NP-MRD: Showing NP-Card for 3a,11a-dihydroxy-1,3-dimethoxy-3b,6,9a-trimethyl-decahydro-1h-phenanthro[1,2-c]furan-6-carboxylic acid (NP0257730)

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Record Information

Version

2.0

Created at

2022-09-07 22:56:21 UTC

Updated at

2022-09-07 22:56:21 UTC

NP-MRD ID

NP0257730

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3a,11a-dihydroxy-1,3-dimethoxy-3b,6,9a-trimethyl-decahydro-1h-phenanthro[1,2-c]furan-6-carboxylic acid

Description

11,15-Dihydroxy-12,14-dimethoxy-2,6,10-trimethyl-13-oxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecane-6-carboxylic acid belongs to the class of organic compounds known as 4-carboxy steroids. These are steroid compounds that carry a carboxyl group at the C4-atom of the steroid backbone. 3a,11a-dihydroxy-1,3-dimethoxy-3b,6,9a-trimethyl-decahydro-1h-phenanthro[1,2-c]furan-6-carboxylic acid is found in Spongia matamata. 11,15-Dihydroxy-12,14-dimethoxy-2,6,10-trimethyl-13-oxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecane-6-carboxylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251506442D          

 29 32  0  0  0  0            999 V2000
   -3.8244   -0.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0071   -0.7301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5008   -1.3814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7301   -2.1739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0473   -2.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0204   -3.4614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7211   -3.8969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3959   -2.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1983   -2.9315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5838   -2.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8947   -3.0399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3035   -3.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5086   -3.1969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0404   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7601   -1.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4798   -1.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2920   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1041   -1.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3844   -2.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8526   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7358   -3.5281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4643   -3.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2908   -4.0714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2496   -3.0118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0520   -1.6450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323   -0.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1444   -0.7239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6762   -1.3546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0361   -0.6122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 15 25  1  0  0  0  0
 10 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  3 28  1  0  0  0  0
  8 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END

     RDKit          3D

 65 68  0  0  0  0  0  0  0  0999 V2000
    5.6302    0.2661    2.4148 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4555   -0.3609    1.9993 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0014    0.1376    0.7868 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7868   -0.9577   -0.0579 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8885   -0.4788   -1.0354 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7084    0.0876   -2.0239 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6260   -0.6929   -3.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0141    0.5160   -0.3531 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2900    1.7622   -0.9928 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5465    0.5934    1.0252 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5070    1.8515    1.5910 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9463   -0.4738    1.8661 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4383   -0.3438    1.8237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0472   -0.6854    0.4065 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5368   -0.8318    0.3856 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8790   -1.5307    1.7262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9312   -1.8355   -0.6454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0626   -1.4205   -1.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1444   -0.8410   -0.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7034    0.4356   -0.0165 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0425    1.5313   -1.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6524    0.6229    1.0999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3173    1.6816    1.1501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8778   -0.2813    2.1149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2681    0.4600    0.3942 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5937    1.5966   -0.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1167    1.6582   -0.1849 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5399    0.3266   -0.5001 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3472    0.0732   -1.9776 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4058    1.3486    2.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9312   -0.1393    3.3933 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4052    0.0399    1.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6134    0.9234    0.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3622   -1.3769   -1.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6168   -0.7570   -3.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2886   -0.3334   -3.9747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9479   -1.7514   -2.9661 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1817    2.4970   -0.3353 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3342    2.3472    1.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1870   -1.4574    1.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3116   -0.5028    2.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0864    0.6613    2.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0937   -1.0428    2.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3989   -1.6838    0.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9084   -0.8487    2.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1651   -2.3780    1.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8670   -2.0649    1.5744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0958   -2.1571   -1.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2753   -2.8284   -0.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7035   -0.7701   -2.3321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4639   -2.3366   -2.0426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5632   -1.5972   -0.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0045   -0.6287   -1.4149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1756    1.5075   -1.0731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7328    1.2768   -2.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8067    2.5381   -0.6849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3811   -1.1296    1.8741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2869    0.8012    1.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8609    1.6885   -1.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9629    2.5592    0.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2267    2.1198    0.7411 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2533    2.3503   -1.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6304   -0.9277   -2.3130 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0626    0.7786   -2.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6365    0.4081   -2.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
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  6  7  1  0
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 13 14  1  0
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 17 18  1  0
 18 19  1  0
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 20 25  1  0
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 28 29  1  6
 20 22  1  1
 22 24  1  0
 22 23  2  0
 10  3  1  0
 28 14  1  0
 28  8  1  0
 25 15  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  6
  5 34  1  6
  7 35  1  0
  7 36  1  0
  7 37  1  0
  9 38  1  0
 11 39  1  0
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 25 58  1  1
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 26 60  1  0
 27 61  1  0
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 29 63  1  0
 29 64  1  0
 29 65  1  0
 24 57  1  0
M  END


