Natural Product: NPC54065

Natural Product ID:  NPC54065
Common Name:   4Beta-Acetoxy-6Alpha-Hydroxy-1Alpha,10Betah-Pseudoguaia-11(13)-En-12,8Alpha-Olide
IUPAC Name:   [(3aS,5R,5aS,8S,8aR,9S,9aS)-9-hydroxy-5,8a-dimethyl-1-methylidene-2-oxo-4,5,5a,6,7,8,9,9a-octahydro-3aH-azuleno[6,7-b]furan-8-yl] acetate
Synonyms:  
Molecular Formula:   C17H24O5
Standard InCHIKey:  YVHZSHLHIUHLCM-ASINEMROSA-N
Standard InCHI:  InChI=1S/C17H24O5/c1-8-7-12-14(9(2)16(20)22-12)15(19)17(4)11(8)5-6-13(17)21-10(3)18/h8,11-15,19H,2,5-7H2,1,3-4H3/t8-,11+,12+,13+,14-,15+,17+/m1/s1
Canonical SMILES:  CC(=O)O[C@H]1CC[C@@H]2[C@]1(C)[C@@H](O)[C@H]1[C@H](C[C@H]2C)OC(=O)C1=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
NPO3738 Achillea stepposa Species Asteraceae Eukaryota UNPD*
NPO22238 Inula falconeri Species Asteraceae Eukaryota Aerial parts Tibet, China PMID[21924800]
NPO3551 Thymus collinus Species Lamiaceae Eukaryota UNPD*
NPO5581 Psammaplysilla arabica NA NA NA UNPD*
NPO4106 Pyrola alpina Species Ericaceae Eukaryota UNPD*
NPO18658 Dolichospermum flos-aquae Species Aphanizomenonaceae Bacteria UNPD*
NPO2106 Elephantopus carolinianus Species Asteraceae Eukaryota UNPD*
NPO15457 Bunodophoron patagonicum Species Sphaerophoraceae Eukaryota UNPD*
NPO22449 Ulnaria acus Species Fragilariaceae Eukaryota UNPD*
NPO2402 Valeriana chionophila Species Caprifoliaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 2050 nM 21924800

  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 NPC54065 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
1.0 High Similarity NPC297474
0.9882 High Similarity NPC35959
0.9882 High Similarity NPC63193
0.9882 High Similarity NPC29821
0.9882 High Similarity NPC57304
0.9882 High Similarity NPC293001
0.9882 High Similarity NPC171360
0.9882 High Similarity NPC133888
0.9881 High Similarity NPC155935
0.9765 High Similarity NPC35809
0.9529 High Similarity NPC207114
0.9529 High Similarity NPC217983
0.9524 High Similarity NPC56593
0.9438 High Similarity NPC91771
0.9438 High Similarity NPC142529
0.9438 High Similarity NPC24956
0.9438 High Similarity NPC18019
0.9419 High Similarity NPC215556
0.9412 High Similarity NPC24728
0.931 High Similarity NPC19087
0.931 High Similarity NPC216284
0.9302 High Similarity NPC471149
0.9302 High Similarity NPC79549
0.9294 High Similarity NPC187661
0.9205 High Similarity NPC184063
0.9195 High Similarity NPC38392
0.9195 High Similarity NPC283409
0.9121 High Similarity NPC311904
0.9111 High Similarity NPC472873
0.9101 High Similarity NPC60386
0.9101 High Similarity NPC473234
0.9101 High Similarity NPC200237
0.9101 High Similarity NPC473263
0.9101 High Similarity NPC473273
0.9101 High Similarity NPC308656
0.9059 High Similarity NPC224386
0.9059 High Similarity NPC194859
0.9048 High Similarity NPC246076
0.9032 High Similarity NPC171759
0.9 High Similarity NPC473331
0.8989 High Similarity NPC155215
0.8989 High Similarity NPC286341
0.8989 High Similarity NPC191339
0.8989 High Similarity NPC475925
0.8953 High Similarity NPC284534
0.8953 High Similarity NPC300082
0.8953 High Similarity NPC204105
0.8941 High Similarity NPC111409
0.8941 High Similarity NPC128246
0.8913 High Similarity NPC471150
0.8901 High Similarity NPC213698
0.8901 High Similarity NPC163228
0.8901 High Similarity NPC476053
0.8889 High Similarity NPC153590
0.8889 High Similarity NPC258216
0.8851 High Similarity NPC304558
0.8791 High Similarity NPC127019
0.8764 High Similarity NPC12872
0.8764 High Similarity NPC168679
0.8764 High Similarity NPC472872
0.875 High Similarity NPC118601
0.875 High Similarity NPC201658
0.8721 High Similarity NPC245665
0.871 High Similarity NPC161493
