Natural Product: NPC474750

Natural Product ID:  NPC474750
Common Name:   13-Acetoxyloukacinol A
IUPAC Name:  
Synonyms:  
Molecular Formula:   C17H22O6
Standard InCHIKey:  RKLCSLYSBLMPLN-HDKMNVHJSA-N
Standard InCHI:  InChI=1S/C17H22O6/c1-9-6-17-14(3,7-11(9)19)15(4)12(20)5-13(22-17)16(15,23-17)8-21-10(2)18/h6,12-13,20H,5,7-8H2,1-4H3/t12-,13-,14-,15-,16-,17-/m1/s1
Canonical SMILES:  CC(=O)OC[C@@]12O[C@@]34O[C@@H]1C[C@H]([C@]2(C)[C@@]3(C)CC(=O)C(=C4)C)O
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
NPO12483 Holarrhena floribunda Species Apocynaceae Eukaryota PMID[10650079]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens EC50 = 13.6 ug/ml 21131198
NPT2359 Cell Line SK-MEL-30 Homo sapiens EC50 = 18 ug/ml 21131198
NPT81 Cell Line A549 Homo sapiens EC50 = 26.6 ug/ml 21131198
NPT83 Cell Line MCF7 Homo sapiens EC50 = 15.9 ug/ml 21131198

