Natural Product: NPC476139

Natural Product ID:  NPC476139
Common Name:   n.a.
IUPAC Name:  
Synonyms:   7-Methoxygambogellic Acid
Molecular Formula:   C39H46O9
Standard InCHIKey:  ADCLULBCVNNGML-ZLLHNYIWSA-N
Standard InCHI:  InChI=1S/C39H46O9/c1-19(2)10-11-23-31-27(24-16-36(8,46-31)14-13-22(24)20(3)4)30(41)28-29(40)25-17-37(45-9)18-26-35(6,7)48-38(34(37)44,15-12-21(5)33(42)43)39(25,26)47-32(23)28/h10,12,17,22,24,26,41H,3,11,13-16,18H2,1-2,4-9H3,(H,42,43)/b21-12-/t22?,24?,26-,36?,37-,38-,39+/m0/s1
Canonical SMILES:  CO[C@@]12C=C3C(=O)c4c(O[C@]53[C@@H](C1)C(O[C@]5(C2=O)C/C=C(C(=O)O)/C)(C)C)c(CC=C(C)C)c1c(c4O)C2CC(O1)(C)CCC2C(=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
NPO13310 Garcinia hanburyi Species Clusiaceae Eukaryota resin PMID[19072548]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT165 Cell Line HeLa Homo sapiens IC50 = 910 nM 7714533