0.871 High Similarity NPC213947
0.871 High Similarity NPC474313
0.871 High Similarity NPC108475
0.871 High Similarity NPC170143
0.8706 High Similarity NPC126248
0.8696 High Similarity NPC170120
0.8696 High Similarity NPC67584
0.8696 High Similarity NPC52044
0.8652 High Similarity NPC178875
0.8636 High Similarity NPC64153
0.8636 High Similarity NPC236692
0.8636 High Similarity NPC309757
0.8602 High Similarity NPC126156
0.8602 High Similarity NPC213078
0.8587 High Similarity NPC198853
0.8571 High Similarity NPC133698
0.8571 High Similarity NPC131209
0.8526 High Similarity NPC186861
0.8526 High Similarity NPC471381
0.8506 High Similarity NPC54468
0.8438 Intermediate Similarity NPC150923
0.8427 Intermediate Similarity NPC238593
0.8427 Intermediate Similarity NPC67493
0.8427 Intermediate Similarity NPC470242
0.8421 Intermediate Similarity NPC49833
0.8421 Intermediate Similarity NPC249171
0.8421 Intermediate Similarity NPC45125
0.8387 Intermediate Similarity NPC470010
0.8387 Intermediate Similarity NPC262133
0.8387 Intermediate Similarity NPC323008
0.8387 Intermediate Similarity NPC477131
0.8387 Intermediate Similarity NPC470013
0.8372 Intermediate Similarity NPC156658
0.8372 Intermediate Similarity NPC258965
0.8333 Intermediate Similarity NPC270270
0.8316 Intermediate Similarity NPC304445
0.8316 Intermediate Similarity NPC181151
0.8316 Intermediate Similarity NPC236580
0.8315 Intermediate Similarity NPC235792
0.8298 Intermediate Similarity NPC304886
0.8283 Intermediate Similarity NPC44004
0.8283 Intermediate Similarity NPC54737
0.828 Intermediate Similarity NPC475788
0.828 Intermediate Similarity NPC472874
0.8276 Intermediate Similarity NPC47635
0.8265 Intermediate Similarity NPC221421
0.8265 Intermediate Similarity NPC473148
0.8261 Intermediate Similarity NPC37607
0.8261 Intermediate Similarity NPC301969
0.8242 Intermediate Similarity NPC224652
0.8242 Intermediate Similarity NPC91248
0.8229 Intermediate Similarity NPC221615
0.8222 Intermediate Similarity NPC162071
0.8202 Intermediate Similarity NPC156485
0.8163 Intermediate Similarity NPC80144
0.8161 Intermediate Similarity NPC73052
0.8161 Intermediate Similarity NPC51507
0.8161 Intermediate Similarity NPC290508
0.8161 Intermediate Similarity NPC293418
0.8161 Intermediate Similarity NPC6823
0.8144 Intermediate Similarity NPC70865
0.8132 Intermediate Similarity NPC190753
0.8132 Intermediate Similarity NPC186148
0.8125 Intermediate Similarity NPC477949
0.8119 Intermediate Similarity NPC68248
0.8105 Intermediate Similarity NPC157686
0.8105 Intermediate Similarity NPC259042
0.8105 Intermediate Similarity NPC167893
0.8095 Intermediate Similarity NPC143979
0.8095 Intermediate Similarity NPC320537
0.8085 Intermediate Similarity NPC135776
0.8065 Intermediate Similarity NPC474323
0.8065 Intermediate Similarity NPC206614
0.8061 Intermediate Similarity NPC67296
0.8043 Intermediate Similarity NPC177629
0.8043 Intermediate Similarity NPC58219
0.8039 Intermediate Similarity NPC59489
0.8039 Intermediate Similarity NPC139838
0.8021 Intermediate Similarity NPC476009
0.8021 Intermediate Similarity NPC284518
0.8021 Intermediate Similarity NPC474297
0.8 Intermediate Similarity NPC471382
0.8 Intermediate Similarity NPC225474
0.8 Intermediate Similarity NPC469596
0.8 Intermediate Similarity NPC471380
0.8 Intermediate Similarity NPC148000
0.8 Intermediate Similarity NPC203659
0.798 Intermediate Similarity NPC86077
0.798 Intermediate Similarity NPC225353
0.7957 Intermediate Similarity NPC92974
0.7957 Intermediate Similarity NPC4986
0.7938 Intermediate Similarity NPC261372
0.7938 Intermediate Similarity NPC58267
0.7938 Intermediate Similarity NPC263674
