NP-MRD: Showing NP-Card for Castacrenin I (NP0333060)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-05-04 04:57:27 UTC

Updated at

2025-02-11 15:44:41 UTC

NP-MRD ID

NP0333060

Natural Product DOI

https://doi.org/10.57994/2356

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Castacrenin I

Description

Castacrenin I was first documented in 2024 (PMID: 38359463). Based on a literature review very few articles have been published on Castacrenin I.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01162307342D          

 56 62  0  0  1  0            999 V2000
    3.8250    2.0186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4266    1.2569    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6195    1.0859    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2075    1.8006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7599    2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2711    1.8155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7993    0.9767    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4121    1.5290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2403    2.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4555    2.5905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2837    3.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0906    3.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7996    3.3153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5144    3.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2286    3.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9433    3.7265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2571    4.5299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6575    3.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3774    3.7969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6570    2.4885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5379    2.5457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0327    1.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2281    2.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4250    4.5397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8811    5.2712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6712    4.8749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5847    5.7345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0040    4.3897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4512    5.0553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2798    3.0508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0146    1.2313    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4017    0.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5736   -0.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2712   -0.6269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0393   -0.6802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1055   -1.5271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8240   -0.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4326   -1.0347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9959    0.3813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3830    0.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9866    1.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6083    2.5265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8525    1.9562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8427    2.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0580    2.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1139    3.0997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8557    3.5758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4989    3.6520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1072    4.4211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4035    1.5915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2271    0.8394    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9418    1.2515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9423    2.0765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8307    1.7433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2699   -0.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8652   -0.6932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  3  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 15 23  1  0  0  0  0
 14 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 12 28  1  0  0  0  0
 28 29  1  0  0  0  0
  9 30  2  0  0  0  0
  7 31  1  0  0  0  0
 31 32  1  1  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  2  0  0  0  0
 32 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  2  0  0  0  0
 31 44  1  0  0  0  0
 10 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  2  0  0  0  0
 11 48  1  0  0  0  0
 48 49  1  0  0  0  0
 45 50  1  0  0  0  0
  2 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 23 53  1  0  0  0  0
 53 54  2  0  0  0  0
 51 55  1  6  0  0  0
 55 56  1  0  0  0  0
M  END


  Mrv2104 01162307342D          

 56 62  0  0  1  0            999 V2000
    3.8250    2.0186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4266    1.2569    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6195    1.0859    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2075    1.8006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7599    2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2711    1.8155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7993    0.9767    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4121    1.5290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2403    2.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4555    2.5905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2837    3.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0906    3.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7996    3.3153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5144    3.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2286    3.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9433    3.7265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2571    4.5299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6575    3.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3774    3.7969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6570    2.4885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5379    2.5457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0327    1.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2281    2.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4250    4.5397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8811    5.2712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6712    4.8749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5847    5.7345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0040    4.3897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4512    5.0553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2798    3.0508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0146    1.2313    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4017    0.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5736   -0.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2712   -0.6269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0393   -0.6802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1055   -1.5271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8240   -0.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4326   -1.0347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9959    0.3813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3830    0.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9866    1.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6083    2.5265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8525    1.9562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8427    2.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0580    2.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1139    3.0997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8557    3.5758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4989    3.6520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1072    4.4211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4035    1.5915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2271    0.8394    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9418    1.2515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9423    2.0765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8307    1.7433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2699   -0.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8652   -0.6932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  3  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 15 23  1  0  0  0  0
 14 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 12 28  1  0  0  0  0
 28 29  1  0  0  0  0
  9 30  2  0  0  0  0
  7 31  1  0  0  0  0
 31 32  1  1  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  2  0  0  0  0
 32 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  2  0  0  0  0
 31 44  1  0  0  0  0
 10 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  2  0  0  0  0
 11 48  1  0  0  0  0
 48 49  1  0  0  0  0
 45 50  1  0  0  0  0
  2 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 23 53  1  0  0  0  0
 53 54  2  0  0  0  0
 51 55  1  6  0  0  0
 55 56  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0333060

