NP-MRD: Showing NP-Card for 9-acetoxy-8,10-dehydrothymol 3-O-tiglate (NP0025818)

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Record Information

Version

1.0

Created at

2021-06-19 17:50:22 UTC

Updated at

2021-06-29 23:50:59 UTC

NP-MRD ID

NP0025818

Secondary Accession Numbers

None

Natural Product Identification

Common Name

9-acetoxy-8,10-dehydrothymol 3-O-tiglate

Provided By

JEOL Database JEOL Logo

Description

9-Acetoxy-8,10-dehydrothymol 3-O-tiglate belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group. 9-acetoxy-8,10-dehydrothymol 3-O-tiglate is found in Eupatorium cannabinum and Eupatorium fortunei. It was first documented in 2001 (Tori, M., et al.). Based on a literature review very few articles have been published on 9-acetoxy-8,10-dehydrothymol 3-O-tiglate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119503D          

 41 41  0  0  0  0            999 V2000
   -0.2691    2.5066    0.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0351    1.1848    0.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7943    0.1671    0.9999 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6326   -0.5795    0.1126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2568   -1.6332    0.6995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0469   -2.3976   -0.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1890   -1.9273    1.8850 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0600    0.6809   -0.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3054    0.4039   -0.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3702   -0.0476   -0.8710 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2109   -0.2328   -2.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3656   -0.6821   -3.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9756    0.0601   -2.8379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9113    0.4905   -2.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3078    0.8081   -2.6512 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0748   -0.2999   -2.9657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7506   -1.4761   -2.8685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4075    0.1600   -3.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8356    1.5553   -3.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1289   -0.7432   -4.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4746   -0.5554   -4.7974 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3135    3.2118   -0.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0549    2.9173    0.8661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4247    0.6631    1.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0954   -0.4990    1.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3692   -2.9058   -1.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6621   -3.1459    0.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7121   -1.7203   -0.8596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4612    0.5462    0.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3289   -0.2514   -0.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0165   -1.2545   -3.9616 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0368   -1.3332   -2.5258 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9304    0.1859   -3.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8333   -0.0569   -3.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6877    1.7515   -2.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8935    1.7390   -3.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2550    2.2854   -3.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7109   -1.7394   -4.3309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4328   -0.8498   -5.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8340    0.4748   -4.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2078   -1.1938   -4.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  2  0  0  0  0
 14 15  1  0  0  0  0
 13 11  1  0  0  0  0
 15 16  1  0  0  0  0
 11 10  2  0  0  0  0
 16 18  1  0  0  0  0
 10  9  1  0  0  0  0
 16 17  2  0  0  0  0
 11 12  1  0  0  0  0
 18 20  2  0  0  0  0
  8 14  1  0  0  0  0
 20 21  1  0  0  0  0
  8  2  1  0  0  0  0
 18 19  1  0  0  0  0
  3  4  1  0  0  0  0
  2  1  2  3  0  0  0
  4  5  1  0  0  0  0
 14 13  2  0  0  0  0
  5  7  2  0  0  0  0
  2  3  1  0  0  0  0
  5  6  1  0  0  0  0
 10 30  1  0  0  0  0
  9 29  1  0  0  0  0
 13 34  1  0  0  0  0
 12 31  1  0  0  0  0
 12 32  1  0  0  0  0
 12 33  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  3 24  1  0  0  0  0
  3 25  1  0  0  0  0
 20 38  1  0  0  0  0
 21 39  1  0  0  0  0
 21 40  1  0  0  0  0
 21 41  1  0  0  0  0
 19 35  1  0  0  0  0
 19 36  1  0  0  0  0
 19 37  1  0  0  0  0
  6 26  1  0  0  0  0
  6 27  1  0  0  0  0
  6 28  1  0  0  0  0
M  END

