NP-MRD: Showing NP-Card for (9e)-4,9-dimethyl-14-methylidene-8-[(2-methylprop-2-enoyl)oxy]-13-oxo-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-2-yl 2-methylprop-2-enoate (NP0327431)

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Record Information

Version

2.0

Created at

2022-09-12 10:00:00 UTC

Updated at

2022-09-12 10:00:01 UTC

NP-MRD ID

NP0327431

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(9e)-4,9-dimethyl-14-methylidene-8-[(2-methylprop-2-enoyl)oxy]-13-oxo-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-2-yl 2-methylprop-2-enoate

Description

Erioflorin methacrylate belongs to the class of organic compounds known as germacranolides and derivatives. These are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety. (9e)-4,9-dimethyl-14-methylidene-8-[(2-methylprop-2-enoyl)oxy]-13-oxo-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-2-yl 2-methylprop-2-enoate is found in Podanthus mitiqui. (9e)-4,9-dimethyl-14-methylidene-8-[(2-methylprop-2-enoyl)oxy]-13-oxo-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-2-yl 2-methylprop-2-enoate was first documented in 1990 (PMID: 2306535). Based on a literature review very few articles have been published on Erioflorin methacrylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122212002D          

 30 32  0  0  0  0            999 V2000
    6.6068    4.6446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0185    4.0662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2234    4.2866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2252    3.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0202    3.0472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6369    2.6892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8436    1.8905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6386    1.6702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8454    0.8715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0521    0.0728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2570    0.2932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0367   -0.5019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4620    0.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8737   -0.0649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0804   -0.8636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4921   -1.4419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6970   -1.2216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6988   -2.2406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1105   -2.8190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4938   -2.4609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0786    0.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3829   -0.2880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3327   -1.1115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7462    0.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9476    0.0299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0485    1.0043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8719    0.9541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4602    1.5325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2553    1.3121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9531    0.5445    0.0000 C   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
  2  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  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 21 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
  7 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END

     RDKit          3D

 58 60  0  0  0  0  0  0  0  0999 V2000
    5.0872    1.1386   -2.5275 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6482    0.9235   -1.3537 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1154    0.8181   -1.1699 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7953    0.7834   -0.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2556    0.5787    0.9520 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4253    0.8743   -0.3137 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4735    0.7648    0.6842 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8994    2.0521    0.9711 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4257    2.2271    1.3686 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0874    1.5158    0.4388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568    1.0562    1.6432 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1555    0.4380    2.8645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7926    0.7789    1.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0602   -0.2144    0.2130 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4028   -0.0211   -0.1893 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7915    0.6314   -1.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9162    1.1066   -2.0837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2093    0.7614   -1.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6146    1.3860   -2.7065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2341    0.1907   -0.7040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5678   -1.5506    0.3576 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4269   -2.6498   -0.0096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7510   -2.7844   -0.1681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4766   -3.7968   -0.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8474   -4.9888   -0.2535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2212   -3.2108   -0.3156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3083   -1.8761   -0.5861 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7065   -0.9013   -0.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7018   -0.5197    0.5582 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4303   -1.5131    1.4795 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7363    1.2420   -3.3936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0298    1.2132   -2.6514 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5432    0.2375   -2.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6073    1.8170   -1.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3366    0.2515   -0.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1562    0.5725    1.6024 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0309    2.7399    0.0778 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4714    2.5586    1.7664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2121    3.2476    1.6899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0627   -0.6018    3.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2160    0.6189    3.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3758    0.9805    3.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3410    1.7248    1.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2757    0.2685    2.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4658    0.2961   -0.6238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6644    1.5010   -2.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8707    1.8002   -3.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9134    0.3366    0.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2200    0.6736   -0.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3973   -0.8979   -0.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1155   -1.8348    1.3337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1800   -3.7365   -0.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4416   -1.9864   -0.0242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6462   -1.8000   -1.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4593   -0.0939   -1.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8203   -1.8434    2.3347 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2986   -0.9994    2.0298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9968   -2.2850    0.9468 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 18  1  0
 18 19  2  3
 18 16  1  0
 16 17  2  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 11  1  0
 11 12  1  6
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  4  1  0
  4  5  2  0
  4  2  1  0
  2  3  1  0
  2  1  2  3
  7 29  1  0
 29 30  1  0
 29 28  2  0
 28 27  1  0
 27 26  1  0
 26 24  1  0
 24 25  2  0
 24 22  1  0
 22 23  2  3
 22 21  1  0
 21 14  1  0
  9 11  1  0
 21 27  1  0
 20 48  1  0
 20 49  1  0
 20 50  1  0
 19 46  1  0
 19 47  1  0
 14 45  1  6
 13 43  1  0
 13 44  1  0
 12 40  1  0
 12 41  1  0
 12 42  1  0
  9 39  1  1
  8 37  1  0
  8 38  1  0
  7 36  1  1
  3 33  1  0
  3 34  1  0
  3 35  1  0
  1 31  1  0
  1 32  1  0
 30 56  1  0
 30 57  1  0
 30 58  1  0
 28 55  1  0
 27 54  1  6
 23 52  1  0
 23 53  1  0
 21 51  1  1
M  END


