NP-MRD: Showing NP-Card for [3aS-(3aR*,4R*,5S*,6S*,10Z,11aS*)]-2,3,3a,4,5,6,7,11a-Octahydro-10-(hydroxymethyl)-6-methyl-3-methylene-4-[(2-methyl-1-oxo-2-propenyl)oxy]-2,7-dioxo-6,9-epoxycyclodeca[b]furan-5-yl ester 3-methyl-2-butenoic acid (NP0058735)

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Record Information

Version

2.0

Created at

2022-04-28 04:03:50 UTC

Updated at

2022-04-28 04:03:50 UTC

NP-MRD ID

NP0058735

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[3aS-(3aR*,4R*,5S*,6S*,10Z,11aS*)]-2,3,3a,4,5,6,7,11a-Octahydro-10-(hydroxymethyl)-6-methyl-3-methylene-4-[(2-methyl-1-oxo-2-propenyl)oxy]-2,7-dioxo-6,9-epoxycyclodeca[b]furan-5-yl ester 3-methyl-2-butenoic acid

Description

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282206032D          

 33 35  0  0  1  0            999 V2000
    0.6821   -0.0605    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4668   -0.3154    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2514   -0.0605    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7363    0.6069    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7363    1.4319    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2514    2.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4668    2.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6821    2.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1972    1.4319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1972    0.6069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5874    0.3520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4121    1.0194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4668    3.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1812    3.5918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5209    1.6869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0058    1.0194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8308    1.0194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5209    0.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7759   -0.4326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7363   -0.7279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4007   -1.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5803   -1.5678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8857   -2.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7061   -2.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5501   -2.9027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4668   -1.1404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7523   -1.5529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0378   -1.1404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7523   -2.3779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0378   -2.7904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0378   -3.6154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6767   -2.3779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1972   -0.7279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  1 10  1  0  0  0  0
 10 11  2  0  0  0  0
  8 12  1  0  0  0  0
  1 12  1  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
  5 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
  4 18  1  6  0  0  0
 18 19  2  0  0  0  0
  3 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
 23 25  1  0  0  0  0
  2 26  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
  1 33  1  6  0  0  0
M  END

     RDKit          3D

 59 61  0  0  0  0  0  0  0  0999 V2000
    1.4182   -4.6232    0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5140   -3.6686    0.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8100   -3.9876    0.6399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7896   -2.3272   -0.4078 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9585   -2.0842   -0.8822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0733   -1.2804   -0.4028 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1705    0.0531   -0.8532 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5866    0.4316   -1.9519 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6204   -0.5577   -2.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2216   -1.5678   -1.8567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9268   -0.0649   -3.7592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5380   -0.6971   -4.6658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4055    1.2426   -3.8547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3155    1.6162   -2.4208 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7642    1.7841   -2.1841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1165    2.5763   -1.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3818    3.3081   -1.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0853    4.6845   -0.9433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2131    2.7309   -0.0292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1336    3.1373    1.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8835    2.5497    1.8116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3778    3.0782    2.8050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6971    1.4431    0.8927 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8817    0.5414    1.1162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8974    2.3241   -0.2659 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4926    0.8284    0.4364 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2133   -0.0659    1.2053 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5324    0.0241    1.5218 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0700    1.0261    1.0404 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2895   -0.8996    2.3202 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5711   -0.6785    2.5422 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3172    0.4772    2.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3528   -1.6629    3.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2268   -5.6086    0.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3861   -4.3851   -0.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7572   -4.7635    1.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4554   -4.4564   -0.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3003   -3.0979    1.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822   -0.0917   -1.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1601    0.3199   -2.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9650   -2.1134   -2.4734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1227   -1.9727   -0.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7485    2.5550   -2.5566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5812    1.3485   -2.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9710    3.1619   -1.9400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9483    3.0752   -0.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8949    5.2248   -0.7865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8907    3.7707    1.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4467    0.8142    2.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5253    0.3414    0.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4313   -0.4607    1.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2488    1.6256    0.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8367   -1.7850    2.7529 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9201    1.4676    2.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3199    0.5001    0.9137 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3924    0.4403    2.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6600   -1.9554    4.1960 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2201   -1.1560    3.8571 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6257   -2.4898    2.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
 32 31  1  0
 31 33  1  0
 31 30  2  3
 30 28  1  0
 28 29  2  0
 28 27  1  0
 27 26  1  0
 26  7  1  0
  7  6  1  0
  6  4  1  0
  4  5  2  0
  4  2  1  0
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  2  1  2  3
  7  8  1  0
  8 14  1  0
 14 13  1  0
 13 11  1  0
 11 12  2  0
 11  9  1  0
  9 10  2  3
 14 15  1  0
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 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  2  0
 20 21  1  0
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 23 24  1  1
 23 25  1  0
 23 26  1  0
  9  8  1  0
 25 19  1  0
 32 54  1  0
 32 55  1  0
 32 56  1  0
 33 57  1  0
 33 58  1  0
 33 59  1  0
 30 53  1  0
 26 52  1  6
  7 39  1  6
  3 36  1  0
  3 37  1  0
  3 38  1  0
  1 34  1  0
  1 35  1  0
  8 40  1  6
 14 43  1  6
 10 41  1  0
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 15 44  1  0
 17 45  1  0
 17 46  1  0
 18 47  1  0
 20 48  1  0
 24 49  1  0
 24 50  1  0
 24 51  1  0
M  END


