Natural Product: NPC474289

Natural Product ID:  NPC474289
Common Name:   Fukanemarin A
IUPAC Name:   7-hydroxy-3-[(3E,6E)-3,7,11-trimethyl-9-oxododeca-3,6,10-trien-2-yl]chromen-2-one
Synonyms:  
Molecular Formula:   C24H28O4
Standard InCHIKey:  NELRHPUZXIHWPT-GDWCLCACSA-N
Standard InCHI:  InChI=1S/C24H28O4/c1-15(2)11-21(26)12-16(3)7-6-8-17(4)18(5)22-13-19-9-10-20(25)14-23(19)28-24(22)27/h7-11,13-14,18,25H,6,12H2,1-5H3/b16-7+,17-8+
Canonical SMILES:  C/C(=CC/C=C(/C(c1cc2ccc(cc2oc1=O)O)C)C)/CC(=O)C=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
NPO3780 Ferula fukanensis Species Apiaceae Eukaryota PMID[15043424]

  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 = 19500 nM 19480409

  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 NPC474289 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
0.9308 High Similarity NPC317045
0.9308 High Similarity NPC246177
0.9262 High Similarity NPC302107
0.9206 High Similarity NPC121740
0.9206 High Similarity NPC243688
0.9206 High Similarity NPC224774
0.9206 High Similarity NPC258567
0.9187 High Similarity NPC187868
0.9187 High Similarity NPC52247
0.918 High Similarity NPC247553
0.9167 High Similarity NPC148738
0.9167 High Similarity NPC319870
0.9167 High Similarity NPC327612
0.9167 High Similarity NPC73078
0.9134 High Similarity NPC469453
0.9048 High Similarity NPC93219
0.9048 High Similarity NPC244495
0.9016 High Similarity NPC152306
0.8992 High Similarity NPC32463
0.8968 High Similarity NPC27671
0.8952 High Similarity NPC180006
0.8952 High Similarity NPC235190
0.8952 High Similarity NPC163200
0.8943 High Similarity NPC298796
0.8898 High Similarity NPC168259
0.8889 High Similarity NPC183642
0.8889 High Similarity NPC310370
0.8889 High Similarity NPC109675
0.8889 High Similarity NPC273772
0.8881 High Similarity NPC221046
0.8881 High Similarity NPC332594
0.8872 High Similarity NPC223616
0.8862 High Similarity NPC265547
0.8855 High Similarity NPC307289
0.8852 High Similarity NPC33717
0.8846 High Similarity NPC113098
0.8837 High Similarity NPC185066
0.8819 High Similarity NPC201667
0.8819 High Similarity NPC73413
0.8806 High Similarity NPC471069
0.8806 High Similarity NPC471068
0.8797 High Similarity NPC61499
0.879 High Similarity NPC281356
0.8788 High Similarity NPC55147
0.8788 High Similarity NPC31849
0.8788 High Similarity NPC54503
0.8779 High Similarity NPC267336
0.8779 High Similarity NPC272650
0.8779 High Similarity NPC29734
0.8759 High Similarity NPC229916
0.875 High Similarity NPC471828
0.875 High Similarity NPC170812
0.875 High Similarity NPC155552
0.875 High Similarity NPC471827
0.8741 High Similarity NPC471071
0.8741 High Similarity NPC471070
0.8741 High Similarity NPC471072
0.874 High Similarity NPC472518
0.873 High Similarity NPC144418
0.8722 High Similarity NPC131950
0.872 High Similarity NPC31314
0.872 High Similarity NPC474874
0.872 High Similarity NPC193193
0.8712 High Similarity NPC194277
0.8712 High Similarity NPC281558
0.871 High Similarity NPC96705
0.8699 High Similarity NPC128633
0.8692 High Similarity NPC157212
0.8692 High Similarity NPC472519
0.8676 High Similarity NPC71903
0.8661 High Similarity NPC96286
0.8661 High Similarity NPC248429
0.8651 High Similarity NPC319378
0.8647 High Similarity NPC10971
0.8647 High Similarity NPC163557
0.8647 High Similarity NPC83535
0.8647 High Similarity NPC469449
0.8647 High Similarity NPC2363
0.8643 High Similarity NPC154217
0.8633 High Similarity NPC188632
0.8633 High Similarity NPC470296
0.8633 High Similarity NPC196459
0.8633 High Similarity NPC112791
0.8633 High Similarity NPC94794
0.8633 High Similarity NPC295696
0.8633 High Similarity NPC71739
0.8633 High Similarity NPC87609
0.8626 High Similarity NPC187907
0.8605 High Similarity NPC202594
0.8605 High Similarity NPC232692
0.8603 High Similarity NPC474624
0.8603 High Similarity NPC151946
0.8603 High Similarity NPC138047
0.8603 High Similarity NPC131782
0.8594 High Similarity NPC315807
0.8593 High Similarity NPC38099