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1OC(=O)C2=CC(O)=C(O)C(O)=C2C2=C(O)C(O)=C(O)C3=C2C(=O)O[C@H]([C@H]2OC(=O)C4=C3C(O)=C(O)C(O)=C4[C@@H]2C2=C(O)C(O)=C(O)C=C2C(O)=O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C34H24O22/c35-3-8-20(40)30-29-15(9-4(31(49)50)1-6(36)18(38)21(9)41)14-17(33(52)55-29)13(25(45)28(48)26(14)46)12-16(34(53)56-30)11(23(43)27(47)24(12)44)10-5(32(51)54-8)2-7(37)19(39)22(10)42/h1-2,8,15,20,29-30,35-48H,3H2,(H,49,50)/t8-,15+,20-,29+,30?/m1/s1

> <INCHI_KEY>
WYNRVALZKWPAIE-ZWEZIMPQSA-N

> <FORMULA>
C34H24O22

> <MOLECULAR_WEIGHT>
784.544

> <EXACT_MASS>
784.075922413

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
68.35478853625304

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
15

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(1S,2S,24R,25R,29S)-7,8,9,12,13,14,17,18,19,25-decahydroxy-24-(hydroxymethyl)-4,22,27-trioxo-3,23,26-trioxahexacyclo[13.10.3.1^{2,6}.0^{5,10}.0^{11,28}.0^{16,21}]nonacosa-5(10),6,8,11(28),12,14,16,18,20-nonaen-29-yl]-3,4,5-trihydroxybenzoic acid

> <JCHEM_LOGP>
0.7474061546666664

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.834253471382768

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.704633608012775

> <JCHEM_PKA_STRONGEST_BASIC>
-6.174048452133821

> <JCHEM_POLAR_SURFACE_AREA>
399.42

> <JCHEM_REFRACTIVITY>
178.63690000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2-[(1S,2S,24R,25R,29S)-7,8,9,12,13,14,17,18,19,25-decahydroxy-24-(hydroxymethyl)-4,22,27-trioxo-3,23,26-trioxahexacyclo[13.10.3.1^{2,6}.0^{5,10}.0^{11,28}.0^{16,21}]nonacosa-5(10),6,8,11(28),12,14,16,18,20-nonaen-29-yl]-3,4,5-trihydroxybenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-JAN-23         0                                  
HETATM    1  O   UNK     0       7.140   3.768   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       6.396   2.346   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.890   2.027   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.121   3.361   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.152   4.505   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       6.106   3.389   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       3.359   1.823   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.503   2.854   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.182   4.360   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.717   4.836   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.396   6.342   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.902   6.663   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.226   6.189   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.560   6.958   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.893   6.187   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.228   6.956   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       9.813   8.456   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      10.561   6.185   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      11.905   7.088   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      10.560   4.645   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      12.204   4.752   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       9.394   3.245   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.892   4.647   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.393   8.474   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       7.245   9.840   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.986   9.100   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       4.825  10.704   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       3.741   8.194   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.709   9.437   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       4.256   5.695   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       1.894   2.298   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.750   1.268   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.071  -0.239   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       2.373  -1.170   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -0.073  -1.270   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       0.197  -2.851   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -1.538  -0.794   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -2.674  -1.931   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -1.859   0.712   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -0.715   1.743   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -1.842   3.267   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -1.135   4.716   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      -3.458   3.651   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       1.573   3.805   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       0.108   4.280   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -0.213   5.786   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      -1.597   6.675   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0       0.931   6.817   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       0.200   8.253   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      -0.753   2.971   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0       7.891   1.567   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0       9.225   2.336   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0       9.226   3.876   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      10.884   3.254   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0       7.970  -0.128   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0       9.082  -1.294   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   51                                                  
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5                                                            
CONECT    7    3    8   31                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   30                                                  
CONECT   10    9   11   44                                                  
CONECT   11   10   12   48                                                  
CONECT   12   11   13   28                                                  
CONECT   13   12    5   14                                                  
CONECT   14   13   15   24                                                  
CONECT   15   14   16   23                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   15   53                                                  
CONECT   24   14   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   12   29                                                  
CONECT   29   28                                                            
CONECT   30    9                                                            
CONECT   31    7   32   44                                                  
CONECT   32   31   33   40                                                  
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   32   41                                                  
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41                                                            
CONECT   44   31   10   45                                                  
CONECT   45   44   46   50                                                  
CONECT   46   45   47   48                                                  
CONECT   47   46                                                            
CONECT   48   46   11   49                                                  
CONECT   49   48                                                            
CONECT   50   45                                                            
CONECT   51    2   52   55                                                  
CONECT   52   51   53                                                       
CONECT   53   52   23   54                                                  
CONECT   54   53                                                            
CONECT   55   51   56                                                       
CONECT   56   55                                                            
MASTER        0    0    0    0    0    0    0    0   56    0  124    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₄H₂₄O₂₂

