Natural Product: NPC476037

Natural Product ID:  NPC476037
Common Name:   Wortmannilactone C
IUPAC Name:   (3E,5E,7E,14E,16E,18E)-10,12,20-trihydroxy-22-(2-hydroxypropyl)-1-oxacyclodocosa-3,5,7,14,16,18-hexaen-2-one
Synonyms:   Wortmannilactone C
Molecular Formula:   C24H34O6
Standard InCHIKey:  SEDBAVXIUFCBOQ-TVAXXASCSA-N
Standard InCHI:  InChI=1S/C24H34O6/c1-19(25)16-23-18-22(28)14-10-5-2-4-8-12-20(26)17-21(27)13-9-6-3-7-11-15-24(29)30-23/h2-11,14-15,19-23,25-28H,12-13,16-18H2,1H3/b5-2+,7-3+,8-4+,9-6+,14-10+,15-11+
Canonical SMILES:  OC1C/C=C/C=C/C=C/C(O)CC(CC(O)C)OC(=O)/C=C/C=C/C=C/CC(C1)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
NPO24533 Talaromyces wortmannii Species Trichocomaceae Eukaryota PMID[16441083]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 = 120400 nM PubChem BioAssay data set
NPT2 Others Unspecified IC50 = 52400 nM 17074796
NPT2 Others Unspecified IC50 = 56300 nM 17074796
NPT81 Cell Line A549 Homo sapiens IC50 = 118500 nM 17074796
NPT111 Cell Line K562 Homo sapiens IC50 = 130500 nM 17524651