0.8593 High Similarity NPC266245
0.8593 High Similarity NPC26954
0.8582 High Similarity NPC50896
0.8582 High Similarity NPC204353
0.8582 High Similarity NPC326600
0.8582 High Similarity NPC92830
0.8571 High Similarity NPC178627
0.8571 High Similarity NPC196137
0.8571 High Similarity NPC1886
0.8571 High Similarity NPC469935
0.8561 High Similarity NPC36181
0.854 High Similarity NPC199458
0.854 High Similarity NPC219584
0.854 High Similarity NPC470083
0.854 High Similarity NPC470668
0.854 High Similarity NPC183639
0.854 High Similarity NPC470669
0.8529 High Similarity NPC131198
0.8529 High Similarity NPC155963
0.8529 High Similarity NPC13408
0.8529 High Similarity NPC309452
0.8527 High Similarity NPC291899
0.8527 High Similarity NPC98509
0.8527 High Similarity NPC229113
0.8519 High Similarity NPC66705
0.8516 High Similarity NPC13007
0.8516 High Similarity NPC257188
0.8511 High Similarity NPC153758
0.8511 High Similarity NPC181388
0.8511 High Similarity NPC470322
0.8507 High Similarity NPC25937
0.8496 Intermediate Similarity NPC37009
0.8496 Intermediate Similarity NPC5515
0.8496 Intermediate Similarity NPC73738
0.8496 Intermediate Similarity NPC270369
0.8496 Intermediate Similarity NPC250727
0.8496 Intermediate Similarity NPC66430
0.8489 Intermediate Similarity NPC470555
0.8485 Intermediate Similarity NPC168710
0.8478 Intermediate Similarity NPC195357
0.8478 Intermediate Similarity NPC19476
0.8478 Intermediate Similarity NPC230902
0.8478 Intermediate Similarity NPC152771
0.8478 Intermediate Similarity NPC241975
0.8478 Intermediate Similarity NPC287286
0.8467 Intermediate Similarity NPC211110
0.8467 Intermediate Similarity NPC43500
0.8467 Intermediate Similarity NPC250266
0.8467 Intermediate Similarity NPC164148
0.8467 Intermediate Similarity NPC266597
0.8467 Intermediate Similarity NPC279573
0.8467 Intermediate Similarity NPC188879
0.8467 Intermediate Similarity NPC253616
0.8467 Intermediate Similarity NPC307883
0.8456 Intermediate Similarity NPC471630
0.8456 Intermediate Similarity NPC283019
0.8456 Intermediate Similarity NPC55615
0.8456 Intermediate Similarity NPC160727
0.8456 Intermediate Similarity NPC149320
0.8456 Intermediate Similarity NPC128529
0.8456 Intermediate Similarity NPC177281
0.8456 Intermediate Similarity NPC476455
0.8451 Intermediate Similarity NPC180477
0.8451 Intermediate Similarity NPC297886
0.8451 Intermediate Similarity NPC142863
0.8451 Intermediate Similarity NPC249942
0.845 Intermediate Similarity NPC290605
0.845 Intermediate Similarity NPC154176
0.845 Intermediate Similarity NPC50720
0.845 Intermediate Similarity NPC173350
0.8444 Intermediate Similarity NPC62366
0.8444 Intermediate Similarity NPC224475
0.8444 Intermediate Similarity NPC213173
0.8444 Intermediate Similarity NPC180716
0.844 Intermediate Similarity NPC469953
0.844 Intermediate Similarity NPC287275
0.8433 Intermediate Similarity NPC112192
0.8433 Intermediate Similarity NPC164236
0.8433 Intermediate Similarity NPC309717
0.8433 Intermediate Similarity NPC66384
0.8433 Intermediate Similarity NPC475589
0.8433 Intermediate Similarity NPC189106
0.8433 Intermediate Similarity NPC175159
0.8433 Intermediate Similarity NPC113006
0.8433 Intermediate Similarity NPC31872
0.8433 Intermediate Similarity NPC128348
0.8433 Intermediate Similarity NPC473584
0.8433 Intermediate Similarity NPC137949
0.8433 Intermediate Similarity NPC245120
0.8421 Intermediate Similarity NPC2989
0.8421 Intermediate Similarity NPC19242
0.8421 Intermediate Similarity NPC469929
0.8421 Intermediate Similarity NPC146615
0.8421 Intermediate Similarity NPC247779
0.8421 Intermediate Similarity NPC42292
0.8421 Intermediate Similarity NPC307732
0.8417 Intermediate Similarity NPC270883
0.8417 Intermediate Similarity NPC172986
0.8417 Intermediate Similarity NPC261227
0.8417 Intermediate Similarity NPC221173
0.8409 Intermediate Similarity NPC219923
0.8406 Intermediate Similarity NPC36414
0.8406 Intermediate Similarity NPC124269
0.8406 Intermediate Similarity NPC312881

