Natural Product: NPC208839

Natural Product ID:  NPC208839
Common Name:   Hirsutalin A
IUPAC Name:  
Synonyms:   Hirsutalin A
Molecular Formula:   C28H44O7
Standard InCHIKey:  LGCBXJHPKWYGGG-ZEOQMOKSSA-N
Standard InCHI:  InChI=1S/C28H44O7/c1-7-9-23(31)33-15-18(5)19-11-10-16(3)24-22-14-17(4)21(30)12-13-28(6,26(34-22)25(19)24)35-27(32)20(29)8-2/h10,18-22,24-26,29-30H,4,7-9,11-15H2,1-3,5-6H3/t18-,19+,20+,21-,22+,24+,25+,26+,28+/m0/s1
Canonical SMILES:  CCCC(=O)OC[C@@H]([C@H]1CC=C([C@H]2[C@@H]1[C@H]1O[C@@H]2CC(=C)[C@H](CC[C@@]1(C)OC(=O)[C@@H](CC)O)O)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
NPO16112 Cladiella hirsuta Species Alcyoniidae Eukaryota PMID[20979397]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 29000 nM 20979397
NPT81 Cell Line A549 Homo sapiens IC50 = 28000 nM 20979397
NPT1031 Cell Line Ca9-22 Homo sapiens IC50 = 35000 nM 20979397

