Natural Product: NPC474238

Natural Product ID:  NPC474238
Common Name:   Marchantin B Tetramethyl Ether
IUPAC Name:  
Synonyms:   Marchantin B Tetramethyl Ether; Marchantin B Trimethyl Ether
Molecular Formula:   C32H32O6
Standard InCHIKey:  MGKVPKFOERBPFX-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C32H32O6/c1-33-27-17-14-24-13-10-21-11-15-25(16-12-21)37-29-20-23(19-28(34-2)31(29)35-3)9-8-22-6-5-7-26(18-22)38-30(24)32(27)36-4/h5-7,11-12,14-20H,8-10,13H2,1-4H3
Canonical SMILES:  COc1c(OC)ccc2c1Oc1cccc(c1)CCc1cc(OC)c(c(c1)Oc1ccc(CC2)cc1)OC
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
NPO33046 liverworts NA NA NA PMID[16378374]
NPO33046 liverworts NA NA NA PMID[21652215]

  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 = 42450 nM 19307369

  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 NPC474238 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
0.9839 High Similarity NPC474227
0.916 High Similarity NPC256307
0.916 High Similarity NPC66840
0.9141 High Similarity NPC31707
0.9113 High Similarity NPC472596
0.9104 High Similarity NPC22317
0.9008 High Similarity NPC474134
0.9008 High Similarity NPC131128
0.8984 High Similarity NPC244364
0.8968 High Similarity NPC261661
0.8963 High Similarity NPC472090
0.8963 High Similarity NPC472091
0.8963 High Similarity NPC472092
0.8952 High Similarity NPC475961
0.8952 High Similarity NPC254625
0.8897 High Similarity NPC472089
0.8889 High Similarity NPC477886
0.8889 High Similarity NPC55947
0.8857 High Similarity NPC281549
0.8832 High Similarity NPC472088
0.8832 High Similarity NPC472087
0.8815 High Similarity NPC474390
0.8797 High Similarity NPC263064
0.8794 High Similarity NPC476969
0.8788 High Similarity NPC149337
0.8788 High Similarity NPC471983
0.8769 High Similarity NPC471986
0.876 High Similarity NPC105925
0.8732 High Similarity NPC477612
0.8731 High Similarity NPC317380
0.8731 High Similarity NPC474478
0.8722 High Similarity NPC127624
0.8722 High Similarity NPC86655
0.8722 High Similarity NPC202762
0.8712 High Similarity NPC476399
0.871 High Similarity NPC123948
0.8705 High Similarity NPC171932
0.8705 High Similarity NPC28440
0.8702 High Similarity NPC474623
0.8702 High Similarity NPC474651
0.8686 High Similarity NPC262189
0.8676 High Similarity NPC211549
0.8671 High Similarity NPC324517
0.8671 High Similarity NPC321972
0.8671 High Similarity NPC329343
0.8667 High Similarity NPC121812
0.8667 High Similarity NPC224941
0.8667 High Similarity NPC311430
0.8667 High Similarity NPC470356
0.8667 High Similarity NPC94750
0.8667 High Similarity NPC195022
0.8667 High Similarity NPC61946
0.8667 High Similarity NPC474206
0.8667 High Similarity NPC112939
0.8667 High Similarity NPC112246
0.8662 High Similarity NPC318373
0.8662 High Similarity NPC321657
0.8657 High Similarity NPC229442
0.8657 High Similarity NPC168059
0.8657 High Similarity NPC475840
0.8651 High Similarity NPC15805
0.8647 High Similarity NPC471517
0.8647 High Similarity NPC473309
0.8643 High Similarity NPC181615
0.8636 High Similarity NPC469951
0.8636 High Similarity NPC469963
0.8626 High Similarity NPC210355
0.8626 High Similarity NPC474119
0.8626 High Similarity NPC202904
0.8626 High Similarity NPC470699
0.8626 High Similarity NPC242032
0.8626 High Similarity NPC124452
0.8626 High Similarity NPC293054
0.8626 High Similarity NPC324112
0.8626 High Similarity NPC169474
0.8626 High Similarity NPC246620
0.8626 High Similarity NPC82679
0.8626 High Similarity NPC236791
0.8626 High Similarity NPC159968
0.8626 High Similarity NPC282000
0.8626 High Similarity NPC74817
0.8626 High Similarity NPC189248
0.8605 High Similarity NPC282496
0.8605 High Similarity NPC233526
0.8603 High Similarity NPC286843
0.8603 High Similarity NPC248727
0.8603 High Similarity NPC265433
0.8603 High Similarity NPC16435
0.8603 High Similarity NPC173660
0.8603 High Similarity NPC227503
