NP-MRD: Showing NP-Card for (3r,11s)-7,11,14-trihydroxy-18,18-dimethyl-3-(3-methylbut-2-en-1-yl)-2,10,17-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁹.0¹⁶,²¹]henicosa-1(21),4,6,8,13,15,19-heptaen-12-one (NP0240356)

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Record Information

Version

2.0

Created at

2022-09-07 00:09:58 UTC

Updated at

2022-09-07 00:09:59 UTC

NP-MRD ID

NP0240356

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3r,11s)-7,11,14-trihydroxy-18,18-dimethyl-3-(3-methylbut-2-en-1-yl)-2,10,17-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁹.0¹⁶,²¹]henicosa-1(21),4,6,8,13,15,19-heptaen-12-one

Description

Sanggenon M belongs to the class of organic compounds known as pyranochromenes. These are organic heterocyclic compounds containing a pyran ring fused to a chromene (1-benzopyran) moiety. (3r,11s)-7,11,14-trihydroxy-18,18-dimethyl-3-(3-methylbut-2-en-1-yl)-2,10,17-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁹.0¹⁶,²¹]henicosa-1(21),4,6,8,13,15,19-heptaen-12-one is found in Morus cathayana and Morus mongolica. (3r,11s)-7,11,14-trihydroxy-18,18-dimethyl-3-(3-methylbut-2-en-1-yl)-2,10,17-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁹.0¹⁶,²¹]henicosa-1(21),4,6,8,13,15,19-heptaen-12-one was first documented in 2018 (PMID: 29191050). Based on a literature review a small amount of articles have been published on sanggenon M (PMID: 30369248) (PMID: 34946724).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072202092D          

 32 36  0  0  1  0            999 V2000
    3.7105    2.3706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9947    1.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2815    2.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9920    1.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2761    0.7253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2735   -0.0997    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0282    0.2334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6941   -0.2537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4488    0.0794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1147   -0.4077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0258   -1.2279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2710   -1.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1821   -2.3812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6052   -1.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8504   -1.4070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7615   -2.2272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1845   -0.9199    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0104   -1.7263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3770   -1.0888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9668   -0.3730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1604   -0.1988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0919    0.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8983    0.7608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4621    1.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2685    1.0238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5209    0.2383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8695   -0.0746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9584    0.7456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7507    0.5156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3224    1.4859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2925    1.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5378    0.8996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
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  8 14  1  0  0  0  0
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 15 17  1  0  0  0  0
  6 17  1  0  0  0  0
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 20 21  2  0  0  0  0
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  6 26  1  0  0  0  0
 10 27  1  0  0  0  0
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 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
 31 32  2  0  0  0  0
  9 32  1  0  0  0  0
M  END

     RDKit          3D

 56 60  0  0  0  0  0  0  0  0999 V2000
   -4.5011   -1.5297    1.5700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3361   -2.2372    1.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4890   -3.5817    0.4507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1632   -1.6413    1.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9085   -0.3032    1.5787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2821    0.6368    0.6135 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0572    0.0840    0.2058 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1902    0.4617    0.6514 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3548   -0.0850    0.1271 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6099    0.2719    0.5534 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7121    1.2193    1.5493 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5772    1.7939    2.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7263    2.7318    3.0872 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3494    1.4208    1.6623 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1090    1.9636    2.1833 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0504    2.3684    3.3407 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0493    2.0094    1.2956 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2246    2.3708    1.9323 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7807    2.7906    0.1473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7736    2.3888   -0.7731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3965    3.0673   -1.8010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3643    2.5104   -2.6183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9719    3.2209   -3.6443 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6990    1.2018   -2.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0784    0.5044   -1.3269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1157    1.0759   -0.5220 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7754   -0.2943    0.0094 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6741   -1.2483   -0.9936 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4258   -2.4854   -0.4868 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4959   -0.7117   -2.1775 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3172   -1.5992   -1.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2181   -1.0798   -0.9201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4165   -1.9813    1.1334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5571   -1.5881    2.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.3606   -4.1222    0.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5859   -4.2146    0.5832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7477   -3.5294   -0.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3092   -2.2071    0.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7925    0.1355    2.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1549   -0.4368    2.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6937    1.5192    1.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9995    3.2087    3.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1079    2.2847    2.9321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1278    4.1039   -2.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8157    3.7420   -3.4429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4499    0.7237   -2.9729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4047   -0.5187   -1.2072 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9445   -3.3562   -0.9768 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3670   -2.5754    0.6098 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4897   -2.4499   -0.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4404   -0.3244   -1.7761 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9041    0.0715   -2.6951 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6772   -1.6007   -2.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2300   -2.3462   -2.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2256   -1.3769   -1.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  6  5  1  1
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 32  1  0
 32 31  2  0
 31 28  1  0
 28 29  1  0
 28 30  1  0
 28 27  1  0
 27 10  1  0
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 12 13  1  0
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 17 18  1  1
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 19 20  1  0
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 22 23  1  0
 22 24  2  0
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 17  6  1  0
 26 20  1  0
 26  6  1  0
 14  8  1  0
 10  9  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
 32 56  1  0
 31 55  1  0
 29 49  1  0
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 29 51  1  0
 30 52  1  0
 30 53  1  0
 30 54  1  0
 11 42  1  0
 13 43  1  0
 18 44  1  0
 21 45  1  0
 23 46  1  0
 24 47  1  0
 25 48  1  0
M  END


