NP-MRD: Showing NP-Card for (1s,3r,5r,6as,7s,8s,9r,10r,10as)-1,3,9-tris(acetyloxy)-10-hydroxy-7,8-dimethyl-7-[(2z)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-5-yl 3-methylbutanoate (NP0153004)

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Record Information

Version

2.0

Created at

2022-09-02 09:35:28 UTC

Updated at

2022-09-02 09:35:28 UTC

NP-MRD ID

NP0153004

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,3r,5r,6as,7s,8s,9r,10r,10as)-1,3,9-tris(acetyloxy)-10-hydroxy-7,8-dimethyl-7-[(2z)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-5-yl 3-methylbutanoate

Description

Caseargrewiin C belongs to the class of organic compounds known as colensane and clerodane diterpenoids. These are diterpenoids with a structure based on the clerodane or the colensane skeleton. Clerodanes arise from labdanes by two methyl migrations. Based on a literature review a small amount of articles have been published on caseargrewiin C.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022211352D          

 41 43  0  0  1  0            999 V2000
    0.3672   -2.9885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2051   -2.1795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8247   -1.6348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6063   -1.8989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6627   -0.8258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1513   -0.5507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6353    0.2143    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2244    0.3397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3069   -0.2648    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3237   -1.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0577    0.0774    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8840   -0.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9519   -1.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2715   -1.8413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6962   -1.7307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1752    0.6685    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0151    1.1046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4650    1.3777    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5441    2.1989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8724    2.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1217    2.3358    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5706    2.8862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3625    2.5984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3578    1.7734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1123    3.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8291    2.5984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5491    3.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8177    1.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0427    1.5146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7143    1.0355    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3495    2.3774    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7140    3.1614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5131    3.4243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1282    2.8745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6817    4.2319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7683    1.6666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2216    1.0487    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7759    0.2865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6780    0.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0767   -0.4530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1040    0.9757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  2  0  0  0  0
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 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
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 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 21 29  1  0  0  0  0
 30 29  1  1  0  0  0
  7 30  1  0  0  0  0
 18 30  1  0  0  0  0
 19 31  1  0  0  0  0
 31 32  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 31 36  1  0  0  0  0
 36 37  1  0  0  0  0
 18 37  1  0  0  0  0
 37 38  1  6  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  2  0  0  0  0
M  END

     RDKit          3D

 85 87  0  0  0  0  0  0  0  0999 V2000
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   -0.7890   -0.9335   -0.3698 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6528   -1.6301    0.9527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2685   -0.7886   -0.6210 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6264   -0.3872   -2.0279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9577    0.0949    0.3522 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4634   -0.6948    1.4419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8076   -0.8292    1.7083 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.9987   -1.3187    1.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6588   -2.7323    1.4032 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3025    0.4577   -0.3020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1874    0.4272   -0.4734 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7280    3.6028    1.2862 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1207    4.7004    1.6073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0839    5.3530    2.8058 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7678    6.5177    3.2159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9865    5.0113    3.6130 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3519    3.8041    0.0832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2998    2.6943   -0.7213 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4554    2.8188   -1.8221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8694    2.7768   -3.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0625    2.9130   -4.2856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0911    2.6161   -3.3837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5853   -3.5571   -5.4311 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1675   -5.2029   -2.1823 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2576    0.5564   -2.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.3903   -1.0563    3.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9556    1.0330    2.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7264    2.2758    0.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8374    2.6192    2.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3810   -0.1762    1.7274 H   0  0  0  0  0  0  0  0  0  0  0  0
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 26 25  1  0
 25 23  1  0
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  2 44  1  0
  1 42  1  0
  1 43  1  0
M  END


  Mrv1652309022211352D          

 41 43  0  0  1  0            999 V2000
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   -1.4650    1.3777    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5441    2.1989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8724    2.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1217    2.3358    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5706    2.8862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3625    2.5984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3578    1.7734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1123    3.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8291    2.5984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5491    3.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8177    1.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0427    1.5146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7143    1.0355    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3495    2.3774    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7140    3.1614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5131    3.4243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1282    2.8745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6817    4.2319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7683    1.6666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2216    1.0487    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7759    0.2865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6780    0.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0767   -0.4530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1040    0.9757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 21 29  1  0  0  0  0
 30 29  1  1  0  0  0
  7 30  1  0  0  0  0
 18 30  1  0  0  0  0
 19 31  1  0  0  0  0
 31 32  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 31 36  1  0  0  0  0
 36 37  1  0  0  0  0
 18 37  1  0  0  0  0
 37 38  1  6  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0153004

