NP-MRD: Showing NP-Card for methyl (3s)-3-[(2r,3r,8s)-5-hydroxy-2,3-dimethyl-8-[(2r)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl]hexanoate (NP0204046)

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Record Information

Version

2.0

Created at

2022-09-04 23:38:47 UTC

Updated at

2022-09-04 23:38:47 UTC

NP-MRD ID

NP0204046

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (3s)-3-[(2r,3r,8s)-5-hydroxy-2,3-dimethyl-8-[(2r)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl]hexanoate

Description

Methyl (3S)-3-[(2R,3R,8S)-5-hydroxy-2,3-dimethyl-8-[(2R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-3,4,7,8-tetrahydro-2H-1-benzopyran-6-yl]hexanoate belongs to the class of organic compounds known as benzopyrans. These are organic compounds containing a benzene ring fused to a pyran ring. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds. methyl (3s)-3-[(2r,3r,8s)-5-hydroxy-2,3-dimethyl-8-[(2r)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl]hexanoate is found in Calophyllum inophyllum. Based on a literature review very few articles have been published on methyl (3S)-3-[(2R,3R,8S)-5-hydroxy-2,3-dimethyl-8-[(2R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-3,4,7,8-tetrahydro-2H-1-benzopyran-6-yl]hexanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052201382D          

 39 40  0  0  1  0            999 V2000
    0.2847   -8.1828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0599   -7.9006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6919   -8.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2032   -7.0882    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9784   -6.8060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6104   -7.3363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3857   -7.0541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5289   -6.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0177   -7.5844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5712   -6.5579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.7454    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4897   -6.0276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1217   -5.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8970   -5.7794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0402   -6.5919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5289   -5.2491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -5.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -5.0309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -3.6020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -0.1105   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -2.1730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6020   -3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -3.6020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1105   -5.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -6.4599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -6.4599    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -1.3480   -5.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7605   -4.3164    0.0000 O   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
  4  2  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  4 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 20 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
 19 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  2  0  0  0  0
 11 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  6  0  0  0
 34 36  1  0  0  0  0
 36 37  1  1  0  0  0
 36 38  1  0  0  0  0
 31 38  1  0  0  0  0
 38 39  2  0  0  0  0
M  END

     RDKit          3D

 87 88  0  0  0  0  0  0  0  0999 V2000
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   -0.4345   -3.4584   -0.0368 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5399   -4.2907    0.2307 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3052   -4.4087   -1.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4576   -3.7739    1.2928 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1726   -4.2657    2.6698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5382   -2.2696    1.2197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3986   -1.6771    1.8749 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5191    0.5493    4.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2036   -0.3304    2.8695 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6679    2.0619    2.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8518    0.9591    4.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1136   -0.1345    0.8417 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2990    1.9737    0.4992 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7345   -5.1061   -1.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1437   -4.2548    3.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3905   -3.7358    3.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
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 23 22  1  0
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  6  7  2  3
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  4  2  1  0
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  2  1  2  3
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  1 40  1  0
  1 41  1  0
M  END


  Mrv1652309052201382D          

 39 40  0  0  1  0            999 V2000
    0.2847   -8.1828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0599   -7.9006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6919   -8.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2032   -7.0882    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9784   -6.8060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6104   -7.3363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3857   -7.0541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5289   -6.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0177   -7.5844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5712   -6.5579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.7454    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4897   -6.0276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1217   -5.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8970   -5.7794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0402   -6.5919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5289   -5.2491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -5.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -5.0309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -3.6020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -2.1730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -3.6020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -5.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -5.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -6.4599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -6.4599    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7605   -7.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7605   -5.7454    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5855   -5.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -5.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7605   -4.3164    0.0000 O   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
  4  2  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  4 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 20 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
 19 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  2  0  0  0  0
 11 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  6  0  0  0
 34 36  1  0  0  0  0
 36 37  1  1  0  0  0
 36 38  1  0  0  0  0
 31 38  1  0  0  0  0
 38 39  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0204046

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC[C@@H](CC(=O)OC)C1=C(O)C2=C(O[C@H](C)[C@@H](C)C2=O)[C@](CC=C(C)C)(C[C@@H](CC=C(C)C)C(C)=C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C33H48O6/c1-11-12-24(17-26(34)38-10)27-30(36)28-29(35)22(8)23(9)39-32(28)33(31(27)37,16-15-20(4)5)18-25(21(6)7)14-13-19(2)3/h13,15,22-25,36H,6,11-12,14,16-18H2,1-5,7-10H3/t22-,23-,24+,25-,33-/m1/s1

> <INCHI_KEY>
QDPQKBRQKKSJRJ-QDYUQMBUSA-N

> <FORMULA>
C33H48O6

> <MOLECULAR_WEIGHT>
540.741

> <EXACT_MASS>
540.345089266

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
87

> <JCHEM_AVERAGE_POLARIZABILITY>
61.68756810774542

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (3S)-3-[(2R,3R,8S)-5-hydroxy-2,3-dimethyl-8-[(2R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-3,4,7,8-tetrahydro-2H-1-benzopyran-6-yl]hexanoate

> <JCHEM_LOGP>
6.933698858000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
18.919301222198627

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.132807344310886

> <JCHEM_PKA_STRONGEST_BASIC>
-4.862740010586423

> <JCHEM_POLAR_SURFACE_AREA>
89.9

> <JCHEM_REFRACTIVITY>
159.5776

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl (3S)-3-[(2R,3R,8S)-5-hydroxy-2,3-dimethyl-8-[(2R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl]hexanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       0.531 -15.275   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.979 -14.748   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.158 -15.738   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.246 -13.231   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.693 -12.705   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.873 -13.694   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.320 -13.168   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.587 -11.651   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.500 -14.158   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.066 -12.241   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334 -10.725   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.781 -11.251   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.961 -10.262   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.408 -10.788   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.675 -12.305   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.587  -9.798   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.104  -9.391   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.644  -9.391   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.334  -8.057   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.104  -6.724   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.206  -5.390   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.976  -4.056   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.644  -6.724   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.414  -5.390   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.644  -4.056   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.954  -5.390   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       6.724  -6.724   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.206  -8.057   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -0.976  -6.724   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -0.976  -9.391   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.206 -10.725   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -0.976 -12.058   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -2.516 -12.058   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -3.286 -13.392   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -3.286 -10.725   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -4.826 -10.725   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -2.516  -9.391   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -3.286  -8.057   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    4   11                                                       
CONECT   11   10   12   17   32                                             
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   11   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   29                                                  
CONECT   20   19   21   24                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   20   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27                                                            
CONECT   29   19   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   38                                                  
CONECT   32   31   11   33                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   31   39                                                  
CONECT   39   38                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   80    0
END

View in JSmol

Synonyms

Value	Source
Methyl (3S)-3-[(2R,3R,8S)-5-hydroxy-2,3-dimethyl-8-[(2R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-3,4,7,8-tetrahydro-2H-1-benzopyran-6-yl]hexanoic acid	Generator

Chemical Formula

C₃₃H₄₈O₆

Average Mass

540.7410 Da

Monoisotopic Mass

540.34509 Da

IUPAC Name

methyl (3S)-3-[(2R,3R,8S)-5-hydroxy-2,3-dimethyl-8-[(2R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-3,4,7,8-tetrahydro-2H-1-benzopyran-6-yl]hexanoate

Traditional Name

methyl (3S)-3-[(2R,3R,8S)-5-hydroxy-2,3-dimethyl-8-[(2R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl]hexanoate

CAS Registry Number

Not Available

SMILES

CCC[C@@H](CC(=O)OC)C1=C(O)C2=C(O[C@H](C)[C@@H](C)C2=O)[C@](CC=C(C)C)(C[C@@H](CC=C(C)C)C(C)=C)C1=O

InChI Identifier

InChI=1S/C33H48O6/c1-11-12-24(17-26(34)38-10)27-30(36)28-29(35)22(8)23(9)39-32(28)33(31(27)37,16-15-20(4)5)18-25(21(6)7)14-13-19(2)3/h13,15,22-25,36H,6,11-12,14,16-18H2,1-5,7-10H3/t22-,23-,24+,25-,33-/m1/s1

InChI Key

QDPQKBRQKKSJRJ-QDYUQMBUSA-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
Calophyllum inophyllum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzopyrans. These are organic compounds containing a benzene ring fused to a pyran ring. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

Not Available

Direct Parent

Benzopyrans

Alternative Parents

Substituents

Benzopyran
Bicyclic monoterpenoid
Monoterpenoid
Dihydropyranone
Fatty acid ester
Fatty acid methyl ester
Fatty acyl
Vinylogous ester
Methyl ester
Vinylogous acid
Ketone
Carboxylic acid ester
Cyclic ketone
Monocarboxylic acid or derivatives
Oxacycle
Enol
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Organic oxide
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
logP	6.93	ChemAxon
pKa (Strongest Acidic)	4.13	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	89.9 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	159.58 m³·mol⁻¹	ChemAxon
Polarizability	61.69 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	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

163194411

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (3s)-3-[(2r,3r,8s)-5-hydroxy-2,3-dimethyl-8-[(2r)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl]hexanoate (NP0204046)

MOL for NP0204046 (methyl (3s)-3-[(2r,3r,8s)-5-hydroxy-2,3-dimethyl-8-[(2r)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl]hexanoate)

3D MOL for NP0204046 (methyl (3s)-3-[(2r,3r,8s)-5-hydroxy-2,3-dimethyl-8-[(2r)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl]hexanoate)

3D SDF for NP0204046 (methyl (3s)-3-[(2r,3r,8s)-5-hydroxy-2,3-dimethyl-8-[(2r)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl]hexanoate)

3D-SDF for NP0204046 (methyl (3s)-3-[(2r,3r,8s)-5-hydroxy-2,3-dimethyl-8-[(2r)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl]hexanoate)

PDB for NP0204046 (methyl (3s)-3-[(2r,3r,8s)-5-hydroxy-2,3-dimethyl-8-[(2r)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl]hexanoate)

3D PDB for NP0204046 (methyl (3s)-3-[(2r,3r,8s)-5-hydroxy-2,3-dimethyl-8-[(2r)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl]hexanoate)

SMILES for NP0204046 (methyl (3s)-3-[(2r,3r,8s)-5-hydroxy-2,3-dimethyl-8-[(2r)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl]hexanoate)

INCHI for NP0204046 (methyl (3s)-3-[(2r,3r,8s)-5-hydroxy-2,3-dimethyl-8-[(2r)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl]hexanoate)

Structure for NP0204046 (methyl (3s)-3-[(2r,3r,8s)-5-hydroxy-2,3-dimethyl-8-[(2r)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl]hexanoate)

3D Structure for NP0204046 (methyl (3s)-3-[(2r,3r,8s)-5-hydroxy-2,3-dimethyl-8-[(2r)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl]hexanoate)