  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 NPC208839 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
0.9419 High Similarity NPC309656
0.8966 High Similarity NPC321812
0.8966 High Similarity NPC322922
0.8621 High Similarity NPC239308
0.8605 High Similarity NPC77003
0.8556 High Similarity NPC92370
0.8462 Intermediate Similarity NPC291875
0.8427 Intermediate Similarity NPC196911
0.8427 Intermediate Similarity NPC471379
0.8409 Intermediate Similarity NPC5958
0.8391 Intermediate Similarity NPC118116
0.837 Intermediate Similarity NPC312471
0.837 Intermediate Similarity NPC471378
0.8333 Intermediate Similarity NPC475684
0.8295 Intermediate Similarity NPC103171
0.8247 Intermediate Similarity NPC272223
0.8242 Intermediate Similarity NPC44538
0.8152 Intermediate Similarity NPC470260
0.8152 Intermediate Similarity NPC75443
0.8152 Intermediate Similarity NPC476724
0.8152 Intermediate Similarity NPC476723
0.814 Intermediate Similarity NPC40049
0.81 Intermediate Similarity NPC258532
0.8085 Intermediate Similarity NPC122057
0.8085 Intermediate Similarity NPC312805
0.8065 Intermediate Similarity NPC161560
0.8023 Intermediate Similarity NPC329626
0.8021 Intermediate Similarity NPC476720
0.7938 Intermediate Similarity NPC8803
0.7921 Intermediate Similarity NPC220964
0.7921 Intermediate Similarity NPC475676
0.7895 Intermediate Similarity NPC91251
0.7885 Intermediate Similarity NPC161816
0.7885 Intermediate Similarity NPC115257
0.7885 Intermediate Similarity NPC5103
0.7849 Intermediate Similarity NPC179659
0.7841 Intermediate Similarity NPC3852
0.7841 Intermediate Similarity NPC264610
0.783 Intermediate Similarity NPC469496
0.783 Intermediate Similarity NPC469463
0.783 Intermediate Similarity NPC469454
0.7822 Intermediate Similarity NPC69171
0.7822 Intermediate Similarity NPC474165
0.7822 Intermediate Similarity NPC4620
0.7816 Intermediate Similarity NPC293223
0.781 Intermediate Similarity NPC475668
0.781 Intermediate Similarity NPC473921
0.781 Intermediate Similarity NPC475480
0.7789 Intermediate Similarity NPC48732
0.7789 Intermediate Similarity NPC474761
0.7789 Intermediate Similarity NPC476004
0.7788 Intermediate Similarity NPC141350
0.7788 Intermediate Similarity NPC475922
0.7778 Intermediate Similarity NPC222303
0.7742 Intermediate Similarity NPC214315
0.7723 Intermediate Similarity NPC183571
0.7714 Intermediate Similarity NPC475134
0.7714 Intermediate Similarity NPC475563
0.7708 Intermediate Similarity NPC30515
0.7708 Intermediate Similarity NPC184463
0.7701 Intermediate Similarity NPC12696
0.7701 Intermediate Similarity NPC36479
0.77 Intermediate Similarity NPC167974
0.7692 Intermediate Similarity NPC233379
0.7692 Intermediate Similarity NPC474664
0.7692 Intermediate Similarity NPC14862
0.7685 Intermediate Similarity NPC474734
0.7685 Intermediate Similarity NPC470628
0.7685 Intermediate Similarity NPC474046
0.7685 Intermediate Similarity NPC259306
0.7684 Intermediate Similarity NPC246028
0.7684 Intermediate Similarity NPC307411
0.7677 Intermediate Similarity NPC473244
0.766 Intermediate Similarity NPC245004
0.7653 Intermediate Similarity NPC286612
0.7653 Intermediate Similarity NPC275310
0.7653 Intermediate Similarity NPC230347
0.7653 Intermediate Similarity NPC36954
0.7647 Intermediate Similarity NPC473694
0.7647 Intermediate Similarity NPC475334
0.7647 Intermediate Similarity NPC475623
0.7647 Intermediate Similarity NPC474775
0.7642 Intermediate Similarity NPC179798
0.7642 Intermediate Similarity NPC304180
0.7634 Intermediate Similarity NPC476725
0.7634 Intermediate Similarity NPC477746
0.7634 Intermediate Similarity NPC477747
0.7629 Intermediate Similarity NPC99653
0.7629 Intermediate Similarity NPC475912
0.7624 Intermediate Similarity NPC97435
0.7624 Intermediate Similarity NPC101067
0.7624 Intermediate Similarity NPC476134
0.7619 Intermediate Similarity NPC42662
0.7619 Intermediate Similarity NPC15218
0.7609 Intermediate Similarity NPC127917
0.7609 Intermediate Similarity NPC49208
0.7609 Intermediate Similarity NPC23748
0.7604 Intermediate Similarity NPC51004
0.7596 Intermediate Similarity NPC324327
