Natural Product: NPC317383

Natural Product ID:  NPC317383
Common Name:   Stigmatellin
IUPAC Name:   2-[(3S,4S,5S,6S,7E,9E,11E)-4,6-dimethoxy-3,5,11-trimethyltrideca-7,9,11-trienyl]-8-hydroxy-5,7-dimethoxy-3-methylchromen-4-one
Synonyms:   Stigmatellin
Molecular Formula:   C30H42O7
Standard InCHIKey:  UZHDGDDPOPDJGM-CVOZLMQJSA-N
Standard InCHI:  InChI=1S/C30H42O7/c1-10-18(2)13-11-12-14-22(33-6)21(5)29(36-9)19(3)15-16-23-20(4)27(31)26-24(34-7)17-25(35-8)28(32)30(26)37-23/h10-14,17,19,21-22,29,32H,15-16H2,1-9H3/b13-11+,14-12+,18-10+/t19-,21+,22-,29-/m0/s1
Canonical SMILES:  C/C=C(/C=C/C=C/[C@@H]([C@H]([C@H]([C@H](CCc1oc2c(O)c(OC)cc(c2c(=O)c1C)OC)C)OC)C)OC)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
NPO4290 Stigmatella aurantiaca Species Archangiaceae Bacteria PMID[18701458]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity > 0.18 nM 18996700
NPT2 Others Unspecified IC50 = 81 nM 18996700
NPT2 Others Unspecified Activity = 0.18 nM 18996700
NPT2 Others Unspecified IC50 = 9.1 nM 20067272

