NP-MRD: Showing NP-Card for Athamantin (NP0051434)

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Record Information

Version

2.0

Created at

2022-04-27 22:48:06 UTC

Updated at

2022-04-27 22:48:06 UTC

NP-MRD ID

NP0051434

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Athamantin

Description

Athamantin belongs to the class of organic compounds known as angular furanocoumarins. These are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin. Athamantin is found in Ammi visnaga , Angelica sylvestris , Athamanta cretensis, Athamanta oreoselinum, Athamantha oreoselinum, Libanotis transcaucasia, Peucedanum bourgaei Lange in Wilk.et Lange., Peucedanum oreoselinum, Peucedanum spp. and Seseli libanotis. Athamantin was first documented in 1994 (PMID: 24242727). Based on a literature review very few articles have been published on Athamantin (PMID: 10630112).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282200482D          

 31 33  0  0  1  0            999 V2000
   -0.1876    0.9432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0673    0.1586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8743   -0.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4263    0.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1714    1.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3644    1.5563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7234    1.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5304    1.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7853    1.0418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5923    0.8702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2333    0.4287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9605   -0.8334    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2069   -1.1689    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3452   -0.5558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0353   -1.9759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1362   -2.7829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9208   -3.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5339   -2.4858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0923   -3.8448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8770   -4.0997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0485   -4.9067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4901   -3.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7716   -1.8044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8423   -2.1474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6750   -1.2459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3895   -0.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3895   -0.0084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1039   -1.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8184   -0.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8184   -0.0084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5329   -1.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  4 11  1  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  2 14  1  0  0  0  0
 13 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 15 23  1  0  0  0  0
 15 24  1  0  0  0  0
 12 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
M  END

     RDKit          3D

 61 63  0  0  0  0  0  0  0  0999 V2000
   -1.9105   -3.9229    2.3571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6311   -2.4333    2.5976 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8643   -1.8640    3.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2708   -1.8436    1.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9712   -0.3925    1.3564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0268    0.2412    2.4589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6197    0.3231    0.2286 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3203    1.6956    0.2113 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2704    2.3724   -0.7402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6098    2.4329   -1.9458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2763    3.0193   -3.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5516    3.5342   -2.9139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2141    3.4725   -1.7005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4899    3.9762   -1.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1020    3.8884   -0.3300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3933    3.2940    0.7018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9818    3.2253    1.8291 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1800    2.8251    0.5323 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5444    2.8850   -0.6342 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6665    1.8499   -1.8047 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9990    2.0181   -0.4630 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1562    1.2554    0.0515 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2731    1.6001    1.5484 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4228    1.8311   -0.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1005   -0.1269   -0.0177 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9880   -0.9295   -1.1173 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9251   -0.3761   -2.2421 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9369   -2.4328   -1.0415 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3069   -2.9338   -1.5171 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3935   -4.4266   -1.4910 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3744   -2.2881   -0.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9904   -4.4606    2.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5101   -4.3532    3.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5394   -3.9456    1.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7371   -2.3617    3.2650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8336   -2.1267    4.3183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7836   -2.3948    2.8427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0335   -0.8004    3.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0905   -2.0321    0.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3806   -2.3573    0.8956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3897    2.1601    1.2177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7775    3.0776   -3.9718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0702    3.9932   -3.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0178    4.4332   -2.3781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1012    4.2612   -0.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1623    3.1077   -0.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3271    1.4388    1.8568 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9802    2.6484    1.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6129    0.8829    2.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6119    1.4890   -1.5774 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2945    1.6800    0.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2628    2.9346   -0.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8147   -2.7417    0.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1190   -2.8524   -1.6241 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4867   -2.5987   -2.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8490   -4.7481   -0.5120 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0834   -4.8232   -2.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4167   -4.9345   -1.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7330   -1.3214   -1.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2150   -3.0024   -0.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9715   -2.0218    0.3630 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8 21  1  0
 21 20  1  0
 20 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19  9  2  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  1
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
  9  8  1  0
  9 10  1  0
 19 13  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  1
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  8 41  1  1
 21 46  1  6
 11 42  1  0
 12 43  1  0
 14 44  1  0
 15 45  1  0
 23 47  1  0
 23 48  1  0
 23 49  1  0
 24 50  1  0
 24 51  1  0
 24 52  1  0
 28 53  1  0
 28 54  1  0
 29 55  1  6
 30 56  1  0
 30 57  1  0
 30 58  1  0
 31 59  1  0
 31 60  1  0
 31 61  1  0
M  END


  Mrv1652304282200482D          

 31 33  0  0  1  0            999 V2000
   -0.1876    0.9432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0673    0.1586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8743   -0.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4263    0.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1714    1.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3644    1.5563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7234    1.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5304    1.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7853    1.0418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5923    0.8702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2333    0.4287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9605   -0.8334    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2069   -1.1689    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3452   -0.5558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0353   -1.9759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1362   -2.7829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9208   -3.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5339   -2.4858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0923   -3.8448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8770   -4.0997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0485   -4.9067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4901   -3.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7716   -1.8044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8423   -2.1474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6750   -1.2459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3895   -0.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3895   -0.0084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1039   -1.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8184   -0.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8184   -0.0084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5329   -1.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  4 11  1  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  2 14  1  0  0  0  0
 13 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 15 23  1  0  0  0  0
 15 24  1  0  0  0  0
 12 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0051434

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CC(=O)O[C@H]1[C@H](OC2=CC=C3C=CC(=O)OC3=C12)C(C)(C)OC(=O)CC(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C24H30O7/c1-13(2)11-18(26)30-22-20-16(9-7-15-8-10-17(25)29-21(15)20)28-23(22)24(5,6)31-19(27)12-14(3)4/h7-10,13-14,22-23H,11-12H2,1-6H3/t22-,23+/m1/s1

> <INCHI_KEY>
KPLBOWKEQXYXSD-PKTZIBPZSA-N

> <FORMULA>
C24H30O7

> <MOLECULAR_WEIGHT>
430.497

> <EXACT_MASS>
430.199153306

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
46.165720927049655

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(8S,9R)-9-[(3-methylbutanoyl)oxy]-2-oxo-2H,8H,9H-furo[2,3-h]chromen-8-yl]propan-2-yl 3-methylbutanoate

> <ALOGPS_LOGP>
4.61

> <JCHEM_LOGP>
4.559895497333334

> <ALOGPS_LOGS>
-4.98

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.9048374041568525

> <JCHEM_POLAR_SURFACE_AREA>
88.13

> <JCHEM_REFRACTIVITY>
113.40439999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.47e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
athamantin

> <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  C   UNK     0      -0.350   1.761   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.126   0.296   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.632  -0.024   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.662   1.120   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.187   2.585   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.680   2.905   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.217   3.729   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.723   3.409   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.199   1.945   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.706   1.624   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       4.169   0.800   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.793  -1.556   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.386  -2.182   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.644  -1.038   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.066  -3.688   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.254  -5.195   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.719  -5.671   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.863  -4.640   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.039  -7.177   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.504  -7.653   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.824  -9.159   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.648  -6.622   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.440  -3.368   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.572  -4.009   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.127  -2.326   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.460  -1.556   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       4.460  -0.016   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       5.794  -2.326   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.128  -1.556   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.128  -0.016   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.461  -2.326   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   14                                                  
CONECT    3    2    4   12                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9    4                                                       
CONECT   12    3   13   25                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13    2                                                       
CONECT   15   13   16   23   24                                             
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   15                                                            
CONECT   24   15                                                            
CONECT   25   12   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₀O₇

Average Mass

430.4970 Da

Monoisotopic Mass

430.19915 Da

IUPAC Name

2-[(8S,9R)-9-[(3-methylbutanoyl)oxy]-2-oxo-2H,8H,9H-furo[2,3-h]chromen-8-yl]propan-2-yl 3-methylbutanoate

Traditional Name

athamantin

CAS Registry Number

Not Available

SMILES

CC(C)CC(=O)O[C@H]1[C@H](OC2=CC=C3C=CC(=O)OC3=C12)C(C)(C)OC(=O)CC(C)C

InChI Identifier

InChI=1S/C24H30O7/c1-13(2)11-18(26)30-22-20-16(9-7-15-8-10-17(25)29-21(15)20)28-23(22)24(5,6)31-19(27)12-14(3)4/h7-10,13-14,22-23H,11-12H2,1-6H3/t22-,23+/m1/s1

InChI Key

KPLBOWKEQXYXSD-PKTZIBPZSA-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
Ammi visnaga	Plant	KNApSAcK
Angelica sylvestris	Plant	KNApSAcK
Athamanta cretensis	Plant	KNApSAcK
Athamanta oreoselinum	Plant	KNApSAcK
Athamantha oreoselinum	-	KNApSAcK
Libanotis transcaucasia	-	KNApSAcK
Peucedanum bourgaei Lange in Wilk.et Lange.	Plant	KNApSAcK
Peucedanum oreoselinum	LOTUS Database	35616633
Peucedanum spp.	Plant	KNApSAcK
Seseli libanotis	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as angular furanocoumarins. These are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Furanocoumarins

Direct Parent

Angular furanocoumarins

Alternative Parents

Substituents

Angular furanocoumarin
Benzopyran
1-benzopyran
Coumaran
Alkyl aryl ether
Fatty acid ester
Pyranone
Dicarboxylic acid or derivatives
Fatty acyl
Benzenoid
Pyran
Heteroaromatic compound
Carboxylic acid ester
Lactone
Organoheterocyclic compound
Ether
Oxacycle
Carboxylic acid derivative
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

furanocoumarin (CHEBI:2905 )
Furanocoumarins (C09123 )

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	4.61	ALOGPS
logP	4.56	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	88.13 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	113.4 m³·mol⁻¹	ChemAxon
Polarizability	46.17 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	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00002452

Chemspider ID

390599

KEGG Compound ID

C09123

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

442051

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ojala T, Vuorela P, Kiviranta J, Vuorela H, Hiltunen R: A bioassay using Artemia salina for detecting phototoxicity of plant coumarins. Planta Med. 1999 Dec;65(8):715-8. doi: 10.1055/s-1999-14049. [PubMed:10630112 ]
Hadacek F, Muller C, Werner A, Greger H, Proksch P: Analysis, isolation and insecticidal activity of linear furanocoumarins and other coumarin derivatives fromPeucedanum (Apiaceae: Apioideae). J Chem Ecol. 1994 Aug;20(8):2035-54. doi: 10.1007/BF02066241. [PubMed:24242727 ]

Showing NP-Card for Athamantin (NP0051434)

MOL for NP0051434 (Athamantin)

3D MOL for NP0051434 (Athamantin)

3D SDF for NP0051434 (Athamantin)

3D-SDF for NP0051434 (Athamantin)

PDB for NP0051434 (Athamantin)

3D PDB for NP0051434 (Athamantin)

SMILES for NP0051434 (Athamantin)

INCHI for NP0051434 (Athamantin)

Structure for NP0051434 (Athamantin)

3D Structure for NP0051434 (Athamantin)