NP-MRD: Showing NP-Card for methyl (2s,4as,6ar,7r,10as,10br)-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-octahydro-1h-naphtho[2,1-c]pyran-7-carboxylate (NP0302649)

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Record Information

Version

2.0

Created at

2022-09-10 16:22:31 UTC

Updated at

2022-09-10 16:22:31 UTC

NP-MRD ID

NP0302649

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (2s,4as,6ar,7r,10as,10br)-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-octahydro-1h-naphtho[2,1-c]pyran-7-carboxylate

Description

(2S,4aalpha,10abeta)-2beta-(3-Furanyl)-4,10-dioxo-6aalpha,10balpha-dimethyldodecahydro-2H-naphtho[2,1-c]pyran-7alpha-carboxylic acid methyl ester belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. methyl (2s,4as,6ar,7r,10as,10br)-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-octahydro-1h-naphtho[2,1-c]pyran-7-carboxylate is found in Salvia divinorum. Based on a literature review very few articles have been published on (2S,4aalpha,10abeta)-2beta-(3-Furanyl)-4,10-dioxo-6aalpha,10balpha-dimethyldodecahydro-2H-naphtho[2,1-c]pyran-7alpha-carboxylic acid methyl ester.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102218222D          

 27 30  0  0  1  0            999 V2000
   -1.3480   -4.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -3.4914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -4.2059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.7770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1105   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -0.6336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3645   -2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9520   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -1.3480    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0145   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6789    0.1201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2920    0.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0065    0.2596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8350   -0.5473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -3.4914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -2.7770    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3645   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.7770    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -3.4914    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
  5  3  1  6  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
 10  8  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  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
 21 22  2  0  0  0  0
 23 21  1  1  0  0  0
 11 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 10 26  1  0  0  0  0
  5 26  1  0  0  0  0
 26 27  1  6  0  0  0
M  END

     RDKit          3D

 53 56  0  0  0  0  0  0  0  0999 V2000
   -5.3175    1.6961   -1.1748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2393    0.8560   -0.8991 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0121    0.8885   -1.5091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8651    1.7772   -2.4087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8870   -0.0009   -1.2095 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2861   -1.4300   -1.4478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2226   -2.4261   -1.0922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4267   -2.0332    0.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1342   -2.9222    0.8761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0754   -0.6148    0.2361 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8904   -0.2955    1.3516 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2457   -0.6212    2.7119 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0617   -1.1843    1.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3876   -0.5508    1.0077 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8087   -0.4470   -0.4143 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9424    0.2390   -0.8316 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0041    0.1170   -2.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9822   -0.5903   -2.5735 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2496   -0.9436   -1.5451 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5109    0.7216    1.5923 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5103    1.6265    1.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7040    2.8587    1.0549 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1234    1.1682    1.3396 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4157    1.8871    0.1793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0589    1.6805    0.3399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3295    0.1998    0.2095 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3872   -0.2956    1.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7362    2.0283   -0.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1560    1.1799   -1.6863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0631    2.6139   -1.7172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0423    0.1952   -1.9351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2793   -1.6889   -1.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4222   -1.5170   -2.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6953   -3.4183   -0.9660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4780   -2.4691   -1.9402 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4819   -0.3549   -0.7137 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0191   -1.6784    2.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5421    0.0859    2.9729 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0808   -0.4117    3.4474 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1582   -1.8888    2.0685 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9457   -1.9196    0.3299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2070   -1.1675    1.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6518    0.7744   -0.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7515    0.5244   -2.8521 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3608   -1.5297   -1.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6644    1.6846    2.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6065    2.9746    0.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8299    1.6438   -0.7932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3702    2.0913    1.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5646    2.2770   -0.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6681    0.4531    1.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3362   -0.5959    0.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9991   -1.2477    1.6176 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 26  1  0
 26 27  1  1
 26 25  1  0
 25 24  1  0
 24 23  1  0
 23 21  1  0
 21 22  2  0
 21 20  1  0
 20 14  1  0
 14 13  1  0
 13 11  1  0
 11 12  1  1
 14 15  1  0
 15 19  2  0
 19 18  1  0
 18 17  1  0
 17 16  2  0
 26  5  1  0
 11 23  1  0
 16 15  1  0
 11 10  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  6
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
 10 36  1  6
 27 51  1  0
 27 52  1  0
 27 53  1  0
 25 49  1  0
 25 50  1  0
 24 47  1  0
 24 48  1  0
 23 46  1  1
 14 42  1  1
 13 40  1  0
 13 41  1  0
 12 37  1  0
 12 38  1  0
 12 39  1  0
 19 45  1  0
 17 44  1  0
 16 43  1  0
M  END


  Mrv1652309102218222D          

 27 30  0  0  1  0            999 V2000
   -1.3480   -4.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -3.4914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -4.2059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.7770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1105   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -0.6336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3645   -2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9520   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -1.3480    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0145   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6789    0.1201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2920    0.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0065    0.2596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8350   -0.5473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -3.4914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -2.7770    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3645   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.7770    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -3.4914    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
  5  3  1  6  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
 10  8  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  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
 21 22  2  0  0  0  0
 23 21  1  1  0  0  0
 11 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 10 26  1  0  0  0  0
  5 26  1  0  0  0  0
 26 27  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0302649

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@@H]1CCC(=O)[C@H]2[C@@]1(C)CC[C@@H]1C(=O)O[C@@H](C[C@]21C)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H26O6/c1-20-8-6-14-19(24)27-16(12-7-9-26-11-12)10-21(14,2)17(20)15(22)5-4-13(20)18(23)25-3/h7,9,11,13-14,16-17H,4-6,8,10H2,1-3H3/t13-,14+,16-,17-,20-,21-/m0/s1

