NP-MRD: Showing NP-Card for 3,4'-dihydroxy-6-methyl-10'-(2-oxopropyl)-12',16'-dioxaspiro[oxane-2,17'-tetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]heptadecane]-3',5',7'-triene-2',4,9',13'-tetrone (NP0239497)

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Record Information

Version

2.0

Created at

2022-09-06 23:06:36 UTC

Updated at

2022-09-06 23:06:36 UTC

NP-MRD ID

NP0239497

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,4'-dihydroxy-6-methyl-10'-(2-oxopropyl)-12',16'-dioxaspiro[oxane-2,17'-tetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]heptadecane]-3',5',7'-triene-2',4,9',13'-tetrone

Description

3,4'-Dihydroxy-6-methyl-10'-(2-oxopropyl)-12',16'-dioxaspiro[oxane-2,17'-tetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]Heptadecane]-3'(8'),4',6'-triene-2',4,9',13'-tetrone belongs to the class of organic compounds known as naphthopyranones. Naphthopyranones are compounds containing a naphthopyran skeleton where a ring carbon bears a carboxylic acid group. Naphthtopyran is made up of the pyran ring fused to a naphthalene ring system. Based on a literature review very few articles have been published on 3,4'-dihydroxy-6-methyl-10'-(2-oxopropyl)-12',16'-dioxaspiro[oxane-2,17'-tetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]Heptadecane]-3'(8'),4',6'-triene-2',4,9',13'-tetrone.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072201062D          

 33 37  0  0  0  0            999 V2000
    4.1179   -2.2095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3122   -2.0325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0626   -1.2461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7559   -2.6418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0055   -3.4281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5617   -2.8188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8220   -2.0360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3675   -2.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9237   -2.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7295   -2.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9791   -3.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4228   -3.9593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6724   -4.7456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6171   -3.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0608   -4.3915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3104   -5.1779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2551   -4.2145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6988   -4.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5046   -5.0008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7542   -5.7872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5599   -5.9642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1979   -6.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3922   -6.2194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8359   -6.8287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1426   -5.4331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3368   -5.2560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8931   -4.6467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6435   -3.8604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8921   -3.5197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9840   -2.6998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3747   -2.1436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7921   -2.5338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1997   -3.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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
  6  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
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  5 17  1  0  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  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 18 25  1  0  0  0  0
 25 26  1  0  0  0  0
 18 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 28 33  1  0  0  0  0
  5 33  1  0  0  0  0
M  END

     RDKit          3D

 55 59  0  0  0  0  0  0  0  0999 V2000
   -2.0494    3.2179    1.9762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7259    2.4664    0.7079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0828    2.9731   -0.3192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0075    1.1917    0.8571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7731    0.5891   -0.5202 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0985    0.2224   -1.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6383    0.8602   -2.0044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8143   -0.9191   -0.4872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1338   -1.1607   -0.7465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8153   -2.2281   -0.2096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1348   -3.0756    0.6157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7747   -2.8576    0.9048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1089   -3.7202    1.7325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0991   -1.7816    0.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6892   -1.4888    0.6194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2044   -1.9042    1.6743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0023   -0.7205   -0.4211 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4607   -0.5298   -0.2515 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8434    0.2644    0.8006 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2350    0.3538    0.8046 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7445    1.6591    1.3238 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7198   -0.8335    1.6413 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8362   -1.9812    1.2191 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7303   -2.9257    1.9512 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1446   -1.8654   -0.0952 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2601   -2.9380   -0.2546 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9625    0.0508   -1.4178 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0061    0.6428   -2.1907 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5715    1.7647   -3.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3281    2.5485   -3.2933 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1717    3.4206   -4.1759 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6452    2.1810   -2.3776 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0315    1.4948   -1.3640 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1369    2.5137    2.8303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0257    3.7338    1.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2907    4.0092    2.1608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0993    1.3753    1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6479    0.5092    1.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6649   -0.4736   -1.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8780   -2.3683   -0.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6543   -3.9140    1.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2068   -3.7800    2.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1484   -1.2411   -1.3895 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6565    0.1789   -0.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0413    2.3173    0.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6635    1.5020    1.9023 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9497    2.1789    1.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5680   -0.5748    2.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7602   -1.0351    1.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9399   -2.0239   -0.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5028   -3.6760    0.3856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4752   -0.0236   -2.8913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9884    1.3595   -4.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2862    2.3122   -2.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6726    2.1492   -0.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  1  0
 20 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 25 18  1  0
 18 27  1  6
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  1  0
 33  5  1  0
  5  4  1  1
  4  2  1  0
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 17 15  1  0
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 33 55  1  1
  4 37  1  0
  4 38  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
 17 43  1  6
 13 42  1  0
 11 41  1  0
 10 40  1  0
  9 39  1  0
M  END