0.7596 Intermediate Similarity NPC144854
0.7596 Intermediate Similarity NPC72813
0.7596 Intermediate Similarity NPC326994
0.7596 Intermediate Similarity NPC474421
0.7596 Intermediate Similarity NPC194620
0.7596 Intermediate Similarity NPC475176
0.7596 Intermediate Similarity NPC230541
0.7596 Intermediate Similarity NPC3316
0.7593 Intermediate Similarity NPC470919
0.7593 Intermediate Similarity NPC469877
0.7579 Intermediate Similarity NPC202672
0.7576 Intermediate Similarity NPC469528
0.7576 Intermediate Similarity NPC469369
0.7573 Intermediate Similarity NPC146731
0.7573 Intermediate Similarity NPC470104
0.7573 Intermediate Similarity NPC296950
0.7573 Intermediate Similarity NPC475335
0.7573 Intermediate Similarity NPC80809
0.7573 Intermediate Similarity NPC201144
0.7573 Intermediate Similarity NPC475331
0.7573 Intermediate Similarity NPC121518
0.7573 Intermediate Similarity NPC181104
0.7573 Intermediate Similarity NPC103298
0.7573 Intermediate Similarity NPC288502
0.757 Intermediate Similarity NPC302146
0.7556 Intermediate Similarity NPC86971
0.7553 Intermediate Similarity NPC311163
0.7551 Intermediate Similarity NPC81386
0.7551 Intermediate Similarity NPC178949
0.7551 Intermediate Similarity NPC96736
0.7551 Intermediate Similarity NPC472360
0.7551 Intermediate Similarity NPC472416
0.7551 Intermediate Similarity NPC476716
0.7551 Intermediate Similarity NPC474035
0.7551 Intermediate Similarity NPC469491
0.7549 Intermediate Similarity NPC283567
0.7549 Intermediate Similarity NPC472552
0.7547 Intermediate Similarity NPC127153
0.7528 Intermediate Similarity NPC476703
0.7527 Intermediate Similarity NPC474776
0.7527 Intermediate Similarity NPC475963
0.7527 Intermediate Similarity NPC151176
0.7527 Intermediate Similarity NPC295799
0.7527 Intermediate Similarity NPC3464
0.7527 Intermediate Similarity NPC102048
0.7526 Intermediate Similarity NPC475972
0.7526 Intermediate Similarity NPC124374
0.7526 Intermediate Similarity NPC208886
0.7526 Intermediate Similarity NPC473675
0.7526 Intermediate Similarity NPC12172
0.7526 Intermediate Similarity NPC471747
0.7525 Intermediate Similarity NPC38855
0.7524 Intermediate Similarity NPC472217
0.7524 Intermediate Similarity NPC472219
0.7524 Intermediate Similarity NPC154608
0.7524 Intermediate Similarity NPC192813
0.7524 Intermediate Similarity NPC55972
0.7524 Intermediate Similarity NPC277017
0.7524 Intermediate Similarity NPC327286
0.7524 Intermediate Similarity NPC169888
0.7524 Intermediate Similarity NPC472218
0.7524 Intermediate Similarity NPC217921
0.7524 Intermediate Similarity NPC135015
0.7524 Intermediate Similarity NPC128795
0.7524 Intermediate Similarity NPC48548
0.7523 Intermediate Similarity NPC179626
0.75 Intermediate Similarity NPC20946
0.75 Intermediate Similarity NPC9303
0.75 Intermediate Similarity NPC475032
0.75 Intermediate Similarity NPC475033
0.75 Intermediate Similarity NPC51978
0.75 Intermediate Similarity NPC293658
0.75 Intermediate Similarity NPC60315
0.75 Intermediate Similarity NPC475802
0.75 Intermediate Similarity NPC475414
0.75 Intermediate Similarity NPC98112
0.75 Intermediate Similarity NPC111348
0.75 Intermediate Similarity NPC56448
0.75 Intermediate Similarity NPC470263
0.75 Intermediate Similarity NPC173172
0.75 Intermediate Similarity NPC239547
0.75 Intermediate Similarity NPC473564
0.75 Intermediate Similarity NPC124246
0.75 Intermediate Similarity NPC125551
0.75 Intermediate Similarity NPC309503
0.75 Intermediate Similarity NPC91197
0.75 Intermediate Similarity NPC155319
0.75 Intermediate Similarity NPC133450
0.75 Intermediate Similarity NPC127609
0.75 Intermediate Similarity NPC16313
0.75 Intermediate Similarity NPC474410
0.75 Intermediate Similarity NPC96597
0.7477 Intermediate Similarity NPC317107
0.7476 Intermediate Similarity NPC475321
0.7476 Intermediate Similarity NPC99266
0.7475 Intermediate Similarity NPC270013
0.7475 Intermediate Similarity NPC14961
0.7475 Intermediate Similarity NPC107476
0.7474 Intermediate Similarity NPC474765
0.7473 Intermediate Similarity NPC103634
0.7455 Intermediate Similarity NPC473590