  Mrv1533004251506442D          

 29 32  0  0  0  0            999 V2000
   -3.8244   -0.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0071   -0.7301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5008   -1.3814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7301   -2.1739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0473   -2.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0204   -3.4614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7211   -3.8969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3959   -2.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1983   -2.9315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5838   -2.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8947   -3.0399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3035   -3.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5086   -3.1969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0404   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7601   -1.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4798   -1.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2920   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1041   -1.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3844   -2.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8526   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7358   -3.5281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4643   -3.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2908   -4.0714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2496   -3.0118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0520   -1.6450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323   -0.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1444   -0.7239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6762   -1.3546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0361   -0.6122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
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 19 20  1  0  0  0  0
 14 20  1  0  0  0  0
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 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 15 25  1  0  0  0  0
 10 25  1  0  0  0  0
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  8 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0257730

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1OC(OC)C2(O)C1(O)CCC1C3(C)CCCC(C)(C3CCC21C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H36O7/c1-18-9-6-10-19(2,15(23)24)13(18)7-11-20(3)14(18)8-12-21(25)16(27-4)29-17(28-5)22(20,21)26/h13-14,16-17,25-26H,6-12H2,1-5H3,(H,23,24)

> <INCHI_KEY>
SAZREVKRZBBRGR-UHFFFAOYSA-N

> <FORMULA>
C22H36O7

> <MOLECULAR_WEIGHT>
412.523

> <EXACT_MASS>
412.246103499

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
44.91124493625826

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
11,15-dihydroxy-12,14-dimethoxy-2,6,10-trimethyl-13-oxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-6-carboxylic acid

> <ALOGPS_LOGP>
2.07

> <JCHEM_LOGP>
2.9262917109999993

> <ALOGPS_LOGS>
-3.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.428653246734683

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.190800754070514

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9047165014062295

> <JCHEM_POLAR_SURFACE_AREA>
105.45000000000002

> <JCHEM_REFRACTIVITY>
103.58399999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.89e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11,15-dihydroxy-12,14-dimethoxy-2,6,10-trimethyl-13-oxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-6-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0      -7.139  -1.573   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -5.613  -1.363   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -4.668  -2.579   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -5.096  -4.058   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -3.822  -4.922   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -3.771  -6.461   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -5.079  -7.274   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.606  -3.977   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.237  -5.472   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.090  -4.248   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.670  -5.674   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.567  -5.696   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.949  -5.967   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.942  -4.790   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.419  -3.342   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.896  -1.893   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.412  -2.164   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.928  -2.436   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.451  -3.884   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.458  -5.061   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.240  -6.586   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.600  -6.094   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.276  -7.600   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       6.066  -5.622   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -0.097  -3.071   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.620  -1.622   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.136  -1.351   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -3.129  -2.529   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -3.801  -1.143   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   28                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    5    9   10   28                                             
CONECT    9    8                                                            
CONECT   10    8   11   12   25                                             
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   20                                                  
CONECT   15   14   16   17   25                                             
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   14   21   22                                             
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   15   10   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27    3    8   29                                             
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

View in JSmol

Synonyms

Value	Source
11,15-Dihydroxy-12,14-dimethoxy-2,6,10-trimethyl-13-oxatetracyclo[8.7.0.0,.0,]heptadecane-6-carboxylate	Generator
11,15-Dihydroxy-12,14-dimethoxy-2,6,10-trimethyl-13-oxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-6-carboxylate	Generator