  Mrv1652309072201062D          

 33 37  0  0  0  0            999 V2000
    4.1179   -2.2095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3122   -2.0325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0626   -1.2461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7559   -2.6418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0055   -3.4281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5617   -2.8188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8220   -2.0360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3675   -2.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9237   -2.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7295   -2.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9791   -3.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4228   -3.9593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6724   -4.7456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6171   -3.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0608   -4.3915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3104   -5.1779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2551   -4.2145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6988   -4.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5046   -5.0008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7542   -5.7872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5599   -5.9642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1979   -6.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3922   -6.2194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8359   -6.8287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1426   -5.4331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3368   -5.2560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8931   -4.6467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6435   -3.8604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8921   -3.5197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9840   -2.6998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3747   -2.1436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7921   -2.5338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1997   -3.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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
  6  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
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
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 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  5 17  1  0  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  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 18 25  1  0  0  0  0
 25 26  1  0  0  0  0
 18 27  1  0  0  0  0
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 30 31  2  0  0  0  0
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 28 33  1  0  0  0  0
  5 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0239497

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CC(=O)C(O)C2(OC3CC(=O)OC3C3(CC(C)=O)C2C(=O)C2=C(O)C=CC=C2C3=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C23H22O10/c1-9(24)8-22-18(17(28)16-11(19(22)29)4-3-5-12(16)25)23(20(30)13(26)6-10(2)32-23)33-14-7-15(27)31-21(14)22/h3-5,10,14,18,20-21,25,30H,6-8H2,1-2H3

> <INCHI_KEY>
RPIPYUHNHLVRBX-UHFFFAOYSA-N

> <FORMULA>
C23H22O10

> <MOLECULAR_WEIGHT>
458.419

> <EXACT_MASS>
458.121296908

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
43.132813306817525

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,4'-dihydroxy-6-methyl-10'-(2-oxopropyl)-12',16'-dioxaspiro[oxane-2,17'-tetracyclo[8.7.0.0^{3,8}.0^{11,15}]heptadecane]-3',5',7'-triene-2',4,9',13'-tetrone

> <JCHEM_LOGP>
1.1857732530000002

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.42585532262874

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.179224847545589

> <JCHEM_PKA_STRONGEST_BASIC>
-4.326878461966756

> <JCHEM_POLAR_SURFACE_AREA>
153.5

> <JCHEM_REFRACTIVITY>
107.64650000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3,4'-dihydroxy-6-methyl-10'-(2-oxopropyl)-12',16'-dioxaspiro[oxane-2,17'-tetracyclo[8.7.0.0^{3,8}.0^{11,15}]heptadecane]-3',5',7'-triene-2',4,9',13'-tetrone

> <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       7.687  -4.124   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.183  -3.794   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.717  -2.326   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       5.144  -4.931   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.610  -6.399   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.649  -5.262   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       7.134  -3.800   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       8.153  -5.592   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.191  -4.455   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.695  -4.785   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.161  -6.253   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.123  -7.391   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      10.588  -8.859   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       8.619  -7.060   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.580  -8.198   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.046  -9.665   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       6.076  -7.867   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.038  -9.004   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.542  -9.335   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       7.008 -10.803   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.512 -11.133   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.970 -11.940   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.465 -11.610   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.427 -12.747   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.000 -10.142   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.495  -9.811   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       3.534  -8.674   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       3.068  -7.206   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.665  -6.570   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.837  -5.040   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       0.699  -4.001   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       3.345  -4.730   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       4.106  -6.069   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   17   33                                             
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
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    5   18                                                  
CONECT   18   17   19   25   27                                             
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   18   26                                                  
CONECT   26   25                                                            
CONECT   27   18   28                                                       
CONECT   28   27   29   33                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   28    5                                                  
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₂O₁₀

Average Mass

458.4190 Da

Monoisotopic Mass

458.12130 Da

IUPAC Name

3,4'-dihydroxy-6-methyl-10'-(2-oxopropyl)-12',16'-dioxaspiro[oxane-2,17'-tetracyclo[8.7.0.0^{3,8}.0^{11,15}]heptadecane]-3',5',7'-triene-2',4,9',13'-tetrone

Traditional Name

3,4'-dihydroxy-6-methyl-10'-(2-oxopropyl)-12',16'-dioxaspiro[oxane-2,17'-tetracyclo[8.7.0.0^{3,8}.0^{11,15}]heptadecane]-3',5',7'-triene-2',4,9',13'-tetrone

