NP-MRD: Showing NP-Card for methyl 2-[11,24-dihydroxy-18-(2-methoxy-2-oxoethyl)-7,20-dimethyl-9,22-dioxo-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1,3(8),10(28),11,13,15(27),16(21),23,25-nonaen-5-yl]acetate (NP0224197)

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Record Information

Version

2.0

Created at

2022-09-06 02:29:57 UTC

Updated at

2022-09-06 02:29:57 UTC

NP-MRD ID

NP0224197

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-[11,24-dihydroxy-18-(2-methoxy-2-oxoethyl)-7,20-dimethyl-9,22-dioxo-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1,3(8),10(28),11,13,15(27),16(21),23,25-nonaen-5-yl]acetate

Description

Methyl 2-[11,24-dihydroxy-18-(2-methoxy-2-oxoethyl)-7,20-dimethyl-9,22-dioxo-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]Octacosa-1,3(8),10,12,14(28),15(27),16(21),23,25-nonaen-5-yl]acetate belongs to the class of organic compounds known as phenanthrols. Phenanthrols are compounds containing a phenanthrene (or its hydrogenated derivative) to which a hydroxyl group is attached. methyl 2-[11,24-dihydroxy-18-(2-methoxy-2-oxoethyl)-7,20-dimethyl-9,22-dioxo-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1,3(8),10(28),11,13,15(27),16(21),23,25-nonaen-5-yl]acetate is found in Streptomyces coelicolor. Methyl 2-[11,24-dihydroxy-18-(2-methoxy-2-oxoethyl)-7,20-dimethyl-9,22-dioxo-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]Octacosa-1,3(8),10,12,14(28),15(27),16(21),23,25-nonaen-5-yl]acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 04121517412D          

 44 50  0  0  0  0            999 V2000
    6.4086    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5836    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1711    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5836   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3461    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9336   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1086   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1086   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9336   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3461   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3461   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1086   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -0.1105    0.0000 C   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  2  0  0  0  0
  3  5  1  0  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
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
  6 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  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
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 27 33  1  0  0  0  0
 22 33  1  0  0  0  0
 23 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 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
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
  8 42  1  0  0  0  0
 42 43  1  0  0  0  0
 15 43  2  0  0  0  0
 20 43  1  0  0  0  0
 41 44  1  0  0  0  0
 21 44  2  0  0  0  0
 36 44  1  0  0  0  0
M  END


  Mrv0541 04121517412D          

 44 50  0  0  0  0            999 V2000
    6.4086    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5836    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1711    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5836   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3461    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9336   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1086   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1086   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9336   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3461   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3461   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1086   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -0.1105    0.0000 C   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  2  0  0  0  0
  3  5  1  0  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
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
  6 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  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
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 27 33  1  0  0  0  0
 22 33  1  0  0  0  0
 23 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 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
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
  8 42  1  0  0  0  0
 42 43  1  0  0  0  0
 15 43  2  0  0  0  0
 20 43  1  0  0  0  0
 41 44  1  0  0  0  0
 21 44  2  0  0  0  0
 36 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0224197

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)CC1CC2=C(C(C)O1)C(=O)C1=C(O)C=CC3=C4C5=C(C(C)OC(CC(=O)OC)C5)C(=O)C5=C4C(=CC=C5O)C2=C13

> <INCHI_IDENTIFIER>
InChI=1S/C34H30O10/c1-13-25-19(9-15(43-13)11-23(37)41-3)27-17-5-8-22(36)32-30(17)28(18-6-7-21(35)31(29(18)27)33(25)39)20-10-16(12-24(38)42-4)44-14(2)26(20)34(32)40/h5-8,13-16,35-36H,9-12H2,1-4H3

> <INCHI_KEY>
MLRHPPKTWOMOBV-UHFFFAOYSA-N

> <FORMULA>
C34H30O10

> <MOLECULAR_WEIGHT>
598.604

> <EXACT_MASS>
598.183897166

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
63.554116928823056

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 2-[11,24-dihydroxy-18-(2-methoxy-2-oxoethyl)-7,20-dimethyl-9,22-dioxo-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1,3(8),10(28),11,13,15(27),16(21),23,25-nonaen-5-yl]acetate