  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 NPC317383 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
0.9539 High Similarity NPC222814
0.9539 High Similarity NPC96167
0.9539 High Similarity NPC474836
0.9539 High Similarity NPC162869
0.9539 High Similarity NPC48208
0.9539 High Similarity NPC474208
0.9539 High Similarity NPC472913
0.9539 High Similarity NPC245758
0.9539 High Similarity NPC470402
0.9539 High Similarity NPC472914
0.9539 High Similarity NPC475267
0.9539 High Similarity NPC156057
0.9539 High Similarity NPC472910
0.9539 High Similarity NPC472911
0.9536 High Similarity NPC213622
0.9474 High Similarity NPC235165
0.9474 High Similarity NPC255106
0.947 High Similarity NPC183878
0.947 High Similarity NPC47781
0.947 High Similarity NPC160951
0.947 High Similarity NPC22519
0.947 High Similarity NPC176775
0.947 High Similarity NPC231018
0.947 High Similarity NPC255350
0.947 High Similarity NPC145379
0.947 High Similarity NPC69394
0.947 High Similarity NPC274327
0.9459 High Similarity NPC61871
0.9459 High Similarity NPC55557
0.9459 High Similarity NPC30647
0.9412 High Similarity NPC469584
0.9412 High Similarity NPC99597
0.9412 High Similarity NPC210084
0.9408 High Similarity NPC37392
0.9408 High Similarity NPC4455
0.9408 High Similarity NPC146165
0.9408 High Similarity NPC256612
0.9408 High Similarity NPC128863
0.9408 High Similarity NPC92659
0.9408 High Similarity NPC20830
0.9408 High Similarity NPC183597
0.9408 High Similarity NPC227325
0.9408 High Similarity NPC2476
0.9408 High Similarity NPC138360
0.9408 High Similarity NPC280339
0.9408 High Similarity NPC196439
0.9408 High Similarity NPC163780
0.9408 High Similarity NPC167815
0.9408 High Similarity NPC50715
0.9408 High Similarity NPC472909
0.9408 High Similarity NPC201136
0.9404 High Similarity NPC71334
0.9404 High Similarity NPC256283
0.9404 High Similarity NPC100887
0.9404 High Similarity NPC188203
0.9404 High Similarity NPC241498
0.9404 High Similarity NPC120163
0.9404 High Similarity NPC83508
0.9404 High Similarity NPC293183
0.9404 High Similarity NPC301323
0.9404 High Similarity NPC275836
0.9404 High Similarity NPC275722
0.9404 High Similarity NPC212678
0.9404 High Similarity NPC162313
0.9404 High Similarity NPC198826
0.9404 High Similarity NPC187498
0.9404 High Similarity NPC25270
0.9404 High Similarity NPC156222
0.9404 High Similarity NPC239128
0.9404 High Similarity NPC131624
0.9404 High Similarity NPC222830
0.9404 High Similarity NPC57030
0.9355 High Similarity NPC266314
0.9351 High Similarity NPC250214
0.9351 High Similarity NPC95936
0.9346 High Similarity NPC472916
0.9346 High Similarity NPC49824
0.9342 High Similarity NPC276409
0.9342 High Similarity NPC75279
0.9342 High Similarity NPC18727
0.9342 High Similarity NPC124714
0.9342 High Similarity NPC280937
0.9342 High Similarity NPC250822
0.9338 High Similarity NPC208043
0.9338 High Similarity NPC226973
0.9304 High Similarity NPC470456
0.9295 High Similarity NPC81679
0.929 High Similarity NPC476980
0.929 High Similarity NPC263449
0.9286 High Similarity NPC129684
0.9286 High Similarity NPC101830
0.9286 High Similarity NPC181960
0.9286 High Similarity NPC224137
0.9286 High Similarity NPC93376
0.9286 High Similarity NPC75215
0.9286 High Similarity NPC189179
0.9286 High Similarity NPC223787
0.9286 High Similarity NPC299520
