Natural Product: NPC307895

Natural Product ID:  NPC307895
Common Name:   Mammeasin B
IUPAC Name:   [(1S)-1-[6-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-8-(3-methylbutanoyl)-2-oxochromen-4-yl]propyl] acetate
Synonyms:   Mammeasin B
Molecular Formula:   C29H38O7
Standard InCHIKey:  ORNWXFDALTWWQH-SJQUQUAPSA-N
Standard InCHI:  InChI=1S/C29H38O7/c1-8-23(35-19(7)30)21-15-24(32)36-29-25(21)27(33)20(13-12-18(6)11-9-10-16(2)3)28(34)26(29)22(31)14-17(4)5/h10,12,15,17,23,33-34H,8-9,11,13-14H2,1-7H3/b18-12+/t23-/m0/s1
Canonical SMILES:  CC[C@@H](c1cc(=O)oc2c1c(O)c(C/C=C(/CCC=C(C)C)C)c(c2C(=O)CC(C)C)O)OC(=O)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
NPO32974 mammea siamensis Species Calophyllaceae Eukaryota PMID[22831798]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 31.1 % 25695368
NPT113 Cell Line RAW264.7 Mus musculus Activity = 20.2 % 20163893
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 64.7 % 26890116
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 0.6 % 15332839
NPT113 Cell Line RAW264.7 Mus musculus Activity = 13.6 % 25237727
NPT113 Cell Line RAW264.7 Mus musculus Activity = 60.3 % 2869146
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 6400 nM 20070106
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 88.2 % 20100877

