NP-MRD: Showing NP-Card for sarcandrone B (NP0038304)

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Record Information

Version

2.0

Created at

2021-06-20 21:01:54 UTC

Updated at

2021-06-30 00:11:01 UTC

NP-MRD ID

NP0038304

Secondary Accession Numbers

None

Natural Product Identification

Common Name

sarcandrone B

Provided By

JEOL Database JEOL Logo

Description

Sarcandrone B belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone. sarcandrone B is found in Sarcandra glabra and Sarcandra hainanensis. sarcandrone B was first documented in 2009 (Cao, C.-M., et al.). Based on a literature review very few articles have been published on Sarcandrone B.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123013D          

 71 75  0  0  0  0            999 V2000
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    4.4555   -1.5375   -0.0466 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3423   -0.0602   -1.9077 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1 42  1  0  0  0  0
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M  END

     RDKit          3D

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  1 42  1  0
  1 43  1  0
  1 44  1  0
M  END


  Mrv1652306202123013D          

 71 75  0  0  0  0            999 V2000
   -1.6804   -0.0242    2.3966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5334    0.1646    0.9877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2446   -0.0188    0.5673 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3720   -1.2584    0.7636 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6851   -1.4576    0.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2145   -2.6951    0.6169 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4045   -0.4308   -0.2683 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8044   -0.7088   -0.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4555   -1.5375   -0.0466 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3423   -0.0602   -1.9077 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6380   -0.2058   -2.2249 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2599    0.3827   -3.4188 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9004    1.6462   -3.9072 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5367    2.1818   -5.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5456    1.4649   -5.6699 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9232    0.2150   -5.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2875   -0.3204   -4.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    0.8180   -0.4305 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5371    1.8848   -0.8492 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4239    1.0339   -0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2569    2.3730   -0.4134 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2966    2.2390   -1.5350 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7181    2.1955   -0.9957 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7165    2.1825   -2.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1962    0.9581   -2.6372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0955    0.9238   -3.7045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5225    2.1107   -4.2960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0496    3.3330   -3.8232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1499    3.3696   -2.7565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9914    3.3274   -0.1665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1207    3.5371    0.8687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5862    4.2541    1.9802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8604    4.7079    2.2225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9294    4.0297    1.5722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6740    4.6047    2.9808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0925    5.3242    4.0706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3315    4.2601    2.9118 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1329    3.5347    1.8163 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4557    3.2097    1.6264 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2944    3.2522    2.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7651    3.1488    0.7900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8586    0.4338    2.9590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6108    0.4644    2.7017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7652   -1.0886    2.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1650   -2.0791    1.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1888   -2.6414    0.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6575    0.4995   -2.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2936   -0.8032   -1.5937 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1300    2.2343   -3.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2474    3.1616   -5.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0409    1.8822   -6.5427 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7137   -0.3444   -5.6777 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5972   -1.2976   -3.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3673    2.6083   -0.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4978    3.0349   -0.8579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0842    1.3811   -2.1856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2026    3.1311   -2.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9149    1.3008   -0.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8700    0.0207   -2.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4616   -0.0301   -4.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2224    2.0833   -5.1269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3800    4.2595   -4.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7880    4.3327   -2.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0521    4.3943    0.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8100    2.9415    1.6072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8492    4.2727    2.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0405    5.4996    3.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3207    4.5935    3.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4954    4.2865    3.0747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2499    2.7918    2.5095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8683    2.6756    3.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  2  0  0  0  0
 37 38  2  0  0  0  0
  5  4  1  0  0  0  0
 38 41  1  0  0  0  0
  4  3  2  0  0  0  0
  3 20  1  0  0  0  0
 21 20  1  0  0  0  0
  7  8  1  0  0  0  0
 31 30  1  0  0  0  0
  8  9  2  0  0  0  0
 24 25  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 41 31  2  0  0  0  0
 11 12  1  0  0  0  0
 25 26  1  0  0  0  0
  3  2  1  0  0  0  0
 41 21  1  0  0  0  0
 18 19  1  0  0  0  0
 26 27  2  0  0  0  0
  5  6  1  0  0  0  0
 31 32  1  0  0  0  0
 27 28  1  0  0  0  0
 12 13  2  0  0  0  0
 21 22  1  0  0  0  0
 13 14  1  0  0  0  0
 28 29  2  0  0  0  0
 14 15  2  0  0  0  0
 29 24  1  0  0  0  0
 15 16  1  0  0  0  0
 23 24  1  0  0  0  0
 16 17  2  0  0  0  0
 17 12  1  0  0  0  0
 32 35  2  0  0  0  0
 35 36  1  0  0  0  0
 22 23  1  0  0  0  0
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 33 34  1  0  0  0  0
 35 37  1  0  0  0  0
 38 39  1  0  0  0  0
 18  7  1  0  0  0  0
 39 40  1  0  0  0  0
 23 30  1  0  0  0  0
  2  1  1  0  0  0  0
 21 55  1  6  0  0  0
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 29 63  1  0  0  0  0
  4 45  1  0  0  0  0
 10 47  1  0  0  0  0
 19 54  1  0  0  0  0
  6 46  1  0  0  0  0
 11 48  1  0  0  0  0
 13 49  1  0  0  0  0
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 36 67  1  0  0  0  0
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 40 69  1  0  0  0  0
 40 70  1  0  0  0  0
 40 71  1  0  0  0  0
  1 42  1  0  0  0  0
  1 43  1  0  0  0  0
  1 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0038304