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474289 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
0.9187 High Similarity NPD422 Phase 1
0.8561 High Similarity NPD6859 Clinical (unspecified phase)
0.8551 High Similarity NPD3750 Approved
0.8527 High Similarity NPD3225 Approved
0.8462 Intermediate Similarity NPD2797 Approved
0.8421 Intermediate Similarity NPD3268 Approved
0.837 Intermediate Similarity NPD5124 Phase 1
0.837 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.8286 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.8284 Intermediate Similarity NPD1296 Phase 2
0.8271 Intermediate Similarity NPD1008 Clinical (unspecified phase)
0.8231 Intermediate Similarity NPD9717 Approved
0.8188 Intermediate Similarity NPD3748 Approved
0.8182 Intermediate Similarity NPD1203 Approved
0.8143 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8129 Intermediate Similarity NPD1551 Phase 2
0.8125 Intermediate Similarity NPD1548 Phase 1
0.8112 Intermediate Similarity NPD6799 Approved
0.8056 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8056 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8045 Intermediate Similarity NPD3267 Approved
0.8045 Intermediate Similarity NPD3266 Approved
0.8029 Intermediate Similarity NPD1240 Approved
0.8028 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.8014 Intermediate Similarity NPD1549 Phase 2
0.8 Intermediate Similarity NPD4908 Phase 1
0.7973 Intermediate Similarity NPD7411 Suspended
0.7958 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7958 Intermediate Similarity NPD1652 Phase 2
0.7951 Intermediate Similarity NPD9697 Approved
0.7943 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7943 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7929 Intermediate Similarity NPD1510 Phase 2
0.7914 Intermediate Similarity NPD1607 Approved
0.7883 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7879 Intermediate Similarity NPD1610 Phase 2
0.7872 Intermediate Similarity NPD2796 Approved
0.7832 Intermediate Similarity NPD1243 Approved
0.7829 Intermediate Similarity NPD7075 Discontinued
0.7823 Intermediate Similarity NPD5403 Approved
0.7801 Intermediate Similarity NPD4308 Phase 3
0.7801 Intermediate Similarity NPD2799 Discontinued
0.78 Intermediate Similarity NPD6801 Discontinued
0.7785 Intermediate Similarity NPD6599 Discontinued
0.777 Intermediate Similarity NPD1653 Approved
0.7763 Intermediate Similarity NPD7768 Phase 2
0.7761 Intermediate Similarity NPD4749 Approved
0.7748 Intermediate Similarity NPD7819 Suspended
0.7748 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7746 Intermediate Similarity NPD6099 Approved
0.7746 Intermediate Similarity NPD6100 Approved
0.7742 Intermediate Similarity NPD3134 Approved
0.774 Intermediate Similarity NPD1511 Approved
0.7737 Intermediate Similarity NPD6832 Phase 2
0.7727 Intermediate Similarity NPD1778 Approved
0.7712 Intermediate Similarity NPD3749 Approved
0.771 Intermediate Similarity NPD9545 Approved
0.7687 Intermediate Similarity NPD5401 Approved
0.7676 Intermediate Similarity NPD7033 Discontinued
0.7656 Intermediate Similarity NPD5535 Approved
0.7635 Intermediate Similarity NPD1512 Approved
0.7632 Intermediate Similarity NPD2801 Approved
0.7626 Intermediate Similarity NPD411 Approved
0.7622 Intermediate Similarity NPD2935 Discontinued
0.7616 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7612 Intermediate Similarity NPD1535 Discovery
