NP-MRD: Showing NP-Card for 1alpha-Hydroxytorilin (NP0138001)

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Record Information

Version

2.0

Created at

2022-05-31 16:42:36 UTC

Updated at

2022-05-31 16:42:36 UTC

NP-MRD ID

NP0138001

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1alpha-Hydroxytorilin

Description

1Alpha-Hydroxytorilin belongs to the class of organic compounds known as guaianes. These are sesquiterpenoids with a structure based on the guaiane skeleton. Guaiane is a bicyclic compound consisting of a decahydroazulene moiety, substituted with two methyl groups and a 1-methylethyl group at the 1-, 4-, and 7-position, respectively. 1alpha-Hydroxytorilin is found in Cnidium monnieri, Torilis japonica and Ulmus davidiana. 1alpha-Hydroxytorilin was first documented in 2006 (PMID: 16526276). Based on a literature review very few articles have been published on 1alpha-Hydroxytorilin.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652305312218422D          

 32 33  0  0  1  0            999 V2000
    4.3735   -1.0568    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7860   -0.3423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6110   -0.3423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3735    0.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5485    0.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7860    1.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6110    1.0866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3735    1.8011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5485    1.8011    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9875    2.4997    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1906    1.0578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3863    0.8742    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5699    1.6785    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2027    0.0699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7413    1.3886    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5940    0.5769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9566    1.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4717    1.8011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3533    1.8011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9566    2.4686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7017    3.2532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7413    2.2136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3863    2.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1906    2.5444    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6762    1.8994    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7050    3.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0600    3.7038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3500    2.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2193    3.8344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9179    4.6024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1022    4.7254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4323    5.2474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  1  0  0  0
 12 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  9 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  1  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
M  END

     RDKit          3D

 60 61  0  0  0  0  0  0  0  0999 V2000
    5.5116    0.1921    0.5408 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9700    1.0793   -0.5032 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6913    1.1140   -0.8379 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2853    2.0555   -1.9062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7675    0.2349   -0.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1212   -0.5602    0.7605 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3928    0.2174   -0.4485 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4910   -0.6398    0.2273 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0071   -1.6307   -0.8042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4624   -2.8547   -0.0650 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2504   -4.0789   -0.9059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8828   -2.6548    0.3608 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0240   -2.8250    1.7376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7319   -3.6605   -0.3857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0215   -2.9305   -0.5018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1428   -3.4911   -0.5775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6842   -1.5207   -0.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6108   -0.4558   -0.9989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4511   -1.3505   -0.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9098    0.0487    0.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6429    0.0888    0.9000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3240    1.5392    1.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5426    2.1483    1.8540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8588    1.6201    2.1141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1049    2.2673   -0.0127 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2010    3.6147    0.1067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4515    4.4862   -1.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2853    4.1854    1.2333 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0950    0.4046    1.5465 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6053    0.3296    0.6334 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3750   -0.8872    0.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6927    1.7394   -1.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1404    3.0835   -1.5115 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9844    2.0383   -2.7671 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2941    1.7289   -2.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0822   -1.2155    0.9690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8297   -1.2581   -1.4118 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8052   -1.9331   -1.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624   -2.9607    0.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8382   -4.3598   -0.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3963   -3.9036   -1.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8202   -4.9416   -0.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6454   -2.1513    2.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3558   -3.7956   -1.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8279   -4.6145    0.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0211    0.3487   -1.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1935   -0.0179   -0.1407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3131   -0.8455   -1.7343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6502    0.6959    0.5854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7676    0.4897   -0.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8779   -0.3848    1.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2451    3.0025    2.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1925    2.6131    1.0861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1233    1.3886    2.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2384    0.6238    2.3725 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5299    2.0762    3.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7029    2.2092    1.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1475    5.4339   -0.9399 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5117    4.7828   -1.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1149    4.0418   -2.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  1
 12 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 21  8  1  0
 19 12  1  0
  2 32  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 33  1  0
  4 34  1  0
  4 35  1  0
  8 36  1  1
  9 37  1  0
  9 38  1  0
 10 39  1  1
 11 40  1  0
 11 41  1  0
 11 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 18 46  1  0
 18 47  1  0
 18 48  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  1
 23 52  1  0
 23 53  1  0
 23 54  1  0
 24 55  1  0
 24 56  1  0
 24 57  1  0
 27 58  1  0
 27 59  1  0
 27 60  1  0
M  END


  Mrv1652305312218422D          

 32 33  0  0  1  0            999 V2000
    4.3735   -1.0568    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7860   -0.3423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6110   -0.3423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3735    0.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5485    0.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7860    1.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6110    1.0866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3735    1.8011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5485    1.8011    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9875    2.4997    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1906    1.0578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3863    0.8742    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5699    1.6785    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2027    0.0699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7413    1.3886    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5940    0.5769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9566    1.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4717    1.8011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3533    1.8011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9566    2.4686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7017    3.2532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7413    2.2136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3863    2.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1906    2.5444    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6762    1.8994    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7050    3.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0600    3.7038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3500    2.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2193    3.8344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9179    4.6024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1022    4.7254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4323    5.2474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  1  0  0  0
 12 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  9 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  1  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0138001

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(C)=C(/C)C(=O)O[C@]1([H])C[C@]([H])(C)[C@]2(O)CC(=O)C(C)=C2C[C@]1([H])C(C)(C)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H32O6/c1-8-12(2)20(25)27-19-9-13(3)22(26)11-18(24)14(4)16(22)10-17(19)21(6,7)28-15(5)23/h8,13,17,19,26H,9-11H2,1-7H3/b12-8-/t13-,17-,19+,22+/m0/s1

