Np mrd loader

Showing NP-Card for Hebevinoside XII (NP0048018)

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Record Information
Version2.0
Created at2022-03-17 20:49:44 UTC
Updated at2022-03-17 20:49:44 UTC
NP-MRD IDNP0048018
Secondary Accession NumbersNone
Natural Product Identification
Common NameHebevinoside XII
DescriptionJudeol belongs to the class of organic compounds known as melleolides and analogues. Melleolides and analogues are compounds with a structure characterized by the presence of a 2-hydroxy-4-methoxy-6-methylbenzoic acid derivative linked to a 3,6,6,7b-tetramethyl-cyclobuta[e]indene moiety. Judeol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Judeol has been detected, but not quantified in, mushrooms. Hebevinoside XII is found in Hebeloma vinosophyllum and Hebeloma vinosphyllum. This could make judeol a potential biomarker for the consumption of these foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0048018 (Hebevinoside XII)


  Mrv0541 05061307562D          

 56 61  0  0  0  0            999 V2000
   -1.3574    6.6840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4856    5.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1616    4.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7435   -2.3507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4264    1.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4239    1.5703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3377    3.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8218    4.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6596    1.7644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4729    4.5043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1620    5.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9665    3.8530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1498    3.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9620    3.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5256    3.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7135    3.9720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3665    1.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8106    2.0590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3228   -0.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0832    0.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6683    5.9198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1493    3.9658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5983   -1.5386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6180    2.9057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8983    2.1297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5544    1.6442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8953    0.1422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1278    2.5220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3079    0.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2423    2.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3571    3.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4271    0.7729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7145    0.3372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1468    1.5489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5693    1.1493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0838   -0.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2741    2.4202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3347    1.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7934    1.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7104    1.9845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8059    3.0509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1817    3.3413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4620    2.5654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0988   -0.1659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1776   -1.2583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0226    1.0135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1756   -0.6337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2392    0.6277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4904    0.0569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6786    2.1796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2000    1.6811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8029    1.0634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2290   -1.0068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6481    2.2417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1626    0.8978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0544    2.4700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0  0  0  0
 12 10  1  0  0  0  0
 14 13  1  0  0  0  0
 16 15  1  0  0  0  0
 21  1  1  0  0  0  0
 21  2  1  0  0  0  0
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 22  3  1  0  0  0  0
 22 12  1  0  0  0  0
 23  4  1  0  0  0  0
 24 13  1  0  0  0  0
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 25 24  1  0  0  0  0
 26 17  1  0  0  0  0
 27 20  1  0  0  0  0
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 29 19  1  0  0  0  0
 30 14  1  0  0  0  0
 31 22  1  0  0  0  0
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 35 33  1  0  0  0  0
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 37 26  1  0  0  0  0
 38 34  1  0  0  0  0
 39 35  1  0  0  0  0
 40  5  1  0  0  0  0
 40  6  1  0  0  0  0
 40 25  1  0  0  0  0
 40 30  1  0  0  0  0
 41  7  1  0  0  0  0
 41 15  1  0  0  0  0
 41 24  1  0  0  0  0
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 42  8  1  0  0  0  0
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 46 26  1  0  0  0  0
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 48 32  1  0  0  0  0
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 51 35  1  0  0  0  0
 52 20  1  0  0  0  0
 52 38  1  0  0  0  0
 53 23  1  0  0  0  0
 53 36  1  0  0  0  0
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 54 39  1  0  0  0  0
 55 29  1  0  0  0  0
 55 39  1  0  0  0  0
 56 30  1  0  0  0  0
 56 38  1  0  0  0  0
M  END
Download

3D MOL for NP0048018 (Hebevinoside XII)

Download
3D SDF for NP0048018 (Hebevinoside XII)

  Mrv0541 05061307562D          

 56 61  0  0  0  0            999 V2000
   -1.3574    6.6840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4856    5.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1616    4.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7435   -2.3507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4264    1.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4239    1.5703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3377    3.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8218    4.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6596    1.7644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4729    4.5043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1620    5.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9665    3.8530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1498    3.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9620    3.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5256    3.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7135    3.9720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3665    1.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8106    2.0590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3228   -0.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0832    0.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6683    5.9198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1493    3.9658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5983   -1.5386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6180    2.9057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8983    2.1297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5544    1.6442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8953    0.1422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1278    2.5220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3079    0.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2423    2.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3571    3.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4271    0.7729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7145    0.3372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1468    1.5489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5693    1.1493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2741    2.4202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3347    1.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7934    1.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7104    1.9845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8059    3.0509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1817    3.3413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4620    2.5654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0988   -0.1659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1776   -1.2583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0226    1.0135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1756   -0.6337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2392    0.6277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4904    0.0569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6786    2.1796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2000    1.6811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8029    1.0634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1626    0.8978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0544    2.4700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 23  4  1  0  0  0  0
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 41 15  1  0  0  0  0
 41 24  1  0  0  0  0
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 43 42  1  0  0  0  0
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 46 26  1  0  0  0  0
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 48 32  1  0  0  0  0
 49 33  1  0  0  0  0
 50 34  1  0  0  0  0
 51 35  1  0  0  0  0
 52 20  1  0  0  0  0
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 53 23  1  0  0  0  0
 53 36  1  0  0  0  0
 54 28  1  0  0  0  0
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 55 29  1  0  0  0  0
 55 39  1  0  0  0  0
 56 30  1  0  0  0  0
 56 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048018

