NP-MRD: Showing NP-Card for celaphanol A (NP0043355)

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Record Information

Version

1.0

Created at

2021-06-21 00:47:08 UTC

Updated at

2021-06-30 00:18:59 UTC

NP-MRD ID

NP0043355

Secondary Accession Numbers

None

Natural Product Identification

Common Name

celaphanol A

Provided By

JEOL Database JEOL Logo

Description

Celaphanol A belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. celaphanol A is found in Celastrus orbiculatus and Celastrus stehanotifolius. It was first documented in 2002 (PMID: 11809076). Based on a literature review a small amount of articles have been published on celaphanol A (PMID: 23421714) (PMID: 16918500).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102473D          

 41 43  0  0  0  0            999 V2000
    2.3601    3.3799    1.5230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2802    3.8613    0.0581 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3624    5.4160    0.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5617    3.4483   -0.7087 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6213    1.9812   -1.0746 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4256    1.6172   -1.9368 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0507    1.8711   -1.2624 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8077    0.8140   -0.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9914    3.2989   -0.6304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1706    3.9903   -0.6504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3529    5.1801    0.0278 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3778    3.5177   -1.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4377    4.1223   -1.2267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2399    2.3927   -2.3044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3048    2.1346   -3.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2016    1.0842   -4.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1976    0.7811   -4.9669 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0597    0.2964   -4.0941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9603   -0.7486   -4.9668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0089    0.5450   -3.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0705    1.6173   -2.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1717    3.8879    2.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4301    3.5942    2.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5587    2.3112    1.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1156    5.8642   -0.8592 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7098    5.8449    0.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3757    5.7486    0.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6389    4.0348   -1.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4532    3.6969   -0.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5423    1.7875   -1.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6708    1.3522   -0.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4858    2.1833   -2.8774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5429    0.5606   -2.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5963    0.7951    0.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7597   -0.2012   -0.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1406    0.9915    0.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2966    5.4122   -0.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1929    2.7601   -3.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284    1.4104   -4.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7992   -0.7324   -5.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8419   -0.1290   -3.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  7  9  1  0  0  0  0
  5  4  1  0  0  0  0
  5  6  1  0  0  0  0
 21 20  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 18  2  0  0  0  0
 18 20  1  0  0  0  0
  4  2  1  0  0  0  0
 18 19  1  0  0  0  0
  7 21  1  0  0  0  0
 16 17  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
  2  1  1  1  0  0  0
 12 14  1  0  0  0  0
  2  3  1  0  0  0  0
 21 14  1  0  0  0  0
  7  8  1  1  0  0  0
  2  9  1  0  0  0  0
 12 13  2  0  0  0  0
  5 30  1  0  0  0  0
  5 31  1  0  0  0  0
  4 28  1  0  0  0  0
  4 29  1  0  0  0  0
  6 32  1  0  0  0  0
  6 33  1  0  0  0  0
 15 38  1  0  0  0  0
 20 41  1  0  0  0  0
 19 40  1  0  0  0  0
 17 39  1  0  0  0  0
 11 37  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  3 25  1  0  0  0  0
  3 26  1  0  0  0  0
  3 27  1  0  0  0  0
  8 34  1  0  0  0  0
  8 35  1  0  0  0  0
  8 36  1  0  0  0  0
M  END

