NP0041367 (neocaesalpin T)

3D SDF for NP0041367 (neocaesalpin T)

3D-SDF for NP0041367 (neocaesalpin T)

PDB for NP0041367 (neocaesalpin T)

3D PDB for NP0041367 (neocaesalpin T)

SMILES for NP0041367 (neocaesalpin T)

INCHI for NP0041367 (neocaesalpin T)

Structure for NP0041367 (neocaesalpin T)

3D Structure for NP0041367 (neocaesalpin T)