NP-MRD: Showing NP-Card for 1a-[(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)methyl]-2-hydroxy-2h,4h,5h,7bh-naphtho[1,2-b]oxiren-6-one (NP0329049)

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Record Information

Version

2.0

Created at

2022-09-12 13:03:59 UTC

Updated at

2022-09-12 13:03:59 UTC

NP-MRD ID

NP0329049

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1a-[(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)methyl]-2-hydroxy-2h,4h,5h,7bh-naphtho[1,2-b]oxiren-6-one

Description

1A-[(2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)methyl]-2-hydroxy-1aH,2H,4H,5H,6H,7bH-naphtho[1,2-b]oxiren-6-one belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. 1a-[(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)methyl]-2-hydroxy-2h,4h,5h,7bh-naphtho[1,2-b]oxiren-6-one is found in Didymella coffeae-arabicae. Based on a literature review very few articles have been published on 1a-[(2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)methyl]-2-hydroxy-1aH,2H,4H,5H,6H,7bH-naphtho[1,2-b]oxiren-6-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122215042D          

 28 32  0  0  0  0            999 V2000
    5.1165    1.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0219    1.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6843    0.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5897   -0.2617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8326   -0.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7380   -1.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5615   -1.3600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9294   -2.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9809   -1.7369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3185   -1.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4131   -0.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1702   -0.0978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5078    0.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2648    0.7218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6024    1.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8453    0.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1731    0.1286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3536    0.2232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5340    0.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0423   -0.3446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2227   -0.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2690   -0.9124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1051    0.5071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3866    1.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2062    1.0749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6979    1.7374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5175    1.6427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0092    2.3052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 18  1  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  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 19 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 16 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END

     RDKit          3D

 62 66  0  0  0  0  0  0  0  0999 V2000
    1.1258   -1.7859   -1.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2169   -1.2545   -0.7678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1531   -2.1321   -0.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5407   -1.7738   -0.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5899   -0.3134    0.1595 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9785    0.0854    0.5267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2133   -0.3309    1.9780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0397   -0.6289   -0.2801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2533    1.5636    0.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9006    2.2807    0.5832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2356    1.9798   -0.7694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9278    0.5220   -0.8785 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3069    0.1097   -2.3085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4210    0.2152   -0.7865 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2424    0.9398    0.3044 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7326    0.8829    0.4269 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0564    1.7178    1.6678 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3312    0.3803    1.6424 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7158   -0.0631    1.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2178   -0.7477    2.5941 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6076   -1.1824    2.5137 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3261   -1.3237    3.5302 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1351   -1.4536    1.1315 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0048   -0.1601    0.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5415    0.2451    0.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0053    0.9064   -0.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6358    1.3841   -0.6523 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2066    1.0907   -1.9549 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1456   -2.8994   -1.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3043   -1.4874   -2.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9287   -1.4834   -0.4406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8985   -3.1840   -0.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1652   -2.0764   -1.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9331   -2.3619    0.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9808   -0.1974    1.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8965    0.5039    2.6468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5721   -1.1921    2.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2703   -0.6351    2.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0029   -1.7161   -0.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0725   -0.3431    0.0776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0094   -0.2999   -1.3394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9044    1.9027    1.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7586    1.8412   -0.4531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3663    1.8433    1.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1041    3.3478    0.6304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4150    2.6627   -1.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0448    2.2825   -1.5090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2499   -0.9763   -2.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2165    0.5912   -2.6589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4705    0.5370   -2.9401 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0179    0.5527   -1.7595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1329    2.0096    0.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1397    0.5055    1.2863 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6871   -0.2018    2.3502 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6400   -1.0052    3.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5213   -2.2753    0.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2066   -1.7561    1.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2895   -0.2676   -0.7038 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6484    0.5838    0.8370 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6726    1.1157   -1.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6805    2.5136   -0.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7542    0.4120   -2.3828 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  6
 12 14  1  0
 14 15  1  0
 16 15  1  6
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
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 21 23  1  0
 23 24  1  0
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 25 26  2  0
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 27 28  1  0
 14  2  1  0
 18 16  1  0
 25 19  1  0
 12  5  1  0
 27 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  1
  7 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 13 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  6
 15 52  1  0
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 18 54  1  1
 20 55  1  0
 23 56  1  0
 23 57  1  0
 24 58  1  0
 24 59  1  0
 26 60  1  0
 27 61  1  6
 28 62  1  0
M  END


  Mrv1652309122215042D          

 28 32  0  0  0  0            999 V2000
    5.1165    1.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0219    1.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6843    0.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5897   -0.2617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8326   -0.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7380   -1.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5615   -1.3600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9294   -2.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9809   -1.7369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3185   -1.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4131   -0.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1702   -0.0978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5078    0.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2648    0.7218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6024    1.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8453    0.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1731    0.1286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3536    0.2232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5340    0.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0423   -0.3446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2227   -0.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2690   -0.9124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1051    0.5071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3866    1.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2062    1.0749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6979    1.7374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5175    1.6427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0092    2.3052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 18  1  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  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 19 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 16 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0329049

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CCC2C(C)(C)CCCC2(C)C1CC12OC1C1=CC(=O)CCC1=CC2O

