NP-MRD: Showing NP-Card for Capsianoside I (NP0046003)

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Record Information

Version

2.0

Created at

2022-03-17 19:46:48 UTC

Updated at

2022-03-17 19:46:48 UTC

NP-MRD ID

NP0046003

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Capsianoside I

Description

Capsianoside I belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Capsianoside I is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Capsianoside I is found, on average, in the highest concentration within a few different foods, such as yellow bell peppers, red bell peppers, and peppers and in a lower concentration in orange bell peppers and green bell peppers. Capsianoside I has also been detected, but not quantified in, herbs and spices and italian sweet red peppers. This could make capsianoside I a potential biomarker for the consumption of these foods. Paprika is known for its high vitamin C content and has been isolated from Hungarian paprika in large amounts. Traditionally, medical doctors advise ulcer patients not to consume spicy foods like pungent capsicum products, while naturopaths and herbalists have tended to use hot seasonings to relieve ulcers. Jalapeno is a stimulating spice which contains capsaicin and related compounds in its fruits and veins. Peppers are native plants of America, and the fruits (pericarps) are consumed as vegetable foods, spices, and external medicines and are also a source of vitamins A, C, and E. Hot chili pepper has been used for centuries as a condiment to aid digestion. Capsianosides are acyclic diterpene glycosides, water-soluble constituents present in the fruits of Paprika (Paprika Capsicum annuum L. Var. Grossum Bailey) and Jalapeno (Jalapeno Capsicum annuum L. Var. Annuum), that are used as vegetables and spices. Phytochemical investigations have been mainly focused on hot components of pepper species and qualitative and quantitative determinations of phenolic metabolites with antioxidant activities. Capsianoside I is found in Capsicum annuum var. fascuilatum . Capsianoside I was first documented in 2006 (PMID: 17015971). The genus Capsicum (Solanaceae) includes many species widely cultivated in Asia, Africa, and Mediterranean countries.

Structure

MOL SDF PDB SMILES InChI

HMDB02318.mol
  Mrv0541 02231219292D          

 46 47  0  0  0  0            999 V2000
   -1.0743   -3.9221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0743   -4.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3581   -5.1597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3552   -4.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3552   -3.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3581   -3.5066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7877   -3.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5040   -3.9221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7877   -5.1597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3581   -5.9848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0686   -5.1569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7848   -4.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7848   -3.9192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4982   -3.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2145   -3.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2145   -4.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4982   -5.1597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0686   -3.5066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0686   -2.6815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4982   -2.6815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2145   -2.2690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9278   -3.5066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9278   -5.1569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4982   -5.9819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2435   -2.6815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8937   -2.6815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1690   -1.9682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0686   -1.8565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3552   -1.4439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3552   -0.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3581   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3581    0.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0714   -0.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0714    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0714    1.8565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7848    2.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7848    3.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4982    1.8565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4982    3.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4982    4.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2116    3.0941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2116    4.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2116    5.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9250    4.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9250    5.9819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4982    5.9819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  9  1  0  0  0  0
  3 10  1  0  0  0  0
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  0  0  0  0
 15 22  1  0  0  0  0
 16 23  1  0  0  0  0
 17 24  1  0  0  0  0
 19 25  1  0  0  0  0
 19 26  1  0  0  0  0
 25 27  2  0  0  0  0
 19 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 40 42  2  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 43 45  2  0  0  0  0
 43 46  1  0  0  0  0
M  END