0.7597 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7597 Intermediate Similarity NPD1241 Discontinued
0.7589 Intermediate Similarity NPD447 Suspended
0.7584 Intermediate Similarity NPD920 Approved
0.7582 Intermediate Similarity NPD3817 Phase 2
0.7582 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7557 Intermediate Similarity NPD9493 Approved
0.7556 Intermediate Similarity NPD1608 Approved
0.7556 Intermediate Similarity NPD1481 Phase 2
0.7551 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.755 Intermediate Similarity NPD4380 Phase 2
0.754 Intermediate Similarity NPD1358 Approved
0.7537 Intermediate Similarity NPD3496 Discontinued
0.7534 Intermediate Similarity NPD4628 Phase 3
0.7532 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7532 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7532 Intermediate Similarity NPD3882 Suspended
0.7518 Intermediate Similarity NPD4307 Phase 2
0.7516 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD2313 Discontinued
0.75 Intermediate Similarity NPD6798 Discontinued
0.7482 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7482 Intermediate Similarity NPD2614 Approved
0.7468 Intermediate Similarity NPD5402 Approved
0.7468 Intermediate Similarity NPD4288 Approved
0.7466 Intermediate Similarity NPD2800 Approved
0.7465 Intermediate Similarity NPD6355 Discontinued
0.7465 Intermediate Similarity NPD230 Phase 1
0.7464 Intermediate Similarity NPD1019 Discontinued
0.7451 Intermediate Similarity NPD1934 Approved
0.745 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7444 Intermediate Similarity NPD1894 Discontinued
0.7429 Intermediate Similarity NPD4625 Phase 3
0.7419 Intermediate Similarity NPD940 Approved
0.7419 Intermediate Similarity NPD846 Approved
0.7413 Intermediate Similarity NPD6651 Approved
0.741 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7407 Intermediate Similarity NPD3847 Discontinued
0.7394 Intermediate Similarity NPD4060 Phase 1
0.7376 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7372 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD1091 Approved
0.7343 Intermediate Similarity NPD4340 Discontinued
0.7343 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7338 Intermediate Similarity NPD2798 Approved
0.7333 Intermediate Similarity NPD2532 Approved
0.7333 Intermediate Similarity NPD2534 Approved
0.7333 Intermediate Similarity NPD4626 Approved
0.7333 Intermediate Similarity NPD17 Approved
0.7333 Intermediate Similarity NPD2533 Approved
0.7329 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7329 Intermediate Similarity NPD6004 Phase 3
0.7329 Intermediate Similarity NPD6002 Phase 3
0.7329 Intermediate Similarity NPD6005 Phase 3
0.7329 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7324 Intermediate Similarity NPD6233 Phase 2
0.7301 Intermediate Similarity NPD5953 Discontinued
0.729 Intermediate Similarity NPD1465 Phase 2
0.7284 Intermediate Similarity NPD5844 Phase 1
0.7284 Intermediate Similarity NPD7286 Phase 2
0.7273 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD1613 Approved
0.7267 Intermediate Similarity NPD7837 Clinical (unspecified phase)
0.7261 Intermediate Similarity NPD6971 Discontinued
0.7259 Intermediate Similarity NPD5585 Approved
0.7255 Intermediate Similarity NPD3226 Approved
0.7254 Intermediate Similarity NPD3764 Approved
0.7222 Intermediate Similarity NPD1933 Approved
0.7222 Intermediate Similarity NPD3818 Discontinued
0.7219 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7218 Intermediate Similarity NPD6671 Approved