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC208839 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
0.7245 Intermediate Similarity NPD6698 Approved
0.7245 Intermediate Similarity NPD46 Approved
0.7172 Intermediate Similarity NPD7983 Approved
0.7156 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD5344 Discontinued
0.7113 Intermediate Similarity NPD4251 Approved
0.7113 Intermediate Similarity NPD4250 Approved
0.7103 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.71 Intermediate Similarity NPD5778 Approved
0.71 Intermediate Similarity NPD5779 Approved
0.7087 Intermediate Similarity NPD4225 Approved
0.7071 Intermediate Similarity NPD7838 Discovery
0.7019 Intermediate Similarity NPD7640 Approved
0.7019 Intermediate Similarity NPD7639 Approved
0.701 Intermediate Similarity NPD4249 Approved
0.6939 Remote Similarity NPD7524 Approved
0.6931 Remote Similarity NPD6399 Phase 3
0.6923 Remote Similarity NPD7638 Approved
0.6923 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6915 Remote Similarity NPD4820 Approved
0.6915 Remote Similarity NPD4822 Approved
0.6915 Remote Similarity NPD4819 Approved
0.6915 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6915 Remote Similarity NPD4821 Approved
0.6881 Remote Similarity NPD6686 Approved
0.6875 Remote Similarity NPD4632 Approved
0.6875 Remote Similarity NPD6110 Phase 1
0.6832 Remote Similarity NPD7637 Suspended
0.6827 Remote Similarity NPD6084 Phase 2
0.6827 Remote Similarity NPD6083 Phase 2
0.6804 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6789 Remote Similarity NPD6412 Phase 2
0.6786 Remote Similarity NPD6053 Discontinued
0.6757 Remote Similarity NPD6371 Approved
0.6702 Remote Similarity NPD4268 Approved
0.6702 Remote Similarity NPD4271 Approved
0.6701 Remote Similarity NPD6695 Phase 3
0.6701 Remote Similarity NPD7154 Phase 3
0.6701 Remote Similarity NPD5362 Discontinued
0.6699 Remote Similarity NPD5282 Discontinued
0.6698 Remote Similarity NPD6648 Approved
0.6697 Remote Similarity NPD6675 Approved
0.6697 Remote Similarity NPD7128 Approved
0.6697 Remote Similarity NPD6402 Approved
0.6697 Remote Similarity NPD5739 Approved
0.6667 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6319 Approved
0.6637 Remote Similarity NPD8297 Approved
0.6635 Remote Similarity NPD5695 Phase 3
0.6634 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6634 Remote Similarity NPD6101 Approved
0.661 Remote Similarity NPD8517 Approved
0.661 Remote Similarity NPD8513 Phase 3
0.661 Remote Similarity NPD8516 Approved
0.661 Remote Similarity NPD8515 Approved
0.6583 Remote Similarity NPD7492 Approved
0.6577 Remote Similarity NPD7320 Approved
0.6577 Remote Similarity NPD6899 Approved
0.6577 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6577 Remote Similarity NPD6881 Approved
0.6571 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6566 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6552 Remote Similarity NPD6009 Approved
0.6552 Remote Similarity NPD7115 Discovery
0.6535 Remote Similarity NPD5737 Approved
0.6535 Remote Similarity NPD6672 Approved
0.6531 Remote Similarity NPD5331 Approved
0.6531 Remote Similarity NPD5332 Approved
0.6529 Remote Similarity NPD6616 Approved
0.6525 Remote Similarity NPD6054 Approved
0.6525 Remote Similarity NPD6059 Approved
0.6518 Remote Similarity NPD6372 Approved
0.6518 Remote Similarity NPD6373 Approved
0.6505 Remote Similarity NPD6411 Approved
0.65 Remote Similarity NPD7604 Phase 2
0.6495 Remote Similarity NPD4790 Discontinued
0.6495 Remote Similarity NPD5369 Approved
0.6486 Remote Similarity NPD5701 Approved
0.6486 Remote Similarity NPD5697 Approved
0.6475 Remote Similarity NPD7078 Approved
0.6475 Remote Similarity NPD8293 Discontinued
0.6471 Remote Similarity NPD5983 Phase 2
0.6465 Remote Similarity NPD4786 Approved
0.646 Remote Similarity NPD7290 Approved
0.646 Remote Similarity NPD7102 Approved
0.646 Remote Similarity NPD6883 Approved
0.6449 Remote Similarity NPD5696 Approved
0.6436 Remote Similarity NPD7750 Discontinued
0.6429 Remote Similarity NPD4270 Approved
0.6429 Remote Similarity NPD4269 Approved
0.6429 Remote Similarity NPD6011 Approved
0.6429 Remote Similarity NPD6435 Approved
0.6429 Remote Similarity NPD3667 Approved
0.6423 Remote Similarity NPD7736 Approved
0.6422 Remote Similarity NPD7632 Discontinued
0.6417 Remote Similarity NPD6370 Approved
0.641 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6404 Remote Similarity NPD8130 Phase 1
0.6404 Remote Similarity NPD6847 Approved
0.6404 Remote Similarity NPD6649 Approved
0.6404 Remote Similarity NPD6869 Approved
0.6404 Remote Similarity NPD6617 Approved
0.6404 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6404 Remote Similarity NPD6650 Approved
