NP-MRD: Showing NP-Card for (3as,5ar,6s)-6-(acetyloxy)-8-formyl-1-isopropyl-5a-methyl-2h,3h,4h,5h,6h,7h-cyclohepta[e]indene-3a-carboxylic acid (NP0142741)

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Record Information

Version

1.0

Created at

2022-09-01 21:21:09 UTC

Updated at

2022-09-01 21:21:09 UTC

NP-MRD ID

NP0142741

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3as,5ar,6s)-6-(acetyloxy)-8-formyl-1-isopropyl-5a-methyl-2h,3h,4h,5h,6h,7h-cyclohepta[e]indene-3a-carboxylic acid

Description

Scabronine E belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. (3as,5ar,6s)-6-(acetyloxy)-8-formyl-1-isopropyl-5a-methyl-2h,3h,4h,5h,6h,7h-cyclohepta[e]indene-3a-carboxylic acid is found in Sarcodon scabrosus. It was first documented in 1994 (PMID: 36044657). Based on a literature review a significant number of articles have been published on Scabronine E (PMID: 25065736) (PMID: 36044993) (PMID: 36045005) (PMID: 36045004) (PMID: 36045003) (PMID: 36045002).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309012223212D          

 27 29  0  0  1  0            999 V2000
   -0.5560   -2.3434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3592   -1.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9547   -0.9712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4330   -1.3120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6298   -0.5108    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0067    0.0141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0069    0.8390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7304    1.2091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7786    2.0327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6603    1.3427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4615    1.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8072    0.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6307    0.4450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1461    1.0893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9278    1.8849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1296    2.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5076    2.4717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9180    0.7983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8798   -0.0259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0842   -0.2442    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6073   -0.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3162   -1.6542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4213   -0.7482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7141   -0.9815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8905   -1.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4370   -0.3404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1231   -1.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  7 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 12 26  1  0  0  0  0
  5 26  1  0  0  0  0
 26 27  1  6  0  0  0
M  END

     RDKit          3D

 55 57  0  0  0  0  0  0  0  0999 V2000
    3.9984    2.2662    1.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5617    1.4867   -0.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0584    1.6983   -1.3199 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5950    0.4931   -0.0906 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1858   -0.2493   -1.2519 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5486   -1.6711   -0.9971 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4379   -2.0364    0.4366 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5154   -2.8398    0.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4559   -3.1733    0.1984 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4524   -1.6949    1.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2684   -0.8991    0.9624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0160   -0.2413   -0.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3425    0.4021    0.0615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4194   -0.1333    0.5530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6856   -1.5094    1.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0018   -2.6548    0.4263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0337   -1.6126    2.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4506    0.9817    0.6104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    1.8692   -0.5099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5376    1.8049   -0.4254 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9609    2.8216    0.4457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0898    3.6116    0.0052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3558    2.9416    1.7703 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9265    1.8593   -1.8057 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4822    1.4363   -1.8070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7299   -0.0126   -1.4225 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1863   -0.9260   -2.4901 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2711    1.5932    1.8710 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2370    2.9991    1.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9070    2.8195    0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7738    0.1372   -2.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6463   -1.7553   -1.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0583   -2.4165   -1.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5115   -3.1491    1.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5397   -2.0494    2.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4212   -0.8398    1.7628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7738   -1.6521    0.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7206   -3.5057    0.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5776   -2.3979   -0.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2930   -3.2255    1.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1926   -0.6420    2.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1471   -2.1074    2.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8866   -2.2584    2.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4138    1.4753    1.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4676    0.5443    0.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4060    1.4821   -1.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3684    2.9245   -0.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5841    3.8534    2.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0057    2.8759   -2.2497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5123    1.1956   -2.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1482    2.0556   -1.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8766    1.5136   -2.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8618   -0.8359   -3.3870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8201   -0.6713   -2.8450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1520   -1.9817   -2.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
 15 17  1  0
 15 14  1  0
 14 13  2  0
 13 12  1  0
 12 11  2  0
 11 10  1  0
 10  7  2  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  5 26  1  0
 26 27  1  6
 26 25  1  0
 25 24  1  0
 24 20  1  0
 20 19  1  0
 19 18  1  0
 20 21  1  1
 21 23  1  0
 21 22  2  0
  7  8  1  0
  8  9  2  0
 18 14  1  0
 20 13  1  0
 26 12  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 15 37  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 11 36  1  0
 10 35  1  0
  6 32  1  0
  6 33  1  0
  5 31  1  6
  1 28  1  0
  1 29  1  0
  1 30  1  0
 27 53  1  0
 27 54  1  0
 27 55  1  0
 25 51  1  0
 25 52  1  0
 24 49  1  0
 24 50  1  0
 19 46  1  0
 19 47  1  0
 18 44  1  0
 18 45  1  0
 23 48  1  0
  8 34  1  0
M  END