0.7938 Intermediate Similarity NPC473963
0.7938 Intermediate Similarity NPC169205
0.7921 Intermediate Similarity NPC243998
0.7917 Intermediate Similarity NPC469873
0.7917 Intermediate Similarity NPC48803
0.7917 Intermediate Similarity NPC275960
0.7917 Intermediate Similarity NPC193645
0.7917 Intermediate Similarity NPC37408
0.7917 Intermediate Similarity NPC90121
0.7917 Intermediate Similarity NPC475900
0.7917 Intermediate Similarity NPC224689
0.79 Intermediate Similarity NPC474775
0.79 Intermediate Similarity NPC110989
0.7879 Intermediate Similarity NPC477950
0.7872 Intermediate Similarity NPC469368
0.7857 Intermediate Similarity NPC141191
0.7849 Intermediate Similarity NPC202672
0.7843 Intermediate Similarity NPC26617
0.7841 Intermediate Similarity NPC19841
0.7835 Intermediate Similarity NPC473964
0.7835 Intermediate Similarity NPC185553
0.7835 Intermediate Similarity NPC93245
0.783 Intermediate Similarity NPC123117
0.7826 Intermediate Similarity NPC474949
0.7826 Intermediate Similarity NPC475019
0.7816 Intermediate Similarity NPC208223
0.7812 Intermediate Similarity NPC24861
0.7789 Intermediate Similarity NPC12172
0.7789 Intermediate Similarity NPC208886
0.7789 Intermediate Similarity NPC184463
0.7789 Intermediate Similarity NPC221282
0.7788 Intermediate Similarity NPC471884
0.7778 Intermediate Similarity NPC161060
0.7778 Intermediate Similarity NPC89555
0.7778 Intermediate Similarity NPC47024
0.7767 Intermediate Similarity NPC255082
0.7766 Intermediate Similarity NPC212664
0.7766 Intermediate Similarity NPC295312
0.7766 Intermediate Similarity NPC116620
0.7766 Intermediate Similarity NPC32922
0.7745 Intermediate Similarity NPC223450
0.7745 Intermediate Similarity NPC166115

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC54065 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
0.7957 Intermediate Similarity NPD1695 Approved
0.7917 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7843 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD6371 Approved
0.75 Intermediate Similarity NPD5785 Approved
0.7447 Intermediate Similarity NPD4249 Approved
0.7368 Intermediate Similarity NPD4250 Approved
0.7368 Intermediate Similarity NPD4251 Approved
0.7158 Intermediate Similarity NPD6082 Clinical (unspecified phase)
0.7156 Intermediate Similarity NPD6053 Discontinued
0.7128 Intermediate Similarity NPD5362 Discontinued
0.7021 Intermediate Similarity NPD6435 Approved
0.699 Remote Similarity NPD7638 Approved
0.6989 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6979 Remote Similarity NPD5363 Approved
0.697 Remote Similarity NPD6698 Approved
0.697 Remote Similarity NPD46 Approved
0.6931 Remote Similarity NPD5282 Discontinued
0.6923 Remote Similarity NPD7639 Approved
0.6923 Remote Similarity NPD7640 Approved
0.6915 Remote Similarity NPD5369 Approved
0.6842 Remote Similarity NPD4269 Approved
0.6842 Remote Similarity NPD4270 Approved
0.6809 Remote Similarity NPD4819 Approved
0.6809 Remote Similarity NPD5368 Approved
0.6809 Remote Similarity NPD4820 Approved
0.6809 Remote Similarity NPD4821 Approved
0.6809 Remote Similarity NPD4822 Approved
0.6804 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6789 Remote Similarity NPD6686 Approved
0.6774 Remote Similarity NPD4271 Approved
0.6774 Remote Similarity NPD4268 Approved
0.6771 Remote Similarity NPD7154 Phase 3
0.6759 Remote Similarity NPD6008 Approved
0.6735 Remote Similarity NPD5786 Approved
0.6667 Remote Similarity NPD4225 Approved
0.6667 Remote Similarity NPD6399 Phase 3
0.6634 Remote Similarity NPD7838 Discovery
0.6632 Remote Similarity NPD4252 Approved
0.6598 Remote Similarity NPD5332 Approved
0.6598 Remote Similarity NPD5331 Approved