0.8603 High Similarity NPC306441
0.8603 High Similarity NPC270456
0.8603 High Similarity NPC230734
0.8603 High Similarity NPC474639
0.8603 High Similarity NPC78047
0.8603 High Similarity NPC162659
0.8593 High Similarity NPC474600
0.8571 High Similarity NPC307042
0.8571 High Similarity NPC91291
0.8571 High Similarity NPC237169
0.8571 High Similarity NPC470624
0.8571 High Similarity NPC79184
0.8561 High Similarity NPC283114
0.8561 High Similarity NPC149008
0.8561 High Similarity NPC210674
0.8561 High Similarity NPC183709
0.8561 High Similarity NPC207702
0.8551 High Similarity NPC61783
0.8551 High Similarity NPC291101
0.8551 High Similarity NPC266197
0.8551 High Similarity NPC20520
0.855 High Similarity NPC134431
0.855 High Similarity NPC181361
0.855 High Similarity NPC17837
0.855 High Similarity NPC9891
0.855 High Similarity NPC103823
0.855 High Similarity NPC223953
0.855 High Similarity NPC214406
0.855 High Similarity NPC18924
0.855 High Similarity NPC112571
0.855 High Similarity NPC44748
0.855 High Similarity NPC28730
0.855 High Similarity NPC223136
0.855 High Similarity NPC88297
0.855 High Similarity NPC285725
0.855 High Similarity NPC156854
0.855 High Similarity NPC50683
0.855 High Similarity NPC186845
0.855 High Similarity NPC78974
0.855 High Similarity NPC304630
0.854 High Similarity NPC176051
0.854 High Similarity NPC326797
0.854 High Similarity NPC474282
0.854 High Similarity NPC48956
0.854 High Similarity NPC102904
0.854 High Similarity NPC276490
0.854 High Similarity NPC107551
0.854 High Similarity NPC103976
0.8531 High Similarity NPC470098
0.8531 High Similarity NPC473266
0.8531 High Similarity NPC470826
0.8531 High Similarity NPC211561
0.8529 High Similarity NPC151224
0.8529 High Similarity NPC260898
0.8529 High Similarity NPC234865
0.8529 High Similarity NPC47398
0.8529 High Similarity NPC111655
0.8529 High Similarity NPC234333
0.8527 High Similarity NPC194626
0.8521 High Similarity NPC328567
0.8521 High Similarity NPC262297
0.8521 High Similarity NPC327412
0.8521 High Similarity NPC320671
0.8521 High Similarity NPC320970
0.8519 High Similarity NPC11060
0.8519 High Similarity NPC36661
0.8507 High Similarity NPC469625
0.8507 High Similarity NPC184928
0.8507 High Similarity NPC141493
0.8507 High Similarity NPC30043
0.8507 High Similarity NPC469613
0.8504 High Similarity NPC172253
0.8504 High Similarity NPC59561
0.8504 High Similarity NPC308217
0.85 High Similarity NPC173203
0.85 High Similarity NPC163508
0.8496 Intermediate Similarity NPC222004
0.8496 Intermediate Similarity NPC470258
0.8496 Intermediate Similarity NPC285339
0.8496 Intermediate Similarity NPC218856
0.8496 Intermediate Similarity NPC210623
0.8496 Intermediate Similarity NPC3439
0.8496 Intermediate Similarity NPC471519
0.8496 Intermediate Similarity NPC190629
0.8496 Intermediate Similarity NPC226788
0.8496 Intermediate Similarity NPC273295
0.8496 Intermediate Similarity NPC471518
0.8496 Intermediate Similarity NPC202582
0.8489 Intermediate Similarity NPC178054
0.8478 Intermediate Similarity NPC245207
0.8478 Intermediate Similarity NPC319647
0.8478 Intermediate Similarity NPC127218
0.8478 Intermediate Similarity NPC25966
0.8478 Intermediate Similarity NPC70682
0.8478 Intermediate Similarity NPC22517
0.8478 Intermediate Similarity NPC260842
0.8478 Intermediate Similarity NPC260741
0.8478 Intermediate Similarity NPC471388
0.8473 Intermediate Similarity NPC234400
0.8473 Intermediate Similarity NPC233410
0.8473 Intermediate Similarity NPC82483
0.8473 Intermediate Similarity NPC251855
0.8473 Intermediate Similarity NPC117214
0.8473 Intermediate Similarity NPC60885
0.8473 Intermediate Similarity NPC116907
0.8473 Intermediate Similarity NPC203133
0.8473 Intermediate Similarity NPC472093
0.8473 Intermediate Similarity NPC298757
0.8473 Intermediate Similarity NPC265483
0.8473 Intermediate Similarity NPC193544