  Mrv1652309012223212D          

 27 29  0  0  1  0            999 V2000
   -0.5560   -2.3434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3592   -1.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9547   -0.9712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4330   -1.3120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6298   -0.5108    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0067    0.0141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0069    0.8390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7304    1.2091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7786    2.0327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6603    1.3427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4615    1.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8072    0.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6307    0.4450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1461    1.0893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9278    1.8849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1296    2.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5076    2.4717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9180    0.7983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8798   -0.0259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0842   -0.2442    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6073   -0.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3162   -1.6542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4213   -0.7482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7141   -0.9815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8905   -1.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4370   -0.3404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1231   -1.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  7 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 12 26  1  0  0  0  0
  5 26  1  0  0  0  0
 26 27  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0142741

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1=C2C3=CC=C(C[C@H](OC(C)=O)[C@]3(C)CC[C@]2(CC1)C(O)=O)C=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H28O5/c1-13(2)16-7-8-22(20(25)26)10-9-21(4)17(19(16)22)6-5-15(12-23)11-18(21)27-14(3)24/h5-6,12-13,18H,7-11H2,1-4H3,(H,25,26)/t18-,21+,22-/m0/s1

> <INCHI_KEY>
HOSRLRWNDVYKNJ-BWAGFHJFSA-N

> <FORMULA>
C22H28O5

> <MOLECULAR_WEIGHT>
372.461

> <EXACT_MASS>
372.193674002

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
39.91693841620215

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3aS,5aR,6S)-6-(acetyloxy)-8-formyl-5a-methyl-1-(propan-2-yl)-2H,3H,3aH,4H,5H,5aH,6H,7H-cyclohepta[e]indene-3a-carboxylic acid

> <ALOGPS_LOGP>
3.50

> <JCHEM_LOGP>
2.746718444333334

> <ALOGPS_LOGS>
-4.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.363114559480037

> <JCHEM_PKA_STRONGEST_BASIC>
-4.60980826618193

> <JCHEM_POLAR_SURFACE_AREA>
80.67

> <JCHEM_REFRACTIVITY>
103.25639999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.51e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3aS,5aR,6S)-6-(acetyloxy)-8-formyl-1-isopropyl-5a-methyl-2H,3H,4H,5H,6H,7H-cyclohepta[e]indene-3a-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 01-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.038  -4.374   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.670  -2.879   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.782  -1.813   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       0.808  -2.449   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.176  -0.953   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.012   0.026   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.013   1.566   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.363   2.257   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.453   3.794   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.232   2.506   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.728   2.139   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.373   0.741   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.911   0.831   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.873   2.033   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.465   3.518   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.975   3.908   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.548   4.614   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.314   1.490   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.242  -0.048   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.757  -0.456   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.734  -1.647   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.190  -3.088   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       8.253  -1.397   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       5.066  -1.832   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.529  -1.922   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.682  -0.635   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.096  -2.060   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   26                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   26                                                  
CONECT   13   12   14   20                                                  
CONECT   14   13   15   18                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   14   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   13   21   24                                             
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   20   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   12    5   27                                             
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₈O₅

Average Mass

372.4610 Da

Monoisotopic Mass

372.19367 Da

IUPAC Name

(3aS,5aR,6S)-6-(acetyloxy)-8-formyl-5a-methyl-1-(propan-2-yl)-2H,3H,3aH,4H,5H,5aH,6H,7H-cyclohepta[e]indene-3a-carboxylic acid

Traditional Name

(3aS,5aR,6S)-6-(acetyloxy)-8-formyl-1-isopropyl-5a-methyl-2H,3H,4H,5H,6H,7H-cyclohepta[e]indene-3a-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(C)C1=C2C3=CC=C(C[C@H](OC(C)=O)[C@]3(C)CC[C@]2(CC1)C(O)=O)C=O

InChI Identifier

InChI=1S/C22H28O5/c1-13(2)16-7-8-22(20(25)26)10-9-21(4)17(19(16)22)6-5-15(12-23)11-18(21)27-14(3)24/h5-6,12-13,18H,7-11H2,1-4H3,(H,25,26)/t18-,21+,22-/m0/s1

InChI Key

HOSRLRWNDVYKNJ-BWAGFHJFSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Sarcodon scabrosus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Dicarboxylic acid or derivatives
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic 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	3.5	ALOGPS
logP	2.75	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	4.36	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	80.67 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	103.26 m³·mol⁻¹	ChemAxon
Polarizability	39.92 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