     RDKit          3D

 41 41  0  0  0  0  0  0  0  0999 V2000
   -0.2691    2.5066    0.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0351    1.1848    0.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7943    0.1671    0.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6326   -0.5795    0.1126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2568   -1.6332    0.6995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0469   -2.3976   -0.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1890   -1.9273    1.8850 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0600    0.6809   -0.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3054    0.4039   -0.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3702   -0.0476   -0.8710 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2109   -0.2328   -2.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3656   -0.6821   -3.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9756    0.0601   -2.8379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9113    0.4905   -2.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3078    0.8081   -2.6512 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0748   -0.2999   -2.9657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7506   -1.4761   -2.8685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4075    0.1600   -3.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8356    1.5553   -3.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1289   -0.7432   -4.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4746   -0.5554   -4.7974 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3135    3.2118   -0.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0549    2.9173    0.8661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4247    0.6631    1.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0954   -0.4990    1.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3692   -2.9058   -1.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6621   -3.1459    0.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7121   -1.7203   -0.8596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4612    0.5462    0.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3289   -0.2514   -0.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0165   -1.2545   -3.9616 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0368   -1.3332   -2.5258 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9304    0.1859   -3.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8333   -0.0569   -3.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6877    1.7515   -2.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8935    1.7390   -3.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2550    2.2854   -3.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7109   -1.7394   -4.3309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4328   -0.8498   -5.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8340    0.4748   -4.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2078   -1.1938   -4.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  2  0
 14 15  1  0
 13 11  1  0
 15 16  1  0
 11 10  2  0
 16 18  1  0
 10  9  1  0
 16 17  2  0
 11 12  1  0
 18 20  2  0
  8 14  1  0
 20 21  1  0
  8  2  1  0
 18 19  1  0
  3  4  1  0
  2  1  2  3
  4  5  1  0
 14 13  2  0
  5  7  2  0
  2  3  1  0
  5  6  1  0
 10 30  1  0
  9 29  1  0
 13 34  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
 20 38  1  0
 21 39  1  0
 21 40  1  0
 21 41  1  0
 19 35  1  0
 19 36  1  0
 19 37  1  0
  6 26  1  0
  6 27  1  0
  6 28  1  0
M  END


  Mrv1652306192119503D          

 41 41  0  0  0  0            999 V2000
   -0.2691    2.5066    0.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0351    1.1848    0.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7943    0.1671    0.9999 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6326   -0.5795    0.1126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2568   -1.6332    0.6995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0469   -2.3976   -0.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1890   -1.9273    1.8850 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0600    0.6809   -0.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3054    0.4039   -0.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3702   -0.0476   -0.8710 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2109   -0.2328   -2.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3656   -0.6821   -3.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9756    0.0601   -2.8379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9113    0.4905   -2.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3078    0.8081   -2.6512 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0748   -0.2999   -2.9657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7506   -1.4761   -2.8685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4075    0.1600   -3.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8356    1.5553   -3.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1289   -0.7432   -4.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4746   -0.5554   -4.7974 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3135    3.2118   -0.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0549    2.9173    0.8661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4247    0.6631    1.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0954   -0.4990    1.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3692   -2.9058   -1.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6621   -3.1459    0.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7121   -1.7203   -0.8596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4612    0.5462    0.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3289   -0.2514   -0.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0165   -1.2545   -3.9616 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0368   -1.3332   -2.5258 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9304    0.1859   -3.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8333   -0.0569   -3.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6877    1.7515   -2.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8935    1.7390   -3.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2550    2.2854   -3.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7109   -1.7394   -4.3309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4328   -0.8498   -5.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8340    0.4748   -4.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2078   -1.1938   -4.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  2  0  0  0  0
 14 15  1  0  0  0  0
 13 11  1  0  0  0  0
 15 16  1  0  0  0  0
 11 10  2  0  0  0  0
 16 18  1  0  0  0  0
 10  9  1  0  0  0  0
 16 17  2  0  0  0  0
 11 12  1  0  0  0  0
 18 20  2  0  0  0  0
  8 14  1  0  0  0  0
 20 21  1  0  0  0  0
  8  2  1  0  0  0  0
 18 19  1  0  0  0  0
  3  4  1  0  0  0  0
  2  1  2  3  0  0  0
  4  5  1  0  0  0  0
 14 13  2  0  0  0  0
  5  7  2  0  0  0  0
  2  3  1  0  0  0  0
  5  6  1  0  0  0  0
 10 30  1  0  0  0  0
  9 29  1  0  0  0  0
 13 34  1  0  0  0  0
 12 31  1  0  0  0  0
 12 32  1  0  0  0  0
 12 33  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  3 24  1  0  0  0  0
  3 25  1  0  0  0  0
 20 38  1  0  0  0  0
 21 39  1  0  0  0  0
 21 40  1  0  0  0  0
 21 41  1  0  0  0  0
 19 35  1  0  0  0  0
 19 36  1  0  0  0  0
 19 37  1  0  0  0  0
  6 26  1  0  0  0  0
  6 27  1  0  0  0  0
  6 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025818