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474238 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
0.8421 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.8421 Intermediate Similarity NPD4908 Phase 1
0.8346 Intermediate Similarity NPD3018 Phase 2
0.8346 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.8309 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.8309 Intermediate Similarity NPD1613 Approved
0.8296 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.8244 Intermediate Similarity NPD2981 Phase 2
0.8222 Intermediate Similarity NPD3027 Phase 3
0.8182 Intermediate Similarity NPD2982 Phase 2
0.8182 Intermediate Similarity NPD2983 Phase 2
0.8175 Intermediate Similarity NPD5283 Phase 1
0.7898 Intermediate Similarity NPD8099 Discontinued
0.7898 Intermediate Similarity NPD8252 Approved
0.7898 Intermediate Similarity NPD8251 Approved
0.7895 Intermediate Similarity NPD1610 Phase 2
0.7863 Intermediate Similarity NPD1548 Phase 1
0.7848 Intermediate Similarity NPD8156 Discontinued
0.7762 Intermediate Similarity NPD3539 Phase 1
0.7708 Intermediate Similarity NPD3540 Phase 1
0.7698 Intermediate Similarity NPD4625 Phase 3
0.7671 Intermediate Similarity NPD7466 Approved
0.7647 Intermediate Similarity NPD4749 Approved
0.7643 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7591 Intermediate Similarity NPD8651 Approved
0.7584 Intermediate Similarity NPD7447 Phase 1
0.7582 Intermediate Similarity NPD1934 Approved
0.758 Intermediate Similarity NPD7199 Phase 2
0.7569 Intermediate Similarity NPD6028 Clinical (unspecified phase)
0.7569 Intermediate Similarity NPD6029 Clinical (unspecified phase)
0.7568 Intermediate Similarity NPD7124 Phase 2
0.7561 Intermediate Similarity NPD8053 Approved
0.7561 Intermediate Similarity NPD8054 Approved
0.7548 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7547 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7547 Intermediate Similarity NPD6166 Phase 2
0.7547 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7538 Intermediate Similarity NPD5535 Approved
0.7538 Intermediate Similarity NPD7843 Approved
0.7533 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7532 Intermediate Similarity NPD2801 Approved
0.7519 Intermediate Similarity NPD5536 Phase 2
0.7518 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD5494 Approved
0.75 Intermediate Similarity NPD3705 Approved
0.75 Intermediate Similarity NPD6055 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5752 Clinical (unspecified phase)
0.7484 Intermediate Similarity NPD3817 Phase 2
0.7484 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7483 Intermediate Similarity NPD6674 Discontinued
0.7442 Intermediate Similarity NPD5451 Approved
0.7436 Intermediate Similarity NPD7768 Phase 2
0.7436 Intermediate Similarity NPD6788 Approved
0.7429 Intermediate Similarity NPD2861 Phase 2
0.7419 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7407 Intermediate Similarity NPD5844 Phase 1
0.74 Intermediate Similarity NPD7213 Phase 3
0.74 Intermediate Similarity NPD7212 Phase 2
0.7397 Intermediate Similarity NPD2796 Approved
0.7386 Intermediate Similarity NPD7261 Clinical (unspecified phase)
0.7386 Intermediate Similarity NPD8158 Clinical (unspecified phase)
0.7379 Intermediate Similarity NPD6111 Discontinued
0.7368 Intermediate Similarity NPD7157 Approved
0.7364 Intermediate Similarity NPD2684 Approved
0.7353 Intermediate Similarity NPD5846 Approved