     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
    2.3601    3.3799    1.5230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2802    3.8613    0.0581 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3624    5.4160    0.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5617    3.4483   -0.7087 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6213    1.9812   -1.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4256    1.6172   -1.9368 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0507    1.8711   -1.2624 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8077    0.8140   -0.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9914    3.2989   -0.6304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1706    3.9903   -0.6504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3529    5.1801    0.0278 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3778    3.5177   -1.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4377    4.1223   -1.2267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2399    2.3927   -2.3044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3048    2.1346   -3.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2016    1.0842   -4.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1976    0.7811   -4.9669 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0597    0.2964   -4.0941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9603   -0.7486   -4.9668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0089    0.5450   -3.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0705    1.6173   -2.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1717    3.8879    2.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4301    3.5942    2.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5587    2.3112    1.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1156    5.8642   -0.8592 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7098    5.8449    0.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3757    5.7486    0.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6389    4.0348   -1.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4532    3.6969   -0.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5423    1.7875   -1.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6708    1.3522   -0.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4858    2.1833   -2.8774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5429    0.5606   -2.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5963    0.7951    0.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7597   -0.2012   -0.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1406    0.9915    0.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2966    5.4122   -0.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1929    2.7601   -3.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284    1.4104   -4.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7992   -0.7324   -5.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8419   -0.1290   -3.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  7  9  1  0
  5  4  1  0
  5  6  1  0
 21 20  2  0
 14 15  2  0
 15 16  1  0
 16 18  2  0
 18 20  1  0
  4  2  1  0
 18 19  1  0
  7 21  1  0
 16 17  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
  2  1  1  1
 12 14  1  0
  2  3  1  0
 21 14  1  0
  7  8  1  1
  2  9  1  0
 12 13  2  0
  5 30  1  0
  5 31  1  0
  4 28  1  0
  4 29  1  0
  6 32  1  0
  6 33  1  0
 15 38  1  0
 20 41  1  0
 19 40  1  0
 17 39  1  0
 11 37  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  8 34  1  0
  8 35  1  0
  8 36  1  0
M  END


  Mrv1652306212102473D          

 41 43  0  0  0  0            999 V2000
    2.3601    3.3799    1.5230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2802    3.8613    0.0581 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3624    5.4160    0.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5617    3.4483   -0.7087 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6213    1.9812   -1.0746 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4256    1.6172   -1.9368 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0507    1.8711   -1.2624 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8077    0.8140   -0.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9914    3.2989   -0.6304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1706    3.9903   -0.6504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3529    5.1801    0.0278 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3778    3.5177   -1.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4377    4.1223   -1.2267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2399    2.3927   -2.3044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3048    2.1346   -3.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2016    1.0842   -4.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1976    0.7811   -4.9669 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0597    0.2964   -4.0941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9603   -0.7486   -4.9668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0089    0.5450   -3.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0705    1.6173   -2.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1717    3.8879    2.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4301    3.5942    2.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5587    2.3112    1.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1156    5.8642   -0.8592 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7098    5.8449    0.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3757    5.7486    0.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6389    4.0348   -1.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4532    3.6969   -0.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5423    1.7875   -1.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6708    1.3522   -0.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4858    2.1833   -2.8774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5429    0.5606   -2.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5963    0.7951    0.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7597   -0.2012   -0.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1406    0.9915    0.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2966    5.4122   -0.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1929    2.7601   -3.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284    1.4104   -4.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7992   -0.7324   -5.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8419   -0.1290   -3.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  7  9  1  0  0  0  0
  5  4  1  0  0  0  0
  5  6  1  0  0  0  0
 21 20  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 18  2  0  0  0  0
 18 20  1  0  0  0  0
  4  2  1  0  0  0  0
 18 19  1  0  0  0  0
  7 21  1  0  0  0  0
 16 17  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
  2  1  1  1  0  0  0
 12 14  1  0  0  0  0
  2  3  1  0  0  0  0
 21 14  1  0  0  0  0
  7  8  1  1  0  0  0
  2  9  1  0  0  0  0
 12 13  2  0  0  0  0
  5 30  1  0  0  0  0
  5 31  1  0  0  0  0
  4 28  1  0  0  0  0
  4 29  1  0  0  0  0
  6 32  1  0  0  0  0
  6 33  1  0  0  0  0
 15 38  1  0  0  0  0
 20 41  1  0  0  0  0
 19 40  1  0  0  0  0
 17 39  1  0  0  0  0
 11 37  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  3 25  1  0  0  0  0
  3 26  1  0  0  0  0
  3 27  1  0  0  0  0
  8 34  1  0  0  0  0
  8 35  1  0  0  0  0
  8 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043355

