Natural Product: NPC224689

Natural Product ID:  NPC224689
Common Name:   3Beta-O-(2-Methylbutyryl)Moroccolide A
IUPAC Name:  
Synonyms:   3beta-O-(2-methylbutyryl)moroccolide A
Molecular Formula:   C20H26O5
Standard InCHIKey:  FPLUWNGZVAMKNR-BTAUDAJJSA-N
Standard InCHI:  InChI=1S/C20H26O5/c1-6-9(2)18(21)24-17-16-13-10(3)7-8-12-11(4)19(22)23-15(12)14(13)20(17,5)25-16/h9,12,14-17H,4,6-8H2,1-3,5H3/t9?,12-,14-,15+,16+,17-,20-/m0/s1
Canonical SMILES:  CCC(C(=O)O[C@H]1[C@@H]2O[C@@]1(C)[C@H]1C2=C(C)CC[C@@H]2[C@H]1OC(=O)C2=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
NPO17270 Warionia saharae Species Asteraceae Eukaryota PMID[11975493]
NPO17270 Warionia saharae Species Asteraceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens IC50 = 1 ug/ml 11975493

  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 NPC224689 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
0.9355 High Similarity NPC70865
0.9121 High Similarity NPC472874
0.9062 High Similarity NPC124881
0.8817 High Similarity NPC127019
0.8764 High Similarity NPC235792
0.8723 High Similarity NPC213698
0.8723 High Similarity NPC67584
0.8681 High Similarity NPC224652
0.866 High Similarity NPC150923
0.8632 High Similarity NPC213078
0.8542 High Similarity NPC181151
0.8542 High Similarity NPC161493
0.8526 High Similarity NPC52044
0.8526 High Similarity NPC170120
0.8298 Intermediate Similarity NPC301969
0.8298 Intermediate Similarity NPC37607
0.8265 Intermediate Similarity NPC221615
0.8261 Intermediate Similarity NPC107787
0.8261 Intermediate Similarity NPC67493
0.8261 Intermediate Similarity NPC64153
0.8229 Intermediate Similarity NPC198853
0.8229 Intermediate Similarity NPC470010
0.8229 Intermediate Similarity NPC262133
0.8229 Intermediate Similarity NPC323008
0.8229 Intermediate Similarity NPC470013
0.8229 Intermediate Similarity NPC477131
0.8222 Intermediate Similarity NPC246076
0.8211 Intermediate Similarity NPC133698
0.82 Intermediate Similarity NPC86077
0.8191 Intermediate Similarity NPC472872
0.8191 Intermediate Similarity NPC4986
0.8172 Intermediate Similarity NPC231889
0.8172 Intermediate Similarity NPC24728
0.8163 Intermediate Similarity NPC471150
0.8152 Intermediate Similarity NPC78089
0.8144 Intermediate Similarity NPC472873
0.8125 Intermediate Similarity NPC81419
0.8125 Intermediate Similarity NPC179746
0.8111 Intermediate Similarity NPC281949
0.8111 Intermediate Similarity NPC301477
0.8111 Intermediate Similarity NPC25684
0.8105 Intermediate Similarity NPC475748
0.8085 Intermediate Similarity NPC471149
0.8085 Intermediate Similarity NPC79549
0.8065 Intermediate Similarity NPC304558
0.8065 Intermediate Similarity NPC50637
0.8058 Intermediate Similarity NPC26617
0.8043 Intermediate Similarity NPC115786
0.8043 Intermediate Similarity NPC156485
0.8041 Intermediate Similarity NPC473330
0.8041 Intermediate Similarity NPC473316
0.8039 Intermediate Similarity NPC100487
0.8021 Intermediate Similarity NPC131209
0.8021 Intermediate Similarity NPC208886
