NP-MRD: Showing NP-Card for (1'r,2s,4r,5's)-5,7-dihydroxy-5'-isopropyl-4-(2-methylpropyl)-3,4-dihydrospiro[1-benzopyran-2,2'-bicyclo[3.1.0]hexane]-6,8-dicarbaldehyde (NP0157484)

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Record Information

Version

2.0

Created at

2022-09-02 14:52:27 UTC

Updated at

2022-09-02 14:52:27 UTC

NP-MRD ID

NP0157484

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1'r,2s,4r,5's)-5,7-dihydroxy-5'-isopropyl-4-(2-methylpropyl)-3,4-dihydrospiro[1-benzopyran-2,2'-bicyclo[3.1.0]hexane]-6,8-dicarbaldehyde

Description

SCHEMBL96168 belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position. (1'r,2s,4r,5's)-5,7-dihydroxy-5'-isopropyl-4-(2-methylpropyl)-3,4-dihydrospiro[1-benzopyran-2,2'-bicyclo[3.1.0]hexane]-6,8-dicarbaldehyde is found in Eucalyptus globulus. Based on a literature review very few articles have been published on SCHEMBL96168.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022216522D          

 28 31  0  0  1  0            999 V2000
    2.3149    3.2984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4900    3.2842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0653    3.9914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0899    2.5627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5147    1.8555    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3396    1.8697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7643    1.1625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2377    1.8382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0266    1.5968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0408    0.7719    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8627    0.6998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2112   -0.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3360    1.3756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8832   -0.0379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2607    0.5035    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3642    0.4410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5393    0.4267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1392   -0.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5640   -1.0020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1639   -1.7235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3144   -0.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0858   -1.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1104    0.3983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9353    0.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3354   -0.3375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2897    1.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1351    1.8270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1146    1.1340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 10 14  1  0  0  0  0
 15 14  1  1  0  0  0
  7 15  1  0  0  0  0
 10 15  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 17 28  1  0  0  0  0
  5 28  1  0  0  0  0
M  END

     RDKit          3D

 58 61  0  0  0  0  0  0  0  0999 V2000
   -3.9040    3.0298   -0.8673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0651    2.0063   -0.1140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3112    2.9109    0.9370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0137    1.5214   -1.0458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1589    0.5019   -0.4457 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0305    0.0455   -1.2928 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1015   -0.3881   -0.2924 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9571   -1.4115   -0.9932 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2311   -0.6866   -1.3633 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3294    0.5303   -0.5077 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6073    0.8941    0.1650 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4708    2.1470    0.9663 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1943   -0.2394    0.9749 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4547    1.7337   -0.8774 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0037    0.7456    0.1003 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4478   -0.9580    0.8621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8303   -1.5445    0.6819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1673   -2.7691    1.1686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2140   -3.5696    1.9411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4963   -4.6941    2.4012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4497   -3.3043    0.9450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6936   -4.5478    1.4786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3573   -2.5521    0.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6759   -3.1168   -0.0078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6004   -2.5585   -0.6454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9930   -1.2897   -0.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8992   -0.5856   -0.9966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7484   -0.7895   -0.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6804    3.4871   -0.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1987    3.8537   -1.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2771    2.6036   -1.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5991    1.3323    0.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1243    3.4623    1.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6750    3.6256    0.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7893    2.2709    1.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3927    1.2924   -2.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3424    2.4181   -1.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7070    0.9510    0.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2741   -0.8526   -1.8452 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3735    0.8019   -1.9874 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1539   -2.2912   -0.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5057   -1.7902   -1.9321 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0733   -1.3656   -1.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2566   -0.4669   -2.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3597    1.1068   -0.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5823    3.0700    0.3300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5932    2.1865    1.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3644    2.1907    1.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5585   -0.9993    0.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1095    0.1531    1.4697 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5032   -0.6586    1.7078 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1851    1.7378   -1.9393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7472    2.7292   -0.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9613    1.0517    1.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7697   -3.1750    2.1208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5614   -5.0062    1.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9227   -4.1107    0.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8030   -0.6694   -1.3145 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
  8  9  1  0
  9 10  1  0
 10 14  1  0
 14 15  1  0
 10 11  1  1
 11 12  1  0
 11 13  1  0
  7 16  1  1
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 18 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  2  0
 23 26  1  0
 26 27  1  0
 26 28  2  0
 28  5  1  0
 15  7  1  0
 28 17  1  0
 15 10  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  1
  6 39  1  0
  6 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 14 52  1  0
 14 53  1  0
 15 54  1  1
 11 45  1  0
 12 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 13 51  1  0
 19 55  1  0
 22 56  1  0
 24 57  1  0
 27 58  1  0
M  END


