NP-MRD: Showing NP-Card for methyl (3s,6z,15r)-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 (NP0303121)

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Record Information

Version

2.0

Created at

2022-09-10 17:12:01 UTC

Updated at

2022-09-10 17:12:01 UTC

NP-MRD ID

NP0303121

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (3s,6z,15r)-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

Methyl (3S,15R)-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 belongs to the class of organic compounds known as furoic acid esters. These are ester derivatives of furoic acid. methyl (3s,6z,15r)-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. It was first documented in 2022 (PMID: 36113990). Based on a literature review a significant number of articles have been published on methyl (3S,15R)-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 (PMID: 36113989) (PMID: 36113988) (PMID: 36113987) (PMID: 36113986).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092209312D          

 30 32  0  0  1  0            999 V2000
    5.1787    1.7614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3891    1.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7873    2.0867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2013    0.7190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0208    0.8138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3642    0.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7569   -0.4947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6329   -1.3890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5794   -1.2538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9504   -0.5169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7646   -0.3839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0565    0.3878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2869   -1.0225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9950   -1.7941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8828   -1.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8051   -2.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0549   -2.8970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4775   -3.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2103   -1.2544    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3908   -1.3491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0474   -0.5990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2313   -0.4783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6156    0.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6933    0.8662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4434    1.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5033    2.0324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2880   -0.4330    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0382   -0.0897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8631   -0.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5838    0.5291    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  6 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
  4 25  1  0  0  0  0
 25 26  1  0  0  0  0
 23 27  1  0  0  0  0
 19 27  1  0  0  0  0
 27 28  1  1  0  0  0
 28 29  1  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
    4.8240   -0.5008   -1.0389 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0482   -1.1972   -0.2188 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4933   -2.4160    0.4628 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6421   -0.7050   -0.0386 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5340    0.5284   -0.9577 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2231    1.1884   -0.7456 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2128    0.5072   -1.1335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8962    1.1326   -0.9140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5822    2.3234   -0.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7824    2.3687   -0.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6226    3.4429    0.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2042    4.2141   -0.4653 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7936    3.6423    1.6784 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6130    4.6722    2.2460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1515    0.4173   -1.3259 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1356    1.3561   -1.9045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5589    1.1923   -3.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6960    2.5023   -1.1544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6563   -0.2702   -0.0409 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1948    0.5143    1.0386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0788   -0.0686    1.6648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5446    0.3031    2.7358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6557   -1.2334    0.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5587   -1.6857    0.6747 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5888   -1.7499   -0.3902 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0918   -1.6776   -1.6646 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9445   -1.5907    0.1507 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7048   -2.4901    0.8785 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6296   -3.9004    0.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3243   -2.0132    2.0862 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8997   -1.3384   -0.8353 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3616   -0.0306   -1.5985 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5703   -2.6657    0.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9024   -3.3012    0.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5674   -2.2648    1.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5174   -0.2890    0.9737 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3734    1.1919   -0.6863 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6763    0.1560   -1.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3068    3.1007   -0.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0458    5.3169    1.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8979    5.2791    2.8494 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3869    4.2558    2.9088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9192   -0.3515   -2.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1432    0.3556   -3.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2698    1.8433   -3.6471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2382    3.4691   -1.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7224    2.3501   -0.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7920    2.6155   -1.4479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7503   -0.3591   -0.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9557   -2.1241    1.6362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0931   -2.7730   -0.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8754   -2.5551   -2.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7696   -1.9944   -0.9205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7197   -4.4348    1.7097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7728   -4.2149    0.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5872   -4.2641    0.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2196   -1.3844    1.8917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6663   -1.4993    2.7830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7248   -2.8962    2.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0
 13 11  1  0
 11 12  2  0
 11 10  1  0
 10  6  2  0
  6  5  1  0
  5  4  1  0
  4 25  1  0
 25 26  1  0
 25 24  1  0
 24 23  2  0
 23 27  1  0
 27 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 19 15  1  0
 15 16  1  0
 16 18  1  0
 16 17  2  3
 15  8  1  0
  8  7  1  0
  8  9  2  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
  4  2  1  0
  2  3  1  0
  2  1  2  3
  9 10  1  0
  7  6  1  0
 21 23  1  0
 14 40  1  0
 14 41  1  0
 14 42  1  0
  5 37  1  0
  5 38  1  0
  4 36  1  1
 25 51  1  6
 26 52  1  0
 24 50  1  0
 27 53  1  6
 19 49  1  6
 15 43  1  6
 18 46  1  0
 18 47  1  0
 18 48  1  0
 17 44  1  0
 17 45  1  0
  9 39  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
  3 33  1  0
  3 34  1  0
  3 35  1  0
  1 31  1  0
  1 32  1  0
M  END


  Mrv1652309092209312D          

 30 32  0  0  1  0            999 V2000
    5.1787    1.7614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3891    1.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7873    2.0867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2013    0.7190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0208    0.8138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3642    0.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7569   -0.4947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6329   -1.3890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5794   -1.2538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9504   -0.5169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7646   -0.3839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0565    0.3878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2869   -1.0225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9950   -1.7941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8828   -1.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8051   -2.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0549   -2.8970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4775   -3.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2103   -1.2544    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3908   -1.3491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0474   -0.5990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2313   -0.4783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6156    0.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6933    0.8662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4434    1.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5033    2.0324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2880   -0.4330    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0382   -0.0897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8631   -0.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5838    0.5291    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  6 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
  4 25  1  0  0  0  0
 25 26  1  0  0  0  0
 23 27  1  0  0  0  0
 19 27  1  0  0  0  0
 27 28  1  1  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0303121

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=C2CC(C(O)\C=C3/[C@H]([C@@H](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/b15-8+/t13?,16?,19?,20-,21+/m1/s1

