NP-MRD: Showing NP-Card for (1s,2s,4s,5s,7r,8s,10s,16r,28e,33s,34s,36s,37r)-4,10,33-trihydroxy-1,8,13,28-tetramethyl-11,17,21,26,31-pentaoxadecacyclo[17.17.3.1⁴,⁸.0²,¹⁶.0⁵,⁷.0¹⁰,¹⁴.0¹⁶,³⁹.0³³,³⁷.0³⁴,³⁶.0¹⁵,⁴⁰]tetraconta-13,15(40),19(39),28-tetraene-9,12,18,22,25,30-hexone (NP0305836)

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Record Information

Version

2.0

Created at

2022-09-10 21:57:24 UTC

Updated at

2022-09-10 21:57:24 UTC

NP-MRD ID

NP0305836

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2s,4s,5s,7r,8s,10s,16r,28e,33s,34s,36s,37r)-4,10,33-trihydroxy-1,8,13,28-tetramethyl-11,17,21,26,31-pentaoxadecacyclo[17.17.3.1⁴,⁸.0²,¹⁶.0⁵,⁷.0¹⁰,¹⁴.0¹⁶,³⁹.0³³,³⁷.0³⁴,³⁶.0¹⁵,⁴⁰]tetraconta-13,15(40),19(39),28-tetraene-9,12,18,22,25,30-hexone

Description

Chlorahololide B belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. (1s,2s,4s,5s,7r,8s,10s,16r,28e,33s,34s,36s,37r)-4,10,33-trihydroxy-1,8,13,28-tetramethyl-11,17,21,26,31-pentaoxadecacyclo[17.17.3.1⁴,⁸.0²,¹⁶.0⁵,⁷.0¹⁰,¹⁴.0¹⁶,³⁹.0³³,³⁷.0³⁴,³⁶.0¹⁵,⁴⁰]tetraconta-13,15(40),19(39),28-tetraene-9,12,18,22,25,30-hexone is found in Chloranthus spicatus. Based on a literature review very few articles have been published on chlorahololide B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102223572D          

 53 62  0  0  1  0            999 V2000
    5.5934   -0.5431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9507    0.2655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3403    0.9051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7485    0.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5096    0.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8571   -0.6645    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2809   -1.3724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3829   -1.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5611   -1.2665    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0869   -1.9415    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8965   -2.1002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2712   -2.7457    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2844   -3.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5634   -3.1695    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9541   -2.4875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
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  3  4  1  0  0  0  0
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  5  6  1  0  0  0  0
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  9  8  1  1  0  0  0
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 12 13  1  1  0  0  0
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 15 37  1  0  0  0  0
 10 37  1  0  0  0  0
 35 38  1  0  0  0  0
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  9 38  1  0  0  0  0
 38 39  1  6  0  0  0
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 34 40  1  0  0  0  0
 40 41  2  0  0  0  0
  6 42  1  0  0  0  0
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  3 49  1  0  0  0  0
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 49 51  1  0  0  0  0
 51 52  1  0  0  0  0
  2 52  1  0  0  0  0
 52 53  2  0  0  0  0
M  END

     RDKit          2D

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 39 40  1  0
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  6 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  6
 45 47  1  0
 47 48  2  0
 47 49  1  0
 49 50  1  1
 49 51  1  0
 51 52  1  0
 52 53  2  0
 52  2  1  0
 49  3  1  0
 38  4  1  0
 44 42  1  0
 45  5  1  0
 38  9  1  0
 37 10  1  0
 14 12  1  0
 37 15  1  0
 40 34  1  0
  1 54  1  0
  1 55  1  0
  1 56  1  0
  7 57  1  0
  8 58  1  0
  8 59  1  0
  9 60  1  6
 11 61  1  0
 11 62  1  0
 11 63  1  0
 12 64  1  6
 13 65  1  0
 13 66  1  0
 14 67  1  1
 16 68  1  0
 17 69  1  0
 17 70  1  0
 21 71  1  0
 23 72  1  0
 23 73  1  0
 23 74  1  0
 24 75  1  0
 24 76  1  0
 28 77  1  0
 28 78  1  0
 29 79  1  0
 29 80  1  0
 33 81  1  0
 33 82  1  0
 36 83  1  0
 36 84  1  0
 37 85  1  1
 42 86  1  1
 43 87  1  0
 43 88  1  0
 44 89  1  1
 46 90  1  0
 46 91  1  0
 46 92  1  0
 50 93  1  0
M  END


