NP-MRD: Showing NP-Card for methyl (2s,4ar,8r,10ar,10bs)-2-(furan-3-yl)-4a-hydroxy-10b-methyl-4-oxo-8-{[(2r,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-1h,2h,5h,6h,8h,9h,10h,10ah-naphtho[2,1-c]pyran-7-carboxylate (NP0182313)

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Record Information

Version

2.0

Created at

2022-09-03 20:58:10 UTC

Updated at

2022-09-03 20:58:10 UTC

NP-MRD ID

NP0182313

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (2s,4ar,8r,10ar,10bs)-2-(furan-3-yl)-4a-hydroxy-10b-methyl-4-oxo-8-{[(2r,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-1h,2h,5h,6h,8h,9h,10h,10ah-naphtho[2,1-c]pyran-7-carboxylate

Description

Methyl (2S,4aR,8R,10aR,10bS)-2-(furan-3-yl)-4a-hydroxy-10b-methyl-4-oxo-8-{[(2R,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-1H,2H,4H,4aH,5H,6H,8H,9H,10H,10aH,10bH-naphtho[2,1-c]pyran-7-carboxylate belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton. methyl (2s,4ar,8r,10ar,10bs)-2-(furan-3-yl)-4a-hydroxy-10b-methyl-4-oxo-8-{[(2r,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-1h,2h,5h,6h,8h,9h,10h,10ah-naphtho[2,1-c]pyran-7-carboxylate is found in Tinospora cordifolia. Based on a literature review very few articles have been published on methyl (2S,4aR,8R,10aR,10bS)-2-(furan-3-yl)-4a-hydroxy-10b-methyl-4-oxo-8-{[(2R,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-1H,2H,4H,4aH,5H,6H,8H,9H,10H,10aH,10bH-naphtho[2,1-c]pyran-7-carboxylate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309032222582D          

 50 54  0  0  1  0            999 V2000
    0.7954    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -0.1105    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -1.5395    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1579   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8223   -3.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4354   -3.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1499   -3.1471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9784   -2.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0954   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2704   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2079   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954   -1.5395    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2079   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954   -2.9684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2079   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -5.1118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0296   -2.9684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4421   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0296   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4421   -5.1118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4421   -2.2539    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2671   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6796   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2671   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5046   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0296   -1.5395    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4421   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2671   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6796   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6796   -0.1105    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 19  2  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23  6  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  5 26  1  0  0  0  0
 26 27  1  1  0  0  0
 28 27  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 30 36  1  0  0  0  0
 36 37  1  1  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  2  0  0  0  0
 36 41  1  0  0  0  0
 41 42  1  6  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  2  0  0  0  0
 41 46  1  0  0  0  0
 28 46  1  0  0  0  0
 46 47  1  1  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  2  0  0  0  0
M  END


  Mrv1652309032222582D          

 50 54  0  0  1  0            999 V2000
    0.7954    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -0.1105    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -1.5395    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1579   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8223   -3.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4354   -3.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1499   -3.1471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9784   -2.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0954   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2704   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2079   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954   -1.5395    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2079   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954   -2.9684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2079   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -5.1118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0296   -2.9684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4421   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0296   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4421   -5.1118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4421   -2.2539    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2671   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6796   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2671   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5046   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0296   -1.5395    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4421   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2671   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6796   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6796   -0.1105    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 19  2  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23  6  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  5 26  1  0  0  0  0
 26 27  1  1  0  0  0
 28 27  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 30 36  1  0  0  0  0
 36 37  1  1  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  2  0  0  0  0
 36 41  1  0  0  0  0
 41 42  1  6  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  2  0  0  0  0
 41 46  1  0  0  0  0
 28 46  1  0  0  0  0
 46 47  1  1  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0182313

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=C2CC[C@]3(O)C(=O)O[C@@H](C[C@@]3(C)[C@@H]2CC[C@H]1O[C@@H]1O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C34H42O16/c1-16(35)44-15-25-27(45-17(2)36)28(46-18(3)37)29(47-19(4)38)31(49-25)48-23-8-7-22-21(26(23)30(39)42-6)9-11-34(41)32(40)50-24(13-33(22,34)5)20-10-12-43-14-20/h10,12,14,22-25,27-29,31,41H,7-9,11,13,15H2,1-6H3/t22-,23-,24+,25-,27-,28+,29-,31-,33+,34+/m1/s1