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CC(=O)O[C@@H]1C[C@@H]2[C@@]3([C@H](OC(C)=O)O[C@H](OC(C)=O)C3=C1)[C@@H](O)[C@H](OC(C)=O)[C@@H](C)[C@@]2(C)C\C=C(\C)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C31H44O10/c1-10-17(4)11-12-30(9)18(5)26(37-19(6)32)27(36)31-23(28(38-20(7)33)41-29(31)39-21(8)34)14-22(15-24(30)31)40-25(35)13-16(2)3/h10-11,14,16,18,22,24,26-29,36H,1,12-13,15H2,2-9H3/b17-11-/t18-,22+,24+,26-,27+,28+,29-,30-,31-/m1/s1

> <INCHI_KEY>
FKSLEDQKNYSZPO-BQLSBOTOSA-N

> <FORMULA>
C31H44O10

> <MOLECULAR_WEIGHT>
576.683

> <EXACT_MASS>
576.293447617

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
85

> <JCHEM_AVERAGE_POLARIZABILITY>
61.64061679305621

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3R,5R,6aS,7S,8S,9R,10R,10aS)-1,3,9-tris(acetyloxy)-10-hydroxy-7,8-dimethyl-7-[(2Z)-3-methylpenta-2,4-dien-1-yl]-1H,3H,5H,6H,6aH,7H,8H,9H,10H-naphtho[1,8a-c]furan-5-yl 3-methylbutanoate

> <ALOGPS_LOGP>
2.80

> <JCHEM_LOGP>
3.687926560666666

> <ALOGPS_LOGS>
-4.89

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.482420148411514

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4625894270848026

> <JCHEM_POLAR_SURFACE_AREA>
134.66000000000003

> <JCHEM_REFRACTIVITY>
148.1928

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.40e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3R,5R,6aS,7S,8S,9R,10R,10aS)-1,3,9-tris(acetyloxy)-10-hydroxy-7,8-dimethyl-7-[(2Z)-3-methylpenta-2,4-dien-1-yl]-1H,3H,5H,6H,6aH,8H,9H,10H-naphtho[1,8a-c]furan-5-yl 3-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       0.685  -5.578   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.383  -4.068   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.539  -3.052   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.998  -3.545   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.237  -1.542   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.282  -1.028   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.186   0.400   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.419   0.634   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.440  -0.494   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.471  -2.111   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.841   0.144   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -5.384  -0.933   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -5.510  -2.566   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.240  -3.437   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -6.900  -3.231   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -4.060   1.248   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -5.628   2.062   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -2.735   2.572   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.882   4.105   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.629   4.999   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.227   4.360   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.065   5.388   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.543   4.850   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.534   3.310   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       3.943   5.647   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.281   4.850   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.625   5.602   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.260   3.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.080   2.827   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.333   1.933   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -4.386   4.438   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -5.066   5.901   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -6.558   6.392   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -7.706   5.366   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -6.873   7.900   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -5.167   3.111   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -4.147   1.958   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -5.182   0.535   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -6.866   0.503   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -7.610  -0.846   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -7.661   1.821   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   30                                             
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   11   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   30   37                                             
CONECT   19   18   20   31                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   29                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   21   30                                                       
CONECT   30   29    7   18                                                  
CONECT   31   19   32   36                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   31   37                                                       
CONECT   37   36   18   38                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   86    0
END

View in JSmol

Synonyms

Value	Source
Rel-(2R,5S,6R,7R,8S,9S,10S,18R,19S)-18,19-diacetoxy-18,19-epoxy-2-(3-methylbutanoyloxy)-6-hydroxy-7-acetoxycleroda-3,12(Z),14-triene	ChEBI

Chemical Formula

C₃₁H₄₄O₁₀

Average Mass

576.6830 Da

Monoisotopic Mass

576.29345 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)CC(=O)O[C@@H]1C[C@@H]2[C@@]3([C@H](OC(C)=O)O[C@H](OC(C)=O)C3=C1)[C@@H](O)[C@H](OC(C)=O)[C@@H](C)[C@@]2(C)C\C=C(\C)C=C