> <INCHI_IDENTIFIER>
InChI=1S/C25H34O3/c1-15-6-9-20-23(2,3)10-5-11-24(20,4)19(15)14-25-21(27)12-16-7-8-17(26)13-18(16)22(25)28-25/h6,12-13,19-22,27H,5,7-11,14H2,1-4H3

> <INCHI_KEY>
SDLRNDWZNXRCGY-UHFFFAOYSA-N

> <FORMULA>
C25H34O3

> <MOLECULAR_WEIGHT>
382.544

> <EXACT_MASS>
382.250794955

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
44.71631420515414

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7a-[(2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)methyl]-7-hydroxy-1aH,3H,4H,5H,7H,7aH-naphtho[1,2-b]oxiren-3-one

> <JCHEM_LOGP>
4.145892308

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.100294470792594

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.492688936909161

> <JCHEM_PKA_STRONGEST_BASIC>
-3.457728874660094

> <JCHEM_POLAR_SURFACE_AREA>
49.83

> <JCHEM_REFRACTIVITY>
112.70249999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
7a-[(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)methyl]-7-hydroxy-1aH,4H,5H,7H-naphtho[1,2-b]oxiren-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       9.551   3.489   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.374   1.959   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.611   1.041   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.434  -0.489   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.021  -1.100   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.844  -2.630   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.382  -2.539   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.201  -4.128   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.431  -3.242   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.195  -2.324   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.371  -0.794   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.784  -0.183   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.548   0.735   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.961   1.347   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.724   2.265   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.311   1.653   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.923   0.240   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.393   0.417   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.864   0.593   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.946  -0.643   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.416  -0.467   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.502  -1.703   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.196   0.947   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.722   2.183   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.252   2.007   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.169   3.243   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.699   3.066   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.617   4.303   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    5   13   14                                             
CONECT   13   12                                                            
CONECT   14   12    2   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18   27                                             
CONECT   17   16   18                                                       
CONECT   18   17   16   19                                                  
CONECT   19   18   20   25                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   19   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   16   28                                                  
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₄O₃

Average Mass

382.5440 Da

Monoisotopic Mass

382.25079 Da

IUPAC Name

7a-[(2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)methyl]-7-hydroxy-1aH,3H,4H,5H,7H,7aH-naphtho[1,2-b]oxiren-3-one

Traditional Name

7a-[(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)methyl]-7-hydroxy-1aH,4H,5H,7H-naphtho[1,2-b]oxiren-3-one

CAS Registry Number

Not Available

SMILES

CC1=CCC2C(C)(C)CCCC2(C)C1CC12OC1C1=CC(=O)CCC1=CC2O

InChI Identifier

InChI=1S/C25H34O3/c1-15-6-9-20-23(2,3)10-5-11-24(20,4)19(15)14-25-21(27)12-16-7-8-17(26)13-18(16)22(25)28-25/h6,12-13,19-22,27H,5,7-11,14H2,1-4H3

InChI Key

SDLRNDWZNXRCGY-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
Didymella coffeae-arabicae	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclohexenones

Alternative Parents

Substituents

Cyclohexenone
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Ether
Oxirane
Dialkyl ether
Organic oxide
Hydrocarbon derivative
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	4.15	ChemAxon
pKa (Strongest Acidic)	13.49	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.83 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	112.7 m³·mol⁻¹	ChemAxon
Polarizability	44.72 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

163032441

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1a-[(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)methyl]-2-hydroxy-2h,4h,5h,7bh-naphtho[1,2-b]oxiren-6-one (NP0329049)

MOL for NP0329049 (1a-[(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)methyl]-2-hydroxy-2h,4h,5h,7bh-naphtho[1,2-b]oxiren-6-one)

3D MOL for NP0329049 (1a-[(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)methyl]-2-hydroxy-2h,4h,5h,7bh-naphtho[1,2-b]oxiren-6-one)

3D SDF for NP0329049 (1a-[(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)methyl]-2-hydroxy-2h,4h,5h,7bh-naphtho[1,2-b]oxiren-6-one)

3D-SDF for NP0329049 (1a-[(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)methyl]-2-hydroxy-2h,4h,5h,7bh-naphtho[1,2-b]oxiren-6-one)

PDB for NP0329049 (1a-[(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)methyl]-2-hydroxy-2h,4h,5h,7bh-naphtho[1,2-b]oxiren-6-one)

3D PDB for NP0329049 (1a-[(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)methyl]-2-hydroxy-2h,4h,5h,7bh-naphtho[1,2-b]oxiren-6-one)

SMILES for NP0329049 (1a-[(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)methyl]-2-hydroxy-2h,4h,5h,7bh-naphtho[1,2-b]oxiren-6-one)

INCHI for NP0329049 (1a-[(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)methyl]-2-hydroxy-2h,4h,5h,7bh-naphtho[1,2-b]oxiren-6-one)

Structure for NP0329049 (1a-[(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)methyl]-2-hydroxy-2h,4h,5h,7bh-naphtho[1,2-b]oxiren-6-one)

3D Structure for NP0329049 (1a-[(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)methyl]-2-hydroxy-2h,4h,5h,7bh-naphtho[1,2-b]oxiren-6-one)