NP-MRD: Showing NP-Card for (2r,11r)-17,17-dimethyl-8-(3-methylbut-2-en-1-yl)-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(21),5(10),6,8,13,15,19-heptaene-7,20-diol (NP0204101)

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Record Information

Version

2.0

Created at

2022-09-04 23:42:50 UTC

Updated at

2022-09-04 23:42:51 UTC

NP-MRD ID

NP0204101

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,11r)-17,17-dimethyl-8-(3-methylbut-2-en-1-yl)-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(21),5(10),6,8,13,15,19-heptaene-7,20-diol

Description

Lespeflorin G11 belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids. (2r,11r)-17,17-dimethyl-8-(3-methylbut-2-en-1-yl)-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(21),5(10),6,8,13,15,19-heptaene-7,20-diol is found in Lespedeza floribunda. Based on a literature review very few articles have been published on Lespeflorin G11.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052201422D          

 30 34  0  0  1  0            999 V2000
   -6.0037    1.6994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1968    1.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6447    2.1410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9418    0.7433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1349    0.5718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8799   -0.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0729   -0.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8180   -1.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3700   -1.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1770   -1.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4319   -0.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2389   -0.6544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1151   -2.5667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3081   -2.7382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7561   -2.1251    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9311   -2.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3791   -2.7382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4279   -2.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9799   -3.1798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6828   -1.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1308   -1.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6762   -1.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3436   -0.8556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0110   -1.3405    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3858   -0.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1927   -0.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7448   -0.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2527   -0.1758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4732   -1.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4898   -1.6106    0.0000 O   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
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 16 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 23  1  6  0  0  0
  8 24  1  0  0  0  0
 15 24  1  0  0  0  0
 21 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 20 30  1  0  0  0  0
M  END

     RDKit          3D

 56 60  0  0  0  0  0  0  0  0999 V2000
    7.6999   -0.9406   -1.4126 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7343    0.1938   -1.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3262    1.5433   -1.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4340   -0.0484   -1.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3657    0.9717   -1.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4435    0.6846   -0.1004 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1784    0.1429   -0.3064 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3243   -0.1281    0.7375 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7416    0.1480    2.0221 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9858    0.6852    2.2818 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8298    0.9484    1.1931 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0710    1.4848    1.4585 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9184   -0.1055    3.1259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3986   -0.4942    2.8723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5874   -1.3893    1.6901 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0340   -1.3961    1.3631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1268   -2.1753    1.7288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3903   -1.9331    1.2535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4723   -2.7072    1.6175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6213   -0.8798    0.3741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5423   -0.1115    0.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2482   -0.3531    0.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0153    0.2941    0.2632 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0044   -0.7038    0.4710 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7492    1.0028   -0.9080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9677    1.2171   -1.3524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1538    0.4128   -0.9894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1909    1.3898   -0.4505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7777   -0.2182   -2.2430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8966   -0.6292   -0.1106 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3068   -0.9619   -0.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1621   -1.9199   -1.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3962   -0.7830   -2.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7457    2.3440   -1.6199 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3697    1.5700   -1.5245 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3531    1.8017   -0.0170 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1132   -1.0947   -1.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8624    1.9474   -0.9882 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7868    1.0246   -2.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9057   -0.0537   -1.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3111    0.9021    3.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3819    1.6890    2.3995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8954   -0.9282    3.7746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9877    0.4464    2.6648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1814   -2.4064    1.8348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9290   -2.9895    2.4134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4507   -3.4899    2.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0290   -1.4060   -0.3678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8956    1.6081   -1.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1297    2.0408   -2.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5998    1.9613   -1.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0269    0.8688    0.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7174    2.1457    0.2250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9479   -0.7049   -2.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4523   -1.0198   -1.8690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3366    0.5022   -2.8397 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
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 24  1  0
 24 23  1  0
 23 22  1  0
 22 21  2  0
 21 25  1  0
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 27 30  1  0
 30 20  1  0
 20 18  2  0
 18 19  1  0
 18 17  1  0
 17 16  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11  6  1  0
 24  8  1  0
 16 22  1  0
 16 15  1  0
 20 21  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  7 40  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  1
 24 48  1  6
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 28 51  1  0
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 28 53  1  0
 29 54  1  0
 29 55  1  0
 29 56  1  0
 19 47  1  0
 17 46  1  0
 10 41  1  0
 12 42  1  0
M  END


  Mrv1652309052201422D          

 30 34  0  0  1  0            999 V2000
   -6.0037    1.6994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1968    1.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6447    2.1410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9418    0.7433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1349    0.5718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8799   -0.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0729   -0.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8180   -1.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3700   -1.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1770   -1.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4319   -0.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2389   -0.6544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1151   -2.5667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3081   -2.7382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7561   -2.1251    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9311   -2.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3791   -2.7382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4279   -2.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9799   -3.1798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6828   -1.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1308   -1.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6762   -1.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3436   -0.8556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0110   -1.3405    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    1.1927   -0.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7448   -0.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2527   -0.1758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4732   -1.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4898   -1.6106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
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 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 16 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 23  1  6  0  0  0
  8 24  1  0  0  0  0
 15 24  1  0  0  0  0
 21 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 20 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0204101

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC1=CC2=C(OC[C@@H]3[C@H]2OC2=C4C=CC(C)(C)OC4=C(O)C=C32)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C25H26O5/c1-13(2)5-6-14-9-17-21(11-19(14)26)28-12-18-16-10-20(27)24-15(22(16)29-23(17)18)7-8-25(3,4)30-24/h5,7-11,18,23,26-27H,6,12H2,1-4H3/t18-,23-/m0/s1