  Mrv1652304282206032D          

 33 35  0  0  1  0            999 V2000
    0.6821   -0.0605    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4668   -0.3154    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2514   -0.0605    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7363    0.6069    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7363    1.4319    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2514    2.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4668    2.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6821    2.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1972    1.4319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1972    0.6069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5874    0.3520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4121    1.0194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4668    3.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1812    3.5918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5209    1.6869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0058    1.0194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8308    1.0194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5209    0.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7759   -0.4326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7363   -0.7279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4007   -1.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5803   -1.5678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8857   -2.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7061   -2.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5501   -2.9027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4668   -1.1404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7523   -1.5529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0378   -1.1404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7523   -2.3779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0378   -2.7904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0378   -3.6154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6767   -2.3779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1972   -0.7279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  1 10  1  0  0  0  0
 10 11  2  0  0  0  0
  8 12  1  0  0  0  0
  1 12  1  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
  5 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
  4 18  1  6  0  0  0
 18 19  2  0  0  0  0
  3 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
 23 25  1  0  0  0  0
  2 26  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
  1 33  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0058735

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CC(=O)O[C@H]1[C@@H](OC(=O)C(C)=C)[C@@H]2[C@@H](OC(=O)C2=C)\C=C(CO)/C2=CC(=O)[C@@]1(C)O2

> <INCHI_IDENTIFIER>
InChI=1S/C24H26O9/c1-11(2)7-18(27)31-21-20(32-22(28)12(3)4)19-13(5)23(29)30-16(19)8-14(10-25)15-9-17(26)24(21,6)33-15/h7-9,16,19-21,25H,3,5,10H2,1-2,4,6H3/b14-8-/t16-,19-,20-,21-,24+/m0/s1

> <INCHI_KEY>
ZPHPZNQNTXPYRH-OMLMQHLDSA-N

> <FORMULA>
C24H26O9

> <MOLECULAR_WEIGHT>
458.463

> <EXACT_MASS>
458.157682417

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
44.163545158185066

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,4S,8S,9S,10S,11S)-2-(hydroxymethyl)-11-methyl-7-methylidene-9-[(2-methylprop-2-enoyl)oxy]-6,12-dioxo-5,14-dioxatricyclo[9.2.1.0^{4,8}]tetradeca-1(13),2-dien-10-yl 3-methylbut-2-enoate