  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 NPC474750 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
0.9612 High Similarity NPC187876
0.9515 High Similarity NPC10150
0.8796 High Similarity NPC41551
0.8796 High Similarity NPC50223
0.8585 High Similarity NPC123505
0.8505 High Similarity NPC169843
0.8407 Intermediate Similarity NPC277583
0.8304 Intermediate Similarity NPC471570
0.8198 Intermediate Similarity NPC77089
0.8108 Intermediate Similarity NPC475960
0.8099 Intermediate Similarity NPC473888
0.8091 Intermediate Similarity NPC54737
0.8087 Intermediate Similarity NPC138372
0.8087 Intermediate Similarity NPC106228
0.8073 Intermediate Similarity NPC474775
0.8056 Intermediate Similarity NPC171759
0.8056 Intermediate Similarity NPC150923
0.8019 Intermediate Similarity NPC18019
0.8019 Intermediate Similarity NPC24956
0.8 Intermediate Similarity NPC144625
0.8 Intermediate Similarity NPC471398
0.7984 Intermediate Similarity NPC224623
0.7982 Intermediate Similarity NPC126691
0.7966 Intermediate Similarity NPC79579
0.7966 Intermediate Similarity NPC474585
0.7963 Intermediate Similarity NPC79631
0.7944 Intermediate Similarity NPC471150
0.7944 Intermediate Similarity NPC161493
0.7925 Intermediate Similarity NPC213698
0.7913 Intermediate Similarity NPC287075
0.7909 Intermediate Similarity NPC110989
0.7909 Intermediate Similarity NPC260809
0.7909 Intermediate Similarity NPC474783
0.7905 Intermediate Similarity NPC81419
0.7905 Intermediate Similarity NPC179746
0.789 Intermediate Similarity NPC477950
0.7886 Intermediate Similarity NPC13071
0.7881 Intermediate Similarity NPC9674
0.7881 Intermediate Similarity NPC19028
0.7881 Intermediate Similarity NPC475834
0.7881 Intermediate Similarity NPC474179
0.7876 Intermediate Similarity NPC59489
0.7876 Intermediate Similarity NPC139838
0.787 Intermediate Similarity NPC187268
0.7863 Intermediate Similarity NPC475305
0.785 Intermediate Similarity NPC213078
0.785 Intermediate Similarity NPC126156
0.7845 Intermediate Similarity NPC265290
0.7845 Intermediate Similarity NPC474181
0.7845 Intermediate Similarity NPC305044
0.7838 Intermediate Similarity NPC100487
0.7838 Intermediate Similarity NPC474917
0.7838 Intermediate Similarity NPC203659
0.783 Intermediate Similarity NPC127019
0.7826 Intermediate Similarity NPC98038
0.7826 Intermediate Similarity NPC313921
0.7823 Intermediate Similarity NPC469351
0.7818 Intermediate Similarity NPC225353
0.7818 Intermediate Similarity NPC475956
0.7818 Intermediate Similarity NPC252242
0.7818 Intermediate Similarity NPC86077
0.781 Intermediate Similarity NPC208886
0.781 Intermediate Similarity NPC12172
0.7807 Intermediate Similarity NPC5103
0.7805 Intermediate Similarity NPC172823
0.7798 Intermediate Similarity NPC70865
0.7797 Intermediate Similarity NPC475401
0.7797 Intermediate Similarity NPC161060
0.7797 Intermediate Similarity NPC475372
0.7797 Intermediate Similarity NPC475913
0.7797 Intermediate Similarity NPC153440
0.7778 Intermediate Similarity NPC170143
0.7778 Intermediate Similarity NPC213947
0.7778 Intermediate Similarity NPC108475
0.7769 Intermediate Similarity NPC1538
0.7769 Intermediate Similarity NPC471392
0.7768 Intermediate Similarity NPC243998
0.7768 Intermediate Similarity NPC469401
0.7759 Intermediate Similarity NPC101400
0.7759 Intermediate Similarity NPC101965
0.7759 Intermediate Similarity NPC312017
0.7759 Intermediate Similarity NPC9848
0.7757 Intermediate Similarity NPC240838
0.7757 Intermediate Similarity NPC37408
0.7757 Intermediate Similarity NPC170120
0.7757 Intermediate Similarity NPC52044
0.7757 Intermediate Similarity NPC67584
0.7748 Intermediate Similarity NPC472750
0.7748 Intermediate Similarity NPC124881
0.7748 Intermediate Similarity NPC472747
0.7736 Intermediate Similarity NPC475912
0.7731 Intermediate Similarity NPC5292
0.7731 Intermediate Similarity NPC312536
0.7731 Intermediate Similarity NPC477092
0.7727 Intermediate Similarity NPC475099
0.7727 Intermediate Similarity NPC26557
0.7724 Intermediate Similarity NPC42399
0.7724 Intermediate Similarity NPC287423
0.7712 Intermediate Similarity NPC36754
