NP-MRD: Showing NP-Card for (+)-Kuhistanicaol D (NP0075503)

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Record Information

Version

2.0

Created at

2022-04-28 20:46:53 UTC

Updated at

2022-04-28 20:46:53 UTC

NP-MRD ID

NP0075503

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Kuhistanicaol D

Description

Kuhistanicaol D belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. (+)-Kuhistanicaol D is found in Ferula kuhistanica . Based on a literature review very few articles have been published on Kuhistanicaol D.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282222462D          

 29 31  0  0  1  0            999 V2000
    0.5363   -1.1136    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5363   -0.2886    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1813    0.2258    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9856    0.0422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3436   -0.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9856   -1.4444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1813   -1.6280    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9977   -2.4323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6025   -2.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3908   -2.7502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4189   -3.7977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0237   -4.3589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8401   -5.1632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0517   -5.4064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4470   -4.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6305   -4.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8682   -6.2107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4448   -5.7243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2613   -6.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1686   -0.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9977    1.0301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2483   -0.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7333   -0.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2483   -1.3685    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0853   -2.1772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8556   -1.9269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6757   -2.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6429   -1.6802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3890    0.5232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 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  2  0  0  0  0
 11 16  1  0  0  0  0
 14 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
  5 20  1  0  0  0  0
  3 21  1  1  0  0  0
  2 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  1 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  6  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
  2 29  1  1  0  0  0
M  END

     RDKit          3D

 61 63  0  0  0  0  0  0  0  0999 V2000
    4.5857    2.1953    1.8222 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4517    1.6453    0.8259 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9289    0.6913   -0.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5956    0.2740    0.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0915   -0.6738   -0.8042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6996   -1.1040   -0.6974 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2110   -1.9764   -1.4767 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8002   -0.6373    0.2145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5419   -1.0123    0.3620 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7514   -1.7408    1.6325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0822   -2.0463    2.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0728   -3.1100    3.1656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3221   -1.6738    1.8280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7422   -0.6716    0.8503 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0796   -0.8056    0.5259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8322   -0.6823   -0.3523 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6527   -2.0533   -0.9305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5104    0.1142   -1.4185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7317    1.3574   -1.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3137    0.9724   -1.0228 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7404    0.3343   -2.1216 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6763    2.2834   -0.7816 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3594    3.1463    0.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7757    2.2949   -0.4921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5654    0.0355    0.0453 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9524   -1.1801   -1.7490 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2636   -0.7963   -1.8731 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7593    0.1527   -1.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0696    0.5519   -1.1112 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6583    2.6052    1.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3159    1.4291    2.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0802    3.0173    2.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0124    0.7399    0.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6670   -1.7635   -0.4552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2425   -1.2747    2.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1912   -2.7180    1.5492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0649   -4.1188    2.6890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1437   -3.0401    3.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9123   -2.9706    3.8644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1391   -2.1346    2.3813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6250    0.3387    1.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1979   -1.6008   -0.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0926   -1.9798   -1.8735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6970   -2.3448   -1.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3681   -2.8336   -0.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5832    0.3612   -1.1685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5485   -0.3651   -2.4079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1891    2.0946   -0.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6752    1.7408   -2.5427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7475    0.9446   -2.9246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8042    2.8730   -1.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2008    3.7366   -0.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6047    3.9426    0.5379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5916    2.6338    1.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3340    1.7063   -1.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0394    2.0716    0.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1552    3.3505   -0.6513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7193    0.6149    1.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5742   -1.9233   -2.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9354   -1.2039   -2.6246 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6900    0.1857   -1.7937 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 28  2  0
 28 29  1  0
 28 27  1  0
 27 26  2  0
 26  5  1  0
  5  4  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  6
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  6
 20 22  1  0
 22 23  1  0
 22 24  1  0
 20 25  1  0
  4  3  1  0
 25  9  1  0
 25 16  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
 29 61  1  0
 27 60  1  0
 26 59  1  0
  4 33  1  0
  9 34  1  6
 10 35  1  0
 10 36  1  0
 12 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 14 41  1  1
 15 42  1  0
 17 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 21 50  1  0
 22 51  1  6
 23 52  1  0
 23 53  1  0
 23 54  1  0
 24 55  1  0
 24 56  1  0
 24 57  1  0
 25 58  1  1
M  END


  Mrv1652304282222462D          

 29 31  0  0  1  0            999 V2000
    0.5363   -1.1136    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5363   -0.2886    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1813    0.2258    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9856    0.0422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3436   -0.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9856   -1.4444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1813   -1.6280    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9977   -2.4323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6025   -2.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3908   -2.7502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4189   -3.7977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0237   -4.3589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8401   -5.1632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0517   -5.4064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4470   -4.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6305   -4.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8682   -6.2107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4448   -5.7243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2613   -6.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1686   -0.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9977    1.0301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2483   -0.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7333   -0.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2483   -1.3685    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0853   -2.1772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8556   -1.9269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6757   -2.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6429   -1.6802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3890    0.5232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 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  2  0  0  0  0
 11 16  1  0  0  0  0
 14 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
  5 20  1  0  0  0  0
  3 21  1  1  0  0  0
  2 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  1 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  6  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
  2 29  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0075503