0.9286 High Similarity NPC110070
0.9286 High Similarity NPC227192
0.9286 High Similarity NPC203891
0.9286 High Similarity NPC78225
0.9281 High Similarity NPC201451
0.9281 High Similarity NPC208197
0.9281 High Similarity NPC2928
0.9281 High Similarity NPC26227
0.9281 High Similarity NPC44079
0.9276 High Similarity NPC245382
0.9276 High Similarity NPC121522
0.9276 High Similarity NPC236637
0.9276 High Similarity NPC131266
0.9276 High Similarity NPC269451
0.9276 High Similarity NPC291802
0.9276 High Similarity NPC120537
0.9276 High Similarity NPC100971
0.9276 High Similarity NPC180234
0.9276 High Similarity NPC39732
0.9276 High Similarity NPC472912
0.9276 High Similarity NPC181209
0.9276 High Similarity NPC302950
0.9276 High Similarity NPC100263
0.9276 High Similarity NPC35763
0.9276 High Similarity NPC209487
0.9276 High Similarity NPC216769
0.9276 High Similarity NPC219582
0.9276 High Similarity NPC142540
0.9276 High Similarity NPC60972
0.9276 High Similarity NPC199100
0.9272 High Similarity NPC184136
0.9272 High Similarity NPC306821
0.9262 High Similarity NPC226987
0.9262 High Similarity NPC143903
0.9241 High Similarity NPC470462
0.9231 High Similarity NPC258331
0.9231 High Similarity NPC308992
0.9226 High Similarity NPC469658
0.9226 High Similarity NPC22472
0.9226 High Similarity NPC191459
0.9226 High Similarity NPC288669
0.9226 High Similarity NPC204854
0.9226 High Similarity NPC130894
0.9226 High Similarity NPC7846
0.9226 High Similarity NPC18772
0.9226 High Similarity NPC300943
0.9226 High Similarity NPC152166
0.9226 High Similarity NPC105242
0.9226 High Similarity NPC9609
0.9226 High Similarity NPC115798
0.9226 High Similarity NPC25495
0.9226 High Similarity NPC4481
0.9226 High Similarity NPC19687
0.9226 High Similarity NPC143828
0.9226 High Similarity NPC253634
0.9226 High Similarity NPC176300
0.9226 High Similarity NPC18607
0.9226 High Similarity NPC261004
0.9226 High Similarity NPC152904
0.9221 High Similarity NPC291878
0.9221 High Similarity NPC472626
0.9221 High Similarity NPC195796
0.9221 High Similarity NPC292107
0.9221 High Similarity NPC470328
0.9221 High Similarity NPC474520
0.9221 High Similarity NPC209614
0.9221 High Similarity NPC245546
0.9221 High Similarity NPC98661
0.9221 High Similarity NPC43243
0.9221 High Similarity NPC278778
0.9221 High Similarity NPC68093
0.9221 High Similarity NPC247017
0.9221 High Similarity NPC191146
0.9221 High Similarity NPC35038
0.9221 High Similarity NPC266960
0.9216 High Similarity NPC472915
0.9216 High Similarity NPC250557
0.9216 High Similarity NPC86485
0.9216 High Similarity NPC88645
0.9216 High Similarity NPC292214
0.9216 High Similarity NPC271779
0.9216 High Similarity NPC206238
0.9216 High Similarity NPC167091
0.9211 High Similarity NPC117579
0.9211 High Similarity NPC19980
0.9211 High Similarity NPC308451
0.9211 High Similarity NPC45291
0.9211 High Similarity NPC262623
0.9211 High Similarity NPC475076
0.9211 High Similarity NPC204515
0.9205 High Similarity NPC223579
0.9205 High Similarity NPC328119
0.9205 High Similarity NPC287101
0.9205 High Similarity NPC48479
0.9205 High Similarity NPC92722
0.9205 High Similarity NPC17286
0.9205 High Similarity NPC183950
0.9205 High Similarity NPC102003
0.9205 High Similarity NPC177298
0.9205 High Similarity NPC259713
0.9205 High Similarity NPC216318
0.9205 High Similarity NPC137062

