NP-MRD: Showing NP-Card for 6-(3,4-dihydroxybenzoyl)-3-(2-hydroxypropan-2-yl)-11,11-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-10-(3-methylbut-2-en-1-yl)-4-oxatricyclo[6.3.1.0¹,⁵]dodec-5-ene-7,12-dione (NP0201726)

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Record Information

Version

2.0

Created at

2022-09-04 20:49:33 UTC

Updated at

2022-09-04 20:49:33 UTC

NP-MRD ID

NP0201726

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-(3,4-dihydroxybenzoyl)-3-(2-hydroxypropan-2-yl)-11,11-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-10-(3-methylbut-2-en-1-yl)-4-oxatricyclo[6.3.1.0¹,⁵]dodec-5-ene-7,12-dione

Description

6-(3,4-Dihydroxybenzoyl)-3-(2-hydroxypropan-2-yl)-11,11-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-10-(3-methylbut-2-en-1-yl)-4-oxatricyclo[6.3.1.0¹,⁵]Dodec-5-ene-7,12-dione belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. 6-(3,4-dihydroxybenzoyl)-3-(2-hydroxypropan-2-yl)-11,11-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-10-(3-methylbut-2-en-1-yl)-4-oxatricyclo[6.3.1.0¹,⁵]dodec-5-ene-7,12-dione is found in Symphonia globulifera. 6-(3,4-Dihydroxybenzoyl)-3-(2-hydroxypropan-2-yl)-11,11-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-10-(3-methylbut-2-en-1-yl)-4-oxatricyclo[6.3.1.0¹,⁵]Dodec-5-ene-7,12-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251507242D          

 45 48  0  0  0  0            999 V2000
    5.2711    2.7024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9280    2.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8243    1.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0636    1.0655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9598    0.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1991   -0.0723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5422    0.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0637    1.1222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7827    1.9324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2942    2.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9893    3.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1729    3.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8681    4.2322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6615    2.8182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9301    2.0183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1749    2.8061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2070    2.4153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3592    1.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7820    1.9698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0103    1.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0593    0.8391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8584    0.6265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1651   -0.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6657   -0.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9848   -1.5994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5283    0.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7895   -0.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6079   -0.4220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4704   -1.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9698   -1.9437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3480   -1.3911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0135   -0.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3434   -1.0163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3799    2.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4640    1.5438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6167   -0.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5130   -1.0705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3774    0.0674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6887    2.5227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  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  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
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 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 26 33  1  0  0  0  0
 23 34  1  0  0  0  0
  7 34  1  0  0  0  0
 34 35  2  0  0  0  0
 20 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 36 39  1  0  0  0  0
 18 40  1  0  0  0  0
  7 40  1  0  0  0  0
 40 41  2  0  0  0  0
  5 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
  2 45  1  0  0  0  0
M  END

     RDKit          3D

 95 98  0  0  0  0  0  0  0  0999 V2000
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    3.2859   -0.2655    1.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3509   -1.4891    1.9578 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8506   -0.2748   -0.3226 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7591   -1.3673   -0.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1621   -1.0498   -0.7539 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0261   -1.9240   -0.2827 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763   -1.5276   -0.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6458   -3.3277    0.0221 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4734   -0.6953   -0.5937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3309    0.1283   -0.1923 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -4.6033    1.3666    3.8132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1325    0.6227    5.6086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5260   -0.8679    4.4382 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9647   -0.9391   -0.0510 C   0  0  0  0  0  0  0  0  0  0  0  0
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 24 83  1  1
 35 91  1  0
 36 92  1  0
 38 93  1  0
 40 94  1  0
 41 95  1  0
 26 84  1  0
 26 85  1  0
 26 86  1  0
 27 87  1  0
 27 88  1  0
 27 89  1  0
 28 90  1  0
  3 48  1  0
  3 49  1  0
  3 50  1  0
  1 46  1  0
  1 47  1  0
M  END


  Mrv1533004251507242D          

 45 48  0  0  0  0            999 V2000
    5.2711    2.7024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9280    2.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8243    1.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0636    1.0655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9598    0.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1991   -0.0723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5422    0.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0637    1.1222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7827    1.9324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2942    2.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9893    3.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1729    3.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8681    4.2322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6615    2.8182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9301    2.0183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1749    2.8061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2070    2.4153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3592    1.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7820    1.9698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0103    1.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0593    0.8391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8584    0.6265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1651   -0.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6657   -0.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9848   -1.5994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8473   -0.7344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5283    0.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2901    0.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7895   -0.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6079   -0.4220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4704   -1.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9698   -1.9437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3480   -1.3911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0135   -0.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3434   -1.0163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3152    2.1111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3799    2.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1291    1.4160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7595    2.8062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9583    0.8920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4640    1.5438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6167   -0.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5130   -1.0705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3774    0.0674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6887    2.5227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  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  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 26 33  1  0  0  0  0
 23 34  1  0  0  0  0
  7 34  1  0  0  0  0
 34 35  2  0  0  0  0
 20 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 36 39  1  0  0  0  0
 18 40  1  0  0  0  0
  7 40  1  0  0  0  0
 40 41  2  0  0  0  0
  5 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
  2 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0201726