0.64 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6396 Remote Similarity NPD6008 Approved
0.6393 Remote Similarity NPD6336 Discontinued
0.6392 Remote Similarity NPD6931 Approved
0.6392 Remote Similarity NPD6930 Phase 2
0.6381 Remote Similarity NPD7748 Approved
0.6372 Remote Similarity NPD6012 Approved
0.6372 Remote Similarity NPD6014 Approved
0.6372 Remote Similarity NPD6013 Approved
0.6372 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6364 Remote Similarity NPD8328 Phase 3
0.6356 Remote Similarity NPD7328 Approved
0.6356 Remote Similarity NPD7327 Approved
0.6355 Remote Similarity NPD7902 Approved
0.6354 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6348 Remote Similarity NPD6882 Approved
0.6346 Remote Similarity NPD7515 Phase 2
0.6341 Remote Similarity NPD8074 Phase 3
0.6337 Remote Similarity NPD7521 Approved
0.6337 Remote Similarity NPD6684 Approved
0.6337 Remote Similarity NPD5330 Approved
0.6337 Remote Similarity NPD6098 Approved
0.6337 Remote Similarity NPD7334 Approved
0.6337 Remote Similarity NPD5786 Approved
0.6337 Remote Similarity NPD7146 Approved
0.6337 Remote Similarity NPD6409 Approved
0.6333 Remote Similarity NPD7503 Approved
0.6333 Remote Similarity NPD6015 Approved
0.6333 Remote Similarity NPD8033 Approved
0.6333 Remote Similarity NPD6016 Approved
0.6322 Remote Similarity NPD368 Approved
0.6316 Remote Similarity NPD6933 Approved
0.6316 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6311 Remote Similarity NPD4753 Phase 2
0.6311 Remote Similarity NPD1695 Approved
0.6311 Remote Similarity NPD6904 Approved
0.6311 Remote Similarity NPD6080 Approved
0.6311 Remote Similarity NPD6673 Approved
0.6311 Remote Similarity NPD6051 Approved
0.6303 Remote Similarity NPD7516 Approved
0.63 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6293 Remote Similarity NPD8133 Approved
0.6289 Remote Similarity NPD6929 Approved
0.6281 Remote Similarity NPD5988 Approved
0.6275 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6273 Remote Similarity NPD5211 Phase 2
0.6262 Remote Similarity NPD7839 Suspended
0.626 Remote Similarity NPD7507 Approved
0.625 Remote Similarity NPD8294 Approved
0.625 Remote Similarity NPD8377 Approved
0.6238 Remote Similarity NPD1696 Phase 3
0.6238 Remote Similarity NPD5363 Approved
0.6224 Remote Similarity NPD5368 Approved
0.6224 Remote Similarity NPD7525 Registered
0.6224 Remote Similarity NPD4252 Approved
0.6214 Remote Similarity NPD6903 Approved
0.6214 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6211 Remote Similarity NPD7339 Approved
0.6211 Remote Similarity NPD6942 Approved
0.6204 Remote Similarity NPD4755 Approved
0.6198 Remote Similarity NPD8378 Approved
0.6198 Remote Similarity NPD8379 Approved
0.6198 Remote Similarity NPD8335 Approved
0.6198 Remote Similarity NPD8380 Approved
0.6198 Remote Similarity NPD8296 Approved
0.619 Remote Similarity NPD5693 Phase 1
0.619 Remote Similarity NPD7087 Discontinued
0.619 Remote Similarity NPD6050 Approved
0.618 Remote Similarity NPD3197 Phase 1
0.6176 Remote Similarity NPD5279 Phase 3
0.6174 Remote Similarity NPD4634 Approved
0.6168 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6161 Remote Similarity NPD5141 Approved
0.616 Remote Similarity NPD6033 Approved
0.6154 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6146 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6142 Remote Similarity NPD7260 Phase 2
0.6139 Remote Similarity NPD3665 Phase 1
0.6139 Remote Similarity NPD3133 Approved
0.6139 Remote Similarity NPD3666 Approved
0.6111 Remote Similarity NPD7319 Approved
0.6105 Remote Similarity NPD6926 Approved
0.6105 Remote Similarity NPD6924 Approved
0.61 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6095 Remote Similarity NPD5692 Phase 3
0.6095 Remote Similarity NPD5785 Approved
0.6095 Remote Similarity NPD3168 Discontinued
0.6091 Remote Similarity NPD4700 Approved
0.6091 Remote Similarity NPD4696 Approved
0.6091 Remote Similarity NPD5285 Approved
0.6091 Remote Similarity NPD5286 Approved
0.6083 Remote Similarity NPD6335 Approved
0.6082 Remote Similarity NPD6925 Approved
0.6082 Remote Similarity NPD5776 Phase 2
0.6078 Remote Similarity NPD6893 Approved
0.6078 Remote Similarity NPD5329 Approved

Structure

External Identifiers

PubChem CID   50900038
ChEMBL   CHEMBL1631447
ZINC  

Physicochemical Properties

Molecular Weight:  492.31
ALogP:  -0.8322
MLogP:  3.77
XLogP:  3.444
# Rotatable Bonds:  17
Polar Surface Area:  102.29
# H-Bond Aceptor:  7
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  35

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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