  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 NPC476139 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
0.9814 High Similarity NPC476216
0.9755 High Similarity NPC476229
0.9755 High Similarity NPC476152
0.9691 High Similarity NPC41598
0.9627 High Similarity NPC189689
0.9571 High Similarity NPC158329
0.9571 High Similarity NPC47634
0.9571 High Similarity NPC476146
0.9571 High Similarity NPC75141
0.9571 High Similarity NPC40089
0.9571 High Similarity NPC55422
0.9515 High Similarity NPC476311
0.9512 High Similarity NPC476196
0.9461 High Similarity NPC476199
0.9461 High Similarity NPC476210
0.9461 High Similarity NPC233978
0.9458 High Similarity NPC162248
0.9455 High Similarity NPC476159
0.9405 High Similarity NPC473607
0.9379 High Similarity NPC286422
0.9329 High Similarity NPC62444
0.9325 High Similarity NPC131578
0.929 High Similarity NPC473729
0.9286 High Similarity NPC227275
0.9273 High Similarity NPC223413
0.9222 High Similarity NPC169018
0.9212 High Similarity NPC476255
0.9172 High Similarity NPC98943
0.9146 High Similarity NPC94796
0.9102 High Similarity NPC63514
0.9091 High Similarity NPC476931
0.9042 High Similarity NPC193222
0.9024 High Similarity NPC475107
0.9024 High Similarity NPC43490
0.9 High Similarity NPC475398
0.8988 High Similarity NPC102810
0.8982 High Similarity NPC476056
0.8941 High Similarity NPC475080
0.8882 High Similarity NPC118128
0.8855 High Similarity NPC476929
0.8837 High Similarity NPC469345
0.8827 High Similarity NPC476162
0.8788 High Similarity NPC476930
0.8779 High Similarity NPC86809
0.8779 High Similarity NPC98667
0.8779 High Similarity NPC232412
0.8765 High Similarity NPC207574
0.8765 High Similarity NPC297195
0.8765 High Similarity NPC291795
0.8713 High Similarity NPC241387
0.8713 High Similarity NPC251144
0.8698 High Similarity NPC473908
0.869 High Similarity NPC475106
0.8678 High Similarity NPC477683
0.8678 High Similarity NPC477682
0.8671 High Similarity NPC294149
0.8663 High Similarity NPC477529
0.8647 High Similarity NPC475109
0.8636 High Similarity NPC475148
0.8636 High Similarity NPC475656
0.8613 High Similarity NPC469393
0.8613 High Similarity NPC17105
0.8613 High Similarity NPC73899
0.8613 High Similarity NPC474276
0.8613 High Similarity NPC147363
0.8605 High Similarity NPC193698
0.8596 High Similarity NPC292233
0.8596 High Similarity NPC174486
0.858 High Similarity NPC208069
0.8555 High Similarity NPC472620
0.8547 High Similarity NPC54903
0.8547 High Similarity NPC286074
0.8521 High Similarity NPC103816
0.8521 High Similarity NPC61382
0.8483 Intermediate Similarity NPC106700
0.8466 Intermediate Similarity NPC5671
0.8462 Intermediate Similarity NPC243701
0.8457 Intermediate Similarity NPC245975
0.8453 Intermediate Similarity NPC48474
0.8448 Intermediate Similarity NPC473113
0.8439 Intermediate Similarity NPC472619
0.8439 Intermediate Similarity NPC473096
0.8439 Intermediate Similarity NPC473095
0.8436 Intermediate Similarity NPC197972
0.843 Intermediate Similarity NPC120857
0.843 Intermediate Similarity NPC85047
0.843 Intermediate Similarity NPC17274
0.843 Intermediate Similarity NPC469394
0.8427 Intermediate Similarity NPC182693
0.8424 Intermediate Similarity NPC476509
0.8418 Intermediate Similarity NPC473785
0.8415 Intermediate Similarity NPC316274
0.8415 Intermediate Similarity NPC470196
0.8415 Intermediate Similarity NPC470197
0.8415 Intermediate Similarity NPC282474
0.8415 Intermediate Similarity NPC470198
0.8415 Intermediate Similarity NPC470193
0.8415 Intermediate Similarity NPC470194
0.8415 Intermediate Similarity NPC470195
0.8415 Intermediate Similarity NPC470200
0.8409 Intermediate Similarity NPC324220
0.8409 Intermediate Similarity NPC312630
0.8402 Intermediate Similarity NPC125969
0.84 Intermediate Similarity NPC154986
0.8398 Intermediate Similarity NPC295436
0.8398 Intermediate Similarity NPC314672