> <INCHI_KEY>
YQWMVXCSRQHQOE-SVSJIDJVSA-N

> <FORMULA>
C34H42O16

> <MOLECULAR_WEIGHT>
706.694

> <EXACT_MASS>
706.247285272

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
92

> <JCHEM_AVERAGE_POLARIZABILITY>
69.93270398490142

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (2S,4aR,8R,10aR,10bS)-2-(furan-3-yl)-4a-hydroxy-10b-methyl-4-oxo-8-{[(2R,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-1H,2H,4H,4aH,5H,6H,8H,9H,10H,10aH,10bH-naphtho[2,1-c]pyran-7-carboxylate

> <JCHEM_LOGP>
1.497650804666665

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.99505982480102

> <JCHEM_PKA_STRONGEST_BASIC>
-2.862112411633508

> <JCHEM_POLAR_SURFACE_AREA>
209.62999999999997

> <JCHEM_REFRACTIVITY>
162.75340000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2S,4aR,8R,10aR,10bS)-2-(furan-3-yl)-4a-hydroxy-10b-methyl-4-oxo-8-{[(2R,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-1H,2H,5H,6H,8H,9H,10H,10aH-naphtho[2,1-c]pyran-7-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       1.485   2.461   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.255   1.127   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.795   1.127   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.565   2.461   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.565  -0.206   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.105  -0.206   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.875   1.127   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.415   1.127   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.185  -0.206   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       9.955   1.127   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      10.725  -0.206   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      11.495   1.127   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      11.495  -1.540   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      10.725  -2.874   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.495  -4.207   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.868  -5.614   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.013  -6.645   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      13.346  -5.875   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      13.026  -4.368   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.185  -2.874   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.415  -1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.645  -2.874   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.875  -1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.105  -2.874   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.565  -2.874   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.795  -1.540   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.255  -1.540   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.485  -2.874   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.255  -4.207   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       1.485  -5.541   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.255  -6.875   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       3.795  -6.875   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       4.565  -8.208   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.105  -8.208   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       3.795  -9.542   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -0.055  -5.541   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -0.825  -6.875   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -0.055  -8.208   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       1.485  -8.208   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -0.825  -9.542   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -0.825  -4.207   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -2.365  -4.207   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      -3.135  -5.541   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -2.365  -6.875   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      -4.675  -5.541   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      -0.055  -2.874   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      -0.825  -1.540   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      -2.365  -1.540   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      -3.135  -2.874   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      -3.135  -0.206   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   26                                                  
CONECT    6    5    7   23                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   21                                             
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   20                                                  
CONECT   15   14   16   19                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   15                                                       
CONECT   20   14   21                                                       
CONECT   21   20    9   22   23                                             
CONECT   22   21                                                            
CONECT   23   21    6   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25    5   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   46                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   36                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   30   37   41                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41   36   42   46                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43                                                            
CONECT   46   41   28   47                                                  
CONECT   47   46   48                                                       
CONECT   48   47   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  108    0
END

View in JSmol

Synonyms

Value	Source
Methyl (2S,4ar,8R,10ar,10BS)-2-(furan-3-yl)-4a-hydroxy-10b-methyl-4-oxo-8-{[(2R,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-1H,2H,4H,4ah,5H,6H,8H,9H,10H,10ah,10BH-naphtho[2,1-c]pyran-7-carboxylic acid	Generator

Chemical Formula

C₃₄H₄₂O₁₆

Average Mass

706.6940 Da

Monoisotopic Mass

706.24729 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C2CC[C@]3(O)C(=O)O[C@@H](C[C@@]3(C)[C@@H]2CC[C@H]1O[C@@H]1O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O)C1=COC=C1

InChI Identifier

InChI=1S/C34H42O16/c1-16(35)44-15-25-27(45-17(2)36)28(46-18(3)37)29(47-19(4)38)31(49-25)48-23-8-7-22-21(26(23)30(39)42-6)9-11-34(41)32(40)50-24(13-33(22,34)5)20-10-12-43-14-20/h10,12,14,22-25,27-29,31,41H,7-9,11,13,15H2,1-6H3/t22-,23-,24+,25-,27-,28+,29-,31-,33+,34+/m1/s1

