NP-MRD: Showing NP-Card for (6-{7-[3-(3,4-dihydroxypentan-2-yl)-2-methyloxiran-2-yl]-6-methylhepta-2,4-dien-2-yl}-5-methyloxan-2-yl)acetic acid (NP0301061)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 13:48:03 UTC

Updated at

2022-09-10 13:48:03 UTC

NP-MRD ID

NP0301061

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(6-{7-[3-(3,4-dihydroxypentan-2-yl)-2-methyloxiran-2-yl]-6-methylhepta-2,4-dien-2-yl}-5-methyloxan-2-yl)acetic acid

Description

2-[6-(6-{[3-(3,4-Dihydroxypentan-2-yl)-2-methyloxiran-2-yl]methyl}hepta-2,4-dien-2-yl)-5-methyloxan-2-yl]acetic acid belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated. 2-[6-(6-{[3-(3,4-Dihydroxypentan-2-yl)-2-methyloxiran-2-yl]methyl}hepta-2,4-dien-2-yl)-5-methyloxan-2-yl]acetic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241504012D          

 30 31  0  0  0  0            999 V2000
    0.6857   -8.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6857   -7.2283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4002   -6.8158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0288   -6.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7432   -7.2283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0288   -5.9908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6857   -5.5783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7432   -5.5783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5682   -5.5783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1557   -4.8639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6289   -4.1881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6825   -4.1881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1393   -4.2600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4880   -5.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6125   -3.5842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4344   -3.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9076   -2.9803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7294   -3.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0781   -3.7999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2026   -2.3764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8540   -1.6287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3272   -0.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9785   -0.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4517    0.4706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1031    1.2183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2736    0.3987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1490   -1.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4977   -1.7725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0245   -2.4483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3732   -3.1960    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 13  1  4  0  0  0
 15 16  2  0  0  0  0
 17 16  1  4  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  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
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 20 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END

     RDKit          3D

 70 71  0  0  0  0  0  0  0  0999 V2000
    2.5634   -0.7790    1.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0429    0.3300    0.4595 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1634    1.1636   -0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7161    0.9989    0.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1762    1.8240   -0.2326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6117    1.6446    0.0708 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3004    1.4461   -1.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7832    0.4832    0.9863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1780    0.1306    1.3727 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3155   -0.3918    2.8041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2182    0.9714    0.9556 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2358   -0.2826    0.3999 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3086   -1.2656    0.8811 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0188   -2.6469    0.4003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6950   -0.7901    0.6414 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8164    0.5203    1.1474 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1443   -0.7449   -0.7782 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5463    0.3459   -1.6116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0593   -2.0064   -1.3962 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4864    0.4468    0.2086 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9735   -0.7588   -0.3425 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3569   -0.7412   -0.2942 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9277   -1.4870   -1.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4821   -2.9004   -1.5252 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8779   -3.7006   -0.6403 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6377   -3.3443   -2.5087 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9549    0.6418   -0.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1576    1.5087   -1.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7380    1.5960   -0.7350 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5734    2.8955   -0.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8426   -1.3888    0.7275 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3789   -1.4010    1.7009 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0081   -0.3225    2.1640 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3874    2.0099   -0.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4792    0.1609    0.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1248    2.6366   -0.8570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0072    2.5990    0.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0788    0.4562   -1.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3522    1.7575   -1.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7892    2.1863   -1.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1855    0.6204    1.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3731   -0.4298    0.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3038   -1.4886    2.7677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4454   -0.0494    3.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2510   -0.0284    3.2790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0054   -0.4063   -0.6640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1853   -1.3062    2.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8312   -3.3245    0.6831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7567   -2.6953   -0.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1016   -3.0080    0.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4608   -1.4003    1.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4742    0.6187    2.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2615   -0.5552   -0.7354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7278   -0.0241   -2.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3489    0.8437   -2.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1104    1.1650   -1.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0508   -1.8158   -2.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0284    0.6171    1.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7385   -1.2801    0.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0321   -1.4456   -1.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5939   -0.9760   -2.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7711   -3.8121   -2.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9344    1.0258    0.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0218    0.5519   -0.6351 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5950    2.5384   -1.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1483    1.0019   -2.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0362    1.5117   -1.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5781    3.3121    0.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1241    3.6571   -0.6783 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0335    2.7797    0.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  1  0
 17 19  1  0
 17 15  1  0
 15 16  1  0
 15 13  1  0
 13 14  1  0
 13 12  1  0
 12 11  1  0
 11  9  1  0
  9 10  1  1
  9  8  1  0
  8  6  1  0
  6  7  1  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  2 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 26  1  0
 24 25  2  0
 22 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
  9 12  1  0
 29 20  1  0
 18 54  1  0
 18 55  1  0
 18 56  1  0
 17 53  1  1
 19 57  1  0
 15 51  1  1
 16 52  1  0
 13 47  1  1
 14 48  1  0
 14 49  1  0
 14 50  1  0
 12 46  1  6
 10 43  1  0
 10 44  1  0
 10 45  1  0
  8 41  1  0
  8 42  1  0
  6 37  1  1
  7 38  1  0
  7 39  1  0
  7 40  1  0
  5 36  1  0
  4 35  1  0
  3 34  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
 20 58  1  1
 22 59  1  1
 23 60  1  0
 23 61  1  0
 26 62  1  0
 27 63  1  0
 27 64  1  0
 28 65  1  0
 28 66  1  0
 29 67  1  6
 30 68  1  0
 30 69  1  0
 30 70  1  0
M  END


