NP-MRD: Showing NP-Card for Methyl galbanate (NP0073911)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 19:07:31 UTC

Updated at

2022-04-28 19:07:31 UTC

NP-MRD ID

NP0073911

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Methyl galbanate

Description

Methyl (2R)-2-methyl-4-[(1R,6R)-2,3,6-trimethyl-6-{[(2-oxo-2H-chromen-7-yl)oxy]methyl}cyclohex-2-en-1-yl]butanoate belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). Methyl galbanate is found in Ferula assa-foetida and Ferula szowitsiana. Based on a literature review very few articles have been published on methyl (2R)-2-methyl-4-[(1R,6R)-2,3,6-trimethyl-6-{[(2-oxo-2H-chromen-7-yl)oxy]methyl}cyclohex-2-en-1-yl]butanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282221072D          

 30 32  0  0  1  0            999 V2000
   -3.0720   -0.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2595   -0.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9774    0.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5077    0.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3201    0.5325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6023   -0.2428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8504    1.1645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5682    1.9397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0985    2.5717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7558    2.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2255    1.4510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3542   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8239   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1060   -3.0572    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1060   -3.8822    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8205   -4.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5350   -3.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5350   -3.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8205   -2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2494   -4.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8205   -5.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3915   -4.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6771   -3.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9626   -4.2947    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2481   -3.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2481   -3.0572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4663   -4.2947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1808   -3.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9626   -5.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2936   -3.2005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
  4 11  1  0  0  0  0
  1 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 17 20  1  0  0  0  0
 16 21  1  0  0  0  0
 15 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 24 29  1  6  0  0  0
 14 30  1  6  0  0  0
M  END

     RDKit          3D

 62 64  0  0  0  0  0  0  0  0999 V2000
   -7.1519    2.6414    0.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9619    1.8767    0.8087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5451    0.9222   -0.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2031    0.6765   -1.1081 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2741    0.1277    0.1486 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5155   -0.5783    1.4791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1860    1.1211    0.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7981    0.7147    0.4506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0603   -0.0882   -0.5199 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5789   -1.3995   -0.9030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3420   -1.5964   -2.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3235   -2.4592   -0.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8449   -3.7766   -0.5294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4308   -2.2785    1.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7642   -1.5163    0.4573 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4250   -0.2084   -0.1562 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8482    0.8735    0.7837 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2428   -0.0799   -1.4472 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5388   -0.1598   -1.3522 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7641    0.1233   -1.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8391   -0.7031   -1.4273 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1381   -0.4574   -1.1133 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4738    0.6421   -0.3598 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7872    0.8963   -0.0382 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1007    2.0118    0.7230 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0445    2.8036    1.1109 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3125    3.8250    1.8056 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8201    2.5308    0.7878 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4653    1.4764    0.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1488    1.2306   -0.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0568    3.4960    1.3558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0587    2.0921    0.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2482    3.0127   -0.4107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2368   -0.5733   -0.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9685   -1.5639    1.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5863   -0.6572    2.0691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2451   -0.0308    2.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2033    1.6643   -0.7882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4912    1.9043    0.9696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7594    0.2581    1.4918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2399    1.7058    0.6596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0244    0.5316   -1.4885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6579   -2.0434   -2.9727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1638   -2.2890   -1.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6915   -0.5954   -2.5110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3917   -4.6102    0.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6054   -3.9705   -1.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9509   -3.8354   -0.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9368   -1.8230    1.8392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0637   -3.2758    1.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5724   -1.4453    1.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1706   -2.1993   -0.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0354    1.8491    0.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2076    0.9211    1.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8427    0.5268    1.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8818    0.9137   -1.8754 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7609   -0.8928   -2.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5803   -1.5652   -2.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9629   -1.1030   -1.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5510    0.2226   -0.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1072    2.2576    1.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4107    1.9252    0.0967 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  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 29 30  2  0
 16  9  1  0
 30 20  1  0
 29 23  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  6
  6 35  1  0
  6 36  1  0
  6 37  1  0
  7 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  6
 11 43  1  0
 11 44  1  0
 11 45  1  0
 13 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 17 53  1  0
 17 54  1  0
 17 55  1  0
 18 56  1  0
 18 57  1  0
 21 58  1  0
 22 59  1  0
 24 60  1  0
 25 61  1  0
 30 62  1  0
M  END


  Mrv1652304282221072D          

 30 32  0  0  1  0            999 V2000
   -3.0720   -0.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2595   -0.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9774    0.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5077    0.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3201    0.5325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6023   -0.2428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8504    1.1645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5682    1.9397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0985    2.5717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7558    2.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2255    1.4510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3542   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8239   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1060   -3.0572    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1060   -3.8822    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8205   -4.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5350   -3.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5350   -3.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8205   -2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2494   -4.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8205   -5.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3915   -4.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6771   -3.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9626   -4.2947    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2481   -3.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2481   -3.0572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4663   -4.2947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1808   -3.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9626   -5.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2936   -3.2005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
  4 11  1  0  0  0  0
  1 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 17 20  1  0  0  0  0
 16 21  1  0  0  0  0
 15 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 24 29  1  6  0  0  0
 14 30  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0073911