  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 NPC476037 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
0.9701 High Similarity NPC329890
0.9697 High Similarity NPC476012
0.9412 High Similarity NPC329914
0.9385 High Similarity NPC146811
0.9286 High Similarity NPC188860
0.9155 High Similarity NPC233071
0.8904 High Similarity NPC1180
0.8857 High Similarity NPC327383
0.8857 High Similarity NPC185186
0.8714 High Similarity NPC293114
0.8714 High Similarity NPC316185
0.8667 High Similarity NPC315731
0.8611 High Similarity NPC285840
0.8611 High Similarity NPC327041
0.8611 High Similarity NPC260396
0.8592 High Similarity NPC284006
0.8514 High Similarity NPC248775
0.8485 Intermediate Similarity NPC26810
0.8472 Intermediate Similarity NPC315843
0.8421 Intermediate Similarity NPC184208
0.8421 Intermediate Similarity NPC8538
0.84 Intermediate Similarity NPC180725
0.84 Intermediate Similarity NPC470149
0.84 Intermediate Similarity NPC470148
0.8333 Intermediate Similarity NPC473308
0.8289 Intermediate Similarity NPC470147
0.8289 Intermediate Similarity NPC133226
0.8286 Intermediate Similarity NPC63873
0.8219 Intermediate Similarity NPC107654
0.8205 Intermediate Similarity NPC473315
0.8205 Intermediate Similarity NPC142111
0.8158 Intermediate Similarity NPC139712
0.8133 Intermediate Similarity NPC474026
0.8125 Intermediate Similarity NPC208473
0.8116 Intermediate Similarity NPC96414
0.8116 Intermediate Similarity NPC282760
0.8116 Intermediate Similarity NPC19769
0.8077 Intermediate Similarity NPC251026
0.8028 Intermediate Similarity NPC474823
0.8028 Intermediate Similarity NPC238223
0.8026 Intermediate Similarity NPC182292
0.8 Intermediate Similarity NPC472808
0.8 Intermediate Similarity NPC324224
0.8 Intermediate Similarity NPC201356
0.7945 Intermediate Similarity NPC477087
0.7945 Intermediate Similarity NPC477086
0.7917 Intermediate Similarity NPC475004
0.791 Intermediate Similarity NPC97570
0.791 Intermediate Similarity NPC222852
0.7901 Intermediate Similarity NPC61527
0.7887 Intermediate Similarity NPC122627
0.7887 Intermediate Similarity NPC49863
0.7887 Intermediate Similarity NPC132286
0.7838 Intermediate Similarity NPC477085
0.7808 Intermediate Similarity NPC473361
0.7808 Intermediate Similarity NPC329904
0.7805 Intermediate Similarity NPC313658
0.7805 Intermediate Similarity NPC316138
0.7805 Intermediate Similarity NPC199382
0.7794 Intermediate Similarity NPC327112
0.7763 Intermediate Similarity NPC469880
0.7763 Intermediate Similarity NPC477202
0.7761 Intermediate Similarity NPC223679
0.7746 Intermediate Similarity NPC37382
0.7746 Intermediate Similarity NPC328653
0.7746 Intermediate Similarity NPC276299
0.7722 Intermediate Similarity NPC469469
0.7711 Intermediate Similarity NPC470137
0.7703 Intermediate Similarity NPC475762
0.7692 Intermediate Similarity NPC55304
0.7692 Intermediate Similarity NPC226226
0.7671 Intermediate Similarity NPC143396
0.7671 Intermediate Similarity NPC151481
0.7671 Intermediate Similarity NPC475982
0.7662 Intermediate Similarity NPC475711
0.7662 Intermediate Similarity NPC477203
0.7654 Intermediate Similarity NPC186155
0.7654 Intermediate Similarity NPC160517
0.7654 Intermediate Similarity NPC78673
0.7647 Intermediate Similarity NPC22897
0.7647 Intermediate Similarity NPC159650
0.7639 Intermediate Similarity NPC478097
0.7612 Intermediate Similarity NPC44542
0.7612 Intermediate Similarity NPC129150
0.7606 Intermediate Similarity NPC323045
0.7606 Intermediate Similarity NPC323477
0.7606 Intermediate Similarity NPC317881
0.76 Intermediate Similarity NPC325627
0.7571 Intermediate Similarity NPC473737
0.7571 Intermediate Similarity NPC29697
0.7568 Intermediate Similarity NPC4299
0.7558 Intermediate Similarity NPC109406
0.7536 Intermediate Similarity NPC26223
0.7536 Intermediate Similarity NPC328311
0.7534 Intermediate Similarity NPC475760
0.7532 Intermediate Similarity NPC326661
0.7531 Intermediate Similarity NPC116543
0.7529 Intermediate Similarity NPC473311
0.75 Intermediate Similarity NPC254095
0.75 Intermediate Similarity NPC474321