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(OC([H])([H])[H])C2=C(C(OC([H])([H])[H])=C1[H])[C@@]([H])(C1=C(O[H])C(C(=O)C(\[H])=C(/[H])C3=C([H])C([H])=C([H])C([H])=C3[H])=C(O[H])C([H])=C1OC([H])([H])[H])C([H])([H])[C@@]([H])(O2)C1=C([H])C([H])=C([H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C33H30O8/c1-38-26-17-23(35)30(22(34)15-14-19-10-6-4-7-11-19)31(37)28(26)21-16-25(20-12-8-5-9-13-20)41-33-29(21)27(39-2)18-24(36)32(33)40-3/h4-15,17-18,21,25,35-37H,16H2,1-3H3/b15-14+/t21-,25-/m1/s1

> <INCHI_KEY>
VXTGJTRCSRGQGL-INGXWZIVSA-N

> <FORMULA>
C33H30O8

> <MOLECULAR_WEIGHT>
554.595

> <EXACT_MASS>
554.194067926

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
59.763467794118164

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-1-{2,6-dihydroxy-3-[(2R,4R)-7-hydroxy-5,8-dimethoxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-yl]-4-methoxyphenyl}-3-phenylprop-2-en-1-one

> <ALOGPS_LOGP>
5.05

> <JCHEM_LOGP>
7.338464708999998

> <ALOGPS_LOGS>
-5.26

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.333953874289861

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.1619133920799944

> <JCHEM_PKA_STRONGEST_BASIC>
-4.300275658280038

> <JCHEM_POLAR_SURFACE_AREA>
114.68000000000002

> <JCHEM_REFRACTIVITY>
155.5095

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.06e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-1-{2,6-dihydroxy-3-[(2R,4R)-7-hydroxy-5,8-dimethoxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-yl]-4-methoxyphenyl}-3-phenylprop-2-en-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 71 75  0  0  0  0  0  0  0  0999 V2000
   -1.6804   -0.0242    2.3966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5334    0.1646    0.9877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2446   -0.0188    0.5673 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3720   -1.2584    0.7636 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6851   -1.4576    0.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2145   -2.6951    0.6169 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4045   -0.4308   -0.2683 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8044   -0.7088   -0.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4555   -1.5375   -0.0466 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3423   -0.0602   -1.9077 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6380   -0.2058   -2.2249 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2599    0.3827   -3.4188 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9004    1.6462   -3.9072 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5367    2.1818   -5.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5456    1.4649   -5.6699 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9232    0.2150   -5.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2875   -0.3204   -4.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    0.8180   -0.4305 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5371    1.8848   -0.8492 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4239    1.0339   -0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2569    2.3730   -0.4134 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -2.7181    2.1955   -0.9957 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7165    2.1825   -2.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1962    0.9581   -2.6372 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.5225    2.1107   -4.2960 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1329    3.5347    1.8163 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4557    3.2097    1.6264 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2944    3.2522    2.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7651    3.1488    0.7900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8586    0.4338    2.9590 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7652   -1.0886    2.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1650   -2.0791    1.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1888   -2.6414    0.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6575    0.4995   -2.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2936   -0.8032   -1.5937 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1300    2.2343   -3.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2474    3.1616   -5.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0409    1.8822   -6.5427 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7137   -0.3444   -5.6777 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5972   -1.2976   -3.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3673    2.6083   -0.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4978    3.0349   -0.8579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0842    1.3811   -2.1856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2026    3.1311   -2.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9149    1.3008   -0.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8700    0.0207   -2.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4616   -0.0301   -4.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2224    2.0833   -5.1269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3800    4.2595   -4.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7880    4.3327   -2.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0521    4.3943    0.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8100    2.9415    1.6072 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2499    2.7918    2.5095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8683    2.6756    3.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  2  0