  Mrv1652309122212002D          

 30 32  0  0  0  0            999 V2000
    6.6068    4.6446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0185    4.0662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2234    4.2866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2252    3.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0202    3.0472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6369    2.6892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8436    1.8905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6386    1.6702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8454    0.8715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0521    0.0728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2570    0.2932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0367   -0.5019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4620    0.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8737   -0.0649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0804   -0.8636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4921   -1.4419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6970   -1.2216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6988   -2.2406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1105   -2.8190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4938   -2.4609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0786    0.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3829   -0.2880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3327   -1.1115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7462    0.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9476    0.0299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0485    1.0043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8719    0.9541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4602    1.5325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2553    1.3121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9531    0.5445    0.0000 C   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
  2  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  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 21 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
  7 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0327431

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=C)C(=O)OC1CC2(C)OC2CC(OC(=O)C(C)=C)\C(C)=C\C2OC(=O)C(=C)C12

> <INCHI_IDENTIFIER>
InChI=1S/C23H28O7/c1-11(2)20(24)27-15-9-18-23(7,30-18)10-17(29-21(25)12(3)4)19-14(6)22(26)28-16(19)8-13(15)5/h8,15-19H,1,3,6,9-10H2,2,4-5,7H3/b13-8+

> <INCHI_KEY>
DFCLHINCVSRYBX-MDWZMJQESA-N

> <FORMULA>
C23H28O7

> <MOLECULAR_WEIGHT>
416.47

> <EXACT_MASS>
416.183503242

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
43.139630469985846

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9E)-4,9-dimethyl-14-methylidene-8-[(2-methylprop-2-enoyl)oxy]-13-oxo-5,12-dioxatricyclo[9.3.0.0^{4,6}]tetradec-9-en-2-yl 2-methylprop-2-enoate

> <JCHEM_LOGP>
3.8464287393333327

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.222823908830722

> <JCHEM_POLAR_SURFACE_AREA>
91.42999999999999

> <JCHEM_REFRACTIVITY>
108.0185

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(9E)-4,9-dimethyl-14-methylidene-8-[(2-methylprop-2-enoyl)oxy]-13-oxo-5,12-dioxatricyclo[9.3.0.0^{4,6}]tetradec-9-en-2-yl 2-methylprop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0      12.333   8.670   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.235   7.590   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.750   8.002   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.620   6.099   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      13.104   5.688   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      10.522   5.020   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      10.908   3.529   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.392   3.118   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.778   1.627   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      13.164   0.136   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      11.680   0.547   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.269  -0.937   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.196   0.958   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.098  -0.121   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       9.483  -1.612   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       8.385  -2.692   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.901  -2.280   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       8.771  -4.182   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.673  -5.262   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.255  -4.594   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.613   0.290   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.315  -0.538   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.221  -2.075   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.126   0.442   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.635   0.056   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.690   1.875   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       7.228   1.781   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.326   2.861   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.810   2.449   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.246   1.016   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   29                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9   11                                                       
CONECT   11   10    9   12   13                                             
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   21                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   14   22   27                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   21   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28    7   30                                                  
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Value	Source
Erioflorin methacrylic acid	Generator