0.7215 Intermediate Similarity NPD919 Approved
0.7211 Intermediate Similarity NPD2344 Approved
0.7203 Intermediate Similarity NPD4062 Phase 3
0.72 Intermediate Similarity NPD6666 Approved
0.72 Intermediate Similarity NPD6667 Approved
0.7183 Intermediate Similarity NPD3027 Phase 3
0.7183 Intermediate Similarity NPD7095 Approved
0.7178 Intermediate Similarity NPD7054 Approved
0.7178 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7163 Intermediate Similarity NPD2861 Phase 2
0.7162 Intermediate Similarity NPD2424 Discontinued
0.716 Intermediate Similarity NPD7473 Discontinued
0.7152 Intermediate Similarity NPD6559 Discontinued
0.7152 Intermediate Similarity NPD7213 Phase 3
0.7152 Intermediate Similarity NPD7212 Phase 2
0.7143 Intermediate Similarity NPD6362 Approved
0.7143 Intermediate Similarity NPD8158 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD7472 Approved
0.7132 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7132 Intermediate Similarity NPD5691 Approved
0.7132 Intermediate Similarity NPD290 Approved
0.7125 Intermediate Similarity NPD7199 Phase 2
0.7124 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7123 Intermediate Similarity NPD7097 Phase 1
0.7111 Intermediate Similarity NPD5536 Phase 2
0.7108 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD7447 Phase 1
0.7099 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7099 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7099 Intermediate Similarity NPD6166 Phase 2
0.7095 Intermediate Similarity NPD2346 Discontinued
0.7095 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7092 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7092 Intermediate Similarity NPD5647 Approved
0.7091 Intermediate Similarity NPD6797 Phase 2
0.7091 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD8032 Phase 2
0.7081 Intermediate Similarity NPD6232 Discontinued
0.7081 Intermediate Similarity NPD7229 Phase 3
0.7077 Intermediate Similarity NPD2684 Approved
0.7077 Intermediate Similarity NPD74 Approved
0.7077 Intermediate Similarity NPD9266 Approved
0.7067 Intermediate Similarity NPD7003 Approved
0.7059 Intermediate Similarity NPD5049 Phase 3
0.7055 Intermediate Similarity NPD6653 Approved
0.7054 Intermediate Similarity NPD968 Approved
0.7048 Intermediate Similarity NPD7251 Discontinued
0.7042 Intermediate Similarity NPD3018 Phase 2
0.7039 Intermediate Similarity NPD4357 Discontinued
0.7039 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7032 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.703 Intermediate Similarity NPD7074 Phase 3
0.7027 Intermediate Similarity NPD4476 Approved
0.7027 Intermediate Similarity NPD4477 Approved
0.7023 Intermediate Similarity NPD4750 Phase 3
0.702 Intermediate Similarity NPD2354 Approved
0.702 Intermediate Similarity NPD2309 Approved
0.7019 Intermediate Similarity NPD6959 Discontinued
0.7014 Intermediate Similarity NPD1048 Approved
0.7007 Intermediate Similarity NPD4978 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD7549 Discontinued
0.7006 Intermediate Similarity NPD7808 Phase 3

Structure

External Identifiers

PubChem CID   44566692
ChEMBL   CHEMBL464739
ZINC  

Physicochemical Properties

Molecular Weight:  380.20
ALogP:  3.2373
MLogP:  3.66
XLogP:  4.941
# Rotatable Bonds:  13
Polar Surface Area:  63.6
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  28

Download Data

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