Natural Product: NPC474493

Natural Product ID:  NPC474493
Common Name:   Garcihombronane F
IUPAC Name:   (3R,5S,8S,9R,10S,13S,17S)-4,4,10,13,17-pentamethyl-17-[(2R,3Z)-6-methylhepta-3,5-dien-2-yl]-1,2,3,5,6,7,8,11,12,16-decahydrocyclopenta[a]phenanthrene-3,9-diol
Synonyms:   garcihombronane F
Molecular Formula:   C30H48O2
Standard InCHIKey:  AAAKMEGSCBCTHX-OUWACTBKSA-N
Standard InCHI:  InChI=1S/C30H48O2/c1-20(2)10-9-11-21(3)27(6)16-14-22-23-12-13-24-26(4,5)25(31)15-17-29(24,8)30(23,32)19-18-28(22,27)7/h9-11,14,21,23-25,31-32H,12-13,15-19H2,1-8H3/b11-9-/t21-,23+,24+,25-,27+,28-,29+,30-/m1/s1
Canonical SMILES:  CC(=C/C=C[C@H]([C@]1(C)CC=C2[C@@]1(C)CC[C@]1([C@H]2CC[C@@H]2[C@]1(C)CC[C@H](C2(C)C)O)O)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
NPO20779 Garcinia hombroniana Species Clusiaceae Eukaryota Leaves PMID[16124765]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 128 ug/ml PubChem BioAssay data set

