Natural Product: NPC288952

Natural Product ID:  NPC288952
Common Name:   Mooloolaldehyde
IUPAC Name:   [(1S,5aR,5bS,7aS,11aS,11bR,13aS,13bR)-5b-formyl-8,8,11a,13a-tetramethyl-1,4,5,5a,6,7,7a,9,10,11,11b,12,13,13b-tetradecahydrophenanthro[1,2-g][2]benzofuran-1-yl] acetate
Synonyms:   Mooloolaldehyde
Molecular Formula:   C27H40O4
Standard InCHIKey:  ALLBSDUYSQKVMA-JVSCOPQDSA-N
Standard InCHI:  InChI=1S/C27H40O4/c1-17(29)31-23-22-18(15-30-23)7-8-20-26(22,5)13-9-21-25(4)12-6-11-24(2,3)19(25)10-14-27(20,21)16-28/h15-16,19-23H,6-14H2,1-5H3/t19-,20+,21+,22+,23-,25-,26-,27+/m0/s1
Canonical SMILES:  O=C[C@]12CC[C@@H]3[C@]([C@H]2CC[C@]2([C@H]1CCC1=CO[C@H]([C@H]21)OC(=O)C)C)(C)CCCC3(C)C
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO20034 Hyattella intestinalis Species Spongiidae Eukaryota Inner Gneerings, a group of shoals off Mooloolaba (Australia) 2005-JUL PMID[17125226]
NPO17690 Sideritis sventenii Species Lamiaceae Eukaryota UNPD*
NPO12814 Daphne retusa Species Thymelaeaceae Eukaryota UNPD*
NPO19595 Lathyrus chloranthus Species Fabaceae Eukaryota UNPD*
NPO16397 Didymocarpus oblonga Species Gesneriaceae Eukaryota UNPD*
NPO19439 Calea zacatechichi Species Asteraceae Eukaryota UNPD*
NPO19735 Euonymus pellucidifolius Species Celastraceae Eukaryota UNPD*
NPO18198 Selaginella willdenowii Species Selaginellaceae Eukaryota UNPD*
NPO21265 Teucrium webbianum Species Lamiaceae Eukaryota UNPD*
NPO19293 Tabebuia cassinoides Species Bignoniaceae Eukaryota UNPD*
NPO21592 Urtica circularis Species Urticaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT168 Cell Line P388 Mus musculus IC50 = 3 ug/ml 17125226

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC288952 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9101 High Similarity NPC164750
0.8315 Intermediate Similarity NPC144069
0.8272 Intermediate Similarity NPC12680
0.8043 Intermediate Similarity NPC120539
0.7957 Intermediate Similarity NPC163902
0.7957 Intermediate Similarity NPC246860
0.7895 Intermediate Similarity NPC325960
0.7895 Intermediate Similarity NPC319692
0.7831 Intermediate Similarity NPC279241
0.7812 Intermediate Similarity NPC204054
0.7812 Intermediate Similarity NPC257726
0.7791 Intermediate Similarity NPC63020
0.7778 Intermediate Similarity NPC98270
0.7766 Intermediate Similarity NPC267266
0.7766 Intermediate Similarity NPC277721
0.7701 Intermediate Similarity NPC471475
0.7692 Intermediate Similarity NPC244174
0.7667 Intermediate Similarity NPC475509
0.7667 Intermediate Similarity NPC312660
0.7629 Intermediate Similarity NPC476768
0.7629 Intermediate Similarity NPC97867
0.7619 Intermediate Similarity NPC36310
0.7582 Intermediate Similarity NPC2709
0.7579 Intermediate Similarity NPC475061
0.7579 Intermediate Similarity NPC470656
0.7556 Intermediate Similarity NPC471037
0.7556 Intermediate Similarity NPC170862
0.7527 Intermediate Similarity NPC474474
0.7527 Intermediate Similarity NPC4309
0.7527 Intermediate Similarity NPC224145
0.75 Intermediate Similarity NPC134077
0.75 Intermediate Similarity NPC72343
0.7475 Intermediate Similarity NPC477720
0.7473 Intermediate Similarity NPC71626