InChI Key

YQWMVXCSRQHQOE-SVSJIDJVSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Tinospora cordifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroidal glycosides

Alternative Parents

Substituents

Steroidal glycoside
Steroid lactone
Diterpene lactone
Diterpenoid
Hexacarboxylic acid or derivatives
Clerodane diterpenoid
5-hydroxysteroid
Hydroxysteroid
Oxosteroid
4-oxosteroid
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Naphthopyran
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Naphthalene
Delta valerolactone
Delta_valerolactone
Oxane
Pyran
Monosaccharide
Fatty acyl
Tertiary alcohol
Methyl ester
Cyclic alcohol
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Heteroaromatic compound
Furan
Carboxylic acid ester
Lactone
Acetal
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Organooxygen compound
Carbonyl group
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

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

15768009

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (2s,4ar,8r,10ar,10bs)-2-(furan-3-yl)-4a-hydroxy-10b-methyl-4-oxo-8-{[(2r,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-1h,2h,5h,6h,8h,9h,10h,10ah-naphtho[2,1-c]pyran-7-carboxylate (NP0182313)

MOL for NP0182313 (methyl (2s,4ar,8r,10ar,10bs)-2-(furan-3-yl)-4a-hydroxy-10b-methyl-4-oxo-8-{[(2r,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-1h,2h,5h,6h,8h,9h,10h,10ah-naphtho[2,1-c]pyran-7-carboxylate)

3D MOL for NP0182313 (methyl (2s,4ar,8r,10ar,10bs)-2-(furan-3-yl)-4a-hydroxy-10b-methyl-4-oxo-8-{[(2r,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-1h,2h,5h,6h,8h,9h,10h,10ah-naphtho[2,1-c]pyran-7-carboxylate)

3D SDF for NP0182313 (methyl (2s,4ar,8r,10ar,10bs)-2-(furan-3-yl)-4a-hydroxy-10b-methyl-4-oxo-8-{[(2r,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-1h,2h,5h,6h,8h,9h,10h,10ah-naphtho[2,1-c]pyran-7-carboxylate)

3D-SDF for NP0182313 (methyl (2s,4ar,8r,10ar,10bs)-2-(furan-3-yl)-4a-hydroxy-10b-methyl-4-oxo-8-{[(2r,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-1h,2h,5h,6h,8h,9h,10h,10ah-naphtho[2,1-c]pyran-7-carboxylate)

PDB for NP0182313 (methyl (2s,4ar,8r,10ar,10bs)-2-(furan-3-yl)-4a-hydroxy-10b-methyl-4-oxo-8-{[(2r,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-1h,2h,5h,6h,8h,9h,10h,10ah-naphtho[2,1-c]pyran-7-carboxylate)

3D PDB for NP0182313 (methyl (2s,4ar,8r,10ar,10bs)-2-(furan-3-yl)-4a-hydroxy-10b-methyl-4-oxo-8-{[(2r,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-1h,2h,5h,6h,8h,9h,10h,10ah-naphtho[2,1-c]pyran-7-carboxylate)

SMILES for NP0182313 (methyl (2s,4ar,8r,10ar,10bs)-2-(furan-3-yl)-4a-hydroxy-10b-methyl-4-oxo-8-{[(2r,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-1h,2h,5h,6h,8h,9h,10h,10ah-naphtho[2,1-c]pyran-7-carboxylate)

INCHI for NP0182313 (methyl (2s,4ar,8r,10ar,10bs)-2-(furan-3-yl)-4a-hydroxy-10b-methyl-4-oxo-8-{[(2r,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-1h,2h,5h,6h,8h,9h,10h,10ah-naphtho[2,1-c]pyran-7-carboxylate)

Structure for NP0182313 (methyl (2s,4ar,8r,10ar,10bs)-2-(furan-3-yl)-4a-hydroxy-10b-methyl-4-oxo-8-{[(2r,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-1h,2h,5h,6h,8h,9h,10h,10ah-naphtho[2,1-c]pyran-7-carboxylate)

3D Structure for NP0182313 (methyl (2s,4ar,8r,10ar,10bs)-2-(furan-3-yl)-4a-hydroxy-10b-methyl-4-oxo-8-{[(2r,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-1h,2h,5h,6h,8h,9h,10h,10ah-naphtho[2,1-c]pyran-7-carboxylate)