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C([H])=C(C1=C([H])C([H])=C(C([H])=C1OC(=O)C(=C(/[H])C([H])([H])[H])\C([H])([H])[H])C([H])([H])[H])C([H])([H])OC(=O)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H20O4/c1-6-12(3)17(19)21-16-9-11(2)7-8-15(16)13(4)10-20-14(5)18/h6-9H,4,10H2,1-3,5H3/b12-6+

> <INCHI_KEY>
YQTJNXJVGGXRFW-WUXMJOGZSA-N

> <FORMULA>
C17H20O4

> <MOLECULAR_WEIGHT>
288.343

> <EXACT_MASS>
288.136159124

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
31.49483909492944

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[3-(acetyloxy)prop-1-en-2-yl]-5-methylphenyl (2E)-2-methylbut-2-enoate

> <ALOGPS_LOGP>
4.15

> <JCHEM_LOGP>
4.0621909306666675

> <ALOGPS_LOGS>
-4.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.68801748962764

> <JCHEM_POLAR_SURFACE_AREA>
52.6

> <JCHEM_REFRACTIVITY>
81.80440000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.11e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[3-(acetyloxy)prop-1-en-2-yl]-5-methylphenyl (2E)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 41 41  0  0  0  0  0  0  0  0999 V2000
   -0.2691    2.5066    0.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0351    1.1848    0.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7943    0.1671    0.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6326   -0.5795    0.1126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2568   -1.6332    0.6995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0469   -2.3976   -0.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1890   -1.9273    1.8850 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0600    0.6809   -0.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3054    0.4039   -0.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3702   -0.0476   -0.8710 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2109   -0.2328   -2.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3656   -0.6821   -3.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9756    0.0601   -2.8379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9113    0.4905   -2.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3078    0.8081   -2.6512 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0748   -0.2999   -2.9657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7506   -1.4761   -2.8685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4075    0.1600   -3.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8356    1.5553   -3.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1289   -0.7432   -4.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4746   -0.5554   -4.7974 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3135    3.2118   -0.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0549    2.9173    0.8661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4247    0.6631    1.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0954   -0.4990    1.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3692   -2.9058   -1.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6621   -3.1459    0.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7121   -1.7203   -0.8596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4612    0.5462    0.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3289   -0.2514   -0.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0165   -1.2545   -3.9616 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0368   -1.3332   -2.5258 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9304    0.1859   -3.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8333   -0.0569   -3.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6877    1.7515   -2.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8935    1.7390   -3.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2550    2.2854   -3.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7109   -1.7394   -4.3309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4328   -0.8498   -5.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8340    0.4748   -4.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2078   -1.1938   -4.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  2  0
 14 15  1  0
 13 11  1  0
 15 16  1  0
 11 10  2  0
 16 18  1  0
 10  9  1  0
 16 17  2  0
 11 12  1  0
 18 20  2  0
  8 14  1  0
 20 21  1  0
  8  2  1  0
 18 19  1  0
  3  4  1  0
  2  1  2  3
  4  5  1  0
 14 13  2  0
  5  7  2  0
  2  3  1  0
  5  6  1  0
 10 30  1  0
  9 29  1  0
 13 34  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
 20 38  1  0
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 21 40  1  0
 21 41  1  0
 19 35  1  0
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 19 37  1  0
  6 26  1  0
  6 27  1  0
  6 28  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -0.269   2.507   0.240  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.035   1.185   0.190  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.794   0.167   1.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.633  -0.580   0.113  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.257  -1.633   0.700  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.047  -2.398  -0.318  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.189  -1.927   1.885  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.060   0.681  -0.659  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.305   0.404  -0.083  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.370  -0.048  -0.871  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.211  -0.233  -2.251  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.366  -0.682  -3.096  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.976   0.060  -2.838  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.911   0.491  -2.040  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.308   0.808  -2.651  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.075  -0.300  -2.966  0.00  0.00           C+0
