NP-MRD: Showing NP-Card for methyl (2e)-4-[(1r,2s,3s,4ar,6s,8as)-3,6-dihydroxy-5,5,8a-trimethyl-hexahydro-1h-spiro[naphthalene-2,2'-oxiran]-1-yl]-2-(2-hydroxyethyl)but-2-enoate (NP0246395)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 07:51:13 UTC

Updated at

2022-09-07 07:51:13 UTC

NP-MRD ID

NP0246395

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (2e)-4-[(1r,2s,3s,4ar,6s,8as)-3,6-dihydroxy-5,5,8a-trimethyl-hexahydro-1h-spiro[naphthalene-2,2'-oxiran]-1-yl]-2-(2-hydroxyethyl)but-2-enoate

Description

(8S,12E)-8,20-Epoxy-3beta,7beta,15-trihydroxylabd-12-en-16-oic acid methyl ester belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. methyl (2e)-4-[(1r,2s,3s,4ar,6s,8as)-3,6-dihydroxy-5,5,8a-trimethyl-hexahydro-1h-spiro[naphthalene-2,2'-oxiran]-1-yl]-2-(2-hydroxyethyl)but-2-enoate is found in Aframomum sceptrum. Based on a literature review very few articles have been published on (8S,12E)-8,20-Epoxy-3beta,7beta,15-trihydroxylabd-12-en-16-oic acid methyl ester.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072209512D          

 27 29  0  0  1  0            999 V2000
    5.6829    2.5529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8888    2.3294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2981    2.9055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5017    3.7050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5040    2.6820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3005    1.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5063    1.6590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3028    0.8595    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8934    0.2835    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4694    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6929    0.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6899   -0.5160    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2805   -1.0920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8957   -0.7395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3051   -0.1635    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5109   -0.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8689   -1.1303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1589   -0.8686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0797    0.1890    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8738   -0.0345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1238    0.9885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9180    1.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086    0.6360    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7122    1.4355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9134    3.2580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1192    3.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5286    3.6105    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
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 11  1  1  0  0  0
  9 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 15 14  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 15 23  1  0  0  0  0
  8 23  1  0  0  0  0
 23 24  1  1  0  0  0
  5 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END

     RDKit          3D

 61 63  0  0  0  0  0  0  0  0999 V2000
    5.0271    3.0529   -0.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0587    2.0821   -0.3220 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4396    0.7865   -0.6519 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6632    0.5353   -0.7016 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4471   -0.2751   -0.9384 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1451    0.0614   -0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1077   -0.9151   -1.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1231   -0.8465   -0.2575 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2347   -0.9753    1.1532 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9108   -2.2750    1.5390 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5112   -1.0224    1.6355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8409   -0.5932    2.1414 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2900   -0.3831    3.3820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6768    0.5686    1.6717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2441    0.1402    0.3150 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4976    0.8533   -0.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5038    0.3814    1.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4460    2.3393    0.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0015    0.3837   -1.3575 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0824    1.4436   -2.2467 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1649   -0.7528   -1.8979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7098   -0.3736   -2.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1411    0.1533   -0.6852 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6214    1.5173   -1.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9397   -1.5930   -1.3292 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7525   -2.2488   -0.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0722   -2.4508    0.9278 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0636    2.6435   -0.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8820    3.4750    0.9525 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9783    3.8903   -0.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9863    1.1045   -0.6133 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5279   -1.9424   -0.9201 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.9957   -2.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6740   -1.8577   -0.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3537   -2.9411    0.8021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7213   -2.7194    2.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5417   -1.4784    2.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9766   -0.5481    4.0867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0545    1.4753    1.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4510    0.7501    2.4144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5237   -0.9381    0.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2616   -0.6556    1.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4007    1.0833    1.9186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5379    0.4621    0.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2853    2.7318    0.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6852    2.7651   -0.9118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5359    2.7486    0.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0349   -0.0143   -1.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7710    1.2270   -2.9234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5186   -0.9624   -2.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2682   -1.6590   -1.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6359    0.3502   -2.8318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1844   -1.2851   -2.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4601    2.1322   -1.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0639    1.4117   -1.8886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1226    2.0591   -0.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2116   -2.3031   -1.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7131   -1.3716   -2.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1748   -3.2209   -0.6334 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6319   -1.6146   -0.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8241   -3.3967    1.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5 25  1  0
 25 26  1  0
 26 27  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  6
 23  8  1  0
  9 11  1  1
 23 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
 25 57  1  0
 25 58  1  0
 26 59  1  0
 26 60  1  0
 27 61  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  6
 10 35  1  0
 10 36  1  0
 12 37  1  1
 13 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  1
 17 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  1
 20 49  1  0
 21 50  1  0
 21 51  1  0
 22 52  1  0
 22 53  1  0
 24 54  1  0
 24 55  1  0
 24 56  1  0
M  END


