Natural Product: NPC135703

Natural Product ID:  NPC135703
Common Name:   Deoxyxeniolide B
IUPAC Name:   (4E,4aS,7E,11aR)-7-methyl-11-methylidene-4-(4-methylpent-3-enylidene)-4a,5,6,9,10,11a-hexahydrocyclonona[c]pyran-1-one
Synonyms:  
Molecular Formula:   C20H28O2
Standard InCHIKey:  XNRBKWSISMUNFK-GEUXUOHFSA-N
Standard InCHI:  InChI=1S/C20H28O2/c1-14(2)7-5-10-17-13-22-20(21)19-16(4)9-6-8-15(3)11-12-18(17)19/h7-8,10,18-19H,4-6,9,11-13H2,1-3H3/b15-8+,17-10-/t18-,19+/m1/s1
Canonical SMILES:  CC(=CC/C=C1/COC(=O)[C@@H]2[C@@H]1CC/C(=C/CCC2=C)/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
NPO26943 Xenia elongata Species Xeniidae Eukaryota PMID[7673938]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1897 Organism Oryzias latipes Oryzias latipes LC100 = 15 ppm DrugMatrix in vivo data: Pathology

  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 NPC135703 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
0.9306 High Similarity NPC474341
0.9028 High Similarity NPC12740
0.9028 High Similarity NPC61863
0.9028 High Similarity NPC110461
0.8904 High Similarity NPC107668
0.859 High Similarity NPC14575
0.859 High Similarity NPC196487
0.8571 High Similarity NPC475936
0.8462 Intermediate Similarity NPC53867
0.8378 Intermediate Similarity NPC475861
0.8375 Intermediate Similarity NPC234038
0.825 Intermediate Similarity NPC474369
0.8148 Intermediate Similarity NPC116575
0.8125 Intermediate Similarity NPC474776
0.8052 Intermediate Similarity NPC471220
0.8 Intermediate Similarity NPC34883
0.8 Intermediate Similarity NPC475842
0.7975 Intermediate Similarity NPC79277
0.7975 Intermediate Similarity NPC475481
0.7973 Intermediate Similarity NPC163003
0.7973 Intermediate Similarity NPC129665
0.7927 Intermediate Similarity NPC198314
0.7922 Intermediate Similarity NPC187568
0.7922 Intermediate Similarity NPC41780
0.7895 Intermediate Similarity NPC324762
0.7895 Intermediate Similarity NPC228978
0.7857 Intermediate Similarity NPC212598
0.7857 Intermediate Similarity NPC106040
0.7857 Intermediate Similarity NPC115179
0.7848 Intermediate Similarity NPC233377
0.7848 Intermediate Similarity NPC195424
0.7821 Intermediate Similarity NPC128276
0.7792 Intermediate Similarity NPC235906
0.7791 Intermediate Similarity NPC476049
0.7778 Intermediate Similarity NPC193198
0.7778 Intermediate Similarity NPC222358
0.7763 Intermediate Similarity NPC140287
0.7763 Intermediate Similarity NPC476355
0.775 Intermediate Similarity NPC229584
0.775 Intermediate Similarity NPC471325
0.775 Intermediate Similarity NPC14203
0.7722 Intermediate Similarity NPC469690
0.7722 Intermediate Similarity NPC469617
0.7722 Intermediate Similarity NPC178277
0.7711 Intermediate Similarity NPC220478
0.7703 Intermediate Similarity NPC199557
0.7692 Intermediate Similarity NPC57744
0.7692 Intermediate Similarity NPC474760
0.7692 Intermediate Similarity NPC476794
0.7692 Intermediate Similarity NPC65603
0.7692 Intermediate Similarity NPC470240
0.7683 Intermediate Similarity NPC243618
0.7683 Intermediate Similarity NPC70424
0.7683 Intermediate Similarity NPC149869
0.7662 Intermediate Similarity NPC155587
0.7662 Intermediate Similarity NPC193351
0.7662 Intermediate Similarity NPC226669
0.7662 Intermediate Similarity NPC138408
0.7662 Intermediate Similarity NPC244166
0.7654 Intermediate Similarity NPC173609