0.7471 Intermediate Similarity NPC68828
0.7449 Intermediate Similarity NPC158347
0.7447 Intermediate Similarity NPC50070
0.7447 Intermediate Similarity NPC474700
0.7444 Intermediate Similarity NPC142683
0.7419 Intermediate Similarity NPC33768
0.7419 Intermediate Similarity NPC46912
0.7419 Intermediate Similarity NPC162107
0.7419 Intermediate Similarity NPC265580
0.7416 Intermediate Similarity NPC267517
0.7416 Intermediate Similarity NPC170038
0.7416 Intermediate Similarity NPC104545
0.74 Intermediate Similarity NPC63249
0.7396 Intermediate Similarity NPC474185
0.7391 Intermediate Similarity NPC474971
0.7391 Intermediate Similarity NPC201655
0.7368 Intermediate Similarity NPC474728
0.7368 Intermediate Similarity NPC169933
0.7368 Intermediate Similarity NPC101651
0.7368 Intermediate Similarity NPC159748
0.7363 Intermediate Similarity NPC200752
0.7356 Intermediate Similarity NPC246445
0.7356 Intermediate Similarity NPC476601
0.7353 Intermediate Similarity NPC476764
0.7353 Intermediate Similarity NPC476763
0.734 Intermediate Similarity NPC474845
0.7327 Intermediate Similarity NPC94919
0.7326 Intermediate Similarity NPC255168
0.732 Intermediate Similarity NPC41649
0.7312 Intermediate Similarity NPC329943
0.7312 Intermediate Similarity NPC118266
0.7312 Intermediate Similarity NPC472505
0.7312 Intermediate Similarity NPC10005
0.7312 Intermediate Similarity NPC12774
0.7312 Intermediate Similarity NPC471042
0.7312 Intermediate Similarity NPC2783
0.7312 Intermediate Similarity NPC9892
0.7312 Intermediate Similarity NPC91525
0.7303 Intermediate Similarity NPC199595
0.7303 Intermediate Similarity NPC192744
0.7303 Intermediate Similarity NPC118987
0.7292 Intermediate Similarity NPC470590
0.7292 Intermediate Similarity NPC285184
0.7292 Intermediate Similarity NPC474631
0.7292 Intermediate Similarity NPC77099
0.7292 Intermediate Similarity NPC60755
0.7292 Intermediate Similarity NPC160506
0.7292 Intermediate Similarity NPC471901
0.7292 Intermediate Similarity NPC65513
0.7282 Intermediate Similarity NPC476761
0.7282 Intermediate Similarity NPC476762
0.7282 Intermediate Similarity NPC476760
0.7263 Intermediate Similarity NPC469546
0.7263 Intermediate Similarity NPC475049
0.7263 Intermediate Similarity NPC293044
0.7255 Intermediate Similarity NPC476770
0.7245 Intermediate Similarity NPC280877
0.7234 Intermediate Similarity NPC264005
0.7234 Intermediate Similarity NPC269360
0.7222 Intermediate Similarity NPC473685
0.7222 Intermediate Similarity NPC476265
0.7222 Intermediate Similarity NPC304194
0.7222 Intermediate Similarity NPC474956
0.7222 Intermediate Similarity NPC274522
0.7222 Intermediate Similarity NPC477057
0.7216 Intermediate Similarity NPC473690
0.7216 Intermediate Similarity NPC151722
0.7216 Intermediate Similarity NPC287118
0.7216 Intermediate Similarity NPC471902
0.7216 Intermediate Similarity NPC475700
0.7209 Intermediate Similarity NPC161187
0.7209 Intermediate Similarity NPC330659
0.7209 Intermediate Similarity NPC244708
0.7204 Intermediate Similarity NPC294438
0.7204 Intermediate Similarity NPC264317
0.7191 Intermediate Similarity NPC476810
0.7191 Intermediate Similarity NPC4827