HETATM   17  O   UNK     0      -0.751  -1.476  -2.869  0.00  0.00           O+0
HETATM   18  C   UNK     0      -2.408   0.160  -3.480  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.836   1.555  -3.138  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.129  -0.743  -4.174  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.475  -0.555  -4.797  0.00  0.00           C+0
HETATM   22  H   UNK     0       0.314   3.212  -0.347  0.00  0.00           H+0
HETATM   23  H   UNK     0      -1.055   2.917   0.866  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.425   0.663   1.748  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.095  -0.499   1.521  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.369  -2.906  -1.007  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.662  -3.146   0.190  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.712  -1.720  -0.860  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.461   0.546   0.984  0.00  0.00           H+0
HETATM   30  H   UNK     0       4.329  -0.251  -0.398  0.00  0.00           H+0
HETATM   31  H   UNK     0       4.016  -1.254  -3.962  0.00  0.00           H+0
HETATM   32  H   UNK     0       5.037  -1.333  -2.526  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.930   0.186  -3.450  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.833  -0.057  -3.909  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.688   1.752  -2.070  0.00  0.00           H+0
HETATM   36  H   UNK     0      -3.894   1.739  -3.340  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.255   2.285  -3.711  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.711  -1.739  -4.331  0.00  0.00           H+0
HETATM   39  H   UNK     0      -4.433  -0.850  -5.851  0.00  0.00           H+0
HETATM   40  H   UNK     0      -4.834   0.475  -4.761  0.00  0.00           H+0
HETATM   41  H   UNK     0      -5.208  -1.194  -4.295  0.00  0.00           H+0
CONECT    1    2   22   23                                                  
CONECT    2    8    1    3                                                  
CONECT    3    4    2   24   25                                             
CONECT    4    3    5                                                       
CONECT    5    4    7    6                                                  
CONECT    6    5   26   27   28                                             
CONECT    7    5                                                            
CONECT    8    9   14    2                                                  
CONECT    9    8   10   29                                                  
CONECT   10   11    9   30                                                  
CONECT   11   13   10   12                                                  
CONECT   12   11   31   32   33                                             
CONECT   13   11   14   34                                                  
CONECT   14   15    8   13                                                  
CONECT   15   14   16                                                       
CONECT   16   15   18   17                                                  
CONECT   17   16                                                            
CONECT   18   16   20   19                                                  
CONECT   19   18   35   36   37                                             
CONECT   20   18   21   38                                                  
CONECT   21   20   39   40   41                                             
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    3                                                            
CONECT   25    3                                                            
CONECT   26    6                                                            
CONECT   27    6                                                            
CONECT   28    6                                                            
CONECT   29    9                                                            
CONECT   30   10                                                            
CONECT   31   12                                                            
CONECT   32   12                                                            
CONECT   33   12                                                            
CONECT   34   13                                                            
CONECT   35   19                                                            
CONECT   36   19                                                            
CONECT   37   19                                                            
CONECT   38   20                                                            
CONECT   39   21                                                            
CONECT   40   21                                                            
CONECT   41   21                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   82    0
END

RDKit          3D

41 41  0  0  0  0  0  0  0  0999 V2000
   -0.2691    2.5066    0.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0351    1.1848    0.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7943    0.1671    0.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6326   -0.5795    0.1126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2568   -1.6332    0.6995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0469   -2.3976   -0.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1890   -1.9273    1.8850 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0600    0.6809   -0.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3054    0.4039   -0.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3702   -0.0476   -0.8710 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2109   -0.2328   -2.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3656   -0.6821   -3.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9756    0.0601   -2.8379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9113    0.4905   -2.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3078    0.8081   -2.6512 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0748   -0.2999   -2.9657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7506   -1.4761   -2.8685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4075    0.1600   -3.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8356    1.5553   -3.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1289   -0.7432   -4.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4746   -0.5554   -4.7974 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3135    3.2118   -0.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0549    2.9173    0.8661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4247    0.6631    1.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0954   -0.4990    1.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3692   -2.9058   -1.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6621   -3.1459    0.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7121   -1.7203   -0.8596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4612    0.5462    0.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3289   -0.2514   -0.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0165   -1.2545   -3.9616 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0368   -1.3332   -2.5258 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9304    0.1859   -3.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8333   -0.0569   -3.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6877    1.7515   -2.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8935    1.7390   -3.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2550    2.2854   -3.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7109   -1.7394   -4.3309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4328   -0.8498   -5.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8340    0.4748   -4.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2078   -1.1938   -4.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  2  0
 14 15  1  0
 13 11  1  0
 15 16  1  0
 11 10  2  0
 16 18  1  0
 10  9  1  0
 16 17  2  0
 11 12  1  0
 18 20  2  0
  8 14  1  0
 20 21  1  0
  8  2  1  0
 18 19  1  0
  3  4  1  0
  2  1  2  3
  4  5  1  0
 14 13  2  0
  5  7  2  0
  2  3  1  0
  5  6  1  0
 10 30  1  0
  9 29  1  0
 13 34  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
 20 38  1  0
 21 39  1  0
 21 40  1  0
 21 41  1  0
 19 35  1  0
 19 36  1  0
 19 37  1  0
  6 26  1  0
  6 27  1  0
  6 28  1  0
M  END

View in JSmol

Synonyms

Value	Source
9-Acetoxy-8,10-dehydrothymol 3-O-tiglic acid	Generator

Chemical Formula

C₁₇H₂₀O₄

Average Mass

288.3430 Da

Monoisotopic Mass

288.13616 Da

IUPAC Name

2-[3-(acetyloxy)prop-1-en-2-yl]-5-methylphenyl (2E)-2-methylbut-2-enoate

Traditional Name

2-[3-(acetyloxy)prop-1-en-2-yl]-5-methylphenyl (2E)-2-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

[H]C([H])=C(C1=C([H])C([H])=C(C([H])=C1OC(=O)C(=C(/[H])C([H])([H])[H])\C([H])([H])[H])C([H])([H])[H])C([H])([H])OC(=O)C([H])([H])[H]

InChI Identifier

InChI=1S/C17H20O4/c1-6-12(3)17(19)21-16-9-11(2)7-8-15(16)13(4)10-20-14(5)18/h6-9H,4,10H2,1-3,5H3/b12-6+

InChI Key

YQTJNXJVGGXRFW-WUXMJOGZSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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
Eupatorium cannabinum	LOTUS Database	35616633
Eupatorium fortunei	JEOL database	Tori, M., et al, J. Nat. Prod. 64, 1048 (2001)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol esters

Sub Class

Not Available

Direct Parent

Phenol esters

Alternative Parents

Substituents

Phenol ester
Phenoxy compound
Styrene
Fatty acid ester
Toluene
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Fatty acyl
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:67427 )
benzoate ester (CHEBI:67427 )

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	4.15	ALOGPS
logP	4.06	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	81.8 m³·mol⁻¹	ChemAxon
Polarizability	31.49 Å³	ChemAxon
Number of Rings	1	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

9045214

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10869933

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Tori, M., et al. (2001). Tori, M., et al, J. Nat. Prod. 64, 1048 (2001). J. Nat. Prod..

Showing NP-Card for 9-acetoxy-8,10-dehydrothymol 3-O-tiglate (NP0025818)

MOL for NP0025818 (9-acetoxy-8,10-dehydrothymol 3-O-tiglate)

3D MOL for NP0025818 (9-acetoxy-8,10-dehydrothymol 3-O-tiglate)

3D SDF for NP0025818 (9-acetoxy-8,10-dehydrothymol 3-O-tiglate)

3D-SDF for NP0025818 (9-acetoxy-8,10-dehydrothymol 3-O-tiglate)

PDB for NP0025818 (9-acetoxy-8,10-dehydrothymol 3-O-tiglate)

3D PDB for NP0025818 (9-acetoxy-8,10-dehydrothymol 3-O-tiglate)

SMILES for NP0025818 (9-acetoxy-8,10-dehydrothymol 3-O-tiglate)

INCHI for NP0025818 (9-acetoxy-8,10-dehydrothymol 3-O-tiglate)

Structure for NP0025818 (9-acetoxy-8,10-dehydrothymol 3-O-tiglate)

3D Structure for NP0025818 (9-acetoxy-8,10-dehydrothymol 3-O-tiglate)