> <ALOGPS_LOGP>
3.80

> <JCHEM_LOGP>
4.374735547333334

> <ALOGPS_LOGS>
-5.06

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.809455245287015

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.207375572529019

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9012994678302184

> <JCHEM_POLAR_SURFACE_AREA>
145.66

> <JCHEM_REFRACTIVITY>
158.5932

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.17e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-[11,24-dihydroxy-18-(2-methoxy-2-oxoethyl)-7,20-dimethyl-9,22-dioxo-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1,3(8),10(28),11,13,15(27),16(21),23,25-nonaen-5-yl]acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-APR-15         0                                  
HETATM    1  C   UNK     0      11.963   2.461   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      10.423   2.461   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       9.653   1.127   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      10.423  -0.206   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       8.113   1.127   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.343  -0.206   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.803  -0.206   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.033  -1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.803  -2.874   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.343  -2.874   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.113  -4.207   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       8.113  -1.540   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.033  -4.207   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.803  -5.541   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.493  -4.207   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.723  -5.541   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.493  -6.875   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.183  -5.541   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.413  -4.207   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.183  -2.874   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.413  -1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.127  -1.540   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.897  -0.206   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.437  -0.206   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.207   1.127   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -4.207  -1.540   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -3.437  -2.874   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -4.207  -4.207   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -3.437  -5.541   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -1.897  -5.541   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -4.207  -6.875   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -5.747  -6.875   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -1.897  -2.874   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -1.127   1.127   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -1.897   2.461   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       0.413   1.127   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.183   2.461   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       0.413   3.795   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       2.723   2.461   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       3.493   1.127   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       2.723  -0.206   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       3.493  -1.540   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       2.723  -2.874   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       1.183  -0.206   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   42                                                  
CONECT    9    8   10   13                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    6                                                       
CONECT   13    9   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   43                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   43                                                  
CONECT   21   20   22   44                                                  
CONECT   22   21   23   33                                                  
CONECT   23   22   24   34                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28   33                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31                                                            
CONECT   33   27   22                                                       
CONECT   34   23   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   44                                                  
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42   44                                                  
CONECT   42   41    8   43                                                  
CONECT   43   42   15   20                                                  
CONECT   44   41   21   36                                                  
MASTER        0    0    0    0    0    0    0    0   44    0  100    0
END

View in JSmol

Synonyms

Value	Source
Methyl 2-[11,24-dihydroxy-18-(2-methoxy-2-oxoethyl)-7,20-dimethyl-9,22-dioxo-6,19-dioxaheptacyclo[13.11.1.1,.0,.0,.0,.0,]octacosa-1,3(8),10,12,14(28),15(27),16(21),23,25-nonaen-5-yl]acetic acid	Generator
Methyl 2-[11,24-dihydroxy-18-(2-methoxy-2-oxoethyl)-7,20-dimethyl-9,22-dioxo-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1,3(8),10,12,14(28),15(27),16(21),23,25-nonaen-5-yl]acetic acid	Generator

Chemical Formula

C₃₄H₃₀O₁₀

Average Mass

598.6040 Da

Monoisotopic Mass

598.18390 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

COC(=O)CC1CC2=C(C(C)O1)C(=O)C1=C(O)C=CC3=C4C5=C(C(C)OC(CC(=O)OC)C5)C(=O)C5=C4C(=CC=C5O)C2=C13

InChI Identifier

InChI=1S/C34H30O10/c1-13-25-19(9-15(43-13)11-23(37)41-3)27-17-5-8-22(36)32-30(17)28(18-6-7-21(35)31(29(18)27)33(25)39)20-10-16(12-24(38)42-4)44-14(2)26(20)34(32)40/h5-8,13-16,35-36H,9-12H2,1-4H3