Chemical Formula

C₂₃H₂₈O₇

Average Mass

416.4700 Da

Monoisotopic Mass

416.18350 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(=C)C(=O)OC1CC2(C)OC2CC(OC(=O)C(C)=C)\C(C)=C\C2OC(=O)C(=C)C12

InChI Identifier

InChI=1S/C23H28O7/c1-11(2)20(24)27-15-9-18-23(7,30-18)10-17(29-21(25)12(3)4)19-14(6)22(26)28-16(19)8-13(15)5/h8,15-19H,1,3,6,9-10H2,2,4-5,7H3/b13-8+

InChI Key

DFCLHINCVSRYBX-MDWZMJQESA-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

Species Name	Source	Reference
Podanthus mitiqui	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as germacranolides and derivatives. These are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Germacranolides and derivatives

Alternative Parents

Substituents

Germacranolide
Sesquiterpenoid
Tricarboxylic acid or derivatives
Gamma butyrolactone
Oxolane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00003261

Chemspider ID

4945281

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6441058

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Cea G, Alarcon, Weigert G, Sepulveda R: Genotoxic effects of erioflorin acetate and erioflorin methacrylate: sesquiterpene lactones isolated from Podanthus ovatifolius lag. (Compositae). Bull Environ Contam Toxicol. 1990 Jan;44(1):19-28. doi: 10.1007/BF01702357. [PubMed:2306535 ]
LOTUS database [Link]

Showing NP-Card for (9e)-4,9-dimethyl-14-methylidene-8-[(2-methylprop-2-enoyl)oxy]-13-oxo-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-2-yl 2-methylprop-2-enoate (NP0327431)

MOL for NP0327431 ((9e)-4,9-dimethyl-14-methylidene-8-[(2-methylprop-2-enoyl)oxy]-13-oxo-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-2-yl 2-methylprop-2-enoate)

3D MOL for NP0327431 ((9e)-4,9-dimethyl-14-methylidene-8-[(2-methylprop-2-enoyl)oxy]-13-oxo-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-2-yl 2-methylprop-2-enoate)

3D SDF for NP0327431 ((9e)-4,9-dimethyl-14-methylidene-8-[(2-methylprop-2-enoyl)oxy]-13-oxo-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-2-yl 2-methylprop-2-enoate)

3D-SDF for NP0327431 ((9e)-4,9-dimethyl-14-methylidene-8-[(2-methylprop-2-enoyl)oxy]-13-oxo-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-2-yl 2-methylprop-2-enoate)

PDB for NP0327431 ((9e)-4,9-dimethyl-14-methylidene-8-[(2-methylprop-2-enoyl)oxy]-13-oxo-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-2-yl 2-methylprop-2-enoate)

3D PDB for NP0327431 ((9e)-4,9-dimethyl-14-methylidene-8-[(2-methylprop-2-enoyl)oxy]-13-oxo-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-2-yl 2-methylprop-2-enoate)

SMILES for NP0327431 ((9e)-4,9-dimethyl-14-methylidene-8-[(2-methylprop-2-enoyl)oxy]-13-oxo-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-2-yl 2-methylprop-2-enoate)

INCHI for NP0327431 ((9e)-4,9-dimethyl-14-methylidene-8-[(2-methylprop-2-enoyl)oxy]-13-oxo-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-2-yl 2-methylprop-2-enoate)

Structure for NP0327431 ((9e)-4,9-dimethyl-14-methylidene-8-[(2-methylprop-2-enoyl)oxy]-13-oxo-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-2-yl 2-methylprop-2-enoate)

3D Structure for NP0327431 ((9e)-4,9-dimethyl-14-methylidene-8-[(2-methylprop-2-enoyl)oxy]-13-oxo-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-2-yl 2-methylprop-2-enoate)