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC317383 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
0.947 High Similarity NPD2801 Approved
0.9276 High Similarity NPD1934 Approved
0.9091 High Similarity NPD2393 Clinical (unspecified phase)
0.8974 High Similarity NPD3882 Suspended
0.8874 High Similarity NPD1511 Approved
0.8827 High Similarity NPD3818 Discontinued
0.882 High Similarity NPD6168 Clinical (unspecified phase)
0.882 High Similarity NPD6167 Clinical (unspecified phase)
0.882 High Similarity NPD6166 Phase 2
0.8773 High Similarity NPD7054 Approved
0.8758 High Similarity NPD1512 Approved
0.872 High Similarity NPD7472 Approved
0.872 High Similarity NPD7074 Phase 3
0.8688 High Similarity NPD5494 Approved
0.8675 High Similarity NPD4338 Clinical (unspecified phase)
0.8671 High Similarity NPD3817 Phase 2
0.8503 High Similarity NPD7251 Discontinued
0.85 High Similarity NPD4868 Clinical (unspecified phase)
0.8452 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8452 Intermediate Similarity NPD7808 Phase 3
0.8443 Intermediate Similarity NPD6797 Phase 2
0.8418 Intermediate Similarity NPD4380 Phase 2
0.8355 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8355 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD7075 Discontinued
0.8313 Intermediate Similarity NPD7473 Discontinued
0.8301 Intermediate Similarity NPD1549 Phase 2
0.8293 Intermediate Similarity NPD1247 Approved
0.8289 Intermediate Similarity NPD2796 Approved
0.8261 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8224 Intermediate Similarity NPD1510 Phase 2
0.821 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.821 Intermediate Similarity NPD5402 Approved
0.8182 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8153 Intermediate Similarity NPD6799 Approved
0.8133 Intermediate Similarity NPD6232 Discontinued
0.8107 Intermediate Similarity NPD5844 Phase 1
0.8107 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8086 Intermediate Similarity NPD6801 Discontinued
0.8079 Intermediate Similarity NPD943 Approved
0.8079 Intermediate Similarity NPD1240 Approved
0.8037 Intermediate Similarity NPD7819 Suspended
0.8026 Intermediate Similarity NPD230 Phase 1
0.8012 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7987 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7974 Intermediate Similarity NPD1607 Approved
0.7963 Intermediate Similarity NPD6599 Discontinued
0.7952 Intermediate Similarity NPD919 Approved
0.7927 Intermediate Similarity NPD1465 Phase 2
0.7908 Intermediate Similarity NPD447 Suspended
0.7898 Intermediate Similarity NPD2800 Approved
0.7881 Intermediate Similarity NPD3027 Phase 3
0.7875 Intermediate Similarity NPD2532 Approved
0.7875 Intermediate Similarity NPD2534 Approved
0.7875 Intermediate Similarity NPD2533 Approved
0.787 Intermediate Similarity NPD3926 Phase 2
0.7857 Intermediate Similarity NPD6959 Discontinued
0.7843 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7843 Intermediate Similarity NPD1613 Approved
0.784 Intermediate Similarity NPD1653 Approved
0.7821 Intermediate Similarity NPD2935 Discontinued
0.7805 Intermediate Similarity NPD7411 Suspended
0.7778 Intermediate Similarity NPD5403 Approved
0.7759 Intermediate Similarity NPD6559 Discontinued
0.7756 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7753 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7748 Intermediate Similarity NPD9494 Approved
0.7742 Intermediate Similarity NPD6651 Approved
0.7736 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7712 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7697 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7669 Intermediate Similarity NPD920 Approved
0.7654 Intermediate Similarity NPD5401 Approved
0.7633 Intermediate Similarity NPD6234 Discontinued
0.7632 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7625 Intermediate Similarity NPD4628 Phase 3
0.7625 Intermediate Similarity NPD3750 Approved
0.7619 Intermediate Similarity NPD7768 Phase 2
0.7595 Intermediate Similarity NPD6100 Approved
0.7595 Intermediate Similarity NPD6099 Approved
0.7595 Intermediate Similarity NPD1551 Phase 2
0.7584 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7561 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.756 Intermediate Similarity NPD5353 Approved
0.7546 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7544 Intermediate Similarity NPD7199 Phase 2
0.7514 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7486 Intermediate Similarity NPD7286 Phase 2
0.7473 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7473 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7471 Intermediate Similarity NPD3749 Approved
0.7469 Intermediate Similarity NPD6190 Approved
0.7458 Intermediate Similarity NPD7685 Pre-registration
0.7457 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7453 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7453 Intermediate Similarity NPD1243 Approved
0.744 Intermediate Similarity NPD37 Approved
0.7438 Intermediate Similarity NPD2344 Approved