  Mrv1652309072209512D          

 27 29  0  0  1  0            999 V2000
    5.6829    2.5529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8888    2.3294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2981    2.9055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5017    3.7050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5040    2.6820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3005    1.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5063    1.6590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3028    0.8595    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8934    0.2835    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4694    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6929    0.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6899   -0.5160    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2805   -1.0920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8957   -0.7395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3051   -0.1635    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5109   -0.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8689   -1.1303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1589   -0.8686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0797    0.1890    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8738   -0.0345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1238    0.9885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9180    1.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086    0.6360    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7122    1.4355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9134    3.2580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1192    3.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5286    3.6105    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
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 11  1  1  0  0  0
  9 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 15 14  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 15 23  1  0  0  0  0
  8 23  1  0  0  0  0
 23 24  1  1  0  0  0
  5 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0246395

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C(\CCO)=C\C[C@H]1[C@]2(CO2)[C@@H](O)C[C@H]2C(C)(C)[C@@H](O)CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C21H34O6/c1-19(2)15-11-17(24)21(12-27-21)14(20(15,3)9-7-16(19)23)6-5-13(8-10-22)18(25)26-4/h5,14-17,22-24H,6-12H2,1-4H3/b13-5+/t14-,15+,16+,17+,20-,21-/m1/s1

> <INCHI_KEY>
VCHRMQOUVAQSIN-VFMOJQHCSA-N

> <FORMULA>
C21H34O6

> <MOLECULAR_WEIGHT>
382.497

> <EXACT_MASS>
382.235538815

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
41.75565629167762

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2E)-4-[(1R,2S,3S,4aR,6S,8aS)-3,6-dihydroxy-5,5,8a-trimethyl-octahydro-1H-spiro[naphthalene-2,2'-oxirane]-1-yl]-2-(2-hydroxyethyl)but-2-enoate

> <JCHEM_LOGP>
1.4158404923333343

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.91357078872172

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.897253558433707

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8349694190476652

> <JCHEM_POLAR_SURFACE_AREA>
99.52000000000001

> <JCHEM_REFRACTIVITY>
101.5093

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2E)-4-[(1R,2S,3S,4aR,6S,8aS)-3,6-dihydroxy-5,5,8a-trimethyl-hexahydro-1H-spiro[naphthalene-2,2'-oxirane]-1-yl]-2-(2-hydroxyethyl)but-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      10.608   4.765   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       9.126   4.348   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       8.023   5.424   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       8.403   6.916   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.541   5.006   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.161   3.514   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.678   3.097   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.299   1.604   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.401   0.529   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.476   1.632   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       6.893   0.149   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.021  -0.963   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.124  -2.038   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       3.539  -1.380   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.436  -0.305   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.954  -0.722   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.622  -2.110   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.297  -1.621   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.149   0.353   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.631  -0.064   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.231   1.845   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.714   2.262   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.816   1.187   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.196   2.680   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.438   6.082   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.956   5.664   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.853   6.740   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   25                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   23                                                  
CONECT    9    8   10   11   12                                             
CONECT   10    9   11                                                       
CONECT   11   10    9                                                       
CONECT   12    9   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   23                                                  
CONECT   16   15   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   15    8   24                                             
CONECT   24   23                                                            
CONECT   25    5   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Value	Source
(8S,12E)-8,20-Epoxy-3b,7b,15-trihydroxylabd-12-en-16-Oate methyl ester	Generator
(8S,12E)-8,20-Epoxy-3b,7b,15-trihydroxylabd-12-en-16-Oic acid methyl ester	Generator
(8S,12E)-8,20-Epoxy-3beta,7beta,15-trihydroxylabd-12-en-16-Oate methyl ester	Generator
(8S,12E)-8,20-Epoxy-3β,7β,15-trihydroxylabd-12-en-16-Oate methyl ester	Generator
(8S,12E)-8,20-Epoxy-3β,7β,15-trihydroxylabd-12-en-16-Oic acid methyl ester	Generator

