NP-MRD: Showing NP-Card for (4as,7as,7br)-3-(hydroxymethyl)-6,6,7b-trimethyl-1h,2h,4h,4ah,5h,7h,7ah-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate (NP0161329)

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Record Information

Version

2.0

Created at

2022-09-02 19:28:33 UTC

Updated at

2022-09-02 19:28:33 UTC

NP-MRD ID

NP0161329

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(4as,7as,7br)-3-(hydroxymethyl)-6,6,7b-trimethyl-1h,2h,4h,4ah,5h,7h,7ah-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate

Description

NSC346191 belongs to the class of organic compounds known as melleolides and analogues. Melleolides and analogues are compounds with a structure characterized by the presence of a 2-hydroxy-4-methoxy-6-methylbenzoic acid derivative linked to a 3,6,6,7b-tetramethyl-cyclobuta[e]indene moiety. (4as,7as,7br)-3-(hydroxymethyl)-6,6,7b-trimethyl-1h,2h,4h,4ah,5h,7h,7ah-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate is found in Laurilia sulcata. Based on a literature review very few articles have been published on NSC346191.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022221282D          

 28 31  0  0  1  0            999 V2000
    6.8231    0.5197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0661   -0.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8704   -0.4524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1134   -1.2408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9177   -1.4246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5521   -1.8455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7478   -1.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1866   -2.2664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5048   -0.8733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7006   -0.6896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1393   -1.2942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4576    0.0988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6533    0.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2145    0.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5159    0.5424    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2729    1.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9546   -0.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5690   -0.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0078   -1.5842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6221   -2.3135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7446   -0.9162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3058   -0.2176    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4930   -0.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3763    0.7406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5763    0.5391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0924    1.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1170    1.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6914    0.5118    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
 28 27  1  6  0  0  0
 22 28  1  0  0  0  0
 15 28  1  0  0  0  0
M  END

     RDKit          3D

 58 61  0  0  0  0  0  0  0  0999 V2000
   -3.2804   -0.8434   -1.7257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5385   -0.5231   -1.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7599   -0.9722   -1.5444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9441   -0.6737   -0.9043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1773   -1.1052   -1.3830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8639    0.0803    0.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6604    0.5263    0.7529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6031    1.2958    1.9314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4659    0.2332    0.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1986    0.7087    0.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2373    1.3904    1.7143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9727    0.4694    0.1043 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7483    0.9287    0.6229 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1415    1.6057   -0.4343 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2743    1.0620    0.4088 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4940    1.9865    1.5951 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3449   -0.0882    0.7108 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7774   -1.3043    0.9056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1322   -2.4184    1.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4521   -2.0539    1.2915 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2454   -1.5905    0.8095 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7114   -0.8315   -0.4191 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1994   -1.0077   -0.5576 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8569    0.3072   -0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0069    0.1355    0.7618 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3626    0.9214   -1.5027 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7632    1.1541    0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5119    0.6347   -0.2823 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5340   -1.3428   -2.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8224    0.1349   -2.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5727   -1.4194   -1.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8058   -1.5666   -2.4546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7154   -0.5356   -2.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8099    0.3144    0.7517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4889    1.4957    2.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7675    1.5230    1.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0526    1.0895   -1.4338 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0478    2.6967   -0.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4899    2.4949    1.5235 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7687    2.8471    1.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3534    1.4684    2.5657 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2120   -2.9679    2.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0358   -3.1791    0.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0692   -2.7933    1.0368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4415   -2.6544    0.6514 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7631   -1.1540    1.6794 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1575   -1.1758   -1.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5820   -1.7743    0.1682 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4959   -1.3772   -1.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7389    0.9673    0.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6084    0.1833    1.8128 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5506   -0.8194    0.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2722    2.0372   -1.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7649    0.6136   -2.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4096    0.6233   -1.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7855    0.9362    1.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9493    2.2028    0.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5227    1.1036   -1.3063 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
 15 28  1  0
 28 27  1  0
 27 24  1  0
 24 25  1  0
 24 26  1  0
 24 23  1  0
 23 22  1  0
 22 21  1  0
 21 18  1  0
 18 19  1  0
 19 20  1  0
 18 17  2  0
  9  2  1  0
 17 13  1  0
 17 15  1  0
 22 28  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  5 33  1  0
  6 34  1  0
  8 35  1  0
 13 36  1  1
 14 37  1  0
 14 38  1  0
 16 39  1  0
 16 40  1  0
 16 41  1  0
 28 58  1  6
 27 56  1  0
 27 57  1  0
 25 50  1  0
 25 51  1  0
 25 52  1  0
 26 53  1  0
 26 54  1  0
 26 55  1  0
 23 48  1  0
 23 49  1  0
 22 47  1  6
 21 45  1  0
 21 46  1  0
 19 42  1  0
 19 43  1  0
 20 44  1  0
M  END


  Mrv1652309022221282D          

 28 31  0  0  1  0            999 V2000
    6.8231    0.5197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0661   -0.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8704   -0.4524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1134   -1.2408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9177   -1.4246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5521   -1.8455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7478   -1.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1866   -2.2664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5048   -0.8733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7006   -0.6896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1393   -1.2942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4576    0.0988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6533    0.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2145    0.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5159    0.5424    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2729    1.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9546   -0.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5690   -0.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0078   -1.5842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6221   -2.3135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7446   -0.9162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3058   -0.2176    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4930   -0.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3763    0.7406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5763    0.5391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0924    1.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1170    1.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6914    0.5118    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
 28 27  1  6  0  0  0
 22 28  1  0  0  0  0
 15 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0161329

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC(O)=CC(O)=C1C(=O)OC1C[C@]2(C)[C@H]3CC(C)(C)C[C@H]3CC(CO)=C12