  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 NPC474493 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
0.9359 High Similarity NPC472463
0.925 High Similarity NPC248886
0.8987 High Similarity NPC285761
0.8987 High Similarity NPC148977
0.8902 High Similarity NPC477818
0.8875 High Similarity NPC80530
0.8875 High Similarity NPC273410
0.8861 High Similarity NPC471798
0.881 High Similarity NPC261266
0.8795 High Similarity NPC209802
0.8795 High Similarity NPC127606
0.8795 High Similarity NPC475798
0.878 High Similarity NPC218616
0.878 High Similarity NPC296701
0.8765 High Similarity NPC13554
0.8765 High Similarity NPC322313
0.8765 High Similarity NPC236237
0.8765 High Similarity NPC102253
0.875 High Similarity NPC18603
0.875 High Similarity NPC307965
0.875 High Similarity NPC167037
0.875 High Similarity NPC318136
0.875 High Similarity NPC76931
0.875 High Similarity NPC244385
0.875 High Similarity NPC312328
0.875 High Similarity NPC138621
0.875 High Similarity NPC6978
0.875 High Similarity NPC87604
0.8734 High Similarity NPC237460
0.8675 High Similarity NPC141941
0.8675 High Similarity NPC193870
0.8675 High Similarity NPC110778
0.8675 High Similarity NPC113978
0.8659 High Similarity NPC470383
0.8625 High Similarity NPC155986
0.8625 High Similarity NPC198968
0.8625 High Similarity NPC318495
0.8608 High Similarity NPC103822
0.8605 High Similarity NPC470542
0.8588 High Similarity NPC94462
0.8588 High Similarity NPC6391
0.8588 High Similarity NPC6605
0.8588 High Similarity NPC24277
0.8588 High Similarity NPC201273
0.8571 High Similarity NPC124172
0.8571 High Similarity NPC231310
0.8571 High Similarity NPC238485
0.8554 High Similarity NPC50964
0.8554 High Similarity NPC201852
0.8554 High Similarity NPC49964
0.8537 High Similarity NPC164840
0.8537 High Similarity NPC241290
0.8537 High Similarity NPC26117
0.8537 High Similarity NPC209944
0.8519 High Similarity NPC302041
0.8519 High Similarity NPC85346
0.8519 High Similarity NPC205455
0.8519 High Similarity NPC186191
0.8519 High Similarity NPC11908
0.8519 High Similarity NPC275910
0.8519 High Similarity NPC31828
0.8519 High Similarity NPC65897
0.85 High Similarity NPC113733
0.85 High Similarity NPC134330
0.85 High Similarity NPC321381
0.85 High Similarity NPC189883
0.85 High Similarity NPC321016
0.85 High Similarity NPC106432
0.85 High Similarity NPC240604
0.85 High Similarity NPC129165
0.85 High Similarity NPC107059
0.85 High Similarity NPC300324
0.8481 Intermediate Similarity NPC329090
0.8481 Intermediate Similarity NPC243342
0.8481 Intermediate Similarity NPC472503
0.8481 Intermediate Similarity NPC477138
0.8481 Intermediate Similarity NPC308440
0.8481 Intermediate Similarity NPC27395
0.8471 Intermediate Similarity NPC470360
0.8462 Intermediate Similarity NPC167706
0.8452 Intermediate Similarity NPC237795
0.8452 Intermediate Similarity NPC134481
0.8452 Intermediate Similarity NPC470558
0.8452 Intermediate Similarity NPC82623
0.8452 Intermediate Similarity NPC82538
0.8452 Intermediate Similarity NPC207013
0.8434 Intermediate Similarity NPC476646
0.8434 Intermediate Similarity NPC47761
0.8434 Intermediate Similarity NPC23852
0.8434 Intermediate Similarity NPC474531
0.8434 Intermediate Similarity NPC264245
0.8434 Intermediate Similarity NPC6707
0.8434 Intermediate Similarity NPC209620
0.8427 Intermediate Similarity NPC310013
0.8415 Intermediate Similarity NPC328714
0.8415 Intermediate Similarity NPC1319
0.8415 Intermediate Similarity NPC291379
0.8409 Intermediate Similarity NPC295668
0.8409 Intermediate Similarity NPC329596
0.8409 Intermediate Similarity NPC11216
0.8409 Intermediate Similarity NPC473956
0.8409 Intermediate Similarity NPC291484
0.8409 Intermediate Similarity NPC204188
0.8409 Intermediate Similarity NPC475751
0.8409 Intermediate Similarity NPC80561
0.8409 Intermediate Similarity NPC3345