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC(CC12CC(CC=C(C)C)C(C)(C)C3(CC(OC3=C(C(=O)C3=CC=C(O)C(O)=C3)C1=O)C(C)(C)O)C2=O)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C38H50O7/c1-21(2)11-13-25(23(5)6)18-37-19-26(15-12-22(3)4)35(7,8)38(34(37)43)20-29(36(9,10)44)45-33(38)30(32(37)42)31(41)24-14-16-27(39)28(40)17-24/h11-12,14,16-17,25-26,29,39-40,44H,5,13,15,18-20H2,1-4,6-10H3

> <INCHI_KEY>
JNILVZATLAJYTR-UHFFFAOYSA-N

> <FORMULA>
C38H50O7

> <MOLECULAR_WEIGHT>
618.811

> <EXACT_MASS>
618.35565395

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
95

> <JCHEM_AVERAGE_POLARIZABILITY>
68.99795122895222

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-(3,4-dihydroxybenzoyl)-3-(2-hydroxypropan-2-yl)-11,11-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-10-(3-methylbut-2-en-1-yl)-4-oxatricyclo[6.3.1.0¹,⁵]dodec-5-ene-7,12-dione

> <ALOGPS_LOGP>
5.40

> <JCHEM_LOGP>
7.631669077666667

> <ALOGPS_LOGS>
-5.89

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.79324070414737

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.4709162096516915

> <JCHEM_PKA_STRONGEST_BASIC>
-3.102103841345138

> <JCHEM_POLAR_SURFACE_AREA>
121.13000000000002

> <JCHEM_REFRACTIVITY>
179.4215

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.95e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-(3,4-dihydroxybenzoyl)-3-(2-hydroxypropan-2-yl)-11,11-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-10-(3-methylbut-2-en-1-yl)-4-oxatricyclo[6.3.1.0¹,⁵]dodec-5-ene-7,12-dione

> <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       9.839   5.045   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.066   4.113   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.872   2.585   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.452   1.989   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.258   0.461   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.838  -0.135   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.612   0.797   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.586   2.095   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.061   3.607   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.016   4.815   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.447   6.246   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.923   6.469   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.354   7.900   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.968   5.261   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.470   3.767   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.927   5.238   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.120   4.509   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.404   2.510   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.326   3.677   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.886   3.111   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.977   1.566   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.469   1.170   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.042  -0.339   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.109  -1.565   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.705  -2.985   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.582  -1.371   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.986   0.049   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.542   0.244   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.474  -0.982   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -3.001  -0.788   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -0.878  -2.402   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -1.810  -3.628   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       0.650  -2.597   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.625  -0.486   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       6.241  -1.897   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       0.588   3.941   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -0.709   4.770   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -0.241   2.643   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       1.418   5.238   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       5.522   1.665   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       6.466   2.882   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      10.485  -0.470   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      10.291  -1.998   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      11.904   0.126   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      12.486   4.709   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   45                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   42                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   34   40                                             
CONECT    8    7    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    9   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15   19   22   40                                             
CONECT   19   18   20                                                       
CONECT   20   19   21   36                                                  
CONECT   21   20   22                                                       
CONECT   22   21   18   23                                                  
CONECT   23   22   24   34                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   33                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   26                                                       
CONECT   34   23    7   35                                                  
CONECT   35   34                                                            
CONECT   36   20   37   38   39                                             
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   36                                                            
CONECT   40   18    7   41                                                  
CONECT   41   40                                                            
CONECT   42    5   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42                                                            
CONECT   45    2                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   96    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₈H₅₀O₇

Average Mass

618.8110 Da

Monoisotopic Mass

618.35565 Da

IUPAC Name

6-(3,4-dihydroxybenzoyl)-3-(2-hydroxypropan-2-yl)-11,11-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-10-(3-methylbut-2-en-1-yl)-4-oxatricyclo[6.3.1.0¹,⁵]dodec-5-ene-7,12-dione

Traditional Name

6-(3,4-dihydroxybenzoyl)-3-(2-hydroxypropan-2-yl)-11,11-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-10-(3-methylbut-2-en-1-yl)-4-oxatricyclo[6.3.1.0¹,⁵]dodec-5-ene-7,12-dione