  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 NPC307895 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
1.0 High Similarity NPC470553
0.9928 High Similarity NPC470554
0.9928 High Similarity NPC133060
0.9928 High Similarity NPC288910
0.9928 High Similarity NPC118059
0.9927 High Similarity NPC470556
0.9927 High Similarity NPC112829
0.9856 High Similarity NPC470910
0.9855 High Similarity NPC470909
0.9855 High Similarity NPC474939
0.9855 High Similarity NPC184738
0.9855 High Similarity NPC33653
0.9855 High Similarity NPC96216
0.9783 High Similarity NPC294432
0.9708 High Similarity NPC241975
0.9708 High Similarity NPC19476
0.964 High Similarity NPC472344
0.9635 High Similarity NPC199458
0.9635 High Similarity NPC183639
0.9635 High Similarity NPC219584
0.9635 High Similarity NPC470083
0.9562 High Similarity NPC138047
0.9562 High Similarity NPC131782
0.9562 High Similarity NPC474624
0.9507 High Similarity NPC285748
0.9444 High Similarity NPC321387
0.9444 High Similarity NPC327059
0.9444 High Similarity NPC470908
0.9444 High Similarity NPC474735
0.9379 High Similarity NPC290671
0.9371 High Similarity NPC474108
0.9371 High Similarity NPC177995
0.9301 High Similarity NPC181388
0.9301 High Similarity NPC470322
0.9291 High Similarity NPC470555
0.9241 High Similarity NPC19238
0.9231 High Similarity NPC196137
0.9231 High Similarity NPC1886
0.9231 High Similarity NPC178627
0.9231 High Similarity NPC469935
0.9225 High Similarity NPC276565
0.922 High Similarity NPC221173
0.9178 High Similarity NPC180351
0.9172 High Similarity NPC472345
0.9167 High Similarity NPC154217
0.9161 High Similarity NPC18886
0.9161 High Similarity NPC112791
0.9161 High Similarity NPC196459
0.9161 High Similarity NPC94794
0.9161 High Similarity NPC188632
0.9161 High Similarity NPC87609
0.9161 High Similarity NPC470296
0.9149 High Similarity NPC472343
0.9149 High Similarity NPC139554
0.9137 High Similarity NPC101752
0.913 High Similarity NPC470984
0.9128 High Similarity NPC321372
0.9128 High Similarity NPC475797
0.9128 High Similarity NPC474738
0.9128 High Similarity NPC78554
0.9128 High Similarity NPC109967
0.9128 High Similarity NPC469936
0.9128 High Similarity NPC129053
0.9128 High Similarity NPC474609
0.9124 High Similarity NPC185624
0.9116 High Similarity NPC209142
0.9116 High Similarity NPC312549
0.911 High Similarity NPC104236
0.911 High Similarity NPC469932
0.911 High Similarity NPC164205
0.9097 High Similarity NPC224714
0.9091 High Similarity NPC36181
0.9085 High Similarity NPC471587
0.9085 High Similarity NPC307990
0.9085 High Similarity NPC16455
0.9078 High Similarity NPC131130
0.9071 High Similarity NPC470982
0.9071 High Similarity NPC156910
0.9071 High Similarity NPC470983
0.9071 High Similarity NPC174999
0.906 High Similarity NPC108937
0.906 High Similarity NPC279218
0.9058 High Similarity NPC470988
0.9054 High Similarity NPC256141
0.9041 High Similarity NPC161864
0.9041 High Similarity NPC469933
0.9041 High Similarity NPC208303
0.9021 High Similarity NPC74397
0.9021 High Similarity NPC476508
0.9021 High Similarity NPC201820
0.9014 High Similarity NPC23257
0.9 High Similarity NPC60667
0.898 High Similarity NPC307052
0.898 High Similarity NPC139966
0.8978 High Similarity NPC21378
0.8978 High Similarity NPC470987
0.8973 High Similarity NPC140120
0.8973 High Similarity NPC47388
