Natural Product: NPC301525

Natural Product ID:  NPC301525
Common Name:   Flaccidoxide-13-Acetate
IUPAC Name:   [(1S,4E,8E,10Z,12R,13S,14R)-13-acetyloxy-4,8,14-trimethyl-11-propan-2-yl-15-oxabicyclo[12.1.0]pentadeca-4,8,10-trien-12-yl] acetate
Synonyms:   Flaccidoxide-13-Acetate
Molecular Formula:   C24H36O5
Standard InCHIKey:  SLZFGKPBZNIZNQ-PYUQHKKDSA-N
Standard InCHI:  InChI=1S/C24H36O5/c1-15(2)20-13-11-16(3)9-8-10-17(4)12-14-21-24(7,29-21)23(28-19(6)26)22(20)27-18(5)25/h10-11,13,15,21-23H,8-9,12,14H2,1-7H3/b16-11+,17-10+,20-13-/t21-,22+,23-,24+/m0/s1
Canonical SMILES:  C/C/1=CC=C(C(C)C)/[C@@H](OC(=O)C)[C@H](OC(=O)C)[C@]2([C@H](CC/C(=C/CC1)/C)O2)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
NPO2560 Cespitularia taeniata Species Xeniidae Eukaryota PMID[16495058]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1183 Cell Line WiDr Homo sapiens IC50 = 13.8 ug/ml 20701299
NPT1184 Cell Line Daoy Homo sapiens IC50 = 16.9 ug/ml 26091285