HMDB02318.mol
  Mrv0541 02231219292D          

 46 47  0  0  0  0            999 V2000
   -1.0743   -3.9221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0743   -4.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3581   -5.1597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3552   -4.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3552   -3.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3581   -3.5066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7877   -3.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5040   -3.9221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7877   -5.1597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3581   -5.9848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0686   -5.1569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7848   -4.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7848   -3.9192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4982   -3.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2145   -3.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2145   -4.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4982   -5.1597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0686   -3.5066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0686   -2.6815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4982   -2.6815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2145   -2.2690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9278   -3.5066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9278   -5.1569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4982   -5.9819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2435   -2.6815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8937   -2.6815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1690   -1.9682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0686   -1.8565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3552   -1.4439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3552   -0.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3581   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3581    0.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0714   -0.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0714    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0714    1.8565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7848    2.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7848    3.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4982    1.8565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4982    3.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4982    4.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2116    3.0941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2116    4.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2116    5.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9250    4.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9250    5.9819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4982    5.9819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  9  1  0  0  0  0
  3 10  1  0  0  0  0
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  0  0  0  0
 15 22  1  0  0  0  0
 16 23  1  0  0  0  0
 17 24  1  0  0  0  0
 19 25  1  0  0  0  0
 19 26  1  0  0  0  0
 25 27  2  0  0  0  0
 19 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 40 42  2  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 43 45  2  0  0  0  0
 43 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0046003

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C(CC\C=C(/C)CC(O)\C=C(/C)C(O)=O)=C/CCC(C)(OC1OC(CO)C(O)C(O)C1OC1OC(CO)C(O)C(O)C1O)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C32H52O14/c1-6-32(5,12-8-11-17(2)9-7-10-18(3)13-20(35)14-19(4)29(41)42)46-31-28(26(39)24(37)22(16-34)44-31)45-30-27(40)25(38)23(36)21(15-33)43-30/h6,10-11,14,20-28,30-31,33-40H,1,7-9,12-13,15-16H2,2-5H3,(H,41,42)/b17-11+,18-10+,19-14+

> <INCHI_KEY>
ISQUNAAALVXWGI-DFTZOVBQSA-N

> <FORMULA>
C32H52O14

> <MOLECULAR_WEIGHT>
660.7469

> <EXACT_MASS>
660.335706372

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
69.70081778789358

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E,6E,10E)-14-{[4,5-dihydroxy-6-(hydroxymethyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-4-hydroxy-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraenoic acid

> <ALOGPS_LOGP>
0.20

> <JCHEM_LOGP>
0.3861312433333348

> <ALOGPS_LOGS>
-3.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.089846248132796

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.842928929462308

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981083576687362

> <JCHEM_POLAR_SURFACE_AREA>
236.05999999999997

> <JCHEM_REFRACTIVITY>
165.87110000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.70e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
capsianoside I

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: HMDB02318.mol                                     
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -2.005  -7.321   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.005  -8.861   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.669  -9.631   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.663  -8.861   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.663  -7.316   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.669  -6.546   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -3.337  -6.551   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -4.674  -7.321   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -3.337  -9.631   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -0.669 -11.172   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.995  -9.626   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.332  -8.856   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.332  -7.316   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.663  -6.546   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.000  -7.316   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.000  -8.861   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.663  -9.631   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.995  -6.546   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.995  -5.006   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.663  -5.006   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.000  -4.235   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       7.332  -6.546   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       7.332  -9.626   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.663 -11.166   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.455  -5.006   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.535  -5.006   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.316  -3.674   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.995  -3.466   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.663  -2.695   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.663  -1.155   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -0.669  -0.385   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.669   1.155   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.000  -1.155   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.000   1.925   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -2.000   3.466   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -3.332   4.235   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -3.332   5.776   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -4.663   3.466   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -4.663   6.546   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -4.663   8.086   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -5.995   5.776   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      -5.995   8.856   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -5.995  10.396   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -7.327   8.086   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      -7.327  11.166   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      -4.663  11.166   0.000  0.00  0.00           O+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3    9                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    6   18                                                  
CONECT    6    5    1                                                       
CONECT    7    1    8                                                       
CONECT    8    7                                                            
CONECT    9    2                                                            
CONECT   10    3                                                            
CONECT   11    4   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   20                                                  
CONECT   15   14   16   22                                                  
CONECT   16   15   17   23                                                  
CONECT   17   16   12   24                                                  
CONECT   18    5   19                                                       
CONECT   19   18   25   26   28                                             
CONECT   20   14   21                                                       
CONECT   21   20                                                            
CONECT   22   15                                                            
CONECT   23   16                                                            
CONECT   24   17                                                            
CONECT   25   19   27                                                       
CONECT   26   19                                                            
CONECT   27   25                                                            
CONECT   28   19   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31   34                                                       
CONECT   33   31                                                            
CONECT   34   32   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36   39                                                       
CONECT   38   36                                                            
CONECT   39   37   40   41                                                  
CONECT   40   39   42                                                       
CONECT   41   39                                                            
CONECT   42   40   43   44                                                  
CONECT   43   42   45   46                                                  
CONECT   44   42                                                            
CONECT   45   43                                                            
CONECT   46   43                                                            
MASTER        0    0    0    0    0    0    0    0   46    0   94    0
END