0.7654 Intermediate Similarity NPC35556
0.7654 Intermediate Similarity NPC200513
0.7632 Intermediate Similarity NPC295633
0.7632 Intermediate Similarity NPC58956
0.7632 Intermediate Similarity NPC269206
0.7625 Intermediate Similarity NPC47747
0.7619 Intermediate Similarity NPC74139
0.7619 Intermediate Similarity NPC474765
0.76 Intermediate Similarity NPC472955
0.76 Intermediate Similarity NPC475310
0.7595 Intermediate Similarity NPC222210
0.7595 Intermediate Similarity NPC299235
0.7595 Intermediate Similarity NPC63445
0.759 Intermediate Similarity NPC474547
0.7564 Intermediate Similarity NPC474527
0.7564 Intermediate Similarity NPC473223
0.7564 Intermediate Similarity NPC471726
0.7564 Intermediate Similarity NPC474447
0.7564 Intermediate Similarity NPC123360
0.7561 Intermediate Similarity NPC474703
0.7561 Intermediate Similarity NPC22611
0.7532 Intermediate Similarity NPC474551
0.7531 Intermediate Similarity NPC141810
0.7531 Intermediate Similarity NPC281949
0.7531 Intermediate Similarity NPC25684
0.7531 Intermediate Similarity NPC325031
0.7531 Intermediate Similarity NPC301477
0.7529 Intermediate Similarity NPC473151
0.75 Intermediate Similarity NPC96663
0.75 Intermediate Similarity NPC89128
0.75 Intermediate Similarity NPC182550
0.75 Intermediate Similarity NPC617
0.75 Intermediate Similarity NPC469620
0.7471 Intermediate Similarity NPC219874
0.747 Intermediate Similarity NPC9868
0.747 Intermediate Similarity NPC72464
0.747 Intermediate Similarity NPC82297
0.747 Intermediate Similarity NPC475100
0.747 Intermediate Similarity NPC474359
0.7468 Intermediate Similarity NPC7563
0.7468 Intermediate Similarity NPC171204
0.7468 Intermediate Similarity NPC476028
0.7468 Intermediate Similarity NPC116177
0.7468 Intermediate Similarity NPC141789
0.7468 Intermediate Similarity NPC320630
0.7468 Intermediate Similarity NPC97516
0.7467 Intermediate Similarity NPC296522
0.7467 Intermediate Similarity NPC101622
0.7467 Intermediate Similarity NPC144511
0.7442 Intermediate Similarity NPC284561
0.7439 Intermediate Similarity NPC89555
0.7432 Intermediate Similarity NPC472266
0.7416 Intermediate Similarity NPC272050
0.7412 Intermediate Similarity NPC312561
0.7407 Intermediate Similarity NPC474510
0.7407 Intermediate Similarity NPC103634
0.7407 Intermediate Similarity NPC276356
0.7407 Intermediate Similarity NPC304795
0.7403 Intermediate Similarity NPC238425
0.7403 Intermediate Similarity NPC474543
0.7403 Intermediate Similarity NPC472018
0.7403 Intermediate Similarity NPC470237
0.7381 Intermediate Similarity NPC189311
0.7381 Intermediate Similarity NPC86316
0.7381 Intermediate Similarity NPC78089
0.7381 Intermediate Similarity NPC106416
0.7381 Intermediate Similarity NPC65661
0.7375 Intermediate Similarity NPC108816
0.7375 Intermediate Similarity NPC267231
0.7375 Intermediate Similarity NPC472960
0.7375 Intermediate Similarity NPC93763
0.7368 Intermediate Similarity NPC69462
0.7368 Intermediate Similarity NPC4299
0.7368 Intermediate Similarity NPC67183
0.7368 Intermediate Similarity NPC469660
0.7349 Intermediate Similarity NPC170286
0.7349 Intermediate Similarity NPC52609
0.7349 Intermediate Similarity NPC318468
0.7349 Intermediate Similarity NPC475989
0.7349 Intermediate Similarity NPC39588
0.7349 Intermediate Similarity NPC272814
0.7349 Intermediate Similarity NPC1761
0.7349 Intermediate Similarity NPC170377
