Natural Product: NPC238667

Natural Product ID:  NPC238667
Common Name:   3-O-Deacetylluffasterol B
IUPAC Name:   2-[(1R,2R,5R)-2-[(1aS,4aS,7S,8aR)-7-hydroxy-4a-methyl-4-oxo-5,6,7,8-tetrahydro-1aH-naphtho[1,8a-b]oxiren-3-yl]-5-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-1-methylcyclopentyl]acetaldehyde
Synonyms:  
Molecular Formula:   C28H42O4
Standard InCHIKey:  CZZPXDDQEIHYNY-QIBDZGQISA-N
Standard InCHI:  InChI=1S/C28H42O4/c1-17(2)18(3)7-8-19(4)22-9-10-23(26(22,5)13-14-29)21-15-24-28(32-24)16-20(30)11-12-27(28,6)25(21)31/h7-8,14-15,17-20,22-24,30H,9-13,16H2,1-6H3/b8-7+/t18-,19+,20-,22+,23-,24-,26+,27+,28-/m0/s1
Canonical SMILES:  O=CC[C@]1(C)[C@H](CC[C@H]1C1=C[C@@H]2O[C@@]32[C@](C1=O)(C)CC[C@@H](C3)O)[C@@H](/C=C/[C@@H](C(C)C)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
NPO25507 Spongia agaricina Species Spongiidae Eukaryota PMID[9548857]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT170 Cell Line SK-MEL-28 Homo sapiens IC50 = 1 ug/ml 9722490
NPT81 Cell Line A549 Homo sapiens IC50 = 1 ug/ml 9722490
NPT139 Cell Line HT-29 Homo sapiens IC50 = 1 ug/ml 22439591
NPT168 Cell Line P388 Mus musculus IC50 = 1 ug/ml 19168262

