NP-MRD: Showing NP-Card for calothyrlone A (NP0043348)

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Record Information

Version

1.0

Created at

2021-06-21 00:46:50 UTC

Updated at

2021-06-30 00:18:58 UTC

NP-MRD ID

NP0043348

Secondary Accession Numbers

None

Natural Product Identification

Common Name

calothyrlone A

Provided By

JEOL Database JEOL Logo

Description

Calothyrlone A belongs to the class of organic compounds known as phenylnaphthalenes. Phenylnaphthalenes are compounds containing a phenylnaphthalene skeleton, which consists of a naphthalene bound to a phenyl group. calothyrlone A is found in Zygogynum calothyrsum. It was first documented in 2013 (Devkota, K. P., et al.). Based on a literature review very few articles have been published on calothyrlone A.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102463D          

 38 40  0  0  0  0            999 V2000
    0.7463    2.2879   -6.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3779    2.1608   -4.9675 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5927    0.9436   -4.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1488   -0.1756   -4.9975 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3030   -1.3606   -4.2771 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8490   -2.4151   -4.9620 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9108   -1.4426   -2.9334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3659   -0.3157   -2.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2013    0.8661   -3.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0869   -0.3583   -0.8630 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6936   -1.4148   -0.0674 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2526   -1.4703    1.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1739   -1.1707    2.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7974   -1.2126    3.7532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5069   -1.5552    4.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9363   -1.6139    5.3783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4257   -1.8531    3.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7079   -2.1890    3.4099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0607   -1.8151    1.7415 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5749   -2.7775   -0.7525 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0644   -2.7155   -2.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5378   -3.6996   -2.7482 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8231    2.1412   -6.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5074    3.3077   -6.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1712    1.6005   -6.9652 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4678   -0.1648   -6.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8873   -3.1865   -4.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2366    1.7467   -2.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0624    0.6247   -0.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1645   -0.5642   -0.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7555   -1.1265   -0.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1995   -0.9015    2.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5305   -0.9771    4.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1861   -1.3895    5.9553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7262   -2.1529    4.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8077   -2.0566    0.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1867   -3.5128   -0.2157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4575   -3.1453   -0.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 11 12  1  0  0  0  0
 21 22  2  0  0  0  0
  8  9  1  0  0  0  0
 12 13  2  0  0  0  0
  9  3  2  0  0  0  0
 13 14  1  0  0  0  0
  4  3  1  0  0  0  0
 14 15  2  0  0  0  0
  4  5  2  0  0  0  0
 15 17  1  0  0  0  0
  5  7  1  0  0  0  0
 17 19  2  0  0  0  0
 19 12  1  0  0  0  0
  8 10  1  0  0  0  0
 15 16  1  0  0  0  0
  7 21  1  0  0  0  0
  5  6  1  0  0  0  0
 21 20  1  0  0  0  0
 17 18  1  0  0  0  0
 20 11  1  0  0  0  0
  3  2  1  0  0  0  0
 11 10  1  0  0  0  0
  2  1  1  0  0  0  0
  9 28  1  0  0  0  0
  4 26  1  0  0  0  0
 20 37  1  0  0  0  0
 20 38  1  0  0  0  0
 11 31  1  1  0  0  0
 10 29  1  0  0  0  0
 10 30  1  0  0  0  0
 13 32  1  0  0  0  0
 14 33  1  0  0  0  0
 19 36  1  0  0  0  0
 16 34  1  0  0  0  0
  6 27  1  0  0  0  0
 18 35  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
M  END

     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
    0.7463    2.2879   -6.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3779    2.1608   -4.9675 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5927    0.9436   -4.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1488   -0.1756   -4.9975 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3030   -1.3606   -4.2771 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8490   -2.4151   -4.9620 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9108   -1.4426   -2.9334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3659   -0.3157   -2.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2013    0.8661   -3.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0869   -0.3583   -0.8630 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6936   -1.4148   -0.0674 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2526   -1.4703    1.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1739   -1.1707    2.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7974   -1.2126    3.7532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5069   -1.5552    4.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9363   -1.6139    5.3783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4257   -1.8531    3.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7079   -2.1890    3.4099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0607   -1.8151    1.7415 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5749   -2.7775   -0.7525 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0644   -2.7155   -2.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5378   -3.6996   -2.7482 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8231    2.1412   -6.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5074    3.3077   -6.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1712    1.6005   -6.9652 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4678   -0.1648   -6.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8873   -3.1865   -4.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2366    1.7467   -2.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0624    0.6247   -0.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1645   -0.5642   -0.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7555   -1.1265   -0.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1995   -0.9015    2.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5305   -0.9771    4.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1861   -1.3895    5.9553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7262   -2.1529    4.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8077   -2.0566    0.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1867   -3.5128   -0.2157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4575   -3.1453   -0.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0
 11 12  1  0
 21 22  2  0
  8  9  1  0
 12 13  2  0
  9  3  2  0
 13 14  1  0
  4  3  1  0
 14 15  2  0
  4  5  2  0
 15 17  1  0
  5  7  1  0
 17 19  2  0
 19 12  1  0
  8 10  1  0
 15 16  1  0
  7 21  1  0
  5  6  1  0
 21 20  1  0
 17 18  1  0
 20 11  1  0
  3  2  1  0
 11 10  1  0
  2  1  1  0
  9 28  1  0
  4 26  1  0
 20 37  1  0
 20 38  1  0
 11 31  1  1
 10 29  1  0
 10 30  1  0
 13 32  1  0
 14 33  1  0
 19 36  1  0
 16 34  1  0
  6 27  1  0
 18 35  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
M  END