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=CC(=C1)C(=O)O[C@H]1CC(C)=C[C@H](O)[C@@]2(C)CC[C@@](O)(C(C)C)[C@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C23H32O6/c1-13(2)23(27)9-8-22(4)19(25)11-14(3)10-18(20(22)23)29-21(26)15-6-7-16(24)17(12-15)28-5/h6-7,11-13,18-20,24-25,27H,8-10H2,1-5H3/t18-,19-,20+,22+,23+/m0/s1

> <INCHI_KEY>
GFKDYNPOYQBRJC-ZYSLNFODSA-N

> <FORMULA>
C23H32O6

> <MOLECULAR_WEIGHT>
404.503

> <EXACT_MASS>
404.21988875

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
44.20137146224952

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,3aS,4S,8S,8aS)-3,8-dihydroxy-6,8a-dimethyl-3-(propan-2-yl)-1,2,3,3a,4,5,8,8a-octahydroazulen-4-yl 4-hydroxy-3-methoxybenzoate

> <ALOGPS_LOGP>
2.92

> <JCHEM_LOGP>
3.3216532919999997

> <ALOGPS_LOGS>
-3.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.98675520358604

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.990322945415901

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0995945988566183

> <JCHEM_POLAR_SURFACE_AREA>
96.22000000000001

> <JCHEM_REFRACTIVITY>
110.40129999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.92e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,3aS,4S,8S,8aS)-3,8-dihydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 4-hydroxy-3-methoxybenzoate

> <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       1.001  -2.079   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.001  -0.539   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.205   0.421   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.706   0.079   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.375  -1.309   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.706  -2.696   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.205  -3.039   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.862  -4.540   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.991  -5.588   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.463  -5.134   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.649  -7.089   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.777  -8.137   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.435  -9.638   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.963 -10.092   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.834  -9.044   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.177  -7.543   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.621 -11.593   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.564 -10.685   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.221 -12.187   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.915  -1.309   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.862   1.923   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.464  -0.063   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.369  -1.309   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.464  -2.555   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -0.159  -4.064   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -1.597  -3.597   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.261  -5.100   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -3.067  -3.136   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.726   0.977   0.000  0.00  0.00           C+0
CONECT    1    2    7   24                                                  
CONECT    2    1    3   22   29                                             
CONECT    3    2    4   21                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   20                                                  
CONECT    6    5    7                                                       
CONECT    7    6    1    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17   14                                                            
CONECT   18   13   19                                                       
CONECT   19   18                                                            
CONECT   20    5                                                            
CONECT   21    3                                                            
CONECT   22    2   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23    1   25   26                                             
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29    2                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₃₂O₆

Average Mass

404.5030 Da

Monoisotopic Mass

404.21989 Da

IUPAC Name

(3R,3aS,4S,8S,8aS)-3,8-dihydroxy-6,8a-dimethyl-3-(propan-2-yl)-1,2,3,3a,4,5,8,8a-octahydroazulen-4-yl 4-hydroxy-3-methoxybenzoate

Traditional Name

(3R,3aS,4S,8S,8aS)-3,8-dihydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 4-hydroxy-3-methoxybenzoate

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=CC(=C1)C(=O)O[C@H]1CC(C)=C[C@H](O)[C@@]2(C)CC[C@@](O)(C(C)C)[C@H]12

InChI Identifier

InChI=1S/C23H32O6/c1-13(2)23(27)9-8-22(4)19(25)11-14(3)10-18(20(22)23)29-21(26)15-6-7-16(24)17(12-15)28-5/h6-7,11-13,18-20,24-25,27H,8-10H2,1-5H3/t18-,19-,20+,22+,23+/m0/s1

InChI Key

GFKDYNPOYQBRJC-ZYSLNFODSA-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
Ferula kuhistanica	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Daucane sesquiterpenoid
Sesquiterpenoid
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
M-methoxybenzoic acid or derivatives
Methoxyphenol
Benzoate ester
Benzoic acid or derivatives
Phenoxy compound
Methoxybenzene
Phenol ether
Benzoyl
Anisole
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.92	ALOGPS
logP	3.32	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	8.99	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	110.4 m³·mol⁻¹	ChemAxon
Polarizability	44.2 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

C00037399

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15545787

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+)-Kuhistanicaol D (NP0075503)

MOL for NP0075503 ((+)-Kuhistanicaol D)

3D MOL for NP0075503 ((+)-Kuhistanicaol D)

3D SDF for NP0075503 ((+)-Kuhistanicaol D)

3D-SDF for NP0075503 ((+)-Kuhistanicaol D)

PDB for NP0075503 ((+)-Kuhistanicaol D)

3D PDB for NP0075503 ((+)-Kuhistanicaol D)

SMILES for NP0075503 ((+)-Kuhistanicaol D)

INCHI for NP0075503 ((+)-Kuhistanicaol D)

Structure for NP0075503 ((+)-Kuhistanicaol D)

3D Structure for NP0075503 ((+)-Kuhistanicaol D)