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(O[H])C([H])=C2C(=C1[H])C(=O)C(O[H])=C1[C@]2(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C1(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H20O4/c1-16(2)5-4-6-17(3)10-8-12(19)11(18)7-9(10)13(20)14(21)15(16)17/h7-8,18-19,21H,4-6H2,1-3H3/t17-/m1/s1

> <INCHI_KEY>
MLGLJFWISHCOAE-QGZVFWFLSA-N

> <FORMULA>
C17H20O4

> <MOLECULAR_WEIGHT>
288.343

> <EXACT_MASS>
288.136159124

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
30.97940645852022

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4aR)-6,7,10-trihydroxy-1,1,4a-trimethyl-1,2,3,4,4a,9-hexahydrophenanthren-9-one

> <ALOGPS_LOGP>
3.23

> <JCHEM_LOGP>
2.9960649650000004

> <ALOGPS_LOGS>
-3.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.550303984546948

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.721455791613297

> <JCHEM_PKA_STRONGEST_BASIC>
-3.688415203899262

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
81.0784

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.30e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4aR)-6,7,10-trihydroxy-1,1,4a-trimethyl-3,4-dihydro-2H-phenanthren-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
    2.3601    3.3799    1.5230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2802    3.8613    0.0581 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3624    5.4160    0.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5617    3.4483   -0.7087 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6213    1.9812   -1.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4256    1.6172   -1.9368 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0507    1.8711   -1.2624 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8077    0.8140   -0.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9914    3.2989   -0.6304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1706    3.9903   -0.6504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3529    5.1801    0.0278 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3778    3.5177   -1.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4377    4.1223   -1.2267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2399    2.3927   -2.3044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3048    2.1346   -3.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2016    1.0842   -4.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1976    0.7811   -4.9669 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0597    0.2964   -4.0941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9603   -0.7486   -4.9668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0089    0.5450   -3.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0705    1.6173   -2.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1717    3.8879    2.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4301    3.5942    2.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5587    2.3112    1.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1156    5.8642   -0.8592 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7098    5.8449    0.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3757    5.7486    0.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6389    4.0348   -1.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4532    3.6969   -0.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5423    1.7875   -1.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6708    1.3522   -0.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4858    2.1833   -2.8774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5429    0.5606   -2.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5963    0.7951    0.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7597   -0.2012   -0.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1406    0.9915    0.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2966    5.4122   -0.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1929    2.7601   -3.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284    1.4104   -4.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7992   -0.7324   -5.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8419   -0.1290   -3.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  7  9  1  0
  5  4  1  0
  5  6  1  0
 21 20  2  0
 14 15  2  0
 15 16  1  0
 16 18  2  0
 18 20  1  0
  4  2  1  0
 18 19  1  0
  7 21  1  0
 16 17  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
  2  1  1  1
 12 14  1  0
  2  3  1  0
 21 14  1  0
  7  8  1  1
  2  9  1  0
 12 13  2  0
  5 30  1  0
  5 31  1  0
  4 28  1  0
  4 29  1  0
  6 32  1  0
  6 33  1  0
 15 38  1  0
 20 41  1  0
 19 40  1  0
 17 39  1  0
 11 37  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  8 34  1  0
  8 35  1  0
  8 36  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       2.360   3.380   1.523  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.280   3.861   0.058  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.362   5.416   0.110  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.562   3.448  -0.709  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.621   1.981  -1.075  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.426   1.617  -1.937  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.051   1.871  -1.262  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.808   0.814  -0.154  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.991   3.299  -0.630  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.171   3.990  -0.650  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.353   5.180   0.028  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.378   3.518  -1.376  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.438   4.122  -1.227  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.240   2.393  -2.304  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.305   2.135  -3.187  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.202   1.084  -4.083  0.00  0.00           C+0
HETATM   17  O   UNK     0      -3.198   0.781  -4.967  0.00  0.00           O+0
HETATM   18  C   UNK     0      -1.060   0.296  -4.094  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.960  -0.749  -4.967  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.009   0.545  -3.217  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.071   1.617  -2.301  0.00  0.00           C+0
HETATM   22  H   UNK     0       3.172   3.888   2.059  0.00  0.00           H+0
HETATM   23  H   UNK     0       1.430   3.594   2.062  0.00  0.00           H+0
HETATM   24  H   UNK     0       2.559   2.311   1.612  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.116   5.864  -0.859  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.710   5.845   0.878  0.00  0.00           H+0
HETATM   27  H   UNK     0       3.376   5.749   0.370  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.639   4.035  -1.636  0.00  0.00           H+0
HETATM   29  H   UNK     0       4.453   3.697  -0.118  0.00  0.00           H+0
HETATM   30  H   UNK     0       4.542   1.788  -1.638  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.671   1.352  -0.181  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.486   2.183  -2.877  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.543   0.561  -2.206  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.596   0.795   0.599  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.760  -0.201  -0.568  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.141   0.992   0.369  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.297   5.412  -0.112  0.00  0.00           H+0
HETATM   38  H   UNK     0      -3.193   2.760  -3.160  0.00  0.00           H+0
HETATM   39  H   UNK     0      -3.928   1.410  -4.833  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.799  -0.732  -5.470  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.842  -0.129  -3.255  0.00  0.00           H+0
CONECT    1    2   22   23   24                                             
CONECT    2    4    1    3    9                                             
CONECT    3    2   25   26   27                                             
CONECT    4    5    2   28   29                                             
CONECT    5    4    6   30   31                                             
CONECT    6    7    5   32   33                                             
CONECT    7    6    9   21    8                                             
CONECT    8    7   34   35   36                                             
CONECT    9    7   10    2                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10   37                                                       
CONECT   12   10   14   13                                                  
CONECT   13   12                                                            
CONECT   14   15   12   21                                                  
CONECT   15   14   16   38                                                  
CONECT   16   15   18   17                                                  
CONECT   17   16   39                                                       
CONECT   18   16   20   19                                                  
CONECT   19   18   40                                                       
CONECT   20   21   18   41                                                  
CONECT   21   20    7   14                                                  
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    3                                                            
CONECT   26    3                                                            
CONECT   27    3                                                            
CONECT   28    4                                                            
CONECT   29    4                                                            
CONECT   30    5                                                            
CONECT   31    5                                                            
CONECT   32    6                                                            
CONECT   33    6                                                            
CONECT   34    8                                                            
CONECT   35    8                                                            
CONECT   36    8                                                            
CONECT   37   11                                                            
CONECT   38   15                                                            
CONECT   39   17                                                            
CONECT   40   19                                                            
CONECT   41   20                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   86    0
END

