NP-MRD: Showing NP-Card for [(1s,3r,7z,9r,12s,13r,15r)-13-hydroxy-3,12-dimethyl-4,11-dioxo-13-(sec-butyl)-10,14,16-trioxatetracyclo[7.5.1.1³,⁶.0¹²,¹⁵]hexadeca-5,7-dien-7-yl]methyl acetate (NP0282575)

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Record Information

Version

2.0

Created at

2022-09-09 09:27:44 UTC

Updated at

2022-09-09 09:27:44 UTC

NP-MRD ID

NP0282575

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(1s,3r,7z,9r,12s,13r,15r)-13-hydroxy-3,12-dimethyl-4,11-dioxo-13-(sec-butyl)-10,14,16-trioxatetracyclo[7.5.1.1³,⁶.0¹²,¹⁵]hexadeca-5,7-dien-7-yl]methyl acetate

Description

15-Acetoxyeremantholide B belongs to the class of organic compounds known as furofurans. These are organic compounds containing a two furan rings fused to each other. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. [(1s,3r,7z,9r,12s,13r,15r)-13-hydroxy-3,12-dimethyl-4,11-dioxo-13-(sec-butyl)-10,14,16-trioxatetracyclo[7.5.1.1³,⁶.0¹²,¹⁵]hexadeca-5,7-dien-7-yl]methyl acetate is found in Eremanthus arboreus. Based on a literature review very few articles have been published on 15-Acetoxyeremantholide B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092211272D          

 30 33  0  0  1  0            999 V2000
    2.2144    2.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3298    1.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6800    1.3468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9149    1.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7954    0.5299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9710    0.4971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6025    0.7282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0684    0.0216    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9198    0.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6862   -0.2837    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0118    0.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5821   -1.0278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7387   -1.7521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5505   -1.4222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5054   -0.5565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1618   -0.0567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9885   -2.2045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1640   -3.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9499   -3.2616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1254   -4.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9113   -4.3188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5150   -4.6228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1292   -2.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5190   -1.4820    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6807   -1.6584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2195   -0.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3954   -0.9236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7442   -0.3108    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9749   -0.0128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5289   -0.6290    0.0000 C   0  0  2  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  1  0  0  0  0
  5  3  1  1  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  2  0  0  0  0
 13 17  1  0  0  0  0
 17 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
 20 22  2  0  0  0  0
 17 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  5 28  1  0  0  0  0
 28 29  1  1  0  0  0
 30 28  1  6  0  0  0
  8 30  1  0  0  0  0
 24 30  1  0  0  0  0
M  END

     RDKit          3D

 58 61  0  0  0  0  0  0  0  0999 V2000
   -5.4251    2.3138    0.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9985    1.9688    0.0925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7509    0.4858    0.1229 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6587   -0.2065   -0.8267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3232    0.1474    0.1339 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7743    0.7354    1.2876 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1142   -1.2481    0.3552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7276   -1.2950    0.5002 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3245   -2.7168    0.4041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1042   -3.0457    0.3908 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2517   -4.4386   -0.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8810   -2.1827   -0.3659 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6211   -1.3950    0.4957 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8964   -2.1513    1.5513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8044   -3.1056    1.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5573   -3.8035    2.6957 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9762    0.0085    0.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3756    0.4553    0.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5283    1.8162    0.1307 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7039    2.5126    0.2899 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8189    3.9433   -0.1004 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6956    1.9137    0.7776 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0597    0.8119   -0.3402 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6476    0.7539    0.0827 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0303    1.9645   -0.2287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9923    1.7792   -1.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3649    2.6820   -1.9143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4327    0.3938   -0.9818 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7883   -0.2327   -2.3008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1553   -0.3625   -0.5209 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4329    3.4037    0.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7015    1.8152    1.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1494    2.1335   -0.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8563    2.3697   -0.9493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3358    2.5624    0.7438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1352    0.1605    1.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5027   -1.3094   -0.8207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6610    0.2127   -1.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7057   -0.0741   -0.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1684    0.3150    2.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5218   -0.8667    1.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8155   -3.2605    1.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7937   -3.1374   -0.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9530   -5.1500    0.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5380   -4.4790   -1.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3076   -4.5425   -0.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7956   -2.0290    2.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1428   -0.0991   -0.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5309    0.3633    1.5706 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4116    4.6058    0.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2993    4.1279   -1.0522 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8942    4.1892   -0.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4431    1.5073   -1.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5457    0.6331    1.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1619    0.5815   -2.9612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8926   -0.6351   -2.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4899   -1.0786   -2.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3407   -0.8213   -1.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  1
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  6
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 13 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 17 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  6
 28 30  1  0
 28  5  1  0
 30  8  1  0
 15 10  1  0
 30 24  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  1
  4 37  1  0
  4 38  1  0
  4 39  1  0
  6 40  1  0
  8 41  1  1
  9 42  1  0
  9 43  1  0
 11 44  1  0
 11 45  1  0
 11 46  1  0
 14 47  1  0
 18 48  1  0
 18 49  1  0
 21 50  1  0
 21 51  1  0
 21 52  1  0
 23 53  1  0
 24 54  1  1
 29 55  1  0
 29 56  1  0
 29 57  1  0
 30 58  1  6
M  END