  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 NPC301525 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
0.9333 High Similarity NPC474894
0.9143 High Similarity NPC329656
0.9067 High Similarity NPC471537
0.8947 High Similarity NPC474739
0.8684 High Similarity NPC474005
0.863 High Similarity NPC477084
0.8375 Intermediate Similarity NPC475989
0.8356 Intermediate Similarity NPC269841
0.8289 Intermediate Similarity NPC93213
0.8148 Intermediate Similarity NPC231601
0.8125 Intermediate Similarity NPC79277
0.8125 Intermediate Similarity NPC475481
0.8125 Intermediate Similarity NPC141810
0.8108 Intermediate Similarity NPC101622
0.8077 Intermediate Similarity NPC84360
0.8072 Intermediate Similarity NPC61527
0.8 Intermediate Similarity NPC475310
0.8 Intermediate Similarity NPC4299
0.8 Intermediate Similarity NPC329904
0.8 Intermediate Similarity NPC127824
0.8 Intermediate Similarity NPC473361
0.7922 Intermediate Similarity NPC471525
0.7907 Intermediate Similarity NPC475748
0.7875 Intermediate Similarity NPC325869
0.7875 Intermediate Similarity NPC617
0.7867 Intermediate Similarity NPC239373
0.7867 Intermediate Similarity NPC329989
0.7857 Intermediate Similarity NPC204048
0.7838 Intermediate Similarity NPC472266
0.7831 Intermediate Similarity NPC78673
0.7831 Intermediate Similarity NPC186155
0.7831 Intermediate Similarity NPC160517
0.7778 Intermediate Similarity NPC233332
0.7778 Intermediate Similarity NPC217940
0.7765 Intermediate Similarity NPC231889
0.7763 Intermediate Similarity NPC469660
0.7763 Intermediate Similarity NPC37929
0.7763 Intermediate Similarity NPC64234
0.7733 Intermediate Similarity NPC276290
0.7711 Intermediate Similarity NPC49208
0.7711 Intermediate Similarity NPC475842
0.7711 Intermediate Similarity NPC170377
0.7701 Intermediate Similarity NPC3952
0.7701 Intermediate Similarity NPC51653
0.7683 Intermediate Similarity NPC112868
0.7674 Intermediate Similarity NPC233997
0.7667 Intermediate Similarity NPC57664
0.7654 Intermediate Similarity NPC271632
0.7647 Intermediate Similarity NPC311163
0.7647 Intermediate Similarity NPC471480
0.7647 Intermediate Similarity NPC50637
0.7647 Intermediate Similarity NPC137253
0.7632 Intermediate Similarity NPC232812
0.7625 Intermediate Similarity NPC40049
0.7625 Intermediate Similarity NPC476439
0.759 Intermediate Similarity NPC35556
0.759 Intermediate Similarity NPC475936
0.7586 Intermediate Similarity NPC151770
0.7564 Intermediate Similarity NPC477085
0.7558 Intermediate Similarity NPC474765
0.7558 Intermediate Similarity NPC476600
0.7532 Intermediate Similarity NPC129630
0.7531 Intermediate Similarity NPC477089
0.7531 Intermediate Similarity NPC474341
0.7529 Intermediate Similarity NPC197903
0.7529 Intermediate Similarity NPC99395
0.75 Intermediate Similarity NPC469880
0.75 Intermediate Similarity NPC170286
0.75 Intermediate Similarity NPC475622
0.75 Intermediate Similarity NPC108045
0.75 Intermediate Similarity NPC44261
0.75 Intermediate Similarity NPC53867
0.75 Intermediate Similarity NPC23748
0.75 Intermediate Similarity NPC271070
0.7473 Intermediate Similarity NPC476315
0.7471 Intermediate Similarity NPC93411
0.7471 Intermediate Similarity NPC260343
0.747 Intermediate Similarity NPC315731
0.747 Intermediate Similarity NPC301477
0.747 Intermediate Similarity NPC8538
0.747 Intermediate Similarity NPC25684
0.747 Intermediate Similarity NPC184208
0.747 Intermediate Similarity NPC281949
0.747 Intermediate Similarity NPC25554
0.7468 Intermediate Similarity NPC107654
0.7468 Intermediate Similarity NPC474551
0.7468 Intermediate Similarity NPC474758
0.7444 Intermediate Similarity NPC473316
0.7444 Intermediate Similarity NPC473330
0.7439 Intermediate Similarity NPC476701
0.7439 Intermediate Similarity NPC86971
0.7436 Intermediate Similarity NPC472254
0.7436 Intermediate Similarity NPC477086
0.7436 Intermediate Similarity NPC477087
0.7429 Intermediate Similarity NPC96663
0.7419 Intermediate Similarity NPC13743
0.7419 Intermediate Similarity NPC98813
0.7416 Intermediate Similarity NPC158061
0.7412 Intermediate Similarity NPC72464
0.7407 Intermediate Similarity NPC476703