  Mrv1652309102223572D          

 53 62  0  0  1  0            999 V2000
    5.5934   -0.5431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9507    0.2655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3403    0.9051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7485    0.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5096    0.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8571   -0.6645    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2809   -1.3724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3829   -1.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5611   -1.2665    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0869   -1.9415    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8965   -2.1002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2712   -2.7457    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2844   -3.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5634   -3.1695    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9541   -2.4875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5840   -3.2249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1323   -2.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7848   -1.6661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9631   -1.5930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4888   -2.2681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6155   -0.8447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7938   -0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3196   -1.4467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4463   -0.0233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9205    0.6517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5730    1.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2488    1.4731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0472    2.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8690    2.0019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2165    1.2536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7423    0.5786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0382    1.1805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3858    0.4322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2075    0.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5550   -0.3892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0808   -1.0642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4283   -1.8125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2136   -0.5182    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5371    0.2407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9153    0.7829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9885    1.6047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6761   -0.5653    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.4566   -0.2979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8348    0.2444    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9838    0.7588    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5981    1.3095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6162    1.6219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1105    2.1821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8146    1.5802    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0936    1.9812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6031    1.3378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6163    0.5129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2914    0.0386    0.0000 O   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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  1  0  0  0
 14 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 37 36  1  6  0  0  0
 15 37  1  0  0  0  0
 10 37  1  0  0  0  0
 35 38  1  0  0  0  0
  4 38  1  0  0  0  0
  9 38  1  0  0  0  0
 38 39  1  6  0  0  0
 39 40  1  0  0  0  0
 34 40  1  0  0  0  0
 40 41  2  0  0  0  0
  6 42  1  0  0  0  0
 42 43  1  6  0  0  0
 44 43  1  6  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
  5 45  1  0  0  0  0
 45 46  1  6  0  0  0
 45 47  1  0  0  0  0
 47 48  2  0  0  0  0
 47 49  1  0  0  0  0
  3 49  1  0  0  0  0
 49 50  1  6  0  0  0
 49 51  1  0  0  0  0
 51 52  1  0  0  0  0
  2 52  1  0  0  0  0
 52 53  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0305836

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C2C3=C4[C@](O)(C[C@H]5[C@@]6(C)[C@H]7C[C@@H]7[C@@]7(O)COC(=O)\C=C(C)\COC(=O)CCC(=O)OCC8=C(C[C@H]67)[C@@]35OC8=O)[C@H]3C[C@H]3[C@]4(C)C(=O)[C@@]2(O)OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C39H40O14/c1-15-7-27(42)51-14-37(47)22-8-19(22)34(3)23(37)10-18-17(13-50-26(41)6-5-25(40)49-12-15)32(44)52-38(18)24(34)11-36(46)21-9-20(21)35(4)30(36)29(38)28-16(2)31(43)53-39(28,48)33(35)45/h7,19-24,46-48H,5-6,8-14H2,1-4H3/b15-7+/t19-,20+,21-,22-,23+,24-,34-,35-,36-,37-,38-,39-/m0/s1

> <INCHI_KEY>
KSKYQRVGRNHBRL-KQEQHJORSA-N

> <FORMULA>
C39H40O14

> <MOLECULAR_WEIGHT>
732.735

> <EXACT_MASS>
732.241805968

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
93

> <JCHEM_AVERAGE_POLARIZABILITY>
37.45836900378788

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,4S,5S,7R,8S,10S,16R,28E,33S,34S,36S,37R)-4,10,33-trihydroxy-1,8,13,28-tetramethyl-11,17,21,26,31-pentaoxadecacyclo[17.17.3.1^{4,8}.0^{2,16}.0^{5,7}.0^{10,14}.0^{16,39}.0^{33,37}.0^{34,36}.0^{15,40}]tetraconta-13,15(40),19(39),28-tetraene-9,12,18,22,25,30-hexone

