NP-MRD: Showing NP-Card for 11-carbomethoxylinderazulene (NP0028002)

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Record Information

Version

2.0

Created at

2021-06-19 20:00:32 UTC

Updated at

2021-06-29 23:54:30 UTC

NP-MRD ID

NP0028002

Secondary Accession Numbers

None

Natural Product Identification

Common Name

11-carbomethoxylinderazulene

Provided By

JEOL Database JEOL Logo

Description

Methyl 1,5-dimethylazuleno[6,7-b]furan-8-carboxylate is also known as 11-carbomethoxylinderazulene. 11-carbomethoxylinderazulene is found in Paramuricea. 11-carbomethoxylinderazulene was first documented in 2005 (Reddy, N. S., et al.). Based on a literature review very few articles have been published on methyl 1,5-dimethylazuleno[6,7-b]furan-8-carboxylate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192122003D          

 33 35  0  0  0  0            999 V2000
    2.5686   -3.9479   -1.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2867   -3.4813   -0.8564 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2706   -2.1754   -0.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2449   -1.4388   -0.4715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1064   -1.7896   -0.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1370   -2.7773    0.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2687   -2.1597    0.5841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0191   -0.7245    0.5400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9410    0.2163    0.8454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3618   -0.1096    1.2664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7296    1.6606    0.8251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6377    2.3560    0.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6214    3.7564    0.5312 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3526    4.1582    0.1305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4682    3.1454   -0.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8789    3.2092   -0.6126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3184    1.9391    0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1295    0.6886   -0.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6081   -0.5388    0.1173 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9145   -3.3832   -2.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4689   -4.9986   -1.5648 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2907   -3.8795   -0.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9953   -3.8458    0.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1845   -2.6590    0.8514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5936   -1.1756    1.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0777    0.3524    0.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5567    0.2758    2.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5924    2.2598    1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1874    5.2199    0.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5377    2.6985    0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2222    4.2457   -0.6979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9930    2.7397   -1.5949 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1553    0.5763   -0.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
 19  8  1  0  0  0  0
 12 11  1  0  0  0  0
 12 17  2  0  0  0  0
 18 17  1  0  0  0  0
  8  9  1  0  0  0  0
  8  7  2  0  0  0  0
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
  5 19  1  0  0  0  0
 18 19  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 15 16  1  0  0  0  0
 17 15  1  0  0  0  0
  5  3  1  0  0  0  0
 15 14  2  0  0  0  0
  3  4  2  0  0  0  0
 14 13  1  0  0  0  0
  3  2  1  0  0  0  0
 13 12  1  0  0  0  0
  2  1  1  0  0  0  0
 18 33  1  0  0  0  0
 11 28  1  0  0  0  0
 14 29  1  0  0  0  0
  7 24  1  0  0  0  0
  6 23  1  0  0  0  0
 10 25  1  0  0  0  0
 10 26  1  0  0  0  0
 10 27  1  0  0  0  0
 16 30  1  0  0  0  0
 16 31  1  0  0  0  0
 16 32  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
M  END

     RDKit          3D

 33 35  0  0  0  0  0  0  0  0999 V2000
    2.5686   -3.9479   -1.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2867   -3.4813   -0.8564 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2706   -2.1754   -0.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2449   -1.4388   -0.4715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1064   -1.7896   -0.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1370   -2.7773    0.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2687   -2.1597    0.5841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0191   -0.7245    0.5400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9410    0.2163    0.8454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3618   -0.1096    1.2664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7296    1.6606    0.8251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6377    2.3560    0.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6214    3.7564    0.5312 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3526    4.1582    0.1305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4682    3.1454   -0.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8789    3.2092   -0.6126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3184    1.9391    0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1295    0.6886   -0.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6081   -0.5388    0.1173 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9145   -3.3832   -2.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4689   -4.9986   -1.5648 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2907   -3.8795   -0.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9953   -3.8458    0.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1845   -2.6590    0.8514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5936   -1.1756    1.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0777    0.3524    0.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5567    0.2758    2.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5924    2.2598    1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1874    5.2199    0.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5377    2.6985    0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2222    4.2457   -0.6979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9930    2.7397   -1.5949 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1553    0.5763   -0.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
 19  8  1  0
 12 11  1  0
 12 17  2  0
 18 17  1  0
  8  9  1  0
  8  7  2  0
  7  6  1  0
  6  5  2  0
  5 19  1  0
 18 19  2  0
  9 10  1  0
  9 11  2  0
 15 16  1  0
 17 15  1  0
  5  3  1  0
 15 14  2  0
  3  4  2  0
 14 13  1  0
  3  2  1  0
 13 12  1  0
  2  1  1  0
 18 33  1  0
 11 28  1  0
 14 29  1  0
  7 24  1  0
  6 23  1  0
 10 25  1  0
 10 26  1  0
 10 27  1  0
 16 30  1  0
 16 31  1  0
 16 32  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
M  END