0.7712 Intermediate Similarity NPC473656
0.7706 Intermediate Similarity NPC474957
0.7706 Intermediate Similarity NPC79449
0.7699 Intermediate Similarity NPC470192
0.7692 Intermediate Similarity NPC471380
0.7692 Intermediate Similarity NPC123117
0.7692 Intermediate Similarity NPC326542
0.7686 Intermediate Similarity NPC192309
0.7686 Intermediate Similarity NPC107493
0.7685 Intermediate Similarity NPC142529
0.7685 Intermediate Similarity NPC91771
0.768 Intermediate Similarity NPC213634
0.7679 Intermediate Similarity NPC228669
0.7679 Intermediate Similarity NPC472748
0.7679 Intermediate Similarity NPC164835
0.7667 Intermediate Similarity NPC143755
0.7664 Intermediate Similarity NPC474338
0.7664 Intermediate Similarity NPC90453
0.7661 Intermediate Similarity NPC311534
0.7658 Intermediate Similarity NPC214714
0.7658 Intermediate Similarity NPC200672
0.7658 Intermediate Similarity NPC475986
0.7652 Intermediate Similarity NPC235014
0.7652 Intermediate Similarity NPC206595
0.7647 Intermediate Similarity NPC13710
0.7647 Intermediate Similarity NPC474286
0.7647 Intermediate Similarity NPC475130
0.7642 Intermediate Similarity NPC171360
0.7642 Intermediate Similarity NPC293001
0.7642 Intermediate Similarity NPC184463
0.7642 Intermediate Similarity NPC30515
0.7642 Intermediate Similarity NPC29821
0.7642 Intermediate Similarity NPC133888
0.7642 Intermediate Similarity NPC35959
0.7642 Intermediate Similarity NPC63193
0.7642 Intermediate Similarity NPC221282
0.7642 Intermediate Similarity NPC290651
0.7642 Intermediate Similarity NPC57304
0.7642 Intermediate Similarity NPC472705
0.7638 Intermediate Similarity NPC471234
0.7636 Intermediate Similarity NPC469402
0.7636 Intermediate Similarity NPC280963
0.7636 Intermediate Similarity NPC471381
0.7636 Intermediate Similarity NPC186861
0.7632 Intermediate Similarity NPC472825
0.7627 Intermediate Similarity NPC190286
0.7627 Intermediate Similarity NPC49492
0.7627 Intermediate Similarity NPC266728
0.7623 Intermediate Similarity NPC27363
0.7623 Intermediate Similarity NPC42747
0.7623 Intermediate Similarity NPC129992
0.7619 Intermediate Similarity NPC471855
0.7615 Intermediate Similarity NPC91695
0.7615 Intermediate Similarity NPC477949
0.7615 Intermediate Similarity NPC311904
0.7615 Intermediate Similarity NPC347923
0.7615 Intermediate Similarity NPC476057
0.7615 Intermediate Similarity NPC70145
0.7615 Intermediate Similarity NPC472290
0.7615 Intermediate Similarity NPC182811
0.7611 Intermediate Similarity NPC96377
0.7611 Intermediate Similarity NPC223450
0.7611 Intermediate Similarity NPC472751
0.7611 Intermediate Similarity NPC93026
0.7611 Intermediate Similarity NPC265502
0.7611 Intermediate Similarity NPC291643
0.7611 Intermediate Similarity NPC469960
0.7611 Intermediate Similarity NPC29389
0.7611 Intermediate Similarity NPC472749
0.7607 Intermediate Similarity NPC209058
0.7607 Intermediate Similarity NPC178981
0.7607 Intermediate Similarity NPC469463
0.7607 Intermediate Similarity NPC469496
0.7607 Intermediate Similarity NPC469454
0.7603 Intermediate Similarity NPC470829
0.7603 Intermediate Similarity NPC46570
0.7603 Intermediate Similarity NPC472000
0.7603 Intermediate Similarity NPC472001
0.7603 Intermediate Similarity NPC473228
0.7603 Intermediate Similarity NPC471999
0.76 Intermediate Similarity NPC470851
0.7593 Intermediate Similarity NPC36954
0.7593 Intermediate Similarity NPC270013
0.7593 Intermediate Similarity NPC472873
0.7593 Intermediate Similarity NPC224689
0.7593 Intermediate Similarity NPC14961
0.7589 Intermediate Similarity NPC475945
0.7589 Intermediate Similarity NPC475871
0.7589 Intermediate Similarity NPC232515
0.7589 Intermediate Similarity NPC475321
0.7586 Intermediate Similarity NPC304180
0.7586 Intermediate Similarity NPC179798
0.7586 Intermediate Similarity NPC475495
0.7583 Intermediate Similarity NPC475041
0.7583 Intermediate Similarity NPC270850
0.7583 Intermediate Similarity NPC305260
0.7581 Intermediate Similarity NPC11732
0.757 Intermediate Similarity NPC135776
0.757 Intermediate Similarity NPC212486
0.757 Intermediate Similarity NPC476300
0.7563 Intermediate Similarity NPC23046