> <INCHI_KEY>
DWBSPRNBPGOZCH-DYZLRIPNSA-N

> <FORMULA>
C21H26O6

> <MOLECULAR_WEIGHT>
374.433

> <EXACT_MASS>
374.172938557

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
39.31781610990098

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2S,4aS,6aR,7R,10aS,10bR)-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-dodecahydro-1H-naphtho[2,1-c]pyran-7-carboxylate

> <JCHEM_LOGP>
2.818954366333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.0767144109882

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8885669431768464

> <JCHEM_POLAR_SURFACE_AREA>
82.81

> <JCHEM_REFRACTIVITY>
95.35169999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2S,4aS,6aR,7R,10aS,10bR)-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-octahydro-1H-naphtho[2,1-c]pyran-7-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.516  -7.851   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.746  -6.517   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.206  -6.517   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.564  -7.851   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.564  -5.184   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.206  -3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.564  -2.516   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.104  -2.516   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.874  -1.183   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.874  -3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.414  -3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.644  -2.516   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.184  -2.516   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.724  -2.516   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.494  -1.183   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.867   0.224   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.012   1.255   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.345   0.485   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       9.025  -1.022   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       7.494  -3.850   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.724  -5.184   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       7.494  -6.517   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       5.184  -5.184   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.414  -6.517   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.874  -6.517   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.104  -5.184   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.334  -6.517   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   26                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   26                                                  
CONECT   11   10   12   13   23                                             
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   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   11   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   10    5   27                                             
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

View in JSmol

Synonyms

Value	Source
(2S,4Aalpha,10abeta)-2b-(3-furanyl)-4,10-dioxo-6aalpha,10balpha-dimethyldodecahydro-2H-naphtho[2,1-c]pyran-7a-carboxylate methyl ester	Generator
(2S,4Aalpha,10abeta)-2b-(3-furanyl)-4,10-dioxo-6aalpha,10balpha-dimethyldodecahydro-2H-naphtho[2,1-c]pyran-7a-carboxylic acid methyl ester	Generator
(2S,4Aalpha,10abeta)-2beta-(3-furanyl)-4,10-dioxo-6aalpha,10balpha-dimethyldodecahydro-2H-naphtho[2,1-c]pyran-7alpha-carboxylate methyl ester	Generator
(2S,4Aalpha,10abeta)-2β-(3-furanyl)-4,10-dioxo-6aalpha,10balpha-dimethyldodecahydro-2H-naphtho[2,1-c]pyran-7α-carboxylate methyl ester	Generator
(2S,4Aalpha,10abeta)-2β-(3-furanyl)-4,10-dioxo-6aalpha,10balpha-dimethyldodecahydro-2H-naphtho[2,1-c]pyran-7α-carboxylic acid methyl ester	Generator

Chemical Formula

C₂₁H₂₆O₆

Average Mass

374.4330 Da

Monoisotopic Mass

374.17294 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)[C@@H]1CCC(=O)[C@H]2[C@@]1(C)CC[C@@H]1C(=O)O[C@@H](C[C@]21C)C1=COC=C1

InChI Identifier

InChI=1S/C21H26O6/c1-20-8-6-14-19(24)27-16(12-7-9-26-11-12)10-21(14,2)17(20)15(22)5-4-13(20)18(23)25-3/h7,9,11,13-14,16-17H,4-6,8,10H2,1-3H3/t13-,14+,16-,17-,20-,21-/m0/s1

InChI Key

DWBSPRNBPGOZCH-DYZLRIPNSA-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
Salvia divinorum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Substituents

Diterpene lactone
Diterpenoid
Clerodane diterpenoid
Naphthopyran
Naphthalene
Delta valerolactone
Delta_valerolactone
Pyran
Oxane
Dicarboxylic acid or derivatives
Heteroaromatic compound
Methyl ester
Furan
Carboxylic acid ester
Ketone
Lactone
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aldehyde
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

9727297

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11552519

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,4as,6ar,7r,10as,10br)-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-octahydro-1h-naphtho[2,1-c]pyran-7-carboxylate (NP0302649)

MOL for NP0302649 (methyl (2s,4as,6ar,7r,10as,10br)-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-octahydro-1h-naphtho[2,1-c]pyran-7-carboxylate)

3D MOL for NP0302649 (methyl (2s,4as,6ar,7r,10as,10br)-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-octahydro-1h-naphtho[2,1-c]pyran-7-carboxylate)

3D SDF for NP0302649 (methyl (2s,4as,6ar,7r,10as,10br)-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-octahydro-1h-naphtho[2,1-c]pyran-7-carboxylate)

3D-SDF for NP0302649 (methyl (2s,4as,6ar,7r,10as,10br)-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-octahydro-1h-naphtho[2,1-c]pyran-7-carboxylate)

PDB for NP0302649 (methyl (2s,4as,6ar,7r,10as,10br)-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-octahydro-1h-naphtho[2,1-c]pyran-7-carboxylate)

3D PDB for NP0302649 (methyl (2s,4as,6ar,7r,10as,10br)-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-octahydro-1h-naphtho[2,1-c]pyran-7-carboxylate)

SMILES for NP0302649 (methyl (2s,4as,6ar,7r,10as,10br)-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-octahydro-1h-naphtho[2,1-c]pyran-7-carboxylate)

INCHI for NP0302649 (methyl (2s,4as,6ar,7r,10as,10br)-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-octahydro-1h-naphtho[2,1-c]pyran-7-carboxylate)

Structure for NP0302649 (methyl (2s,4as,6ar,7r,10as,10br)-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-octahydro-1h-naphtho[2,1-c]pyran-7-carboxylate)

3D Structure for NP0302649 (methyl (2s,4as,6ar,7r,10as,10br)-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-octahydro-1h-naphtho[2,1-c]pyran-7-carboxylate)