0.8021 Intermediate Similarity NPC12172
0.8 Intermediate Similarity NPC283409
0.8 Intermediate Similarity NPC151770
0.8 Intermediate Similarity NPC186861
0.8 Intermediate Similarity NPC215556
0.7961 Intermediate Similarity NPC54737
0.7961 Intermediate Similarity NPC243998
0.7961 Intermediate Similarity NPC223450
0.7959 Intermediate Similarity NPC304886
0.7938 Intermediate Similarity NPC476300
0.7938 Intermediate Similarity NPC475912
0.7938 Intermediate Similarity NPC135776
0.7935 Intermediate Similarity NPC170286
0.7935 Intermediate Similarity NPC318468
0.7917 Intermediate Similarity NPC297474
0.7917 Intermediate Similarity NPC216284
0.7917 Intermediate Similarity NPC54065
0.7917 Intermediate Similarity NPC51004
0.7912 Intermediate Similarity NPC141810
0.79 Intermediate Similarity NPC45125
0.79 Intermediate Similarity NPC187268
0.7895 Intermediate Similarity NPC207114
0.7895 Intermediate Similarity NPC217983
0.7895 Intermediate Similarity NPC91248
0.7889 Intermediate Similarity NPC182550
0.7879 Intermediate Similarity NPC24956
0.7879 Intermediate Similarity NPC18019
0.7865 Intermediate Similarity NPC470240
0.7865 Intermediate Similarity NPC476794
0.7857 Intermediate Similarity NPC474338
0.7835 Intermediate Similarity NPC475925
0.7835 Intermediate Similarity NPC171360
0.7835 Intermediate Similarity NPC63193
0.7835 Intermediate Similarity NPC133888
0.7835 Intermediate Similarity NPC57304
0.7835 Intermediate Similarity NPC191339
0.7835 Intermediate Similarity NPC286341
0.7835 Intermediate Similarity NPC184063
0.7835 Intermediate Similarity NPC293001
0.7835 Intermediate Similarity NPC29821
0.7835 Intermediate Similarity NPC30515
0.7835 Intermediate Similarity NPC35959
0.7835 Intermediate Similarity NPC155215
0.7835 Intermediate Similarity NPC184463
0.7822 Intermediate Similarity NPC471381
0.7812 Intermediate Similarity NPC166919
0.7812 Intermediate Similarity NPC155935
0.7812 Intermediate Similarity NPC473564
0.7812 Intermediate Similarity NPC307411
0.78 Intermediate Similarity NPC474313
0.78 Intermediate Similarity NPC311904
0.7789 Intermediate Similarity NPC186148
0.7789 Intermediate Similarity NPC270270
0.7789 Intermediate Similarity NPC475703
0.7789 Intermediate Similarity NPC190753
0.7778 Intermediate Similarity NPC167893
0.7778 Intermediate Similarity NPC36954
0.7778 Intermediate Similarity NPC270013
0.7778 Intermediate Similarity NPC476053
0.7778 Intermediate Similarity NPC14961
0.7778 Intermediate Similarity NPC163228
0.7766 Intermediate Similarity NPC204105
0.7766 Intermediate Similarity NPC300082
0.7766 Intermediate Similarity NPC215364
0.7766 Intermediate Similarity NPC284534
0.7755 Intermediate Similarity NPC258216
0.7755 Intermediate Similarity NPC212486
0.7742 Intermediate Similarity NPC272814
0.7736 Intermediate Similarity NPC139838
0.7736 Intermediate Similarity NPC59489
0.7732 Intermediate Similarity NPC312042
0.7732 Intermediate Similarity NPC19087
0.7732 Intermediate Similarity NPC474323