0.7353 Intermediate Similarity NPD6516 Phase 2
0.7329 Intermediate Similarity NPD3748 Approved
0.7328 Intermediate Similarity NPD228 Approved
0.7325 Intermediate Similarity NPD3882 Suspended
0.7324 Intermediate Similarity NPD7095 Approved
0.7317 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7285 Intermediate Similarity NPD1511 Approved
0.7285 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7279 Intermediate Similarity NPD6830 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD6798 Discontinued
0.7267 Intermediate Similarity NPD3926 Phase 2
0.7266 Intermediate Similarity NPD5327 Phase 3
0.7261 Intermediate Similarity NPD6374 Clinical (unspecified phase)
0.7261 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7256 Intermediate Similarity NPD7074 Phase 3
0.7248 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD422 Phase 1
0.7244 Intermediate Similarity NPD37 Approved
0.7239 Intermediate Similarity NPD6671 Approved
0.7234 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7234 Intermediate Similarity NPD6584 Phase 3
0.7229 Intermediate Similarity NPD7549 Discontinued
0.7226 Intermediate Similarity NPD4678 Approved
0.7226 Intermediate Similarity NPD4675 Approved
0.7215 Intermediate Similarity NPD4966 Approved
0.7215 Intermediate Similarity NPD4965 Approved
0.7215 Intermediate Similarity NPD4967 Phase 2
0.7214 Intermediate Similarity NPD2922 Phase 1
0.7208 Intermediate Similarity NPD1653 Approved
0.7206 Intermediate Similarity NPD6581 Approved
0.7206 Intermediate Similarity NPD6580 Approved
0.7205 Intermediate Similarity NPD6232 Discontinued
0.72 Intermediate Similarity NPD6658 Clinical (unspecified phase)
0.7197 Intermediate Similarity NPD8455 Phase 2
0.7197 Intermediate Similarity NPD7819 Suspended
0.7195 Intermediate Similarity NPD7054 Approved
0.719 Intermediate Similarity NPD1512 Approved
0.7178 Intermediate Similarity NPD7473 Discontinued
0.7172 Intermediate Similarity NPD4060 Phase 1
0.7172 Intermediate Similarity NPD1558 Phase 1
0.7162 Intermediate Similarity NPD6099 Approved
0.7162 Intermediate Similarity NPD6100 Approved
0.7161 Intermediate Similarity NPD4005 Discontinued
0.7153 Intermediate Similarity NPD6812 Clinical (unspecified phase)
0.7153 Intermediate Similarity NPD5718 Phase 2
0.7153 Intermediate Similarity NPD5111 Phase 2
0.7153 Intermediate Similarity NPD5110 Phase 2
0.7153 Intermediate Similarity NPD5109 Approved
0.7152 Intermediate Similarity NPD7472 Approved
0.7143 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD7808 Phase 3
0.7125 Intermediate Similarity NPD6234 Discontinued
0.7124 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7124 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7123 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7123 Intermediate Similarity NPD5124 Phase 1
0.7089 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7086 Intermediate Similarity NPD3750 Approved
0.7086 Intermediate Similarity NPD3892 Phase 2
0.707 Intermediate Similarity NPD7411 Suspended
0.7063 Intermediate Similarity NPD4055 Discovery
0.7059 Intermediate Similarity NPD6799 Approved
0.7059 Intermediate Similarity NPD4357 Discontinued
0.7045 Intermediate Similarity NPD8095 Phase 1
0.7037 Intermediate Similarity NPD8127 Discontinued
0.7037 Intermediate Similarity NPD6959 Discontinued
0.703 Intermediate Similarity NPD7228 Approved
0.703 Intermediate Similarity NPD3818 Discontinued
