NP-MRD: Showing NP-Card for (2e,4e,6e)-7-[(2s,4's,4'ar,5'r,7's)-5,5',7'-trimethyl-3,6'-dioxo-3',4',4'a,5',7',8'-hexahydrospiro[furan-2,2'-naphthalen]-4'-yl]-4,6-dimethylhepta-2,4,6-trienoic acid (NP0301636)

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Record Information

Version

2.0

Created at

2022-09-10 14:43:49 UTC

Updated at

2022-09-10 14:43:49 UTC

NP-MRD ID

NP0301636

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e,4e,6e)-7-[(2s,4's,4'ar,5'r,7's)-5,5',7'-trimethyl-3,6'-dioxo-3',4',4'a,5',7',8'-hexahydrospiro[furan-2,2'-naphthalen]-4'-yl]-4,6-dimethylhepta-2,4,6-trienoic acid

Description

Spirocurvulaide belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Based on a literature review very few articles have been published on Spirocurvulaide.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102216432D          

 30 32  0  0  1  0            999 V2000
    4.9901    0.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2225    0.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0161   -0.1290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1926   -0.1794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7494   -0.8753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8901    0.5881    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3120   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5132    0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9351   -0.3825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1363   -0.1760    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4419   -0.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0843    0.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8830    0.8254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4939    1.2075    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2733    2.0024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2926    1.0010    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8708    1.5895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6502    2.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2284    2.9730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0271    2.7666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0078    3.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5860    4.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3847    4.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3654    5.1514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9435    5.7400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7230    6.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9242    6.7414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3011    7.1234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6696    1.3831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5267    1.1130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16  8  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 17 29  1  0  0  0  0
  6 29  1  0  0  0  0
  6 30  1  6  0  0  0
  2 30  1  0  0  0  0
M  END

     RDKit          3D

 60 62  0  0  0  0  0  0  0  0999 V2000
   -4.6487   -4.4046   -1.5472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7863   -3.5223   -0.7220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1996   -3.8916    0.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4528   -2.7430    0.8997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8009   -2.7230    1.9612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6106   -1.6564   -0.0640 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2664   -0.4888    0.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8174    0.7379    0.6356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6683    1.7439    1.3131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2647    3.1570    0.9757 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8282    3.5936   -0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8075    3.2693    1.0531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3031    4.2631    1.5860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8507    2.2595    0.5295 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0166    2.9330   -0.5435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4936    1.0202    0.0423 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6510   -0.2441    0.1762 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7348   -0.0834    0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8249   -0.4159   -0.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5339   -1.0555   -1.5440 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1007   -0.0789    0.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2588   -0.3559   -0.2311 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4487   -1.0811   -1.4784 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4722    0.1025    0.4827 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6971   -0.0853    0.0925 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8001    0.4271    0.9080 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5757    1.0418    1.9730 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1124    0.2374    0.5096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2548   -1.2492   -0.7045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4751   -2.2002   -1.0174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0837   -5.3444   -1.7837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5734   -4.7111   -1.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9284   -3.8934   -2.4903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2940   -4.8928    0.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2583   -0.7183    0.9969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7288    1.5687    1.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6130    1.6531    2.4244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7257    3.8154    1.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7481    2.7356   -1.0759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3542    4.4992   -0.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9145    3.7877   -0.2490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1702    2.0238    1.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6372    3.1617   -1.4351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5309    3.8002   -0.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7386    2.1945   -0.8803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7112    1.1815   -1.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0312   -0.6475    1.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9965    0.4118    1.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2651   -0.6791   -2.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5884   -0.6440   -2.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5585   -2.1466   -1.5873 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1533    0.4851    1.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5256   -0.5074   -2.3955 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4856   -1.5843   -1.4047 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8278   -2.0311   -1.5563 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3369    0.6463    1.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9168   -0.5959   -0.8152 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7651    0.9960    0.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6101   -0.8970   -1.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6700   -2.1745   -0.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  2  0
  7  6  1  0
  6 29  1  0
 29 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 28  1  0
 26 27  2  0
 17 16  1  0
 16 14  1  0
 14 15  1  0
 14 12  1  0
 12 13  2  0
  6 30  1  6
 30  2  1  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
 12 10  1  0
 16  8  1  0
  4  6  1  0
 11 39  1  0
 11 40  1  0
 11 41  1  0
 10 38  1  1
  9 36  1  0
  9 37  1  0
  7 35  1  0
 29 59  1  0
 29 60  1  0
 17 47  1  1
 18 48  1  0
 20 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 23 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
 25 57  1  0
 28 58  1  0
 16 46  1  6
 14 42  1  1
 15 43  1  0
 15 44  1  0
 15 45  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
M  END


