NP-MRD: Showing NP-Card for (+)-1(10)-aristolene (NP0029560)

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Record Information

Version

1.0

Created at

2021-06-19 21:09:08 UTC

Updated at

2021-06-29 23:57:00 UTC

NP-MRD ID

NP0029560

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-1(10)-aristolene

Provided By

JEOL Database JEOL Logo

Description

(+)-1(10)-aristolene is found in Acorus calamus , Acorus calanus L., Annona muricata, Anthemis cotula, Aristolochia arcuata, Aristolochia gigantea, Bazzania japonica, Callistemon rigidus, Calypogeia muelleriana, Calypogeia suecica, Hyptis spicigera, Centaurea armena, Centaurea sessilis, Commiphora holtziana, Commiphora kataf, Cryptomeria japonica, Cynara cardunculus, Hyptis goyazensis, Laurencia decumbens, Melissa officinalis, Nardostachys chinensis, Pinus massoniana, Piper aduncum, Platostoma africanum, Saccogyna viticulosa, Salvia fruticosa, Satureja subspicata , Trigonella foenum-graecum, Tritomaria quinquedentata and Valeriana officinalis. It was first documented in 2006 (Furusawa, M., et al.). Based on a literature review very few articles have been published on (1aR,7R,7aR,7bS)-1,1,7,7a-tetramethyl-2,3,5,6,7,7b-hexahydro-1aH-cyclopropa[a]naphthalene.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192123093D          

 39 41  0  0  0  0            999 V2000
   -0.0226   -0.1776    3.2744 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7779   -0.8354    2.1432 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6263   -1.9849    2.7132 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3266   -2.7705    1.6073 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8876   -1.9106    0.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6055   -0.6038    0.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1966    0.1993   -0.7725 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1119    0.7767   -1.6773 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0334    1.4900   -0.9118 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7354    1.1353    0.5358 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2826    0.8044   -0.5586 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5276    1.6632   -0.6071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5488   -0.6109   -1.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6506    0.1620    1.2938 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5580    1.0190    2.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6260    0.1928    4.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7063   -0.9056    3.7258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6317    0.6530    2.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0343   -1.2960    1.4823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959   -2.6730    3.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3725   -1.5945    3.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6183   -3.4749    1.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1312   -3.3691    2.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5508   -2.4084   -0.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8771   -0.4102   -1.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8063    1.0126   -0.3621 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5793    1.4847   -2.3731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6868   -0.0131   -2.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0069    2.5442   -1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4505    1.9615    1.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9391    1.6807   -1.6217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2900    1.2639    0.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3256    2.6982   -0.3105 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3123   -1.2744   -0.9176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3641   -1.0478   -0.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8567   -0.6157   -2.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1361    1.7563    1.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2714    0.4062    2.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9719    1.5984    2.9460 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  1  0  0  0
  7  8  1  0  0  0  0
  3  2  1  0  0  0  0
  2 14  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
  9 11  1  0  0  0  0
  6  5  2  0  0  0  0
  6 14  1  0  0  0  0
  4  3  1  0  0  0  0
 10 30  1  1  0  0  0
  6  7  1  0  0  0  0
  2  1  1  0  0  0  0
 14 10  1  0  0  0  0
 11 12  1  1  0  0  0
  9  8  1  0  0  0  0
  9 29  1  1  0  0  0
  4  5  1  0  0  0  0
 11 13  1  0  0  0  0
  4 22  1  0  0  0  0
  4 23  1  0  0  0  0
  3 20  1  0  0  0  0
  3 21  1  0  0  0  0
  2 19  1  6  0  0  0
  5 24  1  0  0  0  0
 15 37  1  0  0  0  0
 15 38  1  0  0  0  0
 15 39  1  0  0  0  0
  7 25  1  0  0  0  0
  7 26  1  0  0  0  0
  8 27  1  0  0  0  0
  8 28  1  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  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
 13 34  1  0  0  0  0
 13 35  1  0  0  0  0
 13 36  1  0  0  0  0
M  END