0.7342 Intermediate Similarity NPC40353
0.7342 Intermediate Similarity NPC27205
0.7342 Intermediate Similarity NPC271070
0.7333 Intermediate Similarity NPC218477
0.7326 Intermediate Similarity NPC477128
0.7317 Intermediate Similarity NPC52861
0.7317 Intermediate Similarity NPC42470
0.7317 Intermediate Similarity NPC40228
0.7308 Intermediate Similarity NPC474758
0.7308 Intermediate Similarity NPC117746
0.7308 Intermediate Similarity NPC294434
0.7308 Intermediate Similarity NPC259599
0.7308 Intermediate Similarity NPC15499
0.7294 Intermediate Similarity NPC107787
0.7294 Intermediate Similarity NPC284902
0.7284 Intermediate Similarity NPC471299
0.7284 Intermediate Similarity NPC470239
0.7284 Intermediate Similarity NPC470244
0.7284 Intermediate Similarity NPC472965
0.7284 Intermediate Similarity NPC264227
0.7284 Intermediate Similarity NPC63649
0.7284 Intermediate Similarity NPC270126
0.7273 Intermediate Similarity NPC472254
0.7273 Intermediate Similarity NPC477084
0.7273 Intermediate Similarity NPC475972
0.7273 Intermediate Similarity NPC257618
0.7262 Intermediate Similarity NPC295799
0.7262 Intermediate Similarity NPC30486
0.7262 Intermediate Similarity NPC159635
0.7262 Intermediate Similarity NPC476804
0.726 Intermediate Similarity NPC329698
0.725 Intermediate Similarity NPC180290
0.725 Intermediate Similarity NPC53581
0.725 Intermediate Similarity NPC103987
0.725 Intermediate Similarity NPC316324
0.725 Intermediate Similarity NPC316500
0.725 Intermediate Similarity NPC122264
0.7237 Intermediate Similarity NPC269841
0.7237 Intermediate Similarity NPC107130
0.7237 Intermediate Similarity NPC265574
0.7229 Intermediate Similarity NPC474291
0.7229 Intermediate Similarity NPC85772
0.7229 Intermediate Similarity NPC186276
0.7229 Intermediate Similarity NPC178676
0.7229 Intermediate Similarity NPC221231
0.7229 Intermediate Similarity NPC471326
0.7215 Intermediate Similarity NPC329852
0.7215 Intermediate Similarity NPC60718
0.7215 Intermediate Similarity NPC255060
0.7209 Intermediate Similarity NPC231889
0.7209 Intermediate Similarity NPC475703
0.7209 Intermediate Similarity NPC86005
0.7209 Intermediate Similarity NPC231599
0.72 Intermediate Similarity NPC472875
0.72 Intermediate Similarity NPC194871
0.7195 Intermediate Similarity NPC281132
0.7195 Intermediate Similarity NPC223904

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC135703 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
0.7895 Intermediate Similarity NPD8039 Approved
0.7654 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7162 Intermediate Similarity NPD2685 Clinical (unspecified phase)
0.7159 Intermediate Similarity NPD46 Approved
0.7159 Intermediate Similarity NPD6698 Approved
0.6977 Remote Similarity NPD1694 Approved
0.6977 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6941 Remote Similarity NPD7154 Phase 3
0.6941 Remote Similarity NPD5362 Discontinued
0.6854 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6854 Remote Similarity NPD6101 Approved
0.6813 Remote Similarity NPD5778 Approved
0.6813 Remote Similarity NPD5779 Approved
0.68 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6765 Remote Similarity NPD6927 Phase 3
0.6705 Remote Similarity NPD6422 Discontinued
0.6705 Remote Similarity NPD5786 Approved
0.6703 Remote Similarity NPD6411 Approved
