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Showing NP-Card for (1S,2S,5R)-(+)-Neomenthol (NP0002762)

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Record Information
Version2.0
Created at2020-11-23 19:39:46 UTC
Updated at2021-08-19 23:59:19 UTC
NP-MRD IDNP0002762
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1S,2S,5R)-(+)-Neomenthol
Provided ByBMRBBMRB logo
Description(+)-Neomenthol, also known as fema 2666, belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Thus, (+)-neomenthol is considered to be an isoprenoid (+)-Neomenthol exists in all living organisms, ranging from bacteria to humans (+)-Neomenthol is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. (1S,2S,5R)-(+)-Neomenthol is found in Agathosma betulina, Clinopodium brownei, Clinopodium serpyllifolium, Mentha piperita, Mentha canadensis, Mentha verticillata, Minthostachys mollis, Pycnanthemum floridanum and Rhanterium epapposum. Based on a literature review a small amount of articles have been published on (+)-Neomenthol.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0002762 ((1S,2S,5R)-(+)-Neomenthol)


     RDKit          2D

 31 31  0  0  0  0  0  0  0  0999 V2000
   -2.5847   -1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0031    0.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3857    0.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6204   -0.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2878    1.2276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1453    1.6709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2456    0.6515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6283    0.0699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9130   -0.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4800   -1.2544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150   -2.1611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7956   -1.7932    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4369   -0.7948    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1662   -2.4188    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7617    1.1988    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8042    2.3108    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8261    0.1596    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7684    1.5097    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0489   -1.1210    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1605    1.3786    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4754    2.7158    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4599    3.0051    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3402    2.5775    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0585    1.9121    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2196   -1.3734    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2099    1.4525    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0110   -0.5117    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3910   -1.0669    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1006   -2.2994    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1653   -2.5887    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5274   -3.6493    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10  4  1  0
  1 12  1  6
  1 13  1  0
  1 14  1  0
  2 15  1  6
  3 16  1  6
  3 17  1  0
  3 18  1  0
  4 19  1  1
  5 20  1  1
  5 21  1  0
  6 22  1  6
  6 23  1  0
  7 24  1  6
  8 25  1  1
  8 26  1  0
  8 27  1  0
  9 28  1  6
  9 29  1  0
 10 30  1  1
 11 31  1  0
M  END
Download

3D MOL for NP0002762 ((1S,2S,5R)-(+)-Neomenthol)

NP0002762
     RDKit          3D

 31 31  0  0  0  0  0  0  0  0999 V2000
   -2.7914    1.1216   -0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9896   -0.1466   -0.1541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7437   -1.0505    0.7810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6239    0.1955    0.4044 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1021    1.1233   -0.5214 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2298    0.4732   -1.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1743   -0.2933   -0.4024 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5009    0.4287   -0.2176 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6155   -0.5633    0.9777 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1651   -1.0016    0.8150 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0463   -2.0898    0.0024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6024    1.8134    0.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6334    1.6357   -1.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8907    0.8694   -0.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8294   -0.6012   -1.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6488   -1.4153    0.2148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0581   -0.4753    1.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1410   -1.9117    1.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8323    0.7860    1.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5957    1.5448   -1.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5485    2.0000    0.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8233    1.3099   -1.7371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8598   -0.1197   -2.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4141   -1.3085   -0.8339 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5373    0.9299    0.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5463    1.1990   -1.0357 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3474   -0.2690   -0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1811   -1.3476    1.4881 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5976    0.4007    1.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1648   -1.3094    1.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1443   -1.9281   -0.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10  4  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  3 18  1  0
  4 19  1  1
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  6
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  1
 11 31  1  0
M  END
Download

3D SDF for NP0002762 ((1S,2S,5R)-(+)-Neomenthol)