  Mrv1652306192122003D          

 33 35  0  0  0  0            999 V2000
    2.5686   -3.9479   -1.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2867   -3.4813   -0.8564 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2706   -2.1754   -0.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2449   -1.4388   -0.4715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1064   -1.7896   -0.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1370   -2.7773    0.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2687   -2.1597    0.5841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0191   -0.7245    0.5400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9410    0.2163    0.8454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3618   -0.1096    1.2664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7296    1.6606    0.8251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6377    2.3560    0.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6214    3.7564    0.5312 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3526    4.1582    0.1305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4682    3.1454   -0.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8789    3.2092   -0.6126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3184    1.9391    0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1295    0.6886   -0.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6081   -0.5388    0.1173 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9145   -3.3832   -2.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4689   -4.9986   -1.5648 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2907   -3.8795   -0.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9953   -3.8458    0.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1845   -2.6590    0.8514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5936   -1.1756    1.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0777    0.3524    0.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5567    0.2758    2.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5924    2.2598    1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1874    5.2199    0.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5377    2.6985    0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2222    4.2457   -0.6979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9930    2.7397   -1.5949 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1553    0.5763   -0.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
 19  8  1  0  0  0  0
 12 11  1  0  0  0  0
 12 17  2  0  0  0  0
 18 17  1  0  0  0  0
  8  9  1  0  0  0  0
  8  7  2  0  0  0  0
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
  5 19  1  0  0  0  0
 18 19  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 15 16  1  0  0  0  0
 17 15  1  0  0  0  0
  5  3  1  0  0  0  0
 15 14  2  0  0  0  0
  3  4  2  0  0  0  0
 14 13  1  0  0  0  0
  3  2  1  0  0  0  0
 13 12  1  0  0  0  0
  2  1  1  0  0  0  0
 18 33  1  0  0  0  0
 11 28  1  0  0  0  0
 14 29  1  0  0  0  0
  7 24  1  0  0  0  0
  6 23  1  0  0  0  0
 10 25  1  0  0  0  0
 10 26  1  0  0  0  0
 10 27  1  0  0  0  0
 16 30  1  0  0  0  0
 16 31  1  0  0  0  0
 16 32  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0028002

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C(C2=C(O1)C([H])=C(C1=C([H])C([H])=C(C(=O)OC([H])([H])[H])C1=C2[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O3/c1-9-6-15-13(10(2)8-19-15)7-14-11(9)4-5-12(14)16(17)18-3/h4-8H,1-3H3

> <INCHI_KEY>
IRGLEIHRANDEHS-UHFFFAOYSA-N

> <FORMULA>
C16H14O3

> <MOLECULAR_WEIGHT>
254.285

> <EXACT_MASS>
254.094294311

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
28.179832906288897

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 3,8-dimethylazuleno[6,5-b]furan-5-carboxylate

> <ALOGPS_LOGP>
3.60

> <JCHEM_LOGP>
4.152165716

> <ALOGPS_LOGS>
-3.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.817466368917799

> <JCHEM_POLAR_SURFACE_AREA>
39.44

> <JCHEM_REFRACTIVITY>
73.457

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.07e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 3,8-dimethylazuleno[6,5-b]furan-5-carboxylate