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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      -1.680  -0.024   2.397  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.533   0.165   0.988  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.245  -0.019   0.567  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.372  -1.258   0.764  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.685  -1.458   0.354  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.215  -2.695   0.617  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.405  -0.431  -0.268  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.804  -0.709  -0.683  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.455  -1.538  -0.047  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.342  -0.060  -1.908  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.638  -0.206  -2.225  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.260   0.383  -3.419  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.900   1.646  -3.907  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.537   2.182  -5.030  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.546   1.465  -5.670  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.923   0.215  -5.184  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.287  -0.320  -4.061  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.780   0.818  -0.431  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.537   1.885  -0.849  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.424   1.034  -0.083  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.257   2.373  -0.413  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.297   2.239  -1.535  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.718   2.196  -0.996  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.716   2.183  -2.145  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.196   0.958  -2.637  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.096   0.924  -3.704  0.00  0.00           C+0
HETATM   27  C   UNK     0      -5.523   2.111  -4.296  0.00  0.00           C+0
HETATM   28  C   UNK     0      -5.050   3.333  -3.823  0.00  0.00           C+0
HETATM   29  C   UNK     0      -4.150   3.370  -2.757  0.00  0.00           C+0
HETATM   30  O   UNK     0      -2.991   3.327  -0.167  0.00  0.00           O+0
HETATM   31  C   UNK     0      -2.121   3.537   0.869  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.586   4.254   1.980  0.00  0.00           C+0
HETATM   33  O   UNK     0      -3.860   4.708   2.223  0.00  0.00           O+0
HETATM   34  C   UNK     0      -4.929   4.030   1.572  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.674   4.605   2.981  0.00  0.00           C+0
HETATM   36  O   UNK     0      -2.092   5.324   4.071  0.00  0.00           O+0
HETATM   37  C   UNK     0      -0.332   4.260   2.912  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.133   3.535   1.816  0.00  0.00           C+0
HETATM   39  O   UNK     0       1.456   3.210   1.626  0.00  0.00           O+0
HETATM   40  C   UNK     0       2.294   3.252   2.779  0.00  0.00           C+0
HETATM   41  C   UNK     0      -0.765   3.149   0.790  0.00  0.00           C+0
HETATM   42  H   UNK     0      -0.859   0.434   2.959  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.611   0.464   2.702  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.765  -1.089   2.636  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.165  -2.079   1.231  0.00  0.00           H+0
HETATM   46  H   UNK     0       3.189  -2.641   0.485  0.00  0.00           H+0
HETATM   47  H   UNK     0       3.658   0.500  -2.532  0.00  0.00           H+0
HETATM   48  H   UNK     0       6.294  -0.803  -1.594  0.00  0.00           H+0
HETATM   49  H   UNK     0       5.130   2.234  -3.414  0.00  0.00           H+0
HETATM   50  H   UNK     0       6.247   3.162  -5.401  0.00  0.00           H+0
HETATM   51  H   UNK     0       8.041   1.882  -6.543  0.00  0.00           H+0
HETATM   52  H   UNK     0       8.714  -0.344  -5.678  0.00  0.00           H+0
HETATM   53  H   UNK     0       7.597  -1.298  -3.697  0.00  0.00           H+0
HETATM   54  H   UNK     0       2.367   2.608  -0.210  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.498   3.035  -0.858  0.00  0.00           H+0
HETATM   56  H   UNK     0      -1.084   1.381  -2.186  0.00  0.00           H+0
HETATM   57  H   UNK     0      -1.203   3.131  -2.173  0.00  0.00           H+0
HETATM   58  H   UNK     0      -2.915   1.301  -0.402  0.00  0.00           H+0
HETATM   59  H   UNK     0      -3.870   0.021  -2.191  0.00  0.00           H+0
HETATM   60  H   UNK     0      -5.462  -0.030  -4.075  0.00  0.00           H+0
HETATM   61  H   UNK     0      -6.222   2.083  -5.127  0.00  0.00           H+0
HETATM   62  H   UNK     0      -5.380   4.260  -4.285  0.00  0.00           H+0
HETATM   63  H   UNK     0      -3.788   4.333  -2.402  0.00  0.00           H+0
HETATM   64  H   UNK     0      -5.052   4.394   0.548  0.00  0.00           H+0
HETATM   65  H   UNK     0      -4.810   2.942   1.607  0.00  0.00           H+0
HETATM   66  H   UNK     0      -5.849   4.273   2.114  0.00  0.00           H+0
HETATM   67  H   UNK     0      -3.041   5.500   3.906  0.00  0.00           H+0
HETATM   68  H   UNK     0       0.321   4.593   3.711  0.00  0.00           H+0