  Mrv1652306212102463D          

 38 40  0  0  0  0            999 V2000
    0.7463    2.2879   -6.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3779    2.1608   -4.9675 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5927    0.9436   -4.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1488   -0.1756   -4.9975 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3030   -1.3606   -4.2771 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8490   -2.4151   -4.9620 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9108   -1.4426   -2.9334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3659   -0.3157   -2.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2013    0.8661   -3.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0869   -0.3583   -0.8630 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6936   -1.4148   -0.0674 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2526   -1.4703    1.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1739   -1.1707    2.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7974   -1.2126    3.7532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5069   -1.5552    4.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9363   -1.6139    5.3783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4257   -1.8531    3.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7079   -2.1890    3.4099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0607   -1.8151    1.7415 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5749   -2.7775   -0.7525 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0644   -2.7155   -2.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5378   -3.6996   -2.7482 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8231    2.1412   -6.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5074    3.3077   -6.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1712    1.6005   -6.9652 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4678   -0.1648   -6.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8873   -3.1865   -4.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2366    1.7467   -2.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0624    0.6247   -0.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1645   -0.5642   -0.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7555   -1.1265   -0.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1995   -0.9015    2.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5305   -0.9771    4.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1861   -1.3895    5.9553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7262   -2.1529    4.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8077   -2.0566    0.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1867   -3.5128   -0.2157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4575   -3.1453   -0.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 11 12  1  0  0  0  0
 21 22  2  0  0  0  0
  8  9  1  0  0  0  0
 12 13  2  0  0  0  0
  9  3  2  0  0  0  0
 13 14  1  0  0  0  0
  4  3  1  0  0  0  0
 14 15  2  0  0  0  0
  4  5  2  0  0  0  0
 15 17  1  0  0  0  0
  5  7  1  0  0  0  0
 17 19  2  0  0  0  0
 19 12  1  0  0  0  0
  8 10  1  0  0  0  0
 15 16  1  0  0  0  0
  7 21  1  0  0  0  0
  5  6  1  0  0  0  0
 21 20  1  0  0  0  0
 17 18  1  0  0  0  0
 20 11  1  0  0  0  0
  3  2  1  0  0  0  0
 11 10  1  0  0  0  0
  2  1  1  0  0  0  0
  9 28  1  0  0  0  0
  4 26  1  0  0  0  0
 20 37  1  0  0  0  0
 20 38  1  0  0  0  0
 11 31  1  1  0  0  0
 10 29  1  0  0  0  0
 10 30  1  0  0  0  0
 13 32  1  0  0  0  0
 14 33  1  0  0  0  0
 19 36  1  0  0  0  0
 16 34  1  0  0  0  0
  6 27  1  0  0  0  0
 18 35  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043348

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(C([H])=C1O[H])[C@@]1([H])C([H])([H])C(=O)C2=C(C([H])=C(OC([H])([H])[H])C([H])=C2O[H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H16O5/c1-22-12-5-11-4-10(7-15(20)17(11)16(21)8-12)9-2-3-13(18)14(19)6-9/h2-3,5-6,8,10,18-19,21H,4,7H2,1H3/t10-/m1/s1

> <INCHI_KEY>
FLADMORRGKOTND-SNVBAGLBSA-N

> <FORMULA>
C17H16O5

> <MOLECULAR_WEIGHT>
300.31

> <EXACT_MASS>
300.099773615

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
31.77945970267897

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R)-3-(3,4-dihydroxyphenyl)-8-hydroxy-6-methoxy-1,2,3,4-tetrahydronaphthalen-1-one

> <ALOGPS_LOGP>
2.87

> <JCHEM_LOGP>
3.2835805066666657

> <ALOGPS_LOGS>
-3.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.389169812821258

