NP-MRD: Showing NP-Card for astrogorgiadiol b (NP0273609)

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Record Information

Version

2.0

Created at

2022-09-08 20:42:25 UTC

Updated at

2022-09-08 20:42:26 UTC

NP-MRD ID

NP0273609

Secondary Accession Numbers

None

Natural Product Identification

Common Name

astrogorgiadiol b

Description

Astrogorgiadiol b belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Thus, astrogorgiadiol b is considered to be a secosteroid. Based on a literature review very few articles have been published on Astrogorgiadiol b.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082222422D          

 29 31  0  0  1  0            999 V2000
   -6.8397    2.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5847    3.2662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1368    3.8793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8818    4.6639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0748    4.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8199    5.6201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5228    4.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7777    3.4377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2257    2.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4187    2.9962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8667    2.3831    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0597    2.5546    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6472    3.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8403    3.0975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7540    2.2771    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0396    1.8646    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0396    1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3251    2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3894    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1039    2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8183    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5328    2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8183    1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5077    1.9415    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8946    1.3895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7626    1.1569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5696    0.9854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1217    1.5984    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9286    1.4269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 15 24  1  0  0  0  0
 12 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 11 28  1  0  0  0  0
 28 29  1  1  0  0  0
M  END

     RDKit          3D

 73 75  0  0  0  0  0  0  0  0999 V2000
   -6.3142   -1.1151    1.0587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5175    0.2640    0.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6219    0.9695    1.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8636    2.2312    0.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0291    2.8131   -0.3729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3458    4.0928   -0.7860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9557    2.0995   -0.8239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6597    0.8007   -0.3855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4678    0.0897   -0.8986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3049    0.1481    0.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0779   -0.5783   -0.4784 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9315   -0.5070    0.4733 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5558    0.8457    0.9259 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7960    0.5570    1.5416 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3935   -0.4969    0.6350 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6987   -0.0343    0.0285 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2289   -1.0955   -0.8825 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7082    0.2898    1.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9922    0.8521    0.6194 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8943    0.1195   -0.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1523    1.0398   -0.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1407    0.3666   -1.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7391    1.3522    0.9236 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3429   -0.9258   -0.3020 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3202   -0.3085   -1.6542 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1557   -2.4200   -0.4461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2236   -2.9085   -0.1309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3445   -2.0576   -0.6720 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4500   -2.3579    0.1611 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2811   -1.4987    1.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1018   -1.7803    0.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5995   -1.1682    1.8802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2921    0.5489    1.7412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7373    2.7819    0.9406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9991    4.9282   -0.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2947    2.5464   -1.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1392    0.5775   -1.8656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7237   -0.9419   -1.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0156    1.2224    0.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6091   -0.2206    1.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8997   -0.1357   -1.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1145   -1.1518    1.3303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2445    1.1771    1.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4966    1.6139    0.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5683    0.0974    2.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3884    1.4538    1.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6698   -1.3738    1.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5339    0.9442   -0.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4973   -1.9424   -1.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5142   -0.7967   -1.8849 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1127   -1.6381   -0.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8677   -0.6654    1.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2864    1.0599    1.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7977    1.9017    0.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6451    1.1549    1.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2979   -0.8239    0.1244 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5372   -0.0833   -1.3097 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8535    1.9980   -0.8996 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1821    0.6764   -1.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9764   -0.7272   -1.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9529    0.6149   -2.4210 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5846    0.5703    1.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3020    2.3153    1.3120 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8270    1.5618    0.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2835   -0.2412   -2.1436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0984    0.7374   -1.6525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2893   -0.9829   -2.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4015   -2.8009   -1.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8324   -2.9084    0.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3343   -3.1335    0.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3564   -3.9143   -0.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6498   -2.3192   -1.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5353   -3.3597    0.0845 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 21  1  0
 21 23  1  0
 21 20  1  0
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 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  2  0
  7  5  1  0
  5  6  1  0
  5  4  2  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
 11 28  1  0
 28 29  1  0
 28 27  1  0
 27 26  1  0
 26 24  1  0
 24 25  1  6
 24 15  1  0
 24 12  1  0
  2  8  1  0
 22 59  1  0
 22 60  1  0
 22 61  1  0
 21 58  1  0
 23 62  1  0
 23 63  1  0
 23 64  1  0
 20 56  1  0
 20 57  1  0
 19 54  1  0
 19 55  1  0
 18 52  1  0
 18 53  1  0
 16 48  1  6
 17 49  1  0
 17 50  1  0
 17 51  1  0
 15 47  1  1
 14 45  1  0
 14 46  1  0
 13 43  1  0
 13 44  1  0
 12 42  1  1
 11 41  1  6
 10 39  1  0
 10 40  1  0
  9 37  1  0
  9 38  1  0
  7 36  1  0
  6 35  1  0
  4 34  1  0
  3 33  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
 28 72  1  6
 29 73  1  0
 27 70  1  0
 27 71  1  0
 26 68  1  0
 26 69  1  0
 25 65  1  0
 25 66  1  0
 25 67  1  0
M  END


