NP-MRD: Showing NP-Card for (1s,2r,5s,6r,8s,9s,10s,12r,15s,16r,25s,27s,28s)-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9-diol (NP0241902)

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Record Information

Version

2.0

Created at

2022-09-07 02:05:38 UTC

Updated at

2022-09-07 02:05:38 UTC

NP-MRD ID

NP0241902

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2r,5s,6r,8s,9s,10s,12r,15s,16r,25s,27s,28s)-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9-diol

Description

(1S,2R,5S,6R,8S,9S,10S,12R,15S,16R,25S,27S,28S)-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]Tritriaconta-17(31),19(30),20,22(29)-tetraene-5,9-diol belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. (1s,2r,5s,6r,8s,9s,10s,12r,15s,16r,25s,27s,28s)-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9-diol is found in Penicillium crustosum. Based on a literature review very few articles have been published on (1S,2R,5S,6R,8S,9S,10S,12R,15S,16R,25S,27S,28S)-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]Tritriaconta-17(31),19(30),20,22(29)-tetraene-5,9-diol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072204052D          

 43 52  0  0  1  0            999 V2000
   10.3068   -4.7796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4844   -4.7147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1293   -3.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3069   -3.9052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3166   -3.2382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5390   -2.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9116   -3.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1431   -3.3412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7493   -4.0662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3172   -4.6647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0618   -4.3096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8395   -4.5851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1946   -5.3298    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.0170   -5.3946    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6967   -6.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9191   -6.1074    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    6.0417   -5.4423    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2170   -5.4206    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6490   -6.0190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5762   -4.0515    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7740   -3.8589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2061   -4.4572    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    0.8723   -5.8466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0447   -5.6336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8104   -4.8426    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9828   -4.6296    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0775   -3.8101    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  1  0  0  0  0
  4  5  2  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
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  2  0  0  0  0
  4 12  1  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  1  0  0  0
 16 15  1  6  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
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 34 35  2  0  0  0  0
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 37 38  1  1  0  0  0
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 39 41  1  0  0  0  0
 31 41  1  0  0  0  0
 25 41  1  0  0  0  0
 27 42  1  0  0  0  0
  9 42  1  0  0  0  0
 22 42  1  0  0  0  0
 42 43  1  1  0  0  0
M  END

     RDKit          3D

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 43 87  1  0
 43 88  1  0
 22 63  1  6
 23 64  1  0
 23 65  1  0
 24 66  1  0
 24 67  1  0
 26 68  1  0
 39 85  1  1
 37 83  1  6
 38 84  1  0
 21 62  1  1
 18 56  1  0
 18 57  1  0
 18 58  1  0
 19 59  1  0
 19 60  1  0
 19 61  1  0
 16 55  1  6
 15 53  1  0
 15 54  1  0
 14 52  1  1
 13 51  1  1
  8 50  1  0
  6 49  1  0
  5 48  1  0
  3 46  1  0
  3 47  1  0
  1 44  1  0
  1 45  1  0
M  END


  Mrv1652309072204052D          

 43 52  0  0  1  0            999 V2000
   10.3068   -4.7796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4844   -4.7147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1293   -3.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3069   -3.9052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3166   -3.2382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5390   -2.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9116   -3.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1431   -3.3412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7493   -4.0662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3172   -4.6647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0618   -4.3096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8395   -4.5851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1946   -5.3298    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.0170   -5.3946    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6967   -6.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9191   -6.1074    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1744   -6.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7101   -7.0899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7071   -7.1423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3968   -6.1870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0417   -5.4423    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2170   -5.4206    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6490   -6.0190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8468   -5.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6126   -5.0353    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5048   -5.8532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1806   -4.4369    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7485   -3.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9464   -3.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1442   -3.4532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5762   -4.0515    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7740   -3.8589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2061   -4.4572    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4039   -4.2645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1641   -4.8629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1697   -3.4735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4403   -5.2483    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8723   -5.8466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2425   -5.4410    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0447   -5.6336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8104   -4.8426    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9828   -4.6296    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0775   -3.8101    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  1  0  0  0  0
  4  5  2  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
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  2  0  0  0  0
  4 12  1  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  1  0  0  0
 16 15  1  6  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 10  1  1  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
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  1  6  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 33 37  1  0  0  0  0
 37 38  1  1  0  0  0
 37 39  1  0  0  0  0
 39 40  1  1  0  0  0
 41 40  1  1  0  0  0
 39 41  1  0  0  0  0
 31 41  1  0  0  0  0
 25 41  1  0  0  0  0
 27 42  1  0  0  0  0
  9 42  1  0  0  0  0
 22 42  1  0  0  0  0
 42 43  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0241902

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=C)[C@@H]1O[C@@H]2CC[C@@]3(C)[C@@]4(C)[C@@H](CC[C@@]3(O)[C@@]22O[C@H]2[C@H]1O)[C@@H]1OC(C)(C)[C@H]2C[C@H]3[C@@H]2C2=C5C(NC4=C15)=CC=C2CC3=C

> <INCHI_IDENTIFIER>
InChI=1S/C37H45NO5/c1-16(2)29-28(39)32-37(43-32)23(41-29)11-12-34(6)35(7)20(10-13-36(34,37)40)30-27-26-22(38-31(27)35)9-8-18-14-17(3)19-15-21(25(19)24(18)26)33(4,5)42-30/h8-9,19-21,23,25,28-30,32,38-40H,1,3,10-15H2,2,4-7H3/t19-,20+,21+,23-,25+,28+,29+,30+,32+,34+,35+,36+,37-/m1/s1