CAS Registry Number

Not Available

SMILES

CC(C)=CCC(CC12CC(CC=C(C)C)C(C)(C)C3(CC(OC3=C(C(=O)C3=CC=C(O)C(O)=C3)C1=O)C(C)(C)O)C2=O)C(C)=C

InChI Identifier

InChI=1S/C38H50O7/c1-21(2)11-13-25(23(5)6)18-37-19-26(15-12-22(3)4)35(7,8)38(34(37)43)20-29(36(9,10)44)45-33(38)30(32(37)42)31(41)24-14-16-27(39)28(40)17-24/h11-12,14,16-17,25-26,29,39-40,44H,5,13,15,18-20H2,1-4,6-10H3

InChI Key

JNILVZATLAJYTR-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
Symphonia globulifera	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Aromatic monoterpenoids

Alternative Parents

Substituents

Aromatic monoterpenoid
Benzoyl
Catechol
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Cyclohexenone
Phenol
Monocyclic benzene moiety
Benzenoid
Vinylogous ester
Tetrahydrofuran
Tertiary alcohol
Ketone
Oxacycle
Organoheterocyclic compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen 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	5.4	ALOGPS
logP	7.63	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	7.47	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	121.13 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	179.42 m³·mol⁻¹	ChemAxon
Polarizability	69 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

75220982

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6-(3,4-dihydroxybenzoyl)-3-(2-hydroxypropan-2-yl)-11,11-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-10-(3-methylbut-2-en-1-yl)-4-oxatricyclo[6.3.1.0¹,⁵]dodec-5-ene-7,12-dione (NP0201726)

MOL for NP0201726 (6-(3,4-dihydroxybenzoyl)-3-(2-hydroxypropan-2-yl)-11,11-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-10-(3-methylbut-2-en-1-yl)-4-oxatricyclo[6.3.1.0¹,⁵]dodec-5-ene-7,12-dione)

3D MOL for NP0201726 (6-(3,4-dihydroxybenzoyl)-3-(2-hydroxypropan-2-yl)-11,11-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-10-(3-methylbut-2-en-1-yl)-4-oxatricyclo[6.3.1.0¹,⁵]dodec-5-ene-7,12-dione)

3D SDF for NP0201726 (6-(3,4-dihydroxybenzoyl)-3-(2-hydroxypropan-2-yl)-11,11-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-10-(3-methylbut-2-en-1-yl)-4-oxatricyclo[6.3.1.0¹,⁵]dodec-5-ene-7,12-dione)

3D-SDF for NP0201726 (6-(3,4-dihydroxybenzoyl)-3-(2-hydroxypropan-2-yl)-11,11-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-10-(3-methylbut-2-en-1-yl)-4-oxatricyclo[6.3.1.0¹,⁵]dodec-5-ene-7,12-dione)

PDB for NP0201726 (6-(3,4-dihydroxybenzoyl)-3-(2-hydroxypropan-2-yl)-11,11-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-10-(3-methylbut-2-en-1-yl)-4-oxatricyclo[6.3.1.0¹,⁵]dodec-5-ene-7,12-dione)

3D PDB for NP0201726 (6-(3,4-dihydroxybenzoyl)-3-(2-hydroxypropan-2-yl)-11,11-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-10-(3-methylbut-2-en-1-yl)-4-oxatricyclo[6.3.1.0¹,⁵]dodec-5-ene-7,12-dione)

SMILES for NP0201726 (6-(3,4-dihydroxybenzoyl)-3-(2-hydroxypropan-2-yl)-11,11-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-10-(3-methylbut-2-en-1-yl)-4-oxatricyclo[6.3.1.0¹,⁵]dodec-5-ene-7,12-dione)

INCHI for NP0201726 (6-(3,4-dihydroxybenzoyl)-3-(2-hydroxypropan-2-yl)-11,11-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-10-(3-methylbut-2-en-1-yl)-4-oxatricyclo[6.3.1.0¹,⁵]dodec-5-ene-7,12-dione)

Structure for NP0201726 (6-(3,4-dihydroxybenzoyl)-3-(2-hydroxypropan-2-yl)-11,11-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-10-(3-methylbut-2-en-1-yl)-4-oxatricyclo[6.3.1.0¹,⁵]dodec-5-ene-7,12-dione)

3D Structure for NP0201726 (6-(3,4-dihydroxybenzoyl)-3-(2-hydroxypropan-2-yl)-11,11-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-10-(3-methylbut-2-en-1-yl)-4-oxatricyclo[6.3.1.0¹,⁵]dodec-5-ene-7,12-dione)