0.7191 Intermediate Similarity NPC260385
0.7191 Intermediate Similarity NPC110094
0.7191 Intermediate Similarity NPC280654
0.7188 Intermediate Similarity NPC120840
0.7188 Intermediate Similarity NPC113989
0.7188 Intermediate Similarity NPC477782
0.7188 Intermediate Similarity NPC328141
0.7176 Intermediate Similarity NPC91369
0.7174 Intermediate Similarity NPC324243
0.7174 Intermediate Similarity NPC175410
0.7174 Intermediate Similarity NPC245866
0.7174 Intermediate Similarity NPC472440
0.7172 Intermediate Similarity NPC112654
0.7172 Intermediate Similarity NPC317573
0.7159 Intermediate Similarity NPC92489
0.7159 Intermediate Similarity NPC89294
0.7158 Intermediate Similarity NPC1753
0.7158 Intermediate Similarity NPC472302
0.7158 Intermediate Similarity NPC474511
0.7158 Intermediate Similarity NPC16377
0.7158 Intermediate Similarity NPC474719
0.7143 Intermediate Similarity NPC209868
0.7143 Intermediate Similarity NPC36616
0.7143 Intermediate Similarity NPC475951
0.7143 Intermediate Similarity NPC477722
0.7143 Intermediate Similarity NPC269729
0.7143 Intermediate Similarity NPC88744
0.7143 Intermediate Similarity NPC474963
0.7143 Intermediate Similarity NPC230888
0.7143 Intermediate Similarity NPC290445
0.7128 Intermediate Similarity NPC471369
0.7128 Intermediate Similarity NPC187545
0.7128 Intermediate Similarity NPC324063
0.7128 Intermediate Similarity NPC264127
0.7126 Intermediate Similarity NPC166797
0.7115 Intermediate Similarity NPC475611
0.7113 Intermediate Similarity NPC477783
0.7113 Intermediate Similarity NPC179517
0.7113 Intermediate Similarity NPC165904
0.7113 Intermediate Similarity NPC475416
0.7111 Intermediate Similarity NPC305835
0.7111 Intermediate Similarity NPC327674
0.7111 Intermediate Similarity NPC201459
0.7111 Intermediate Similarity NPC16394
0.71 Intermediate Similarity NPC10057
0.71 Intermediate Similarity NPC76266
0.7097 Intermediate Similarity NPC471367
0.7097 Intermediate Similarity NPC74595
0.7097 Intermediate Similarity NPC263974
0.7097 Intermediate Similarity NPC264665
0.7097 Intermediate Similarity NPC156981
0.7083 Intermediate Similarity NPC470588
0.7083 Intermediate Similarity NPC251528
0.7083 Intermediate Similarity NPC213832
0.7083 Intermediate Similarity NPC198664
0.7083 Intermediate Similarity NPC57954
0.7083 Intermediate Similarity NPC271974
0.7083 Intermediate Similarity NPC274330
0.7083 Intermediate Similarity NPC24772
0.7083 Intermediate Similarity NPC247312
0.7083 Intermediate Similarity NPC30522
0.7083 Intermediate Similarity NPC471043
0.7083 Intermediate Similarity NPC143232
0.7083 Intermediate Similarity NPC116146
0.7083 Intermediate Similarity NPC220498
0.7079 Intermediate Similarity NPC471897
0.7079 Intermediate Similarity NPC238227
0.7079 Intermediate Similarity NPC84868
0.7079 Intermediate Similarity NPC66105
0.7079 Intermediate Similarity NPC107039
0.7079 Intermediate Similarity NPC471899
0.7075 Intermediate Similarity NPC91583
0.7075 Intermediate Similarity NPC240125
0.7075 Intermediate Similarity NPC473844
0.7075 Intermediate Similarity NPC51947
0.7075 Intermediate Similarity NPC476759
0.7075 Intermediate Similarity NPC112457