> <INCHI_IDENTIFIER>
InChI=1S/C23H30O5/c1-12-5-15(25)7-17(26)19(12)21(27)28-18-10-23(4)16-9-22(2,3)8-13(16)6-14(11-24)20(18)23/h5,7,13,16,18,24-26H,6,8-11H2,1-4H3/t13-,16+,18?,23-/m1/s1

> <INCHI_KEY>
PWOYAWWIXUTWJJ-KLIWNFNASA-N

> <FORMULA>
C23H30O5

> <MOLECULAR_WEIGHT>
386.488

> <EXACT_MASS>
386.209324066

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
43.251525793186545

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4aS,7aS,7bR)-3-(hydroxymethyl)-6,6,7b-trimethyl-1H,2H,4H,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate

> <ALOGPS_LOGP>
3.60

> <JCHEM_LOGP>
4.597508732666666

> <ALOGPS_LOGS>
-4.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.554617118583847

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.696147512065021

> <JCHEM_PKA_STRONGEST_BASIC>
-2.741611189388654

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
107.54299999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.02e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4aS,7aS,7bR)-3-(hydroxymethyl)-6,6,7b-trimethyl-1H,2H,4H,4aH,5H,7H,7aH-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      12.736   0.970   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.190  -0.502   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.691  -0.845   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.145  -2.316   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      16.646  -2.659   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      14.097  -3.445   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.596  -3.102   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      11.548  -4.231   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      12.142  -1.630   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.641  -1.287   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       9.593  -2.416   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      10.187   0.184   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       8.686   0.527   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.867   1.832   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.563   1.013   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.109   2.484   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.382  -0.292   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.662  -1.653   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.481  -2.957   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       6.761  -4.318   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.123  -1.710   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.304  -0.406   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.787  -0.142   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.569   1.382   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.076   1.006   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.039   2.828   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.952   2.061   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.024   0.955   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7    2   10                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17   28                                             
CONECT   16   15                                                            
CONECT   17   15   13   18                                                  
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18   22                                                       
CONECT   22   21   23   28                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26   27                                             
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   24   28                                                       
CONECT   28   27   22   15                                                  
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₃₀O₅

Average Mass

386.4880 Da

Monoisotopic Mass

386.20932 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC1=CC(O)=CC(O)=C1C(=O)OC1C[C@]2(C)[C@H]3CC(C)(C)C[C@H]3CC(CO)=C12

InChI Identifier

InChI=1S/C23H30O5/c1-12-5-15(25)7-17(26)19(12)21(27)28-18-10-23(4)16-9-22(2,3)8-13(16)6-14(11-24)20(18)23/h5,7,13,16,18,24-26H,6,8-11H2,1-4H3/t13-,16+,18?,23-/m1/s1

InChI Key

PWOYAWWIXUTWJJ-KLIWNFNASA-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
Laurilia sulcata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as melleolides and analogues. Melleolides and analogues are compounds with a structure characterized by the presence of a 2-hydroxy-4-methoxy-6-methylbenzoic acid derivative linked to a 3,6,6,7b-tetramethyl-cyclobuta[e]indene moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Melleolides and analogues

Alternative Parents

Substituents

Melleolide-skeleton
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
O-hydroxybenzoic acid ester
Dihydroxybenzoic acid
Benzoate ester
Salicylic acid or derivatives
Benzoic acid or derivatives
M-cresol
Benzoyl
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Toluene
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Carboxylic acid ester
Carboxylic acid derivative
Alcohol
Organooxygen compound
Primary alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	3.6	ALOGPS
logS	-4.6	ALOGPS

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

297450

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

335648

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (4as,7as,7br)-3-(hydroxymethyl)-6,6,7b-trimethyl-1h,2h,4h,4ah,5h,7h,7ah-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate (NP0161329)

MOL for NP0161329 ((4as,7as,7br)-3-(hydroxymethyl)-6,6,7b-trimethyl-1h,2h,4h,4ah,5h,7h,7ah-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate)

3D MOL for NP0161329 ((4as,7as,7br)-3-(hydroxymethyl)-6,6,7b-trimethyl-1h,2h,4h,4ah,5h,7h,7ah-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate)

3D SDF for NP0161329 ((4as,7as,7br)-3-(hydroxymethyl)-6,6,7b-trimethyl-1h,2h,4h,4ah,5h,7h,7ah-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate)

3D-SDF for NP0161329 ((4as,7as,7br)-3-(hydroxymethyl)-6,6,7b-trimethyl-1h,2h,4h,4ah,5h,7h,7ah-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate)

PDB for NP0161329 ((4as,7as,7br)-3-(hydroxymethyl)-6,6,7b-trimethyl-1h,2h,4h,4ah,5h,7h,7ah-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate)

3D PDB for NP0161329 ((4as,7as,7br)-3-(hydroxymethyl)-6,6,7b-trimethyl-1h,2h,4h,4ah,5h,7h,7ah-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate)

SMILES for NP0161329 ((4as,7as,7br)-3-(hydroxymethyl)-6,6,7b-trimethyl-1h,2h,4h,4ah,5h,7h,7ah-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate)

INCHI for NP0161329 ((4as,7as,7br)-3-(hydroxymethyl)-6,6,7b-trimethyl-1h,2h,4h,4ah,5h,7h,7ah-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate)

Structure for NP0161329 ((4as,7as,7br)-3-(hydroxymethyl)-6,6,7b-trimethyl-1h,2h,4h,4ah,5h,7h,7ah-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate)

3D Structure for NP0161329 ((4as,7as,7br)-3-(hydroxymethyl)-6,6,7b-trimethyl-1h,2h,4h,4ah,5h,7h,7ah-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate)