NP-MRD: Showing NP-Card for marylaurencinol B (NP0036618)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-20 19:44:37 UTC

Updated at

2021-06-30 00:08:22 UTC

NP-MRD ID

NP0036618

Secondary Accession Numbers

None

Natural Product Identification

Common Name

marylaurencinol B

Provided By

JEOL Database JEOL Logo

Description

Marylaurencinol B belongs to the class of organic compounds known as hydrophenanthrenes. These are a phenanthrene derivative where at least one ring CC bond is substituted by hydrogenation. marylaurencinol B is found in Cymbidium. marylaurencinol B was first documented in 2012 (Yoshikawa, K., et al.). Based on a literature review very few articles have been published on Marylaurencinol B.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121443D          

 37 39  0  0  0  0            999 V2000
   -5.5905    1.9876    0.3558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8741    1.4151    1.4419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6520    0.8542    1.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0870    0.1815    2.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7717    0.1650    3.4539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8500   -0.4748    2.1820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1468   -0.5295    0.9522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6582    0.2606   -0.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9786    0.4958   -1.2761 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1050    1.4019   -1.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9136    0.9012   -0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3498    1.5850   -1.1140 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0860   -1.3694    0.8861 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5425   -2.0522   -0.2571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2186   -2.0777   -1.3947 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7430   -2.7731   -0.2526 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4999   -2.8629    0.9116 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0372   -2.2717    2.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8269   -1.5623    2.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2805   -1.0066    3.3737 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2458   -1.1395    3.3990 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5782    2.2755    0.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7490    1.2627   -0.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1025    2.9001    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5944    0.6623    3.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9152    0.9345   -0.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5035    1.6881   -2.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2347    2.3137   -0.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6987    1.3726   -1.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2234   -2.6143   -2.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0932   -3.2826   -1.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4313   -3.4228    0.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6084   -2.3840    2.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5835    0.0443    3.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6967   -1.5471    4.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6108   -0.6793    4.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5461   -2.1948    3.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 16  2  0  0  0  0
 13 19  2  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
  7  8  1  0  0  0  0
  6  4  1  0  0  0  0
  4  3  2  0  0  0  0
  3 11  1  0  0  0  0
 11  8  2  0  0  0  0
 16 17  1  0  0  0  0
 14 15  1  0  0  0  0
 13  7  1  0  0  0  0
  3  2  1  0  0  0  0
 19 20  1  0  0  0  0
  2  1  1  0  0  0  0
 20 21  1  0  0  0  0
 11 12  1  0  0  0  0
 21  6  1  0  0  0  0
  8  9  1  0  0  0  0
  7  6  2  0  0  0  0
  9 10  1  0  0  0  0
 13 14  1  0  0  0  0
  4  5  1  0  0  0  0
 16 31  1  0  0  0  0
 17 32  1  0  0  0  0
 18 33  1  0  0  0  0
 20 34  1  0  0  0  0
 20 35  1  0  0  0  0
 21 36  1  0  0  0  0
 21 37  1  0  0  0  0
 15 30  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
 12 29  1  0  0  0  0
 10 26  1  0  0  0  0
 10 27  1  0  0  0  0
 10 28  1  0  0  0  0
  5 25  1  0  0  0  0
M  END

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
   -5.5905    1.9876    0.3558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8741    1.4151    1.4419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6520    0.8542    1.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0870    0.1815    2.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7717    0.1650    3.4539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8500   -0.4748    2.1820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1468   -0.5295    0.9522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6582    0.2606   -0.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9786    0.4958   -1.2761 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1050    1.4019   -1.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9136    0.9012   -0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3498    1.5850   -1.1140 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0860   -1.3694    0.8861 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5425   -2.0522   -0.2571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2186   -2.0777   -1.3947 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7430   -2.7731   -0.2526 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4999   -2.8629    0.9116 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0372   -2.2717    2.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8269   -1.5623    2.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2805   -1.0066    3.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2458   -1.1395    3.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5782    2.2755    0.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7490    1.2627   -0.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1025    2.9001   -0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5944    0.6623    3.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9152    0.9345   -0.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5035    1.6881   -2.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2347    2.3137   -0.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6987    1.3726   -1.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2234   -2.6143   -2.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0932   -3.2826   -1.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4313   -3.4228    0.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6084   -2.3840    2.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5835    0.0443    3.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6967   -1.5471    4.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6108   -0.6793    4.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5461   -2.1948    3.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 16  2  0
 13 19  2  0
 17 18  2  0
 18 19  1  0
  7  8  1  0
  6  4  1  0
  4  3  2  0
  3 11  1  0
 11  8  2  0
 16 17  1  0
 14 15  1  0
 13  7  1  0
  3  2  1  0
 19 20  1  0
  2  1  1  0
 20 21  1  0
 11 12  1  0
 21  6  1  0
  8  9  1  0
  7  6  2  0
  9 10  1  0
 13 14  1  0
  4  5  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 20 34  1  0
 20 35  1  0
 21 36  1  0
 21 37  1  0
 15 30  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 12 29  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
  5 25  1  0
M  END


  Mrv1652306202121443D          

 37 39  0  0  0  0            999 V2000
   -5.5905    1.9876    0.3558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8741    1.4151    1.4419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6520    0.8542    1.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0870    0.1815    2.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7717    0.1650    3.4539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8500   -0.4748    2.1820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1468   -0.5295    0.9522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6582    0.2606   -0.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9786    0.4958   -1.2761 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1050    1.4019   -1.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9136    0.9012   -0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3498    1.5850   -1.1140 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0860   -1.3694    0.8861 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5425   -2.0522   -0.2571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2186   -2.0777   -1.3947 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7430   -2.7731   -0.2526 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4999   -2.8629    0.9116 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0372   -2.2717    2.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8269   -1.5623    2.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2805   -1.0066    3.3737 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2458   -1.1395    3.3990 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5782    2.2755    0.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7490    1.2627   -0.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1025    2.9001    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5944    0.6623    3.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9152    0.9345   -0.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5035    1.6881   -2.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2347    2.3137   -0.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6987    1.3726   -1.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2234   -2.6143   -2.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0932   -3.2826   -1.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4313   -3.4228    0.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6084   -2.3840    2.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5835    0.0443    3.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6967   -1.5471    4.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6108   -0.6793    4.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5461   -2.1948    3.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 16  2  0  0  0  0
 13 19  2  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
  7  8  1  0  0  0  0
  6  4  1  0  0  0  0
  4  3  2  0  0  0  0
  3 11  1  0  0  0  0
 11  8  2  0  0  0  0
 16 17  1  0  0  0  0
 14 15  1  0  0  0  0
 13  7  1  0  0  0  0
  3  2  1  0  0  0  0
 19 20  1  0  0  0  0
  2  1  1  0  0  0  0
 20 21  1  0  0  0  0
 11 12  1  0  0  0  0
 21  6  1  0  0  0  0
  8  9  1  0  0  0  0
  7  6  2  0  0  0  0
  9 10  1  0  0  0  0
 13 14  1  0  0  0  0
  4  5  1  0  0  0  0
 16 31  1  0  0  0  0
 17 32  1  0  0  0  0
 18 33  1  0  0  0  0
 20 34  1  0  0  0  0
 20 35  1  0  0  0  0
 21 36  1  0  0  0  0
 21 37  1  0  0  0  0
 15 30  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
 12 29  1  0  0  0  0
 10 26  1  0  0  0  0
 10 27  1  0  0  0  0
 10 28  1  0  0  0  0
  5 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0036618

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C([H])C2=C1C1=C(C(O[H])=C(OC([H])([H])[H])C(O[H])=C1OC([H])([H])[H])C([H])([H])C2([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C16H16O5/c1-20-15-12-9(13(18)16(21-2)14(15)19)7-6-8-4-3-5-10(17)11(8)12/h3-5,17-19H,6-7H2,1-2H3

> <INCHI_KEY>
GIGHDDGEYQHXGI-UHFFFAOYSA-N

> <FORMULA>
C16H16O5

> <MOLECULAR_WEIGHT>
288.299

> <EXACT_MASS>
288.099773615

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
29.862918222136734

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,4-dimethoxy-9,10-dihydrophenanthrene-1,3,5-triol

> <ALOGPS_LOGP>
2.16

> <JCHEM_LOGP>
2.9575495576666664

> <ALOGPS_LOGS>
-3.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.934423627745792

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.293482686906264

> <JCHEM_PKA_STRONGEST_BASIC>
-4.6389519161953805

> <JCHEM_POLAR_SURFACE_AREA>
79.15

> <JCHEM_REFRACTIVITY>
78.3435

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.88e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
marylaurencinol B

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
   -5.5905    1.9876    0.3558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8741    1.4151    1.4419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6520    0.8542    1.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0870    0.1815    2.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7717    0.1650    3.4539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8500   -0.4748    2.1820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1468   -0.5295    0.9522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6582    0.2606   -0.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9786    0.4958   -1.2761 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1050    1.4019   -1.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9136    0.9012   -0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3498    1.5850   -1.1140 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0860   -1.3694    0.8861 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5425   -2.0522   -0.2571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2186   -2.0777   -1.3947 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7430   -2.7731   -0.2526 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4999   -2.8629    0.9116 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0372   -2.2717    2.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8269   -1.5623    2.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2805   -1.0066    3.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2458   -1.1395    3.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5782    2.2755    0.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7490    1.2627   -0.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1025    2.9001   -0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5944    0.6623    3.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9152    0.9345   -0.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5035    1.6881   -2.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2347    2.3137   -0.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6987    1.3726   -1.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2234   -2.6143   -2.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0932   -3.2826   -1.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4313   -3.4228    0.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6084   -2.3840    2.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5835    0.0443    3.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6967   -1.5471    4.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6108   -0.6793    4.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5461   -2.1948    3.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 16  2  0
 13 19  2  0
 17 18  2  0
 18 19  1  0
  7  8  1  0
  6  4  1  0
  4  3  2  0
  3 11  1  0
 11  8  2  0
 16 17  1  0
 14 15  1  0
 13  7  1  0
  3  2  1  0
 19 20  1  0
  2  1  1  0
 20 21  1  0
 11 12  1  0
 21  6  1  0
  8  9  1  0
  7  6  2  0
  9 10  1  0
 13 14  1  0
  4  5  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 20 34  1  0
 20 35  1  0
 21 36  1  0
 21 37  1  0
 15 30  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 12 29  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
  5 25  1  0
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      -5.590   1.988   0.356  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.874   1.415   1.442  0.00  0.00           O+0
HETATM    3  C   UNK     0      -3.652   0.854   1.171  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.087   0.182   2.262  0.00  0.00           C+0
HETATM    5  O   UNK     0      -3.772   0.165   3.454  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.850  -0.475   2.182  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.147  -0.530   0.952  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.658   0.261  -0.097  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.979   0.496  -1.276  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.105   1.402  -1.053  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.914   0.901  -0.006  0.00  0.00           C+0
HETATM   12  O   UNK     0      -3.350   1.585  -1.114  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.086  -1.369   0.886  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.543  -2.052  -0.257  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.219  -2.078  -1.395  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.743  -2.773  -0.253  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.500  -2.863   0.912  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.037  -2.272   2.081  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.827  -1.562   2.080  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.281  -1.007   3.374  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.246  -1.139   3.399  0.00  0.00           C+0
HETATM   22  H   UNK     0      -6.578   2.276   0.730  0.00  0.00           H+0
HETATM   23  H   UNK     0      -5.749   1.263  -0.449  0.00  0.00           H+0
HETATM   24  H   UNK     0      -5.103   2.900   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0      -4.594   0.662   3.275  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.915   0.935  -0.486  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.503   1.688  -2.031  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.235   2.314  -0.548  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.699   1.373  -1.812  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.223  -2.614  -2.070  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.093  -3.283  -1.145  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.431  -3.423   0.916  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.608  -2.384   3.000  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.584   0.044   3.461  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.697  -1.547   4.232  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.611  -0.679   4.324  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.546  -2.195   3.408  0.00  0.00           H+0
CONECT    1    2   22   23   24                                             
CONECT    2    3    1                                                       
CONECT    3    4   11    2                                                  
CONECT    4    6    3    5                                                  
CONECT    5    4   25                                                       
CONECT    6    4   21    7                                                  
CONECT    7    8   13    6                                                  
CONECT    8    7   11    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   26   27   28                                             
CONECT   11    3    8   12                                                  
CONECT   12   11   29                                                       
CONECT   13   19    7   14                                                  
CONECT   14   16   15   13                                                  
CONECT   15   14   30                                                       
CONECT   16   14   17   31                                                  
CONECT   17   18   16   32                                                  
CONECT   18   17   19   33                                                  
CONECT   19   13   18   20                                                  
CONECT   20   19   21   34   35                                             
CONECT   21   20    6   36   37                                             
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    5                                                            
CONECT   26   10                                                            
CONECT   27   10                                                            
CONECT   28   10                                                            
CONECT   29   12                                                            
CONECT   30   15                                                            
CONECT   31   16                                                            
CONECT   32   17                                                            
CONECT   33   18                                                            
CONECT   34   20                                                            
CONECT   35   20                                                            
CONECT   36   21                                                            
CONECT   37   21                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   78    0
END

RDKit          3D

37 39  0  0  0  0  0  0  0  0999 V2000
   -5.5905    1.9876    0.3558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8741    1.4151    1.4419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6520    0.8542    1.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0870    0.1815    2.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7717    0.1650    3.4539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8500   -0.4748    2.1820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1468   -0.5295    0.9522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6582    0.2606   -0.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9786    0.4958   -1.2761 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1050    1.4019   -1.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9136    0.9012   -0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3498    1.5850   -1.1140 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0860   -1.3694    0.8861 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5425   -2.0522   -0.2571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2186   -2.0777   -1.3947 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7430   -2.7731   -0.2526 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4999   -2.8629    0.9116 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0372   -2.2717    2.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8269   -1.5623    2.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2805   -1.0066    3.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2458   -1.1395    3.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5782    2.2755    0.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7490    1.2627   -0.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1025    2.9001   -0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5944    0.6623    3.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9152    0.9345   -0.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5035    1.6881   -2.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2347    2.3137   -0.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6987    1.3726   -1.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2234   -2.6143   -2.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0932   -3.2826   -1.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4313   -3.4228    0.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6084   -2.3840    2.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5835    0.0443    3.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6967   -1.5471    4.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6108   -0.6793    4.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5461   -2.1948    3.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 16  2  0
 13 19  2  0
 17 18  2  0
 18 19  1  0
  7  8  1  0
  6  4  1  0
  4  3  2  0
  3 11  1  0
 11  8  2  0
 16 17  1  0
 14 15  1  0
 13  7  1  0
  3  2  1  0
 19 20  1  0
  2  1  1  0
 20 21  1  0
 11 12  1  0
 21  6  1  0
  8  9  1  0
  7  6  2  0
  9 10  1  0
 13 14  1  0
  4  5  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 20 34  1  0
 20 35  1  0
 21 36  1  0
 21 37  1  0
 15 30  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 12 29  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
  5 25  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₆O₅

Average Mass

288.2990 Da

Monoisotopic Mass

288.09977 Da

IUPAC Name

2,4-dimethoxy-9,10-dihydrophenanthrene-1,3,5-triol

Traditional Name

marylaurencinol B

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C([H])C2=C1C1=C(C(O[H])=C(OC([H])([H])[H])C(O[H])=C1OC([H])([H])[H])C([H])([H])C2([H])[H]

InChI Identifier

InChI=1S/C16H16O5/c1-20-15-12-9(13(18)16(21-2)14(15)19)7-6-8-4-3-5-10(17)11(8)12/h3-5,17-19H,6-7H2,1-2H3

InChI Key

GIGHDDGEYQHXGI-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, 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
Cymbidium	JEOL database	Yoshikawa, K., et al, J. Nat. Prod. 75, 605 (2012)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrophenanthrenes. These are a phenanthrene derivative where at least one ring CC bond is substituted by hydrogenation.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Hydrophenanthrenes

Direct Parent

Hydrophenanthrenes

Alternative Parents

Substituents

Hydrophenanthrene
1-naphthol
2-naphthol
Naphthalene
Anisole
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Polyol
Ether
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
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	2.16	ALOGPS
logP	2.96	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	9.29	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	79.15 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	78.34 m³·mol⁻¹	ChemAxon
Polarizability	29.86 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

28522827

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

57408887

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Yoshikawa, K., et al. (2012). Yoshikawa, K., et al, J. Nat. Prod. 75, 605 (2012). J. Nat. Prod..

Showing NP-Card for marylaurencinol B (NP0036618)

MOL for NP0036618 (marylaurencinol B)

3D MOL for NP0036618 (marylaurencinol B)

3D SDF for NP0036618 (marylaurencinol B)

3D-SDF for NP0036618 (marylaurencinol B)

PDB for NP0036618 (marylaurencinol B)

3D PDB for NP0036618 (marylaurencinol B)

SMILES for NP0036618 (marylaurencinol B)

INCHI for NP0036618 (marylaurencinol B)

Structure for NP0036618 (marylaurencinol B)

3D Structure for NP0036618 (marylaurencinol B)