0.8395 Intermediate Similarity NPC214570
0.8395 Intermediate Similarity NPC202540
0.8395 Intermediate Similarity NPC470711
0.8395 Intermediate Similarity NPC470758
0.8391 Intermediate Similarity NPC475664
0.8391 Intermediate Similarity NPC193360
0.8391 Intermediate Similarity NPC133588
0.8375 Intermediate Similarity NPC328104
0.8375 Intermediate Similarity NPC257347
0.8375 Intermediate Similarity NPC230301
0.8375 Intermediate Similarity NPC304309
0.8375 Intermediate Similarity NPC288035
0.8375 Intermediate Similarity NPC3403
0.8375 Intermediate Similarity NPC162742
0.8375 Intermediate Similarity NPC22105
0.8375 Intermediate Similarity NPC285893
0.8375 Intermediate Similarity NPC319090
0.8375 Intermediate Similarity NPC134847
0.8375 Intermediate Similarity NPC141071
0.8375 Intermediate Similarity NPC291503
0.8375 Intermediate Similarity NPC28657
0.8375 Intermediate Similarity NPC136188
0.8375 Intermediate Similarity NPC471723
0.8372 Intermediate Similarity NPC269058
0.8372 Intermediate Similarity NPC299068
0.8372 Intermediate Similarity NPC139724
0.8372 Intermediate Similarity NPC71520
0.8354 Intermediate Similarity NPC471799
0.8354 Intermediate Similarity NPC182717
0.8354 Intermediate Similarity NPC68443
0.8353 Intermediate Similarity NPC470077
0.8353 Intermediate Similarity NPC205845
0.8333 Intermediate Similarity NPC470614
0.8333 Intermediate Similarity NPC1272
0.8333 Intermediate Similarity NPC20853
0.8333 Intermediate Similarity NPC30166
0.8333 Intermediate Similarity NPC87489
0.8333 Intermediate Similarity NPC202389
0.8333 Intermediate Similarity NPC209662
0.8315 Intermediate Similarity NPC41554
0.8315 Intermediate Similarity NPC97404
0.8313 Intermediate Similarity NPC96362
0.8313 Intermediate Similarity NPC236112
0.8313 Intermediate Similarity NPC78545
0.8313 Intermediate Similarity NPC234193
0.8313 Intermediate Similarity NPC287749
0.8313 Intermediate Similarity NPC324772
0.8313 Intermediate Similarity NPC71535
0.8295 Intermediate Similarity NPC109744
0.8295 Intermediate Similarity NPC105495
0.8295 Intermediate Similarity NPC101886
0.8295 Intermediate Similarity NPC470361
0.8293 Intermediate Similarity NPC470396
0.8293 Intermediate Similarity NPC473943
0.8293 Intermediate Similarity NPC474989
0.8293 Intermediate Similarity NPC477819
0.8293 Intermediate Similarity NPC477817
0.8293 Intermediate Similarity NPC72507
0.8293 Intermediate Similarity NPC22955
0.8293 Intermediate Similarity NPC477522
0.8293 Intermediate Similarity NPC99168
0.8293 Intermediate Similarity NPC474216
0.8276 Intermediate Similarity NPC474657
0.8276 Intermediate Similarity NPC271967
0.8276 Intermediate Similarity NPC186145
0.8272 Intermediate Similarity NPC265588
0.8272 Intermediate Similarity NPC63958
0.8272 Intermediate Similarity NPC91573
0.8272 Intermediate Similarity NPC202642
0.8272 Intermediate Similarity NPC470362
0.8272 Intermediate Similarity NPC470749
0.8272 Intermediate Similarity NPC73875
0.8272 Intermediate Similarity NPC46160
0.8272 Intermediate Similarity NPC315261
0.8256 Intermediate Similarity NPC318390
0.8256 Intermediate Similarity NPC274448
0.8256 Intermediate Similarity NPC157257
0.825 Intermediate Similarity NPC100334
0.825 Intermediate Similarity NPC91858
0.825 Intermediate Similarity NPC471797
0.8235 Intermediate Similarity NPC470384
0.8235 Intermediate Similarity NPC232023
0.8228 Intermediate Similarity NPC242001
0.8228 Intermediate Similarity NPC111234
0.8214 Intermediate Similarity NPC242350
0.8214 Intermediate Similarity NPC320525
0.8214 Intermediate Similarity NPC249423
0.8205 Intermediate Similarity NPC476431
0.8205 Intermediate Similarity NPC210323
0.8202 Intermediate Similarity NPC245410
0.8202 Intermediate Similarity NPC470390
0.8202 Intermediate Similarity NPC192437
0.8202 Intermediate Similarity NPC270511
0.8202 Intermediate Similarity NPC14380