  Mrv1533004241504012D          

 30 31  0  0  0  0            999 V2000
    0.6857   -8.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6857   -7.2283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4002   -6.8158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0288   -6.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7432   -7.2283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0288   -5.9908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6857   -5.5783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7432   -5.5783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5682   -5.5783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1557   -4.8639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6289   -4.1881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6825   -4.1881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1393   -4.2600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4880   -5.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6125   -3.5842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4344   -3.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9076   -2.9803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7294   -3.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0781   -3.7999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2026   -2.3764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8540   -1.6287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3272   -0.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9785   -0.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4517    0.4706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1031    1.2183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2736    0.3987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1490   -1.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4977   -1.7725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0245   -2.4483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3732   -3.1960    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 13  1  4  0  0  0
 15 16  2  0  0  0  0
 17 16  1  4  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  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
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 20 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0301061

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(O)C(O)C(C)C1OC1(C)CC(C)C=CC=C(C)C1OC(CC(O)=O)CCC1C

> <INCHI_IDENTIFIER>
InChI=1S/C24H40O6/c1-14(13-24(6)23(30-24)17(4)21(28)18(5)25)8-7-9-15(2)22-16(3)10-11-19(29-22)12-20(26)27/h7-9,14,16-19,21-23,25,28H,10-13H2,1-6H3,(H,26,27)

> <INCHI_KEY>
TVGPUJOEKQVGKN-UHFFFAOYSA-N

> <FORMULA>
C24H40O6

> <MOLECULAR_WEIGHT>
424.578

> <EXACT_MASS>
424.282489008

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
49.026472859964066

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(6-{7-[3-(3,4-dihydroxypentan-2-yl)-2-methyloxiran-2-yl]-6-methylhepta-2,4-dien-2-yl}-5-methyloxan-2-yl)acetic acid

> <ALOGPS_LOGP>
3.48

> <JCHEM_LOGP>
3.3094918880000015

> <ALOGPS_LOGS>
-4.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.800377074898602

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.64905862562394

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0160507840838022

> <JCHEM_POLAR_SURFACE_AREA>
99.52

> <JCHEM_REFRACTIVITY>
117.58279999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.02e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6-{7-[3-(3,4-dihydroxypentan-2-yl)-2-methyloxiran-2-yl]-6-methylhepta-2,4-dien-2-yl}-5-methyloxan-2-yl)acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       1.280 -15.033   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.280 -13.493   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.614 -12.723   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -0.054 -12.723   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.387 -13.493   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.054 -11.183   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.280 -10.413   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.387 -10.413   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.927 -10.413   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.157  -9.079   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.041  -7.818   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.274  -7.818   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.260  -7.952   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.911  -9.348   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.143  -6.690   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.678  -6.825   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.561  -5.563   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.095  -5.697   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.746  -7.093   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.978  -4.436   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.327  -3.040   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       6.211  -1.779   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.560  -0.383   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.443   0.879   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.792   2.274   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       7.977   0.744   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       7.745  -1.913   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.396  -3.309   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.512  -4.570   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.163  -5.966   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8   10                                                       
CONECT   10    9    8   11   12                                             
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   29                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   22   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   20   30                                                  
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

