NP-MRD: Showing NP-Card for cordysinin B (NP0036200)

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Record Information

Version

1.0

Created at

2021-06-20 19:26:11 UTC

Updated at

2021-06-30 00:07:44 UTC

NP-MRD ID

NP0036200

Secondary Accession Numbers

None

Natural Product Identification

Common Name

cordysinin B

Provided By

JEOL Database JEOL Logo

Description

Cordysinin B, also known as 2'-O-me-a, belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. Cordysinin B is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. cordysinin B is found in Cordyceps sinensis. It was first documented in 2011 (PMID: 21848266). Based on a literature review very few articles have been published on cordysinin B.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121263D          

 35 37  0  0  0  0            999 V2000
   -0.7993   -2.6774   -4.8383 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3702   -1.8881   -4.6513 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2624   -0.9868   -3.5395 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3137    0.1076   -3.6844 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5342   -0.4766   -4.1753 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5309    0.5961   -2.2519 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7020    1.8315   -1.8929 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6738    1.6597   -2.2147 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1498   -0.4908   -1.3716 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6864   -1.5807   -2.1921 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3468   -2.2891   -1.4684 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2799   -3.6071   -1.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3758   -4.0034   -0.4823 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1757   -2.8795   -0.4318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4580   -2.6543    0.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1957   -3.6330    0.7216 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9950   -1.4187   -0.0170 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2706   -0.4588   -0.6290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0366   -0.5536   -1.1723 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5499   -1.7998   -1.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9506   -3.3548   -3.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6777   -2.0401   -4.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6622   -3.2793   -5.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7339   -0.5336   -3.5128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0312    0.8948   -4.3893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2614   -1.0559   -4.9168 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5882    0.8075   -2.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7702    2.0493   -0.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0637    2.7023   -2.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0210    0.9601   -1.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246   -2.2766   -2.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5833   -4.2297   -1.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1016   -3.3887    1.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7993   -4.5556    0.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7439    0.5177   -0.6939 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0  0  0  0
 20 19  2  0  0  0  0
 18 17  2  0  0  0  0
 17 15  1  0  0  0  0
 14 13  1  0  0  0  0
 13 12  2  0  0  0  0
 12 11  1  0  0  0  0
  4  3  1  0  0  0  0
  3 10  1  0  0  0  0
 10  9  1  0  0  0  0
  9  6  1  0  0  0  0
  6  4  1  0  0  0  0
  6 27  1  6  0  0  0
  4 25  1  6  0  0  0
  3 24  1  1  0  0  0
 10 31  1  6  0  0  0
 11 20  1  0  0  0  0
  3  2  1  0  0  0  0
 15 14  2  0  0  0  0
  2  1  1  0  0  0  0
 15 16  1  0  0  0  0
  4  5  1  0  0  0  0
 20 14  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
 10 11  1  0  0  0  0
 18 35  1  0  0  0  0
 12 32  1  0  0  0  0
 16 33  1  0  0  0  0
 16 34  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  5 26  1  0  0  0  0
  7 28  1  0  0  0  0
  7 29  1  0  0  0  0
  8 30  1  0  0  0  0
M  END