InChI Identifier

InChI=1S/C31H44O10/c1-10-17(4)11-12-30(9)18(5)26(37-19(6)32)27(36)31-23(28(38-20(7)33)41-29(31)39-21(8)34)14-22(15-24(30)31)40-25(35)13-16(2)3/h10-11,14,16,18,22,24,26-29,36H,1,12-13,15H2,2-9H3/b17-11-/t18-,22+,24+,26-,27+,28+,29-,30-,31-/m1/s1

InChI Key

FKSLEDQKNYSZPO-BQLSBOTOSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as colensane and clerodane diterpenoids. These are diterpenoids with a structure based on the clerodane or the colensane skeleton. Clerodanes arise from labdanes by two methyl migrations.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Colensane and clerodane diterpenoids

Alternative Parents

Substituents

Clerodane diterpenoid
Naphthofuran
Tetracarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Cyclic alcohol
Tetrahydrofuran
Carboxylic acid ester
Secondary alcohol
Acetal
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

organic heterotricyclic compound (CHEBI:65594 )
acetate ester (CHEBI:65594 )
cyclic ether (CHEBI:65594 )
diterpenoid (CHEBI:65594 )

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	2.8	ALOGPS
logS	-4.9	ALOGPS

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00042344

Chemspider ID

9413575

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11238532

PDB ID

Not Available

ChEBI ID

65594

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,3r,5r,6as,7s,8s,9r,10r,10as)-1,3,9-tris(acetyloxy)-10-hydroxy-7,8-dimethyl-7-[(2z)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-5-yl 3-methylbutanoate (NP0153004)

MOL for NP0153004 ((1s,3r,5r,6as,7s,8s,9r,10r,10as)-1,3,9-tris(acetyloxy)-10-hydroxy-7,8-dimethyl-7-[(2z)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-5-yl 3-methylbutanoate)

3D MOL for NP0153004 ((1s,3r,5r,6as,7s,8s,9r,10r,10as)-1,3,9-tris(acetyloxy)-10-hydroxy-7,8-dimethyl-7-[(2z)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-5-yl 3-methylbutanoate)

3D SDF for NP0153004 ((1s,3r,5r,6as,7s,8s,9r,10r,10as)-1,3,9-tris(acetyloxy)-10-hydroxy-7,8-dimethyl-7-[(2z)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-5-yl 3-methylbutanoate)

3D-SDF for NP0153004 ((1s,3r,5r,6as,7s,8s,9r,10r,10as)-1,3,9-tris(acetyloxy)-10-hydroxy-7,8-dimethyl-7-[(2z)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-5-yl 3-methylbutanoate)

PDB for NP0153004 ((1s,3r,5r,6as,7s,8s,9r,10r,10as)-1,3,9-tris(acetyloxy)-10-hydroxy-7,8-dimethyl-7-[(2z)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-5-yl 3-methylbutanoate)

3D PDB for NP0153004 ((1s,3r,5r,6as,7s,8s,9r,10r,10as)-1,3,9-tris(acetyloxy)-10-hydroxy-7,8-dimethyl-7-[(2z)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-5-yl 3-methylbutanoate)

SMILES for NP0153004 ((1s,3r,5r,6as,7s,8s,9r,10r,10as)-1,3,9-tris(acetyloxy)-10-hydroxy-7,8-dimethyl-7-[(2z)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-5-yl 3-methylbutanoate)

INCHI for NP0153004 ((1s,3r,5r,6as,7s,8s,9r,10r,10as)-1,3,9-tris(acetyloxy)-10-hydroxy-7,8-dimethyl-7-[(2z)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-5-yl 3-methylbutanoate)

Structure for NP0153004 ((1s,3r,5r,6as,7s,8s,9r,10r,10as)-1,3,9-tris(acetyloxy)-10-hydroxy-7,8-dimethyl-7-[(2z)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-5-yl 3-methylbutanoate)

3D Structure for NP0153004 ((1s,3r,5r,6as,7s,8s,9r,10r,10as)-1,3,9-tris(acetyloxy)-10-hydroxy-7,8-dimethyl-7-[(2z)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-5-yl 3-methylbutanoate)