  Mrv1652309072202092D          

 32 36  0  0  1  0            999 V2000
    3.7105    2.3706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9947    1.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2815    2.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9920    1.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2761    0.7253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2735   -0.0997    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0282    0.2334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6941   -0.2537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4488    0.0794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1147   -0.4077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0258   -1.2279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2710   -1.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1821   -2.3812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6052   -1.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8504   -1.4070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7615   -2.2272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1845   -0.9199    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0104   -1.7263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3770   -1.0888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9668   -0.3730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1604   -0.1988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0919    0.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8983    0.7608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4621    1.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2685    1.0238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5209    0.2383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8695   -0.0746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9584    0.7456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7507    0.5156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3224    1.4859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2925    1.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5378    0.8996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
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  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
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  6 17  1  0  0  0  0
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  9 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0240356

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CC[C@]12OC3=C4C=CC(C)(C)OC4=CC(O)=C3C(=O)[C@@]1(O)OC1=CC(O)=CC=C21

> <INCHI_IDENTIFIER>
InChI=1S/C25H24O7/c1-13(2)7-10-24-16-6-5-14(26)11-19(16)31-25(24,29)22(28)20-17(27)12-18-15(21(20)32-24)8-9-23(3,4)30-18/h5-9,11-12,26-27,29H,10H2,1-4H3/t24-,25-/m1/s1

> <INCHI_KEY>
DBROKYAXMOREQD-JWQCQUIFSA-N

> <FORMULA>
C25H24O7

> <MOLECULAR_WEIGHT>
436.46

> <EXACT_MASS>
436.152203113

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
45.38223630905752

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,11S)-7,11,14-trihydroxy-18,18-dimethyl-3-(3-methylbut-2-en-1-yl)-2,10,17-trioxapentacyclo[11.8.0.0^{3,11}.0^{4,9}.0^{16,21}]henicosa-1(21),4,6,8,13,15,19-heptaen-12-one

> <JCHEM_LOGP>
5.221225300666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.982516373961493

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.382154948793099

> <JCHEM_PKA_STRONGEST_BASIC>
-4.531269526096718

> <JCHEM_POLAR_SURFACE_AREA>
105.45000000000002

> <JCHEM_REFRACTIVITY>
118.54760000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3R,11S)-7,11,14-trihydroxy-18,18-dimethyl-3-(3-methylbut-2-en-1-yl)-2,10,17-trioxapentacyclo[11.8.0.0^{3,11}.0^{4,9}.0^{16,21}]henicosa-1(21),4,6,8,13,15,19-heptaen-12-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       6.926   4.425   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.590   3.660   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.259   4.434   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.585   2.120   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.249   1.354   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.244  -0.186   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.653   0.436   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.896  -0.474   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.304   0.148   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.547  -0.761   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.381  -2.292   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.973  -2.914   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       7.807  -4.445   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.730  -2.005   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.321  -2.626   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.155  -4.157   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.078  -1.717   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.753  -3.222   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.570  -2.032   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.805  -0.696   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.299  -0.371   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.172   1.095   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.677   1.420   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.863   2.236   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.368   1.911   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.839   0.445   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      10.956  -0.139   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      11.122   1.392   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      12.601   0.962   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      11.802   2.774   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.879   2.301   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.470   1.679   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   17   26                                             
CONECT    7    6    8                                                       
CONECT    8    7    9   14                                                  
CONECT    9    8   10   32                                                  
CONECT   10    9   11   27                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    8   15                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15    6   18   19                                             
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   26                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   20    6                                                  
CONECT   27   10   28                                                       
CONECT   28   27   29   30   31                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   28   32                                                       
CONECT   32   31    9                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₂₄O₇

Average Mass

436.4600 Da

Monoisotopic Mass

436.15220 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)=CC[C@]12OC3=C4C=CC(C)(C)OC4=CC(O)=C3C(=O)[C@@]1(O)OC1=CC(O)=CC=C21

InChI Identifier

InChI=1S/C25H24O7/c1-13(2)7-10-24-16-6-5-14(26)11-19(16)31-25(24,29)22(28)20-17(27)12-18-15(21(20)32-24)8-9-23(3,4)30-18/h5-9,11-12,26-27,29H,10H2,1-4H3/t24-,25-/m1/s1