CAS Registry Number

Not Available

SMILES

CC1CC(=O)C(O)C2(OC3CC(=O)OC3C3(CC(C)=O)C2C(=O)C2=C(O)C=CC=C2C3=O)O1

InChI Identifier

InChI=1S/C23H22O10/c1-9(24)8-22-18(17(28)16-11(19(22)29)4-3-5-12(16)25)23(20(30)13(26)6-10(2)32-23)33-14-7-15(27)31-21(14)22/h3-5,10,14,18,20-21,25,30H,6-8H2,1-2H3

InChI Key

RPIPYUHNHLVRBX-UHFFFAOYSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyranones. Naphthopyranones are compounds containing a naphthopyran skeleton where a ring carbon bears a carboxylic acid group. Naphthtopyran is made up of the pyran ring fused to a naphthalene ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Naphthopyranones

Direct Parent

Naphthopyranones

Alternative Parents

Substituents

Naphthopyranone
Naphthoquinone
Naphthalene
Tetralin
Furopyran
Aryl alkyl ketone
Aryl ketone
Quinone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Ketal
Pyranone
Gamma butyrolactone
Oxane
Pyran
Benzenoid
Vinylogous acid
Oxolane
Furan
Cyclic ketone
Secondary alcohol
Carboxylic acid ester
Ketone
Lactone
Carboxylic acid derivative
Oxacycle
Acetal
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organooxygen compound
Alcohol
Carbonyl group
Organic oxygen compound
Organic oxide
Aldehyde
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	1.19	ChemAxon
pKa (Strongest Acidic)	5.18	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	153.5 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	107.65 m³·mol⁻¹	ChemAxon
Polarizability	43.13 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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

78074434

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3,4'-dihydroxy-6-methyl-10'-(2-oxopropyl)-12',16'-dioxaspiro[oxane-2,17'-tetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]heptadecane]-3',5',7'-triene-2',4,9',13'-tetrone (NP0239497)

MOL for NP0239497 (3,4'-dihydroxy-6-methyl-10'-(2-oxopropyl)-12',16'-dioxaspiro[oxane-2,17'-tetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]heptadecane]-3',5',7'-triene-2',4,9',13'-tetrone)

3D MOL for NP0239497 (3,4'-dihydroxy-6-methyl-10'-(2-oxopropyl)-12',16'-dioxaspiro[oxane-2,17'-tetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]heptadecane]-3',5',7'-triene-2',4,9',13'-tetrone)

3D SDF for NP0239497 (3,4'-dihydroxy-6-methyl-10'-(2-oxopropyl)-12',16'-dioxaspiro[oxane-2,17'-tetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]heptadecane]-3',5',7'-triene-2',4,9',13'-tetrone)

3D-SDF for NP0239497 (3,4'-dihydroxy-6-methyl-10'-(2-oxopropyl)-12',16'-dioxaspiro[oxane-2,17'-tetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]heptadecane]-3',5',7'-triene-2',4,9',13'-tetrone)

PDB for NP0239497 (3,4'-dihydroxy-6-methyl-10'-(2-oxopropyl)-12',16'-dioxaspiro[oxane-2,17'-tetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]heptadecane]-3',5',7'-triene-2',4,9',13'-tetrone)

3D PDB for NP0239497 (3,4'-dihydroxy-6-methyl-10'-(2-oxopropyl)-12',16'-dioxaspiro[oxane-2,17'-tetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]heptadecane]-3',5',7'-triene-2',4,9',13'-tetrone)

SMILES for NP0239497 (3,4'-dihydroxy-6-methyl-10'-(2-oxopropyl)-12',16'-dioxaspiro[oxane-2,17'-tetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]heptadecane]-3',5',7'-triene-2',4,9',13'-tetrone)

INCHI for NP0239497 (3,4'-dihydroxy-6-methyl-10'-(2-oxopropyl)-12',16'-dioxaspiro[oxane-2,17'-tetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]heptadecane]-3',5',7'-triene-2',4,9',13'-tetrone)

Structure for NP0239497 (3,4'-dihydroxy-6-methyl-10'-(2-oxopropyl)-12',16'-dioxaspiro[oxane-2,17'-tetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]heptadecane]-3',5',7'-triene-2',4,9',13'-tetrone)

3D Structure for NP0239497 (3,4'-dihydroxy-6-methyl-10'-(2-oxopropyl)-12',16'-dioxaspiro[oxane-2,17'-tetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]heptadecane]-3',5',7'-triene-2',4,9',13'-tetrone)