  Mrv1652309082222422D          

 29 31  0  0  1  0            999 V2000
   -6.8397    2.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5847    3.2662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1368    3.8793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8818    4.6639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0748    4.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8199    5.6201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5228    4.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7777    3.4377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2257    2.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4187    2.9962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8667    2.3831    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0597    2.5546    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6472    3.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8403    3.0975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7540    2.2771    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0396    1.8646    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0396    1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3251    2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3894    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1039    2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8183    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5328    2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8183    1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5077    1.9415    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8946    1.3895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7626    1.1569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5696    0.9854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1217    1.5984    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9286    1.4269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 15 24  1  0  0  0  0
 12 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 11 28  1  0  0  0  0
 28 29  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0273609

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H](CCC3=CC(O)=CC=C3C)[C@H](O)CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C27H44O2/c1-18(2)7-6-8-20(4)24-13-14-25-23(26(29)15-16-27(24,25)5)12-10-21-17-22(28)11-9-19(21)3/h9,11,17-18,20,23-26,28-29H,6-8,10,12-16H2,1-5H3/t20-,23+,24-,25+,26-,27-/m1/s1

> <INCHI_KEY>
RAIDHOLJIAWOMY-DKQGWWAXSA-N

> <FORMULA>
C27H44O2

> <MOLECULAR_WEIGHT>
400.647

> <EXACT_MASS>
400.334130657

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
50.99685129264612

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3aS,4S,5R,7aR)-4-[2-(5-hydroxy-2-methylphenyl)ethyl]-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-octahydro-1H-inden-5-ol

> <JCHEM_LOGP>
7.817292348666666

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.939947586215801

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.439574604630694

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8250729360151263

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
123.08809999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
astrogorgiadiol B

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0     -12.767   4.632   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -12.291   6.097   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -13.322   7.241   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -12.846   8.706   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -11.340   9.026   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0     -10.864  10.491   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0     -10.309   7.882   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -10.785   6.417   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -9.755   5.273   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -8.248   5.593   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -7.218   4.448   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.712   4.769   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.942   6.102   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.435   5.782   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.274   4.251   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.941   3.481   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.941   1.941   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.607   4.251   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.727   3.481   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.061   4.251   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.394   3.481   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.728   4.251   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.394   1.941   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.681   3.624   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.537   2.594   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.157   2.160   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -6.663   1.839   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -7.694   2.984   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -9.200   2.664   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    2    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   28                                                  
CONECT   12   11   13   24                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   24                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   15   12   25   26                                             
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   11   29                                                  
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Value	Source
Astrogorgiadiol	MeSH

Chemical Formula

C₂₇H₄₄O₂

Average Mass

400.6470 Da

Monoisotopic Mass

400.33413 Da

IUPAC Name

(1R,3aS,4S,5R,7aR)-4-[2-(5-hydroxy-2-methylphenyl)ethyl]-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-octahydro-1H-inden-5-ol

Traditional Name

astrogorgiadiol B

CAS Registry Number

Not Available

SMILES

CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H](CCC3=CC(O)=CC=C3C)[C@H](O)CC[C@]12C

InChI Identifier

InChI=1S/C27H44O2/c1-18(2)7-6-8-20(4)24-13-14-25-23(26(29)15-16-27(24,25)5)12-10-21-17-22(28)11-9-19(21)3/h9,11,17-18,20,23-26,28-29H,6-8,10,12-16H2,1-5H3/t20-,23+,24-,25+,26-,27-/m1/s1

InChI Key

RAIDHOLJIAWOMY-DKQGWWAXSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
P-cresol
1-hydroxy-2-unsubstituted benzenoid
Toluene
Phenol
Benzenoid
Monocyclic benzene moiety
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Vitamin D3 and derivatives (LMST03020242 )

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	7.82	ChemAxon
pKa (Strongest Acidic)	10.44	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	123.09 m³·mol⁻¹	ChemAxon
Polarizability	51 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

4446816

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5283727

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for astrogorgiadiol b (NP0273609)

MOL for NP0273609 (astrogorgiadiol b)

3D MOL for NP0273609 (astrogorgiadiol b)

3D SDF for NP0273609 (astrogorgiadiol b)

3D-SDF for NP0273609 (astrogorgiadiol b)

PDB for NP0273609 (astrogorgiadiol b)

3D PDB for NP0273609 (astrogorgiadiol b)

SMILES for NP0273609 (astrogorgiadiol b)

INCHI for NP0273609 (astrogorgiadiol b)

Structure for NP0273609 (astrogorgiadiol b)

3D Structure for NP0273609 (astrogorgiadiol b)