0.7407 Intermediate Similarity NPC97516
0.7386 Intermediate Similarity NPC106040
0.7386 Intermediate Similarity NPC166919
0.7386 Intermediate Similarity NPC64913
0.7386 Intermediate Similarity NPC83423
0.7386 Intermediate Similarity NPC242877
0.7386 Intermediate Similarity NPC115179
0.7386 Intermediate Similarity NPC133450
0.7368 Intermediate Similarity NPC193029
0.7368 Intermediate Similarity NPC473357
0.7363 Intermediate Similarity NPC14961
0.7363 Intermediate Similarity NPC270013
0.7363 Intermediate Similarity NPC107476
0.7363 Intermediate Similarity NPC291709
0.7363 Intermediate Similarity NPC241407
0.7361 Intermediate Similarity NPC83838
0.7361 Intermediate Similarity NPC143810
0.7356 Intermediate Similarity NPC266957
0.7356 Intermediate Similarity NPC475087
0.7349 Intermediate Similarity NPC472470
0.7349 Intermediate Similarity NPC474510
0.7342 Intermediate Similarity NPC474543
0.7342 Intermediate Similarity NPC472018
0.7342 Intermediate Similarity NPC238425
0.7342 Intermediate Similarity NPC222244
0.7342 Intermediate Similarity NPC16349
0.7333 Intermediate Similarity NPC476300
0.7333 Intermediate Similarity NPC212486
0.7326 Intermediate Similarity NPC471494
0.7326 Intermediate Similarity NPC474547
0.7326 Intermediate Similarity NPC474369
0.7326 Intermediate Similarity NPC11804
0.7317 Intermediate Similarity NPC264610
0.7317 Intermediate Similarity NPC23187
0.7312 Intermediate Similarity NPC90819
0.7312 Intermediate Similarity NPC124181
0.7303 Intermediate Similarity NPC177668
0.7303 Intermediate Similarity NPC51004
0.7294 Intermediate Similarity NPC474193
0.7294 Intermediate Similarity NPC272814
0.7294 Intermediate Similarity NPC12283
0.7294 Intermediate Similarity NPC474809
0.7294 Intermediate Similarity NPC474703
0.7294 Intermediate Similarity NPC475947
0.7286 Intermediate Similarity NPC223604
0.7284 Intermediate Similarity NPC474447
0.7284 Intermediate Similarity NPC170148
0.7283 Intermediate Similarity NPC279621
0.7283 Intermediate Similarity NPC288350
0.7283 Intermediate Similarity NPC173329
0.7273 Intermediate Similarity NPC475760
0.7273 Intermediate Similarity NPC475902
0.7262 Intermediate Similarity NPC471325
0.7262 Intermediate Similarity NPC246621
0.7253 Intermediate Similarity NPC474035
0.7253 Intermediate Similarity NPC81386
0.7253 Intermediate Similarity NPC471147
0.725 Intermediate Similarity NPC474280
0.725 Intermediate Similarity NPC140287
0.725 Intermediate Similarity NPC477204
0.725 Intermediate Similarity NPC315843
0.7241 Intermediate Similarity NPC122502
0.7241 Intermediate Similarity NPC469483
0.7241 Intermediate Similarity NPC261253
0.7241 Intermediate Similarity NPC116575
0.7241 Intermediate Similarity NPC474045
0.7234 Intermediate Similarity NPC475053
0.7229 Intermediate Similarity NPC477088
0.7229 Intermediate Similarity NPC139712
0.7222 Intermediate Similarity NPC175842
0.7222 Intermediate Similarity NPC184463
0.7222 Intermediate Similarity NPC32494
0.7222 Intermediate Similarity NPC30515
0.7215 Intermediate Similarity NPC316185
0.7209 Intermediate Similarity NPC9868
0.7209 Intermediate Similarity NPC474776
0.7204 Intermediate Similarity NPC153559
0.7204 Intermediate Similarity NPC475332
0.7204 Intermediate Similarity NPC471140
0.72 Intermediate Similarity NPC34883
0.7195 Intermediate Similarity NPC476028
0.7195 Intermediate Similarity NPC186109
0.7195 Intermediate Similarity NPC474278
0.7195 Intermediate Similarity NPC233071
0.7195 Intermediate Similarity NPC171204
0.7195 Intermediate Similarity NPC470240
0.7195 Intermediate Similarity NPC315394
0.7195 Intermediate Similarity NPC476794
0.7195 Intermediate Similarity NPC141789
0.7191 Intermediate Similarity NPC307411
0.7191 Intermediate Similarity NPC475971
0.7179 Intermediate Similarity NPC304690
0.7179 Intermediate Similarity NPC265574
0.7179 Intermediate Similarity NPC74722
0.7176 Intermediate Similarity NPC89555
0.7176 Intermediate Similarity NPC474291
0.7176 Intermediate Similarity NPC474252
0.7174 Intermediate Similarity NPC36954
0.7174 Intermediate Similarity NPC469583
0.7174 Intermediate Similarity NPC475659