> <ALOGPS_LOGP>
1.47

> <JCHEM_LOGP>
2.7736189336666666

> <ALOGPS_LOGS>
-3.61

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.020978598493539

> <JCHEM_PKA_STRONGEST_BASIC>
-2.789623961018802

> <JCHEM_POLAR_SURFACE_AREA>
125.43000000000004

> <JCHEM_REFRACTIVITY>
117.18009999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.13e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4S,8S,9S,10S,11S)-2-(hydroxymethyl)-11-methyl-7-methylidene-9-[(2-methylprop-2-enoyl)oxy]-6,12-dioxo-5,14-dioxatricyclo[9.2.1.0^{4,8}]tetradeca-1(13),2-dien-10-yl 3-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       1.273  -0.113   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.738  -0.589   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.203  -0.113   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.108   1.133   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.108   2.673   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.203   3.919   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.738   4.395   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.273   3.919   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.368   2.673   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.368   1.133   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.097   0.657   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.769   1.903   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.738   5.935   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.072   6.705   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       6.572   3.149   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       7.478   1.903   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       9.018   1.903   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.572   0.657   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.048  -0.808   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.108  -1.359   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       4.481  -2.766   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.950  -2.927   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       5.387  -4.012   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.918  -3.851   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.760  -5.418   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.738  -2.129   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.404  -2.899   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.071  -2.129   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       1.404  -4.439   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.071  -5.209   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.071  -6.749   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.263  -4.439   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.368  -1.359   0.000  0.00  0.00           C+0
CONECT    1    2   10   12   33                                             
CONECT    2    1    3   26                                                  
CONECT    3    2    4   20                                                  
CONECT    4    3    5   18                                                  
CONECT    5    4    6   15                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9    1   11                                                  
CONECT   11   10                                                            
CONECT   12    8    1                                                       
CONECT   13    7   14                                                       
CONECT   14   13                                                            
CONECT   15    5   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16    4   19                                                  
CONECT   19   18                                                            
CONECT   20    3   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26    2   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33    1                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₆O₉

Average Mass

458.4630 Da

Monoisotopic Mass

458.15768 Da

IUPAC Name

(2E,4S,8S,9S,10S,11S)-2-(hydroxymethyl)-11-methyl-7-methylidene-9-[(2-methylprop-2-enoyl)oxy]-6,12-dioxo-5,14-dioxatricyclo[9.2.1.0^{4,8}]tetradeca-1(13),2-dien-10-yl 3-methylbut-2-enoate

Traditional Name

(2E,4S,8S,9S,10S,11S)-2-(hydroxymethyl)-11-methyl-7-methylidene-9-[(2-methylprop-2-enoyl)oxy]-6,12-dioxo-5,14-dioxatricyclo[9.2.1.0^{4,8}]tetradeca-1(13),2-dien-10-yl 3-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

CC(C)=CC(=O)O[C@H]1[C@@H](OC(=O)C(C)=C)[C@@H]2[C@@H](OC(=O)C2=C)\C=C(CO)/C2=CC(=O)[C@@]1(C)O2

InChI Identifier

InChI=1S/C24H26O9/c1-11(2)7-18(27)31-21-20(32-22(28)12(3)4)19-13(5)23(29)30-16(19)8-14(10-25)15-9-17(26)24(21,6)33-15/h7-9,16,19-21,25H,3,5,10H2,1-2,4,6H3/b14-8-/t16-,19-,20-,21-,24+/m0/s1

InChI Key

ZPHPZNQNTXPYRH-OMLMQHLDSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Calea urticifolia	Plant	KNApSAcK

Chemical Taxonomy

Classification

Not classified

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	1.47	ALOGPS
logP	2.77	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	15.02	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	125.43 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	117.18 m³·mol⁻¹	ChemAxon
Polarizability	44.16 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	Yes	ChemAxon

External Links

Not Available

References

General References

Not Available

Showing NP-Card for [3aS-(3aR*,4R*,5S*,6S*,10Z,11aS*)]-2,3,3a,4,5,6,7,11a-Octahydro-10-(hydroxymethyl)-6-methyl-3-methylene-4-[(2-methyl-1-oxo-2-propenyl)oxy]-2,7-dioxo-6,9-epoxycyclodeca[b]furan-5-yl ester 3-methyl-2-butenoic acid (NP0058735)

MOL for NP0058735 ([3aS-(3aR*,4R*,5S*,6S*,10Z,11aS*)]-2,3,3a,4,5,6,7,11a-Octahydro-10-(hydroxymethyl)-6-methyl-3-methylene-4-[(2-methyl-1-oxo-2-propenyl)oxy]-2,7-dioxo-6,9-epoxycyclodeca[b]furan-5-yl ester 3-methyl-2-butenoic acid)

