NP-MRD: Showing NP-Card for Isishippuric acid A (NP0027202)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 18:53:20 UTC

Updated at

2021-06-29 23:53:11 UTC

NP-MRD ID

NP0027202

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Isishippuric acid A

Provided By

JEOL Database JEOL Logo

Description

Isishippuric acid A is found in Isis hippuris. Isishippuric acid A was first documented in 2004 (Sheu, J.-H., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192120533D          

 42 43  0  0  0  0            999 V2000
   -2.9114   -0.8703   -1.8440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4427   -0.7486   -2.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0677   -0.8501   -3.3504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4373   -0.5691   -1.0272 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8283    0.6751   -0.1658 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4873    1.3034    0.3576 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6768    2.7113   -0.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4710    1.5368    1.8797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5764    0.2969   -0.1273 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7833   -0.9156    0.8115 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5177   -1.7438    1.0698 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4299   -1.8644   -0.1400 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1019   -3.1486   -0.9223 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0270   -0.2617   -1.4666 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2450    0.6966   -2.6530 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9422    0.0090   -3.8087 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1368    0.1343   -4.0397 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1416   -0.7710   -4.5605 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2306   -0.0566   -1.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4965   -0.8089   -2.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1079   -1.8342   -1.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3850    1.4026   -0.7700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4956    0.3873    0.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4770    2.7474   -1.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0159    3.4327    0.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6943    3.0796   -0.0861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2356    0.6442    2.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4428    1.9083    2.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2860    2.2812    2.1541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5454    0.7913   -0.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5388   -1.5738    0.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2098   -0.5906    1.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0485   -1.2972    1.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8053   -2.7343    1.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4406   -2.0149    0.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7593   -3.2760   -1.7872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2461   -4.0258   -0.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9338   -3.1736   -1.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5560   -1.1881   -1.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9242    1.5119   -2.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3296    1.1725   -3.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2066   -0.8035   -4.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0  0  0  0
  4 12  1  0  0  0  0
 15 16  1  0  0  0  0
 12 11  1  0  0  0  0
 16 18  1  0  0  0  0
 11 10  1  0  0  0  0
 16 17  2  0  0  0  0
 10  9  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
 14 15  1  0  0  0  0
  4  2  1  6  0  0  0
 14  4  1  0  0  0  0
  2  1  1  0  0  0  0
  9  6  1  0  0  0  0
  2  3  2  0  0  0  0
 14  9  1  0  0  0  0
 12 13  1  0  0  0  0
  6  5  1  0  0  0  0
 14 39  1  6  0  0  0
 12 35  1  1  0  0  0
 11 33  1  0  0  0  0
 11 34  1  0  0  0  0
 10 31  1  0  0  0  0
 10 32  1  0  0  0  0
  9 30  1  6  0  0  0
 15 40  1  0  0  0  0
 15 41  1  0  0  0  0
  5 22  1  0  0  0  0
  5 23  1  0  0  0  0
 18 42  1  0  0  0  0
  7 24  1  0  0  0  0
  7 25  1  0  0  0  0
  7 26  1  0  0  0  0
  8 27  1  0  0  0  0
  8 28  1  0  0  0  0
  8 29  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
 13 36  1  0  0  0  0
 13 37  1  0  0  0  0
 13 38  1  0  0  0  0
M  END

