NP-MRD: Showing NP-Card for 6,9-O-dedimethyltrigonostemone (NP0037056)

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Record Information

Version

2.0

Created at

2021-06-20 20:04:13 UTC

Updated at

2021-06-30 00:09:02 UTC

NP-MRD ID

NP0037056

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6,9-O-dedimethyltrigonostemone

Provided By

JEOL Database JEOL Logo

Description

6,9-O-dedimethyltrigonostemone is found in Trigonostemon howii. 6,9-O-dedimethyltrigonostemone was first documented in 2012 (Tang, G. -H., et al.). Based on a literature review very few articles have been published on 6,9-dihydroxy-3-methoxy-1,1,7-trimethyl-1,2-dihydrophenanthren-2-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202122043D          

 40 42  0  0  0  0            999 V2000
   -4.1082    5.6154   -0.5852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6111    4.5572   -1.3992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5217    3.8748   -0.8729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4791    2.5476   -1.0250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4032    1.6621   -0.5544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3444    2.2384    0.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6673    1.3978    0.6729 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6400    0.0275    0.4364 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6493   -0.7557    0.9378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3923   -0.5690   -0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4021   -1.9643   -0.5371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4136   -2.5973   -1.2692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3602   -4.0808   -1.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4326   -1.8007   -1.7743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4722   -2.2995   -2.5073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4447   -0.4209   -1.5538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4341    0.2450   -0.8116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2743    3.7441    0.4536 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3896    3.9962    1.9713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0627    4.3154   -0.0709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3847    4.5740   -0.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3590    5.8077   -0.1588 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0601    5.3727    0.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5782    6.5470   -0.8020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1599    5.7688   -0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3248    2.1000   -1.5337 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4838    1.8185    1.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2874   -0.1957    1.4085 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4099   -2.5692   -0.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2973   -4.3093   -2.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4867   -4.5286   -0.9945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2514   -4.5561   -1.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3611   -3.2569   -2.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2755    0.1241   -1.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3312    3.5953    2.3662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3716    5.0677    2.2032 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4291    3.5314    2.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1670    4.1394   -1.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1317    5.3979    0.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9320    3.8699    0.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  2  0  0  0  0
  3 21  1  0  0  0  0
  3  4  2  0  0  0  0
 17 16  2  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 14  2  0  0  0  0
 14 16  1  0  0  0  0
 21 18  1  0  0  0  0
 21 22  2  0  0  0  0
  5 17  1  0  0  0  0
 18 19  1  0  0  0  0
  6  7  1  0  0  0  0
 18 20  1  0  0  0  0
  7  8  2  0  0  0  0
 14 15  1  0  0  0  0
  8 10  1  0  0  0  0
 12 13  1  0  0  0  0
 17 10  1  0  0  0  0
  8  9  1  0  0  0  0
 18  6  1  0  0  0  0
  3  2  1  0  0  0  0
  5  4  1  0  0  0  0
  2  1  1  0  0  0  0
  4 26  1  0  0  0  0
  7 27  1  0  0  0  0
 11 29  1  0  0  0  0
 16 34  1  0  0  0  0
 19 35  1  0  0  0  0
 19 36  1  0  0  0  0
 19 37  1  0  0  0  0
 20 38  1  0  0  0  0
 20 39  1  0  0  0  0
 20 40  1  0  0  0  0
 15 33  1  0  0  0  0
 13 30  1  0  0  0  0
 13 31  1  0  0  0  0
 13 32  1  0  0  0  0
  9 28  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
M  END

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
   -4.1082    5.6154   -0.5852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6111    4.5572   -1.3992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5217    3.8748   -0.8729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4791    2.5476   -1.0250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4032    1.6621   -0.5544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3444    2.2384    0.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6673    1.3978    0.6729 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6400    0.0275    0.4364 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6493   -0.7557    0.9378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3923   -0.5690   -0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4021   -1.9643   -0.5371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4136   -2.5973   -1.2692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3602   -4.0808   -1.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4326   -1.8007   -1.7743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4722   -2.2995   -2.5073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4447   -0.4209   -1.5538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4341    0.2450   -0.8116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2743    3.7441    0.4536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896    3.9962    1.9713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0627    4.3154   -0.0709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3847    4.5740   -0.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3590    5.8077   -0.1588 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0601    5.3727    0.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5782    6.5470   -0.8020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1599    5.7688   -0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3248    2.1000   -1.5337 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4838    1.8185    1.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2874   -0.1957    1.4085 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4099   -2.5692   -0.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2973   -4.3093   -2.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4867   -4.5286   -0.9945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2514   -4.5561   -1.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3611   -3.2569   -2.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2755    0.1241   -1.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3312    3.5953    2.3662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3716    5.0677    2.2032 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4291    3.5314    2.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1670    4.1394   -1.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1317    5.3979    0.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9320    3.8699    0.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  2  0
  3 21  1  0
  3  4  2  0
 17 16  2  0
 10 11  2  0
 11 12  1  0
 12 14  2  0
 14 16  1  0
 21 18  1  0
 21 22  2  0
  5 17  1  0
 18 19  1  0
  6  7  1  0
 18 20  1  0
  7  8  2  0
 14 15  1  0
  8 10  1  0
 12 13  1  0
 17 10  1  0
  8  9  1  0
 18  6  1  0
  3  2  1  0
  5  4  1  0
  2  1  1  0
  4 26  1  0
  7 27  1  0
 11 29  1  0
 16 34  1  0
 19 35  1  0
 19 36  1  0
 19 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 15 33  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
  9 28  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
M  END


  Mrv1652306202122043D          

 40 42  0  0  0  0            999 V2000
   -4.1082    5.6154   -0.5852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6111    4.5572   -1.3992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5217    3.8748   -0.8729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4791    2.5476   -1.0250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4032    1.6621   -0.5544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3444    2.2384    0.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6673    1.3978    0.6729 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6400    0.0275    0.4364 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6493   -0.7557    0.9378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3923   -0.5690   -0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4021   -1.9643   -0.5371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4136   -2.5973   -1.2692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3602   -4.0808   -1.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4326   -1.8007   -1.7743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4722   -2.2995   -2.5073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4447   -0.4209   -1.5538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4341    0.2450   -0.8116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2743    3.7441    0.4536 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3896    3.9962    1.9713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0627    4.3154   -0.0709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3847    4.5740   -0.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3590    5.8077   -0.1588 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0601    5.3727    0.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5782    6.5470   -0.8020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1599    5.7688   -0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3248    2.1000   -1.5337 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4838    1.8185    1.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2874   -0.1957    1.4085 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4099   -2.5692   -0.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2973   -4.3093   -2.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4867   -4.5286   -0.9945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2514   -4.5561   -1.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3611   -3.2569   -2.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2755    0.1241   -1.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3312    3.5953    2.3662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3716    5.0677    2.2032 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4291    3.5314    2.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1670    4.1394   -1.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1317    5.3979    0.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9320    3.8699    0.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  2  0  0  0  0
  3 21  1  0  0  0  0
  3  4  2  0  0  0  0
 17 16  2  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 14  2  0  0  0  0
 14 16  1  0  0  0  0
 21 18  1  0  0  0  0
 21 22  2  0  0  0  0
  5 17  1  0  0  0  0
 18 19  1  0  0  0  0
  6  7  1  0  0  0  0
 18 20  1  0  0  0  0
  7  8  2  0  0  0  0
 14 15  1  0  0  0  0
  8 10  1  0  0  0  0
 12 13  1  0  0  0  0
 17 10  1  0  0  0  0
  8  9  1  0  0  0  0
 18  6  1  0  0  0  0
  3  2  1  0  0  0  0
  5  4  1  0  0  0  0
  2  1  1  0  0  0  0
  4 26  1  0  0  0  0
  7 27  1  0  0  0  0
 11 29  1  0  0  0  0
 16 34  1  0  0  0  0
 19 35  1  0  0  0  0
 19 36  1  0  0  0  0
 19 37  1  0  0  0  0
 20 38  1  0  0  0  0
 20 39  1  0  0  0  0
 20 40  1  0  0  0  0
 15 33  1  0  0  0  0
 13 30  1  0  0  0  0
 13 31  1  0  0  0  0
 13 32  1  0  0  0  0
  9 28  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0037056

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C2=C(C([H])=C(OC([H])([H])[H])C(=O)C2(C([H])([H])[H])C([H])([H])[H])C2=C([H])C(O[H])=C(C([H])=C12)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H18O4/c1-9-5-12-10(6-14(9)19)11-7-16(22-4)17(21)18(2,3)13(11)8-15(12)20/h5-8,19-20H,1-4H3

> <INCHI_KEY>
VGEYPQGOLPOWNN-UHFFFAOYSA-N

> <FORMULA>
C18H18O4

> <MOLECULAR_WEIGHT>
298.338

> <EXACT_MASS>
298.12050906

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
32.62192695559267

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6,9-dihydroxy-3-methoxy-1,1,7-trimethyl-1,2-dihydrophenanthren-2-one

> <ALOGPS_LOGP>
3.77

> <JCHEM_LOGP>
3.915743577333334

> <ALOGPS_LOGS>
-4.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.742077610415906

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.500855207826076

> <JCHEM_PKA_STRONGEST_BASIC>
-4.912228738239744

> <JCHEM_POLAR_SURFACE_AREA>
66.75999999999999

> <JCHEM_REFRACTIVITY>
86.52219999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.84e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,9-dihydroxy-3-methoxy-1,1,7-trimethylphenanthren-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
   -4.1082    5.6154   -0.5852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6111    4.5572   -1.3992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5217    3.8748   -0.8729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4791    2.5476   -1.0250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4032    1.6621   -0.5544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3444    2.2384    0.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6673    1.3978    0.6729 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6400    0.0275    0.4364 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6493   -0.7557    0.9378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3923   -0.5690   -0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4021   -1.9643   -0.5371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4136   -2.5973   -1.2692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3602   -4.0808   -1.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4326   -1.8007   -1.7743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4722   -2.2995   -2.5073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4447   -0.4209   -1.5538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4341    0.2450   -0.8116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2743    3.7441    0.4536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896    3.9962    1.9713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0627    4.3154   -0.0709 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.5782    6.5470   -0.8020 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3248    2.1000   -1.5337 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2874   -0.1957    1.4085 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2973   -4.3093   -2.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4867   -4.5286   -0.9945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2514   -4.5561   -1.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3611   -3.2569   -2.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2755    0.1241   -1.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3312    3.5953    2.3662 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.108   5.615  -0.585  0.00  0.00           C+0
HETATM    2  O   UNK     0      -3.611   4.557  -1.399  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.522   3.875  -0.873  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.479   2.548  -1.025  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.403   1.662  -0.554  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.344   2.238   0.177  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.667   1.398   0.673  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.640   0.028   0.436  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.649  -0.756   0.938  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.392  -0.569  -0.302  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.402  -1.964  -0.537  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.414  -2.597  -1.269  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.360  -4.081  -1.480  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.433  -1.801  -1.774  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.472  -2.300  -2.507  0.00  0.00           O+0
HETATM   16  C   UNK     0      -2.445  -0.421  -1.554  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.434   0.245  -0.812  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.274   3.744   0.454  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.390   3.996   1.971  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.063   4.315  -0.071  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.385   4.574  -0.202  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.359   5.808  -0.159  0.00  0.00           O+0
HETATM   23  H   UNK     0      -4.060   5.373   0.482  0.00  0.00           H+0
HETATM   24  H   UNK     0      -3.578   6.547  -0.802  0.00  0.00           H+0
HETATM   25  H   UNK     0      -5.160   5.769  -0.846  0.00  0.00           H+0
HETATM   26  H   UNK     0      -3.325   2.100  -1.534  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.484   1.819   1.253  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.287  -0.196   1.409  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.410  -2.569  -0.133  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.297  -4.309  -2.549  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.487  -4.529  -0.995  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.251  -4.556  -1.058  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.361  -3.257  -2.613  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.276   0.124  -1.991  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.331   3.595   2.366  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.372   5.068   2.203  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.429   3.531   2.532  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.167   4.139  -1.149  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.132   5.398   0.089  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.932   3.870   0.424  0.00  0.00           H+0
CONECT    1    2   23   24   25                                             
CONECT    2    3    1                                                       
CONECT    3   21    4    2                                                  
CONECT    4    3    5   26                                                  
CONECT    5    6   17    4                                                  
CONECT    6    5    7   18                                                  
CONECT    7    6    8   27                                                  
CONECT    8    7   10    9                                                  
CONECT    9    8   28                                                       
CONECT   10   11    8   17                                                  
CONECT   11   10   12   29                                                  
CONECT   12   11   14   13                                                  
CONECT   13   12   30   31   32                                             
CONECT   14   12   16   15                                                  
CONECT   15   14   33                                                       
CONECT   16   17   14   34                                                  
CONECT   17   16    5   10                                                  
CONECT   18   21   19   20    6                                             
CONECT   19   18   35   36   37                                             
CONECT   20   18   38   39   40                                             
CONECT   21    3   18   22                                                  
CONECT   22   21                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    4                                                            
CONECT   27    7                                                            
CONECT   28    9                                                            
CONECT   29   11                                                            
CONECT   30   13                                                            
CONECT   31   13                                                            
CONECT   32   13                                                            
CONECT   33   15                                                            
CONECT   34   16                                                            
CONECT   35   19                                                            
CONECT   36   19                                                            
CONECT   37   19                                                            
CONECT   38   20                                                            
CONECT   39   20                                                            
CONECT   40   20                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   84    0
END