0.7732 Intermediate Similarity NPC35809
0.7732 Intermediate Similarity NPC80875
0.7732 Intermediate Similarity NPC206614
0.7732 Intermediate Similarity NPC62815
0.7723 Intermediate Similarity NPC279561
0.7723 Intermediate Similarity NPC208233
0.7717 Intermediate Similarity NPC39411
0.7717 Intermediate Similarity NPC255580
0.7708 Intermediate Similarity NPC58219
0.7708 Intermediate Similarity NPC202672
0.7708 Intermediate Similarity NPC177629
0.77 Intermediate Similarity NPC476315
0.77 Intermediate Similarity NPC279621
0.7692 Intermediate Similarity NPC617
0.7684 Intermediate Similarity NPC284902
0.7684 Intermediate Similarity NPC187661
0.7684 Intermediate Similarity NPC162071
0.7677 Intermediate Similarity NPC471147
0.7677 Intermediate Similarity NPC140543
0.7677 Intermediate Similarity NPC474035
0.7677 Intermediate Similarity NPC81386
0.7677 Intermediate Similarity NPC476267
0.7667 Intermediate Similarity NPC65603
0.7653 Intermediate Similarity NPC221282
0.7642 Intermediate Similarity NPC117604
0.7634 Intermediate Similarity NPC89555
0.7629 Intermediate Similarity NPC32922
0.7629 Intermediate Similarity NPC92974
0.7629 Intermediate Similarity NPC38392
0.7624 Intermediate Similarity NPC108475
0.7624 Intermediate Similarity NPC170143
0.7624 Intermediate Similarity NPC213947
0.7624 Intermediate Similarity NPC471140
0.7619 Intermediate Similarity NPC44004
0.7609 Intermediate Similarity NPC69271
0.7609 Intermediate Similarity NPC74673
0.7609 Intermediate Similarity NPC474981
0.7609 Intermediate Similarity NPC276356
0.7609 Intermediate Similarity NPC302426
0.7604 Intermediate Similarity NPC5130
0.7604 Intermediate Similarity NPC160138
0.7604 Intermediate Similarity NPC118601
0.76 Intermediate Similarity NPC475659
0.7596 Intermediate Similarity NPC475871
0.7596 Intermediate Similarity NPC475945
0.7593 Intermediate Similarity NPC474750
0.7579 Intermediate Similarity NPC165162
0.7579 Intermediate Similarity NPC38468
0.7579 Intermediate Similarity NPC50362
0.7579 Intermediate Similarity NPC319795
0.7576 Intermediate Similarity NPC228451
0.7576 Intermediate Similarity NPC473234
0.7576 Intermediate Similarity NPC473263
0.7576 Intermediate Similarity NPC125674
0.7576 Intermediate Similarity NPC475838
0.7576 Intermediate Similarity NPC473273
0.7576 Intermediate Similarity NPC308656
0.7576 Intermediate Similarity NPC60386
0.7573 Intermediate Similarity NPC474742
0.7573 Intermediate Similarity NPC171759
0.757 Intermediate Similarity NPC477102
0.7553 Intermediate Similarity NPC475947
0.7553 Intermediate Similarity NPC245665
0.7553 Intermediate Similarity NPC474472
0.7553 Intermediate Similarity NPC128429
0.7553 Intermediate Similarity NPC250315
0.7553 Intermediate Similarity NPC257358
0.7551 Intermediate Similarity NPC179394
0.7551 Intermediate Similarity NPC475855
0.7551 Intermediate Similarity NPC474761
0.7551 Intermediate Similarity NPC476004
0.7551 Intermediate Similarity NPC129419
0.7551 Intermediate Similarity NPC144133