RDKit          3D

41 43  0  0  0  0  0  0  0  0999 V2000
    2.3601    3.3799    1.5230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2802    3.8613    0.0581 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3624    5.4160    0.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5617    3.4483   -0.7087 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6213    1.9812   -1.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4256    1.6172   -1.9368 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0507    1.8711   -1.2624 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8077    0.8140   -0.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9914    3.2989   -0.6304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1706    3.9903   -0.6504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3529    5.1801    0.0278 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3778    3.5177   -1.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4377    4.1223   -1.2267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2399    2.3927   -2.3044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3048    2.1346   -3.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2016    1.0842   -4.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1976    0.7811   -4.9669 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0597    0.2964   -4.0941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9603   -0.7486   -4.9668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0089    0.5450   -3.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0705    1.6173   -2.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1717    3.8879    2.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4301    3.5942    2.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5587    2.3112    1.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1156    5.8642   -0.8592 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7098    5.8449    0.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3757    5.7486    0.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6389    4.0348   -1.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4532    3.6969   -0.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5423    1.7875   -1.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6708    1.3522   -0.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4858    2.1833   -2.8774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5429    0.5606   -2.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5963    0.7951    0.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7597   -0.2012   -0.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1406    0.9915    0.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2966    5.4122   -0.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1929    2.7601   -3.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284    1.4104   -4.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7992   -0.7324   -5.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8419   -0.1290   -3.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  7  9  1  0
  5  4  1  0
  5  6  1  0
 21 20  2  0
 14 15  2  0
 15 16  1  0
 16 18  2  0
 18 20  1  0
  4  2  1  0
 18 19  1  0
  7 21  1  0
 16 17  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
  2  1  1  1
 12 14  1  0
  2  3  1  0
 21 14  1  0
  7  8  1  1
  2  9  1  0
 12 13  2  0
  5 30  1  0
  5 31  1  0
  4 28  1  0
  4 29  1  0
  6 32  1  0
  6 33  1  0
 15 38  1  0
 20 41  1  0
 19 40  1  0
 17 39  1  0
 11 37  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  8 34  1  0
  8 35  1  0
  8 36  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₀O₄