0.8393 Intermediate Similarity NPC164427
0.8391 Intermediate Similarity NPC313717
0.8391 Intermediate Similarity NPC315306
0.8389 Intermediate Similarity NPC294863
0.8389 Intermediate Similarity NPC282636
0.8383 Intermediate Similarity NPC477669
0.8382 Intermediate Similarity NPC472622
0.8382 Intermediate Similarity NPC76647
0.8382 Intermediate Similarity NPC473094
0.8372 Intermediate Similarity NPC316262
0.8372 Intermediate Similarity NPC314653
0.8363 Intermediate Similarity NPC473022
0.8361 Intermediate Similarity NPC314020
0.8353 Intermediate Similarity NPC172687
0.8343 Intermediate Similarity NPC474637
0.8343 Intermediate Similarity NPC121333
0.8343 Intermediate Similarity NPC161650
0.8343 Intermediate Similarity NPC201127
0.8333 Intermediate Similarity NPC469934
0.8333 Intermediate Similarity NPC152477
0.8333 Intermediate Similarity NPC471456
0.8333 Intermediate Similarity NPC20734
0.8333 Intermediate Similarity NPC242395
0.8324 Intermediate Similarity NPC323137
0.8324 Intermediate Similarity NPC150977
0.8324 Intermediate Similarity NPC472621
0.8323 Intermediate Similarity NPC469818
0.8315 Intermediate Similarity NPC244903
0.8314 Intermediate Similarity NPC273959
0.8314 Intermediate Similarity NPC474350
0.8314 Intermediate Similarity NPC469395
0.8313 Intermediate Similarity NPC327059
0.8313 Intermediate Similarity NPC321387
0.8306 Intermediate Similarity NPC470199
0.8306 Intermediate Similarity NPC314459
0.8304 Intermediate Similarity NPC92589
0.8304 Intermediate Similarity NPC117985
0.8294 Intermediate Similarity NPC264932
0.8294 Intermediate Similarity NPC311574
0.8294 Intermediate Similarity NPC474373
0.8293 Intermediate Similarity NPC473132
0.8293 Intermediate Similarity NPC470676
0.8293 Intermediate Similarity NPC473135
0.8286 Intermediate Similarity NPC477670
0.8286 Intermediate Similarity NPC72696
0.8284 Intermediate Similarity NPC477674
0.8284 Intermediate Similarity NPC146636
0.828 Intermediate Similarity NPC131405
0.8278 Intermediate Similarity NPC476170
0.8276 Intermediate Similarity NPC478059
0.8276 Intermediate Similarity NPC471975
0.8276 Intermediate Similarity NPC478060
0.8276 Intermediate Similarity NPC470374
0.8276 Intermediate Similarity NPC470377
0.8276 Intermediate Similarity NPC126204
0.8274 Intermediate Similarity NPC209760
0.8274 Intermediate Similarity NPC192189
0.8274 Intermediate Similarity NPC100134
0.8274 Intermediate Similarity NPC472799
0.8266 Intermediate Similarity NPC473010
0.8266 Intermediate Similarity NPC475979
0.8263 Intermediate Similarity NPC477673
0.8263 Intermediate Similarity NPC477672
0.8258 Intermediate Similarity NPC207467
0.8258 Intermediate Similarity NPC246877
0.8256 Intermediate Similarity NPC52204
0.8253 Intermediate Similarity NPC198927
0.8249 Intermediate Similarity NPC289244
0.8246 Intermediate Similarity NPC472055
0.8239 Intermediate Similarity NPC91650
0.8235 Intermediate Similarity NPC263483
0.8235 Intermediate Similarity NPC210048
0.8232 Intermediate Similarity NPC112380
0.8229 Intermediate Similarity NPC49487
0.8229 Intermediate Similarity NPC99613
0.8229 Intermediate Similarity NPC177480
0.8229 Intermediate Similarity NPC326877
0.8225 Intermediate Similarity NPC477671
0.8225 Intermediate Similarity NPC477687
0.8225 Intermediate Similarity NPC476169
0.8225 Intermediate Similarity NPC275575
0.8222 Intermediate Similarity NPC313452
0.8218 Intermediate Similarity NPC120593
0.8218 Intermediate Similarity NPC128293
0.8218 Intermediate Similarity NPC251336
0.8218 Intermediate Similarity NPC178173
0.8218 Intermediate Similarity NPC207575
0.8218 Intermediate Similarity NPC82330
0.8218 Intermediate Similarity NPC13481
0.8218 Intermediate Similarity NPC173292
0.8214 Intermediate Similarity NPC210597
0.8212 Intermediate Similarity NPC476273
0.8212 Intermediate Similarity NPC121888
0.8208 Intermediate Similarity NPC29055