  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 NPC238667 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
0.9813 High Similarity NPC474518
0.8803 High Similarity NPC293112
0.8793 High Similarity NPC11895
0.8793 High Similarity NPC469789
0.8772 High Similarity NPC476960
0.8707 High Similarity NPC170538
0.8644 High Similarity NPC473635
0.8621 High Similarity NPC67569
0.8559 High Similarity NPC81736
0.8559 High Similarity NPC8369
0.8559 High Similarity NPC172154
0.8547 High Similarity NPC470265
0.8547 High Similarity NPC23786
0.8545 High Similarity NPC476802
0.8545 High Similarity NPC89171
0.8496 Intermediate Similarity NPC122056
0.8482 Intermediate Similarity NPC474229
0.8475 Intermediate Similarity NPC204812
0.8462 Intermediate Similarity NPC310511
0.8435 Intermediate Similarity NPC469684
0.8421 Intermediate Similarity NPC470953
0.8417 Intermediate Similarity NPC287423
0.8411 Intermediate Similarity NPC112167
0.8403 Intermediate Similarity NPC32868
0.8403 Intermediate Similarity NPC241456
0.8396 Intermediate Similarity NPC111187
0.8396 Intermediate Similarity NPC190080
0.8378 Intermediate Similarity NPC177064
0.8376 Intermediate Similarity NPC476961
0.8376 Intermediate Similarity NPC476962
0.8362 Intermediate Similarity NPC470420
0.8362 Intermediate Similarity NPC709
0.8362 Intermediate Similarity NPC50774
0.8348 Intermediate Similarity NPC469794
0.8348 Intermediate Similarity NPC72772
0.8347 Intermediate Similarity NPC473620
0.8333 Intermediate Similarity NPC317210
0.8305 Intermediate Similarity NPC46570
0.8304 Intermediate Similarity NPC474243
0.8291 Intermediate Similarity NPC472667
0.8291 Intermediate Similarity NPC475520
0.8279 Intermediate Similarity NPC231529
0.8276 Intermediate Similarity NPC476959
0.8276 Intermediate Similarity NPC167606
0.8276 Intermediate Similarity NPC140055
0.8276 Intermediate Similarity NPC239273
0.8276 Intermediate Similarity NPC286528
0.8276 Intermediate Similarity NPC20302
0.8264 Intermediate Similarity NPC42399
0.825 Intermediate Similarity NPC8374
0.8246 Intermediate Similarity NPC277769
0.8246 Intermediate Similarity NPC476801
0.8235 Intermediate Similarity NPC107493
0.823 Intermediate Similarity NPC76084
0.822 Intermediate Similarity NPC251226
0.822 Intermediate Similarity NPC154491
0.822 Intermediate Similarity NPC474370
0.822 Intermediate Similarity NPC268530
0.8214 Intermediate Similarity NPC322903
0.8214 Intermediate Similarity NPC65941
0.8205 Intermediate Similarity NPC473720
0.8205 Intermediate Similarity NPC284707
0.819 Intermediate Similarity NPC270929
0.819 Intermediate Similarity NPC476963
0.819 Intermediate Similarity NPC270478
0.8182 Intermediate Similarity NPC249187
0.8182 Intermediate Similarity NPC120321
0.8182 Intermediate Similarity NPC247957
0.8174 Intermediate Similarity NPC25909
0.8167 Intermediate Similarity NPC120724
0.8167 Intermediate Similarity NPC55602
0.8165 Intermediate Similarity NPC112613
0.8165 Intermediate Similarity NPC207885
0.8165 Intermediate Similarity NPC224720
0.8165 Intermediate Similarity NPC476240
0.8165 Intermediate Similarity NPC476223
0.8158 Intermediate Similarity NPC470960
0.8158 Intermediate Similarity NPC207689
0.8151 Intermediate Similarity NPC4021
0.8151 Intermediate Similarity NPC159456
0.8142 Intermediate Similarity NPC257082
0.8142 Intermediate Similarity NPC285298
0.8136 Intermediate Similarity NPC473274
0.8136 Intermediate Similarity NPC472933
0.8136 Intermediate Similarity NPC61520
0.8136 Intermediate Similarity NPC264954
0.813 Intermediate Similarity NPC473593
0.8125 Intermediate Similarity NPC263729
0.812 Intermediate Similarity NPC53396
0.812 Intermediate Similarity NPC470493
0.812 Intermediate Similarity NPC470959
0.812 Intermediate Similarity NPC98249
0.812 Intermediate Similarity NPC243065
0.812 Intermediate Similarity NPC183580
0.812 Intermediate Similarity NPC476965
0.812 Intermediate Similarity NPC473656
0.812 Intermediate Similarity NPC312824
0.812 Intermediate Similarity NPC470492
0.8115 Intermediate Similarity NPC473253
0.8108 Intermediate Similarity NPC470297