0.7071 Intermediate Similarity NPC274417
0.7071 Intermediate Similarity NPC195715
0.7065 Intermediate Similarity NPC69101
0.7065 Intermediate Similarity NPC200513
0.7065 Intermediate Similarity NPC251779
0.7059 Intermediate Similarity NPC178541
0.7059 Intermediate Similarity NPC471075
0.7059 Intermediate Similarity NPC295788
0.7053 Intermediate Similarity NPC173089
0.7053 Intermediate Similarity NPC134197
0.7053 Intermediate Similarity NPC158141
0.7048 Intermediate Similarity NPC287269

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC288952 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.7292 Intermediate Similarity NPD8034 Phase 2
0.7292 Intermediate Similarity NPD8035 Phase 2
0.7204 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7158 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7065 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.6979 Remote Similarity NPD5737 Approved
0.6979 Remote Similarity NPD6672 Approved
0.697 Remote Similarity NPD7748 Approved
0.697 Remote Similarity NPD7901 Clinical (unspecified phase)
0.697 Remote Similarity NPD7900 Approved
0.6947 Remote Similarity NPD7521 Approved
0.6947 Remote Similarity NPD6409 Approved
0.6947 Remote Similarity NPD7146 Approved
0.6947 Remote Similarity NPD7334 Approved
0.6947 Remote Similarity NPD5330 Approved
0.6947 Remote Similarity NPD6684 Approved
0.6869 Remote Similarity NPD6399 Phase 3
0.6804 Remote Similarity NPD6903 Approved
0.6768 Remote Similarity NPD7515 Phase 2
0.6765 Remote Similarity NPD7902 Approved
0.6705 Remote Similarity NPD5777 Approved
0.6667 Remote Similarity NPD6686 Approved
0.6667 Remote Similarity NPD8133 Approved
0.6632 Remote Similarity NPD4788 Approved
0.6598 Remote Similarity NPD6098 Approved
0.6574 Remote Similarity NPD6412 Phase 2
0.6566 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6566 Remote Similarity NPD6904 Approved
0.6566 Remote Similarity NPD6673 Approved
0.6566 Remote Similarity NPD6080 Approved
0.6471 Remote Similarity NPD7507 Approved
0.6442 Remote Similarity NPD6084 Phase 2
0.6442 Remote Similarity NPD6083 Phase 2
0.6408 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6392 Remote Similarity NPD4786 Approved
0.6392 Remote Similarity NPD3668 Phase 3
0.6364 Remote Similarity NPD3573 Approved
0.6354 Remote Similarity NPD3667 Approved
0.6348 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6311 Remote Similarity NPD7319 Approved
0.6306 Remote Similarity NPD8132 Clinical (unspecified phase)
0.63 Remote Similarity NPD5208 Approved
0.6275 Remote Similarity NPD5693 Phase 1
0.6275 Remote Similarity NPD6050 Approved
0.625 Remote Similarity NPD5695 Phase 3
0.6237 Remote Similarity NPD6117 Approved
0.6226 Remote Similarity NPD5696 Approved
0.6226 Remote Similarity NPD7638 Approved
0.6196 Remote Similarity NPD6113 Clinical (unspecified phase)
0.619 Remote Similarity NPD7732 Phase 3
0.6176 Remote Similarity NPD5692 Phase 3
0.617 Remote Similarity NPD6116 Phase 1
0.6168 Remote Similarity NPD7640 Approved
0.6168 Remote Similarity NPD7639 Approved
0.6167 Remote Similarity NPD8328 Phase 3
0.6154 Remote Similarity NPD6081 Approved