> <INCHI_KEY>
DOCIQYRCMKIGGP-LCXXEVOZSA-N

> <FORMULA>
C23H29NO6

> <MOLECULAR_WEIGHT>
415.486

> <EXACT_MASS>
415.199487658

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
43.699595210044926

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (3S,15R)-15-(dimethylamino)-8-hydroxy-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.1^{3,6}]pentadeca-1(13),6,11-triene-12-carboxylate

> <JCHEM_LOGP>
2.5582282393333315

> <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>
89.21000000000001

> <JCHEM_REFRACTIVITY>
112.98739999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (3S,15R)-15-(dimethylamino)-8-hydroxy-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.1^{3,6}]pentadeca-1(13),6,11-triene-12-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       9.667   3.288   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.193   2.842   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.070   3.895   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.842   1.342   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.372   1.519   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.013   0.119   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       8.879  -0.923   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       8.648  -2.593   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.415  -2.340   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.107  -0.965   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.627  -0.717   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      13.172   0.724   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      13.602  -1.909   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      13.057  -3.349   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.248  -3.234   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.103  -4.767   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.702  -5.408   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.358  -5.659   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.993  -2.342   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.463  -2.518   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.822  -1.118   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.298  -0.893   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.882   0.084   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.027   1.617   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.428   2.258   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.539   3.794   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       6.138  -0.808   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       7.538  -0.167   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0       9.078  -0.151   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.556   0.988   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   25                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   15                                                  
CONECT    9    8   10                                                       
CONECT   10    9    6   11                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13                                                            
CONECT   15    8   16   19                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   15   20   27                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   27                                                  
CONECT   24   23   25                                                       
CONECT   25   24    4   26                                                  
CONECT   26   25                                                            
CONECT   27   23   19   28                                                  
CONECT   28   27   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

Value	Source
Methyl (3S,15R)-15-(dimethylamino)-8-hydroxy-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.1,]pentadeca-1(13),6,11-triene-12-carboxylic acid	Generator

Chemical Formula

C₂₃H₂₉NO₆

Average Mass

415.4860 Da

Monoisotopic Mass

415.19949 Da

IUPAC Name

methyl (3S,15R)-15-(dimethylamino)-8-hydroxy-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.1^{3,6}]pentadeca-1(13),6,11-triene-12-carboxylate

Traditional Name

methyl (3S,15R)-15-(dimethylamino)-8-hydroxy-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.1^{3,6}]pentadeca-1(13),6,11-triene-12-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C2CC(C(O)\C=C3/[C@H]([C@@H](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/b15-8+/t13?,16?,19?,20-,21+/m1/s1

InChI Key

DOCIQYRCMKIGGP-LCXXEVOZSA-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
Gamma butyrolactone
Dicarboxylic acid or derivatives
Heteroaromatic compound
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Tetrahydrofuran
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Lactone
Carboxylic acid ester
Amino acid or derivatives
Oxacycle
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Alcohol
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	2.56	ChemAxon
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	43.7 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

42614834

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Concha-Miranda M, Tang W, Hartmann K, Brecht M: Large-scale mapping of vocalization-related activity in the functionally diverse nuclei in rat posterior brainstem. J Neurosci. 2022 Sep 16. pii: JNEUROSCI.0813-22.2022. doi: 10.1523/JNEUROSCI.0813-22.2022. [PubMed:36113990 ]
Kausto J, Gluschkoff K, Turunen J, Selinheimo S, Peutere L, Vaananen A: Psychotherapy and change in mental health-related work disability: a prospective Finnish population-level register-based study with a quasi-experimental design. J Epidemiol Community Health. 2022 Sep 16. pii: jech-2022-218941. doi: 10.1136/jech-2022-218941. [PubMed:36113989 ]
Meulemans L, Baert Desurmont S, Waill MC, Castelain G, Killian A, Hauchard J, Frebourg T, Coulet F, Martins A, Muleris M, Gaildrat P: Comprehensive RNA and protein functional assessments contribute to the clinical interpretation of MSH2 variants causing in-frame splicing alterations. J Med Genet. 2022 Sep 16. pii: jmg-2022-108576. doi: 10.1136/jmg-2022-108576. [PubMed:36113988 ]
Otsuji S, Nishio Y, Tsujita M, Rio M, Huber C, Anton-Plagaro C, Mizuno S, Kawano Y, Miyatake S, Simon M, van Binsbergen E, van Jaarsveld RH, Matsumoto N, Cormier-Daire V, J Cullen P, Saitoh S, Kato K: Clinical diversity and molecular mechanism of VPS35L-associated Ritscher-Schinzel syndrome. J Med Genet. 2022 Sep 16. pii: jmg-2022-108602. doi: 10.1136/jmg-2022-108602. [PubMed:36113987 ]
Crul M, Breukels O: Safe handling of cytostatic drugs: recommendations from independent science. Eur J Hosp Pharm. 2022 Sep 16. pii: ejhpharm-2022-003469. doi: 10.1136/ejhpharm-2022-003469. [PubMed:36113986 ]
LOTUS database [Link]

Showing NP-Card for methyl (3s,6z,15r)-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 (NP0303121)

MOL for NP0303121 (methyl (3s,6z,15r)-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 NP0303121 (methyl (3s,6z,15r)-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 NP0303121 (methyl (3s,6z,15r)-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 NP0303121 (methyl (3s,6z,15r)-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 NP0303121 (methyl (3s,6z,15r)-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 NP0303121 (methyl (3s,6z,15r)-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 NP0303121 (methyl (3s,6z,15r)-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 NP0303121 (methyl (3s,6z,15r)-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 NP0303121 (methyl (3s,6z,15r)-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 NP0303121 (methyl (3s,6z,15r)-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)