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474493 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
0.8765 High Similarity NPD7525 Registered
0.8481 Intermediate Similarity NPD6926 Approved
0.8481 Intermediate Similarity NPD6924 Approved
0.8395 Intermediate Similarity NPD6932 Approved
0.8375 Intermediate Similarity NPD7339 Approved
0.8375 Intermediate Similarity NPD6942 Approved
0.8313 Intermediate Similarity NPD7509 Discontinued
0.8313 Intermediate Similarity NPD6931 Approved
0.8313 Intermediate Similarity NPD6930 Phase 2
0.8313 Intermediate Similarity NPD7332 Phase 2
0.8272 Intermediate Similarity NPD6933 Approved
0.8228 Intermediate Similarity NPD7151 Approved
0.8228 Intermediate Similarity NPD7150 Approved
0.8228 Intermediate Similarity NPD7152 Approved
0.8193 Intermediate Similarity NPD6929 Approved
0.8101 Intermediate Similarity NPD7143 Approved
0.8101 Intermediate Similarity NPD7144 Approved
0.8095 Intermediate Similarity NPD7514 Phase 3
0.8072 Intermediate Similarity NPD7145 Approved
0.8072 Intermediate Similarity NPD7322 Clinical (unspecified phase)
0.8049 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.8023 Intermediate Similarity NPD6695 Phase 3
0.8 Intermediate Similarity NPD6898 Phase 1
0.7976 Intermediate Similarity NPD7645 Phase 2
0.7976 Intermediate Similarity NPD6683 Phase 2
0.7975 Intermediate Similarity NPD6923 Approved
0.7975 Intermediate Similarity NPD6922 Approved
0.7952 Intermediate Similarity NPD6925 Approved
0.7952 Intermediate Similarity NPD5776 Phase 2
0.7931 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7865 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7841 Intermediate Similarity NPD6893 Approved
0.7805 Intermediate Similarity NPD4785 Approved
0.7805 Intermediate Similarity NPD4784 Approved
0.7791 Intermediate Similarity NPD6902 Approved
0.7727 Intermediate Similarity NPD4786 Approved
0.7667 Intermediate Similarity NPD7524 Approved
0.7667 Intermediate Similarity NPD7750 Discontinued
0.7561 Intermediate Similarity NPD4243 Approved
0.7527 Intermediate Similarity NPD6079 Approved
0.75 Intermediate Similarity NPD8264 Approved
0.75 Intermediate Similarity NPD3667 Approved
0.75 Intermediate Similarity NPD5328 Approved
0.7471 Intermediate Similarity NPD4748 Discontinued
0.7363 Intermediate Similarity NPD3618 Phase 1
0.734 Intermediate Similarity NPD7087 Discontinued
0.7263 Intermediate Similarity NPD4202 Approved
0.7253 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7245 Intermediate Similarity NPD7638 Approved
0.7234 Intermediate Similarity NPD7136 Phase 2
0.7172 Intermediate Similarity NPD7639 Approved
0.7172 Intermediate Similarity NPD7640 Approved
0.7159 Intermediate Similarity NPD4195 Approved
0.7108 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7093 Intermediate Similarity NPD4190 Phase 3
0.7093 Intermediate Similarity NPD5275 Approved
0.7041 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD5222 Approved
0.7041 Intermediate Similarity NPD5221 Approved
0.7 Intermediate Similarity NPD4696 Approved
0.7 Intermediate Similarity NPD5286 Approved
0.7 Intermediate Similarity NPD5285 Approved
0.6989 Remote Similarity NPD5279 Phase 3
0.6979 Remote Similarity NPD7515 Phase 2
0.6979 Remote Similarity NPD7637 Suspended
0.697 Remote Similarity NPD4755 Approved
0.697 Remote Similarity NPD5173 Approved
0.6957 Remote Similarity NPD3665 Phase 1
0.6957 Remote Similarity NPD3666 Approved
0.6957 Remote Similarity NPD3133 Approved
0.6931 Remote Similarity NPD5223 Approved
0.6907 Remote Similarity NPD6399 Phase 3
0.6869 Remote Similarity NPD4697 Phase 3
0.6863 Remote Similarity NPD5224 Approved
0.6863 Remote Similarity NPD5211 Phase 2
0.6863 Remote Similarity NPD4633 Approved
0.6863 Remote Similarity NPD5225 Approved
0.6863 Remote Similarity NPD5226 Approved
0.6848 Remote Similarity NPD4788 Approved
0.6832 Remote Similarity NPD4700 Approved
0.6824 Remote Similarity NPD4787 Phase 1
0.6796 Remote Similarity NPD5174 Approved
0.6796 Remote Similarity NPD5175 Approved
0.6774 Remote Similarity NPD3668 Phase 3
0.6771 Remote Similarity NPD4753 Phase 2
0.6739 Remote Similarity NPD4221 Approved
0.6739 Remote Similarity NPD4223 Phase 3
0.6733 Remote Similarity NPD5290 Discontinued
0.6731 Remote Similarity NPD5141 Approved
0.6729 Remote Similarity NPD4634 Approved
0.6702 Remote Similarity NPD5329 Approved
0.6698 Remote Similarity NPD6881 Approved
0.6698 Remote Similarity NPD6899 Approved
0.6667 Remote Similarity NPD7128 Approved
0.6667 Remote Similarity NPD5739 Approved
0.6667 Remote Similarity NPD6118 Approved
0.6667 Remote Similarity NPD6114 Approved
0.6667 Remote Similarity NPD7748 Approved
0.6667 Remote Similarity NPD6675 Approved
0.6667 Remote Similarity NPD6115 Approved