0.7429 Intermediate Similarity NPD7228 Approved
0.7429 Intermediate Similarity NPD3751 Discontinued
0.7423 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7421 Intermediate Similarity NPD2799 Discontinued
0.7416 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7412 Intermediate Similarity NPD4967 Phase 2
0.7412 Intermediate Similarity NPD4966 Approved
0.7412 Intermediate Similarity NPD4965 Approved
0.7407 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7401 Intermediate Similarity NPD5953 Discontinued
0.7399 Intermediate Similarity NPD3787 Discontinued
0.7378 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7348 Intermediate Similarity NPD8434 Phase 2
0.7337 Intermediate Similarity NPD6844 Discontinued
0.7314 Intermediate Similarity NPD2403 Approved
0.7312 Intermediate Similarity NPD3748 Approved
0.7303 Intermediate Similarity NPD9269 Phase 2
0.7299 Intermediate Similarity NPD5710 Approved
0.7299 Intermediate Similarity NPD5711 Approved
0.7278 Intermediate Similarity NPD8313 Approved
0.7278 Intermediate Similarity NPD8312 Approved
0.7262 Intermediate Similarity NPD3226 Approved
0.7261 Intermediate Similarity NPD2313 Discontinued
0.7257 Intermediate Similarity NPD5242 Approved
0.7256 Intermediate Similarity NPD2309 Approved
0.7244 Intermediate Similarity NPD6832 Phase 2
0.7244 Intermediate Similarity NPD4908 Phase 1
0.7237 Intermediate Similarity NPD422 Phase 1
0.7233 Intermediate Similarity NPD6355 Discontinued
0.7233 Intermediate Similarity NPD1933 Approved
0.7219 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7205 Intermediate Similarity NPD7033 Discontinued
0.7205 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7204 Intermediate Similarity NPD4363 Phase 3
0.7204 Intermediate Similarity NPD4360 Phase 2
0.719 Intermediate Similarity NPD9717 Approved
0.7179 Intermediate Similarity NPD2861 Phase 2
0.7178 Intermediate Similarity NPD2424 Discontinued
0.7176 Intermediate Similarity NPD6386 Approved
0.7176 Intermediate Similarity NPD6385 Approved
0.7176 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7161 Intermediate Similarity NPD1203 Approved
0.7158 Intermediate Similarity NPD8150 Discontinued
0.7152 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD3268 Approved
0.7134 Intermediate Similarity NPD1652 Phase 2
0.7134 Intermediate Similarity NPD2654 Approved
0.7126 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD5124 Phase 1
0.7124 Intermediate Similarity NPD1610 Phase 2
0.7124 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD2346 Discontinued
0.7115 Intermediate Similarity NPD2798 Approved
0.7107 Intermediate Similarity NPD6233 Phase 2
0.7105 Intermediate Similarity NPD6782 Approved
0.7105 Intermediate Similarity NPD6780 Approved
0.7105 Intermediate Similarity NPD6776 Approved
0.7105 Intermediate Similarity NPD6781 Approved
0.7105 Intermediate Similarity NPD6777 Approved
0.7105 Intermediate Similarity NPD6779 Approved
0.7105 Intermediate Similarity NPD6778 Approved
0.7102 Intermediate Similarity NPD7229 Phase 3
0.7091 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD4110 Phase 3
0.7086 Intermediate Similarity NPD1548 Phase 1
0.7083 Intermediate Similarity NPD7435 Discontinued
0.7078 Intermediate Similarity NPD1608 Approved
0.7066 Intermediate Similarity NPD7390 Discontinued
0.7062 Intermediate Similarity NPD7584 Approved
0.7051 Intermediate Similarity NPD2797 Approved
0.7045 Intermediate Similarity NPD8127 Discontinued
0.7044 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7044 Intermediate Similarity NPD6798 Discontinued
0.7044 Intermediate Similarity NPD411 Approved
0.7039 Intermediate Similarity NPD9268 Approved
0.7033 Intermediate Similarity NPD7549 Discontinued
0.7032 Intermediate Similarity NPD4749 Approved
0.7005 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7005 Intermediate Similarity NPD7783 Phase 2
0.7 Intermediate Similarity NPD6671 Approved
0.6995 Remote Similarity NPD7697 Approved
0.6995 Remote Similarity NPD7696 Phase 3
0.6995 Remote Similarity NPD7698 Approved
0.6994 Remote Similarity NPD5761 Phase 2
0.6994 Remote Similarity NPD5760 Phase 2
0.699 Remote Similarity NPD8151 Discontinued
0.6984 Remote Similarity NPD4362 Clinical (unspecified phase)
0.6984 Remote Similarity NPD4361 Phase 2
0.6978 Remote Similarity NPD7240 Approved
0.6978 Remote Similarity NPD6104 Discontinued
0.6974 Remote Similarity NPD9545 Approved
0.6964 Remote Similarity NPD4357 Discontinued
0.6962 Remote Similarity NPD3018 Phase 2
0.6959 Remote Similarity NPD7871 Phase 2
0.6959 Remote Similarity NPD7458 Discontinued
0.6959 Remote Similarity NPD7870 Phase 2
0.6959 Remote Similarity NPD228 Approved

Structure

External Identifiers

PubChem CID   447884
ChEMBL   CHEMBL486556
ZINC  

Physicochemical Properties

Molecular Weight:  514.29
ALogP:  2.3485
MLogP:  3.99
XLogP:  4.85
# Rotatable Bonds:  23
Polar Surface Area:  83.45
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  37

Download Data

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