RDKit          3D

40 42  0  0  0  0  0  0  0  0999 V2000
   -4.1082    5.6154   -0.5852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6111    4.5572   -1.3992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5217    3.8748   -0.8729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4791    2.5476   -1.0250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4032    1.6621   -0.5544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3444    2.2384    0.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6673    1.3978    0.6729 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6400    0.0275    0.4364 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6493   -0.7557    0.9378 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3602   -4.0808   -1.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4326   -1.8007   -1.7743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4722   -2.2995   -2.5073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4447   -0.4209   -1.5538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4341    0.2450   -0.8116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2743    3.7441    0.4536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896    3.9962    1.9713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0627    4.3154   -0.0709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3847    4.5740   -0.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3590    5.8077   -0.1588 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0601    5.3727    0.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5782    6.5470   -0.8020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1599    5.7688   -0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3248    2.1000   -1.5337 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4838    1.8185    1.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2874   -0.1957    1.4085 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4099   -2.5692   -0.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2973   -4.3093   -2.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4867   -4.5286   -0.9945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2514   -4.5561   -1.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3611   -3.2569   -2.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2755    0.1241   -1.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3312    3.5953    2.3662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3716    5.0677    2.2032 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4291    3.5314    2.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1670    4.1394   -1.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1317    5.3979    0.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9320    3.8699    0.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  2  0
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  9 28  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₈O₄

Average Mass

298.3380 Da

Monoisotopic Mass

298.12051 Da

IUPAC Name

6,9-dihydroxy-3-methoxy-1,1,7-trimethyl-1,2-dihydrophenanthren-2-one

Traditional Name

6,9-dihydroxy-3-methoxy-1,1,7-trimethylphenanthren-2-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C2=C(C([H])=C(OC([H])([H])[H])C(=O)C2(C([H])([H])[H])C([H])([H])[H])C2=C([H])C(O[H])=C(C([H])=C12)C([H])([H])[H]

InChI Identifier

InChI=1S/C18H18O4/c1-9-5-12-10(6-14(9)19)11-7-16(22-4)17(21)18(2,3)13(11)8-15(12)20/h5-8,19-20H,1-4H3

InChI Key

VGEYPQGOLPOWNN-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, 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
Trigonostemon howii	JEOL database	Tang, G. -H., et al, J. Nat. Prod. 75, 1962 (2012)

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Phenanthrols

Direct Parent

Phenanthrols

Alternative Parents

Substituents

Phenanthrol
Hydrophenanthrene
1-naphthol
2-naphthol
Naphthalene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	3.77	ALOGPS
logP	3.92	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	8.5	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	86.52 m³·mol⁻¹	ChemAxon
Polarizability	32.62 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

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

42643831

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Tang, G. -H., et al. (2012). Tang, G. -H., et al, J. Nat. Prod. 75, 1962 (2012). J. Nat. Prod..

Showing NP-Card for 6,9-O-dedimethyltrigonostemone (NP0037056)

MOL for NP0037056 (6,9-O-dedimethyltrigonostemone)

3D MOL for NP0037056 (6,9-O-dedimethyltrigonostemone)

3D SDF for NP0037056 (6,9-O-dedimethyltrigonostemone)

3D-SDF for NP0037056 (6,9-O-dedimethyltrigonostemone)

PDB for NP0037056 (6,9-O-dedimethyltrigonostemone)

3D PDB for NP0037056 (6,9-O-dedimethyltrigonostemone)

SMILES for NP0037056 (6,9-O-dedimethyltrigonostemone)

INCHI for NP0037056 (6,9-O-dedimethyltrigonostemone)

Structure for NP0037056 (6,9-O-dedimethyltrigonostemone)

3D Structure for NP0037056 (6,9-O-dedimethyltrigonostemone)