0.8108 Intermediate Similarity NPC294259
0.8108 Intermediate Similarity NPC72255
0.8108 Intermediate Similarity NPC96268
0.8103 Intermediate Similarity NPC147912
0.8103 Intermediate Similarity NPC67259
0.8091 Intermediate Similarity NPC476081
0.8087 Intermediate Similarity NPC69291
0.8087 Intermediate Similarity NPC476163
0.8087 Intermediate Similarity NPC269530
0.8087 Intermediate Similarity NPC476964
0.8087 Intermediate Similarity NPC4573
0.8087 Intermediate Similarity NPC90952
0.8083 Intermediate Similarity NPC88326
0.8083 Intermediate Similarity NPC153700
0.8083 Intermediate Similarity NPC269642
0.8073 Intermediate Similarity NPC476274
0.807 Intermediate Similarity NPC472215
0.807 Intermediate Similarity NPC472214
0.807 Intermediate Similarity NPC253906
0.8067 Intermediate Similarity NPC143755
0.8067 Intermediate Similarity NPC79579
0.8067 Intermediate Similarity NPC184555
0.8056 Intermediate Similarity NPC126815
0.8056 Intermediate Similarity NPC291634
0.8053 Intermediate Similarity NPC189075
0.8053 Intermediate Similarity NPC476479
0.8053 Intermediate Similarity NPC275539
0.8051 Intermediate Similarity NPC329736
0.8051 Intermediate Similarity NPC153440
0.8051 Intermediate Similarity NPC146280
0.8051 Intermediate Similarity NPC186525
0.8051 Intermediate Similarity NPC124676
0.8037 Intermediate Similarity NPC316215
0.8036 Intermediate Similarity NPC470975
0.8036 Intermediate Similarity NPC257353
0.8036 Intermediate Similarity NPC60681
0.8036 Intermediate Similarity NPC1679
0.8036 Intermediate Similarity NPC103088
0.8036 Intermediate Similarity NPC470979
0.8036 Intermediate Similarity NPC128828
0.8034 Intermediate Similarity NPC154363
0.8034 Intermediate Similarity NPC471127
0.8034 Intermediate Similarity NPC298278
0.8034 Intermediate Similarity NPC190286
0.8034 Intermediate Similarity NPC234858
0.8034 Intermediate Similarity NPC148458
0.8018 Intermediate Similarity NPC476848
0.8018 Intermediate Similarity NPC159442
0.8018 Intermediate Similarity NPC168575
0.8017 Intermediate Similarity NPC312017
0.8017 Intermediate Similarity NPC159333
0.8017 Intermediate Similarity NPC472926
0.8017 Intermediate Similarity NPC473802
0.8017 Intermediate Similarity NPC472399
0.8017 Intermediate Similarity NPC9848
0.8017 Intermediate Similarity NPC473979
0.8016 Intermediate Similarity NPC478072
0.8 Intermediate Similarity NPC473256
0.8 Intermediate Similarity NPC317107
0.8 Intermediate Similarity NPC470878
0.8 Intermediate Similarity NPC471412
0.8 Intermediate Similarity NPC231240
0.8 Intermediate Similarity NPC474846
0.8 Intermediate Similarity NPC237190
0.8 Intermediate Similarity NPC469656
0.8 Intermediate Similarity NPC474315
0.8 Intermediate Similarity NPC469655
0.7984 Intermediate Similarity NPC221414
0.7984 Intermediate Similarity NPC470880
0.7984 Intermediate Similarity NPC104382
0.7984 Intermediate Similarity NPC175186
0.7983 Intermediate Similarity NPC5292
0.7983 Intermediate Similarity NPC475041
0.7983 Intermediate Similarity NPC236918
0.7983 Intermediate Similarity NPC312536
0.7983 Intermediate Similarity NPC473203
0.7983 Intermediate Similarity NPC156745
0.7983 Intermediate Similarity NPC42673
0.7982 Intermediate Similarity NPC474901
0.7982 Intermediate Similarity NPC475941
0.7982 Intermediate Similarity NPC469370
0.7982 Intermediate Similarity NPC5475
0.7982 Intermediate Similarity NPC216478
0.7982 Intermediate Similarity NPC472216
0.7982 Intermediate Similarity NPC87335
0.7982 Intermediate Similarity NPC173905
0.7982 Intermediate Similarity NPC284828
0.7967 Intermediate Similarity NPC298841
0.7966 Intermediate Similarity NPC134430
0.7966 Intermediate Similarity NPC58662
0.7966 Intermediate Similarity NPC55296
0.7966 Intermediate Similarity NPC10721
0.7966 Intermediate Similarity NPC472934
0.7966 Intermediate Similarity NPC472927
0.7965 Intermediate Similarity NPC473165
0.7965 Intermediate Similarity NPC91034
0.7965 Intermediate Similarity NPC220229
0.7965 Intermediate Similarity NPC110496
0.7965 Intermediate Similarity NPC472925
0.7965 Intermediate Similarity NPC475060