InChI Key

DBROKYAXMOREQD-JWQCQUIFSA-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
Morus cathayana	LOTUS Database	35616633
Morus mongolica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranochromenes. These are organic heterocyclic compounds containing a pyran ring fused to a chromene (1-benzopyran) moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Pyranochromenes

Alternative Parents

Substituents

Pyranochromene
2,2-dimethyl-1-benzopyran
Chromone
Coumaran
Aryl alkyl ketone
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Benzenoid
Vinylogous acid
Hemiacetal
Ketone
Ether
Polyol
Oxacycle
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Organic oxide
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00008629

Chemspider ID

23327594

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44559964

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Hu X, Yu MH, Yan GR, Wang HY, Hou AJ, Lei C: Isoprenylated phenolic compounds with tyrosinase inhibition from Morus nigra. J Asian Nat Prod Res. 2018 May;20(5):488-493. doi: 10.1080/10286020.2017.1350653. Epub 2017 Nov 30. [PubMed:29191050 ]
Xu L, Yu M, Niu L, Huang C, Wang Y, Wu C, Yang P, Hu X: Phenolic compounds isolated from Morus nigra and their alpha-glucosidase inhibitory activities. Nat Prod Res. 2020 Mar;34(5):605-612. doi: 10.1080/14786419.2018.1491041. Epub 2018 Oct 27. [PubMed:30369248 ]
Ko W, Liu Z, Kim KW, Dong L, Lee H, Kim NY, Lee DS, Woo ER: Kuwanon T and Sanggenon a Isolated from Morus alba Exert Anti-Inflammatory Effects by Regulating NF-kappaB and HO-1/Nrf2 Signaling Pathways in BV2 and RAW264.7 Cells. Molecules. 2021 Dec 16;26(24). pii: molecules26247642. doi: 10.3390/molecules26247642. [PubMed:34946724 ]
LOTUS database [Link]

Showing NP-Card for (3r,11s)-7,11,14-trihydroxy-18,18-dimethyl-3-(3-methylbut-2-en-1-yl)-2,10,17-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁹.0¹⁶,²¹]henicosa-1(21),4,6,8,13,15,19-heptaen-12-one (NP0240356)

MOL for NP0240356 ((3r,11s)-7,11,14-trihydroxy-18,18-dimethyl-3-(3-methylbut-2-en-1-yl)-2,10,17-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁹.0¹⁶,²¹]henicosa-1(21),4,6,8,13,15,19-heptaen-12-one)

3D MOL for NP0240356 ((3r,11s)-7,11,14-trihydroxy-18,18-dimethyl-3-(3-methylbut-2-en-1-yl)-2,10,17-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁹.0¹⁶,²¹]henicosa-1(21),4,6,8,13,15,19-heptaen-12-one)

3D SDF for NP0240356 ((3r,11s)-7,11,14-trihydroxy-18,18-dimethyl-3-(3-methylbut-2-en-1-yl)-2,10,17-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁹.0¹⁶,²¹]henicosa-1(21),4,6,8,13,15,19-heptaen-12-one)

3D-SDF for NP0240356 ((3r,11s)-7,11,14-trihydroxy-18,18-dimethyl-3-(3-methylbut-2-en-1-yl)-2,10,17-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁹.0¹⁶,²¹]henicosa-1(21),4,6,8,13,15,19-heptaen-12-one)

PDB for NP0240356 ((3r,11s)-7,11,14-trihydroxy-18,18-dimethyl-3-(3-methylbut-2-en-1-yl)-2,10,17-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁹.0¹⁶,²¹]henicosa-1(21),4,6,8,13,15,19-heptaen-12-one)

3D PDB for NP0240356 ((3r,11s)-7,11,14-trihydroxy-18,18-dimethyl-3-(3-methylbut-2-en-1-yl)-2,10,17-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁹.0¹⁶,²¹]henicosa-1(21),4,6,8,13,15,19-heptaen-12-one)

SMILES for NP0240356 ((3r,11s)-7,11,14-trihydroxy-18,18-dimethyl-3-(3-methylbut-2-en-1-yl)-2,10,17-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁹.0¹⁶,²¹]henicosa-1(21),4,6,8,13,15,19-heptaen-12-one)

INCHI for NP0240356 ((3r,11s)-7,11,14-trihydroxy-18,18-dimethyl-3-(3-methylbut-2-en-1-yl)-2,10,17-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁹.0¹⁶,²¹]henicosa-1(21),4,6,8,13,15,19-heptaen-12-one)

Structure for NP0240356 ((3r,11s)-7,11,14-trihydroxy-18,18-dimethyl-3-(3-methylbut-2-en-1-yl)-2,10,17-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁹.0¹⁶,²¹]henicosa-1(21),4,6,8,13,15,19-heptaen-12-one)

3D Structure for NP0240356 ((3r,11s)-7,11,14-trihydroxy-18,18-dimethyl-3-(3-methylbut-2-en-1-yl)-2,10,17-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁹.0¹⁶,²¹]henicosa-1(21),4,6,8,13,15,19-heptaen-12-one)