NP-MRD: Showing NP-Card for methyl 15-(dimethylamino)-8-hydroxy-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.1³,⁶]pentadeca-1(13),6,11-triene-12-carboxylate (NP0191884)

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Record Information

Version

1.0

Created at

2022-09-04 08:58:36 UTC

Updated at

2022-09-04 08:58:36 UTC

NP-MRD ID

NP0191884

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 15-(dimethylamino)-8-hydroxy-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.1³,⁶]pentadeca-1(13),6,11-triene-12-carboxylate

Description

AC1LAWKX belongs to the class of organic compounds known as furoic acid esters. These are ester derivatives of furoic acid. methyl 15-(dimethylamino)-8-hydroxy-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.1³,⁶]pentadeca-1(13),6,11-triene-12-carboxylate is found in Antillogorgia acerosa. AC1LAWKX is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251502562D          

 30 32  0  0  0  0            999 V2000
    6.7447    0.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1941    0.1562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8195   -0.5789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2689   -1.2708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9957   -0.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4800    0.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7045   -0.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7469   -1.0937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3010   -1.7048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8910   -2.4207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0834   -2.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2842   -2.6718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2691   -3.4967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5683   -2.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5654   -1.4368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2785   -1.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2756   -0.1968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4213   -0.1097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0113   -0.8256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1911   -0.9147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9886    0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9858    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6988    1.4581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2699    1.4532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9944   -1.4318    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8151   -1.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4816   -2.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1976   -3.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5471   -3.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9623   -3.3787    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
  3  4  2  0  0  0  0
  3  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
  8  9  1  0  0  0  0
  5  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 12  1  4  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  2  0  0  0  0
 17 21  1  0  0  0  0
  7 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 16 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 11 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
M  END

     RDKit          3D

 59 61  0  0  0  0  0  0  0  0999 V2000
    3.0718    3.5444   -0.5136 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2935    2.7195    0.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9463    3.0703    1.5628 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7922    1.4805   -0.4750 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3263    1.4252   -0.5298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6321    2.3288   -0.1195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8534    1.7709   -0.4091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1448    2.3858   -0.1443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2281    1.8215   -0.4490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2343    3.6226    0.4568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4715    4.2636    0.7366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5961    0.5484   -0.9851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3042    0.4100   -1.0250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4687   -0.5108   -1.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.9029   -1.1206 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7716   -2.3415    0.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2770   -1.4726    1.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8471   -3.7942    0.5328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7116   -2.3083   -1.2029 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6437   -3.6197   -1.6876 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0420   -2.3225    0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8813   -1.4903    0.5213 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0463   -0.8394    1.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6514   -1.2366    2.9506 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7452    0.3446    1.5947 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3307    0.3081    0.3109 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0021   -1.0081   -0.3162 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1218   -1.9112   -0.3810 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0636   -1.3957   -1.3659 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8683   -2.0163    0.8565 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4315    4.4461   -0.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3315    3.2924   -1.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0957    2.5416    1.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7848    4.1855    1.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8363    2.9324    2.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1462    1.4531   -1.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4699    3.2961    0.3426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9310    3.8810    1.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2814    5.3561    0.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1691    4.0843   -0.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5497   -0.3433   -1.2148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5277   -0.4341   -2.6429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6783   -2.5542   -1.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7272   -1.7965    1.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2420   -0.4255    0.7785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9049   -4.1605    0.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4615   -3.9947    1.5435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2525   -4.3715   -0.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1963   -1.6916   -1.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0390   -4.1444   -1.1996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3591   -3.0989    0.8111 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4290    0.4834    0.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6833   -0.8296   -1.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1207   -1.6165   -1.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9226   -0.2972   -1.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8190   -1.8164   -2.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2701   -3.0555    0.9412 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7872   -1.3603    0.8466 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2828   -1.8357    1.7562 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10  8  1  0
  8  9  2  0
  8  7  1  0
  7 12  2  0
 12 14  1  0
 14 15  1  0
 15 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 27  1  0
 27 26  1  0
 26 25  1  0
 25 23  1  0
 23 24  2  0
 26  4  1  0
  4  2  1  0
  2  3  1  0
  2  1  2  3
  4  5  1  0
  5 13  1  0
  5  6  2  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 15 16  1  0
 16 18  1  0
 16 17  2  3
  6  7  1  0
 13 12  1  0
 23 22  1  0
 11 38  1  0
 11 39  1  0
 11 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  6
 19 49  1  6
 20 50  1  0
 21 51  1  0
 27 53  1  6
 26 52  1  1
  4 36  1  6
  3 33  1  0
  3 34  1  0
  3 35  1  0
  1 31  1  0
  1 32  1  0
  6 37  1  0
 29 54  1  0
 29 55  1  0
 29 56  1  0
 30 57  1  0
 30 58  1  0
 30 59  1  0
 18 46  1  0
 18 47  1  0
 18 48  1  0
 17 44  1  0
 17 45  1  0
M  END