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476139 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
0.8343 Intermediate Similarity NPD7075 Discontinued
0.8166 Intermediate Similarity NPD7819 Suspended
0.8166 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8125 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8121 Intermediate Similarity NPD2533 Approved
0.8121 Intermediate Similarity NPD2532 Approved
0.8121 Intermediate Similarity NPD2534 Approved
0.8118 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8057 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8047 Intermediate Similarity NPD7411 Suspended
0.8035 Intermediate Similarity NPD5494 Approved
0.8011 Intermediate Similarity NPD7473 Discontinued
0.7989 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7967 Intermediate Similarity NPD8434 Phase 2
0.7927 Intermediate Similarity NPD2800 Approved
0.7904 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7895 Intermediate Similarity NPD6801 Discontinued
0.7886 Intermediate Similarity NPD6959 Discontinued
0.7869 Intermediate Similarity NPD8150 Discontinued
0.7861 Intermediate Similarity NPD3882 Suspended
0.7853 Intermediate Similarity NPD6166 Phase 2
0.7853 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7853 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7845 Intermediate Similarity NPD7808 Phase 3
0.7841 Intermediate Similarity NPD6232 Discontinued
0.7833 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7816 Intermediate Similarity NPD3749 Approved
0.7803 Intermediate Similarity NPD3817 Phase 2
0.7798 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.779 Intermediate Similarity NPD7251 Discontinued
0.7778 Intermediate Similarity NPD6599 Discontinued
0.7778 Intermediate Similarity NPD4380 Phase 2
0.7771 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7759 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7747 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7746 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7738 Intermediate Similarity NPD6799 Approved
0.7735 Intermediate Similarity NPD6797 Phase 2
0.7722 Intermediate Similarity NPD5844 Phase 1
0.7717 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7701 Intermediate Similarity NPD5402 Approved
0.768 Intermediate Similarity NPD7074 Phase 3
0.7657 Intermediate Similarity NPD7768 Phase 2
0.7644 Intermediate Similarity NPD2801 Approved
0.7644 Intermediate Similarity NPD1465 Phase 2
0.764 Intermediate Similarity NPD5711 Approved
0.764 Intermediate Similarity NPD5710 Approved
0.7624 Intermediate Similarity NPD7054 Approved
0.7616 Intermediate Similarity NPD3226 Approved
0.7614 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7609 Intermediate Similarity NPD8312 Approved
0.7609 Intermediate Similarity NPD8313 Approved
0.7596 Intermediate Similarity NPD6559 Discontinued
0.7594 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7586 Intermediate Similarity NPD1934 Approved
0.7584 Intermediate Similarity NPD1247 Approved
0.7582 Intermediate Similarity NPD7472 Approved
0.7569 Intermediate Similarity NPD3818 Discontinued
0.7561 Intermediate Similarity NPD6651 Approved
0.756 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.756 Intermediate Similarity NPD3750 Approved
0.7545 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5403 Approved
0.7487 Intermediate Similarity NPD7435 Discontinued
0.7473 Intermediate Similarity NPD3751 Discontinued
0.7472 Intermediate Similarity NPD919 Approved
0.7459 Intermediate Similarity NPD2403 Approved
0.7442 Intermediate Similarity NPD1512 Approved
0.744 Intermediate Similarity NPD1549 Phase 2
0.7398 Intermediate Similarity NPD7698 Approved
0.7398 Intermediate Similarity NPD7696 Phase 3
0.7398 Intermediate Similarity NPD7697 Approved
0.7396 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7387 Intermediate Similarity NPD8151 Discontinued
0.7384 Intermediate Similarity NPD5401 Approved
0.7381 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD2346 Discontinued
0.7377 Intermediate Similarity NPD7228 Approved
0.735 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.735 Intermediate Similarity NPD7874 Approved
0.7326 Intermediate Similarity NPD1511 Approved
0.7321 Intermediate Similarity NPD6100 Approved
0.7321 Intermediate Similarity NPD6099 Approved
0.7321 Intermediate Similarity NPD2935 Discontinued
0.7308 Intermediate Similarity NPD3926 Phase 2
0.7299 Intermediate Similarity NPD920 Approved
0.7294 Intermediate Similarity NPD1243 Approved
0.7273 Intermediate Similarity NPD7871 Phase 2
0.7273 Intermediate Similarity NPD7870 Phase 2
0.7273 Intermediate Similarity NPD8320 Phase 1
0.7273 Intermediate Similarity NPD8319 Approved
0.7268 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD3748 Approved
0.7262 Intermediate Similarity NPD2799 Discontinued
0.7262 Intermediate Similarity NPD1510 Phase 2
0.7253 Intermediate Similarity NPD3787 Discontinued
0.725 Intermediate Similarity NPD7701 Phase 2
0.7246 Intermediate Similarity NPD1607 Approved
0.7245 Intermediate Similarity NPD6776 Approved