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.626935290381022

> <JCHEM_PKA_STRONGEST_BASIC>
-4.848099340310904

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
81.3762

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.33e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R)-3-(3,4-dihydroxyphenyl)-8-hydroxy-6-methoxy-3,4-dihydro-2H-naphthalen-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
    0.7463    2.2879   -6.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3779    2.1608   -4.9675 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5927    0.9436   -4.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1488   -0.1756   -4.9975 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3030   -1.3606   -4.2771 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8490   -2.4151   -4.9620 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9108   -1.4426   -2.9334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3659   -0.3157   -2.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2013    0.8661   -3.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0869   -0.3583   -0.8630 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6936   -1.4148   -0.0674 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2526   -1.4703    1.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1739   -1.1707    2.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7974   -1.2126    3.7532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5069   -1.5552    4.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9363   -1.6139    5.3783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4257   -1.8531    3.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7079   -2.1890    3.4099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0607   -1.8151    1.7415 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5749   -2.7775   -0.7525 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0644   -2.7155   -2.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5378   -3.6996   -2.7482 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8231    2.1412   -6.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5074    3.3077   -6.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1712    1.6005   -6.9652 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4678   -0.1648   -6.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8873   -3.1865   -4.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2366    1.7467   -2.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0624    0.6247   -0.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1645   -0.5642   -0.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7555   -1.1265   -0.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1995   -0.9015    2.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5305   -0.9771    4.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1861   -1.3895    5.9553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7262   -2.1529    4.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8077   -2.0566    0.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1867   -3.5128   -0.2157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4575   -3.1453   -0.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0
 11 12  1  0
 21 22  2  0
  8  9  1  0
 12 13  2  0
  9  3  2  0
 13 14  1  0
  4  3  1  0
 14 15  2  0
  4  5  2  0
 15 17  1  0
  5  7  1  0
 17 19  2  0
 19 12  1  0
  8 10  1  0
 15 16  1  0
  7 21  1  0
  5  6  1  0
 21 20  1  0
 17 18  1  0
 20 11  1  0
  3  2  1  0
 11 10  1  0
  2  1  1  0
  9 28  1  0
  4 26  1  0
 20 37  1  0
 20 38  1  0
 11 31  1  1
 10 29  1  0
 10 30  1  0
 13 32  1  0
 14 33  1  0
 19 36  1  0
 16 34  1  0
  6 27  1  0
 18 35  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       0.746   2.288  -6.336  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.378   2.161  -4.968  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.593   0.944  -4.382  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.149  -0.176  -4.997  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.303  -1.361  -4.277  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.849  -2.415  -4.962  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.911  -1.443  -2.933  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.366  -0.316  -2.300  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.201   0.866  -3.041  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.087  -0.358  -0.863  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.694  -1.415  -0.067  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.253  -1.470   1.385  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.174  -1.171   2.406  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.797  -1.213   3.753  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.507  -1.555   4.082  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.936  -1.614   5.378  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.426  -1.853   3.081  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.708  -2.189   3.410  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.061  -1.815   1.742  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.575  -2.777  -0.753  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.064  -2.716  -2.180  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.538  -3.700  -2.748  0.00  0.00           O+0
HETATM   23  H   UNK     0       1.823   2.141  -6.470  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.507   3.308  -6.653  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.171   1.601  -6.965  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.468  -0.165  -6.034  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.887  -3.187  -4.351  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.237   1.747  -2.572  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.062   0.625  -0.398  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.165  -0.564  -0.852  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.756  -1.127  -0.092  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.200  -0.902   2.159  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.531  -0.977   4.518  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.186  -1.389   5.955  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.726  -2.153   4.387  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.808  -2.057   0.991  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.187  -3.513  -0.216  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.458  -3.145  -0.769  0.00  0.00           H+0
CONECT    1    2   23   24   25                                             
CONECT    2    3    1                                                       
CONECT    3    9    4    2                                                  
CONECT    4    3    5   26                                                  
CONECT    5    4    7    6                                                  
CONECT    6    5   27                                                       
CONECT    7    8    5   21                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    3   28                                                  
CONECT   10    8   11   29   30                                             
CONECT   11   12   20   10   31                                             
CONECT   12   11   13   19                                                  
CONECT   13   12   14   32                                                  
CONECT   14   13   15   33                                                  
CONECT   15   14   17   16                                                  
CONECT   16   15   34                                                       
CONECT   17   15   19   18                                                  
CONECT   18   17   35                                                       
CONECT   19   17   12   36                                                  
CONECT   20   21   11   37   38                                             
CONECT   21   22    7   20                                                  
CONECT   22   21                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    4                                                            
CONECT   27    6                                                            
CONECT   28    9                                                            
CONECT   29   10                                                            
CONECT   30   10                                                            
CONECT   31   11                                                            
CONECT   32   13                                                            
CONECT   33   14                                                            
CONECT   34   16                                                            
CONECT   35   18                                                            
CONECT   36   19                                                            
CONECT   37   20                                                            
CONECT   38   20                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   80    0
END