View in JSmol

Synonyms

Value	Source
2-[6-(6-{[3-(3,4-dihydroxypentan-2-yl)-2-methyloxiran-2-yl]methyl}hepta-2,4-dien-2-yl)-5-methyloxan-2-yl]acetate	Generator

Chemical Formula

C₂₄H₄₀O₆

Average Mass

424.5780 Da

Monoisotopic Mass

424.28249 Da

IUPAC Name

2-(6-{7-[3-(3,4-dihydroxypentan-2-yl)-2-methyloxiran-2-yl]-6-methylhepta-2,4-dien-2-yl}-5-methyloxan-2-yl)acetic acid

Traditional Name

(6-{7-[3-(3,4-dihydroxypentan-2-yl)-2-methyloxiran-2-yl]-6-methylhepta-2,4-dien-2-yl}-5-methyloxan-2-yl)acetic acid

CAS Registry Number

Not Available

SMILES

CC(O)C(O)C(C)C1OC1(C)CC(C)C=CC=C(C)C1OC(CC(O)=O)CCC1C

InChI Identifier

InChI=1S/C24H40O6/c1-14(13-24(6)23(30-24)17(4)21(28)18(5)25)8-7-9-15(2)22-16(3)10-11-19(29-22)12-20(26)27/h7-9,14,16-19,21-23,25,28H,10-13H2,1-6H3,(H,26,27)

InChI Key

TVGPUJOEKQVGKN-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Diterpene glycosides

Alternative Parents

Substituents

Diterpene glycoside
Diterpenoid
Oxane
1,2-diol
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Alcohol
Organooxygen compound
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	3.48	ALOGPS
logP	3.31	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	4.65	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	99.52 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	117.58 m³·mol⁻¹	ChemAxon
Polarizability	49.03 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85050801

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (6-{7-[3-(3,4-dihydroxypentan-2-yl)-2-methyloxiran-2-yl]-6-methylhepta-2,4-dien-2-yl}-5-methyloxan-2-yl)acetic acid (NP0301061)

MOL for NP0301061 ((6-{7-[3-(3,4-dihydroxypentan-2-yl)-2-methyloxiran-2-yl]-6-methylhepta-2,4-dien-2-yl}-5-methyloxan-2-yl)acetic acid)

3D MOL for NP0301061 ((6-{7-[3-(3,4-dihydroxypentan-2-yl)-2-methyloxiran-2-yl]-6-methylhepta-2,4-dien-2-yl}-5-methyloxan-2-yl)acetic acid)

3D SDF for NP0301061 ((6-{7-[3-(3,4-dihydroxypentan-2-yl)-2-methyloxiran-2-yl]-6-methylhepta-2,4-dien-2-yl}-5-methyloxan-2-yl)acetic acid)

3D-SDF for NP0301061 ((6-{7-[3-(3,4-dihydroxypentan-2-yl)-2-methyloxiran-2-yl]-6-methylhepta-2,4-dien-2-yl}-5-methyloxan-2-yl)acetic acid)

PDB for NP0301061 ((6-{7-[3-(3,4-dihydroxypentan-2-yl)-2-methyloxiran-2-yl]-6-methylhepta-2,4-dien-2-yl}-5-methyloxan-2-yl)acetic acid)

3D PDB for NP0301061 ((6-{7-[3-(3,4-dihydroxypentan-2-yl)-2-methyloxiran-2-yl]-6-methylhepta-2,4-dien-2-yl}-5-methyloxan-2-yl)acetic acid)

SMILES for NP0301061 ((6-{7-[3-(3,4-dihydroxypentan-2-yl)-2-methyloxiran-2-yl]-6-methylhepta-2,4-dien-2-yl}-5-methyloxan-2-yl)acetic acid)

INCHI for NP0301061 ((6-{7-[3-(3,4-dihydroxypentan-2-yl)-2-methyloxiran-2-yl]-6-methylhepta-2,4-dien-2-yl}-5-methyloxan-2-yl)acetic acid)

Structure for NP0301061 ((6-{7-[3-(3,4-dihydroxypentan-2-yl)-2-methyloxiran-2-yl]-6-methylhepta-2,4-dien-2-yl}-5-methyloxan-2-yl)acetic acid)

3D Structure for NP0301061 ((6-{7-[3-(3,4-dihydroxypentan-2-yl)-2-methyloxiran-2-yl]-6-methylhepta-2,4-dien-2-yl}-5-methyloxan-2-yl)acetic acid)