0.6667 Remote Similarity NPD1695 Approved
0.6628 Remote Similarity NPD4270 Approved
0.6628 Remote Similarity NPD4269 Approved
0.6628 Remote Similarity NPD5209 Approved
0.6628 Remote Similarity NPD6435 Approved
0.6596 Remote Similarity NPD7839 Suspended
0.6593 Remote Similarity NPD5785 Approved
0.6591 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6588 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6548 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6522 Remote Similarity NPD7983 Approved
0.6522 Remote Similarity NPD28 Approved
0.6522 Remote Similarity NPD29 Approved
0.6517 Remote Similarity NPD7334 Approved
0.6517 Remote Similarity NPD6409 Approved
0.6517 Remote Similarity NPD5330 Approved
0.6517 Remote Similarity NPD7146 Approved
0.6517 Remote Similarity NPD6684 Approved
0.6517 Remote Similarity NPD7521 Approved
0.6512 Remote Similarity NPD5369 Approved
0.6489 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6444 Remote Similarity NPD3573 Approved
0.641 Remote Similarity NPD7331 Phase 2
0.6404 Remote Similarity NPD5363 Approved
0.6395 Remote Similarity NPD5368 Approved
0.6395 Remote Similarity NPD4820 Approved
0.6395 Remote Similarity NPD4819 Approved
0.6395 Remote Similarity NPD4252 Approved
0.6395 Remote Similarity NPD4821 Approved
0.6395 Remote Similarity NPD4822 Approved
0.6374 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6374 Remote Similarity NPD6672 Approved
0.6374 Remote Similarity NPD5737 Approved
0.6374 Remote Similarity NPD6903 Approved
0.6364 Remote Similarity NPD5331 Approved
0.6364 Remote Similarity NPD5332 Approved
0.6353 Remote Similarity NPD4271 Approved
0.6353 Remote Similarity NPD4268 Approved
0.6344 Remote Similarity NPD5693 Phase 1
0.6338 Remote Similarity NPD3172 Approved
0.6322 Remote Similarity NPD4790 Discontinued
0.6277 Remote Similarity NPD6399 Phase 3
0.625 Remote Similarity NPD3194 Approved
0.625 Remote Similarity NPD3195 Phase 2
0.625 Remote Similarity NPD4266 Approved
0.625 Remote Similarity NPD3196 Approved
0.6237 Remote Similarity NPD3672 Approved
0.6237 Remote Similarity NPD3673 Approved
0.6235 Remote Similarity NPD4756 Discovery
0.6154 Remote Similarity NPD6098 Approved
0.6154 Remote Similarity NPD4249 Approved
0.6129 Remote Similarity NPD6051 Approved
0.6122 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6122 Remote Similarity NPD7638 Approved
0.6122 Remote Similarity NPD4225 Approved
0.6117 Remote Similarity NPD6686 Approved
0.6087 Remote Similarity NPD4250 Approved
0.6087 Remote Similarity NPD5343 Approved
0.6087 Remote Similarity NPD4251 Approved
0.6076 Remote Similarity NPD7341 Phase 2
0.6067 Remote Similarity NPD3667 Approved
0.6064 Remote Similarity NPD7838 Discovery
0.6061 Remote Similarity NPD7639 Approved
0.6061 Remote Similarity NPD7640 Approved
0.6042 Remote Similarity NPD7900 Approved
0.6042 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6042 Remote Similarity NPD7748 Approved
0.6038 Remote Similarity NPD6053 Discontinued
0.6029 Remote Similarity NPD3174 Discontinued
0.6022 Remote Similarity NPD5208 Approved
0.6019 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6 Remote Similarity NPD7637 Suspended
0.5979 Remote Similarity NPD5695 Phase 3
0.5957 Remote Similarity NPD6080 Approved
0.5957 Remote Similarity NPD6904 Approved
0.5957 Remote Similarity NPD6673 Approved