     RDKit          3D

 35 37  0  0  0  0  0  0  0  0999 V2000
   -0.7993   -2.6774   -4.8383 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3702   -1.8881   -4.6513 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2624   -0.9868   -3.5395 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3137    0.1076   -3.6844 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5342   -0.4766   -4.1753 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5309    0.5961   -2.2519 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7020    1.8315   -1.8929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6738    1.6597   -2.2147 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1498   -0.4908   -1.3716 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6864   -1.5807   -2.1921 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3468   -2.2891   -1.4684 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2799   -3.6071   -1.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3758   -4.0034   -0.4823 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1757   -2.8795   -0.4318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4580   -2.6543    0.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1957   -3.6330    0.7216 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9950   -1.4187   -0.0170 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2706   -0.4588   -0.6290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0366   -0.5536   -1.1723 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5499   -1.7998   -1.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9506   -3.3548   -3.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6777   -2.0401   -4.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6622   -3.2793   -5.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7339   -0.5336   -3.5128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0312    0.8948   -4.3893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2614   -1.0559   -4.9168 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5882    0.8075   -2.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7702    2.0493   -0.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0637    2.7023   -2.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0210    0.9601   -1.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246   -2.2766   -2.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5833   -4.2297   -1.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1016   -3.3887    1.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7993   -4.5556    0.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7439    0.5177   -0.6939 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0
 20 19  2  0
 18 17  2  0
 17 15  1  0
 14 13  1  0
 13 12  2  0
 12 11  1  0
  4  3  1  0
  3 10  1  0
 10  9  1  0
  9  6  1  0
  6  4  1  0
  6 27  1  6
  4 25  1  6
  3 24  1  1
 10 31  1  6
 11 20  1  0
  3  2  1  0
 15 14  2  0
  2  1  1  0
 15 16  1  0
  4  5  1  0
 20 14  1  0
  6  7  1  0
  7  8  1  0
 10 11  1  0
 18 35  1  0
 12 32  1  0
 16 33  1  0
 16 34  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  5 26  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
M  END


  Mrv1652306202121263D          

 35 37  0  0  0  0            999 V2000
   -0.7993   -2.6774   -4.8383 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3702   -1.8881   -4.6513 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2624   -0.9868   -3.5395 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3137    0.1076   -3.6844 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5342   -0.4766   -4.1753 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5309    0.5961   -2.2519 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7020    1.8315   -1.8929 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6738    1.6597   -2.2147 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1498   -0.4908   -1.3716 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6864   -1.5807   -2.1921 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3468   -2.2891   -1.4684 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2799   -3.6071   -1.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3758   -4.0034   -0.4823 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1757   -2.8795   -0.4318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4580   -2.6543    0.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1957   -3.6330    0.7216 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9950   -1.4187   -0.0170 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2706   -0.4588   -0.6290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0366   -0.5536   -1.1723 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5499   -1.7998   -1.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9506   -3.3548   -3.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6777   -2.0401   -4.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6622   -3.2793   -5.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7339   -0.5336   -3.5128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0312    0.8948   -4.3893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2614   -1.0559   -4.9168 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5882    0.8075   -2.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7702    2.0493   -0.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0637    2.7023   -2.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0210    0.9601   -1.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246   -2.2766   -2.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5833   -4.2297   -1.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1016   -3.3887    1.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7993   -4.5556    0.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7439    0.5177   -0.6939 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0  0  0  0
 20 19  2  0  0  0  0
 18 17  2  0  0  0  0
 17 15  1  0  0  0  0
 14 13  1  0  0  0  0
 13 12  2  0  0  0  0
 12 11  1  0  0  0  0
  4  3  1  0  0  0  0
  3 10  1  0  0  0  0
 10  9  1  0  0  0  0
  9  6  1  0  0  0  0
  6  4  1  0  0  0  0
  6 27  1  6  0  0  0
  4 25  1  6  0  0  0
  3 24  1  1  0  0  0
 10 31  1  6  0  0  0
 11 20  1  0  0  0  0
  3  2  1  0  0  0  0
 15 14  2  0  0  0  0
  2  1  1  0  0  0  0
 15 16  1  0  0  0  0
  4  5  1  0  0  0  0
 20 14  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
 10 11  1  0  0  0  0
 18 35  1  0  0  0  0
 12 32  1  0  0  0  0
 16 33  1  0  0  0  0
 16 34  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  5 26  1  0  0  0  0
  7 28  1  0  0  0  0
  7 29  1  0  0  0  0
  8 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0036200

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C(N=C([H])N=C23)N([H])[H])[C@]([H])(OC([H])([H])[H])[C@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C11H15N5O4/c1-19-8-7(18)5(2-17)20-11(8)16-4-15-6-9(12)13-3-14-10(6)16/h3-5,7-8,11,17-18H,2H2,1H3,(H2,12,13,14)/t5-,7-,8-,11-/m1/s1