0.6596 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6571 Remote Similarity NPD6083 Phase 2
0.6571 Remote Similarity NPD6084 Phase 2
0.6569 Remote Similarity NPD8035 Phase 2
0.6569 Remote Similarity NPD8034 Phase 2
0.6562 Remote Similarity NPD4790 Discontinued
0.6545 Remote Similarity NPD6412 Phase 2
0.6545 Remote Similarity NPD5697 Approved
0.6538 Remote Similarity NPD5695 Phase 3
0.6509 Remote Similarity NPD5696 Approved
0.6495 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6491 Remote Similarity NPD8133 Approved
0.6486 Remote Similarity NPD6899 Approved
0.6486 Remote Similarity NPD6881 Approved
0.6486 Remote Similarity NPD7320 Approved
0.6481 Remote Similarity NPD7632 Discontinued
0.6465 Remote Similarity NPD1694 Approved
0.646 Remote Similarity NPD6649 Approved
0.646 Remote Similarity NPD6650 Approved
0.6455 Remote Similarity NPD6675 Approved
0.6455 Remote Similarity NPD6402 Approved
0.6455 Remote Similarity NPD7128 Approved
0.6455 Remote Similarity NPD5739 Approved
0.6446 Remote Similarity NPD7507 Approved
0.6436 Remote Similarity NPD6903 Approved
0.6429 Remote Similarity NPD6012 Approved
0.6429 Remote Similarity NPD4788 Approved
0.6429 Remote Similarity NPD6014 Approved
0.6429 Remote Similarity NPD6013 Approved
0.6429 Remote Similarity NPD6372 Approved
0.6429 Remote Similarity NPD6373 Approved
0.6408 Remote Similarity NPD7637 Suspended
0.6408 Remote Similarity NPD7983 Approved
0.64 Remote Similarity NPD7146 Approved
0.64 Remote Similarity NPD6409 Approved
0.64 Remote Similarity NPD7334 Approved
0.64 Remote Similarity NPD7521 Approved
0.64 Remote Similarity NPD5330 Approved
0.64 Remote Similarity NPD6684 Approved
0.6396 Remote Similarity NPD5701 Approved
0.6372 Remote Similarity NPD7102 Approved
0.6372 Remote Similarity NPD7290 Approved
0.6372 Remote Similarity NPD6883 Approved
0.6364 Remote Similarity NPD3133 Approved
0.6364 Remote Similarity NPD7492 Approved
0.6364 Remote Similarity NPD3665 Phase 1
0.6364 Remote Similarity NPD3666 Approved
0.6353 Remote Similarity NPD3198 Approved
0.6348 Remote Similarity NPD4632 Approved
0.6346 Remote Similarity NPD5779 Approved
0.6346 Remote Similarity NPD5778 Approved
0.6339 Remote Similarity NPD6011 Approved
0.6325 Remote Similarity NPD7115 Discovery
0.6316 Remote Similarity NPD8130 Phase 1
0.6316 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6316 Remote Similarity NPD6847 Approved
0.6316 Remote Similarity NPD6869 Approved
0.6316 Remote Similarity NPD6617 Approved
0.6311 Remote Similarity NPD6616 Approved
0.6303 Remote Similarity NPD6054 Approved
0.6303 Remote Similarity NPD6319 Approved
0.63 Remote Similarity NPD7520 Clinical (unspecified phase)
0.629 Remote Similarity NPD7319 Approved
0.6283 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6275 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6261 Remote Similarity NPD8297 Approved
0.6261 Remote Similarity NPD6882 Approved
0.626 Remote Similarity NPD7078 Approved
0.625 Remote Similarity NPD6015 Approved
0.625 Remote Similarity NPD6016 Approved
0.625 Remote Similarity NPD4802 Phase 2
0.625 Remote Similarity NPD5281 Approved
0.625 Remote Similarity NPD5693 Phase 1
0.625 Remote Similarity NPD6411 Approved
0.625 Remote Similarity NPD4238 Approved
0.625 Remote Similarity NPD5284 Approved
0.6228 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6226 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6226 Remote Similarity NPD4629 Approved
0.6226 Remote Similarity NPD5210 Approved
0.6214 Remote Similarity NPD4753 Phase 2
0.621 Remote Similarity NPD7736 Approved
0.6204 Remote Similarity NPD8029 Clinical (unspecified phase)