  Mrv1533004251502562D          

 30 32  0  0  0  0            999 V2000
    6.7447    0.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1941    0.1562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8195   -0.5789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2689   -1.2708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9957   -0.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4800    0.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7045   -0.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7469   -1.0937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3010   -1.7048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8910   -2.4207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0834   -2.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2842   -2.6718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2691   -3.4967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5683   -2.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5654   -1.4368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2785   -1.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2756   -0.1968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4213   -0.1097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0113   -0.8256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1911   -0.9147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9886    0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9858    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6988    1.4581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2699    1.4532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9944   -1.4318    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8151   -1.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4816   -2.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1976   -3.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5471   -3.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9623   -3.3787    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
  3  4  2  0  0  0  0
  3  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
  8  9  1  0  0  0  0
  5  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 12  1  4  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  2  0  0  0  0
 17 21  1  0  0  0  0
  7 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 16 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 11 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0191884

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=C2CC(C(O)C=C3C(C(OC3=O)C(C(C)=C)C(O2)=C1)N(C)C)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C23H29NO6/c1-11(2)13-9-17-14(22(26)28-7)10-18(29-17)19(12(3)4)21-20(24(5)6)15(8-16(13)25)23(27)30-21/h8,10,13,16,19-21,25H,1,3,9H2,2,4-7H3

> <INCHI_KEY>
DOCIQYRCMKIGGP-UHFFFAOYSA-N

> <FORMULA>
C23H29NO6

> <MOLECULAR_WEIGHT>
415.486

> <EXACT_MASS>
415.199487658

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
43.873790111126766

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 15-(dimethylamino)-8-hydroxy-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.1³,⁶]pentadeca-1(13),6,11-triene-12-carboxylate

> <ALOGPS_LOGP>
2.52

> <JCHEM_LOGP>
2.5582282393333315

> <ALOGPS_LOGS>
-3.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.417527153274659

> <JCHEM_PKA_STRONGEST_BASIC>
7.223008305390593

> <JCHEM_POLAR_SURFACE_AREA>
89.21

> <JCHEM_REFRACTIVITY>
112.9874

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.18e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 15-(dimethylamino)-8-hydroxy-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.1³,⁶]pentadeca-1(13),6,11-triene-12-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0      12.590   1.583   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      13.429   0.291   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      12.730  -1.081   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      13.569  -2.372   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      11.192  -1.161   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.229   0.041   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.782  -0.358   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       8.861  -2.042   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       9.895  -3.182   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.130  -4.519   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.622  -4.204   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.130  -4.987   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.102  -6.527   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.794  -4.222   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.789  -2.682   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.120  -1.907   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.114  -0.367   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.520  -0.205   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       3.754  -1.541   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.223  -1.707   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       7.445   0.407   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.440   1.947   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.771   2.722   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.104   2.713   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0       7.456  -2.673   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0       8.988  -2.828   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.366  -3.915   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.835  -5.729   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.621  -6.676   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.263  -6.307   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   21                                                  
CONECT    8    7    9                                                       
CONECT    9    8    5   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   28                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   19                                                  
CONECT   16   15   17   25                                                  
CONECT   17   16   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   15   20                                                  
CONECT   20   19                                                            
CONECT   21   17    7   22                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   16   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   11   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₉NO₆