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC224689 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
0.8191 Intermediate Similarity NPD1695 Approved
0.8058 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7579 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6371 Approved
0.703 Intermediate Similarity NPD46 Approved
0.703 Intermediate Similarity NPD6698 Approved
0.697 Remote Similarity NPD4249 Approved
0.6923 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6903 Remote Similarity NPD6053 Discontinued
0.69 Remote Similarity NPD4251 Approved
0.69 Remote Similarity NPD4250 Approved
0.67 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6699 Remote Similarity NPD7838 Discovery
0.6699 Remote Similarity NPD5785 Approved
0.6667 Remote Similarity NPD5362 Discontinued
0.6667 Remote Similarity NPD6008 Approved
0.6566 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6549 Remote Similarity NPD6686 Approved
0.6535 Remote Similarity NPD1694 Approved
0.6535 Remote Similarity NPD5363 Approved
0.6531 Remote Similarity NPD4822 Approved
0.6531 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6531 Remote Similarity NPD4821 Approved
0.6531 Remote Similarity NPD4820 Approved
0.6531 Remote Similarity NPD4819 Approved
0.6522 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6509 Remote Similarity NPD5282 Discontinued
0.65 Remote Similarity NPD7154 Phase 3
0.6476 Remote Similarity NPD7983 Approved
0.6465 Remote Similarity NPD5369 Approved
0.646 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6422 Remote Similarity NPD4225 Approved
0.6422 Remote Similarity NPD8029 Clinical (unspecified phase)
0.64 Remote Similarity NPD4269 Approved
0.64 Remote Similarity NPD6435 Approved
0.64 Remote Similarity NPD4270 Approved
0.6364 Remote Similarity NPD6648 Approved
0.6327 Remote Similarity NPD4271 Approved
0.6327 Remote Similarity NPD4268 Approved
0.6311 Remote Similarity NPD5786 Approved
0.6306 Remote Similarity NPD5344 Discontinued
0.6293 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6273 Remote Similarity NPD7638 Approved
0.624 Remote Similarity NPD7507 Approved
0.6238 Remote Similarity NPD5209 Approved
0.6216 Remote Similarity NPD7639 Approved
0.6216 Remote Similarity NPD7640 Approved
0.6207 Remote Similarity NPD4061 Clinical (unspecified phase)
0.62 Remote Similarity NPD5368 Approved
0.62 Remote Similarity NPD4252 Approved
0.619 Remote Similarity NPD6903 Approved
0.6176 Remote Similarity NPD5331 Approved
0.6176 Remote Similarity NPD5332 Approved
0.6168 Remote Similarity NPD5693 Phase 1
0.616 Remote Similarity NPD7492 Approved
0.6154 Remote Similarity NPD7521 Approved
0.6154 Remote Similarity NPD7334 Approved
0.6154 Remote Similarity NPD6409 Approved
0.6154 Remote Similarity NPD7146 Approved
0.6154 Remote Similarity NPD5330 Approved
0.6154 Remote Similarity NPD6684 Approved
0.6147 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6139 Remote Similarity NPD4790 Discontinued
0.6116 Remote Similarity NPD7115 Discovery
0.6111 Remote Similarity NPD5779 Approved
0.6111 Remote Similarity NPD5778 Approved
0.6111 Remote Similarity NPD6616 Approved
0.6098 Remote Similarity NPD6319 Approved
0.6098 Remote Similarity NPD6054 Approved
0.6094 Remote Similarity NPD7319 Approved
0.6087 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6075 Remote Similarity NPD5207 Approved
0.6063 Remote Similarity NPD7078 Approved
0.6048 Remote Similarity NPD6015 Approved
0.6048 Remote Similarity NPD8516 Approved
0.6048 Remote Similarity NPD8517 Approved
0.6048 Remote Similarity NPD6016 Approved
0.6048 Remote Similarity NPD8513 Phase 3
0.6048 Remote Similarity NPD8515 Approved
0.6038 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6034 Remote Similarity NPD6412 Phase 2
0.6016 Remote Similarity NPD7736 Approved
0.6 Remote Similarity NPD4632 Approved
0.6 Remote Similarity NPD5695 Phase 3
0.6 Remote Similarity NPD6370 Approved