0.62 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6198 Remote Similarity NPD6370 Approved
0.6198 Remote Similarity NPD5988 Approved
0.6195 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6186 Remote Similarity NPD6009 Approved
0.6182 Remote Similarity NPD5211 Phase 2
0.6167 Remote Similarity NPD6059 Approved
0.6162 Remote Similarity NPD3667 Approved
0.6162 Remote Similarity NPD5209 Approved
0.6154 Remote Similarity NPD5207 Approved
0.6147 Remote Similarity NPD5285 Approved
0.6147 Remote Similarity NPD4696 Approved
0.6147 Remote Similarity NPD5286 Approved
0.6134 Remote Similarity NPD7327 Approved
0.6134 Remote Similarity NPD7328 Approved
0.6129 Remote Similarity NPD8293 Discontinued
0.6116 Remote Similarity NPD8033 Approved
0.6116 Remote Similarity NPD5983 Phase 2
0.6116 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6111 Remote Similarity NPD4755 Approved
0.6102 Remote Similarity NPD6274 Approved
0.61 Remote Similarity NPD6695 Phase 3
0.6091 Remote Similarity NPD5344 Discontinued
0.6083 Remote Similarity NPD7516 Approved
0.6078 Remote Similarity NPD3618 Phase 1
0.6071 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6071 Remote Similarity NPD5141 Approved
0.6071 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6058 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6058 Remote Similarity NPD6101 Approved
0.604 Remote Similarity NPD4786 Approved
0.6038 Remote Similarity NPD4202 Approved
0.6036 Remote Similarity NPD5224 Approved
0.6036 Remote Similarity NPD5226 Approved
0.6036 Remote Similarity NPD4633 Approved
0.6036 Remote Similarity NPD5225 Approved
0.6034 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6033 Remote Similarity NPD8377 Approved
0.6033 Remote Similarity NPD8294 Approved
0.6016 Remote Similarity NPD7604 Phase 2
0.6016 Remote Similarity NPD6845 Suspended
0.6 Remote Similarity NPD4700 Approved
0.5984 Remote Similarity NPD8296 Approved
0.5984 Remote Similarity NPD8380 Approved
0.5984 Remote Similarity NPD7503 Approved
0.5984 Remote Similarity NPD8379 Approved
0.5984 Remote Similarity NPD8378 Approved
0.5984 Remote Similarity NPD8335 Approved
0.5982 Remote Similarity NPD5175 Approved
0.5982 Remote Similarity NPD5174 Approved
0.5981 Remote Similarity NPD6001 Approved
0.5965 Remote Similarity NPD6685 Approved
0.5965 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5963 Remote Similarity NPD7902 Approved
0.5962 Remote Similarity NPD5737 Approved
0.5962 Remote Similarity NPD6672 Approved
0.595 Remote Similarity NPD7100 Approved
0.595 Remote Similarity NPD7101 Approved
0.5948 Remote Similarity NPD4634 Approved
0.5946 Remote Similarity NPD5223 Approved
0.5946 Remote Similarity NPD1700 Approved
0.5938 Remote Similarity NPD3702 Approved
0.5938 Remote Similarity NPD7260 Phase 2
0.5922 Remote Similarity NPD5279 Phase 3
0.592 Remote Similarity NPD6336 Discontinued
0.5918 Remote Similarity NPD6697 Approved
0.5918 Remote Similarity NPD6118 Approved
0.5918 Remote Similarity NPD6114 Approved
0.5918 Remote Similarity NPD6115 Approved
0.5917 Remote Similarity NPD6317 Approved
0.5905 Remote Similarity NPD6051 Approved
0.5905 Remote Similarity NPD6080 Approved
0.5905 Remote Similarity NPD6904 Approved
0.5905 Remote Similarity NPD6673 Approved
0.5887 Remote Similarity NPD6067 Discontinued
0.5882 Remote Similarity NPD5766 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   14414379
ChEMBL   CHEMBL1912048
ZINC  

Physicochemical Properties

Molecular Weight:  308.16
ALogP:  0.0165
MLogP:  2.78
XLogP:  2.016
# Rotatable Bonds:  6
Polar Surface Area:  72.83
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  22

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs