NP-MRD: Showing NP-Card for 12-Acetoxycalanolide A (NP0063004)

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Record Information

Version

2.0

Created at

2022-04-28 07:31:19 UTC

Updated at

2022-04-28 07:31:19 UTC

NP-MRD ID

NP0063004

Secondary Accession Numbers

None

Natural Product Identification

Common Name

12-Acetoxycalanolide A

Description

12-Acetoxycalanolide A belongs to the class of organic compounds known as angular pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety. 12-Acetoxycalanolide A is found in Calophyllum lanigerum. Based on a literature review very few articles have been published on 12-Acetoxycalanolide A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282209312D          

 30 33  0  0  1  0            999 V2000
   -1.0164   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -1.5395    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2539   -0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8414   -0.1105    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    2.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5995   -0.4377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5995   -1.2123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4914    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4914   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  5 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
  7 22  1  0  0  0  0
 20 23  1  0  0  0  0
 20 24  1  0  0  0  0
  4 25  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  3 29  1  1  0  0  0
  2 30  1  6  0  0  0
M  END

     RDKit          3D

 58 61  0  0  0  0  0  0  0  0999 V2000
    5.2996    2.2342    0.6843 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8282    2.3883    1.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0747    1.8111   -0.1522 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6267    1.9128    0.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1076    3.1445    0.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2262    3.2829    0.8854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6517    4.4180    1.2786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9839    2.2271    0.7874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5814    1.0489    0.3911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4790   -0.0168    0.3020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0928   -1.2704   -0.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2304   -1.4217   -0.4669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1463   -0.3951   -0.3920 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7474    0.8568    0.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4197   -0.6590   -0.7551 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9448   -1.8555   -1.2104 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0730   -2.3684   -0.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5502   -1.7276   -2.6126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9546   -2.9432   -1.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7065   -2.7374   -0.9409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0227   -2.3017   -0.1990 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0648   -2.2892    0.7383 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0375   -3.4210    0.4347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7602   -0.9774    0.7288 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5876   -0.8531    2.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8959    0.2137    0.6304 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4135    1.0651   -0.4186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9219    2.3180   -0.2168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4142    3.1402   -1.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9772    2.7853    0.9469 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9524    2.5451    1.4976 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5110    1.2070    0.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3956    2.8923   -0.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6092    1.7999    1.9888 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6066    3.4721    1.1670 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4534    2.4069   -0.9892 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4857    0.7648   -0.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7343    4.0237    0.6233 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1321   -3.4819   -0.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0668   -1.9820   -0.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8630   -2.1988    0.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8355   -2.7664   -2.8956 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7156   -1.4492   -3.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4145   -1.0381   -2.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2881   -3.9298   -1.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0121   -3.5508   -1.0028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6807   -2.5046    1.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6378   -3.7018    1.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6144   -3.1830   -0.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4319   -4.3106    0.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5152   -1.0217   -0.1082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2298    0.0238    2.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4014   -1.7385    2.6887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6730   -0.8347    1.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9610    0.8152    1.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2557    2.6640   -1.9031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5296    3.3246   -2.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7207    4.1430   -1.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 26 24  1  0
 24 25  1  0
 24 22  1  0
 22 23  1  0
 22 21  1  0
 21 11  1  0
 11 12  2  0
 12 20  1  0
 20 19  2  0
 19 16  1  0
 16 17  1  1
 16 18  1  0
 16 15  1  0
 15 13  1  0
 13 14  2  0
 14  4  1  0
 14  9  1  0
 11 10  1  0
 13 12  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  5 38  1  0
 26 55  1  1
 29 56  1  0
 29 57  1  0
 29 58  1  0
 24 51  1  6
 25 52  1  0
 25 53  1  0
 25 54  1  0
 22 47  1  1
 23 48  1  0
 23 49  1  0
 23 50  1  0
 20 46  1  0
 19 45  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 18 44  1  0
M  END


  Mrv1652304282209312D          

 30 33  0  0  1  0            999 V2000
   -1.0164   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -1.5395    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2539   -0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8414   -0.1105    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    2.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5995   -0.4377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5995   -1.2123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4914    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4914   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  5 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
  7 22  1  0  0  0  0
 20 23  1  0  0  0  0
 20 24  1  0  0  0  0
  4 25  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  3 29  1  1  0  0  0
  2 30  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0063004

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCC1=CC(=O)OC2=C3[C@@H](OC(C)=O)[C@H](C)[C@@H](C)OC3=C3C=CC(C)(C)OC3=C12

> <INCHI_IDENTIFIER>
InChI=1S/C24H28O6/c1-7-8-15-11-17(26)29-23-18(15)22-16(9-10-24(5,6)30-22)21-19(23)20(28-14(4)25)12(2)13(3)27-21/h9-13,20H,7-8H2,1-6H3/t12-,13-,20+/m1/s1

> <INCHI_KEY>
UVGXEFBQPYOCKP-IZDJOXEWSA-N

> <FORMULA>
C24H28O6

> <MOLECULAR_WEIGHT>
412.482

> <EXACT_MASS>
412.188588622

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
44.741325194352456

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3R,4S)-2,3,10,10-tetramethyl-6-oxo-8-propyl-3,4,6,10-tetrahydro-2H-1,5,9-trioxatriphenylen-4-yl acetate

> <ALOGPS_LOGP>
5.05

> <JCHEM_LOGP>
4.232719779333333

> <ALOGPS_LOGS>
-5.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.6223566105572695

> <JCHEM_POLAR_SURFACE_AREA>
71.06

> <JCHEM_REFRACTIVITY>
113.25840000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.69e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4S)-2,3,10,10-tetramethyl-6-oxo-8-propyl-3,4-dihydro-2H-1,5,9-trioxatriphenylen-4-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  O   UNK     0      -1.897  -2.874   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -3.437  -2.874   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.207  -1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.437  -0.206   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.897  -0.206   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.127  -1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.413  -1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.183  -0.206   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.413   1.127   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.127   1.127   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.897   2.461   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.127   3.795   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.897   5.128   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.413   3.795   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.183   2.461   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.723   2.461   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.493   3.795   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.033   3.795   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.723  -0.206   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.493  -1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.723  -2.874   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.183  -2.874   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.852  -0.817   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.852  -2.263   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -4.207   1.127   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -5.747   1.127   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -6.517   2.461   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -6.517  -0.206   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -5.747  -1.540   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -4.207  -4.207   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   30                                                  
CONECT    3    2    4   29                                                  
CONECT    4    3    5   25                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8   22                                                  
CONECT    8    7    9   19                                                  
CONECT    9    8   10   15                                                  
CONECT   10    9    5   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14    9   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19    8   20                                                       
CONECT   20   19   21   23   24                                             
CONECT   21   20   22                                                       
CONECT   22   21    7                                                       
CONECT   23   20                                                            
CONECT   24   20                                                            
CONECT   25    4   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29    3                                                            
CONECT   30    2                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₈O₆

Average Mass

412.4820 Da

Monoisotopic Mass

412.18859 Da

IUPAC Name

(2R,3R,4S)-2,3,10,10-tetramethyl-6-oxo-8-propyl-3,4,6,10-tetrahydro-2H-1,5,9-trioxatriphenylen-4-yl acetate

Traditional Name

(2R,3R,4S)-2,3,10,10-tetramethyl-6-oxo-8-propyl-3,4-dihydro-2H-1,5,9-trioxatriphenylen-4-yl acetate

CAS Registry Number

Not Available

SMILES

CCCC1=CC(=O)OC2=C3[C@@H](OC(C)=O)[C@H](C)[C@@H](C)OC3=C3C=CC(C)(C)OC3=C12

InChI Identifier

InChI=1S/C24H28O6/c1-7-8-15-11-17(26)29-23-18(15)22-16(9-10-24(5,6)30-22)21-19(23)20(28-14(4)25)12(2)13(3)27-21/h9-13,20H,7-8H2,1-6H3/t12-,13-,20+/m1/s1

InChI Key

UVGXEFBQPYOCKP-IZDJOXEWSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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 lanigerum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as angular pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Pyranocoumarins

Direct Parent

Angular pyranocoumarins

Alternative Parents

Substituents

Angular pyranocoumarin
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromane
Benzopyran
1-benzopyran
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Carboxylic acid ester
Lactone
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
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	5.05	ALOGPS
logP	4.23	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	71.06 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	113.26 m³·mol⁻¹	ChemAxon
Polarizability	44.74 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

C00019764

Chemspider ID

400005

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

454254

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 12-Acetoxycalanolide A (NP0063004)

MOL for NP0063004 (12-Acetoxycalanolide A)

3D MOL for NP0063004 (12-Acetoxycalanolide A)

3D SDF for NP0063004 (12-Acetoxycalanolide A)

3D-SDF for NP0063004 (12-Acetoxycalanolide A)

PDB for NP0063004 (12-Acetoxycalanolide A)

3D PDB for NP0063004 (12-Acetoxycalanolide A)

SMILES for NP0063004 (12-Acetoxycalanolide A)

INCHI for NP0063004 (12-Acetoxycalanolide A)

Structure for NP0063004 (12-Acetoxycalanolide A)

3D Structure for NP0063004 (12-Acetoxycalanolide A)