0.6 Remote Similarity NPD5988 Approved
0.5982 Remote Similarity NPD5696 Approved
0.5981 Remote Similarity NPD6051 Approved
0.5968 Remote Similarity NPD6059 Approved
0.5963 Remote Similarity NPD6399 Phase 3
0.5938 Remote Similarity NPD8293 Discontinued
0.5935 Remote Similarity NPD7327 Approved
0.5935 Remote Similarity NPD7328 Approved
0.592 Remote Similarity NPD8033 Approved
0.5917 Remote Similarity NPD8297 Approved
0.5909 Remote Similarity NPD6001 Approved
0.5897 Remote Similarity NPD5697 Approved
0.5893 Remote Similarity NPD6084 Phase 2
0.5893 Remote Similarity NPD6083 Phase 2
0.5887 Remote Similarity NPD7516 Approved
0.5859 Remote Similarity NPD8039 Approved
0.5854 Remote Similarity NPD6009 Approved
0.5847 Remote Similarity NPD6881 Approved
0.5847 Remote Similarity NPD6899 Approved
0.5847 Remote Similarity NPD7320 Approved
0.5842 Remote Similarity NPD5784 Clinical (unspecified phase)
0.584 Remote Similarity NPD8294 Approved
0.584 Remote Similarity NPD8377 Approved
0.5833 Remote Similarity NPD6650 Approved
0.5833 Remote Similarity NPD6649 Approved
0.5833 Remote Similarity NPD6080 Approved
0.5833 Remote Similarity NPD6673 Approved
0.5833 Remote Similarity NPD6904 Approved
0.5833 Remote Similarity NPD6845 Suspended
0.5826 Remote Similarity NPD7632 Discontinued
0.5814 Remote Similarity NPD8074 Phase 3
0.5812 Remote Similarity NPD6675 Approved
0.5812 Remote Similarity NPD7128 Approved
0.5812 Remote Similarity NPD5739 Approved
0.5812 Remote Similarity NPD6402 Approved
0.5798 Remote Similarity NPD6014 Approved
0.5798 Remote Similarity NPD6373 Approved
0.5798 Remote Similarity NPD6013 Approved
0.5798 Remote Similarity NPD6012 Approved
0.5798 Remote Similarity NPD6372 Approved
0.5794 Remote Similarity NPD5983 Phase 2
0.5794 Remote Similarity NPD8296 Approved
0.5794 Remote Similarity NPD8380 Approved
0.5794 Remote Similarity NPD8378 Approved
0.5794 Remote Similarity NPD7503 Approved
0.5794 Remote Similarity NPD8335 Approved
0.5794 Remote Similarity NPD8379 Approved
0.578 Remote Similarity NPD5692 Phase 3
0.5763 Remote Similarity NPD5701 Approved
0.5758 Remote Similarity NPD7260 Phase 2
0.575 Remote Similarity NPD6883 Approved
0.575 Remote Similarity NPD7102 Approved
0.575 Remote Similarity NPD7290 Approved
0.5741 Remote Similarity NPD6672 Approved
0.5741 Remote Similarity NPD5208 Approved
0.5741 Remote Similarity NPD5737 Approved
0.5738 Remote Similarity NPD8133 Approved
0.5727 Remote Similarity NPD6050 Approved
0.5727 Remote Similarity NPD5284 Approved
0.5727 Remote Similarity NPD5281 Approved
0.5727 Remote Similarity NPD7637 Suspended
0.5727 Remote Similarity NPD5694 Approved
0.5714 Remote Similarity NPD6011 Approved
0.5703 Remote Similarity NPD7604 Phase 2
0.5702 Remote Similarity NPD6847 Approved
0.5702 Remote Similarity NPD2204 Approved
0.5702 Remote Similarity NPD8130 Phase 1
0.5702 Remote Similarity NPD6617 Approved
0.5702 Remote Similarity NPD6869 Approved
0.5701 Remote Similarity NPD6098 Approved
0.5688 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5688 Remote Similarity NPD6101 Approved
0.5682 Remote Similarity NPD5956 Approved
0.5664 Remote Similarity NPD7839 Suspended
0.5662 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5656 Remote Similarity NPD6882 Approved
0.5641 Remote Similarity NPD6052 Approved
0.5625 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5625 Remote Similarity NPD7900 Approved
0.562 Remote Similarity NPD4634 Approved
0.562 Remote Similarity NPD2067 Discontinued
0.5615 Remote Similarity NPD8273 Phase 1
0.5615 Remote Similarity NPD6336 Discontinued

Structure

External Identifiers

PubChem CID   9997743
ChEMBL   CHEMBL518210
ZINC  

Physicochemical Properties

Molecular Weight:  346.18
ALogP:  0.9333
MLogP:  3.11
XLogP:  2.101
# Rotatable Bonds:  8
Polar Surface Area:  61.83
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  25

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
Similar NPs/Drugs