  Mrv1652309102216432D          

 30 32  0  0  1  0            999 V2000
    4.9901    0.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2225    0.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0161   -0.1290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1926   -0.1794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7494   -0.8753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8901    0.5881    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3120   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5132    0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9351   -0.3825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1363   -0.1760    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4419   -0.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0843    0.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8830    0.8254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4939    1.2075    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2733    2.0024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2926    1.0010    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8708    1.5895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6502    2.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2284    2.9730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0271    2.7666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0078    3.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5860    4.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3847    4.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3654    5.1514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9435    5.7400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7230    6.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9242    6.7414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3011    7.1234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6696    1.3831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5267    1.1130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16  8  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 17 29  1  0  0  0  0
  6 29  1  0  0  0  0
  6 30  1  6  0  0  0
  2 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0301636

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1CC2=C[C@]3(C[C@@H](\C=C(/C)\C=C(/C)\C=C\C(O)=O)[C@@H]2[C@@H](C)C1=O)OC(C)=CC3=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H30O5/c1-14(6-7-22(27)28)8-15(2)9-19-12-25(21(26)11-17(4)30-25)13-20-10-16(3)24(29)18(5)23(19)20/h6-9,11,13,16,18-19,23H,10,12H2,1-5H3,(H,27,28)/b7-6+,14-8+,15-9+/t16-,18+,19+,23-,25-/m0/s1

> <INCHI_KEY>
LBTHRNSBFIKBPH-CPSQOLORSA-N

> <FORMULA>
C25H30O5

> <MOLECULAR_WEIGHT>
410.51

> <EXACT_MASS>
410.209324066

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
46.15638994108083

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,4E,6E)-7-[(2S,4'S,4'aR,5'R,7'S)-5,5',7'-trimethyl-3,6'-dioxo-4',4'a,5',6',7',8'-hexahydro-3H,3'H-spiro[furan-2,2'-naphthalene]-4'-yl]-4,6-dimethylhepta-2,4,6-trienoic acid

> <JCHEM_LOGP>
4.237498284666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.753120402139603

> <JCHEM_PKA_STRONGEST_BASIC>
-4.869385758011822

> <JCHEM_POLAR_SURFACE_AREA>
80.67

> <JCHEM_REFRACTIVITY>
120.57929999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4E,6E)-7-[(2S,4'S,4'aR,5'R,7'S)-5,5',7'-trimethyl-3,6'-dioxo-3',4',4'a,5',7',8'-hexahydrospiro[furan-2,2'-naphthalene]-4'-yl]-4,6-dimethylhepta-2,4,6-trienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       9.315   1.815   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.882   1.250   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.497  -0.241   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.960  -0.335   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       5.132  -1.634   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       5.395   1.098   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.316  -0.001   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.825   0.385   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.745  -0.714   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.254  -0.329   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.825  -1.427   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.157   1.155   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.648   1.541   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.922   2.254   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.510   3.738   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.413   1.869   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.492   2.967   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.080   4.451   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.160   5.550   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.651   5.164   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.748   7.034   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.827   8.132   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.318   7.747   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.415   9.616   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.495  10.715   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.083  12.199   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.592  12.584   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       6.162  13.297   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.983   2.582   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       6.583   2.078   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   30                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   29   30                                             
CONECT    7    6    8                                                       
CONECT    8    7    9   16                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14    8   17                                                  
CONECT   17   16   18   29                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   17    6                                                       
CONECT   30    6    2                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₀O₅

Average Mass

410.5100 Da

Monoisotopic Mass

410.20932 Da

IUPAC Name

(2E,4E,6E)-7-[(2S,4'S,4'aR,5'R,7'S)-5,5',7'-trimethyl-3,6'-dioxo-4',4'a,5',6',7',8'-hexahydro-3H,3'H-spiro[furan-2,2'-naphthalene]-4'-yl]-4,6-dimethylhepta-2,4,6-trienoic acid

Traditional Name

(2E,4E,6E)-7-[(2S,4'S,4'aR,5'R,7'S)-5,5',7'-trimethyl-3,6'-dioxo-3',4',4'a,5',7',8'-hexahydrospiro[furan-2,2'-naphthalene]-4'-yl]-4,6-dimethylhepta-2,4,6-trienoic acid

CAS Registry Number

Not Available

SMILES

C[C@H]1CC2=C[C@]3(C[C@@H](\C=C(/C)\C=C(/C)\C=C\C(O)=O)[C@@H]2[C@@H](C)C1=O)OC(C)=CC3=O

InChI Identifier

InChI=1S/C25H30O5/c1-14(6-7-22(27)28)8-15(2)9-19-12-25(21(26)11-17(4)30-25)13-20-10-16(3)24(29)18(5)23(19)20/h6-9,11,13,16,18-19,23H,10,12H2,1-5H3,(H,27,28)/b7-6+,14-8+,15-9+/t16-,18+,19+,23-,25-/m0/s1