Chemical Formula

C₂₁H₃₄O₆

Average Mass

382.4970 Da

Monoisotopic Mass

382.23554 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)C(\CCO)=C\C[C@H]1[C@]2(CO2)[C@@H](O)C[C@H]2C(C)(C)[C@@H](O)CC[C@]12C

InChI Identifier

InChI=1S/C21H34O6/c1-19(2)15-11-17(24)21(12-27-21)14(20(15,3)9-7-16(19)23)6-5-13(8-10-22)18(25)26-4/h5,14-17,22-24H,6-12H2,1-4H3/b13-5+/t14-,15+,16+,17+,20-,21-/m1/s1

InChI Key

VCHRMQOUVAQSIN-VFMOJQHCSA-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
Aframomum sceptrum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Labdane diterpenoid
Diterpenoid
Fatty alcohol
Fatty acid ester
Fatty acyl
Cyclic alcohol
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Dialkyl ether
Oxacycle
Oxirane
Ether
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Carbonyl group
Alcohol
Organic oxygen compound
Organic oxide
Primary alcohol
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102271959

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (2e)-4-[(1r,2s,3s,4ar,6s,8as)-3,6-dihydroxy-5,5,8a-trimethyl-hexahydro-1h-spiro[naphthalene-2,2'-oxiran]-1-yl]-2-(2-hydroxyethyl)but-2-enoate (NP0246395)

MOL for NP0246395 (methyl (2e)-4-[(1r,2s,3s,4ar,6s,8as)-3,6-dihydroxy-5,5,8a-trimethyl-hexahydro-1h-spiro[naphthalene-2,2'-oxiran]-1-yl]-2-(2-hydroxyethyl)but-2-enoate)

3D MOL for NP0246395 (methyl (2e)-4-[(1r,2s,3s,4ar,6s,8as)-3,6-dihydroxy-5,5,8a-trimethyl-hexahydro-1h-spiro[naphthalene-2,2'-oxiran]-1-yl]-2-(2-hydroxyethyl)but-2-enoate)

3D SDF for NP0246395 (methyl (2e)-4-[(1r,2s,3s,4ar,6s,8as)-3,6-dihydroxy-5,5,8a-trimethyl-hexahydro-1h-spiro[naphthalene-2,2'-oxiran]-1-yl]-2-(2-hydroxyethyl)but-2-enoate)

3D-SDF for NP0246395 (methyl (2e)-4-[(1r,2s,3s,4ar,6s,8as)-3,6-dihydroxy-5,5,8a-trimethyl-hexahydro-1h-spiro[naphthalene-2,2'-oxiran]-1-yl]-2-(2-hydroxyethyl)but-2-enoate)

PDB for NP0246395 (methyl (2e)-4-[(1r,2s,3s,4ar,6s,8as)-3,6-dihydroxy-5,5,8a-trimethyl-hexahydro-1h-spiro[naphthalene-2,2'-oxiran]-1-yl]-2-(2-hydroxyethyl)but-2-enoate)

3D PDB for NP0246395 (methyl (2e)-4-[(1r,2s,3s,4ar,6s,8as)-3,6-dihydroxy-5,5,8a-trimethyl-hexahydro-1h-spiro[naphthalene-2,2'-oxiran]-1-yl]-2-(2-hydroxyethyl)but-2-enoate)

SMILES for NP0246395 (methyl (2e)-4-[(1r,2s,3s,4ar,6s,8as)-3,6-dihydroxy-5,5,8a-trimethyl-hexahydro-1h-spiro[naphthalene-2,2'-oxiran]-1-yl]-2-(2-hydroxyethyl)but-2-enoate)

INCHI for NP0246395 (methyl (2e)-4-[(1r,2s,3s,4ar,6s,8as)-3,6-dihydroxy-5,5,8a-trimethyl-hexahydro-1h-spiro[naphthalene-2,2'-oxiran]-1-yl]-2-(2-hydroxyethyl)but-2-enoate)

Structure for NP0246395 (methyl (2e)-4-[(1r,2s,3s,4ar,6s,8as)-3,6-dihydroxy-5,5,8a-trimethyl-hexahydro-1h-spiro[naphthalene-2,2'-oxiran]-1-yl]-2-(2-hydroxyethyl)but-2-enoate)

3D Structure for NP0246395 (methyl (2e)-4-[(1r,2s,3s,4ar,6s,8as)-3,6-dihydroxy-5,5,8a-trimethyl-hexahydro-1h-spiro[naphthalene-2,2'-oxiran]-1-yl]-2-(2-hydroxyethyl)but-2-enoate)