     RDKit          3D

 42 43  0  0  0  0  0  0  0  0999 V2000
   -2.9114   -0.8703   -1.8440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4427   -0.7486   -2.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0677   -0.8501   -3.3504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4373   -0.5691   -1.0272 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8283    0.6751   -0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4873    1.3034    0.3576 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6768    2.7113   -0.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4710    1.5368    1.8797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5764    0.2969   -0.1273 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7833   -0.9156    0.8115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5177   -1.7438    1.0698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4299   -1.8644   -0.1400 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1019   -3.1486   -0.9223 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0270   -0.2617   -1.4666 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2450    0.6966   -2.6530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9422    0.0090   -3.8087 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1368    0.1343   -4.0397 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1416   -0.7710   -4.5605 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2306   -0.0566   -1.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4965   -0.8089   -2.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1079   -1.8342   -1.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3850    1.4026   -0.7700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4956    0.3873    0.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4770    2.7474   -1.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0159    3.4327    0.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6943    3.0796   -0.0861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2356    0.6442    2.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4428    1.9083    2.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2860    2.2812    2.1541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5454    0.7913   -0.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5388   -1.5738    0.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2098   -0.5906    1.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0485   -1.2972    1.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8053   -2.7343    1.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4406   -2.0149    0.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7593   -3.2760   -1.7872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2461   -4.0258   -0.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9338   -3.1736   -1.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5560   -1.1881   -1.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9242    1.5119   -2.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3296    1.1725   -3.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2066   -0.8035   -4.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  4 12  1  0
 15 16  1  0
 12 11  1  0
 16 18  1  0
 11 10  1  0
 16 17  2  0
 10  9  1  0
  6  7  1  6
  6  8  1  0
 14 15  1  0
  4  2  1  6
 14  4  1  0
  2  1  1  0
  9  6  1  0
  2  3  2  0
 14  9  1  0
 12 13  1  0
  6  5  1  0
 14 39  1  6
 12 35  1  1
 11 33  1  0
 11 34  1  0
 10 31  1  0
 10 32  1  0
  9 30  1  6
 15 40  1  0
 15 41  1  0
  5 22  1  0
  5 23  1  0
 18 42  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
 13 36  1  0
 13 37  1  0
 13 38  1  0
M  END


  Mrv1652306192120533D          

 42 43  0  0  0  0            999 V2000
   -2.9114   -0.8703   -1.8440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4427   -0.7486   -2.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0677   -0.8501   -3.3504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4373   -0.5691   -1.0272 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8283    0.6751   -0.1658 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4873    1.3034    0.3576 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6768    2.7113   -0.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4710    1.5368    1.8797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5764    0.2969   -0.1273 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7833   -0.9156    0.8115 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5177   -1.7438    1.0698 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4299   -1.8644   -0.1400 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1019   -3.1486   -0.9223 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0270   -0.2617   -1.4666 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2450    0.6966   -2.6530 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9422    0.0090   -3.8087 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1368    0.1343   -4.0397 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1416   -0.7710   -4.5605 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2306   -0.0566   -1.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4965   -0.8089   -2.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1079   -1.8342   -1.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3850    1.4026   -0.7700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4956    0.3873    0.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4770    2.7474   -1.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0159    3.4327    0.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6943    3.0796   -0.0861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2356    0.6442    2.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4428    1.9083    2.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2860    2.2812    2.1541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5454    0.7913   -0.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5388   -1.5738    0.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2098   -0.5906    1.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0485   -1.2972    1.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8053   -2.7343    1.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4406   -2.0149    0.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7593   -3.2760   -1.7872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2461   -4.0258   -0.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9338   -3.1736   -1.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5560   -1.1881   -1.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9242    1.5119   -2.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3296    1.1725   -3.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2066   -0.8035   -4.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0  0  0  0
  4 12  1  0  0  0  0
 15 16  1  0  0  0  0
 12 11  1  0  0  0  0
 16 18  1  0  0  0  0
 11 10  1  0  0  0  0
 16 17  2  0  0  0  0
 10  9  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
 14 15  1  0  0  0  0
  4  2  1  6  0  0  0
 14  4  1  0  0  0  0
  2  1  1  0  0  0  0
  9  6  1  0  0  0  0
  2  3  2  0  0  0  0
 14  9  1  0  0  0  0
 12 13  1  0  0  0  0
  6  5  1  0  0  0  0
 14 39  1  6  0  0  0
 12 35  1  1  0  0  0
 11 33  1  0  0  0  0
 11 34  1  0  0  0  0
 10 31  1  0  0  0  0
 10 32  1  0  0  0  0
  9 30  1  6  0  0  0
 15 40  1  0  0  0  0
 15 41  1  0  0  0  0
  5 22  1  0  0  0  0
  5 23  1  0  0  0  0
 18 42  1  0  0  0  0
  7 24  1  0  0  0  0
  7 25  1  0  0  0  0
  7 26  1  0  0  0  0
  8 27  1  0  0  0  0
  8 28  1  0  0  0  0
  8 29  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
 13 36  1  0  0  0  0
 13 37  1  0  0  0  0
 13 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0027202