     RDKit          3D

 39 41  0  0  0  0  0  0  0  0999 V2000
   -0.0226   -0.1776    3.2744 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7779   -0.8354    2.1432 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6263   -1.9849    2.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3266   -2.7705    1.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8876   -1.9106    0.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6055   -0.6038    0.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1966    0.1993   -0.7725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1119    0.7767   -1.6773 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0334    1.4900   -0.9118 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7354    1.1353    0.5358 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2826    0.8044   -0.5586 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5276    1.6632   -0.6071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5488   -0.6109   -1.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6506    0.1620    1.2938 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5580    1.0190    2.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6260    0.1928    4.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7063   -0.9056    3.7258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6317    0.6530    2.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0343   -1.2960    1.4823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959   -2.6730    3.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3725   -1.5945    3.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6183   -3.4749    1.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1312   -3.3691    2.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5508   -2.4084   -0.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8771   -0.4102   -1.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8063    1.0126   -0.3621 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5793    1.4847   -2.3731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6868   -0.0131   -2.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0069    2.5442   -1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4505    1.9615    1.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9391    1.6807   -1.6217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2900    1.2639    0.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3256    2.6982   -0.3105 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3123   -1.2744   -0.9176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3641   -1.0478   -0.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8567   -0.6157   -2.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1361    1.7563    1.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2714    0.4062    2.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9719    1.5984    2.9460 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  1
  7  8  1  0
  3  2  1  0
  2 14  1  0
 10  9  1  0
 11 10  1  0
  9 11  1  0
  6  5  2  0
  6 14  1  0
  4  3  1  0
 10 30  1  1
  6  7  1  0
  2  1  1  0
 14 10  1  0
 11 12  1  1
  9  8  1  0
  9 29  1  1
  4  5  1  0
 11 13  1  0
  4 22  1  0
  4 23  1  0
  3 20  1  0
  3 21  1  0
  2 19  1  6
  5 24  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
M  END


  Mrv1652306192123093D          

 39 41  0  0  0  0            999 V2000
   -0.0226   -0.1776    3.2744 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7779   -0.8354    2.1432 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6263   -1.9849    2.7132 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3266   -2.7705    1.6073 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8876   -1.9106    0.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6055   -0.6038    0.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1966    0.1993   -0.7725 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1119    0.7767   -1.6773 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0334    1.4900   -0.9118 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7354    1.1353    0.5358 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2826    0.8044   -0.5586 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5276    1.6632   -0.6071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5488   -0.6109   -1.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6506    0.1620    1.2938 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5580    1.0190    2.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6260    0.1928    4.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7063   -0.9056    3.7258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6317    0.6530    2.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0343   -1.2960    1.4823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959   -2.6730    3.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3725   -1.5945    3.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6183   -3.4749    1.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1312   -3.3691    2.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5508   -2.4084   -0.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8771   -0.4102   -1.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8063    1.0126   -0.3621 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5793    1.4847   -2.3731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6868   -0.0131   -2.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0069    2.5442   -1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4505    1.9615    1.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9391    1.6807   -1.6217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2900    1.2639    0.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3256    2.6982   -0.3105 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3123   -1.2744   -0.9176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3641   -1.0478   -0.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8567   -0.6157   -2.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1361    1.7563    1.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2714    0.4062    2.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9719    1.5984    2.9460 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  1  0  0  0
  7  8  1  0  0  0  0
  3  2  1  0  0  0  0
  2 14  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
  9 11  1  0  0  0  0
  6  5  2  0  0  0  0
  6 14  1  0  0  0  0
  4  3  1  0  0  0  0
 10 30  1  1  0  0  0
  6  7  1  0  0  0  0
  2  1  1  0  0  0  0
 14 10  1  0  0  0  0
 11 12  1  1  0  0  0
  9  8  1  0  0  0  0
  9 29  1  1  0  0  0
  4  5  1  0  0  0  0
 11 13  1  0  0  0  0
  4 22  1  0  0  0  0
  4 23  1  0  0  0  0
  3 20  1  0  0  0  0
  3 21  1  0  0  0  0
  2 19  1  6  0  0  0
  5 24  1  0  0  0  0
 15 37  1  0  0  0  0
 15 38  1  0  0  0  0
 15 39  1  0  0  0  0
  7 25  1  0  0  0  0
  7 26  1  0  0  0  0
  8 27  1  0  0  0  0
  8 28  1  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  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
 13 34  1  0  0  0  0
 13 35  1  0  0  0  0
 13 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0029560

