NP-MRD: Showing NP-Card for caledonixanthone A (NP0029311)

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Record Information

Version

2.0

Created at

2021-06-19 20:58:10 UTC

Updated at

2021-06-29 23:56:35 UTC

NP-MRD ID

NP0029311

Secondary Accession Numbers

None

Natural Product Identification

Common Name

caledonixanthone A

Provided By

JEOL Database JEOL Logo

Description

caledonixanthone A is found in Calophyllum caledonicum. caledonixanthone A was first documented in 2000 (Morel, C., et al.). Based on a literature review very few articles have been published on (3R)-3-hydroxy-2,2-dimethyl-2,3,4,7-tetrahydro-1,12-dioxatetraphen-7-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192122583D          

 38 41  0  0  0  0            999 V2000
   -0.1758    3.8673    2.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1612    3.6376    1.0095 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5899    3.7067    1.5743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0068    2.2911    0.5176 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0343    2.0488   -0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7223    3.0696   -1.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7783    2.7370   -1.8750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1269    1.4031   -2.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4202    0.3935   -1.4249 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7718   -1.0184   -1.6368 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6838   -1.3462   -2.3850 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9772   -2.0156   -0.9078 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2373   -3.3821   -1.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4661   -4.3067   -0.3446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5574   -3.8649    0.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8115   -2.4981    0.6320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0422   -1.5696   -0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3545   -0.2473    0.1176 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3747    0.7047   -0.5580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3691    4.5186   -0.8085 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9886    4.6694   -0.1268 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0169    4.5227   -1.1192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3354    3.1291    2.9626 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8665    3.7485    1.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2926    4.8679    2.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8236    4.7059    1.9561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7213    2.9857    2.3899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3336    3.4392    0.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3314    3.5172   -2.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9439    1.1523   -2.7564 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0354   -3.7242   -1.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6632   -5.3710   -0.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1586   -4.5858    1.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6097   -2.1576    1.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3539    5.0289   -1.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1509    4.9777   -0.1921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0865    5.6898    0.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0505    3.5765   -1.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0  0  0  0
  9  8  2  0  0  0  0
 17 16  2  0  0  0  0
  8  7  1  0  0  0  0
  7  6  2  0  0  0  0
  5 19  2  0  0  0  0
 18 17  1  0  0  0  0
 10 11  2  0  0  0  0
  5  6  1  0  0  0  0
 16 15  1  0  0  0  0
 12 10  1  0  0  0  0
 15 14  2  0  0  0  0
 14 13  1  0  0  0  0
 13 12  2  0  0  0  0
  5  4  1  0  0  0  0
  6 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21  2  1  0  0  0  0
  2  4  1  0  0  0  0
  9 10  1  0  0  0  0
  2  1  1  1  0  0  0
 12 17  1  0  0  0  0
 21 22  1  0  0  0  0
 19  9  1  0  0  0  0
  2  3  1  0  0  0  0
 16 34  1  0  0  0  0
 15 33  1  0  0  0  0
 14 32  1  0  0  0  0
 13 31  1  0  0  0  0
  8 30  1  0  0  0  0
  7 29  1  0  0  0  0
 20 35  1  0  0  0  0
 20 36  1  0  0  0  0
 21 37  1  1  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
 22 38  1  0  0  0  0
  3 26  1  0  0  0  0
  3 27  1  0  0  0  0
  3 28  1  0  0  0  0
M  END

     RDKit          3D

 38 41  0  0  0  0  0  0  0  0999 V2000
   -0.1758    3.8673    2.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1612    3.6376    1.0095 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5899    3.7067    1.5743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0068    2.2911    0.5176 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0343    2.0488   -0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7223    3.0696   -1.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7783    2.7370   -1.8750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1269    1.4031   -2.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4202    0.3935   -1.4249 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7718   -1.0184   -1.6368 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6838   -1.3462   -2.3850 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9772   -2.0156   -0.9078 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2373   -3.3821   -1.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4661   -4.3067   -0.3446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5574   -3.8649    0.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8115   -2.4981    0.6320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0422   -1.5696   -0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3545   -0.2473    0.1176 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3747    0.7047   -0.5580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3691    4.5186   -0.8085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9886    4.6694   -0.1268 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0169    4.5227   -1.1192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3354    3.1291    2.9626 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8665    3.7485    1.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2926    4.8679    2.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8236    4.7059    1.9561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7213    2.9857    2.3899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3336    3.4392    0.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3314    3.5172   -2.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9439    1.1523   -2.7564 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0354   -3.7242   -1.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6632   -5.3710   -0.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1586   -4.5858    1.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6097   -2.1576    1.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3539    5.0289   -1.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1509    4.9777   -0.1921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0865    5.6898    0.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0505    3.5765   -1.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0
  9  8  2  0
 17 16  2  0
  8  7  1  0
  7  6  2  0
  5 19  2  0
 18 17  1  0
 10 11  2  0
  5  6  1  0
 16 15  1  0
 12 10  1  0
 15 14  2  0
 14 13  1  0
 13 12  2  0
  5  4  1  0
  6 20  1  0
 20 21  1  0
 21  2  1  0
  2  4  1  0
  9 10  1  0
  2  1  1  1
 12 17  1  0
 21 22  1  0
 19  9  1  0
  2  3  1  0
 16 34  1  0
 15 33  1  0
 14 32  1  0
 13 31  1  0
  8 30  1  0
  7 29  1  0
 20 35  1  0
 20 36  1  0
 21 37  1  1
  1 23  1  0
  1 24  1  0
  1 25  1  0
 22 38  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
M  END