8627339

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10451923

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Nakada M: Enantioselective total syntheses of cyathane diterpenoids. Chem Rec. 2014 Aug;14(4):641-62. doi: 10.1002/tcr.201402019. Epub 2014 Jul 28. [PubMed:25065736 ]
Authors unspecified: Levonorgestrel (Plan B One-Step(R)). 1994. [PubMed:36044657 ]
Woodruff MC, Ramonell RP, Haddad NS, Anam FA, Rudolph ME, Walker TA, Truong AD, Dixit AN, Han JE, Cabrera-Mora M, Runnstrom MC, Bugrovsky R, Hom J, Connolly EC, Albizua I, Javia V, Cashman KS, Nguyen DC, Kyu S, Saini AS, Piazza M, Tipton CM, Khosroshahi A, Gibson G, Martin GS, Maier CL, Esper A, Jenks SA, Lee FE, Sanz I: Dysregulated naive B cells and de novo autoreactivity in severe COVID-19. Nature. 2022 Aug 31. pii: 10.1038/s41586-022-05273-0. doi: 10.1038/s41586-022-05273-0. [PubMed:36044993 ]
Keenan RA, Rogers RN, Winn CB: Carbon Dioxide, Oxygen, and Ammonia Levels in Mouse and Rat Disposable IVC Removed from Mechanical Ventilation. J Am Assoc Lab Anim Sci. 2022 Sep 1;61(5):432-440. doi: 10.30802/AALAS-JAALAS-22-000028. Epub 2022 Aug 31. [PubMed:36045005 ]
Bailey KT, Jantre SR, Lawrence FR, Hankenson FC, Del Valle JM: Evaluation of Active Warming and Surgical Draping for Perioperative Thermal Support in Laboratory Mice. J Am Assoc Lab Anim Sci. 2022 Sep 1;61(5):482-494. doi: 10.30802/AALAS-JAALAS-21-000036. Epub 2022 Aug 31. [PubMed:36045004 ]
McGugin RW, Sunday MA, Gauthier I: The neural correlates of domain-general visual ability. Cereb Cortex. 2022 Aug 31. pii: 6679448. doi: 10.1093/cercor/bhac342. [PubMed:36045003 ]
Bailey KM, Giordano BL, Kaas AL, Smith FW: Decoding sounds depicting hand-object interactions in primary somatosensory cortex. Cereb Cortex. 2022 Aug 31. pii: 6679450. doi: 10.1093/cercor/bhac296. [PubMed:36045002 ]
Yoshikawa T, Minaga K, Hara A, Sekai I, Kurimoto M, Masuta Y, Otsuka Y, Takada R, Kamata K, Park AM, Takamura S, Kudo M, Watanabe T: Disruption of the intestinal barrier exacerbates experimental autoimmune pancreatitis by promoting the translocation of Staphylococcus sciuri into the pancreas. Int Immunol. 2022 Dec 31;34(12):621-634. doi: 10.1093/intimm/dxac039. [PubMed:36044992 ]
Wang Y, Liu Y, Zhu X, Zhou X, He JC, Qu X: Corneal and lenticular biometry in Chinese children with myopia. Clin Exp Optom. 2022 Aug 31:1-9. doi: 10.1080/08164622.2022.2116269. [PubMed:36045001 ]
Dewey KG, Arnold CD, Wessells KR, Prado EL, Abbeddou S, Adu-Afarwuah S, Ali H, Arnold BF, Ashorn P, Ashorn U, Ashraf S, Becquey E, Brown KH, Christian P, Colford JM, Dulience SJL, Fernald LCH, Galasso E, Hallamaa L, Hess SY, Humphrey JH, Huybregts L, Iannottie LL, Jannat K, Lartey A, Port AL, Leroy JL, Luby SP, Maleta K, Matias SL, Mbuya MNN, Mridha MK, Nkhoma M, Null C, Paul RR, Okronipa H, Ouedraogo JB, Pickering AJ, Prendergast AJ, Ruel M, Shaikh S, Weber AM, Wolff P, Zongrone A, Stewart CP: Preventive small-quantity lipid-based nutrient supplements reduce severe wasting and severe stunting among young children: an individual participant data meta-analysis of randomized controlled trials. Am J Clin Nutr. 2022 Aug 31:nqac232. doi: 10.1093/ajcn/nqac232. [PubMed:36045000 ]
Li Y, Chen S, Shi Y, Huang H, Wang W, Zheng M, Zhao C, Zhang X, Lei X, Sun W, Liu H, Lan T: Construction and characterization of the full-length cDNA of an infectious clone of emerging porcine teschovirus-2. Pathog Dis. 2022 Oct 12;80(1):ftac033. doi: 10.1093/femspd/ftac033. [PubMed:36044999 ]
Cathro P, McCarthy P, Hoffmann P, Kidd S, Zilm P: Enterococcus faecalis V583 cell membrane protein expression to alkaline stress. FEMS Microbiol Lett. 2022 Sep 20;369(1):fnac082. doi: 10.1093/femsle/fnac082. [PubMed:36044998 ]
Kitagawa N, Iwanaga J, Tubbs RS, Kim H, Moon YS, Hur MS: Variant muscle fibers connecting the orbicularis oculi to the orbicularis oris: case report. Anat Cell Biol. 2022 Dec 31;55(4):497-500. doi: 10.5115/acb.22.108. Epub 2022 Sep 1. [PubMed:36044997 ]
Maaloum M, Lo CI, Ndongo S, Meng MM, Saile R, Alibar S, Raoult D, Fournier PE: Ottowia massiliensis sp. nov., a new bacterium isolated from a fresh, healthy human fecal sample. FEMS Microbiol Lett. 2022 Sep 20;369(1):fnac086. doi: 10.1093/femsle/fnac086. [PubMed:36044996 ]
Schubert C, Kim NY, Unden G, Kim OB: C4-dicarboxylate metabolons: interaction of C4-dicarboxylate transporters of Escherichia coli with cytosolic enzymes. FEMS Microbiol Lett. 2022 Sep 22;369(1):fnac078. doi: 10.1093/femsle/fnac078. [PubMed:36044995 ]
Delliere S, Guitard J, Sabou M, Angebault C, Moniot M, Cornu M, Hamane S, Bougnoux ME, Imbert S, Pasquier G, Botterel F, Garcia-Hermoso D, Alanio A: Detection of circulating DNA for the diagnosis of invasive fusariosis: retrospective analysis of 15 proven cases. Med Mycol. 2022 Sep 5;60(9):myac049. doi: 10.1093/mmy/myac049. [PubMed:36044994 ]
LOTUS database [Link]