Average Mass

288.3430 Da

Monoisotopic Mass

288.13616 Da

IUPAC Name

(4aR)-6,7,10-trihydroxy-1,1,4a-trimethyl-1,2,3,4,4a,9-hexahydrophenanthren-9-one

Traditional Name

(4aR)-6,7,10-trihydroxy-1,1,4a-trimethyl-3,4-dihydro-2H-phenanthren-9-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C(O[H])C([H])=C2C(=C1[H])C(=O)C(O[H])=C1[C@]2(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C1(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C17H20O4/c1-16(2)5-4-6-17(3)10-8-12(19)11(18)7-9(10)13(20)14(21)15(16)17/h7-8,18-19,21H,4-6H2,1-3H3/t17-/m1/s1

InChI Key

MLGLJFWISHCOAE-QGZVFWFLSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Celastrus orbiculatus	JEOL database	Wang, L. -Y., et al, J. Nat. Prod. 76, 745 (2013)
Celastrus stehanotifolius	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Hydrophenanthrene
Phenanthrene
Naphthalene
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Ketone
Enol
Polyol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	3.23	ALOGPS
logP	3	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	7.72	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	81.08 m³·mol⁻¹	ChemAxon
Polarizability	30.98 Å³	ChemAxon
Number of Rings	3	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

C00038717

Chemspider ID

8192541

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10016968

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wang LY, Wu J, Yang Z, Wang XJ, Fu Y, Liu SZ, Wang HM, Zhu WL, Zhang HY, Zhao WM: (M)- and (P)-bicelaphanol A, dimeric trinorditerpenes with promising neuroprotective activity from Celastrus orbiculatus. J Nat Prod. 2013 Apr 26;76(4):745-9. doi: 10.1021/np3008182. Epub 2013 Feb 19. [PubMed:23421714 ]
Nam NH: Naturally occurring NF-kappaB inhibitors. Mini Rev Med Chem. 2006 Aug;6(8):945-51. doi: 10.2174/138955706777934937. [PubMed:16918500 ]
Jin HZ, Hwang BY, Kim HS, Lee JH, Kim YH, Lee JJ: Antiinflammatory constituents of Celastrus orbiculatus inhibit the NF-kappaB activation and NO production. J Nat Prod. 2002 Jan;65(1):89-91. doi: 10.1021/np010428r. [PubMed:11809076 ]
Wang, L. -Y., et al. (2013). Wang, L. -Y., et al, J. Nat. Prod. 76, 745 (2013). J. Nat. Prod..

Showing NP-Card for celaphanol A (NP0043355)

MOL for NP0043355 (celaphanol A)

3D MOL for NP0043355 (celaphanol A)

3D SDF for NP0043355 (celaphanol A)

3D-SDF for NP0043355 (celaphanol A)

PDB for NP0043355 (celaphanol A)

3D PDB for NP0043355 (celaphanol A)

SMILES for NP0043355 (celaphanol A)

INCHI for NP0043355 (celaphanol A)

Structure for NP0043355 (celaphanol A)

3D Structure for NP0043355 (celaphanol A)