0.75 Intermediate Similarity NPC92558
0.75 Intermediate Similarity NPC470686
0.75 Intermediate Similarity NPC474545
0.7468 Intermediate Similarity NPC321728
0.7468 Intermediate Similarity NPC471537
0.7465 Intermediate Similarity NPC308457
0.7465 Intermediate Similarity NPC470808
0.7465 Intermediate Similarity NPC148233
0.7465 Intermediate Similarity NPC25747
0.7442 Intermediate Similarity NPC476075
0.7442 Intermediate Similarity NPC476084
0.7442 Intermediate Similarity NPC206679
0.7442 Intermediate Similarity NPC114172
0.7442 Intermediate Similarity NPC471324
0.7436 Intermediate Similarity NPC84360
0.7432 Intermediate Similarity NPC236208
0.7432 Intermediate Similarity NPC101622
0.7432 Intermediate Similarity NPC470436
0.7429 Intermediate Similarity NPC66460
0.7429 Intermediate Similarity NPC113293
0.7429 Intermediate Similarity NPC325929
0.7429 Intermediate Similarity NPC271282
0.7429 Intermediate Similarity NPC55376
0.7407 Intermediate Similarity NPC313677
0.7397 Intermediate Similarity NPC25298
0.7397 Intermediate Similarity NPC478100
0.7391 Intermediate Similarity NPC322186
0.7391 Intermediate Similarity NPC318306
0.7391 Intermediate Similarity NPC329249
0.7381 Intermediate Similarity NPC118077
0.7381 Intermediate Similarity NPC475186
0.7368 Intermediate Similarity NPC470435
0.7361 Intermediate Similarity NPC476655
0.7361 Intermediate Similarity NPC478099
0.7361 Intermediate Similarity NPC470123
0.7361 Intermediate Similarity NPC471556
0.7361 Intermediate Similarity NPC255863
0.7361 Intermediate Similarity NPC478098
0.7361 Intermediate Similarity NPC136164
0.7361 Intermediate Similarity NPC476654
0.7361 Intermediate Similarity NPC320642
0.7361 Intermediate Similarity NPC476657
0.7361 Intermediate Similarity NPC245947
0.7356 Intermediate Similarity NPC159092
0.7353 Intermediate Similarity NPC212730
0.7353 Intermediate Similarity NPC135863
0.7353 Intermediate Similarity NPC294938
0.7353 Intermediate Similarity NPC265551
0.7353 Intermediate Similarity NPC472445
0.7353 Intermediate Similarity NPC249850
0.7353 Intermediate Similarity NPC293437
0.7349 Intermediate Similarity NPC471494
0.7342 Intermediate Similarity NPC474816
0.7342 Intermediate Similarity NPC477314
0.7342 Intermediate Similarity NPC473471
0.7342 Intermediate Similarity NPC209135
0.7333 Intermediate Similarity NPC59558
0.7326 Intermediate Similarity NPC3952
0.7324 Intermediate Similarity NPC210303
0.7324 Intermediate Similarity NPC179087
0.7324 Intermediate Similarity NPC44343
0.7317 Intermediate Similarity NPC315559
0.7317 Intermediate Similarity NPC253801
0.7317 Intermediate Similarity NPC16488
0.7317 Intermediate Similarity NPC44261
0.7317 Intermediate Similarity NPC474809
0.7317 Intermediate Similarity NPC161045
0.7313 Intermediate Similarity NPC317899
0.7308 Intermediate Similarity NPC16279
0.7308 Intermediate Similarity NPC256640
0.7308 Intermediate Similarity NPC205615
0.7286 Intermediate Similarity NPC471278
0.7286 Intermediate Similarity NPC299730
0.7284 Intermediate Similarity NPC475944
0.7284 Intermediate Similarity NPC297440
0.7284 Intermediate Similarity NPC112868
0.7273 Intermediate Similarity NPC227396
0.7273 Intermediate Similarity NPC469491
0.7262 Intermediate Similarity NPC279267
0.7262 Intermediate Similarity NPC311163
0.7262 Intermediate Similarity NPC69082
0.7262 Intermediate Similarity NPC315395
0.7262 Intermediate Similarity NPC316426
0.726 Intermediate Similarity NPC478101
0.726 Intermediate Similarity NPC476659
0.726 Intermediate Similarity NPC248125
0.726 Intermediate Similarity NPC476656
0.726 Intermediate Similarity NPC124586
0.7246 Intermediate Similarity NPC474084
0.7237 Intermediate Similarity NPC472254
0.7229 Intermediate Similarity NPC475035
0.7229 Intermediate Similarity NPC163093
0.7229 Intermediate Similarity NPC161670
0.7229 Intermediate Similarity NPC266718
0.7222 Intermediate Similarity NPC477457
0.7222 Intermediate Similarity NPC477456
0.7222 Intermediate Similarity NPC476658
0.7215 Intermediate Similarity NPC49302
0.7215 Intermediate Similarity NPC262747
0.7215 Intermediate Similarity NPC51809