HETATM   69  H   UNK     0       2.495   4.287   3.075  0.00  0.00           H+0
HETATM   70  H   UNK     0       3.250   2.792   2.510  0.00  0.00           H+0
HETATM   71  H   UNK     0       1.868   2.676   3.607  0.00  0.00           H+0
CONECT    1    2   42   43   44                                             
CONECT    2    3    1                                                       
CONECT    3    4   20    2                                                  
CONECT    4    5    3   45                                                  
CONECT    5    7    4    6                                                  
CONECT    6    5   46                                                       
CONECT    7    5    8   18                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   47                                                  
CONECT   11   10   12   48                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14   49                                                  
CONECT   14   13   15   50                                                  
CONECT   15   14   16   51                                                  
CONECT   16   15   17   52                                                  
CONECT   17   16   12   53                                                  
CONECT   18   19   20    7                                                  
CONECT   19   18   54                                                       
CONECT   20    3   21   18                                                  
CONECT   21   20   41   22   55                                             
CONECT   22   21   23   56   57                                             
CONECT   23   24   22   30   58                                             
CONECT   24   25   29   23                                                  
CONECT   25   24   26   59                                                  
CONECT   26   25   27   60                                                  
CONECT   27   26   28   61                                                  
CONECT   28   27   29   62                                                  
CONECT   29   28   24   63                                                  
CONECT   30   31   23                                                       
CONECT   31   30   41   32                                                  
CONECT   32   31   35   33                                                  
CONECT   33   32   34                                                       
CONECT   34   33   64   65   66                                             
CONECT   35   32   36   37                                                  
CONECT   36   35   67                                                       
CONECT   37   38   35   68                                                  
CONECT   38   37   41   39                                                  
CONECT   39   38   40                                                       
CONECT   40   39   69   70   71                                             
CONECT   41   38   31   21                                                  
CONECT   42    1                                                            
CONECT   43    1                                                            
CONECT   44    1                                                            
CONECT   45    4                                                            
CONECT   46    6                                                            
CONECT   47   10                                                            
CONECT   48   11                                                            
CONECT   49   13                                                            
CONECT   50   14                                                            
CONECT   51   15                                                            
CONECT   52   16                                                            
CONECT   53   17                                                            
CONECT   54   19                                                            
CONECT   55   21                                                            
CONECT   56   22                                                            
CONECT   57   22                                                            
CONECT   58   23                                                            
CONECT   59   25                                                            
CONECT   60   26                                                            
CONECT   61   27                                                            
CONECT   62   28                                                            
CONECT   63   29                                                            
CONECT   64   34                                                            
CONECT   65   34                                                            
CONECT   66   34                                                            
CONECT   67   36                                                            
CONECT   68   37                                                            
CONECT   69   40                                                            
CONECT   70   40                                                            
CONECT   71   40                                                            
MASTER        0    0    0    0    0    0    0    0   71    0  150    0
END