InChI Key

LBTHRNSBFIKBPH-CPSQOLORSA-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 bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Bicyclic monoterpenoids

Alternative Parents

Substituents

Bicyclic monoterpenoid
Medium-chain fatty acid
Methyl-branched fatty acid
Heterocyclic fatty acid
Branched fatty acid
Fatty acyl
Fatty acid
Unsaturated fatty acid
3-furanone
Vinylogous ester
Dihydrofuran
Cyclic ketone
Ketone
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	4.24	ChemAxon
pKa (Strongest Acidic)	4.75	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	80.67 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	120.58 m³·mol⁻¹	ChemAxon
Polarizability	46.16 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

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

146682459

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2e,4e,6e)-7-[(2s,4's,4'ar,5'r,7's)-5,5',7'-trimethyl-3,6'-dioxo-3',4',4'a,5',7',8'-hexahydrospiro[furan-2,2'-naphthalen]-4'-yl]-4,6-dimethylhepta-2,4,6-trienoic acid (NP0301636)

MOL for NP0301636 ((2e,4e,6e)-7-[(2s,4's,4'ar,5'r,7's)-5,5',7'-trimethyl-3,6'-dioxo-3',4',4'a,5',7',8'-hexahydrospiro[furan-2,2'-naphthalen]-4'-yl]-4,6-dimethylhepta-2,4,6-trienoic acid)

3D MOL for NP0301636 ((2e,4e,6e)-7-[(2s,4's,4'ar,5'r,7's)-5,5',7'-trimethyl-3,6'-dioxo-3',4',4'a,5',7',8'-hexahydrospiro[furan-2,2'-naphthalen]-4'-yl]-4,6-dimethylhepta-2,4,6-trienoic acid)

3D SDF for NP0301636 ((2e,4e,6e)-7-[(2s,4's,4'ar,5'r,7's)-5,5',7'-trimethyl-3,6'-dioxo-3',4',4'a,5',7',8'-hexahydrospiro[furan-2,2'-naphthalen]-4'-yl]-4,6-dimethylhepta-2,4,6-trienoic acid)

3D-SDF for NP0301636 ((2e,4e,6e)-7-[(2s,4's,4'ar,5'r,7's)-5,5',7'-trimethyl-3,6'-dioxo-3',4',4'a,5',7',8'-hexahydrospiro[furan-2,2'-naphthalen]-4'-yl]-4,6-dimethylhepta-2,4,6-trienoic acid)

PDB for NP0301636 ((2e,4e,6e)-7-[(2s,4's,4'ar,5'r,7's)-5,5',7'-trimethyl-3,6'-dioxo-3',4',4'a,5',7',8'-hexahydrospiro[furan-2,2'-naphthalen]-4'-yl]-4,6-dimethylhepta-2,4,6-trienoic acid)

3D PDB for NP0301636 ((2e,4e,6e)-7-[(2s,4's,4'ar,5'r,7's)-5,5',7'-trimethyl-3,6'-dioxo-3',4',4'a,5',7',8'-hexahydrospiro[furan-2,2'-naphthalen]-4'-yl]-4,6-dimethylhepta-2,4,6-trienoic acid)

SMILES for NP0301636 ((2e,4e,6e)-7-[(2s,4's,4'ar,5'r,7's)-5,5',7'-trimethyl-3,6'-dioxo-3',4',4'a,5',7',8'-hexahydrospiro[furan-2,2'-naphthalen]-4'-yl]-4,6-dimethylhepta-2,4,6-trienoic acid)

INCHI for NP0301636 ((2e,4e,6e)-7-[(2s,4's,4'ar,5'r,7's)-5,5',7'-trimethyl-3,6'-dioxo-3',4',4'a,5',7',8'-hexahydrospiro[furan-2,2'-naphthalen]-4'-yl]-4,6-dimethylhepta-2,4,6-trienoic acid)

Structure for NP0301636 ((2e,4e,6e)-7-[(2s,4's,4'ar,5'r,7's)-5,5',7'-trimethyl-3,6'-dioxo-3',4',4'a,5',7',8'-hexahydrospiro[furan-2,2'-naphthalen]-4'-yl]-4,6-dimethylhepta-2,4,6-trienoic acid)

3D Structure for NP0301636 ((2e,4e,6e)-7-[(2s,4's,4'ar,5'r,7's)-5,5',7'-trimethyl-3,6'-dioxo-3',4',4'a,5',7',8'-hexahydrospiro[furan-2,2'-naphthalen]-4'-yl]-4,6-dimethylhepta-2,4,6-trienoic acid)