0.6146 Remote Similarity NPD4695 Discontinued
0.614 Remote Similarity NPD6882 Approved
0.6136 Remote Similarity NPD4224 Phase 2
0.6129 Remote Similarity NPD3702 Approved
0.6117 Remote Similarity NPD6411 Approved
0.6117 Remote Similarity NPD5694 Approved
0.6105 Remote Similarity NPD6114 Approved
0.6105 Remote Similarity NPD6697 Approved
0.6105 Remote Similarity NPD6118 Approved
0.6105 Remote Similarity NPD6115 Approved
0.6078 Remote Similarity NPD6051 Approved
0.6061 Remote Similarity NPD3133 Approved
0.6061 Remote Similarity NPD3665 Phase 1
0.6061 Remote Similarity NPD3666 Approved
0.6036 Remote Similarity NPD6402 Approved
0.6036 Remote Similarity NPD7128 Approved
0.6036 Remote Similarity NPD6008 Approved
0.6036 Remote Similarity NPD5739 Approved
0.6036 Remote Similarity NPD6675 Approved
0.6033 Remote Similarity NPD7122 Discontinued
0.6019 Remote Similarity NPD5207 Approved
0.6 Remote Similarity NPD6001 Approved
0.5968 Remote Similarity NPD7736 Approved
0.5957 Remote Similarity NPD8039 Approved
0.5941 Remote Similarity NPD3618 Phase 1
0.5938 Remote Similarity NPD3617 Approved
0.5929 Remote Similarity NPD6881 Approved
0.5929 Remote Similarity NPD7320 Approved
0.5929 Remote Similarity NPD6899 Approved
0.5922 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5922 Remote Similarity NPD4753 Phase 2
0.5922 Remote Similarity NPD6101 Approved
0.5922 Remote Similarity NPD5328 Approved
0.5918 Remote Similarity NPD1780 Approved
0.5918 Remote Similarity NPD1779 Approved
0.5888 Remote Similarity NPD4697 Phase 3
0.5888 Remote Similarity NPD7614 Phase 1
0.5888 Remote Similarity NPD5349 Clinical (unspecified phase)
0.5882 Remote Similarity NPD7328 Approved
0.5882 Remote Similarity NPD7327 Approved
0.5877 Remote Similarity NPD6372 Approved
0.5877 Remote Similarity NPD6373 Approved
0.5876 Remote Similarity NPD7645 Phase 2
0.587 Remote Similarity NPD4245 Approved
0.587 Remote Similarity NPD4789 Approved
0.587 Remote Similarity NPD4244 Approved
0.5868 Remote Similarity NPD8033 Approved
0.5859 Remote Similarity NPD4223 Phase 3
0.5859 Remote Similarity NPD4221 Approved
0.5856 Remote Similarity NPD6052 Approved
0.5842 Remote Similarity NPD5329 Approved
0.5842 Remote Similarity NPD1694 Approved
0.5841 Remote Similarity NPD5701 Approved
0.5841 Remote Similarity NPD5697 Approved
0.5833 Remote Similarity NPD7516 Approved
0.5826 Remote Similarity NPD7102 Approved
0.5826 Remote Similarity NPD6883 Approved
0.5826 Remote Similarity NPD7290 Approved
0.5812 Remote Similarity NPD7094 Approved
0.5812 Remote Similarity NPD6858 Approved
0.581 Remote Similarity NPD6079 Approved
0.581 Remote Similarity NPD5281 Approved
0.581 Remote Similarity NPD5284 Approved
0.5806 Remote Similarity NPD4808 Clinical (unspecified phase)
0.5806 Remote Similarity NPD4809 Clinical (unspecified phase)
0.58 Remote Similarity NPD7154 Phase 3
0.5798 Remote Similarity NPD7115 Discovery
0.5794 Remote Similarity NPD5654 Approved
0.5789 Remote Similarity NPD6011 Approved
0.5785 Remote Similarity NPD8294 Approved
0.5785 Remote Similarity NPD8377 Approved
0.5776 Remote Similarity NPD6869 Approved
0.5776 Remote Similarity NPD6847 Approved