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC301525 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
0.8118 Intermediate Similarity NPD7838 Discovery
0.8056 Intermediate Similarity NPD2685 Clinical (unspecified phase)
0.7609 Intermediate Similarity NPD6648 Approved
0.75 Intermediate Similarity NPD46 Approved
0.75 Intermediate Similarity NPD6698 Approved
0.7158 Intermediate Similarity NPD5344 Discontinued
0.7126 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD7983 Approved
0.6974 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6951 Remote Similarity NPD8039 Approved
0.6947 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6813 Remote Similarity NPD1695 Approved
0.6782 Remote Similarity NPD5209 Approved
0.6744 Remote Similarity NPD4819 Approved
0.6744 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6744 Remote Similarity NPD4822 Approved
0.6744 Remote Similarity NPD4820 Approved
0.6744 Remote Similarity NPD4821 Approved
0.6742 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6705 Remote Similarity NPD7154 Phase 3
0.663 Remote Similarity NPD6051 Approved
0.6596 Remote Similarity NPD5778 Approved
0.6596 Remote Similarity NPD5779 Approved
0.6512 Remote Similarity NPD4268 Approved
0.6512 Remote Similarity NPD4271 Approved
0.6471 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6452 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6452 Remote Similarity NPD6101 Approved
0.6444 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6444 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6442 Remote Similarity NPD6371 Approved
0.6429 Remote Similarity NPD4225 Approved
0.6413 Remote Similarity NPD7524 Approved
0.6404 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6333 Remote Similarity NPD6695 Phase 3
0.6333 Remote Similarity NPD5362 Discontinued
0.6316 Remote Similarity NPD7637 Suspended
0.6316 Remote Similarity NPD6411 Approved
0.625 Remote Similarity NPD6927 Phase 3
0.6237 Remote Similarity NPD4250 Approved
0.6237 Remote Similarity NPD4251 Approved
0.6226 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6224 Remote Similarity NPD7839 Suspended
0.6222 Remote Similarity NPD6435 Approved
0.6211 Remote Similarity NPD3168 Discontinued
0.6154 Remote Similarity NPD5332 Approved
0.6154 Remote Similarity NPD5331 Approved
0.6129 Remote Similarity NPD4249 Approved
0.6122 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6111 Remote Similarity NPD5369 Approved
0.6111 Remote Similarity NPD4790 Discontinued
0.6095 Remote Similarity NPD6686 Approved
0.6092 Remote Similarity NPD6933 Approved
0.6091 Remote Similarity NPD7505 Discontinued
0.6091 Remote Similarity NPD7115 Discovery
0.6087 Remote Similarity NPD8273 Phase 1
0.6064 Remote Similarity NPD7750 Discontinued
0.6061 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6047 Remote Similarity NPD6926 Approved
0.6047 Remote Similarity NPD6924 Approved
0.6044 Remote Similarity NPD4269 Approved
0.6044 Remote Similarity NPD4270 Approved
0.6042 Remote Similarity NPD5785 Approved
0.6022 Remote Similarity NPD1694 Approved
0.6 Remote Similarity NPD5368 Approved
0.6 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6 Remote Similarity NPD6930 Phase 2
0.6 Remote Similarity NPD6931 Approved
0.5957 Remote Similarity NPD5786 Approved
0.5955 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5949 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5949 Remote Similarity NPD1145 Discontinued
0.5941 Remote Similarity NPD7638 Approved
0.5922 Remote Similarity NPD3653 Clinical (unspecified phase)
0.5918 Remote Similarity NPD6399 Phase 3
0.5889 Remote Similarity NPD6929 Approved
0.5888 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5882 Remote Similarity NPD7640 Approved
0.5882 Remote Similarity NPD7639 Approved
0.5877 Remote Similarity NPD8513 Phase 3
0.5877 Remote Similarity NPD8517 Approved
0.5877 Remote Similarity NPD7503 Approved
0.5877 Remote Similarity NPD8516 Approved
0.5877 Remote Similarity NPD8515 Approved
0.5875 Remote Similarity NPD368 Approved
0.5872 Remote Similarity NPD6053 Discontinued
0.5851 Remote Similarity NPD5363 Approved
0.5833 Remote Similarity NPD2067 Discontinued
0.5833 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5824 Remote Similarity NPD4252 Approved
0.5824 Remote Similarity NPD7514 Phase 3
0.5824 Remote Similarity NPD7509 Discontinued
0.5824 Remote Similarity NPD7332 Phase 2
0.5816 Remote Similarity NPD7087 Discontinued
0.5795 Remote Similarity NPD8264 Approved
0.5789 Remote Similarity NPD7146 Approved
0.5789 Remote Similarity NPD7521 Approved
0.5789 Remote Similarity NPD6684 Approved
0.5789 Remote Similarity NPD5330 Approved
0.5789 Remote Similarity NPD7334 Approved
0.5789 Remote Similarity NPD6409 Approved
0.5789 Remote Similarity NPD6422 Discontinued
0.5778 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5776 Remote Similarity NPD7829 Approved
0.5776 Remote Similarity NPD7830 Approved
0.5761 Remote Similarity NPD6902 Approved
0.5752 Remote Similarity NPD7327 Approved
0.5752 Remote Similarity NPD7328 Approved
0.5739 Remote Similarity NPD8033 Approved
0.5714 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5702 Remote Similarity NPD7516 Approved
0.57 Remote Similarity NPD7901 Clinical (unspecified phase)
0.57 Remote Similarity NPD7900 Approved
0.5696 Remote Similarity NPD585 Clinical (unspecified phase)
0.5684 Remote Similarity NPD6893 Approved
0.5679 Remote Similarity NPD4193 Approved
0.5679 Remote Similarity NPD4192 Approved
0.5679 Remote Similarity NPD4194 Approved
0.5679 Remote Similarity NPD4191 Approved
0.5678 Remote Similarity NPD8451 Approved
0.567 Remote Similarity NPD6903 Approved
0.567 Remote Similarity NPD7513 Clinical (unspecified phase)
0.567 Remote Similarity NPD5737 Approved
0.567 Remote Similarity NPD6672 Approved
0.5667 Remote Similarity NPD5776 Phase 2
0.5667 Remote Similarity NPD6932 Approved
0.5667 Remote Similarity NPD6925 Approved
0.5667 Remote Similarity NPD4756 Discovery
0.5657 Remote Similarity NPD6050 Approved
0.5657 Remote Similarity NPD5693 Phase 1
0.5652 Remote Similarity NPD8377 Approved
0.5652 Remote Similarity NPD8294 Approved
0.563 Remote Similarity NPD8448 Approved
0.563 Remote Similarity NPD8074 Phase 3
0.5612 Remote Similarity NPD5370 Suspended
0.5607 Remote Similarity NPD6640 Phase 3
0.5607 Remote Similarity NPD5357 Phase 1
0.5607 Remote Similarity NPD6008 Approved
0.5604 Remote Similarity NPD7145 Approved
0.5603 Remote Similarity NPD8378 Approved
0.5603 Remote Similarity NPD8380 Approved
0.5603 Remote Similarity NPD8335 Approved
0.5603 Remote Similarity NPD8296 Approved
0.5603 Remote Similarity NPD8379 Approved
0.5603 Remote Similarity NPD8444 Approved

Structure

External Identifiers

PubChem CID   10573301
ChEMBL   CHEMBL436745
ZINC  

Physicochemical Properties

Molecular Weight:  404.26
ALogP:  2.4528
MLogP:  3.55
XLogP:  4.806
# Rotatable Bonds:  12
Polar Surface Area:  65.13
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  29

Download Data

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