0.8973 High Similarity NPC470670
0.8973 High Similarity NPC249942
0.8973 High Similarity NPC297886
0.8973 High Similarity NPC473133
0.8973 High Similarity NPC91902
0.8966 High Similarity NPC206212
0.8966 High Similarity NPC294365
0.8966 High Similarity NPC235217
0.8966 High Similarity NPC470890
0.8966 High Similarity NPC71184
0.8966 High Similarity NPC473014
0.8966 High Similarity NPC469953
0.8951 High Similarity NPC477272
0.8944 High Similarity NPC474487
0.8944 High Similarity NPC470671
0.8944 High Similarity NPC470672
0.8944 High Similarity NPC470669
0.8944 High Similarity NPC474504
0.8944 High Similarity NPC36414
0.8944 High Similarity NPC470668
0.8936 High Similarity NPC268081
0.8936 High Similarity NPC470398
0.8936 High Similarity NPC470989
0.8936 High Similarity NPC470985
0.8936 High Similarity NPC470397
0.8933 High Similarity NPC469934
0.8929 High Similarity NPC144027
0.8929 High Similarity NPC236974
0.8929 High Similarity NPC125920
0.8921 High Similarity NPC285054
0.8919 High Similarity NPC476509
0.8912 High Similarity NPC10097
0.8912 High Similarity NPC145467
0.8912 High Similarity NPC470460
0.8912 High Similarity NPC168085
0.8904 High Similarity NPC472629
0.8904 High Similarity NPC57470
0.8904 High Similarity NPC474161
0.8904 High Similarity NPC127059
0.8904 High Similarity NPC290133
0.8904 High Similarity NPC285630
0.8904 High Similarity NPC24136
0.8904 High Similarity NPC187282
0.8904 High Similarity NPC476088
0.8897 High Similarity NPC77794
0.8897 High Similarity NPC85162
0.8897 High Similarity NPC185276
0.8897 High Similarity NPC223812
0.8897 High Similarity NPC125894
0.8897 High Similarity NPC278249
0.8897 High Similarity NPC107177
0.8897 High Similarity NPC81697
0.8889 High Similarity NPC248372
0.8889 High Similarity NPC282300
0.8889 High Similarity NPC156190
0.8889 High Similarity NPC17170
0.8889 High Similarity NPC166689
0.8889 High Similarity NPC279650
0.8889 High Similarity NPC96408
0.8889 High Similarity NPC258630
0.8889 High Similarity NPC110038
0.8881 High Similarity NPC217186
0.8881 High Similarity NPC473209
0.8881 High Similarity NPC472515
0.8881 High Similarity NPC53181
0.8881 High Similarity NPC240305
0.8873 High Similarity NPC38153
0.8873 High Similarity NPC332594
0.8873 High Similarity NPC253616
0.8873 High Similarity NPC255801
0.8873 High Similarity NPC322301
0.8865 High Similarity NPC84699
0.8859 High Similarity NPC316960
0.8859 High Similarity NPC148945
0.8859 High Similarity NPC204561
0.8859 High Similarity NPC317715
0.8859 High Similarity NPC78835
0.8859 High Similarity NPC309512
0.8857 High Similarity NPC108113
0.8857 High Similarity NPC16197
0.8857 High Similarity NPC93756
0.8851 High Similarity NPC317492
0.8851 High Similarity NPC470461
0.8851 High Similarity NPC5173
0.8844 High Similarity NPC308200
0.8844 High Similarity NPC180477
0.8844 High Similarity NPC283234
0.8844 High Similarity NPC85773
0.8844 High Similarity NPC202494
0.8844 High Similarity NPC473077
0.8844 High Similarity NPC296998
0.8836 High Similarity NPC271288
0.8836 High Similarity NPC124780
0.8836 High Similarity NPC319752
0.8836 High Similarity NPC197252
0.8836 High Similarity NPC473015
0.8836 High Similarity NPC131568
0.8836 High Similarity NPC171656
0.8836 High Similarity NPC216538
0.8836 High Similarity NPC87486
0.8836 High Similarity NPC326500
0.8836 High Similarity NPC297788