0.5776 Remote Similarity NPD6650 Approved
0.5776 Remote Similarity NPD6649 Approved
0.5776 Remote Similarity NPD8130 Phase 1
0.5776 Remote Similarity NPD6617 Approved
0.5776 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5766 Remote Similarity NPD7632 Discontinued
0.5761 Remote Similarity NPD4137 Phase 3
0.5761 Remote Similarity NPD3698 Phase 2
0.5761 Remote Similarity NPD3699 Clinical (unspecified phase)
0.5761 Remote Similarity NPD3700 Clinical (unspecified phase)
0.576 Remote Similarity NPD8293 Discontinued
0.5747 Remote Similarity NPD1145 Discontinued
0.5743 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5743 Remote Similarity NPD4197 Approved
0.5739 Remote Similarity NPD6012 Approved
0.5739 Remote Similarity NPD6013 Approved
0.5739 Remote Similarity NPD6014 Approved
0.5738 Remote Similarity NPD8380 Approved
0.5738 Remote Similarity NPD8296 Approved
0.5738 Remote Similarity NPD8379 Approved
0.5738 Remote Similarity NPD7503 Approved
0.5738 Remote Similarity NPD8335 Approved
0.5738 Remote Similarity NPD8378 Approved
0.5726 Remote Similarity NPD8297 Approved
0.5702 Remote Similarity NPD6614 Approved
0.5702 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5699 Remote Similarity NPD4691 Approved
0.5699 Remote Similarity NPD4747 Approved
0.5691 Remote Similarity NPD6370 Approved
0.5688 Remote Similarity NPD5959 Approved
0.5667 Remote Similarity NPD6009 Approved
0.5667 Remote Similarity NPD3171 Clinical (unspecified phase)
0.5664 Remote Similarity NPD8170 Clinical (unspecified phase)
0.566 Remote Similarity NPD7637 Suspended
0.5657 Remote Similarity NPD7525 Registered
0.5652 Remote Similarity NPD3621 Clinical (unspecified phase)
0.5652 Remote Similarity NPD5360 Phase 3
0.5652 Remote Similarity NPD5361 Clinical (unspecified phase)
0.5648 Remote Similarity NPD5210 Approved
0.5648 Remote Similarity NPD4629 Approved
0.5645 Remote Similarity NPD6067 Discontinued
0.5636 Remote Similarity NPD4225 Approved
0.5631 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5631 Remote Similarity NPD4519 Discontinued
0.5631 Remote Similarity NPD4693 Phase 3
0.5631 Remote Similarity NPD4138 Approved
0.5631 Remote Similarity NPD4623 Approved
0.5631 Remote Similarity NPD4689 Approved
0.5631 Remote Similarity NPD4688 Approved
0.5631 Remote Similarity NPD5279 Phase 3
0.5631 Remote Similarity NPD4690 Approved
0.5631 Remote Similarity NPD5205 Approved
0.5625 Remote Similarity NPD7339 Approved
0.5625 Remote Similarity NPD2257 Approved
0.5625 Remote Similarity NPD6942 Approved
0.5607 Remote Similarity NPD5778 Approved
0.5607 Remote Similarity NPD4202 Approved
0.5607 Remote Similarity NPD5779 Approved
0.5603 Remote Similarity NPD4061 Clinical (unspecified phase)
0.56 Remote Similarity NPD7492 Approved

Structure

External Identifiers

PubChem CID   11994179
ChEMBL   CHEMBL469616
ZINC  

Physicochemical Properties

Molecular Weight:  428.29
ALogP:  0.9083
MLogP:  3.99
XLogP:  8.093
# Rotatable Bonds:  8
Polar Surface Area:  52.6
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  31

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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