3D MOL for NP0058735 ([3aS-(3aR*,4R*,5S*,6S*,10Z,11aS*)]-2,3,3a,4,5,6,7,11a-Octahydro-10-(hydroxymethyl)-6-methyl-3-methylene-4-[(2-methyl-1-oxo-2-propenyl)oxy]-2,7-dioxo-6,9-epoxycyclodeca[b]furan-5-yl ester 3-methyl-2-butenoic acid)

3D SDF for NP0058735 ([3aS-(3aR*,4R*,5S*,6S*,10Z,11aS*)]-2,3,3a,4,5,6,7,11a-Octahydro-10-(hydroxymethyl)-6-methyl-3-methylene-4-[(2-methyl-1-oxo-2-propenyl)oxy]-2,7-dioxo-6,9-epoxycyclodeca[b]furan-5-yl ester 3-methyl-2-butenoic acid)

3D-SDF for NP0058735 ([3aS-(3aR*,4R*,5S*,6S*,10Z,11aS*)]-2,3,3a,4,5,6,7,11a-Octahydro-10-(hydroxymethyl)-6-methyl-3-methylene-4-[(2-methyl-1-oxo-2-propenyl)oxy]-2,7-dioxo-6,9-epoxycyclodeca[b]furan-5-yl ester 3-methyl-2-butenoic acid)

PDB for NP0058735 ([3aS-(3aR*,4R*,5S*,6S*,10Z,11aS*)]-2,3,3a,4,5,6,7,11a-Octahydro-10-(hydroxymethyl)-6-methyl-3-methylene-4-[(2-methyl-1-oxo-2-propenyl)oxy]-2,7-dioxo-6,9-epoxycyclodeca[b]furan-5-yl ester 3-methyl-2-butenoic acid)

3D PDB for NP0058735 ([3aS-(3aR*,4R*,5S*,6S*,10Z,11aS*)]-2,3,3a,4,5,6,7,11a-Octahydro-10-(hydroxymethyl)-6-methyl-3-methylene-4-[(2-methyl-1-oxo-2-propenyl)oxy]-2,7-dioxo-6,9-epoxycyclodeca[b]furan-5-yl ester 3-methyl-2-butenoic acid)

SMILES for NP0058735 ([3aS-(3aR*,4R*,5S*,6S*,10Z,11aS*)]-2,3,3a,4,5,6,7,11a-Octahydro-10-(hydroxymethyl)-6-methyl-3-methylene-4-[(2-methyl-1-oxo-2-propenyl)oxy]-2,7-dioxo-6,9-epoxycyclodeca[b]furan-5-yl ester 3-methyl-2-butenoic acid)

INCHI for NP0058735 ([3aS-(3aR*,4R*,5S*,6S*,10Z,11aS*)]-2,3,3a,4,5,6,7,11a-Octahydro-10-(hydroxymethyl)-6-methyl-3-methylene-4-[(2-methyl-1-oxo-2-propenyl)oxy]-2,7-dioxo-6,9-epoxycyclodeca[b]furan-5-yl ester 3-methyl-2-butenoic acid)

Structure for NP0058735 ([3aS-(3aR*,4R*,5S*,6S*,10Z,11aS*)]-2,3,3a,4,5,6,7,11a-Octahydro-10-(hydroxymethyl)-6-methyl-3-methylene-4-[(2-methyl-1-oxo-2-propenyl)oxy]-2,7-dioxo-6,9-epoxycyclodeca[b]furan-5-yl ester 3-methyl-2-butenoic acid)

3D Structure for NP0058735 ([3aS-(3aR*,4R*,5S*,6S*,10Z,11aS*)]-2,3,3a,4,5,6,7,11a-Octahydro-10-(hydroxymethyl)-6-methyl-3-methylene-4-[(2-methyl-1-oxo-2-propenyl)oxy]-2,7-dioxo-6,9-epoxycyclodeca[b]furan-5-yl ester 3-methyl-2-butenoic acid)

Showing NP-Card for [3aS-(3aR,4R,5S,6S,10Z,11aS*)]-2,3,3a,4,5,6,7,11a-Octahydro-10-(hydroxymethyl)-6-methyl-3-methylene-4-[(2-methyl-1-oxo-2-propenyl)oxy]-2,7-dioxo-6,9-epoxycyclodeca[b]furan-5-yl ester 3-methyl-2-butenoic acid (NP0058735)