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CCC=C(C)C)C1C(CC2(C)C3C(O)C=C4C(CCC(OC5OCC(O)C(O)C5O)C4(C)C)C3(C)CCC12C)OC1OC(CO)C(OC(C)=O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C43H70O13/c1-21(2)11-10-12-22(3)31-28(54-39-35(51)33(49)36(53-23(4)45)29(19-44)55-39)18-43(9)37-26(46)17-25-24(41(37,7)15-16-42(31,43)8)13-14-30(40(25,5)6)56-38-34(50)32(48)27(47)20-52-38/h11,17,22,24,26-39,44,46-51H,10,12-16,18-20H2,1-9H3

> <INCHI_KEY>
TZFLXDBCBUACKU-UHFFFAOYSA-N

> <FORMULA>
C43H70O13

> <MOLECULAR_WEIGHT>
795.0081

> <EXACT_MASS>
794.481642326

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
88.35695958796853

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,5-dihydroxy-6-{[9-hydroxy-1,6,6,11,15-pentamethyl-14-(6-methylhept-5-en-2-yl)-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-13-yl]oxy}-2-(hydroxymethyl)oxan-3-yl acetate

> <ALOGPS_LOGP>
3.15

> <JCHEM_LOGP>
2.818497272666667

> <ALOGPS_LOGS>
-4.17

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.516995783198052

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.956492857867842

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6145693604987988

> <JCHEM_POLAR_SURFACE_AREA>
204.82999999999996

> <JCHEM_REFRACTIVITY>
205.8579

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.33e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,5-dihydroxy-6-{[9-hydroxy-1,6,6,11,15-pentamethyl-14-(6-methylhept-5-en-2-yl)-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-13-yl]oxy}-2-(hydroxymethyl)oxan-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0048018 (Hebevinoside XII)
Download
PDB for NP0048018 (Hebevinoside XII)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -2.534  12.477   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.640  10.840   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.302   8.829   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.388  -4.388   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.263   2.259   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.125   2.931   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.230   6.872   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.534   7.623   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.098   3.294   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.749   8.408   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.169   9.835   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.804   7.192   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.746   6.601   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.262   6.330   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.714   7.143   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.199   7.414   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.284   2.798   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.513   3.843   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.603  -0.833   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.355   0.537   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.114  11.050   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.279   7.403   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.117  -2.872   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.754   5.424   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.277   3.975   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.768   3.069   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.871   0.265   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.239   4.708   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.575   0.160   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.786   4.882   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.667   6.187   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      13.864   1.443   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -3.200   0.629   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      13.341   2.891   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -2.929   2.145   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -2.023  -0.363   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       4.245   4.518   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      11.825   3.162   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -1.481   2.669   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       8.793   3.704   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       5.238   5.695   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       2.206   6.237   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       2.729   4.789   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       2.051  -0.310   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       0.332  -2.349   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       3.776   1.892   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      13.394  -1.183   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      15.380   1.172   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      -4.649   0.106   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      14.333   4.069   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      -4.107   3.138   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      10.832   1.985   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      -2.294  -1.879   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      -1.210   4.185   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      -0.304   1.676   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      11.302   4.611   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2   21                                                            
CONECT    3   22                                                            
CONECT    4   23                                                            
CONECT    5   40                                                            
CONECT    6   40                                                            
CONECT    7   41                                                            
CONECT    8   42                                                            
CONECT    9   43                                                            
CONECT   10   11   12                                                       
CONECT   11   10   21                                                       
CONECT   12   10   22                                                       
CONECT   13   14   24                                                       
CONECT   14   13   30                                                       
CONECT   15   16   41                                                       
CONECT   16   15   42                                                       
CONECT   17   25   26                                                       
CONECT   18   28   43                                                       
CONECT   19   29   44                                                       
CONECT   20   27   52                                                       
CONECT   21    1    2   11                                                  
CONECT   22    3   12   31                                                  
CONECT   23    4   45   53                                                  
CONECT   24   13   25   41                                                  
CONECT   25   17   24   40                                                  
CONECT   26   17   37   46                                                  
CONECT   27   20   32   47                                                  
CONECT   28   18   31   54                                                  
CONECT   29   19   36   55                                                  
CONECT   30   14   40   56                                                  
CONECT   31   22   28   42                                                  
CONECT   32   27   34   48                                                  
CONECT   33   35   36   49                                                  
CONECT   34   32   38   50                                                  
CONECT   35   33   39   51                                                  
CONECT   36   29   33   53                                                  
CONECT   37   26   41   43                                                  
CONECT   38   34   52   56                                                  
CONECT   39   35   54   55                                                  
CONECT   40    5    6   25   30                                             
CONECT   41    7   15   24   37                                             
CONECT   42    8   16   31   43                                             
CONECT   43    9   18   37   42                                             
CONECT   44   19                                                            
CONECT   45   23                                                            
CONECT   46   26                                                            
CONECT   47   27                                                            
CONECT   48   32                                                            
CONECT   49   33                                                            
CONECT   50   34                                                            
CONECT   51   35                                                            
CONECT   52   20   38                                                       
CONECT   53   23   36                                                       
CONECT   54   28   39                                                       
CONECT   55   29   39                                                       
CONECT   56   30   38                                                       
MASTER        0    0    0    0    0    0    0    0   56    0  122    0
END