InChI Key

MLRHPPKTWOMOBV-UHFFFAOYSA-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
Streptomyces coelicolor	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrols. Phenanthrols are compounds containing a phenanthrene (or its hydrogenated derivative) to which a hydroxyl group is attached.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Phenanthrols

Direct Parent

Phenanthrols

Alternative Parents

Substituents

Phenanthrol
Anthracene
Naphthopyran
2-naphthol
1-naphthol
Benzopyran
Isochromane
2-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Dicarboxylic acid or derivatives
Pyran
Vinylogous acid
Methyl ester
Carboxylic acid ester
Organoheterocyclic compound
Ether
Oxacycle
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	3.8	ALOGPS
logP	4.37	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	8.21	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	145.66 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	158.59 m³·mol⁻¹	ChemAxon
Polarizability	63.55 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

LOTUS database [Link]

Showing NP-Card for methyl 2-[11,24-dihydroxy-18-(2-methoxy-2-oxoethyl)-7,20-dimethyl-9,22-dioxo-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1,3(8),10(28),11,13,15(27),16(21),23,25-nonaen-5-yl]acetate (NP0224197)

MOL for NP0224197 (methyl 2-[11,24-dihydroxy-18-(2-methoxy-2-oxoethyl)-7,20-dimethyl-9,22-dioxo-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1,3(8),10(28),11,13,15(27),16(21),23,25-nonaen-5-yl]acetate)

3D MOL for NP0224197 (methyl 2-[11,24-dihydroxy-18-(2-methoxy-2-oxoethyl)-7,20-dimethyl-9,22-dioxo-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1,3(8),10(28),11,13,15(27),16(21),23,25-nonaen-5-yl]acetate)

3D SDF for NP0224197 (methyl 2-[11,24-dihydroxy-18-(2-methoxy-2-oxoethyl)-7,20-dimethyl-9,22-dioxo-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1,3(8),10(28),11,13,15(27),16(21),23,25-nonaen-5-yl]acetate)

3D-SDF for NP0224197 (methyl 2-[11,24-dihydroxy-18-(2-methoxy-2-oxoethyl)-7,20-dimethyl-9,22-dioxo-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1,3(8),10(28),11,13,15(27),16(21),23,25-nonaen-5-yl]acetate)

PDB for NP0224197 (methyl 2-[11,24-dihydroxy-18-(2-methoxy-2-oxoethyl)-7,20-dimethyl-9,22-dioxo-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1,3(8),10(28),11,13,15(27),16(21),23,25-nonaen-5-yl]acetate)

3D PDB for NP0224197 (methyl 2-[11,24-dihydroxy-18-(2-methoxy-2-oxoethyl)-7,20-dimethyl-9,22-dioxo-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1,3(8),10(28),11,13,15(27),16(21),23,25-nonaen-5-yl]acetate)

SMILES for NP0224197 (methyl 2-[11,24-dihydroxy-18-(2-methoxy-2-oxoethyl)-7,20-dimethyl-9,22-dioxo-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1,3(8),10(28),11,13,15(27),16(21),23,25-nonaen-5-yl]acetate)

INCHI for NP0224197 (methyl 2-[11,24-dihydroxy-18-(2-methoxy-2-oxoethyl)-7,20-dimethyl-9,22-dioxo-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1,3(8),10(28),11,13,15(27),16(21),23,25-nonaen-5-yl]acetate)

Structure for NP0224197 (methyl 2-[11,24-dihydroxy-18-(2-methoxy-2-oxoethyl)-7,20-dimethyl-9,22-dioxo-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1,3(8),10(28),11,13,15(27),16(21),23,25-nonaen-5-yl]acetate)

3D Structure for NP0224197 (methyl 2-[11,24-dihydroxy-18-(2-methoxy-2-oxoethyl)-7,20-dimethyl-9,22-dioxo-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1,3(8),10(28),11,13,15(27),16(21),23,25-nonaen-5-yl]acetate)