> <INCHI_KEY>
YSHITMOTGBUVPS-CCWJTCTHSA-N

> <FORMULA>
C22H32O6

> <MOLECULAR_WEIGHT>
392.492

> <EXACT_MASS>
392.21988875

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
42.53346343247537

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5S,6R,8S,8aR)-5-[2-(acetyloxy)propan-2-yl]-8a-hydroxy-3,8-dimethyl-2-oxo-1,2,4,5,6,7,8,8a-octahydroazulen-6-yl (2Z)-2-methylbut-2-enoate

> <JCHEM_LOGP>
3.1332873080000017

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.998822027229107

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.749520153635117

> <JCHEM_PKA_STRONGEST_BASIC>
-3.345498722545832

> <JCHEM_POLAR_SURFACE_AREA>
89.9

> <JCHEM_REFRACTIVITY>
105.78320000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3aR,4S,6R,7S)-7-[2-(acetyloxy)propan-2-yl]-3a-hydroxy-1,4-dimethyl-2-oxo-3,4,5,6,7,8-hexahydroazulen-6-yl (2Z)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 31-MAY-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   31-MAY-22         0                                  
HETATM    1  H   UNK     0       8.164  -1.973   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       8.934  -0.639   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.474  -0.639   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.164   0.695   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.624   0.695   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.934   2.028   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      10.474   2.028   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       8.164   3.362   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.624   3.362   0.000  0.00  0.00           C+0
HETATM   10  H   UNK     0       7.443   4.666   0.000  0.00  0.00           H+0
HETATM   11  C   UNK     0       5.956   1.975   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.454   1.632   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0       4.797   3.133   0.000  0.00  0.00           H+0
HETATM   14  C   UNK     0       4.112   0.131   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.250   2.592   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.975   1.077   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.786   2.116   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.881   3.362   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.659   3.362   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.786   4.608   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.310   6.073   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.250   4.132   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.454   5.092   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.956   4.750   0.000  0.00  0.00           C+0
HETATM   25  H   UNK     0       4.996   3.546   0.000  0.00  0.00           H+0
HETATM   26  C   UNK     0       6.916   5.954   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.712   6.914   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.120   4.993   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       7.876   7.158   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       7.313   8.591   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.791   8.821   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       8.274   9.795   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   11   24                                             
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12   16   17   22                                             
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   15   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23    9   25   26                                             
CONECT   25   24                                                            
CONECT   26   24   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   66    0
END

View in JSmol

Synonyms

Value	Source
1a-Hydroxytorilin	Generator
1Α-hydroxytorilin	Generator

Chemical Formula

C₂₂H₃₂O₆

Average Mass

392.4920 Da

Monoisotopic Mass

392.21989 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

887147-75-3

SMILES

[H]\C(C)=C(/C)C(=O)O[C@]1([H])C[C@]([H])(C)[C@]2(O)CC(=O)C(C)=C2C[C@]1([H])C(C)(C)OC(C)=O

InChI Identifier

InChI=1S/C22H32O6/c1-8-12(2)20(25)27-19-9-13(3)22(26)11-18(24)14(4)16(22)10-17(19)21(6,7)28-15(5)23/h8,13,17,19,26H,9-11H2,1-7H3/b12-8-/t13-,17-,19+,22+/m0/s1

InChI Key

YSHITMOTGBUVPS-CCWJTCTHSA-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
Cnidium monnieri	LOTUS Database	35616633
Torilis japonica	LOTUS Database	35616633
Ulmus davidiana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as guaianes. These are sesquiterpenoids with a structure based on the guaiane skeleton. Guaiane is a bicyclic compound consisting of a decahydroazulene moiety, substituted with two methyl groups and a 1-methylethyl group at the 1-, 4-, and 7-position, respectively.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Guaianes

Alternative Parents

Substituents

Guaiane sesquiterpenoid
Fatty acid ester
Dicarboxylic acid or derivatives
Fatty acyl
Cyclic alcohol
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Carboxylic acid ester
Cyclic ketone
Ketone
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Organooxygen compound
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

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

33823890

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46700830

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Park HW, Choi SU, Baek NI, Kim SH, Eun JS, Yang JH, Kim DK: Guaiane sesquiterpenoids from Torilis japonica and their cytotoxic effects on human cancer cell lines. Arch Pharm Res. 2006 Feb;29(2):131-4. doi: 10.1007/BF02974273. [PubMed:16526276 ]

Showing NP-Card for 1alpha-Hydroxytorilin (NP0138001)

MOL for NP0138001 (1alpha-Hydroxytorilin)

3D MOL for NP0138001 (1alpha-Hydroxytorilin)

3D SDF for NP0138001 (1alpha-Hydroxytorilin)

3D-SDF for NP0138001 (1alpha-Hydroxytorilin)

PDB for NP0138001 (1alpha-Hydroxytorilin)

3D PDB for NP0138001 (1alpha-Hydroxytorilin)

SMILES for NP0138001 (1alpha-Hydroxytorilin)

INCHI for NP0138001 (1alpha-Hydroxytorilin)

Structure for NP0138001 (1alpha-Hydroxytorilin)

3D Structure for NP0138001 (1alpha-Hydroxytorilin)