Chemical Formula

C₂₂H₃₆O₇

Average Mass

412.5230 Da

Monoisotopic Mass

412.24610 Da

IUPAC Name

11,15-dihydroxy-12,14-dimethoxy-2,6,10-trimethyl-13-oxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-6-carboxylic acid

Traditional Name

11,15-dihydroxy-12,14-dimethoxy-2,6,10-trimethyl-13-oxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-6-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1OC(OC)C2(O)C1(O)CCC1C3(C)CCCC(C)(C3CCC21C)C(O)=O

InChI Identifier

InChI=1S/C22H36O7/c1-18-9-6-10-19(2,15(23)24)13(18)7-11-20(3)14(18)8-12-21(25)16(27-4)29-17(28-5)22(20,21)26/h13-14,16-17,25-26H,6-12H2,1-5H3,(H,23,24)

InChI Key

SAZREVKRZBBRGR-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Spongia matamata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4-carboxy steroids. These are steroid compounds that carry a carboxyl group at the C4-atom of the steroid backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid acids

Direct Parent

4-carboxy steroids

Alternative Parents

Substituents

Diterpenoid
4-carboxy steroid
Spongiane diterpenoid
14-hydroxysteroid
Hydroxysteroid
16-oxasteroid
Glycosyl compound
O-glycosyl compound
Monosaccharide
Cyclic alcohol
Tetrahydrofuran
Tertiary alcohol
1,2-diol
Acetal
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Alcohol
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.07	ALOGPS
logP	2.93	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	4.19	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	105.45 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	103.58 m³·mol⁻¹	ChemAxon
Polarizability	44.91 Å³	ChemAxon
Number of Rings	4	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

73805614

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3a,11a-dihydroxy-1,3-dimethoxy-3b,6,9a-trimethyl-decahydro-1h-phenanthro[1,2-c]furan-6-carboxylic acid (NP0257730)

MOL for NP0257730 (3a,11a-dihydroxy-1,3-dimethoxy-3b,6,9a-trimethyl-decahydro-1h-phenanthro[1,2-c]furan-6-carboxylic acid)

3D MOL for NP0257730 (3a,11a-dihydroxy-1,3-dimethoxy-3b,6,9a-trimethyl-decahydro-1h-phenanthro[1,2-c]furan-6-carboxylic acid)

3D SDF for NP0257730 (3a,11a-dihydroxy-1,3-dimethoxy-3b,6,9a-trimethyl-decahydro-1h-phenanthro[1,2-c]furan-6-carboxylic acid)

3D-SDF for NP0257730 (3a,11a-dihydroxy-1,3-dimethoxy-3b,6,9a-trimethyl-decahydro-1h-phenanthro[1,2-c]furan-6-carboxylic acid)

PDB for NP0257730 (3a,11a-dihydroxy-1,3-dimethoxy-3b,6,9a-trimethyl-decahydro-1h-phenanthro[1,2-c]furan-6-carboxylic acid)

3D PDB for NP0257730 (3a,11a-dihydroxy-1,3-dimethoxy-3b,6,9a-trimethyl-decahydro-1h-phenanthro[1,2-c]furan-6-carboxylic acid)

SMILES for NP0257730 (3a,11a-dihydroxy-1,3-dimethoxy-3b,6,9a-trimethyl-decahydro-1h-phenanthro[1,2-c]furan-6-carboxylic acid)

INCHI for NP0257730 (3a,11a-dihydroxy-1,3-dimethoxy-3b,6,9a-trimethyl-decahydro-1h-phenanthro[1,2-c]furan-6-carboxylic acid)

Structure for NP0257730 (3a,11a-dihydroxy-1,3-dimethoxy-3b,6,9a-trimethyl-decahydro-1h-phenanthro[1,2-c]furan-6-carboxylic acid)

3D Structure for NP0257730 (3a,11a-dihydroxy-1,3-dimethoxy-3b,6,9a-trimethyl-decahydro-1h-phenanthro[1,2-c]furan-6-carboxylic acid)