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC307895 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
0.8836 High Similarity NPD4378 Clinical (unspecified phase)
0.8707 High Similarity NPD2533 Approved
0.8707 High Similarity NPD2534 Approved
0.8707 High Similarity NPD2532 Approved
0.8693 High Similarity NPD7075 Discontinued
0.8621 High Similarity NPD2800 Approved
0.8618 High Similarity NPD7096 Clinical (unspecified phase)
0.8592 High Similarity NPD6651 Approved
0.8562 High Similarity NPD8443 Clinical (unspecified phase)
0.8552 High Similarity NPD970 Clinical (unspecified phase)
0.8497 Intermediate Similarity NPD7819 Suspended
0.8497 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8487 Intermediate Similarity NPD7411 Suspended
0.8483 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8483 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8456 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8431 Intermediate Similarity NPD6801 Discontinued
0.8425 Intermediate Similarity NPD1549 Phase 2
0.8421 Intermediate Similarity NPD4380 Phase 2
0.8414 Intermediate Similarity NPD2796 Approved
0.8367 Intermediate Similarity NPD1243 Approved
0.8345 Intermediate Similarity NPD1510 Phase 2
0.8344 Intermediate Similarity NPD920 Approved
0.8269 Intermediate Similarity NPD7768 Phase 2
0.8267 Intermediate Similarity NPD6799 Approved
0.8264 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.8264 Intermediate Similarity NPD5124 Phase 1
0.8217 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8212 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.821 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.82 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.8194 Intermediate Similarity NPD1240 Approved
0.8194 Intermediate Similarity NPD1934 Approved
0.8182 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.8137 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8121 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.8089 Intermediate Similarity NPD3817 Phase 2
0.8082 Intermediate Similarity NPD1607 Approved
0.8067 Intermediate Similarity NPD3750 Approved
0.8067 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.8065 Intermediate Similarity NPD6599 Discontinued
0.8063 Intermediate Similarity NPD6959 Discontinued
0.8041 Intermediate Similarity NPD1551 Phase 2
0.8041 Intermediate Similarity NPD2935 Discontinued
0.8026 Intermediate Similarity NPD1511 Approved
0.8025 Intermediate Similarity NPD2801 Approved
0.8012 Intermediate Similarity NPD5710 Approved
0.8012 Intermediate Similarity NPD5711 Approved
0.7988 Intermediate Similarity NPD7286 Phase 2
0.7975 Intermediate Similarity NPD7473 Discontinued
0.7973 Intermediate Similarity NPD2799 Discontinued
0.7931 Intermediate Similarity NPD2313 Discontinued
0.7925 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7922 Intermediate Similarity NPD1512 Approved
0.7892 Intermediate Similarity NPD5953 Discontinued
0.7879 Intermediate Similarity NPD7054 Approved
0.7875 Intermediate Similarity NPD3749 Approved
0.7871 Intermediate Similarity NPD5403 Approved
0.7831 Intermediate Similarity NPD7074 Phase 3
0.7831 Intermediate Similarity NPD7472 Approved
0.7829 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7826 Intermediate Similarity NPD919 Approved
0.7818 Intermediate Similarity NPD3818 Discontinued
0.7812 Intermediate Similarity NPD3882 Suspended
0.7805 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7805 Intermediate Similarity NPD6166 Phase 2
0.7805 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7801 Intermediate Similarity NPD422 Phase 1
0.7793 Intermediate Similarity NPD6832 Phase 2
0.7791 Intermediate Similarity NPD6232 Discontinued
0.7778 Intermediate Similarity NPD5494 Approved
0.7771 Intermediate Similarity NPD5844 Phase 1
0.775 Intermediate Similarity NPD5402 Approved
0.7746 Intermediate Similarity NPD9717 Approved
0.7742 Intermediate Similarity NPD5401 Approved
0.7738 Intermediate Similarity NPD6559 Discontinued
0.7738 Intermediate Similarity NPD7251 Discontinued
0.7733 Intermediate Similarity NPD3748 Approved
0.7712 Intermediate Similarity NPD4628 Phase 3
0.7708 Intermediate Similarity NPD1203 Approved
0.7692 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD7808 Phase 3
0.7692 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7687 Intermediate Similarity NPD3268 Approved
0.7679 Intermediate Similarity NPD6797 Phase 2
0.7673 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7658 Intermediate Similarity NPD3226 Approved
0.7616 Intermediate Similarity NPD7033 Discontinued
0.7586 Intermediate Similarity NPD2797 Approved
0.7568 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7566 Intermediate Similarity NPD6099 Approved
0.7566 Intermediate Similarity NPD6100 Approved
0.7533 Intermediate Similarity NPD230 Phase 1
0.7516 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD2346 Discontinued
0.7516 Intermediate Similarity NPD6004 Phase 3
0.7516 Intermediate Similarity NPD6005 Phase 3
0.7516 Intermediate Similarity NPD6002 Phase 3
0.7472 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7471 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7458 Intermediate Similarity NPD4360 Phase 2