Average Mass

784.5440 Da

Monoisotopic Mass

784.07592 Da

IUPAC Name

2-[(1S,2S,24R,25R,29S)-7,8,9,12,13,14,17,18,19,25-decahydroxy-24-(hydroxymethyl)-4,22,27-trioxo-3,23,26-trioxahexacyclo[13.10.3.1^{2,6}.0^{5,10}.0^{11,28}.0^{16,21}]nonacosa-5(10),6,8,11(28),12,14,16,18,20-nonaen-29-yl]-3,4,5-trihydroxybenzoic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

OC[C@H]1OC(=O)C2=CC(O)=C(O)C(O)=C2C2=C(O)C(O)=C(O)C3=C2C(=O)O[C@H]([C@H]2OC(=O)C4=C3C(O)=C(O)C(O)=C4[C@@H]2C2=C(O)C(O)=C(O)C=C2C(O)=O)[C@@H]1O

InChI Identifier

InChI=1S/C34H24O22/c35-3-8-20(40)30-29-15(9-4(31(49)50)1-6(36)18(38)21(9)41)14-17(33(52)55-29)13(25(45)28(48)26(14)46)12-16(34(53)56-30)11(23(43)27(47)24(12)44)10-5(32(51)54-8)2-7(37)19(39)22(10)42/h1-2,8,15,20,29-30,35-48H,3H2,(H,49,50)/t8-,15+,20-,29+,30?/m1/s1

InChI Key

WYNRVALZKWPAIE-ZWEZIMPQSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	[email protected]	Polyphénols Biotech-ADERA, Unité de recherche Œnologie, UMR 1366 INRAE, ISVV, 33882 Villenave-d'Ornon, France	Benjamin Métoyer	2024-05-04	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CD3OD, experimental)	[email protected]	Polyphénols Biotech-ADERA, Unité de recherche Œnologie, UMR 1366 INRAE, ISVV, 33882 Villenave-d'Ornon, France	Benjamin Métoyer	2024-05-04	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	[email protected]	Polyphénols Biotech-ADERA, Unité de recherche Œnologie, UMR 1366 INRAE, ISVV, 33882 Villenave-d'Ornon, France	Benjamin Métoyer	2024-05-04	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	[email protected]	Polyphénols Biotech-ADERA, Unité de recherche Œnologie, UMR 1366 INRAE, ISVV, 33882 Villenave-d'Ornon, France	Benjamin Métoyer	2024-05-04	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	[email protected]	Polyphénols Biotech-ADERA, Unité de recherche Œnologie, UMR 1366 INRAE, ISVV, 33882 Villenave-d'Ornon, France	Benjamin Métoyer	2024-05-04	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)	[email protected]	Polyphénols Biotech-ADERA, Unité de recherche Œnologie, UMR 1366 INRAE, ISVV, 33882 Villenave-d'Ornon, France	Benjamin Métoyer	2024-05-04	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)	[email protected]	Polyphénols Biotech-ADERA, Unité de recherche Œnologie, UMR 1366 INRAE, ISVV, 33882 Villenave-d'Ornon, France	Benjamin Métoyer	2024-05-04	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600.27, CD₃OD, simulated)	[email protected]	Institut des sciences de la vigne et du vin	Métoyer	2024-05-04	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Castanea sativa		Not Available

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	0.75	ChemAxon
pKa (Strongest Acidic)	3.7	ChemAxon
pKa (Strongest Basic)	-6.2	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	15	ChemAxon
Polar Surface Area	399.42 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	178.64 m³·mol⁻¹	ChemAxon
Polarizability	68.35 Å³	ChemAxon
Number of Rings	7	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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Castacrenin I (NP0333060)

MOL for NP0333060 (Castacrenin I)

3D MOL for NP0333060 (Castacrenin I)

3D SDF for NP0333060 (Castacrenin I)

3D-SDF for NP0333060 (Castacrenin I)

PDB for NP0333060 (Castacrenin I)

3D PDB for NP0333060 (Castacrenin I)

SMILES for NP0333060 (Castacrenin I)

INCHI for NP0333060 (Castacrenin I)

Structure for NP0333060 (Castacrenin I)

3D Structure for NP0333060 (Castacrenin I)