  Mrv1652306192122583D          

 38 41  0  0  0  0            999 V2000
   -0.1758    3.8673    2.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1612    3.6376    1.0095 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5899    3.7067    1.5743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0068    2.2911    0.5176 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0343    2.0488   -0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7223    3.0696   -1.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7783    2.7370   -1.8750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1269    1.4031   -2.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4202    0.3935   -1.4249 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7718   -1.0184   -1.6368 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6838   -1.3462   -2.3850 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9772   -2.0156   -0.9078 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2373   -3.3821   -1.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4661   -4.3067   -0.3446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5574   -3.8649    0.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8115   -2.4981    0.6320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0422   -1.5696   -0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3545   -0.2473    0.1176 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3747    0.7047   -0.5580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3691    4.5186   -0.8085 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9886    4.6694   -0.1268 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0169    4.5227   -1.1192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3354    3.1291    2.9626 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8665    3.7485    1.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2926    4.8679    2.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8236    4.7059    1.9561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7213    2.9857    2.3899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3336    3.4392    0.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3314    3.5172   -2.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9439    1.1523   -2.7564 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0354   -3.7242   -1.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6632   -5.3710   -0.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1586   -4.5858    1.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6097   -2.1576    1.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3539    5.0289   -1.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1509    4.9777   -0.1921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0865    5.6898    0.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0505    3.5765   -1.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0  0  0  0
  9  8  2  0  0  0  0
 17 16  2  0  0  0  0
  8  7  1  0  0  0  0
  7  6  2  0  0  0  0
  5 19  2  0  0  0  0
 18 17  1  0  0  0  0
 10 11  2  0  0  0  0
  5  6  1  0  0  0  0
 16 15  1  0  0  0  0
 12 10  1  0  0  0  0
 15 14  2  0  0  0  0
 14 13  1  0  0  0  0
 13 12  2  0  0  0  0
  5  4  1  0  0  0  0
  6 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21  2  1  0  0  0  0
  2  4  1  0  0  0  0
  9 10  1  0  0  0  0
  2  1  1  1  0  0  0
 12 17  1  0  0  0  0
 21 22  1  0  0  0  0
 19  9  1  0  0  0  0
  2  3  1  0  0  0  0
 16 34  1  0  0  0  0
 15 33  1  0  0  0  0
 14 32  1  0  0  0  0
 13 31  1  0  0  0  0
  8 30  1  0  0  0  0
  7 29  1  0  0  0  0
 20 35  1  0  0  0  0
 20 36  1  0  0  0  0
 21 37  1  1  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
 22 38  1  0  0  0  0
  3 26  1  0  0  0  0
  3 27  1  0  0  0  0
  3 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0029311

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])C([H])([H])C2=C([H])C([H])=C3C(=O)C4=C([H])C([H])=C([H])C([H])=C4OC3=C2OC1(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O4/c1-18(2)14(19)9-10-7-8-12-15(20)11-5-3-4-6-13(11)21-17(12)16(10)22-18/h3-8,14,19H,9H2,1-2H3/t14-/m1/s1

> <INCHI_KEY>
FUBPCSSXWZUKKN-CQSZACIVSA-N

> <FORMULA>
C18H16O4

> <MOLECULAR_WEIGHT>
296.322

> <EXACT_MASS>
296.104858995

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
31.488448147493116

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R)-3-hydroxy-2,2-dimethyl-2,3,4,7-tetrahydro-1,12-dioxatetraphen-7-one

> <ALOGPS_LOGP>
3.20

> <JCHEM_LOGP>
2.9086742119999998

> <ALOGPS_LOGS>
-3.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.785027500513959