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474750 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
0.7724 Intermediate Similarity NPD7078 Approved
0.7705 Intermediate Similarity NPD7492 Approved
0.7667 Intermediate Similarity NPD6054 Approved
0.7642 Intermediate Similarity NPD6616 Approved
0.7603 Intermediate Similarity NPD6015 Approved
0.7603 Intermediate Similarity NPD6016 Approved
0.7541 Intermediate Similarity NPD5988 Approved
0.7541 Intermediate Similarity NPD6370 Approved
0.7521 Intermediate Similarity NPD6059 Approved
0.7521 Intermediate Similarity NPD6053 Discontinued
0.752 Intermediate Similarity NPD7736 Approved
0.75 Intermediate Similarity NPD7507 Approved
0.744 Intermediate Similarity NPD8293 Discontinued
0.7417 Intermediate Similarity NPD6009 Approved
0.7391 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD6412 Phase 2
0.735 Intermediate Similarity NPD6371 Approved
0.7328 Intermediate Similarity NPD6686 Approved
0.7323 Intermediate Similarity NPD7319 Approved
0.7273 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7236 Intermediate Similarity NPD6319 Approved
0.7227 Intermediate Similarity NPD6882 Approved
0.7167 Intermediate Similarity NPD4632 Approved
0.7155 Intermediate Similarity NPD6008 Approved
0.7094 Intermediate Similarity NPD5697 Approved
0.7083 Intermediate Similarity NPD8297 Approved
0.7064 Intermediate Similarity NPD5785 Approved
0.7034 Intermediate Similarity NPD6881 Approved
0.7034 Intermediate Similarity NPD7320 Approved
0.7034 Intermediate Similarity NPD6899 Approved
0.7009 Intermediate Similarity NPD5739 Approved
0.7009 Intermediate Similarity NPD6402 Approved
0.7009 Intermediate Similarity NPD6675 Approved
0.7009 Intermediate Similarity NPD7128 Approved
0.7 Intermediate Similarity NPD6650 Approved
0.7 Intermediate Similarity NPD6649 Approved
0.6977 Remote Similarity NPD6033 Approved
0.6975 Remote Similarity NPD6373 Approved
0.6975 Remote Similarity NPD6014 Approved
0.6975 Remote Similarity NPD6372 Approved
0.6975 Remote Similarity NPD6012 Approved
0.6975 Remote Similarity NPD6013 Approved
0.6952 Remote Similarity NPD6435 Approved
0.6949 Remote Similarity NPD5701 Approved
0.6935 Remote Similarity NPD7327 Approved
0.6935 Remote Similarity NPD7328 Approved
0.693 Remote Similarity NPD7638 Approved
0.6917 Remote Similarity NPD6883 Approved
0.6917 Remote Similarity NPD7290 Approved
0.6917 Remote Similarity NPD7102 Approved
0.6909 Remote Similarity NPD6698 Approved
0.6909 Remote Similarity NPD46 Approved
0.6905 Remote Similarity NPD5983 Phase 2
0.6905 Remote Similarity NPD8033 Approved
0.6905 Remote Similarity NPD7503 Approved
0.6891 Remote Similarity NPD6011 Approved
0.688 Remote Similarity NPD7516 Approved
0.687 Remote Similarity NPD7639 Approved
0.687 Remote Similarity NPD7640 Approved
0.687 Remote Similarity NPD5956 Approved
0.686 Remote Similarity NPD6847 Approved
0.686 Remote Similarity NPD8130 Phase 1
0.686 Remote Similarity NPD6869 Approved
0.686 Remote Similarity NPD6617 Approved
0.6855 Remote Similarity NPD7115 Discovery
0.6852 Remote Similarity NPD4249 Approved
0.6842 Remote Similarity NPD6084 Phase 2
0.6842 Remote Similarity NPD6083 Phase 2
0.6825 Remote Similarity NPD8294 Approved
0.6825 Remote Similarity NPD8377 Approved
0.6818 Remote Similarity NPD1695 Approved
0.6814 Remote Similarity NPD5695 Phase 3
0.6797 Remote Similarity NPD7604 Phase 2
0.6797 Remote Similarity NPD6067 Discontinued
0.6789 Remote Similarity NPD4251 Approved
0.6789 Remote Similarity NPD4250 Approved
0.6783 Remote Similarity NPD5696 Approved
0.6783 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6777 Remote Similarity NPD4634 Approved
0.6772 Remote Similarity NPD8516 Approved
0.6772 Remote Similarity NPD8335 Approved
0.6772 Remote Similarity NPD8296 Approved
0.6772 Remote Similarity NPD8380 Approved
0.6772 Remote Similarity NPD8513 Phase 3
0.6772 Remote Similarity NPD8515 Approved
0.6772 Remote Similarity NPD8517 Approved
0.6772 Remote Similarity NPD8379 Approved
0.6772 Remote Similarity NPD8378 Approved
0.6762 Remote Similarity NPD5368 Approved
0.6759 Remote Similarity NPD1694 Approved
0.6759 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6752 Remote Similarity NPD5211 Phase 2
0.6726 Remote Similarity NPD5282 Discontinued
0.6724 Remote Similarity NPD4696 Approved
0.6724 Remote Similarity NPD5285 Approved
0.6724 Remote Similarity NPD5286 Approved
0.6721 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6696 Remote Similarity NPD4755 Approved
0.6694 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6692 Remote Similarity NPD6336 Discontinued
0.6641 Remote Similarity NPD6291 Clinical (unspecified phase)
0.664 Remote Similarity NPD6274 Approved
0.6639 Remote Similarity NPD5141 Approved