Average Mass

415.4860 Da

Monoisotopic Mass

415.19949 Da

IUPAC Name

methyl 15-(dimethylamino)-8-hydroxy-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.1³,⁶]pentadeca-1(13),6,11-triene-12-carboxylate

Traditional Name

methyl 15-(dimethylamino)-8-hydroxy-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.1³,⁶]pentadeca-1(13),6,11-triene-12-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C2CC(C(O)C=C3C(C(OC3=O)C(C(C)=C)C(O2)=C1)N(C)C)C(C)=C

InChI Identifier

InChI=1S/C23H29NO6/c1-11(2)13-9-17-14(22(26)28-7)10-18(29-17)19(12(3)4)21-20(24(5)6)15(8-16(13)25)23(27)30-21/h8,10,13,16,19-21,25H,1,3,9H2,2,4-7H3

InChI Key

DOCIQYRCMKIGGP-UHFFFAOYSA-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
Antillogorgia acerosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furoic acid esters. These are ester derivatives of furoic acid.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Furans

Sub Class

Furoic acid and derivatives

Direct Parent

Furoic acid esters

Alternative Parents

Substituents

Furoic acid ester
Furan-3-carboxylic acid ester
Furan-3-carboxylic acid or derivatives
Aralkylamine
Dicarboxylic acid or derivatives
Gamma butyrolactone
Tetrahydrofuran
Methyl ester
Enoate ester
Heteroaromatic compound
Alpha,beta-unsaturated carboxylic ester
Amino acid or derivatives
Carboxylic acid ester
Lactone
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
Carboxylic acid derivative
Oxacycle
Organooxygen compound
Organonitrogen compound
Alcohol
Organic oxygen compound
Organic nitrogen compound
Amine
Carbonyl group
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
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	2.52	ALOGPS
logP	2.56	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	14.42	ChemAxon
pKa (Strongest Basic)	7.22	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	89.21 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	112.99 m³·mol⁻¹	ChemAxon
Polarizability	43.87 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

496675

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 15-(dimethylamino)-8-hydroxy-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.1³,⁶]pentadeca-1(13),6,11-triene-12-carboxylate (NP0191884)

MOL for NP0191884 (methyl 15-(dimethylamino)-8-hydroxy-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.1³,⁶]pentadeca-1(13),6,11-triene-12-carboxylate)

3D MOL for NP0191884 (methyl 15-(dimethylamino)-8-hydroxy-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.1³,⁶]pentadeca-1(13),6,11-triene-12-carboxylate)

3D SDF for NP0191884 (methyl 15-(dimethylamino)-8-hydroxy-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.1³,⁶]pentadeca-1(13),6,11-triene-12-carboxylate)

3D-SDF for NP0191884 (methyl 15-(dimethylamino)-8-hydroxy-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.1³,⁶]pentadeca-1(13),6,11-triene-12-carboxylate)

PDB for NP0191884 (methyl 15-(dimethylamino)-8-hydroxy-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.1³,⁶]pentadeca-1(13),6,11-triene-12-carboxylate)

3D PDB for NP0191884 (methyl 15-(dimethylamino)-8-hydroxy-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.1³,⁶]pentadeca-1(13),6,11-triene-12-carboxylate)

SMILES for NP0191884 (methyl 15-(dimethylamino)-8-hydroxy-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.1³,⁶]pentadeca-1(13),6,11-triene-12-carboxylate)

INCHI for NP0191884 (methyl 15-(dimethylamino)-8-hydroxy-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.1³,⁶]pentadeca-1(13),6,11-triene-12-carboxylate)

Structure for NP0191884 (methyl 15-(dimethylamino)-8-hydroxy-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.1³,⁶]pentadeca-1(13),6,11-triene-12-carboxylate)

3D Structure for NP0191884 (methyl 15-(dimethylamino)-8-hydroxy-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.1³,⁶]pentadeca-1(13),6,11-triene-12-carboxylate)