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC238667 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
0.8276 Intermediate Similarity NPD7115 Discovery
0.7769 Intermediate Similarity NPD6054 Approved
0.7768 Intermediate Similarity NPD5211 Phase 2
0.7759 Intermediate Similarity NPD4634 Approved
0.7757 Intermediate Similarity NPD6079 Approved
0.7748 Intermediate Similarity NPD5286 Approved
0.7748 Intermediate Similarity NPD4696 Approved
0.7748 Intermediate Similarity NPD5285 Approved
0.7739 Intermediate Similarity NPD6899 Approved
0.7739 Intermediate Similarity NPD6881 Approved
0.7719 Intermediate Similarity NPD6008 Approved
0.7698 Intermediate Similarity NPD7319 Approved
0.7692 Intermediate Similarity NPD6649 Approved
0.7692 Intermediate Similarity NPD6650 Approved
0.7652 Intermediate Similarity NPD5697 Approved
0.7642 Intermediate Similarity NPD6370 Approved
0.7636 Intermediate Similarity NPD4697 Phase 3
0.7632 Intermediate Similarity NPD5141 Approved
0.7623 Intermediate Similarity NPD6319 Approved
0.7611 Intermediate Similarity NPD5226 Approved
0.7611 Intermediate Similarity NPD5224 Approved
0.7611 Intermediate Similarity NPD4633 Approved
0.7611 Intermediate Similarity NPD5225 Approved
0.7607 Intermediate Similarity NPD6883 Approved
0.7607 Intermediate Similarity NPD7102 Approved
0.7607 Intermediate Similarity NPD7290 Approved
0.757 Intermediate Similarity NPD5328 Approved
0.7568 Intermediate Similarity NPD4755 Approved
0.7565 Intermediate Similarity NPD6402 Approved
0.7565 Intermediate Similarity NPD7128 Approved
0.7565 Intermediate Similarity NPD5739 Approved
0.7565 Intermediate Similarity NPD6675 Approved
0.7561 Intermediate Similarity NPD6016 Approved
0.7561 Intermediate Similarity NPD6015 Approved
0.7544 Intermediate Similarity NPD5174 Approved
0.7544 Intermediate Similarity NPD5175 Approved
0.7542 Intermediate Similarity NPD6617 Approved
0.7542 Intermediate Similarity NPD6869 Approved
0.7542 Intermediate Similarity NPD6847 Approved
0.7542 Intermediate Similarity NPD8130 Phase 1
0.7522 Intermediate Similarity NPD5223 Approved
0.7521 Intermediate Similarity NPD6372 Approved
0.7521 Intermediate Similarity NPD6373 Approved
0.7521 Intermediate Similarity NPD6013 Approved
0.7521 Intermediate Similarity NPD6014 Approved
0.7521 Intermediate Similarity NPD6012 Approved
0.752 Intermediate Similarity NPD7492 Approved
0.75 Intermediate Similarity NPD5988 Approved
0.75 Intermediate Similarity NPD7638 Approved
0.748 Intermediate Similarity NPD6059 Approved
0.7479 Intermediate Similarity NPD6882 Approved
0.7479 Intermediate Similarity NPD8297 Approved
0.7477 Intermediate Similarity NPD5221 Approved
0.7477 Intermediate Similarity NPD5222 Approved
0.7477 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.746 Intermediate Similarity NPD7507 Approved
0.746 Intermediate Similarity NPD6616 Approved
0.7436 Intermediate Similarity NPD6011 Approved
0.7436 Intermediate Similarity NPD7320 Approved
0.7434 Intermediate Similarity NPD4700 Approved
0.7434 Intermediate Similarity NPD7640 Approved
0.7434 Intermediate Similarity NPD7639 Approved
0.7417 Intermediate Similarity NPD4632 Approved
0.7411 Intermediate Similarity NPD5173 Approved
0.7402 Intermediate Similarity NPD7078 Approved
0.7373 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.735 Intermediate Similarity NPD5701 Approved
0.7344 Intermediate Similarity NPD7736 Approved
0.7333 Intermediate Similarity NPD6053 Discontinued
0.7311 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7302 Intermediate Similarity NPD7604 Phase 2
0.729 Intermediate Similarity NPD3618 Phase 1
0.7288 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7288 Intermediate Similarity NPD4730 Approved
0.7288 Intermediate Similarity NPD4729 Approved
0.7236 Intermediate Similarity NPD6009 Approved
0.7207 Intermediate Similarity NPD4202 Approved
0.7207 Intermediate Similarity NPD6399 Phase 3
0.7193 Intermediate Similarity NPD4225 Approved
0.7167 Intermediate Similarity NPD5250 Approved
0.7167 Intermediate Similarity NPD6371 Approved
0.7167 Intermediate Similarity NPD5251 Approved
0.7167 Intermediate Similarity NPD5247 Approved
0.7167 Intermediate Similarity NPD5248 Approved
0.7167 Intermediate Similarity NPD5249 Phase 3
0.7143 Intermediate Similarity NPD5128 Approved
0.7143 Intermediate Similarity NPD5983 Phase 2
0.7132 Intermediate Similarity NPD8293 Discontinued
0.713 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.712 Intermediate Similarity NPD7101 Approved
0.712 Intermediate Similarity NPD7100 Approved
0.7119 Intermediate Similarity NPD4768 Approved
0.7119 Intermediate Similarity NPD4767 Approved
0.7107 Intermediate Similarity NPD5215 Approved
0.7107 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD5216 Approved
0.7107 Intermediate Similarity NPD5217 Approved
0.7103 Intermediate Similarity NPD4786 Approved