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3302289712751945

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
81.60860000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R)-3-hydroxy-2,2-dimethyl-3,4-dihydro-1,12-dioxatetraphen-7-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 41  0  0  0  0  0  0  0  0999 V2000
   -0.1758    3.8673    2.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1612    3.6376    1.0095 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5899    3.7067    1.5743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0068    2.2911    0.5176 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0343    2.0488   -0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7223    3.0696   -1.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7783    2.7370   -1.8750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1269    1.4031   -2.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4202    0.3935   -1.4249 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7718   -1.0184   -1.6368 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6838   -1.3462   -2.3850 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9772   -2.0156   -0.9078 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2373   -3.3821   -1.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4661   -4.3067   -0.3446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5574   -3.8649    0.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8115   -2.4981    0.6320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0422   -1.5696   -0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3545   -0.2473    0.1176 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3747    0.7047   -0.5580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3691    4.5186   -0.8085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9886    4.6694   -0.1268 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0169    4.5227   -1.1192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3354    3.1291    2.9626 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8665    3.7485    1.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2926    4.8679    2.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8236    4.7059    1.9561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7213    2.9857    2.3899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3336    3.4392    0.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3314    3.5172   -2.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9439    1.1523   -2.7564 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0354   -3.7242   -1.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6632   -5.3710   -0.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1586   -4.5858    1.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6097   -2.1576    1.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3539    5.0289   -1.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1509    4.9777   -0.1921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0865    5.6898    0.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0505    3.5765   -1.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0
  9  8  2  0
 17 16  2  0
  8  7  1  0
  7  6  2  0
  5 19  2  0
 18 17  1  0
 10 11  2  0
  5  6  1  0
 16 15  1  0
 12 10  1  0
 15 14  2  0
 14 13  1  0
 13 12  2  0
  5  4  1  0
  6 20  1  0
 20 21  1  0
 21  2  1  0
  2  4  1  0
  9 10  1  0
  2  1  1  1
 12 17  1  0
 21 22  1  0
 19  9  1  0
  2  3  1  0
 16 34  1  0
 15 33  1  0
 14 32  1  0
 13 31  1  0
  8 30  1  0
  7 29  1  0
 20 35  1  0
 20 36  1  0
 21 37  1  1
  1 23  1  0
  1 24  1  0
  1 25  1  0
 22 38  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -0.176   3.867   2.168  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.161   3.638   1.010  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.590   3.707   1.574  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.007   2.291   0.518  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.034   2.049  -0.342  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.722   3.070  -1.013  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.778   2.737  -1.875  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.127   1.403  -2.083  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.420   0.394  -1.425  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.772  -1.018  -1.637  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.684  -1.346  -2.385  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.977  -2.016  -0.908  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.237  -3.382  -1.049  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.466  -4.307  -0.345  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.557  -3.865   0.495  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.812  -2.498   0.632  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.042  -1.570  -0.071  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.355  -0.247   0.118  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.375   0.705  -0.558  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.369   4.519  -0.809  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.989   4.669  -0.127  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.017   4.523  -1.119  0.00  0.00           O+0
HETATM   23  H   UNK     0      -0.335   3.129   2.963  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.867   3.749   1.855  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.293   4.868   2.597  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.824   4.706   1.956  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.721   2.986   2.390  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.334   3.439   0.815  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.331   3.517  -2.395  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.944   1.152  -2.756  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.035  -3.724  -1.705  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.663  -5.371  -0.451  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.159  -4.586   1.044  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.610  -2.158   1.287  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.354   5.029  -1.779  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.151   4.978  -0.192  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.087   5.690   0.261  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.050   3.576  -1.356  0.00  0.00           H+0
CONECT    1    2   23   24   25                                             
CONECT    2   21    4    1    3                                             
CONECT    3    2   26   27   28                                             
CONECT    4    5    2                                                       
CONECT    5   19    6    4                                                  
CONECT    6    7    5   20                                                  
CONECT    7    8    6   29                                                  
CONECT    8    9    7   30                                                  
CONECT    9    8   10   19                                                  
CONECT   10   11   12    9                                                  
CONECT   11   10                                                            
CONECT   12   10   13   17                                                  
CONECT   13   14   12   31                                                  
CONECT   14   15   13   32                                                  
CONECT   15   16   14   33                                                  
CONECT   16   17   15   34                                                  
CONECT   17   16   18   12                                                  
CONECT   18   19   17                                                       
CONECT   19   18    5    9                                                  
CONECT   20    6   21   35   36                                             
CONECT   21   20    2   22   37                                             
CONECT   22   21   38                                                       
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    3                                                            
CONECT   27    3                                                            
CONECT   28    3                                                            
CONECT   29    7                                                            
CONECT   30    8                                                            
CONECT   31   13                                                            
CONECT   32   14                                                            
CONECT   33   15                                                            
CONECT   34   16                                                            
CONECT   35   20                                                            
CONECT   36   20                                                            
CONECT   37   21                                                            
CONECT   38   22                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   82    0
END