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C2C([H])([H])C([H])([H])[C@]3([H])[C@@]([H])(C3(C([H])([H])[H])C([H])([H])[H])[C@@]2(C([H])([H])[H])[C@]([H])(C([H])([H])[H])C([H])([H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H24/c1-10-6-5-7-11-8-9-12-13(14(12,2)3)15(10,11)4/h7,10,12-13H,5-6,8-9H2,1-4H3/t10-,12-,13+,15+/m1/s1

> <INCHI_KEY>
MBIPADCEHSKJDQ-PBOSXPJTSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.357

> <EXACT_MASS>
204.187800773

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
25.569097423842752

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1aS,1bR,2R,7aR)-1,1,1b,2-tetramethyl-1H,1aH,1bH,2H,3H,4H,6H,7H,7aH-cyclopropa[a]naphthalene

> <ALOGPS_LOGP>
4.58

> <JCHEM_LOGP>
4.101158186333333

> <ALOGPS_LOGS>
-5.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
65.6944

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.80e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1aS,1bR,2R,7aR)-1,1,1b,2-tetramethyl-1aH,2H,3H,4H,6H,7H,7aH-cyclopropa[a]naphthalene

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 39 41  0  0  0  0  0  0  0  0999 V2000
   -0.0226   -0.1776    3.2744 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7779   -0.8354    2.1432 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6263   -1.9849    2.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3266   -2.7705    1.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8876   -1.9106    0.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6055   -0.6038    0.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1966    0.1993   -0.7725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1119    0.7767   -1.6773 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0334    1.4900   -0.9118 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7354    1.1353    0.5358 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2826    0.8044   -0.5586 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5276    1.6632   -0.6071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5488   -0.6109   -1.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6506    0.1620    1.2938 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5580    1.0190    2.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6260    0.1928    4.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7063   -0.9056    3.7258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6317    0.6530    2.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0343   -1.2960    1.4823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959   -2.6730    3.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3725   -1.5945    3.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6183   -3.4749    1.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1312   -3.3691    2.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5508   -2.4084   -0.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8771   -0.4102   -1.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8063    1.0126   -0.3621 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5793    1.4847   -2.3731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6868   -0.0131   -2.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0069    2.5442   -1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4505    1.9615    1.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9391    1.6807   -1.6217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2900    1.2639    0.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3256    2.6982   -0.3105 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3123   -1.2744   -0.9176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3641   -1.0478   -0.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8567   -0.6157   -2.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1361    1.7563    1.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2714    0.4062    2.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9719    1.5984    2.9460 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  1
  7  8  1  0
  3  2  1  0
  2 14  1  0
 10  9  1  0
 11 10  1  0
  9 11  1  0
  6  5  2  0
  6 14  1  0
  4  3  1  0
 10 30  1  1
  6  7  1  0
  2  1  1  0
 14 10  1  0
 11 12  1  1
  9  8  1  0
  9 29  1  1
  4  5  1  0
 11 13  1  0
  4 22  1  0
  4 23  1  0
  3 20  1  0
  3 21  1  0
  2 19  1  6
  5 24  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  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      -0.023  -0.178   3.274  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.778  -0.835   2.143  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.626  -1.985   2.713  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.327  -2.771   1.607  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.888  -1.911   0.518  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.606  -0.604   0.364  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.197   0.199  -0.773  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.112   0.777  -1.677  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.033   1.490  -0.912  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.735   1.135   0.536  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.283   0.804  -0.559  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.528   1.663  -0.607  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.549  -0.611  -1.008  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.651   0.162   1.294  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.558   1.019   2.225  0.00  0.00           C+0
HETATM   16  H   UNK     0       0.626   0.193   4.074  0.00  0.00           H+0
HETATM   17  H   UNK     0      -0.706  -0.906   3.726  0.00  0.00           H+0
HETATM   18  H   UNK     0      -0.632   0.653   2.906  0.00  0.00           H+0
HETATM   19  H   UNK     0       0.034  -1.296   1.482  0.00  0.00           H+0
HETATM   20  H   UNK     0       0.996  -2.673   3.290  0.00  0.00           H+0
HETATM   21  H   UNK     0       2.373  -1.595   3.416  0.00  0.00           H+0
HETATM   22  H   UNK     0       1.618  -3.475   1.154  0.00  0.00           H+0
HETATM   23  H   UNK     0       3.131  -3.369   2.049  0.00  0.00           H+0
HETATM   24  H   UNK     0       3.551  -2.408  -0.186  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.877  -0.410  -1.379  0.00  0.00           H+0
HETATM   26  H   UNK     0       3.806   1.013  -0.362  0.00  0.00           H+0
HETATM   27  H   UNK     0       2.579   1.485  -2.373  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.687  -0.013  -2.307  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.007   2.544  -1.170  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.451   1.962   1.186  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.939   1.681  -1.622  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.290   1.264   0.070  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.326   2.698  -0.311  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.312  -1.274  -0.918  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.364  -1.048  -0.422  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.857  -0.616  -2.060  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.136   1.756   1.655  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.271   0.406   2.786  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.972   1.598   2.946  0.00  0.00           H+0
CONECT    1    2   16   17   18                                             
CONECT    2    3   14    1   19                                             
CONECT    3    2    4   20   21                                             
CONECT    4    3    5   22   23                                             
CONECT    5    6    4   24                                                  
CONECT    6    5   14    7                                                  
CONECT    7    8    6   25   26                                             
CONECT    8    7    9   27   28                                             
CONECT    9   10   11    8   29                                             
CONECT   10    9   11   30   14                                             
CONECT   11   10    9   12   13                                             
CONECT   12   11   31   32   33                                             
CONECT   13   11   34   35   36                                             
CONECT   14   15    2    6   10                                             
CONECT   15   14   37   38   39                                             
CONECT   16    1                                                            
CONECT   17    1                                                            
CONECT   18    1                                                            
CONECT   19    2                                                            
CONECT   20    3                                                            
CONECT   21    3                                                            
CONECT   22    4                                                            
CONECT   23    4                                                            
CONECT   24    5                                                            
CONECT   25    7                                                            
CONECT   26    7                                                            
CONECT   27    8                                                            
CONECT   28    8                                                            
CONECT   29    9                                                            
CONECT   30   10                                                            
CONECT   31   12                                                            
CONECT   32   12                                                            
CONECT   33   12                                                            
CONECT   34   13                                                            
CONECT   35   13                                                            
CONECT   36   13                                                            
CONECT   37   15                                                            
CONECT   38   15                                                            
CONECT   39   15                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   82    0
END