> <INCHI_KEY>
RUXZLRGFTZAFJO-MBSDFSHPSA-N

> <FORMULA>
C25H26O5

> <MOLECULAR_WEIGHT>
406.478

> <EXACT_MASS>
406.178023937

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
45.59351250000363

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,11R)-17,17-dimethyl-8-(3-methylbut-2-en-1-yl)-4,12,18-trioxapentacyclo[11.8.0.0^{2,11}.0^{5,10}.0^{14,19}]henicosa-1(21),5(10),6,8,13,15,19-heptaene-7,20-diol

> <JCHEM_LOGP>
4.992519741666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.29920575910336

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.183118289819788

> <JCHEM_PKA_STRONGEST_BASIC>
-4.438357944610078

> <JCHEM_POLAR_SURFACE_AREA>
68.15

> <JCHEM_REFRACTIVITY>
117.215

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R,11R)-17,17-dimethyl-8-(3-methylbut-2-en-1-yl)-4,12,18-trioxapentacyclo[11.8.0.0^{2,11}.0^{5,10}.0^{14,19}]henicosa-1(21),5(10),6,8,13,15,19-heptaene-7,20-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0     -11.207   3.172   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.701   2.852   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.670   3.997   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.225   1.387   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.718   1.067   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.243  -0.397   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.736  -0.718   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.260  -2.182   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.291  -3.327   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -7.797  -3.006   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -8.273  -1.542   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -9.779  -1.222   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -5.815  -4.791   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -4.309  -5.111   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.278  -3.967   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.738  -3.967   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.708  -5.111   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.799  -4.791   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.829  -5.936   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.275  -3.327   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.244  -2.182   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.262  -2.502   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.508  -1.597   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -3.754  -2.502   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.720  -0.718   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.226  -0.397   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.257  -1.542   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.205  -0.328   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.617  -2.265   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       2.781  -3.006   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   24                                                  
CONECT    9    8   10   13                                                  
CONECT   10    9   11                                                       
CONECT   11   10    6   12                                                  
CONECT   12   11                                                            
CONECT   13    9   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   24                                                  
CONECT   16   15   17   22                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   30                                                  
CONECT   21   20   22   25                                                  
CONECT   22   21   16   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23    8   15                                                  
CONECT   25   21   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   27   20                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₂₆O₅

Average Mass

406.4780 Da

Monoisotopic Mass

406.17802 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1=CC2=C(OC[C@@H]3[C@H]2OC2=C4C=CC(C)(C)OC4=C(O)C=C32)C=C1O

InChI Identifier

InChI=1S/C25H26O5/c1-13(2)5-6-14-9-17-21(11-19(14)26)28-12-18-16-10-20(27)24-15(22(16)29-23(17)18)7-8-25(3,4)30-24/h5,7-11,18,23,26-27H,6,12H2,1-4H3/t18-,23-/m0/s1

InChI Key

RUXZLRGFTZAFJO-MBSDFSHPSA-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
Lespedeza floribunda	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Furanoisoflavonoids

Direct Parent

Pterocarpans

Alternative Parents

Substituents

Isoflavanol
Pterocarpan
Isoflavan
2,2-dimethyl-1-benzopyran
Chromane
Benzopyran
1-benzopyran
Benzofuran
Coumaran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Ether
Organoheterocyclic compound
Oxacycle
Hydrocarbon derivative
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

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

24629047

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25243327

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,11r)-17,17-dimethyl-8-(3-methylbut-2-en-1-yl)-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(21),5(10),6,8,13,15,19-heptaene-7,20-diol (NP0204101)

MOL for NP0204101 ((2r,11r)-17,17-dimethyl-8-(3-methylbut-2-en-1-yl)-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(21),5(10),6,8,13,15,19-heptaene-7,20-diol)

3D MOL for NP0204101 ((2r,11r)-17,17-dimethyl-8-(3-methylbut-2-en-1-yl)-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(21),5(10),6,8,13,15,19-heptaene-7,20-diol)

3D SDF for NP0204101 ((2r,11r)-17,17-dimethyl-8-(3-methylbut-2-en-1-yl)-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(21),5(10),6,8,13,15,19-heptaene-7,20-diol)

3D-SDF for NP0204101 ((2r,11r)-17,17-dimethyl-8-(3-methylbut-2-en-1-yl)-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(21),5(10),6,8,13,15,19-heptaene-7,20-diol)

PDB for NP0204101 ((2r,11r)-17,17-dimethyl-8-(3-methylbut-2-en-1-yl)-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(21),5(10),6,8,13,15,19-heptaene-7,20-diol)

3D PDB for NP0204101 ((2r,11r)-17,17-dimethyl-8-(3-methylbut-2-en-1-yl)-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(21),5(10),6,8,13,15,19-heptaene-7,20-diol)

SMILES for NP0204101 ((2r,11r)-17,17-dimethyl-8-(3-methylbut-2-en-1-yl)-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(21),5(10),6,8,13,15,19-heptaene-7,20-diol)

INCHI for NP0204101 ((2r,11r)-17,17-dimethyl-8-(3-methylbut-2-en-1-yl)-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(21),5(10),6,8,13,15,19-heptaene-7,20-diol)

Structure for NP0204101 ((2r,11r)-17,17-dimethyl-8-(3-methylbut-2-en-1-yl)-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(21),5(10),6,8,13,15,19-heptaene-7,20-diol)

3D Structure for NP0204101 ((2r,11r)-17,17-dimethyl-8-(3-methylbut-2-en-1-yl)-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(21),5(10),6,8,13,15,19-heptaene-7,20-diol)