RDKit          3D

38 41  0  0  0  0  0  0  0  0999 V2000
   -0.1758    3.8673    2.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1612    3.6376    1.0095 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5899    3.7067    1.5743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0068    2.2911    0.5176 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0343    2.0488   -0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7223    3.0696   -1.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7783    2.7370   -1.8750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1269    1.4031   -2.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4202    0.3935   -1.4249 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7718   -1.0184   -1.6368 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6838   -1.3462   -2.3850 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9772   -2.0156   -0.9078 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2373   -3.3821   -1.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4661   -4.3067   -0.3446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5574   -3.8649    0.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8115   -2.4981    0.6320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0422   -1.5696   -0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3545   -0.2473    0.1176 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3747    0.7047   -0.5580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3691    4.5186   -0.8085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9886    4.6694   -0.1268 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0169    4.5227   -1.1192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3354    3.1291    2.9626 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8665    3.7485    1.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2926    4.8679    2.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8236    4.7059    1.9561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7213    2.9857    2.3899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3336    3.4392    0.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3314    3.5172   -2.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9439    1.1523   -2.7564 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0354   -3.7242   -1.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6632   -5.3710   -0.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1586   -4.5858    1.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6097   -2.1576    1.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3539    5.0289   -1.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1509    4.9777   -0.1921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0865    5.6898    0.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0505    3.5765   -1.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0
  9  8  2  0
 17 16  2  0
  8  7  1  0
  7  6  2  0
  5 19  2  0
 18 17  1  0
 10 11  2  0
  5  6  1  0
 16 15  1  0
 12 10  1  0
 15 14  2  0
 14 13  1  0
 13 12  2  0
  5  4  1  0
  6 20  1  0
 20 21  1  0
 21  2  1  0
  2  4  1  0
  9 10  1  0
  2  1  1  1
 12 17  1  0
 21 22  1  0
 19  9  1  0
  2  3  1  0
 16 34  1  0
 15 33  1  0
 14 32  1  0
 13 31  1  0
  8 30  1  0
  7 29  1  0
 20 35  1  0
 20 36  1  0
 21 37  1  1
  1 23  1  0
  1 24  1  0
  1 25  1  0
 22 38  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₁₈H₁₆O₄

Average Mass

296.3220 Da

Monoisotopic Mass

296.10486 Da

IUPAC Name

(3R)-3-hydroxy-2,2-dimethyl-2,3,4,7-tetrahydro-1,12-dioxatetraphen-7-one

Traditional Name

(3R)-3-hydroxy-2,2-dimethyl-3,4-dihydro-1,12-dioxatetraphen-7-one

CAS Registry Number

Not Available

SMILES

[H]O[C@]1([H])C([H])([H])C2=C([H])C([H])=C3C(=O)C4=C([H])C([H])=C([H])C([H])=C4OC3=C2OC1(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C18H16O4/c1-18(2)14(19)9-10-7-8-12-15(20)11-5-3-4-6-13(11)21-17(12)16(10)22-18/h3-8,14,19H,9H2,1-2H3/t14-/m1/s1

InChI Key

FUBPCSSXWZUKKN-CQSZACIVSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 270 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 270 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Calophyllum caledonicum	JEOL database	Morel, C., et al, J. Nat. Prod. 63, 1471 (2000)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranoxanthones. These are organic aromatic compounds containing a pyran or a hydrogenated derivative fused to a xanthone ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Pyranoxanthones

Alternative Parents

Substituents

Pyranoxanthone
2,2-dimethyl-1-benzopyran
Chromone
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Secondary alcohol
Ether
Oxacycle
Organooxygen compound
Alcohol
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.2	ALOGPS
logP	2.91	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	13.79	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	81.61 m³·mol⁻¹	ChemAxon
Polarizability	31.49 Å³	ChemAxon
Number of Rings	4	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

8813032

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10637670

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Morel, C., et al. (2000). Morel, C., et al, J. Nat. Prod. 63, 1471 (2000). J. Nat. Prod..

Showing NP-Card for caledonixanthone A (NP0029311)

MOL for NP0029311 (caledonixanthone A)

3D MOL for NP0029311 (caledonixanthone A)

3D SDF for NP0029311 (caledonixanthone A)

3D-SDF for NP0029311 (caledonixanthone A)

PDB for NP0029311 (caledonixanthone A)

3D PDB for NP0029311 (caledonixanthone A)

SMILES for NP0029311 (caledonixanthone A)

INCHI for NP0029311 (caledonixanthone A)

Structure for NP0029311 (caledonixanthone A)

3D Structure for NP0029311 (caledonixanthone A)