     RDKit          2D

 31 31  0  0  0  0  0  0  0  0999 V2000
   -2.5847   -1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0031    0.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3857    0.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6204   -0.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2878    1.2276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1453    1.6709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2456    0.6515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6283    0.0699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9130   -0.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4800   -1.2544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150   -2.1611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7956   -1.7932    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4369   -0.7948    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1662   -2.4188    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7617    1.1988    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8042    2.3108    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8261    0.1596    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7684    1.5097    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0489   -1.1210    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1605    1.3786    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4754    2.7158    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4599    3.0051    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3402    2.5775    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0585    1.9121    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2196   -1.3734    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2099    1.4525    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0110   -0.5117    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3910   -1.0669    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1006   -2.2994    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1653   -2.5887    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5274   -3.6493    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10  4  1  0
  1 12  1  6
  1 13  1  0
  1 14  1  0
  2 15  1  6
  3 16  1  6
  3 17  1  0
  3 18  1  0
  4 19  1  1
  5 20  1  1
  5 21  1  0
  6 22  1  6
  6 23  1  0
  7 24  1  6
  8 25  1  1
  8 26  1  0
  8 27  1  0
  9 28  1  6
  9 29  1  0
 10 30  1  1
 11 31  1  0
M  END
> <DATABASE_ID>
NP0002762

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9+,10+/m1/s1

> <INCHI_KEY>
NOOLISFMXDJSKH-UTLUCORTSA-N

> <FORMULA>
C10H20O

> <MOLECULAR_WEIGHT>
156.2652

> <EXACT_MASS>
156.151415262

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
19.399617166020654

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexan-1-ol

> <ALOGPS_LOGP>
2.68

> <JCHEM_LOGP>
2.6642731470000007

> <ALOGPS_LOGS>
-2.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.54964736878105

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8087842408951696

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
47.4453

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.58e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(+)-neomenthol

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0002762 ((1S,2S,5R)-(+)-Neomenthol)

NP0002762
     RDKit          3D

 31 31  0  0  0  0  0  0  0  0999 V2000
   -2.7914    1.1216   -0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9896   -0.1466   -0.1541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7437   -1.0505    0.7810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6239    0.1955    0.4044 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1021    1.1233   -0.5214 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2298    0.4732   -1.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1743   -0.2933   -0.4024 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5009    0.4287   -0.2176 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6155   -0.5633    0.9777 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1651   -1.0016    0.8150 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0463   -2.0898    0.0024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6024    1.8134    0.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6334    1.6357   -1.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8907    0.8694   -0.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8294   -0.6012   -1.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6488   -1.4153    0.2148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0581   -0.4753    1.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1410   -1.9117    1.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8323    0.7860    1.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5957    1.5448   -1.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5485    2.0000    0.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8233    1.3099   -1.7371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8598   -0.1197   -2.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4141   -1.3085   -0.8339 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5373    0.9299    0.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5463    1.1990   -1.0357 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3474   -0.2690   -0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1811   -1.3476    1.4881 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5976    0.4007    1.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1648   -1.3094    1.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1443   -1.9281   -0.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10  4  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  3 18  1  0
  4 19  1  1
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  6
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  1
 11 31  1  0
M  END
Download

PDB for NP0002762 ((1S,2S,5R)-(+)-Neomenthol)

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0      -0.647  -1.143   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.969  -0.352   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.941   1.191   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.590   1.941   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.565   3.477   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.729   1.148   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.701  -0.398   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.021  -1.189   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.021  -3.431   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.675  -2.683   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.644  -3.477   0.000  0.00  0.00           C+0
CONECT    1    2    7   10                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    1    6    8                                                  
CONECT    8    7                                                            
CONECT    9   10                                                            
CONECT   10    1    9   11                                                  
CONECT   11   10                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
Download

3D PDB for NP0002762 ((1S,2S,5R)-(+)-Neomenthol)