  Mrv1652309092211272D          

 30 33  0  0  1  0            999 V2000
    2.2144    2.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3298    1.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6800    1.3468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9149    1.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7954    0.5299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9710    0.4971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6025    0.7282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0684    0.0216    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9198    0.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6862   -0.2837    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0118    0.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5821   -1.0278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7387   -1.7521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5505   -1.4222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5054   -0.5565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1618   -0.0567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9885   -2.2045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1640   -3.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9499   -3.2616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1254   -4.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9113   -4.3188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5150   -4.6228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1292   -2.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5190   -1.4820    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6807   -1.6584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2195   -0.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3954   -0.9236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7442   -0.3108    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9749   -0.0128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5289   -0.6290    0.0000 C   0  0  2  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  1  0  0  0  0
  5  3  1  1  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  2  0  0  0  0
 13 17  1  0  0  0  0
 17 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
 20 22  2  0  0  0  0
 17 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  5 28  1  0  0  0  0
 28 29  1  1  0  0  0
 30 28  1  6  0  0  0
  8 30  1  0  0  0  0
 24 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0282575

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)[C@@]1(O)O[C@H]2C[C@@]3(C)OC(=CC3=O)\C(COC(C)=O)=C/[C@H]3OC(=O)[C@@]1(C)[C@H]23

> <INCHI_IDENTIFIER>
InChI=1S/C22H28O8/c1-6-11(2)22(26)21(5)18-15(28-19(21)25)7-13(10-27-12(3)23)14-8-17(24)20(4,29-14)9-16(18)30-22/h7-8,11,15-16,18,26H,6,9-10H2,1-5H3/b13-7-/t11?,15-,16+,18+,20-,21-,22-/m1/s1

> <INCHI_KEY>
UNFGCPCUYMXWDG-OOQPEQBFSA-N

> <FORMULA>
C22H28O8

> <MOLECULAR_WEIGHT>
420.458

> <EXACT_MASS>
420.178417862

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
43.09450650355302

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(1S,3R,7Z,9R,12S,13R,15R)-13-(butan-2-yl)-13-hydroxy-3,12-dimethyl-4,11-dioxo-10,14,16-trioxatetracyclo[7.5.1.1^{3,6}.0^{12,15}]hexadeca-5,7-dien-7-yl]methyl acetate

> <JCHEM_LOGP>
1.757884917666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.251111003021888

> <JCHEM_PKA_STRONGEST_BASIC>
-4.256766676293297

> <JCHEM_POLAR_SURFACE_AREA>
108.36000000000001

> <JCHEM_REFRACTIVITY>
105.8236

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,3R,7Z,9R,12S,13R,15R)-13-hydroxy-3,12-dimethyl-4,11-dioxo-13-(sec-butyl)-10,14,16-trioxatetracyclo[7.5.1.1^{3,6}.0^{12,15}]hexadeca-5,7-dien-7-yl]methyl acetate

> <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       4.134   4.988   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.349   3.463   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.136   2.514   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.708   3.090   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.351   0.989   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.813   0.928   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       4.858   1.359   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.728   0.040   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.317   0.234   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.748  -0.530   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.355   0.885   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       8.553  -1.919   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       8.846  -3.271   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.361  -2.655   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.277  -1.039   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      11.502  -0.106   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       7.445  -4.115   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.773  -5.620   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       9.240  -6.088   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       9.567  -7.593   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.034  -8.062   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.428  -8.629   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       5.841  -3.932   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.702  -2.766   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.137  -3.096   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.276  -1.796   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.738  -1.724   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       3.256  -0.580   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.820  -0.024   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.721  -1.174   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    7   28                                             
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   30                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12   15                                             
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   10   16                                                  
CONECT   16   15                                                            
CONECT   17   13   18   23                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   17   24                                                       
CONECT   24   23   25   30                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26    5   29   30                                             
CONECT   29   28                                                            
CONECT   30   28    8   24                                                  
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₈O₈

Average Mass

420.4580 Da

Monoisotopic Mass

420.17842 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CCC(C)[C@@]1(O)O[C@H]2C[C@@]3(C)OC(=CC3=O)\C(COC(C)=O)=C/[C@H]3OC(=O)[C@@]1(C)[C@H]23