0.7458 Intermediate Similarity NPD4363 Phase 3
0.745 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.745 Intermediate Similarity NPD1296 Phase 2
0.7417 Intermediate Similarity NPD447 Suspended
0.7417 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7415 Intermediate Similarity NPD1019 Discontinued
0.741 Intermediate Similarity NPD1247 Approved
0.7403 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7403 Intermediate Similarity NPD2344 Approved
0.7394 Intermediate Similarity NPD9545 Approved
0.7386 Intermediate Similarity NPD4308 Phase 3
0.7365 Intermediate Similarity NPD7229 Phase 3
0.7362 Intermediate Similarity NPD1465 Phase 2
0.7347 Intermediate Similarity NPD3267 Approved
0.7347 Intermediate Similarity NPD3266 Approved
0.7333 Intermediate Similarity NPD411 Approved
0.7329 Intermediate Similarity NPD7458 Discontinued
0.7315 Intermediate Similarity NPD4908 Phase 1
0.7308 Intermediate Similarity NPD2654 Approved
0.7308 Intermediate Similarity NPD1652 Phase 2
0.7303 Intermediate Similarity NPD6355 Discontinued
0.7297 Intermediate Similarity NPD2798 Approved
0.7296 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7279 Intermediate Similarity NPD3225 Approved
0.7273 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.726 Intermediate Similarity NPD1608 Approved
0.7254 Intermediate Similarity NPD9493 Approved
0.7247 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD8312 Approved
0.7241 Intermediate Similarity NPD8313 Approved
0.7233 Intermediate Similarity NPD7390 Discontinued
0.7222 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD4361 Phase 2
0.7222 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7215 Intermediate Similarity NPD2309 Approved
0.7193 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7192 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7192 Intermediate Similarity NPD1610 Phase 2
0.7153 Intermediate Similarity NPD1548 Phase 1
0.7135 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD5890 Approved
0.7134 Intermediate Similarity NPD5889 Approved
0.7124 Intermediate Similarity NPD943 Approved
0.7124 Intermediate Similarity NPD4307 Phase 2
0.7119 Intermediate Similarity NPD8434 Phase 2
0.7112 Intermediate Similarity NPD7584 Approved
0.711 Intermediate Similarity NPD1729 Discontinued
0.7108 Intermediate Similarity NPD4288 Approved
0.7108 Intermediate Similarity NPD5353 Approved
0.7105 Intermediate Similarity NPD6798 Discontinued
0.7105 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7099 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD37 Approved
0.7086 Intermediate Similarity NPD1008 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD6234 Discontinued
0.7076 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7076 Intermediate Similarity NPD2403 Approved
0.7066 Intermediate Similarity NPD4965 Approved
0.7066 Intermediate Similarity NPD4966 Approved
0.7066 Intermediate Similarity NPD4967 Phase 2
0.7055 Intermediate Similarity NPD1653 Approved
0.7055 Intermediate Similarity NPD17 Approved
0.7048 Intermediate Similarity NPD8455 Phase 2
0.7044 Intermediate Similarity NPD7003 Approved
0.7039 Intermediate Similarity NPD4287 Approved
0.7037 Intermediate Similarity NPD6273 Approved
0.7029 Intermediate Similarity NPD6104 Discontinued
0.7025 Intermediate Similarity NPD2424 Discontinued
0.7018 Intermediate Similarity NPD3926 Phase 2
0.7013 Intermediate Similarity NPD4060 Phase 1
0.7006 Intermediate Similarity NPD5408 Approved
0.7006 Intermediate Similarity NPD4476 Approved
0.7006 Intermediate Similarity NPD4477 Approved
0.7006 Intermediate Similarity NPD5404 Approved
0.7006 Intermediate Similarity NPD5406 Approved
0.7006 Intermediate Similarity NPD5405 Approved
0.7 Intermediate Similarity NPD7199 Phase 2
0.7 Intermediate Similarity NPD1164 Approved
0.6984 Remote Similarity NPD7585 Approved
0.6982 Remote Similarity NPD5537 Clinical (unspecified phase)
0.698 Remote Similarity NPD4749 Approved
0.697 Remote Similarity NPD6585 Discontinued
0.6968 Remote Similarity NPD1933 Approved
0.6957 Remote Similarity NPD6667 Approved
0.6957 Remote Similarity NPD6666 Approved
0.6948 Remote Similarity NPD6233 Phase 2
0.6947 Remote Similarity NPD8151 Discontinued
0.6946 Remote Similarity NPD5761 Phase 2
0.6946 Remote Similarity NPD5760 Phase 2
0.6939 Remote Similarity NPD1778 Approved
0.6933 Remote Similarity NPD5049 Phase 3
0.6931 Remote Similarity NPD7583 Approved
0.6927 Remote Similarity NPD8150 Discontinued
0.6923 Remote Similarity NPD1241 Discontinued
0.6919 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6918 Remote Similarity NPD1894 Discontinued
0.6914 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6913 Remote Similarity NPD1481 Phase 2

Structure

External Identifiers

PubChem CID   66559531
ChEMBL   CHEMBL2064607
ZINC  

Physicochemical Properties

Molecular Weight:  498.26
ALogP:  2.239
MLogP:  3.88
XLogP:  5.56
# Rotatable Bonds:  21
Polar Surface Area:  110.13
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  36

Download Data

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