COMPND    NP0002762
HETATM    1  C1  UNL     1      -2.791   1.122  -0.313  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.990  -0.147  -0.154  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.744  -1.051   0.781  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.624   0.196   0.404  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.102   1.123  -0.521  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.230   0.473  -1.269  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.174  -0.293  -0.402  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.501   0.429  -0.218  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.616  -0.563   0.978  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.165  -1.002   0.815  1.00  0.00           C  
HETATM   11  O1  UNL     1       0.046  -2.090   0.002  1.00  0.00           O  
HETATM   12  H1  UNL     1      -2.602   1.813   0.545  1.00  0.00           H  
HETATM   13  H2  UNL     1      -2.633   1.636  -1.260  1.00  0.00           H  
HETATM   14  H3  UNL     1      -3.891   0.869  -0.274  1.00  0.00           H  
HETATM   15  H4  UNL     1      -1.829  -0.601  -1.148  1.00  0.00           H  
HETATM   16  H5  UNL     1      -3.649  -1.415   0.215  1.00  0.00           H  
HETATM   17  H6  UNL     1      -3.058  -0.475   1.655  1.00  0.00           H  
HETATM   18  H7  UNL     1      -2.141  -1.912   1.112  1.00  0.00           H  
HETATM   19  H8  UNL     1      -0.832   0.786   1.346  1.00  0.00           H  
HETATM   20  H9  UNL     1      -0.596   1.545  -1.269  1.00  0.00           H  
HETATM   21  H10 UNL     1       0.548   2.000   0.030  1.00  0.00           H  
HETATM   22  H11 UNL     1       1.823   1.310  -1.737  1.00  0.00           H  
HETATM   23  H12 UNL     1       0.860  -0.120  -2.148  1.00  0.00           H  
HETATM   24  H13 UNL     1       2.414  -1.308  -0.834  1.00  0.00           H  
HETATM   25  H14 UNL     1       3.537   0.930   0.765  1.00  0.00           H  
HETATM   26  H15 UNL     1       3.546   1.199  -1.036  1.00  0.00           H  
HETATM   27  H16 UNL     1       4.347  -0.269  -0.271  1.00  0.00           H  
HETATM   28  H17 UNL     1       2.181  -1.348   1.488  1.00  0.00           H  
HETATM   29  H18 UNL     1       1.598   0.401   1.534  1.00  0.00           H  
HETATM   30  H19 UNL     1      -0.165  -1.309   1.845  1.00  0.00           H  
HETATM   31  H20 UNL     1      -0.144  -1.928  -0.931  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3    4   15
CONECT    3   16   17   18
CONECT    4    5   10   19
CONECT    5    6   20   21
CONECT    6    7   22   23
CONECT    7    8    9   24
CONECT    8   25   26   27
CONECT    9   10   28   29
CONECT   10   11   30
CONECT   11   31
END
Download

SMILES for NP0002762 ((1S,2S,5R)-(+)-Neomenthol)

CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O
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INCHI for NP0002762 ((1S,2S,5R)-(+)-Neomenthol)

InChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9+,10+/m1/s1
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View in JSmol
Synonyms
ValueSource
(1S,2S,5R)-(+)-NeomentholHMDB
(1S,2S,5R)-2-Isopropyl-5-methylcyclohexanolHMDB
(1S,2S,5R)-5-Methyl-2-(propan-2-yl)cyclohexan-1-olHMDB
(1S,2S,5R)-5-Methyl-2-(propan-2-yl)cyclohexanolHMDB
D-NeomentholHMDB
FEMA 2666HMDB
Chemical FormulaC10H20O
Average Mass156.2652 Da
Monoisotopic Mass156.15142 Da
IUPAC Name(1S,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexan-1-ol
Traditional Name(+)-neomenthol
CAS Registry NumberNot Available
SMILES
CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O
InChI Identifier
InChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9+,10+/m1/s1
InChI KeyNOOLISFMXDJSKH-UTLUCORTSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, CDCl3, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Agathosma betulinaLOTUS Database
Calamintha nepetaKNApSAcK Database
Cannabis sativaCannabisDB
      Not Available
Clinopodium browneiLOTUS Database
Clinopodium serpyllifoliumLOTUS Database
Cunila angustifoliaKNApSAcK Database
Mentha piperitaLOTUS Database
Mentha sachalinensisLOTUS Database
Mentha verticillataLOTUS Database
Minthostachys mollisLOTUS Database
Pycnanthemum floridanumLOTUS Database
Rhanterium epapposumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentMenthane monoterpenoids
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting Point-22.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Boiling Point95.00 °C. @ 12.00 mm HgThe Good Scents Company Information System
Water Solubility434.5 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP3.216 (est)The Good Scents Company Information System
Predicted Properties
PropertyValueSource
logP2.68ALOGPS
logP2.66ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)19.55ChemAxon
pKa (Strongest Basic)-0.81ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity47.45 m³·mol⁻¹ChemAxon
Polarizability19.4 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0035763
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB014500
KNApSAcK IDC00053546
Chemspider ID388397
KEGG Compound IDC00553
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound439263
PDB IDNot Available
ChEBI ID15402
Good Scents IDrw1060561
References
General References