InChI Identifier

InChI=1S/C22H28O8/c1-6-11(2)22(26)21(5)18-15(28-19(21)25)7-13(10-27-12(3)23)14-8-17(24)20(4,29-14)9-16(18)30-22/h7-8,11,15-16,18,26H,6,9-10H2,1-5H3/b13-7-/t11?,15-,16+,18+,20-,21-,22-/m1/s1

InChI Key

UNFGCPCUYMXWDG-OOQPEQBFSA-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
Eremanthus arboreus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furofurans. These are organic compounds containing a two furan rings fused to each other. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Furofurans

Sub Class

Not Available

Direct Parent

Furofurans

Alternative Parents

Substituents

Furofuran
Dicarboxylic acid or derivatives
3-furanone
Gamma butyrolactone
Dihydrofuran
Tetrahydrofuran
Vinylogous ester
Lactone
Ketone
Hemiacetal
Carboxylic acid ester
Oxacycle
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00040770

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

134770925

PDB ID

Not Available

ChEBI ID

182873

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(1s,3r,7z,9r,12s,13r,15r)-13-hydroxy-3,12-dimethyl-4,11-dioxo-13-(sec-butyl)-10,14,16-trioxatetracyclo[7.5.1.1³,⁶.0¹²,¹⁵]hexadeca-5,7-dien-7-yl]methyl acetate (NP0282575)

MOL for NP0282575 ([(1s,3r,7z,9r,12s,13r,15r)-13-hydroxy-3,12-dimethyl-4,11-dioxo-13-(sec-butyl)-10,14,16-trioxatetracyclo[7.5.1.1³,⁶.0¹²,¹⁵]hexadeca-5,7-dien-7-yl]methyl acetate)

3D MOL for NP0282575 ([(1s,3r,7z,9r,12s,13r,15r)-13-hydroxy-3,12-dimethyl-4,11-dioxo-13-(sec-butyl)-10,14,16-trioxatetracyclo[7.5.1.1³,⁶.0¹²,¹⁵]hexadeca-5,7-dien-7-yl]methyl acetate)

3D SDF for NP0282575 ([(1s,3r,7z,9r,12s,13r,15r)-13-hydroxy-3,12-dimethyl-4,11-dioxo-13-(sec-butyl)-10,14,16-trioxatetracyclo[7.5.1.1³,⁶.0¹²,¹⁵]hexadeca-5,7-dien-7-yl]methyl acetate)

3D-SDF for NP0282575 ([(1s,3r,7z,9r,12s,13r,15r)-13-hydroxy-3,12-dimethyl-4,11-dioxo-13-(sec-butyl)-10,14,16-trioxatetracyclo[7.5.1.1³,⁶.0¹²,¹⁵]hexadeca-5,7-dien-7-yl]methyl acetate)

PDB for NP0282575 ([(1s,3r,7z,9r,12s,13r,15r)-13-hydroxy-3,12-dimethyl-4,11-dioxo-13-(sec-butyl)-10,14,16-trioxatetracyclo[7.5.1.1³,⁶.0¹²,¹⁵]hexadeca-5,7-dien-7-yl]methyl acetate)

3D PDB for NP0282575 ([(1s,3r,7z,9r,12s,13r,15r)-13-hydroxy-3,12-dimethyl-4,11-dioxo-13-(sec-butyl)-10,14,16-trioxatetracyclo[7.5.1.1³,⁶.0¹²,¹⁵]hexadeca-5,7-dien-7-yl]methyl acetate)

SMILES for NP0282575 ([(1s,3r,7z,9r,12s,13r,15r)-13-hydroxy-3,12-dimethyl-4,11-dioxo-13-(sec-butyl)-10,14,16-trioxatetracyclo[7.5.1.1³,⁶.0¹²,¹⁵]hexadeca-5,7-dien-7-yl]methyl acetate)

INCHI for NP0282575 ([(1s,3r,7z,9r,12s,13r,15r)-13-hydroxy-3,12-dimethyl-4,11-dioxo-13-(sec-butyl)-10,14,16-trioxatetracyclo[7.5.1.1³,⁶.0¹²,¹⁵]hexadeca-5,7-dien-7-yl]methyl acetate)

Structure for NP0282575 ([(1s,3r,7z,9r,12s,13r,15r)-13-hydroxy-3,12-dimethyl-4,11-dioxo-13-(sec-butyl)-10,14,16-trioxatetracyclo[7.5.1.1³,⁶.0¹²,¹⁵]hexadeca-5,7-dien-7-yl]methyl acetate)

3D Structure for NP0282575 ([(1s,3r,7z,9r,12s,13r,15r)-13-hydroxy-3,12-dimethyl-4,11-dioxo-13-(sec-butyl)-10,14,16-trioxatetracyclo[7.5.1.1³,⁶.0¹²,¹⁵]hexadeca-5,7-dien-7-yl]methyl acetate)