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@H](C)CC[C@@H]1C(C)=C(C)CC[C@@]1(C)COC1=CC=C2C=CC(=O)OC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H32O5/c1-16-12-13-25(4,21(18(16)3)10-6-17(2)24(27)28-5)15-29-20-9-7-19-8-11-23(26)30-22(19)14-20/h7-9,11,14,17,21H,6,10,12-13,15H2,1-5H3/t17-,21-,25+/m1/s1

> <INCHI_KEY>
VEPJENAVBBECGU-ZIYZLLSTSA-N

> <FORMULA>
C25H32O5

> <MOLECULAR_WEIGHT>
412.526

> <EXACT_MASS>
412.22497413

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
46.22918789638599

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2R)-2-methyl-4-[(1R,6R)-2,3,6-trimethyl-6-{[(2-oxo-2H-chromen-7-yl)oxy]methyl}cyclohex-2-en-1-yl]butanoate

> <ALOGPS_LOGP>
5.65

> <JCHEM_LOGP>
5.232137015333335

> <ALOGPS_LOGS>
-5.46

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.846237112939508

> <JCHEM_POLAR_SURFACE_AREA>
61.83

> <JCHEM_REFRACTIVITY>
117.1961

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.43e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2R)-2-methyl-4-[(1R,6R)-2,3,6-trimethyl-6-{[(2-oxochromen-7-yl)oxy]methyl}cyclohex-2-en-1-yl]butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      -5.734  -1.633   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.218  -1.365   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.691   0.082   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.681   1.261   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.198   0.994   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.724  -0.453   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -7.187   2.174   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -6.661   3.621   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -7.651   4.801   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -5.144   3.888   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.154   2.709   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -6.261  -3.080   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -5.271  -4.260   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.798  -5.707   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.798  -7.247   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -7.132  -8.017   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -8.465  -7.247   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -8.465  -5.707   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -7.132  -4.937   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -9.799  -8.017   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -7.132  -9.557   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.464  -8.017   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.131  -7.247   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.797  -8.017   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.463  -7.247   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -0.463  -5.707   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.870  -8.017   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.204  -7.247   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.797  -9.557   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -4.281  -5.974   0.000  0.00  0.00           C+0
CONECT    1    2    6   12                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10    4                                                       
CONECT   12    1   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19   30                                             
CONECT   15   14   16   22                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20   17                                                            
CONECT   21   16                                                            
CONECT   22   15   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   29                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27                                                            
CONECT   29   24                                                            
CONECT   30   14                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Value	Source
Methyl (2R)-2-methyl-4-[(1R,6R)-2,3,6-trimethyl-6-{[(2-oxo-2H-chromen-7-yl)oxy]methyl}cyclohex-2-en-1-yl]butanoic acid	Generator

Chemical Formula

C₂₅H₃₂O₅

Average Mass

412.5260 Da

Monoisotopic Mass

412.22497 Da

IUPAC Name

methyl (2R)-2-methyl-4-[(1R,6R)-2,3,6-trimethyl-6-{[(2-oxo-2H-chromen-7-yl)oxy]methyl}cyclohex-2-en-1-yl]butanoate

Traditional Name

methyl (2R)-2-methyl-4-[(1R,6R)-2,3,6-trimethyl-6-{[(2-oxochromen-7-yl)oxy]methyl}cyclohex-2-en-1-yl]butanoate

CAS Registry Number

Not Available

SMILES

COC(=O)[C@H](C)CC[C@@H]1C(C)=C(C)CC[C@@]1(C)COC1=CC=C2C=CC(=O)OC2=C1

InChI Identifier

InChI=1S/C25H32O5/c1-16-12-13-25(4,21(18(16)3)10-6-17(2)24(27)28-5)15-29-20-9-7-19-8-11-23(26)30-22(19)14-20/h7-9,11,14,17,21H,6,10,12-13,15H2,1-5H3/t17-,21-,25+/m1/s1

InChI Key

VEPJENAVBBECGU-ZIYZLLSTSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Ferula assa-foetida	Plant	KNApSAcK
Ferula szowitziana	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Not Available

Direct Parent

Coumarins and derivatives

Alternative Parents

Substituents

Coumarin
1-benzopyran
Benzopyran
Pyranone
Fatty acid ester
Alkyl aryl ether
Fatty acyl
Benzenoid
Pyran
Heteroaromatic compound
Methyl ester
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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
logP	5.65	ALOGPS
logP	5.23	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	61.83 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	117.2 m³·mol⁻¹	ChemAxon
Polarizability	46.23 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

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

163106279

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Methyl galbanate (NP0073911)

MOL for NP0073911 (Methyl galbanate)

3D MOL for NP0073911 (Methyl galbanate)

3D SDF for NP0073911 (Methyl galbanate)

3D-SDF for NP0073911 (Methyl galbanate)

PDB for NP0073911 (Methyl galbanate)

3D PDB for NP0073911 (Methyl galbanate)

SMILES for NP0073911 (Methyl galbanate)

INCHI for NP0073911 (Methyl galbanate)

Structure for NP0073911 (Methyl galbanate)

3D Structure for NP0073911 (Methyl galbanate)