> <JCHEM_LOGP>
1.1373812406666632

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
10

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.382265602399478

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.502896967150136

> <JCHEM_PKA_STRONGEST_BASIC>
-3.280089285705299

> <JCHEM_POLAR_SURFACE_AREA>
209.25999999999996

> <JCHEM_REFRACTIVITY>
177.60190000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,4S,5S,7R,8S,10S,16R,28E,33S,34S,36S,37R)-4,10,33-trihydroxy-1,8,13,28-tetramethyl-11,17,21,26,31-pentaoxadecacyclo[17.17.3.1^{4,8}.0^{2,16}.0^{5,7}.0^{10,14}.0^{16,39}.0^{33,37}.0^{34,36}.0^{15,40}]tetraconta-13,15(40),19(39),28-tetraene-9,12,18,22,25,30-hexone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      10.441  -1.014   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.108   0.496   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.969   1.690   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.619  -0.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.151   0.156   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.800  -1.240   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      13.591  -2.562   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      11.915  -2.501   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.381  -2.364   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.496  -3.624   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.007  -3.920   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.840  -5.125   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.864  -6.665   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.518  -5.916   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.381  -4.643   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.690  -6.020   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.847  -4.507   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.198  -3.110   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       3.664  -2.974   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.779  -4.234   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.016  -1.577   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.482  -1.440   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.597  -2.700   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.833  -0.044   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.718   1.217   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.070   2.613   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -0.464   2.750   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.955   3.873   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.489   3.737   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.137   2.340   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       3.252   1.080   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       5.671   2.204   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       6.320   0.807   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.854   0.670   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.503  -0.726   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       7.617  -1.987   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       8.266  -3.383   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       9.732  -0.967   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      10.336   0.449   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       9.175   1.461   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       9.312   2.995   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      14.329  -1.055   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      15.786  -0.556   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      14.625   0.456   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      13.036   1.416   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      14.183   2.444   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      12.350   3.028   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      13.273   4.073   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      10.854   2.950   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0       9.508   3.698   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      12.326   2.497   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      12.350   0.957   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      13.611   0.072   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   52                                                  
CONECT    3    2    4   49                                                  
CONECT    4    3    5   38                                                  
CONECT    5    4    6   45                                                  
CONECT    6    5    7    8   42                                             
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   38                                                  
CONECT   10    9   11   12   37                                             
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12   14                                                       
CONECT   14   13   12   15                                                  
CONECT   15   14   16   17   37                                             
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   40                                                  
CONECT   35   34   36   38                                                  
CONECT   36   35   37                                                       
CONECT   37   36   15   10                                                  
CONECT   38   35    4    9   39                                             
CONECT   39   38   40                                                       
CONECT   40   39   34   41                                                  
CONECT   41   40                                                            
CONECT   42    6   43   44                                                  
CONECT   43   42   44                                                       
CONECT   44   43   42   45                                                  
CONECT   45   44    5   46   47                                             
CONECT   46   45                                                            
CONECT   47   45   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47    3   50   51                                             
CONECT   50   49                                                            
CONECT   51   49   52                                                       
CONECT   52   51    2   53                                                  
CONECT   53   52                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  124    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₉H₄₀O₁₄

Average Mass

732.7350 Da

Monoisotopic Mass

732.24181 Da

IUPAC Name

(1S,2S,4S,5S,7R,8S,10S,16R,28E,33S,34S,36S,37R)-4,10,33-trihydroxy-1,8,13,28-tetramethyl-11,17,21,26,31-pentaoxadecacyclo[17.17.3.1^{4,8}.0^{2,16}.0^{5,7}.0^{10,14}.0^{16,39}.0^{33,37}.0^{34,36}.0^{15,40}]tetraconta-13,15(40),19(39),28-tetraene-9,12,18,22,25,30-hexone

Traditional Name

CAS Registry Number

Not Available

SMILES

CC1=C2C3=C4[C@](O)(C[C@H]5[C@@]6(C)[C@H]7C[C@@H]7[C@@]7(O)COC(=O)\C=C(C)\COC(=O)CCC(=O)OCC8=C(C[C@H]67)[C@@]35OC8=O)[C@H]3C[C@H]3[C@]4(C)C(=O)[C@@]2(O)OC1=O

InChI Identifier

InChI=1S/C39H40O14/c1-15-7-27(42)51-14-37(47)22-8-19(22)34(3)23(37)10-18-17(13-50-26(41)6-5-25(40)49-12-15)32(44)52-38(18)24(34)11-36(46)21-9-20(21)35(4)30(36)29(38)28-16(2)31(43)53-39(28,48)33(35)45/h7,19-24,46-48H,5-6,8-14H2,1-4H3/b15-7+/t19-,20+,21-,22-,23+,24-,34-,35-,36-,37-,38-,39-/m0/s1

InChI Key

KSKYQRVGRNHBRL-KQEQHJORSA-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
Chloranthus spicatus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Pentacarboxylic acid or derivatives
Naphthofuran
Cyclohexenone
Alpha-acyloxy ketone
2-furanone
Cyclic alcohol
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Dihydrofuran
Tertiary alcohol
Carboxylic acid ester
Hemiacetal
Ketone
Lactone
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Polyol
Carbonyl group
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organic oxide
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
logP	1.14	ChemAxon
pKa (Strongest Acidic)	9.5	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	209.26 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	177.6 m³·mol⁻¹	ChemAxon
Polarizability	37.46 Å³	ChemAxon
Number of Rings	10	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

C00038741

Chemspider ID

23311385

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44445583

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]