0.5949 Remote Similarity NPD3197 Phase 1
0.5943 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5934 Remote Similarity NPD3668 Phase 3
0.5934 Remote Similarity NPD4786 Approved
0.5934 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5918 Remote Similarity NPD1989 Approved
0.5918 Remote Similarity NPD5349 Clinical (unspecified phase)
0.5895 Remote Similarity NPD5207 Approved
0.5895 Remote Similarity NPD5692 Phase 3
0.5876 Remote Similarity NPD5282 Discontinued
0.5859 Remote Similarity NPD6084 Phase 2
0.5859 Remote Similarity NPD7902 Approved
0.5859 Remote Similarity NPD6083 Phase 2
0.5849 Remote Similarity NPD6371 Approved
0.5843 Remote Similarity NPD4695 Discontinued
0.5833 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5833 Remote Similarity NPD7515 Phase 2
0.5833 Remote Similarity NPD5694 Approved
0.5833 Remote Similarity NPD6050 Approved
0.5825 Remote Similarity NPD5909 Discontinued
0.5816 Remote Similarity NPD6356 Clinical (unspecified phase)
0.58 Remote Similarity NPD5696 Approved
0.5795 Remote Similarity NPD3732 Approved
0.5794 Remote Similarity NPD2181 Clinical (unspecified phase)
0.5789 Remote Similarity NPD5370 Suspended
0.5778 Remote Similarity NPD857 Phase 3
0.5775 Remote Similarity NPD3173 Approved
0.5769 Remote Similarity NPD6008 Approved
0.5769 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5761 Remote Similarity NPD3133 Approved
0.5761 Remote Similarity NPD3666 Approved
0.5761 Remote Similarity NPD3665 Phase 1
0.5755 Remote Similarity NPD2182 Approved
0.5752 Remote Similarity NPD8516 Approved
0.5752 Remote Similarity NPD8513 Phase 3
0.5752 Remote Similarity NPD8517 Approved
0.5752 Remote Similarity NPD8515 Approved
0.5745 Remote Similarity NPD1087 Approved
0.5743 Remote Similarity NPD6648 Approved
0.5733 Remote Similarity NPD342 Phase 1
0.5732 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6001 Approved
0.5701 Remote Similarity NPD2067 Discontinued
0.5696 Remote Similarity NPD368 Approved
0.5696 Remote Similarity NPD4191 Approved
0.5696 Remote Similarity NPD4194 Approved
0.5696 Remote Similarity NPD4193 Approved
0.5696 Remote Similarity NPD4192 Approved
0.5686 Remote Similarity NPD5344 Discontinued
0.5676 Remote Similarity NPD7115 Discovery
0.5652 Remote Similarity NPD6097 Approved
0.5652 Remote Similarity NPD6096 Approved
0.5638 Remote Similarity NPD4623 Approved
0.5638 Remote Similarity NPD4519 Discontinued
0.5638 Remote Similarity NPD3618 Phase 1
0.5638 Remote Similarity NPD5279 Phase 3
0.5634 Remote Similarity NPD622 Approved
0.5625 Remote Similarity NPD7285 Clinical (unspecified phase)
0.5625 Remote Similarity NPD5328 Approved
0.5625 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5619 Remote Similarity NPD6402 Approved
0.5619 Remote Similarity NPD7128 Approved
0.5619 Remote Similarity NPD5739 Approved
0.5619 Remote Similarity NPD6675 Approved
0.561 Remote Similarity NPD3704 Approved
0.56 Remote Similarity NPD7732 Phase 3
0.56 Remote Similarity NPD4792 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   10357465
ChEMBL   CHEMBL517471
ZINC  

Physicochemical Properties

Molecular Weight:  300.21
ALogP:  3.6944
MLogP:  3.44
XLogP:  4.672
# Rotatable Bonds:  5
Polar Surface Area:  26.3
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  22

Download Data

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