> <INCHI_KEY>
CRPJNVUYZRFGAK-YIASUGAESA-N

> <FORMULA>
C37H45NO5

> <MOLECULAR_WEIGHT>
583.769

> <EXACT_MASS>
583.329773553

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
66.83562963069565

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,5S,6R,8S,9S,10S,12R,15S,16R,25S,27S,28S)-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0^{2,16}.0^{5,15}.0^{6,8}.0^{6,12}.0^{17,31}.0^{19,30}.0^{22,29}.0^{25,28}]tritriaconta-17(31),19,21,29-tetraene-5,9-diol

> <JCHEM_LOGP>
4.756595021333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
10

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.414904365472658

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.799052627277675

> <JCHEM_PKA_STRONGEST_BASIC>
-3.601193183448812

> <JCHEM_POLAR_SURFACE_AREA>
87.24000000000001

> <JCHEM_REFRACTIVITY>
162.78910000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5S,6R,8S,9S,10S,12R,15S,16R,25S,27S,28S)-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0^{2,16}.0^{5,15}.0^{6,8}.0^{6,12}.0^{17,31}.0^{19,30}.0^{22,29}.0^{25,28}]tritriaconta-17(31),19,21,29-tetraene-5,9-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      19.239  -8.922   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.704  -8.801   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.041  -7.411   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.506  -7.290   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.524  -6.045   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.073  -5.530   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.902  -6.530   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      11.467  -6.237   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      10.732  -7.590   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.792  -8.707   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.182  -8.045   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.634  -8.559   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.297  -9.949   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.832 -10.070   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.234 -11.915   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.782 -11.400   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.392 -12.063   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.392 -13.234   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.520 -13.332   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      11.941 -11.549   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      11.278 -10.159   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.738 -10.119   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.678 -11.235   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.181 -10.876   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.744  -9.399   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.542 -10.926   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       7.804  -8.282   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.864  -7.165   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.367  -6.806   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.869  -6.446   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.809  -7.563   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       3.312  -7.203   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       2.251  -8.320   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.754  -7.960   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -0.306  -9.077   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       0.317  -6.484   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.689  -9.797   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       1.628 -10.914   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       4.186 -10.156   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       5.683 -10.516   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       5.246  -9.040   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       9.301  -8.642   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       9.478  -7.112   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   12                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   42                                                  
CONECT   10    9   11   21                                                  
CONECT   11   10    7   12                                                  
CONECT   12   11    4   13                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13    2   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   13   17                                                  
CONECT   17   16   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   17   21                                                       
CONECT   21   20   10   22                                                  
CONECT   22   21   23   42                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27   41                                             
CONECT   26   25                                                            
CONECT   27   25   28   29   42                                             
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   41                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   37                                                  
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   33   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40   41                                                  
CONECT   40   39   41                                                       
CONECT   41   40   39   31   25                                             
CONECT   42   27    9   22   43                                             
CONECT   43   42                                                            
MASTER        0    0    0    0    0    0    0    0   43    0  104    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₇H₄₅NO₅

Average Mass

583.7690 Da

Monoisotopic Mass

583.32977 Da

IUPAC Name

(1S,2R,5S,6R,8S,9S,10S,12R,15S,16R,25S,27S,28S)-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0^{2,16}.0^{5,15}.0^{6,8}.0^{6,12}.0^{17,31}.0^{19,30}.0^{22,29}.0^{25,28}]tritriaconta-17(31),19,21,29-tetraene-5,9-diol

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(=C)[C@@H]1O[C@@H]2CC[C@@]3(C)[C@@]4(C)[C@@H](CC[C@@]3(O)[C@@]22O[C@H]2[C@H]1O)[C@@H]1OC(C)(C)[C@H]2C[C@H]3[C@@H]2C2=C5C(NC4=C15)=CC=C2CC3=C

InChI Identifier

InChI=1S/C37H45NO5/c1-16(2)29-28(39)32-37(43-32)23(41-29)11-12-34(6)35(7)20(10-13-36(34,37)40)30-27-26-22(38-31(27)35)9-8-18-14-17(3)19-15-21(25(19)24(18)26)33(4,5)42-30/h8-9,19-21,23,25,28-30,32,38-40H,1,3,10-15H2,2,4-7H3/t19-,20+,21+,23-,25+,28+,29+,30+,32+,34+,35+,36+,37-/m1/s1

InChI Key

CRPJNVUYZRFGAK-YIASUGAESA-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
Penicillium crustosum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Not Available

Direct Parent

Naphthopyrans

Alternative Parents

Substituents

Naphthopyran
Naphthalene
Tetralin
3-alkylindole
Indole
Indole or derivatives
1,4-dioxepane
Dioxepane
Monosaccharide
Oxane
Pyran
Benzenoid
Pyrrole
Cyclic alcohol
Tertiary alcohol
Heteroaromatic compound
Secondary alcohol
Azacycle
Oxacycle
Dialkyl ether
Oxirane
Ether
Alcohol
Organopnictogen compound
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
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	4.76	ChemAxon
pKa (Strongest Acidic)	12.8	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	87.24 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	162.79 m³·mol⁻¹	ChemAxon
Polarizability	66.84 Å³	ChemAxon
Number of Rings	10	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

163187907

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]