RDKit          3D

38 40  0  0  0  0  0  0  0  0999 V2000
    0.7463    2.2879   -6.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3779    2.1608   -4.9675 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5927    0.9436   -4.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1488   -0.1756   -4.9975 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3030   -1.3606   -4.2771 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8490   -2.4151   -4.9620 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9108   -1.4426   -2.9334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3659   -0.3157   -2.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2013    0.8661   -3.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0869   -0.3583   -0.8630 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6936   -1.4148   -0.0674 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2526   -1.4703    1.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1739   -1.1707    2.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7974   -1.2126    3.7532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5069   -1.5552    4.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9363   -1.6139    5.3783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4257   -1.8531    3.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7079   -2.1890    3.4099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0607   -1.8151    1.7415 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5749   -2.7775   -0.7525 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0644   -2.7155   -2.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5378   -3.6996   -2.7482 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8231    2.1412   -6.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5074    3.3077   -6.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1712    1.6005   -6.9652 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4678   -0.1648   -6.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8873   -3.1865   -4.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2366    1.7467   -2.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0624    0.6247   -0.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1645   -0.5642   -0.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7555   -1.1265   -0.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1995   -0.9015    2.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5305   -0.9771    4.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1861   -1.3895    5.9553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7262   -2.1529    4.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8077   -2.0566    0.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1867   -3.5128   -0.2157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4575   -3.1453   -0.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0
 11 12  1  0
 21 22  2  0
  8  9  1  0
 12 13  2  0
  9  3  2  0
 13 14  1  0
  4  3  1  0
 14 15  2  0
  4  5  2  0
 15 17  1  0
  5  7  1  0
 17 19  2  0
 19 12  1  0
  8 10  1  0
 15 16  1  0
  7 21  1  0
  5  6  1  0
 21 20  1  0
 17 18  1  0
 20 11  1  0
  3  2  1  0
 11 10  1  0
  2  1  1  0
  9 28  1  0
  4 26  1  0
 20 37  1  0
 20 38  1  0
 11 31  1  1
 10 29  1  0
 10 30  1  0
 13 32  1  0
 14 33  1  0
 19 36  1  0
 16 34  1  0
  6 27  1  0
 18 35  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₁₇H₁₆O₅

Average Mass

300.3100 Da

Monoisotopic Mass

300.09977 Da

IUPAC Name

(3R)-3-(3,4-dihydroxyphenyl)-8-hydroxy-6-methoxy-1,2,3,4-tetrahydronaphthalen-1-one

Traditional Name

(3R)-3-(3,4-dihydroxyphenyl)-8-hydroxy-6-methoxy-3,4-dihydro-2H-naphthalen-1-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(C([H])=C1O[H])[C@@]1([H])C([H])([H])C(=O)C2=C(C([H])=C(OC([H])([H])[H])C([H])=C2O[H])C1([H])[H]

InChI Identifier

InChI=1S/C17H16O5/c1-22-12-5-11-4-10(7-15(20)17(11)16(21)8-12)9-2-3-13(18)14(19)6-9/h2-3,5-6,8,10,18-19,21H,4,7H2,1H3/t10-/m1/s1

InChI Key

FLADMORRGKOTND-SNVBAGLBSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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
Zygogynum calothyrsum	JEOL database	Devkota, K. P., et al, J. Nat. Prod. 76, 710 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylnaphthalenes. Phenylnaphthalenes are compounds containing a phenylnaphthalene skeleton, which consists of a naphthalene bound to a phenyl group.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Phenylnaphthalene
Tetralin
Anisole
Aryl alkyl ketone
Aryl ketone
Phenol ether
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Vinylogous acid
Ketone
Ether
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	2.87	ALOGPS
logP	3.28	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	8.63	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	81.38 m³·mol⁻¹	ChemAxon
Polarizability	31.78 Å³	ChemAxon
Number of Rings	3	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

29414677

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71665825

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Devkota, K. P., et al. (2013). Devkota, K. P., et al, J. Nat. Prod. 76, 710 (2013). J. Nat. Prod..

Showing NP-Card for calothyrlone A (NP0043348)

MOL for NP0043348 (calothyrlone A)

3D MOL for NP0043348 (calothyrlone A)

3D SDF for NP0043348 (calothyrlone A)

3D-SDF for NP0043348 (calothyrlone A)

PDB for NP0043348 (calothyrlone A)

3D PDB for NP0043348 (calothyrlone A)

SMILES for NP0043348 (calothyrlone A)

INCHI for NP0043348 (calothyrlone A)

Structure for NP0043348 (calothyrlone A)

3D Structure for NP0043348 (calothyrlone A)