  Mrv1652309022216522D          

 28 31  0  0  1  0            999 V2000
    2.3149    3.2984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4900    3.2842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0653    3.9914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0899    2.5627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5147    1.8555    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3396    1.8697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7643    1.1625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2377    1.8382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0266    1.5968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0408    0.7719    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8627    0.6998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2112   -0.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3360    1.3756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8832   -0.0379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2607    0.5035    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3642    0.4410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5393    0.4267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1392   -0.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5640   -1.0020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1639   -1.7235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3144   -0.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0858   -1.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1104    0.3983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9353    0.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3354   -0.3375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2897    1.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1351    1.8270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1146    1.1340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 10 14  1  0  0  0  0
 15 14  1  1  0  0  0
  7 15  1  0  0  0  0
 10 15  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 17 28  1  0  0  0  0
  5 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0157484

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C[C@@H]1C[C@]2(CC[C@]3(C[C@@H]23)C(C)C)OC2=C(C=O)C(O)=C(C=O)C(O)=C12

> <INCHI_IDENTIFIER>
InChI=1S/C23H30O5/c1-12(2)7-14-8-23(6-5-22(13(3)4)9-17(22)23)28-21-16(11-25)19(26)15(10-24)20(27)18(14)21/h10-14,17,26-27H,5-9H2,1-4H3/t14-,17-,22+,23+/m1/s1

> <INCHI_KEY>
DRQVGVASTZKOLP-XMSXUTLMSA-N

> <FORMULA>
C23H30O5

> <MOLECULAR_WEIGHT>
386.488

> <EXACT_MASS>
386.209324066

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
43.01205212096596

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1'R,2S,4R,5'S)-5,7-dihydroxy-4-(2-methylpropyl)-5'-(propan-2-yl)-3,4-dihydrospiro[1-benzopyran-2,2'-bicyclo[3.1.0]hexane]-6,8-dicarbaldehyde

> <ALOGPS_LOGP>
3.86

> <JCHEM_LOGP>
6.584884107000001

> <ALOGPS_LOGS>
-4.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.392620440805764

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.893587663633479

> <JCHEM_PKA_STRONGEST_BASIC>
-4.9484425705780914

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
108.40529999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.59e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1'R,2S,4R,5'S)-5,7-dihydroxy-5'-isopropyl-4-(2-methylpropyl)-3,4-dihydrospiro[1-benzopyran-2,2'-bicyclo[3.1.0]hexane]-6,8-dicarbaldehyde

> <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       4.321   6.157   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.781   6.130   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.989   7.451   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.035   4.784   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.827   3.464   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.367   3.490   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.160   2.170   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.044   3.431   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.516   2.981   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.543   1.441   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.077   1.306   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.728  -0.089   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.961   2.568   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.249  -0.071   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.087   0.940   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.413   0.823   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.873   0.797   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.127  -0.550   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.919  -1.870   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.173  -3.217   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.587  -0.577   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.160  -1.924   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.206   0.743   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.746   0.717   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.493  -0.630   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.541   2.090   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -0.252   3.410   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.081   2.117   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   28                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   15   16                                             
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   14   15                                             
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   10   15                                                       
CONECT   15   14    7   10                                                  
CONECT   16    7   17                                                       
CONECT   17   16   18   28                                                  
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   23   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   17    5                                                  
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

(1'R,2S,4R,5'S)-5,7-dihydroxy-4-(2-methylpropyl)-5'-(propan-2-yl)-3,4-dihydrospiro[1-benzopyran-2,2'-bicyclo[3.1.0]hexane]-6,8-dicarbaldehyde

Traditional Name

(1'R,2S,4R,5'S)-5,7-dihydroxy-5'-isopropyl-4-(2-methylpropyl)-3,4-dihydrospiro[1-benzopyran-2,2'-bicyclo[3.1.0]hexane]-6,8-dicarbaldehyde

CAS Registry Number

Not Available

SMILES

CC(C)C[C@@H]1C[C@]2(CC[C@]3(C[C@@H]23)C(C)C)OC2=C(C=O)C(O)=C(C=O)C(O)=C12

InChI Identifier

InChI=1S/C23H30O5/c1-12(2)7-14-8-23(6-5-22(13(3)4)9-17(22)23)28-21-16(11-25)19(26)15(10-24)20(27)18(14)21/h10-14,17,26-27H,5-9H2,1-4H3/t14-,17-,22+,23+/m1/s1

InChI Key

DRQVGVASTZKOLP-XMSXUTLMSA-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
Eucalyptus globulus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

1-benzopyrans

Alternative Parents

Substituents

1-benzopyran
Aryl-aldehyde
Phenol
Alkyl aryl ether
Benzenoid
Vinylogous acid
Oxacycle
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aldehyde
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	3.86	ALOGPS
logP	6.58	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	6.89	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	108.41 m³·mol⁻¹	ChemAxon
Polarizability	43.01 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

58120323

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1'r,2s,4r,5's)-5,7-dihydroxy-5'-isopropyl-4-(2-methylpropyl)-3,4-dihydrospiro[1-benzopyran-2,2'-bicyclo[3.1.0]hexane]-6,8-dicarbaldehyde (NP0157484)

MOL for NP0157484 ((1'r,2s,4r,5's)-5,7-dihydroxy-5'-isopropyl-4-(2-methylpropyl)-3,4-dihydrospiro[1-benzopyran-2,2'-bicyclo[3.1.0]hexane]-6,8-dicarbaldehyde)

3D MOL for NP0157484 ((1'r,2s,4r,5's)-5,7-dihydroxy-5'-isopropyl-4-(2-methylpropyl)-3,4-dihydrospiro[1-benzopyran-2,2'-bicyclo[3.1.0]hexane]-6,8-dicarbaldehyde)

3D SDF for NP0157484 ((1'r,2s,4r,5's)-5,7-dihydroxy-5'-isopropyl-4-(2-methylpropyl)-3,4-dihydrospiro[1-benzopyran-2,2'-bicyclo[3.1.0]hexane]-6,8-dicarbaldehyde)

3D-SDF for NP0157484 ((1'r,2s,4r,5's)-5,7-dihydroxy-5'-isopropyl-4-(2-methylpropyl)-3,4-dihydrospiro[1-benzopyran-2,2'-bicyclo[3.1.0]hexane]-6,8-dicarbaldehyde)

PDB for NP0157484 ((1'r,2s,4r,5's)-5,7-dihydroxy-5'-isopropyl-4-(2-methylpropyl)-3,4-dihydrospiro[1-benzopyran-2,2'-bicyclo[3.1.0]hexane]-6,8-dicarbaldehyde)

3D PDB for NP0157484 ((1'r,2s,4r,5's)-5,7-dihydroxy-5'-isopropyl-4-(2-methylpropyl)-3,4-dihydrospiro[1-benzopyran-2,2'-bicyclo[3.1.0]hexane]-6,8-dicarbaldehyde)

SMILES for NP0157484 ((1'r,2s,4r,5's)-5,7-dihydroxy-5'-isopropyl-4-(2-methylpropyl)-3,4-dihydrospiro[1-benzopyran-2,2'-bicyclo[3.1.0]hexane]-6,8-dicarbaldehyde)

INCHI for NP0157484 ((1'r,2s,4r,5's)-5,7-dihydroxy-5'-isopropyl-4-(2-methylpropyl)-3,4-dihydrospiro[1-benzopyran-2,2'-bicyclo[3.1.0]hexane]-6,8-dicarbaldehyde)

Structure for NP0157484 ((1'r,2s,4r,5's)-5,7-dihydroxy-5'-isopropyl-4-(2-methylpropyl)-3,4-dihydrospiro[1-benzopyran-2,2'-bicyclo[3.1.0]hexane]-6,8-dicarbaldehyde)

3D Structure for NP0157484 ((1'r,2s,4r,5's)-5,7-dihydroxy-5'-isopropyl-4-(2-methylpropyl)-3,4-dihydrospiro[1-benzopyran-2,2'-bicyclo[3.1.0]hexane]-6,8-dicarbaldehyde)