RDKit          3D

39 41  0  0  0  0  0  0  0  0999 V2000
   -0.0226   -0.1776    3.2744 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7779   -0.8354    2.1432 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6263   -1.9849    2.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3266   -2.7705    1.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8876   -1.9106    0.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6055   -0.6038    0.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1966    0.1993   -0.7725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1119    0.7767   -1.6773 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0334    1.4900   -0.9118 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7354    1.1353    0.5358 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2826    0.8044   -0.5586 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5276    1.6632   -0.6071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5488   -0.6109   -1.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6506    0.1620    1.2938 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5580    1.0190    2.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6260    0.1928    4.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7063   -0.9056    3.7258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6317    0.6530    2.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0343   -1.2960    1.4823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959   -2.6730    3.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3725   -1.5945    3.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6183   -3.4749    1.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1312   -3.3691    2.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5508   -2.4084   -0.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8771   -0.4102   -1.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8063    1.0126   -0.3621 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5793    1.4847   -2.3731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6868   -0.0131   -2.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0069    2.5442   -1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4505    1.9615    1.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9391    1.6807   -1.6217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2900    1.2639    0.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3256    2.6982   -0.3105 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3123   -1.2744   -0.9176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3641   -1.0478   -0.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8567   -0.6157   -2.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1361    1.7563    1.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2714    0.4062    2.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9719    1.5984    2.9460 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  1
  7  8  1  0
  3  2  1  0
  2 14  1  0
 10  9  1  0
 11 10  1  0
  9 11  1  0
  6  5  2  0
  6 14  1  0
  4  3  1  0
 10 30  1  1
  6  7  1  0
  2  1  1  0
 14 10  1  0
 11 12  1  1
  9  8  1  0
  9 29  1  1
  4  5  1  0
 11 13  1  0
  4 22  1  0
  4 23  1  0
  3 20  1  0
  3 21  1  0
  2 19  1  6
  5 24  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₄

Average Mass

204.3570 Da

Monoisotopic Mass

204.18780 Da

IUPAC Name

(1aS,1bR,2R,7aR)-1,1,1b,2-tetramethyl-1H,1aH,1bH,2H,3H,4H,6H,7H,7aH-cyclopropa[a]naphthalene

Traditional Name

(1aS,1bR,2R,7aR)-1,1,1b,2-tetramethyl-1aH,2H,3H,4H,6H,7H,7aH-cyclopropa[a]naphthalene

CAS Registry Number

Not Available

SMILES

[H]C1=C2C([H])([H])C([H])([H])[C@]3([H])[C@@]([H])(C3(C([H])([H])[H])C([H])([H])[H])[C@@]2(C([H])([H])[H])[C@]([H])(C([H])([H])[H])C([H])([H])C1([H])[H]

InChI Identifier

InChI=1S/C15H24/c1-10-6-5-7-11-8-9-12-13(14(12,2)3)15(10,11)4/h7,10,12-13H,5-6,8-9H2,1-4H3/t10-,12-,13+,15+/m1/s1

InChI Key

MBIPADCEHSKJDQ-PBOSXPJTSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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, 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
Acorus calamus	Plant	KNApSAcK
Acorus calanus L.	Plant	KNApSAcK
Annona muricata	LOTUS Database	35616633
Anthemis cotula	LOTUS Database	35616633
Aristolochia arcuata	LOTUS Database	35616633
Aristolochia gigantea	LOTUS Database	35616633
Bazzania japonica	LOTUS Database	35616633
Callistemon rigidus	LOTUS Database	35616633
Calypogeia muelleriana	LOTUS Database	35616633
Calypogeia suecica	Plant	KNApSAcK
Cantinoa americana	LOTUS Database	35616633
Centaurea armena	Plant	KNApSAcK
Centaurea sessilis	Plant	KNApSAcK
Commiphora holtziana	Plant	KNApSAcK
Commiphora kataf	LOTUS Database	35616633
Cryptomeria japonica	LOTUS Database	35616633
Cynara cardunculus	LOTUS Database	35616633
Hyptis goyazensis	LOTUS Database	35616633
Laurencia decumbens	LOTUS Database	35616633
Melissa officinalis	LOTUS Database	35616633
Nardostachys jatamansi	JEOL database	Furusawa, M., et al, Chem. Pharm. Bull. 54, 861 (2006)
Pinus massoniana	LOTUS Database	35616633
Piper aduncum	LOTUS Database	35616633
Platostoma africanum	LOTUS Database	35616633
Saccogyna viticulosa	LOTUS Database	35616633
Salvia fruticosa	LOTUS Database	35616633
Satureja subspicata	Plant	KNApSAcK
Trigonella foenum-graecum	LOTUS Database	35616633
Trilophozia quinquedentata	LOTUS Database	35616633
Valeriana officinalis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aristolane sesquiterpenoids. These are sesquiterpenoids with a structure based on the aristolane skeleton. Aristolanes arise from the C6,C11 cyclization of the bicyclic eremophilane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Aristolane sesquiterpenoids

Alternative Parents

Substituents

Aristolane sesquiterpenoid
Polycyclic hydrocarbon
Cyclic olefin
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Hydrocarbon
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	4.58	ALOGPS
logP	4.1	ChemAxon
logS	-5	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	65.69 m³·mol⁻¹	ChemAxon
Polarizability	25.57 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

16736316

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15560278

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Furusawa, M., et al. (2006). Furusawa, M., et al, Chem. Pharm. Bull. 54, 861 (2006). Chem. Pharm. Bull..

Showing NP-Card for (+)-1(10)-aristolene (NP0029560)

MOL for NP0029560 ((+)-1(10)-aristolene)

3D MOL for NP0029560 ((+)-1(10)-aristolene)

3D SDF for NP0029560 ((+)-1(10)-aristolene)

3D-SDF for NP0029560 ((+)-1(10)-aristolene)

PDB for NP0029560 ((+)-1(10)-aristolene)

3D PDB for NP0029560 ((+)-1(10)-aristolene)

SMILES for NP0029560 ((+)-1(10)-aristolene)

INCHI for NP0029560 ((+)-1(10)-aristolene)

Structure for NP0029560 ((+)-1(10)-aristolene)

3D Structure for NP0029560 ((+)-1(10)-aristolene)