View in JSmol

Synonyms

Value	Source
Capsianside I	HMDB
(2E,6E,10E)-14-{[4,5-dihydroxy-6-(hydroxymethyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-4-hydroxy-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraenoate	HMDB

Chemical Formula

C₃₂H₅₂O₁₄

Average Mass

660.7469 Da

Monoisotopic Mass

660.33571 Da

IUPAC Name

(2E,6E,10E)-14-{[4,5-dihydroxy-6-(hydroxymethyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-4-hydroxy-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraenoic acid

Traditional Name

capsianoside I

CAS Registry Number

121924-04-7

SMILES

C\C(CC\C=C(/C)CC(O)\C=C(/C)C(O)=O)=C/CCC(C)(OC1OC(CO)C(O)C(O)C1OC1OC(CO)C(O)C(O)C1O)C=C

InChI Identifier

InChI=1S/C32H52O14/c1-6-32(5,12-8-11-17(2)9-7-10-18(3)13-20(35)14-19(4)29(41)42)46-31-28(26(39)24(37)22(16-34)44-31)45-30-27(40)25(38)23(36)21(15-33)43-30/h6,10-11,14,20-28,30-31,33-40H,1,7-9,12-13,15-16H2,2-5H3,(H,41,42)/b17-11+,18-10+,19-14+

InChI Key

ISQUNAAALVXWGI-DFTZOVBQSA-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
Capsicum annuum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Capsicum annuum var. fascuilatum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Dicarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

alpha,omega-dicarboxylic acid (CHEBI:73718 )
Dicarboxylic acids (LMFA01170014 )

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	0.2	ALOGPS
logP	0.39	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	4.84	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	236.06 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	165.87 m³·mol⁻¹	ChemAxon
Polarizability	69.7 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0002318

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB002663

KNApSAcK ID

Not Available

Chemspider ID

17216190

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14610541

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lee JH, Kiyota N, Ikeda T, Nohara T: Acyclic diterpene glycosides, capsianosides VIII, IX, X, XIII, XV and XVI from the fruits of Paprika Capsicum annuum L. var. grossum BAILEY and Jalapeno Capsicum annuum L. var. annuum. Chem Pharm Bull (Tokyo). 2006 Oct;54(10):1365-9. doi: 10.1248/cpb.54.1365. [PubMed:17015971 ]

Showing NP-Card for Capsianoside I (NP0046003)

MOL for NP0046003 (Capsianoside I)

3D MOL for NP0046003 (Capsianoside I)

3D SDF for NP0046003 (Capsianoside I)

3D-SDF for NP0046003 (Capsianoside I)

PDB for NP0046003 (Capsianoside I)

3D PDB for NP0046003 (Capsianoside I)

SMILES for NP0046003 (Capsianoside I)

INCHI for NP0046003 (Capsianoside I)

Structure for NP0046003 (Capsianoside I)

3D Structure for NP0046003 (Capsianoside I)