RDKit          3D

71 75  0  0  0  0  0  0  0  0999 V2000
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  1 43  1  0
  1 44  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₃H₃₀O₈

Average Mass

554.5950 Da

Monoisotopic Mass

554.19407 Da

IUPAC Name

(2E)-1-{2,6-dihydroxy-3-[(2R,4R)-7-hydroxy-5,8-dimethoxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-yl]-4-methoxyphenyl}-3-phenylprop-2-en-1-one

Traditional Name

(2E)-1-{2,6-dihydroxy-3-[(2R,4R)-7-hydroxy-5,8-dimethoxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-yl]-4-methoxyphenyl}-3-phenylprop-2-en-1-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C(OC([H])([H])[H])C2=C(C(OC([H])([H])[H])=C1[H])[C@@]([H])(C1=C(O[H])C(C(=O)C(\[H])=C(/[H])C3=C([H])C([H])=C([H])C([H])=C3[H])=C(O[H])C([H])=C1OC([H])([H])[H])C([H])([H])[C@@]([H])(O2)C1=C([H])C([H])=C([H])C([H])=C1[H]

InChI Identifier

InChI=1S/C33H30O8/c1-38-26-17-23(35)30(22(34)15-14-19-10-6-4-7-11-19)31(37)28(26)21-16-25(20-12-8-5-9-13-20)41-33-29(21)27(39-2)18-24(36)32(33)40-3/h4-15,17-18,21,25,35-37H,16H2,1-3H3/b15-14+/t21-,25-/m1/s1

InChI Key

VXTGJTRCSRGQGL-INGXWZIVSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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
Sarcandra glabra	LOTUS Database	35616633
Sarcandra hainanensis	JEOL database	Cao, C.-M., et al, Chem. Pharm. Bull. 57, 743 (2009)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

8-O-methylated flavonoids

Alternative Parents

Substituents

5-methoxyflavonoid-skeleton
8-methoxyflavonoid-skeleton
7-hydroxyflavonoid
Hydroxyflavonoid
2'-hydroxychalcone
Flavan
Neoflavan
Neoflavonoid skeleton
Linear 1,3-diarylpropanoid
Cinnamylphenol
Cinnamic acid or derivatives
Chromane
Benzopyran
Methoxyphenol
1-benzopyran
Phenoxy compound
Anisole
Benzoyl
Methoxybenzene
Phenol ether
Resorcinol
Styrene
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Acryloyl-group
Enone
Alpha,beta-unsaturated ketone
Ketone
Organoheterocyclic compound
Oxacycle
Ether
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	5.05	ALOGPS
logP	7.34	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	7.16	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	114.68 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	155.51 m³·mol⁻¹	ChemAxon
Polarizability	59.76 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

28425523

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44178629

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Cao, C.-M., et al. (2009). Cao, C.-M., et al, Chem. Pharm. Bull. 57, 743 (2009). Chem. Pharm. Bull..

Showing NP-Card for sarcandrone B (NP0038304)

MOL for NP0038304 (sarcandrone B)

3D MOL for NP0038304 (sarcandrone B)

3D SDF for NP0038304 (sarcandrone B)

3D-SDF for NP0038304 (sarcandrone B)

PDB for NP0038304 (sarcandrone B)

3D PDB for NP0038304 (sarcandrone B)

SMILES for NP0038304 (sarcandrone B)

INCHI for NP0038304 (sarcandrone B)

Structure for NP0038304 (sarcandrone B)

3D Structure for NP0038304 (sarcandrone B)