Showing NP-Card for (3as,5ar,6s)-6-(acetyloxy)-8-formyl-1-isopropyl-5a-methyl-2h,3h,4h,5h,6h,7h-cyclohepta[e]indene-3a-carboxylic acid (NP0142741)

MOL for NP0142741 ((3as,5ar,6s)-6-(acetyloxy)-8-formyl-1-isopropyl-5a-methyl-2h,3h,4h,5h,6h,7h-cyclohepta[e]indene-3a-carboxylic acid)

3D MOL for NP0142741 ((3as,5ar,6s)-6-(acetyloxy)-8-formyl-1-isopropyl-5a-methyl-2h,3h,4h,5h,6h,7h-cyclohepta[e]indene-3a-carboxylic acid)

3D SDF for NP0142741 ((3as,5ar,6s)-6-(acetyloxy)-8-formyl-1-isopropyl-5a-methyl-2h,3h,4h,5h,6h,7h-cyclohepta[e]indene-3a-carboxylic acid)

3D-SDF for NP0142741 ((3as,5ar,6s)-6-(acetyloxy)-8-formyl-1-isopropyl-5a-methyl-2h,3h,4h,5h,6h,7h-cyclohepta[e]indene-3a-carboxylic acid)

PDB for NP0142741 ((3as,5ar,6s)-6-(acetyloxy)-8-formyl-1-isopropyl-5a-methyl-2h,3h,4h,5h,6h,7h-cyclohepta[e]indene-3a-carboxylic acid)

3D PDB for NP0142741 ((3as,5ar,6s)-6-(acetyloxy)-8-formyl-1-isopropyl-5a-methyl-2h,3h,4h,5h,6h,7h-cyclohepta[e]indene-3a-carboxylic acid)

SMILES for NP0142741 ((3as,5ar,6s)-6-(acetyloxy)-8-formyl-1-isopropyl-5a-methyl-2h,3h,4h,5h,6h,7h-cyclohepta[e]indene-3a-carboxylic acid)

INCHI for NP0142741 ((3as,5ar,6s)-6-(acetyloxy)-8-formyl-1-isopropyl-5a-methyl-2h,3h,4h,5h,6h,7h-cyclohepta[e]indene-3a-carboxylic acid)

Structure for NP0142741 ((3as,5ar,6s)-6-(acetyloxy)-8-formyl-1-isopropyl-5a-methyl-2h,3h,4h,5h,6h,7h-cyclohepta[e]indene-3a-carboxylic acid)

3D Structure for NP0142741 ((3as,5ar,6s)-6-(acetyloxy)-8-formyl-1-isopropyl-5a-methyl-2h,3h,4h,5h,6h,7h-cyclohepta[e]indene-3a-carboxylic acid)