> <INCHI_KEY>
FPUGCISOLXNPPC-IOSLPCCCSA-N

> <FORMULA>
C11H15N5O4

> <MOLECULAR_WEIGHT>
281.272

> <EXACT_MASS>
281.112403983

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
27.127396704459347

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-(hydroxymethyl)-4-methoxyoxolan-3-ol

> <ALOGPS_LOGP>
-0.88

> <JCHEM_LOGP>
-1.447837368

> <ALOGPS_LOGS>
-1.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.695414646754713

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.992758533516561

> <JCHEM_PKA_STRONGEST_BASIC>
3.9211957935370707

> <JCHEM_POLAR_SURFACE_AREA>
128.54000000000002

> <JCHEM_REFRACTIVITY>
67.9468

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.54e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-2-(hydroxymethyl)-4-methoxyoxolan-3-ol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 35 37  0  0  0  0  0  0  0  0999 V2000
   -0.7993   -2.6774   -4.8383 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3702   -1.8881   -4.6513 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2624   -0.9868   -3.5395 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3137    0.1076   -3.6844 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5342   -0.4766   -4.1753 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5309    0.5961   -2.2519 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7020    1.8315   -1.8929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6738    1.6597   -2.2147 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1498   -0.4908   -1.3716 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6864   -1.5807   -2.1921 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3468   -2.2891   -1.4684 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2799   -3.6071   -1.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3758   -4.0034   -0.4823 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1757   -2.8795   -0.4318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4580   -2.6543    0.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1957   -3.6330    0.7216 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9950   -1.4187   -0.0170 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2706   -0.4588   -0.6290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0366   -0.5536   -1.1723 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5499   -1.7998   -1.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9506   -3.3548   -3.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6777   -2.0401   -4.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6622   -3.2793   -5.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7339   -0.5336   -3.5128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0312    0.8948   -4.3893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2614   -1.0559   -4.9168 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5882    0.8075   -2.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7702    2.0493   -0.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0637    2.7023   -2.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0210    0.9601   -1.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246   -2.2766   -2.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5833   -4.2297   -1.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1016   -3.3887    1.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7993   -4.5556    0.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7439    0.5177   -0.6939 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0
 20 19  2  0
 18 17  2  0
 17 15  1  0
 14 13  1  0
 13 12  2  0
 12 11  1  0
  4  3  1  0
  3 10  1  0
 10  9  1  0
  9  6  1  0
  6  4  1  0
  6 27  1  6
  4 25  1  6
  3 24  1  1
 10 31  1  6
 11 20  1  0
  3  2  1  0
 15 14  2  0
  2  1  1  0
 15 16  1  0
  4  5  1  0
 20 14  1  0
  6  7  1  0
  7  8  1  0
 10 11  1  0
 18 35  1  0
 12 32  1  0
 16 33  1  0
 16 34  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  5 26  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -0.799  -2.677  -4.838  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.370  -1.888  -4.651  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.262  -0.987  -3.539  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.314   0.108  -3.684  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.534  -0.477  -4.175  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.531   0.596  -2.252  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.702   1.831  -1.893  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.674   1.660  -2.215  0.00  0.00           O+0
HETATM    9  O   UNK     0       1.150  -0.491  -1.372  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.686  -1.581  -2.192  0.00  0.00           C+0
HETATM   11  N   UNK     0      -0.347  -2.289  -1.468  0.00  0.00           N+0
HETATM   12  C   UNK     0      -0.280  -3.607  -1.093  0.00  0.00           C+0
HETATM   13  N   UNK     0      -1.376  -4.003  -0.482  0.00  0.00           N+0
HETATM   14  C   UNK     0      -2.176  -2.880  -0.432  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.458  -2.654   0.097  0.00  0.00           C+0
HETATM   16  N   UNK     0      -4.196  -3.633   0.722  0.00  0.00           N+0
HETATM   17  N   UNK     0      -3.995  -1.419  -0.017  0.00  0.00           N+0
HETATM   18  C   UNK     0      -3.271  -0.459  -0.629  0.00  0.00           C+0
HETATM   19  N   UNK     0      -2.037  -0.554  -1.172  0.00  0.00           N+0
HETATM   20  C   UNK     0      -1.550  -1.800  -1.037  0.00  0.00           C+0
HETATM   21  H   UNK     0      -0.951  -3.355  -3.995  0.00  0.00           H+0
HETATM   22  H   UNK     0      -1.678  -2.040  -4.977  0.00  0.00           H+0
HETATM   23  H   UNK     0      -0.662  -3.279  -5.741  0.00  0.00           H+0
HETATM   24  H   UNK     0      -0.734  -0.534  -3.513  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.031   0.895  -4.389  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.261  -1.056  -4.917  0.00  0.00           H+0
HETATM   27  H   UNK     0       2.588   0.808  -2.056  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.770   2.049  -0.822  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.064   2.702  -2.448  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.021   0.960  -1.619  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.525  -2.277  -2.326  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.583  -4.230  -1.296  0.00  0.00           H+0
HETATM   33  H   UNK     0      -5.102  -3.389   1.087  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.799  -4.556   0.828  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.744   0.518  -0.694  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    3    1                                                       
CONECT    3    4   10   24    2                                             
CONECT    4    3    6   25    5                                             
CONECT    5    4   26                                                       
CONECT    6    9    4   27    7                                             
CONECT    7    6    8   28   29                                             
CONECT    8    7   30                                                       
CONECT    9   10    6                                                       
CONECT   10    3    9   31   11                                             
CONECT   11   12   20   10                                                  
CONECT   12   13   11   32                                                  
CONECT   13   14   12                                                       
CONECT   14   13   15   20                                                  
CONECT   15   17   14   16                                                  
CONECT   16   15   33   34                                                  
CONECT   17   18   15                                                       
CONECT   18   19   17   35                                                  
CONECT   19   18   20                                                       
CONECT   20   19   11   14                                                  
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    3                                                            
CONECT   25    4                                                            
CONECT   26    5                                                            
CONECT   27    6                                                            
CONECT   28    7                                                            
CONECT   29    7                                                            
CONECT   30    8                                                            
CONECT   31   10                                                            
CONECT   32   12                                                            
CONECT   33   16                                                            
CONECT   34   16                                                            
CONECT   35   18                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   74    0
END