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 33 35  0  0  0  0  0  0  0  0999 V2000
    2.5686   -3.9479   -1.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2867   -3.4813   -0.8564 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2706   -2.1754   -0.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2449   -1.4388   -0.4715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1064   -1.7896   -0.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1370   -2.7773    0.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2687   -2.1597    0.5841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0191   -0.7245    0.5400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9410    0.2163    0.8454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3618   -0.1096    1.2664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7296    1.6606    0.8251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6377    2.3560    0.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6214    3.7564    0.5312 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3526    4.1582    0.1305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4682    3.1454   -0.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8789    3.2092   -0.6126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3184    1.9391    0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1295    0.6886   -0.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6081   -0.5388    0.1173 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9145   -3.3832   -2.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4689   -4.9986   -1.5648 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2907   -3.8795   -0.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9953   -3.8458    0.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1845   -2.6590    0.8514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5936   -1.1756    1.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0777    0.3524    0.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5567    0.2758    2.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5924    2.2598    1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1874    5.2199    0.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5377    2.6985    0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2222    4.2457   -0.6979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9930    2.7397   -1.5949 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1553    0.5763   -0.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
 19  8  1  0
 12 11  1  0
 12 17  2  0
 18 17  1  0
  8  9  1  0
  8  7  2  0
  7  6  1  0
  6  5  2  0
  5 19  1  0
 18 19  2  0
  9 10  1  0
  9 11  2  0
 15 16  1  0
 17 15  1  0
  5  3  1  0
 15 14  2  0
  3  4  2  0
 14 13  1  0
  3  2  1  0
 13 12  1  0
  2  1  1  0
 18 33  1  0
 11 28  1  0
 14 29  1  0
  7 24  1  0
  6 23  1  0
 10 25  1  0
 10 26  1  0
 10 27  1  0
 16 30  1  0
 16 31  1  0
 16 32  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       2.569  -3.948  -1.279  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.287  -3.481  -0.856  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.271  -2.175  -0.471  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.245  -1.439  -0.472  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.106  -1.790  -0.058  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.137  -2.777   0.232  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.269  -2.160   0.584  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.019  -0.725   0.540  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.941   0.216   0.845  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.362  -0.110   1.266  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.730   1.661   0.825  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.638   2.356   0.500  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.621   3.756   0.531  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.353   4.158   0.131  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.468   3.145  -0.160  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.879   3.209  -0.613  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.318   1.939   0.066  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.130   0.689  -0.102  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.608  -0.539   0.117  0.00  0.00           C+0
HETATM   20  H   UNK     0       2.914  -3.383  -2.150  0.00  0.00           H+0
HETATM   21  H   UNK     0       2.469  -4.999  -1.565  0.00  0.00           H+0
HETATM   22  H   UNK     0       3.291  -3.880  -0.459  0.00  0.00           H+0
HETATM   23  H   UNK     0      -0.995  -3.846   0.171  0.00  0.00           H+0
HETATM   24  H   UNK     0      -3.184  -2.659   0.851  0.00  0.00           H+0
HETATM   25  H   UNK     0      -4.594  -1.176   1.287  0.00  0.00           H+0
HETATM   26  H   UNK     0      -5.078   0.352   0.576  0.00  0.00           H+0
HETATM   27  H   UNK     0      -4.557   0.276   2.274  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.592   2.260   1.117  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.187   5.220   0.104  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.538   2.699   0.097  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.222   4.246  -0.698  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.993   2.740  -1.595  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.155   0.576  -0.440  0.00  0.00           H+0
CONECT    1    2   20   21   22                                             
CONECT    2    3    1                                                       
CONECT    3    5    4    2                                                  
CONECT    4    3                                                            
CONECT    5    6   19    3                                                  
CONECT    6    7    5   23                                                  
CONECT    7    8    6   24                                                  
CONECT    8   19    9    7                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9   25   26   27                                             
CONECT   11   12    9   28                                                  
CONECT   12   11   17   13                                                  
CONECT   13   14   12                                                       
CONECT   14   15   13   29                                                  
CONECT   15   16   17   14                                                  
CONECT   16   15   30   31   32                                             
CONECT   17   12   18   15                                                  
CONECT   18   17   19   33                                                  
CONECT   19    8    5   18                                                  
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    6                                                            
CONECT   24    7                                                            
CONECT   25   10                                                            
CONECT   26   10                                                            
CONECT   27   10                                                            
CONECT   28   11                                                            
CONECT   29   14                                                            
CONECT   30   16                                                            
CONECT   31   16                                                            
CONECT   32   16                                                            
CONECT   33   18                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