0.7245 Intermediate Similarity NPD6782 Approved
0.7245 Intermediate Similarity NPD6780 Approved
0.7245 Intermediate Similarity NPD6777 Approved
0.7245 Intermediate Similarity NPD6778 Approved
0.7245 Intermediate Similarity NPD6781 Approved
0.7245 Intermediate Similarity NPD6779 Approved
0.7231 Intermediate Similarity NPD7700 Phase 2
0.7231 Intermediate Similarity NPD7699 Phase 2
0.7229 Intermediate Similarity NPD1240 Approved
0.7228 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7228 Intermediate Similarity NPD7783 Phase 2
0.7219 Intermediate Similarity NPD2796 Approved
0.7213 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7191 Intermediate Similarity NPD37 Approved
0.7184 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7182 Intermediate Similarity NPD6234 Discontinued
0.7167 Intermediate Similarity NPD4965 Approved
0.7167 Intermediate Similarity NPD4967 Phase 2
0.7167 Intermediate Similarity NPD4966 Approved
0.7166 Intermediate Similarity NPD5953 Discontinued
0.7163 Intermediate Similarity NPD8366 Approved
0.7157 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7151 Intermediate Similarity NPD7286 Phase 2
0.7143 Intermediate Similarity NPD7801 Approved
0.7126 Intermediate Similarity NPD7390 Discontinued
0.7119 Intermediate Similarity NPD7458 Discontinued
0.7118 Intermediate Similarity NPD1551 Phase 2
0.7108 Intermediate Similarity NPD2313 Discontinued
0.7107 Intermediate Similarity NPD8285 Discontinued
0.7102 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD5124 Phase 1
0.7077 Intermediate Similarity NPD6534 Approved
0.7077 Intermediate Similarity NPD6535 Approved
0.7076 Intermediate Similarity NPD1471 Phase 3
0.7069 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7065 Intermediate Similarity NPD7229 Phase 3
0.7059 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7052 Intermediate Similarity NPD4628 Phase 3
0.7047 Intermediate Similarity NPD4287 Approved
0.7037 Intermediate Similarity NPD7240 Approved
0.7028 Intermediate Similarity NPD8491 Approved
0.7011 Intermediate Similarity NPD7199 Phase 2
0.7006 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7005 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD7907 Approved
0.7 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.6995 Remote Similarity NPD8469 Approved
0.6977 Remote Similarity NPD2344 Approved
0.6961 Remote Similarity NPD8455 Phase 2
0.6954 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6947 Remote Similarity NPD6764 Approved
0.6947 Remote Similarity NPD7685 Pre-registration
0.6947 Remote Similarity NPD6765 Approved
0.6927 Remote Similarity NPD8407 Phase 2
0.6927 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6919 Remote Similarity NPD8127 Discontinued
0.6915 Remote Similarity NPD6823 Phase 2
0.6915 Remote Similarity NPD7799 Discontinued
0.6914 Remote Similarity NPD6190 Approved
0.6905 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6905 Remote Similarity NPD3268 Approved
0.6898 Remote Similarity NPD7784 Clinical (unspecified phase)
0.6893 Remote Similarity NPD7004 Clinical (unspecified phase)
0.689 Remote Similarity NPD8404 Phase 2
0.6882 Remote Similarity NPD230 Phase 1
0.6882 Remote Similarity NPD6355 Discontinued
0.6882 Remote Similarity NPD447 Suspended
0.6879 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6868 Remote Similarity NPD5760 Phase 2
0.6868 Remote Similarity NPD5761 Phase 2
0.6859 Remote Similarity NPD8368 Discontinued
0.6857 Remote Similarity NPD7003 Approved
0.6854 Remote Similarity NPD5619 Clinical (unspecified phase)
0.6851 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6824 Remote Similarity NPD4060 Phase 1
0.6821 Remote Similarity NPD5406 Approved
0.6821 Remote Similarity NPD5408 Approved
0.6821 Remote Similarity NPD5405 Approved
0.6821 Remote Similarity NPD5404 Approved
0.6818 Remote Similarity NPD2309 Approved
0.6805 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6805 Remote Similarity NPD3764 Approved
0.6804 Remote Similarity NPD6785 Approved
0.6804 Remote Similarity NPD6784 Approved
0.6786 Remote Similarity NPD6832 Phase 2
0.678 Remote Similarity NPD7236 Approved
0.678 Remote Similarity NPD7584 Approved
0.678 Remote Similarity NPD3300 Phase 2
0.6763 Remote Similarity NPD651 Clinical (unspecified phase)
0.6761 Remote Similarity NPD8166 Discontinued
0.6761 Remote Similarity NPD7982 Clinical (unspecified phase)
0.676 Remote Similarity NPD5049 Phase 3
0.6745 Remote Similarity NPD4665 Approved
0.6745 Remote Similarity NPD4111 Phase 1
0.6743 Remote Similarity NPD8067 Phase 3
0.6742 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6739 Remote Similarity NPD4288 Approved
0.6734 Remote Similarity NPD4360 Phase 2

Structure

External Identifiers

PubChem CID   25208761
ChEMBL   CHEMBL539963
ZINC  

Physicochemical Properties

Molecular Weight:  658.31
ALogP:  2.6936
MLogP:  4.76
XLogP:  3.839
# Rotatable Bonds:  17
Polar Surface Area:  128.59
# H-Bond Aceptor:  6
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  48

Download Data

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