NP-MRD: Showing NP-Card for (2s,3r,4s,5r)-2-{3-hydroxy-5-[(11r)-11-hydroxy-12,12-dimethyl-4,13-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),2,5,7-tetraen-5-yl]phenoxy}oxane-3,4,5-triol (NP0165211)

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Record Information

Version

2.0

Created at

2022-09-03 00:16:30 UTC

Updated at

2022-09-03 00:16:30 UTC

NP-MRD ID

NP0165211

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3r,4s,5r)-2-{3-hydroxy-5-[(11r)-11-hydroxy-12,12-dimethyl-4,13-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),2,5,7-tetraen-5-yl]phenoxy}oxane-3,4,5-triol

Description

ZINC31518148 belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. (2s,3r,4s,5r)-2-{3-hydroxy-5-[(11r)-11-hydroxy-12,12-dimethyl-4,13-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),2,5,7-tetraen-5-yl]phenoxy}oxane-3,4,5-triol is found in Morus alba. Based on a literature review very few articles have been published on ZINC31518148.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032202162D          

 33 37  0  0  1  0            999 V2000
    0.4323    0.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0980   -0.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -0.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6669   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0794   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9044   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3169    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3169   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9044   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3169   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9044   -2.9684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3169   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9044   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0794   -4.3974    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6669   -5.1118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6669   -3.6829    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8419   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0794   -2.9684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6669   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0794   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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  1  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  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  1  0  0  0
 15 26  2  0  0  0  0
 10 26  1  0  0  0  0
  9 27  2  0  0  0  0
 27 28  1  0  0  0  0
  7 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
  5 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
  2 32  1  0  0  0  0
 32 33  1  1  0  0  0
M  END

     RDKit          3D

 59 63  0  0  0  0  0  0  0  0999 V2000
   -8.1920   -0.3680   -2.4910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9678    0.0326   -1.6622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2439   -0.2558   -0.2016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8883   -0.7714   -2.1102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6046   -0.4600   -1.6828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6966   -1.4598   -1.3545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4342   -1.0715   -0.9352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4142   -1.7852   -0.5747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4069   -1.0319   -0.2488 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9144   -1.4812    0.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1889   -2.8267    0.3215 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4339   -3.2770    0.7560 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6815   -4.6351    0.8598 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4390   -2.3660    1.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1648   -1.0297    0.9765 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1083   -0.0987    1.2887 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4046   -0.2284    1.7373 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5966    0.2866    3.0217 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7032    1.6783    2.9780 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0204    2.0884    2.3419 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9072    2.6422    3.2402 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5890    0.8607    1.6318 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6470    1.1604    0.8123 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4457    0.3080    0.8132 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9823   -0.6611   -0.0295 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9145   -0.6020    0.5404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7917    0.2841   -0.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1056    0.2797   -0.8520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0282    1.2603   -1.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2926    0.8771   -1.6053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2827    1.8889   -1.9680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7097    1.4899   -1.8343 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4681    1.9721   -2.9154 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9623   -0.4700   -3.5543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0228    0.3331   -2.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5071   -1.3908   -2.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5419    0.6911    0.2944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2581   -0.5546    0.2457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9941   -1.0350   -0.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9445   -2.4996   -1.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4008   -3.5423    0.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5247   -5.2000    1.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3686   -2.8027    1.4149 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6291   -1.3315    1.8533 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7002    2.0767    4.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8853    2.1614    2.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7988    2.8333    1.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4149    3.1834    3.8992 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8612    0.0747    2.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6995    0.5011    0.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9716    1.1442    0.2312 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3553   -0.8308   -0.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6787    0.4609    0.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2106    1.1877   -0.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7252    2.2927   -1.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1140    2.2210   -3.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0451    2.8127   -1.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1298    2.0267   -0.9369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4473    2.9571   -2.9765 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5 30  2  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 30 29  1  0
 29 28  2  0
 28 27  1  0
 27  9  2  0
  9  8  1  0
  8  7  1  0
  7  6  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 15 26  2  0
 32  2  1  0
  7 28  1  0
 26 10  1  0
  6  5  1  0
 24 17  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
 31 56  1  0
 31 57  1  0
 32 58  1  1
 33 59  1  0
 29 55  1  0
 27 54  1  0
  6 40  1  0
 11 41  1  0
 13 42  1  0
 14 43  1  0
 17 44  1  1
 19 45  1  0
 19 46  1  0
 20 47  1  6
 21 48  1  0
 22 49  1  1
 23 50  1  0
 24 51  1  6
 25 52  1  0
 26 53  1  0
M  END