RDKit          3D

35 37  0  0  0  0  0  0  0  0999 V2000
   -0.7993   -2.6774   -4.8383 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3702   -1.8881   -4.6513 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2624   -0.9868   -3.5395 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3137    0.1076   -3.6844 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5342   -0.4766   -4.1753 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5309    0.5961   -2.2519 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7020    1.8315   -1.8929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6738    1.6597   -2.2147 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1498   -0.4908   -1.3716 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6864   -1.5807   -2.1921 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3468   -2.2891   -1.4684 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2799   -3.6071   -1.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3758   -4.0034   -0.4823 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1757   -2.8795   -0.4318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4580   -2.6543    0.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1957   -3.6330    0.7216 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9950   -1.4187   -0.0170 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2706   -0.4588   -0.6290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0366   -0.5536   -1.1723 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5499   -1.7998   -1.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9506   -3.3548   -3.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6777   -2.0401   -4.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6622   -3.2793   -5.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7339   -0.5336   -3.5128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0312    0.8948   -4.3893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2614   -1.0559   -4.9168 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5882    0.8075   -2.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7702    2.0493   -0.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0637    2.7023   -2.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0210    0.9601   -1.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246   -2.2766   -2.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5833   -4.2297   -1.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1016   -3.3887    1.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7993   -4.5556    0.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7439    0.5177   -0.6939 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0
 20 19  2  0
 18 17  2  0
 17 15  1  0
 14 13  1  0
 13 12  2  0
 12 11  1  0
  4  3  1  0
  3 10  1  0
 10  9  1  0
  9  6  1  0
  6  4  1  0
  6 27  1  6
  4 25  1  6
  3 24  1  1
 10 31  1  6
 11 20  1  0
  3  2  1  0
 15 14  2  0
  2  1  1  0
 15 16  1  0
  4  5  1  0
 20 14  1  0
  6  7  1  0
  7  8  1  0
 10 11  1  0
 18 35  1  0
 12 32  1  0
 16 33  1  0
 16 34  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  5 26  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
M  END