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476037 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
0.7887 Intermediate Similarity NPD4247 Clinical (unspecified phase)
0.7794 Intermediate Similarity NPD4246 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD7838 Discovery
0.6957 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6824 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6747 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6742 Remote Similarity NPD46 Approved
0.6742 Remote Similarity NPD6698 Approved
0.6702 Remote Similarity NPD6648 Approved
0.6667 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7983 Approved
0.6667 Remote Similarity NPD7637 Suspended
0.6632 Remote Similarity NPD5344 Discontinued
0.6593 Remote Similarity NPD5778 Approved
0.6593 Remote Similarity NPD5779 Approved
0.6591 Remote Similarity NPD4251 Approved
0.6591 Remote Similarity NPD4250 Approved
0.6585 Remote Similarity NPD4756 Discovery
0.6556 Remote Similarity NPD5785 Approved
0.6528 Remote Similarity NPD585 Clinical (unspecified phase)
0.6512 Remote Similarity NPD7154 Phase 3
0.6506 Remote Similarity NPD4268 Approved
0.6506 Remote Similarity NPD4271 Approved
0.6477 Remote Similarity NPD4249 Approved
0.6418 Remote Similarity NPD4220 Pre-registration
0.6395 Remote Similarity NPD5209 Approved
0.6383 Remote Similarity NPD7839 Suspended
0.6364 Remote Similarity NPD5363 Approved
0.6353 Remote Similarity NPD4820 Approved
0.6353 Remote Similarity NPD4822 Approved
0.6353 Remote Similarity NPD4819 Approved
0.6353 Remote Similarity NPD4821 Approved
0.6316 Remote Similarity NPD3197 Phase 1
0.6301 Remote Similarity NPD6109 Phase 1
0.6296 Remote Similarity NPD4732 Discontinued
0.6232 Remote Similarity NPD6927 Phase 3
0.6163 Remote Similarity NPD4252 Approved
0.6136 Remote Similarity NPD5362 Discontinued
0.6118 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6104 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6082 Remote Similarity NPD4225 Approved
0.6081 Remote Similarity NPD9119 Approved
0.6081 Remote Similarity NPD69 Approved
0.6029 Remote Similarity NPD5343 Approved
0.6023 Remote Similarity NPD4269 Approved
0.6023 Remote Similarity NPD4270 Approved
0.602 Remote Similarity NPD7639 Approved
0.602 Remote Similarity NPD7640 Approved
0.6 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5977 Remote Similarity NPD7332 Phase 2
0.5977 Remote Similarity NPD7514 Phase 3
0.5972 Remote Similarity NPD3195 Phase 2
0.5972 Remote Similarity NPD4266 Approved
0.5972 Remote Similarity NPD3196 Approved
0.5972 Remote Similarity NPD3194 Approved
0.597 Remote Similarity NPD4265 Approved
0.597 Remote Similarity NPD39 Approved
0.5962 Remote Similarity NPD6371 Approved
0.5955 Remote Similarity NPD6695 Phase 3
0.5955 Remote Similarity NPD5332 Approved
0.5955 Remote Similarity NPD5331 Approved
0.5952 Remote Similarity NPD8039 Approved
0.5946 Remote Similarity NPD9118 Approved
0.5942 Remote Similarity NPD3173 Approved
0.5938 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5934 Remote Similarity NPD5786 Approved
0.593 Remote Similarity NPD7145 Approved
0.5918 Remote Similarity NPD7638 Approved
0.5914 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5914 Remote Similarity NPD6101 Approved
0.5909 Remote Similarity NPD4790 Discontinued
0.5909 Remote Similarity NPD6902 Approved
0.5889 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5876 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5844 Remote Similarity NPD4192 Approved
0.5844 Remote Similarity NPD4194 Approved
0.5844 Remote Similarity NPD4193 Approved
0.5844 Remote Similarity NPD4191 Approved
0.5843 Remote Similarity NPD6435 Approved
0.5842 Remote Similarity NPD6647 Phase 2
0.5833 Remote Similarity NPD3172 Approved
0.5825 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5821 Remote Similarity NPD6096 Approved
0.5821 Remote Similarity NPD6097 Approved
0.5814 Remote Similarity NPD6925 Approved
0.5814 Remote Similarity NPD5776 Phase 2
0.5789 Remote Similarity NPD6411 Approved
0.5778 Remote Similarity NPD6110 Phase 1
0.5769 Remote Similarity NPD6686 Approved
0.5769 Remote Similarity NPD3210 Clinical (unspecified phase)
0.5765 Remote Similarity NPD8264 Approved
0.5745 Remote Similarity NPD5370 Suspended
0.5735 Remote Similarity NPD4222 Approved
0.573 Remote Similarity NPD5369 Approved
0.5699 Remote Similarity NPD7750 Discontinued
0.5699 Remote Similarity NPD7524 Approved
0.5682 Remote Similarity NPD6929 Approved
0.5672 Remote Similarity NPD5326 Phase 3
0.5652 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5636 Remote Similarity NPD7505 Discontinued
0.5632 Remote Similarity NPD6932 Approved
0.5625 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5618 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5618 Remote Similarity NPD5368 Approved
0.5618 Remote Similarity NPD6931 Approved
0.5618 Remote Similarity NPD6930 Phase 2
0.5614 Remote Similarity NPD7829 Approved
0.5614 Remote Similarity NPD7830 Approved
0.5607 Remote Similarity NPD8413 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   11553515
ChEMBL   CHEMBL523119
ZINC  

Physicochemical Properties

Molecular Weight:  418.24
ALogP:  0.2143
MLogP:  3.44
XLogP:  2.49
# Rotatable Bonds:  7
Polar Surface Area:  107.22
# H-Bond Aceptor:  6
# H-Bond Donor:  4
# Rings:  1
# Heavy Atoms:  30

Download Data

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Biological Activities  
Similar NPs/Drugs