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C([H])([H])[C@@]1([H])[C@]2([H])C([H])([H])C([H])([H])[C@]([H])(C([H])([H])[H])[C@@]1(C(=O)C([H])([H])[H])C([H])([H])C2(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O3/c1-9-5-6-11-12(7-13(17)18)15(9,10(2)16)8-14(11,3)4/h9,11-12H,5-8H2,1-4H3,(H,17,18)/t9-,11-,12-,15+/m0/s1

> <INCHI_KEY>
FWJHPJLAZBLMHA-AVNXNWIJSA-N

> <FORMULA>
C15H24O3

> <MOLECULAR_WEIGHT>
252.354

> <EXACT_MASS>
252.172544633

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
28.01218399876183

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(1S,2S,5S,8S)-1-acetyl-2,6,6-trimethylbicyclo[3.2.1]octan-8-yl]acetic acid

> <ALOGPS_LOGP>
3.00

> <JCHEM_LOGP>
2.884520830666666

> <ALOGPS_LOGS>
-3.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.233550618134604

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.771864275423773

> <JCHEM_PKA_STRONGEST_BASIC>
-7.421872451786857

> <JCHEM_POLAR_SURFACE_AREA>
54.370000000000005

> <JCHEM_REFRACTIVITY>
69.03169999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.90e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,2S,5S,8S)-1-acetyl-2,6,6-trimethylbicyclo[3.2.1]octan-8-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 42 43  0  0  0  0  0  0  0  0999 V2000
   -2.9114   -0.8703   -1.8440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4427   -0.7486   -2.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0677   -0.8501   -3.3504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4373   -0.5691   -1.0272 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8283    0.6751   -0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4873    1.3034    0.3576 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6768    2.7113   -0.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4710    1.5368    1.8797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5764    0.2969   -0.1273 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7833   -0.9156    0.8115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5177   -1.7438    1.0698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4299   -1.8644   -0.1400 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1019   -3.1486   -0.9223 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0270   -0.2617   -1.4666 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2450    0.6966   -2.6530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9422    0.0090   -3.8087 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1368    0.1343   -4.0397 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1416   -0.7710   -4.5605 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2306   -0.0566   -1.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4965   -0.8089   -2.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1079   -1.8342   -1.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3850    1.4026   -0.7700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4956    0.3873    0.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4770    2.7474   -1.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0159    3.4327    0.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6943    3.0796   -0.0861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2356    0.6442    2.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4428    1.9083    2.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2860    2.2812    2.1541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5454    0.7913   -0.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5388   -1.5738    0.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2098   -0.5906    1.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0485   -1.2972    1.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8053   -2.7343    1.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4406   -2.0149    0.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7593   -3.2760   -1.7872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2461   -4.0258   -0.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9338   -3.1736   -1.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5560   -1.1881   -1.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9242    1.5119   -2.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3296    1.1725   -3.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2066   -0.8035   -4.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  4 12  1  0
 15 16  1  0
 12 11  1  0
 16 18  1  0
 11 10  1  0
 16 17  2  0
 10  9  1  0
  6  7  1  6
  6  8  1  0
 14 15  1  0
  4  2  1  6
 14  4  1  0
  2  1  1  0
  9  6  1  0
  2  3  2  0
 14  9  1  0
 12 13  1  0
  6  5  1  0
 14 39  1  6
 12 35  1  1
 11 33  1  0
 11 34  1  0
 10 31  1  0
 10 32  1  0
  9 30  1  6
 15 40  1  0
 15 41  1  0
  5 22  1  0
  5 23  1  0
 18 42  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
 13 36  1  0
 13 37  1  0
 13 38  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      -2.911  -0.870  -1.844  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.443  -0.749  -2.179  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.068  -0.850  -3.350  0.00  0.00           O+0
HETATM    4  C   UNK     0      -0.437  -0.569  -1.027  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.828   0.675  -0.166  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.487   1.303   0.358  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.677   2.711  -0.257  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.471   1.537   1.880  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.576   0.297  -0.127  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.783  -0.916   0.812  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.518  -1.744   1.070  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.430  -1.864  -0.140  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.102  -3.149  -0.922  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.027  -0.262  -1.467  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.245   0.697  -2.653  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.942   0.009  -3.809  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.137   0.134  -4.040  0.00  0.00           O+0
HETATM   18  O   UNK     0       1.142  -0.771  -4.561  0.00  0.00           O+0
HETATM   19  H   UNK     0      -3.231  -0.057  -1.190  0.00  0.00           H+0
HETATM   20  H   UNK     0      -3.497  -0.809  -2.767  0.00  0.00           H+0
HETATM   21  H   UNK     0      -3.108  -1.834  -1.370  0.00  0.00           H+0
HETATM   22  H   UNK     0      -1.385   1.403  -0.770  0.00  0.00           H+0
HETATM   23  H   UNK     0      -1.496   0.387   0.656  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.477   2.747  -1.329  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.016   3.433   0.193  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.694   3.080  -0.086  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.236   0.644   2.459  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.443   1.908   2.224  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.286   2.281   2.154  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.545   0.791  -0.264  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.539  -1.574   0.362  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.210  -0.591   1.768  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.049  -1.297   1.893  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.805  -2.734   1.444  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.441  -2.015   0.264  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.759  -3.276  -1.787  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.246  -4.026  -0.281  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.934  -3.174  -1.272  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.556  -1.188  -1.715  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.924   1.512  -2.376  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.330   1.173  -3.017  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.207  -0.804  -4.236  0.00  0.00           H+0
CONECT    1    2   19   20   21                                             
CONECT    2    4    1    3                                                  
CONECT    3    2                                                            
CONECT    4    5   12    2   14                                             
CONECT    5    4    6   22   23                                             
CONECT    6    7    8    9    5                                             
CONECT    7    6   24   25   26                                             
CONECT    8    6   27   28   29                                             
CONECT    9   10    6   14   30                                             
CONECT   10   11    9   31   32                                             
CONECT   11   12   10   33   34                                             
CONECT   12    4   11   13   35                                             
CONECT   13   12   36   37   38                                             
CONECT   14   15    4    9   39                                             
CONECT   15   16   14   40   41                                             
CONECT   16   15   18   17                                                  
CONECT   17   16                                                            
CONECT   18   16   42                                                       
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    5                                                            
CONECT   23    5                                                            
CONECT   24    7                                                            
CONECT   25    7                                                            
CONECT   26    7                                                            
CONECT   27    8                                                            
CONECT   28    8                                                            
CONECT   29    8                                                            
CONECT   30    9                                                            
CONECT   31   10                                                            
CONECT   32   10                                                            
CONECT   33   11                                                            
CONECT   34   11                                                            
CONECT   35   12                                                            
CONECT   36   13                                                            
CONECT   37   13                                                            
CONECT   38   13                                                            
CONECT   39   14                                                            
CONECT   40   15                                                            
CONECT   41   15                                                            
CONECT   42   18                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   86    0
END

RDKit          3D

42 43  0  0  0  0  0  0  0  0999 V2000
   -2.9114   -0.8703   -1.8440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4427   -0.7486   -2.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0677   -0.8501   -3.3504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4373   -0.5691   -1.0272 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8283    0.6751   -0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4873    1.3034    0.3576 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6768    2.7113   -0.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4710    1.5368    1.8797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5764    0.2969   -0.1273 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7833   -0.9156    0.8115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5177   -1.7438    1.0698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4299   -1.8644   -0.1400 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1019   -3.1486   -0.9223 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0270   -0.2617   -1.4666 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2450    0.6966   -2.6530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9422    0.0090   -3.8087 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1368    0.1343   -4.0397 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1416   -0.7710   -4.5605 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2306   -0.0566   -1.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4965   -0.8089   -2.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1079   -1.8342   -1.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3850    1.4026   -0.7700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4956    0.3873    0.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4770    2.7474   -1.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0159    3.4327    0.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6943    3.0796   -0.0861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2356    0.6442    2.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4428    1.9083    2.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2860    2.2812    2.1541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5454    0.7913   -0.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5388   -1.5738    0.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2098   -0.5906    1.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0485   -1.2972    1.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8053   -2.7343    1.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4406   -2.0149    0.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7593   -3.2760   -1.7872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2461   -4.0258   -0.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9338   -3.1736   -1.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5560   -1.1881   -1.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9242    1.5119   -2.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3296    1.1725   -3.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2066   -0.8035   -4.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  4 12  1  0
 15 16  1  0
 12 11  1  0
 16 18  1  0
 11 10  1  0
 16 17  2  0
 10  9  1  0
  6  7  1  6
  6  8  1  0
 14 15  1  0
  4  2  1  6
 14  4  1  0
  2  1  1  0
  9  6  1  0
  2  3  2  0
 14  9  1  0
 12 13  1  0
  6  5  1  0
 14 39  1  6
 12 35  1  1
 11 33  1  0
 11 34  1  0
 10 31  1  0
 10 32  1  0
  9 30  1  6
 15 40  1  0
 15 41  1  0
  5 22  1  0
  5 23  1  0
 18 42  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
 13 36  1  0
 13 37  1  0
 13 38  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₁₅H₂₄O₃

Average Mass

252.3540 Da

Monoisotopic Mass

252.17254 Da

IUPAC Name

2-[(1S,2S,5S,8S)-1-acetyl-2,6,6-trimethylbicyclo[3.2.1]octan-8-yl]acetic acid

Traditional Name

[(1S,2S,5S,8S)-1-acetyl-2,6,6-trimethylbicyclo[3.2.1]octan-8-yl]acetic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C([H])([H])[C@@]1([H])[C@]2([H])C([H])([H])C([H])([H])[C@]([H])(C([H])([H])[H])[C@@]1(C(=O)C([H])([H])[H])C([H])([H])C2(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C15H24O3/c1-9-5-6-11-12(7-13(17)18)15(9,10(2)16)8-14(11,3)4/h9,11-12H,5-8H2,1-4H3,(H,17,18)/t9-,11-,12-,15+/m0/s1

InChI Key

FWJHPJLAZBLMHA-AVNXNWIJSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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
Isis hippuris	JEOL database	Sheu, J.-H., et al. Tetrahedron Letts. 45, 6413 (2004)

Chemical Taxonomy

Classification

Not classified

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	ALOGPS
logP	2.88	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	4.77	ChemAxon
pKa (Strongest Basic)	-7.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	69.03 m³·mol⁻¹	ChemAxon
Polarizability	28.01 Å³	ChemAxon
Number of Rings	2	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

Not Available

References

General References

Sheu, J.-H., et al. (2004). Sheu, J.-H., et al. Tetrahedron Letts. 45, 6413 (2004). Tetrahedron Lett.

Showing NP-Card for Isishippuric acid A (NP0027202)

MOL for NP0027202 (Isishippuric acid A)

3D MOL for NP0027202 (Isishippuric acid A)

3D SDF for NP0027202 (Isishippuric acid A)

3D-SDF for NP0027202 (Isishippuric acid A)

PDB for NP0027202 (Isishippuric acid A)

3D PDB for NP0027202 (Isishippuric acid A)

SMILES for NP0027202 (Isishippuric acid A)

INCHI for NP0027202 (Isishippuric acid A)

Structure for NP0027202 (Isishippuric acid A)

3D Structure for NP0027202 (Isishippuric acid A)