0.7094 Intermediate Similarity NPD4754 Approved
0.708 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.708 Intermediate Similarity NPD5210 Approved
0.708 Intermediate Similarity NPD4629 Approved
0.7069 Intermediate Similarity NPD5344 Discontinued
0.7059 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7054 Intermediate Similarity NPD5779 Approved
0.7054 Intermediate Similarity NPD5778 Approved
0.7054 Intermediate Similarity NPD6336 Discontinued
0.704 Intermediate Similarity NPD6335 Approved
0.7027 Intermediate Similarity NPD5785 Approved
0.7025 Intermediate Similarity NPD5135 Approved
0.7025 Intermediate Similarity NPD5169 Approved
0.7025 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7016 Intermediate Similarity NPD6274 Approved
0.6991 Remote Similarity NPD5282 Discontinued
0.6967 Remote Similarity NPD5127 Approved
0.6964 Remote Similarity NPD7637 Suspended
0.696 Remote Similarity NPD6317 Approved
0.6957 Remote Similarity NPD6083 Phase 2
0.6957 Remote Similarity NPD6084 Phase 2
0.6947 Remote Similarity NPD6033 Approved
0.6937 Remote Similarity NPD4753 Phase 2
0.6917 Remote Similarity NPD6412 Phase 2
0.6916 Remote Similarity NPD3667 Approved
0.6905 Remote Similarity NPD6314 Approved
0.6905 Remote Similarity NPD6313 Approved
0.6881 Remote Similarity NPD1694 Approved
0.688 Remote Similarity NPD6868 Approved
0.6875 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6864 Remote Similarity NPD7632 Discontinued
0.686 Remote Similarity NPD6686 Approved
0.686 Remote Similarity NPD5168 Approved
0.6838 Remote Similarity NPD6648 Approved
0.6814 Remote Similarity NPD6411 Approved
0.681 Remote Similarity NPD7902 Approved
0.68 Remote Similarity NPD5167 Approved
0.6791 Remote Similarity NPD7260 Phase 2
0.6789 Remote Similarity NPD3666 Approved
0.6789 Remote Similarity NPD3133 Approved
0.6789 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6789 Remote Similarity NPD3665 Phase 1
0.6783 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6783 Remote Similarity NPD5695 Phase 3
0.6772 Remote Similarity NPD7327 Approved
0.6772 Remote Similarity NPD7328 Approved
0.6769 Remote Similarity NPD8328 Phase 3
0.6752 Remote Similarity NPD5696 Approved
0.6744 Remote Similarity NPD8513 Phase 3
0.6744 Remote Similarity NPD7503 Approved
0.6744 Remote Similarity NPD8517 Approved
0.6744 Remote Similarity NPD8516 Approved
0.6744 Remote Similarity NPD8515 Approved
0.6744 Remote Similarity NPD6908 Approved
0.6744 Remote Similarity NPD6909 Approved
0.6726 Remote Similarity NPD46 Approved
0.6726 Remote Similarity NPD6698 Approved
0.6719 Remote Similarity NPD7516 Approved
0.6697 Remote Similarity NPD6695 Phase 3
0.6696 Remote Similarity NPD7748 Approved
0.6667 Remote Similarity NPD5690 Phase 2
0.6667 Remote Similarity NPD7515 Phase 2
0.6667 Remote Similarity NPD5284 Approved
0.6667 Remote Similarity NPD5279 Phase 3
0.6667 Remote Similarity NPD5281 Approved
0.6639 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6637 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6637 Remote Similarity NPD6101 Approved
0.6623 Remote Similarity NPD5760 Phase 2
0.6623 Remote Similarity NPD5761 Phase 2
0.6615 Remote Similarity NPD8033 Approved
0.6615 Remote Similarity NPD6921 Approved
0.6615 Remote Similarity NPD8379 Approved
0.6615 Remote Similarity NPD8378 Approved
0.6615 Remote Similarity NPD8380 Approved
0.6615 Remote Similarity NPD8296 Approved
0.6615 Remote Similarity NPD8335 Approved
0.6607 Remote Similarity NPD3573 Approved
0.6606 Remote Similarity NPD4223 Phase 3
0.6606 Remote Similarity NPD4221 Approved
0.6589 Remote Similarity NPD4522 Approved
0.6577 Remote Similarity NPD5329 Approved
0.6577 Remote Similarity NPD5363 Approved
0.6574 Remote Similarity NPD7525 Registered
0.6552 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6552 Remote Similarity NPD7900 Approved
0.6549 Remote Similarity NPD5737 Approved
0.6549 Remote Similarity NPD6672 Approved
0.6538 Remote Similarity NPD8377 Approved
0.6538 Remote Similarity NPD8294 Approved
0.6522 Remote Similarity NPD5693 Phase 1
0.6522 Remote Similarity NPD8035 Phase 2
0.6522 Remote Similarity NPD8034 Phase 2
0.6518 Remote Similarity NPD6409 Approved
0.6518 Remote Similarity NPD7146 Approved
0.6518 Remote Similarity NPD6684 Approved
0.6518 Remote Similarity NPD7521 Approved
0.6518 Remote Similarity NPD5330 Approved
0.6518 Remote Similarity NPD5786 Approved
0.6518 Remote Similarity NPD7334 Approved
0.65 Remote Similarity NPD6334 Approved
0.65 Remote Similarity NPD6333 Approved

Structure

External Identifiers

PubChem CID   10741876
ChEMBL   CHEMBL470348
ZINC  

Physicochemical Properties

Molecular Weight:  442.31
ALogP:  1.0786
MLogP:  4.1
XLogP:  6.599
# Rotatable Bonds:  14
Polar Surface Area:  66.9
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  32

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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