MOL for NP0058735 ([3aS-(3aR,4R,5S,6S,10Z,11aS*)]-2,3,3a,4,5,6,7,11a-Octahydro-10-(hydroxymethyl)-6-methyl-3-methylene-4-[(2-methyl-1-oxo-2-propenyl)oxy]-2,7-dioxo-6,9-epoxycyclodeca[b]furan-5-yl ester 3-methyl-2-butenoic acid)

3D MOL for NP0058735 ([3aS-(3aR,4R,5S,6S,10Z,11aS*)]-2,3,3a,4,5,6,7,11a-Octahydro-10-(hydroxymethyl)-6-methyl-3-methylene-4-[(2-methyl-1-oxo-2-propenyl)oxy]-2,7-dioxo-6,9-epoxycyclodeca[b]furan-5-yl ester 3-methyl-2-butenoic acid)

3D SDF for NP0058735 ([3aS-(3aR,4R,5S,6S,10Z,11aS*)]-2,3,3a,4,5,6,7,11a-Octahydro-10-(hydroxymethyl)-6-methyl-3-methylene-4-[(2-methyl-1-oxo-2-propenyl)oxy]-2,7-dioxo-6,9-epoxycyclodeca[b]furan-5-yl ester 3-methyl-2-butenoic acid)

3D-SDF for NP0058735 ([3aS-(3aR,4R,5S,6S,10Z,11aS*)]-2,3,3a,4,5,6,7,11a-Octahydro-10-(hydroxymethyl)-6-methyl-3-methylene-4-[(2-methyl-1-oxo-2-propenyl)oxy]-2,7-dioxo-6,9-epoxycyclodeca[b]furan-5-yl ester 3-methyl-2-butenoic acid)

PDB for NP0058735 ([3aS-(3aR,4R,5S,6S,10Z,11aS*)]-2,3,3a,4,5,6,7,11a-Octahydro-10-(hydroxymethyl)-6-methyl-3-methylene-4-[(2-methyl-1-oxo-2-propenyl)oxy]-2,7-dioxo-6,9-epoxycyclodeca[b]furan-5-yl ester 3-methyl-2-butenoic acid)

3D PDB for NP0058735 ([3aS-(3aR,4R,5S,6S,10Z,11aS*)]-2,3,3a,4,5,6,7,11a-Octahydro-10-(hydroxymethyl)-6-methyl-3-methylene-4-[(2-methyl-1-oxo-2-propenyl)oxy]-2,7-dioxo-6,9-epoxycyclodeca[b]furan-5-yl ester 3-methyl-2-butenoic acid)

SMILES for NP0058735 ([3aS-(3aR,4R,5S,6S,10Z,11aS*)]-2,3,3a,4,5,6,7,11a-Octahydro-10-(hydroxymethyl)-6-methyl-3-methylene-4-[(2-methyl-1-oxo-2-propenyl)oxy]-2,7-dioxo-6,9-epoxycyclodeca[b]furan-5-yl ester 3-methyl-2-butenoic acid)

INCHI for NP0058735 ([3aS-(3aR,4R,5S,6S,10Z,11aS*)]-2,3,3a,4,5,6,7,11a-Octahydro-10-(hydroxymethyl)-6-methyl-3-methylene-4-[(2-methyl-1-oxo-2-propenyl)oxy]-2,7-dioxo-6,9-epoxycyclodeca[b]furan-5-yl ester 3-methyl-2-butenoic acid)

Structure for NP0058735 ([3aS-(3aR,4R,5S,6S,10Z,11aS*)]-2,3,3a,4,5,6,7,11a-Octahydro-10-(hydroxymethyl)-6-methyl-3-methylene-4-[(2-methyl-1-oxo-2-propenyl)oxy]-2,7-dioxo-6,9-epoxycyclodeca[b]furan-5-yl ester 3-methyl-2-butenoic acid)

3D Structure for NP0058735 ([3aS-(3aR,4R,5S,6S,10Z,11aS*)]-2,3,3a,4,5,6,7,11a-Octahydro-10-(hydroxymethyl)-6-methyl-3-methylene-4-[(2-methyl-1-oxo-2-propenyl)oxy]-2,7-dioxo-6,9-epoxycyclodeca[b]furan-5-yl ester 3-methyl-2-butenoic acid)