0.7027 Intermediate Similarity NPD4536 Approved
0.7027 Intermediate Similarity NPD6895 Approved
0.7027 Intermediate Similarity NPD4538 Approved
0.7027 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD7097 Phase 1
0.7027 Intermediate Similarity NPD6896 Approved
0.7023 Intermediate Similarity NPD290 Approved
0.7021 Intermediate Similarity NPD6582 Phase 2
0.7021 Intermediate Similarity NPD6583 Phase 3
0.7021 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.702 Intermediate Similarity NPD1652 Phase 2
0.7019 Intermediate Similarity NPD919 Approved
0.7014 Intermediate Similarity NPD1008 Clinical (unspecified phase)
0.7013 Intermediate Similarity NPD7446 Clinical (unspecified phase)
0.7013 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7012 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7007 Intermediate Similarity NPD5735 Approved
0.7007 Intermediate Similarity NPD1933 Approved
0.7007 Intermediate Similarity NPD3657 Discovery
0.7007 Intermediate Similarity NPD6355 Discontinued
0.7 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD1375 Discontinued
0.7 Intermediate Similarity NPD1091 Approved
0.7 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.6994 Remote Similarity NPD7229 Phase 3
0.6986 Remote Similarity NPD6233 Phase 2
0.6985 Remote Similarity NPD2557 Approved
0.6981 Remote Similarity NPD1465 Phase 2
0.6978 Remote Similarity NPD17 Approved
0.6974 Remote Similarity NPD6331 Phase 2
0.6974 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6972 Remote Similarity NPD7258 Clinical (unspecified phase)
0.6968 Remote Similarity NPD5261 Clinical (unspecified phase)
0.6968 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6964 Remote Similarity NPD7251 Discontinued
0.6957 Remote Similarity NPD7533 Approved
0.6957 Remote Similarity NPD7075 Discontinued
0.6957 Remote Similarity NPD7534 Approved
0.6954 Remote Similarity NPD1549 Phase 2
0.6939 Remote Similarity NPD3620 Phase 2
0.6939 Remote Similarity NPD3619 Clinical (unspecified phase)
0.6939 Remote Similarity NPD5837 Clinical (unspecified phase)
0.6934 Remote Similarity NPD3596 Phase 2
0.6933 Remote Similarity NPD1247 Approved
0.6923 Remote Similarity NPD5976 Discontinued
0.6918 Remote Similarity NPD1296 Phase 2
0.6918 Remote Similarity NPD7945 Clinical (unspecified phase)
0.6917 Remote Similarity NPD3022 Approved
0.6917 Remote Similarity NPD3021 Approved
0.6913 Remote Similarity NPD2200 Suspended
0.6908 Remote Similarity NPD5177 Phase 3
0.6908 Remote Similarity NPD4236 Phase 3
0.6908 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6908 Remote Similarity NPD4162 Approved
0.6908 Remote Similarity NPD4237 Approved
0.6906 Remote Similarity NPD3445 Approved
0.6906 Remote Similarity NPD3443 Approved
0.6906 Remote Similarity NPD5691 Approved
0.6906 Remote Similarity NPD3444 Approved
0.6905 Remote Similarity NPD6797 Phase 2
0.6903 Remote Similarity NPD1424 Approved
0.6903 Remote Similarity NPD4123 Phase 3
0.6903 Remote Similarity NPD4584 Approved
0.6901 Remote Similarity NPD6543 Approved

Structure

External Identifiers

PubChem CID   15071040
ChEMBL   CHEMBL463963
ZINC  

Physicochemical Properties

Molecular Weight:  512.22
ALogP:  -0.2658
MLogP:  4.32
XLogP:  8.415
# Rotatable Bonds:  8
Polar Surface Area:  55.38
# H-Bond Aceptor:  0
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  38

Download Data

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