RDKit          3D

33 35  0  0  0  0  0  0  0  0999 V2000
    2.5686   -3.9479   -1.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2867   -3.4813   -0.8564 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2706   -2.1754   -0.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2449   -1.4388   -0.4715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1064   -1.7896   -0.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1370   -2.7773    0.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2687   -2.1597    0.5841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0191   -0.7245    0.5400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9410    0.2163    0.8454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3618   -0.1096    1.2664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7296    1.6606    0.8251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6377    2.3560    0.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6214    3.7564    0.5312 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3526    4.1582    0.1305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4682    3.1454   -0.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8789    3.2092   -0.6126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3184    1.9391    0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1295    0.6886   -0.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6081   -0.5388    0.1173 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9145   -3.3832   -2.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4689   -4.9986   -1.5648 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2907   -3.8795   -0.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9953   -3.8458    0.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1845   -2.6590    0.8514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5936   -1.1756    1.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0777    0.3524    0.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5567    0.2758    2.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5924    2.2598    1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1874    5.2199    0.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5377    2.6985    0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2222    4.2457   -0.6979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9930    2.7397   -1.5949 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1553    0.5763   -0.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
 19  8  1  0
 12 11  1  0
 12 17  2  0
 18 17  1  0
  8  9  1  0
  8  7  2  0
  7  6  1  0
  6  5  2  0
  5 19  1  0
 18 19  2  0
  9 10  1  0
  9 11  2  0
 15 16  1  0
 17 15  1  0
  5  3  1  0
 15 14  2  0
  3  4  2  0
 14 13  1  0
  3  2  1  0
 13 12  1  0
  2  1  1  0
 18 33  1  0
 11 28  1  0
 14 29  1  0
  7 24  1  0
  6 23  1  0
 10 25  1  0
 10 26  1  0
 10 27  1  0
 16 30  1  0
 16 31  1  0
 16 32  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
Methyl 1,5-dimethylazuleno[6,7-b]furan-8-carboxylic acid	Generator
11-Carbomethoxylinderazulene	MeSH

Chemical Formula

C₁₆H₁₄O₃

Average Mass

254.2850 Da

Monoisotopic Mass

254.09429 Da

IUPAC Name

methyl 3,8-dimethylazuleno[6,5-b]furan-5-carboxylate

Traditional Name

methyl 3,8-dimethylazuleno[6,5-b]furan-5-carboxylate

CAS Registry Number

Not Available

SMILES

[H]C1=C(C2=C(O1)C([H])=C(C1=C([H])C([H])=C(C(=O)OC([H])([H])[H])C1=C2[H])C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C16H14O3/c1-9-6-15-13(10(2)8-19-15)7-14-11(9)4-5-12(14)16(17)18-3/h4-8H,1-3H3

InChI Key

IRGLEIHRANDEHS-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Paramuricea	JEOL database	Reddy, N. S., et al, J. Nat. Prod. 68, 248 (2005)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cycloheptafurans. These are organic heterocyclic compounds containing a cycloheptane derivative fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Cycloheptafurans

Sub Class

Not Available

Direct Parent

Cycloheptafurans

Alternative Parents

Substituents

Cycloheptafuran
Azulene
Heteroaromatic compound
Methyl ester
Furan
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
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	3.6	ALOGPS
logP	4.15	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	39.44 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	73.46 m³·mol⁻¹	ChemAxon
Polarizability	28.18 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

570787

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

656394

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Reddy, N. S., et al. (2005). Reddy, N. S., et al, J. Nat. Prod. 68, 248 (2005). J. Nat. Prod..

Showing NP-Card for 11-carbomethoxylinderazulene (NP0028002)

MOL for NP0028002 (11-carbomethoxylinderazulene)

3D MOL for NP0028002 (11-carbomethoxylinderazulene)

3D SDF for NP0028002 (11-carbomethoxylinderazulene)

3D-SDF for NP0028002 (11-carbomethoxylinderazulene)

PDB for NP0028002 (11-carbomethoxylinderazulene)

3D PDB for NP0028002 (11-carbomethoxylinderazulene)

SMILES for NP0028002 (11-carbomethoxylinderazulene)

INCHI for NP0028002 (11-carbomethoxylinderazulene)

Structure for NP0028002 (11-carbomethoxylinderazulene)

3D Structure for NP0028002 (11-carbomethoxylinderazulene)