View in JSmol

Synonyms

Value	Source
(2R,3R,4R,5R)-5-(6-Amino-9H-purin-9-yl)-2-(hydroxymethyl)-4-methoxytetrahydrofuran-3-ol	ChEBI
2'-O-Me-a	ChEBI
2'-O-Methyladenosine, (alpha-D-arabino)-isomer	MeSH
2'-O-Methyladenosine, (beta-D-arabino)-isomer	MeSH

Chemical Formula

C₁₁H₁₅N₅O₄

Average Mass

281.2720 Da

Monoisotopic Mass

281.11240 Da

IUPAC Name

(2R,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-(hydroxymethyl)-4-methoxyoxolan-3-ol

Traditional Name

(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-2-(hydroxymethyl)-4-methoxyoxolan-3-ol

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C(N=C([H])N=C23)N([H])[H])[C@]([H])(OC([H])([H])[H])[C@]1([H])O[H]

InChI Identifier

InChI=1S/C11H15N5O4/c1-19-8-7(18)5(2-17)20-11(8)16-4-15-6-9(12)13-3-14-10(6)16/h3-5,7-8,11,17-18H,2H2,1H3,(H2,12,13,14)/t5-,7-,8-,11-/m1/s1

InChI Key

FPUGCISOLXNPPC-IOSLPCCCSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ophiocordyceps sinensis	JEOL database	Yang, M. -L., et al, J. Nat. Prod. 74, 1996 (2011)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleosides

Sub Class

Not Available

Direct Parent

Purine nucleosides

Alternative Parents

Substituents

Purine nucleoside
Glycosyl compound
N-glycosyl compound
6-aminopurine
Imidazopyrimidine
Purine
Aminopyrimidine
Imidolactam
Pyrimidine
Monosaccharide
N-substituted imidazole
Azole
Heteroaromatic compound
Imidazole
Tetrahydrofuran
Secondary alcohol
Dialkyl ether
Ether
Oxacycle
Azacycle
Organoheterocyclic compound
Organic oxygen compound
Amine
Hydrocarbon derivative
Alcohol
Organic nitrogen compound
Organopnictogen compound
Primary amine
Primary alcohol
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

ether (CHEBI:69426 )
adenosines (CHEBI:69426 )

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	-0.88	ALOGPS
logP	-1.4	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	12.99	ChemAxon
pKa (Strongest Basic)	3.92	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	128.54 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	67.95 m³·mol⁻¹	ChemAxon
Polarizability	27.13 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

Not Available

Chemspider ID

92344

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

69426

Good Scents ID

Not Available

References

General References

Yang ML, Kuo PC, Hwang TL, Wu TS: Anti-inflammatory principles from Cordyceps sinensis. J Nat Prod. 2011 Sep 23;74(9):1996-2000. doi: 10.1021/np100902f. Epub 2011 Aug 17. [PubMed:21848266 ]
Yang, M. -L., et al. (2011). Yang, M. -L., et al, J. Nat. Prod. 74, 1996 (2011). J. Nat. Prod..

Showing NP-Card for cordysinin B (NP0036200)

MOL for NP0036200 (cordysinin B)

3D MOL for NP0036200 (cordysinin B)

3D SDF for NP0036200 (cordysinin B)

3D-SDF for NP0036200 (cordysinin B)

PDB for NP0036200 (cordysinin B)

3D PDB for NP0036200 (cordysinin B)

SMILES for NP0036200 (cordysinin B)

INCHI for NP0036200 (cordysinin B)

Structure for NP0036200 (cordysinin B)

3D Structure for NP0036200 (cordysinin B)