0.6639 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6639 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6639 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6638 Remote Similarity NPD4225 Approved
0.661 Remote Similarity NPD4633 Approved
0.661 Remote Similarity NPD5226 Approved
0.661 Remote Similarity NPD5225 Approved
0.661 Remote Similarity NPD5224 Approved
0.6606 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6606 Remote Similarity NPD5363 Approved
0.6585 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6581 Remote Similarity NPD4700 Approved
0.6577 Remote Similarity NPD6903 Approved
0.6567 Remote Similarity NPD7260 Phase 2
0.6555 Remote Similarity NPD5174 Approved
0.6555 Remote Similarity NPD5175 Approved
0.6549 Remote Similarity NPD5281 Approved
0.6549 Remote Similarity NPD5693 Phase 1
0.6549 Remote Similarity NPD5284 Approved
0.6545 Remote Similarity NPD7521 Approved
0.6545 Remote Similarity NPD5786 Approved
0.6545 Remote Similarity NPD7334 Approved
0.6545 Remote Similarity NPD7146 Approved
0.6545 Remote Similarity NPD6684 Approved
0.6545 Remote Similarity NPD5330 Approved
0.6545 Remote Similarity NPD6409 Approved
0.6538 Remote Similarity NPD8328 Phase 3
0.6525 Remote Similarity NPD5223 Approved
0.6522 Remote Similarity NPD4629 Approved
0.6522 Remote Similarity NPD5210 Approved
0.6522 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6519 Remote Similarity NPD6845 Suspended
0.6518 Remote Similarity NPD4753 Phase 2
0.6515 Remote Similarity NPD8074 Phase 3
0.6514 Remote Similarity NPD3666 Approved
0.6514 Remote Similarity NPD3133 Approved
0.6514 Remote Similarity NPD3665 Phase 1
0.6491 Remote Similarity NPD6399 Phase 3
0.6484 Remote Similarity NPD7101 Approved
0.6484 Remote Similarity NPD7100 Approved
0.648 Remote Similarity NPD8133 Approved
0.646 Remote Similarity NPD7838 Discovery
0.646 Remote Similarity NPD5207 Approved
0.6457 Remote Similarity NPD6317 Approved
0.6449 Remote Similarity NPD4821 Approved
0.6449 Remote Similarity NPD4822 Approved
0.6449 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6449 Remote Similarity NPD4820 Approved
0.6449 Remote Similarity NPD4819 Approved
0.6429 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6422 Remote Similarity NPD5362 Discontinued
0.6406 Remote Similarity NPD6313 Approved
0.6406 Remote Similarity NPD6314 Approved
0.6406 Remote Similarity NPD6335 Approved
0.6404 Remote Similarity NPD7983 Approved
0.6393 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6389 Remote Similarity NPD5369 Approved
0.6348 Remote Similarity NPD5778 Approved
0.6348 Remote Similarity NPD5779 Approved
0.6348 Remote Similarity NPD4202 Approved
0.6341 Remote Similarity NPD4730 Approved
0.6341 Remote Similarity NPD4729 Approved
0.6341 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6341 Remote Similarity NPD5128 Approved
0.6333 Remote Similarity NPD7632 Discontinued
0.6331 Remote Similarity NPD7966 Clinical (unspecified phase)
0.633 Remote Similarity NPD4269 Approved
0.633 Remote Similarity NPD4270 Approved
0.633 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6311 Remote Similarity NPD4767 Approved
0.6311 Remote Similarity NPD4768 Approved
0.6293 Remote Similarity NPD6001 Approved
0.629 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6288 Remote Similarity NPD7642 Approved
0.6281 Remote Similarity NPD4754 Approved
0.6273 Remote Similarity NPD7154 Phase 3
0.6262 Remote Similarity NPD4271 Approved
0.6262 Remote Similarity NPD4268 Approved
0.6262 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6261 Remote Similarity NPD6079 Approved
0.626 Remote Similarity NPD6908 Approved
0.626 Remote Similarity NPD6909 Approved
0.625 Remote Similarity NPD1700 Approved
0.625 Remote Similarity NPD5344 Discontinued
0.625 Remote Similarity NPD3618 Phase 1
0.624 Remote Similarity NPD5250 Approved
0.624 Remote Similarity NPD5248 Approved
0.624 Remote Similarity NPD5249 Phase 3
0.624 Remote Similarity NPD5247 Approved
0.624 Remote Similarity NPD5251 Approved
0.6228 Remote Similarity NPD6904 Approved
0.6228 Remote Similarity NPD5328 Approved
0.6228 Remote Similarity NPD6080 Approved
0.6228 Remote Similarity NPD6673 Approved
0.6216 Remote Similarity NPD6400 Clinical (unspecified phase)
0.619 Remote Similarity NPD5217 Approved
0.619 Remote Similarity NPD5215 Approved

Structure

External Identifiers

PubChem CID   10567834
ChEMBL   CHEMBL481448
ZINC  

Physicochemical Properties

Molecular Weight:  322.14
ALogP:  -0.2622
MLogP:  2.67
XLogP:  0.216
# Rotatable Bonds:  8
Polar Surface Area:  82.06
# H-Bond Aceptor:  6
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  23

Download Data

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General Info & Identifiers & Properties  
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Biological Activities  
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