  Mrv1652309032202162D          

 33 37  0  0  1  0            999 V2000
    0.4323    0.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0980   -0.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -0.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6669   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0794   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9044   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3169    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3169   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9044   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3169   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9044   -2.9684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3169   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0794   -4.3974    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    5.6669   -3.6829    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8419   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0794   -2.9684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6669   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0794   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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  1  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  1  0  0  0  0
  9 10  1  0  0  0  0
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 17 24  1  0  0  0  0
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  2 32  1  0  0  0  0
 32 33  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0165211

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)OC2=C(C[C@H]1O)C=C1C=C(OC1=C2)C1=CC(O)=CC(O[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H26O9/c1-24(2)20(27)7-12-3-11-6-17(32-18(11)9-19(12)33-24)13-4-14(25)8-15(5-13)31-23-22(29)21(28)16(26)10-30-23/h3-6,8-9,16,20-23,25-29H,7,10H2,1-2H3/t16-,20-,21+,22-,23+/m1/s1

> <INCHI_KEY>
OHVJCFZJKPEJRL-XZCYHHARSA-N

> <FORMULA>
C24H26O9

> <MOLECULAR_WEIGHT>
458.463

> <EXACT_MASS>
458.157682417

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
48.30264532176699

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3R,4S,5R)-2-{3-hydroxy-5-[(11R)-11-hydroxy-12,12-dimethyl-4,13-dioxatricyclo[7.4.0.0^{3,7}]trideca-1(9),2,5,7-tetraen-5-yl]phenoxy}oxane-3,4,5-triol

> <ALOGPS_LOGP>
1.85

> <JCHEM_LOGP>
1.403765899333333

> <ALOGPS_LOGS>
-3.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.22365402420346

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.98576450493517

> <JCHEM_PKA_STRONGEST_BASIC>
-2.851166194806239

> <JCHEM_POLAR_SURFACE_AREA>
141.98000000000002

> <JCHEM_REFRACTIVITY>
114.8488

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.64e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5R)-2-{3-hydroxy-5-[(11R)-11-hydroxy-12,12-dimethyl-4,13-dioxatricyclo[7.4.0.0^{3,7}]trideca-1(9),2,5,7-tetraen-5-yl]phenoxy}oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       0.807   0.677   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.183  -1.037   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       8.133  -0.294   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       9.038  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.578  -1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.348  -0.206   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.888  -0.206   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      13.658   1.127   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      13.658  -1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.888  -2.874   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      13.658  -4.207   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      12.888  -5.541   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      13.658  -6.875   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      12.888  -8.208   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.348  -8.208   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      10.578  -9.542   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      10.578  -6.875   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       9.038  -6.875   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      11.348  -5.541   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      10.578  -4.207   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      11.348  -2.874   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.133  -2.786   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   32                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   30                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   28                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   27                                                  
CONECT   10    9   11   26                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   26                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   24                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   17   25                                                  
CONECT   25   24                                                            
CONECT   26   15   10                                                       
CONECT   27    9   28                                                       
CONECT   28   27    7   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29    5   31                                                  
CONECT   31   30   32                                                       
CONECT   32   31    2   33                                                  
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₆O₉

Average Mass

458.4630 Da

Monoisotopic Mass

458.15768 Da

IUPAC Name

(2S,3R,4S,5R)-2-{3-hydroxy-5-[(11R)-11-hydroxy-12,12-dimethyl-4,13-dioxatricyclo[7.4.0.0^{3,7}]trideca-1(9),2,5,7-tetraen-5-yl]phenoxy}oxane-3,4,5-triol

Traditional Name

(2S,3R,4S,5R)-2-{3-hydroxy-5-[(11R)-11-hydroxy-12,12-dimethyl-4,13-dioxatricyclo[7.4.0.0^{3,7}]trideca-1(9),2,5,7-tetraen-5-yl]phenoxy}oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