Download
3D PDB for NP0048018 (Hebevinoside XII)
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SMILES for NP0048018 (Hebevinoside XII)
CC(CCC=C(C)C)C1C(CC2(C)C3C(O)C=C4C(CCC(OC5OCC(O)C(O)C5O)C4(C)C)C3(C)CCC12C)OC1OC(CO)C(OC(C)=O)C(O)C1O
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INCHI for NP0048018 (Hebevinoside XII)
InChI=1S/C43H70O13/c1-21(2)11-10-12-22(3)31-28(54-39-35(51)33(49)36(53-23(4)45)29(19-44)55-39)18-43(9)37-26(46)17-25-24(41(37,7)15-16-42(31,43)8)13-14-30(40(25,5)6)56-38-34(50)32(48)27(47)20-52-38/h11,17,22,24,26-39,44,46-51H,10,12-16,18-20H2,1-9H3
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View in JSmol
Synonyms
ValueSource
16-3-O-beta-D-Xylopyranoside-16-O-(4,6-di-O-acetyl)-beta-D-glucopuranosideHMDB
4,5-Dihydroxy-6-{[9-hydroxy-1,6,6,11,15-pentamethyl-14-(6-methylhept-5-en-2-yl)-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-13-yl]oxy}-2-(hydroxymethyl)oxan-3-yl acetic acidGenerator
Chemical FormulaC43H70O13
Average Mass795.0081 Da
Monoisotopic Mass794.48164 Da
IUPAC Name4,5-dihydroxy-6-{[9-hydroxy-1,6,6,11,15-pentamethyl-14-(6-methylhept-5-en-2-yl)-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-13-yl]oxy}-2-(hydroxymethyl)oxan-3-yl acetate
Traditional Name4,5-dihydroxy-6-{[9-hydroxy-1,6,6,11,15-pentamethyl-14-(6-methylhept-5-en-2-yl)-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-13-yl]oxy}-2-(hydroxymethyl)oxan-3-yl acetate
CAS Registry Number138995-51-4
SMILES
CC(CCC=C(C)C)C1C(CC2(C)C3C(O)C=C4C(CCC(OC5OCC(O)C(O)C5O)C4(C)C)C3(C)CCC12C)OC1OC(CO)C(OC(C)=O)C(O)C1O
InChI Identifier
InChI=1S/C43H70O13/c1-21(2)11-10-12-22(3)31-28(54-39-35(51)33(49)36(53-23(4)45)29(19-44)55-39)18-43(9)37-26(46)17-25-24(41(37,7)15-16-42(31,43)8)13-14-30(40(25,5)6)56-38-34(50)32(48)27(47)20-52-38/h11,17,22,24,26-39,44,46-51H,10,12-16,18-20H2,1-9H3
InChI KeyTZFLXDBCBUACKU-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Agaricus bisporusFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Hebeloma vinosophyllumLOTUS Database
Hebeloma vinosphyllumFungi
Pleurotus ostreatusFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Chemical Taxonomy
Description Belongs to the class of organic compounds known as melleolides and analogues. Melleolides and analogues are compounds with a structure characterized by the presence of a 2-hydroxy-4-methoxy-6-methylbenzoic acid derivative linked to a 3,6,6,7b-tetramethyl-cyclobuta[e]indene moiety.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassSesquiterpenoids  
Direct ParentMelleolides and analogues  
Alternative Parents
Substituents
  • Melleolide-skeleton
    • 

  • P-hydroxybenzoic acid alkyl ester
    • 

  • M-hydroxybenzoic acid ester
    • 

  • P-hydroxybenzoic acid ester
    • 

  • O-hydroxybenzoic acid ester
    • 

  • Benzoate ester
    • 

  • Salicylic acid or derivatives
    • 

  • Pyrogallol derivative
    • 

  • Benzenetriol
    • 

  • Benzoic acid or derivatives
    • 

  • M-cresol
    • 

  • P-cresol
    • 

  • Benzoyl
    • 

  • Phenol
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • Toluene
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Monocyclic benzene moiety
    • 

  • Benzenoid
    • 

  • Vinylogous acid
    • 

  • Carboxylic acid ester
    • 

  • Secondary alcohol
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid derivative
    • 

  • Polyol
    • 

  • Alcohol
    • 

  • Organooxygen compound
    • 

  • Primary alcohol
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organic oxygen compound
    • 

  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.15ALOGPS
logP2.82ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)11.96ChemAxon
pKa (Strongest Basic)-0.61ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area204.83 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity205.86 m³·mol⁻¹ChemAxon
Polarizability88.36 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDHMDB0034607  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB013124  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound185438  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References