0.6667 Remote Similarity NPD6402 Approved
0.6667 Remote Similarity NPD6697 Approved
0.6635 Remote Similarity NPD4754 Approved
0.6633 Remote Similarity NPD8034 Phase 2
0.6633 Remote Similarity NPD8035 Phase 2
0.6632 Remote Similarity NPD4694 Approved
0.6632 Remote Similarity NPD5280 Approved
0.6604 Remote Similarity NPD5697 Approved
0.66 Remote Similarity NPD4629 Approved
0.66 Remote Similarity NPD5210 Approved
0.6596 Remote Similarity NPD4197 Approved
0.6574 Remote Similarity NPD6883 Approved
0.6574 Remote Similarity NPD7290 Approved
0.6574 Remote Similarity NPD7102 Approved
0.6552 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6552 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6545 Remote Similarity NPD4632 Approved
0.6542 Remote Similarity NPD6011 Approved
0.6542 Remote Similarity NPD7320 Approved
0.6542 Remote Similarity NPD4730 Approved
0.6542 Remote Similarity NPD4729 Approved
0.6538 Remote Similarity NPD7632 Discontinued
0.6517 Remote Similarity NPD3703 Phase 2
0.6514 Remote Similarity NPD6649 Approved
0.6514 Remote Similarity NPD6869 Approved
0.6514 Remote Similarity NPD6617 Approved
0.6514 Remote Similarity NPD6847 Approved
0.6514 Remote Similarity NPD6650 Approved
0.6514 Remote Similarity NPD8130 Phase 1
0.6509 Remote Similarity NPD4767 Approved
0.6509 Remote Similarity NPD4768 Approved
0.6481 Remote Similarity NPD6373 Approved
0.6481 Remote Similarity NPD6012 Approved
0.6481 Remote Similarity NPD6013 Approved
0.6481 Remote Similarity NPD6014 Approved
0.6481 Remote Similarity NPD6372 Approved
0.6477 Remote Similarity NPD4732 Discontinued
0.6471 Remote Similarity NPD6083 Phase 2
0.6471 Remote Similarity NPD6084 Phase 2
0.6471 Remote Similarity NPD7902 Approved
0.6465 Remote Similarity NPD5281 Approved
0.6465 Remote Similarity NPD6411 Approved
0.6465 Remote Similarity NPD5284 Approved
0.646 Remote Similarity NPD7328 Approved
0.646 Remote Similarity NPD7327 Approved
0.6458 Remote Similarity NPD4519 Discontinued
0.6458 Remote Similarity NPD5690 Phase 2
0.6458 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6458 Remote Similarity NPD4688 Approved
0.6458 Remote Similarity NPD4689 Approved
0.6458 Remote Similarity NPD4623 Approved
0.6458 Remote Similarity NPD4138 Approved
0.6458 Remote Similarity NPD5205 Approved
0.6458 Remote Similarity NPD4693 Phase 3
0.6458 Remote Similarity NPD4690 Approved
0.6455 Remote Similarity NPD6882 Approved
0.6455 Remote Similarity NPD8297 Approved
0.6449 Remote Similarity NPD5701 Approved
0.6444 Remote Similarity NPD6117 Approved
0.6435 Remote Similarity NPD7503 Approved
0.6435 Remote Similarity NPD8033 Approved
0.6429 Remote Similarity NPD6051 Approved
0.6422 Remote Similarity NPD5169 Approved
0.6422 Remote Similarity NPD5251 Approved
0.6422 Remote Similarity NPD5249 Phase 3
0.6422 Remote Similarity NPD5135 Approved
0.6422 Remote Similarity NPD5247 Approved
0.6422 Remote Similarity NPD5248 Approved
0.6422 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6422 Remote Similarity NPD5250 Approved
0.6404 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6404 Remote Similarity NPD7516 Approved
0.6389 Remote Similarity NPD5128 Approved
0.6389 Remote Similarity NPD5168 Approved
0.6374 Remote Similarity NPD6116 Phase 1
0.6372 Remote Similarity NPD6009 Approved
0.6372 Remote Similarity NPD7115 Discovery
0.6364 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6364 Remote Similarity NPD5217 Approved
0.6364 Remote Similarity NPD5127 Approved
0.6364 Remote Similarity NPD5215 Approved
0.6364 Remote Similarity NPD5216 Approved
0.6355 Remote Similarity NPD6640 Phase 3
0.6355 Remote Similarity NPD6008 Approved
0.6354 Remote Similarity NPD1696 Phase 3
0.6348 Remote Similarity NPD7741 Discontinued
0.6348 Remote Similarity NPD8377 Approved
0.6348 Remote Similarity NPD6054 Approved
0.6348 Remote Similarity NPD8294 Approved
0.6344 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6344 Remote Similarity NPD6928 Phase 2
0.6327 Remote Similarity NPD4723 Approved
0.6327 Remote Similarity NPD4722 Approved
0.6327 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6327 Remote Similarity NPD4518 Approved
0.6322 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6322 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6293 Remote Similarity NPD8335 Approved
0.6293 Remote Similarity NPD8378 Approved
0.6293 Remote Similarity NPD8380 Approved

Structure

External Identifiers

PubChem CID   44559176
ChEMBL   CHEMBL470033
ZINC  

Physicochemical Properties

Molecular Weight:  440.37
ALogP:  3.6641
MLogP:  4.54
XLogP:  7.909
# Rotatable Bonds:  13
Polar Surface Area:  40.46
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  32

Download Data

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