CC1(C)OC2=C(C[C@H]1O)C=C1C=C(OC1=C2)C1=CC(O)=CC(O[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2O)=C1

InChI Identifier

InChI=1S/C24H26O9/c1-24(2)20(27)7-12-3-11-6-17(32-18(11)9-19(12)33-24)13-4-14(25)8-15(5-13)31-23-22(29)21(28)16(26)10-30-23/h3-6,8-9,16,20-23,25-29H,7,10H2,1-2H3/t16-,20-,21+,22-,23+/m1/s1

InChI Key

OHVJCFZJKPEJRL-XZCYHHARSA-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 alba	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
2-phenylbenzofuran
Phenolic glycoside
Phenylbenzofuran
2,2-dimethyl-1-benzopyran
Glycosyl compound
O-glycosyl compound
Chromane
Benzopyran
Pentose monosaccharide
1-benzopyran
Benzofuran
Phenoxy compound
Phenol ether
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Monosaccharide
Oxane
Furan
Heteroaromatic compound
Secondary alcohol
Ether
Acetal
Organoheterocyclic compound
Polyol
Oxacycle
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Organooxygen 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	1.85	ALOGPS
logP	1.4	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	8.99	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	141.98 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	114.85 m³·mol⁻¹	ChemAxon
Polarizability	48.3 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

62962677

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

124389697

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3r,4s,5r)-2-{3-hydroxy-5-[(11r)-11-hydroxy-12,12-dimethyl-4,13-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),2,5,7-tetraen-5-yl]phenoxy}oxane-3,4,5-triol (NP0165211)

MOL for NP0165211 ((2s,3r,4s,5r)-2-{3-hydroxy-5-[(11r)-11-hydroxy-12,12-dimethyl-4,13-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),2,5,7-tetraen-5-yl]phenoxy}oxane-3,4,5-triol)

3D MOL for NP0165211 ((2s,3r,4s,5r)-2-{3-hydroxy-5-[(11r)-11-hydroxy-12,12-dimethyl-4,13-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),2,5,7-tetraen-5-yl]phenoxy}oxane-3,4,5-triol)

3D SDF for NP0165211 ((2s,3r,4s,5r)-2-{3-hydroxy-5-[(11r)-11-hydroxy-12,12-dimethyl-4,13-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),2,5,7-tetraen-5-yl]phenoxy}oxane-3,4,5-triol)

3D-SDF for NP0165211 ((2s,3r,4s,5r)-2-{3-hydroxy-5-[(11r)-11-hydroxy-12,12-dimethyl-4,13-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),2,5,7-tetraen-5-yl]phenoxy}oxane-3,4,5-triol)

PDB for NP0165211 ((2s,3r,4s,5r)-2-{3-hydroxy-5-[(11r)-11-hydroxy-12,12-dimethyl-4,13-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),2,5,7-tetraen-5-yl]phenoxy}oxane-3,4,5-triol)

3D PDB for NP0165211 ((2s,3r,4s,5r)-2-{3-hydroxy-5-[(11r)-11-hydroxy-12,12-dimethyl-4,13-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),2,5,7-tetraen-5-yl]phenoxy}oxane-3,4,5-triol)

SMILES for NP0165211 ((2s,3r,4s,5r)-2-{3-hydroxy-5-[(11r)-11-hydroxy-12,12-dimethyl-4,13-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),2,5,7-tetraen-5-yl]phenoxy}oxane-3,4,5-triol)

INCHI for NP0165211 ((2s,3r,4s,5r)-2-{3-hydroxy-5-[(11r)-11-hydroxy-12,12-dimethyl-4,13-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),2,5,7-tetraen-5-yl]phenoxy}oxane-3,4,5-triol)

Structure for NP0165211 ((2s,3r,4s,5r)-2-{3-hydroxy-5-[(11r)-11-hydroxy-12,12-dimethyl-4,13-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),2,5,7-tetraen-5-yl]phenoxy}oxane-3,4,5-triol)

3D Structure for NP0165211 ((2s,3r,4s,5r)-2-{3-hydroxy-5-[(11r)-11-hydroxy-12,12-dimethyl-4,13-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),2,5,7-tetraen-5-yl]phenoxy}oxane-3,4,5-triol)