Natural Product: NPC239362

Natural Product ID:  NPC239362
Common Name:   3-O-[(2'-(Tetracosyloxy)Acetyl]Lupeol
IUPAC Name:   [(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] 2-tetracosoxyacetate
Synonyms:  
Molecular Formula:   C56H100O3
Standard InCHIKey:  GGQLAYOWNGCRKN-JMJIYHCFSA-N
Standard InCHI:  InChI=1S/C56H100O3/c1-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-42-58-43-50(57)59-49-36-38-54(7)47(52(49,4)5)35-39-56(9)48(54)33-32-46-51-45(44(2)3)34-37-53(51,6)40-41-55(46,56)8/h45-49,51H,2,10-43H2,1,3-9H3/t45-,46+,47-,48+,49-,51+,53+,54-,55+,56+/m0/s1
Canonical SMILES:  CCCCCCCCCCCCCCCCCCCCCCCCOCC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@]1([C@@H]2[C@@H](CC1)C(=C)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
NPO12483 Holarrhena floribunda Species Apocynaceae Eukaryota PMID[16441070]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 84000 nM 22574670
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 69000 ug/ml 11087594
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 135000 nM 20797856
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 111000 ug/ml 11170690

  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 NPC239362 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 NPC305835
0.9241 High Similarity NPC304194
0.8902 High Similarity NPC473742
0.8902 High Similarity NPC5280
0.8875 High Similarity NPC47808
0.8795 High Similarity NPC475509
0.869 High Similarity NPC98270
0.8625 High Similarity NPC84868
0.8588 High Similarity NPC168231
0.8537 High Similarity NPC206735
0.8452 Intermediate Similarity NPC139206
0.8391 Intermediate Similarity NPC4309
0.837 Intermediate Similarity NPC474092
0.8214 Intermediate Similarity NPC195334
0.8214 Intermediate Similarity NPC290495
0.8161 Intermediate Similarity NPC12774
0.8118 Intermediate Similarity NPC472504
0.8118 Intermediate Similarity NPC286786
0.8111 Intermediate Similarity NPC475416
0.8111 Intermediate Similarity NPC160506
0.8111 Intermediate Similarity NPC471901
0.8068 Intermediate Similarity NPC33768
0.8046 Intermediate Similarity NPC294438
0.8046 Intermediate Similarity NPC264317
0.8023 Intermediate Similarity NPC132386
0.8022 Intermediate Similarity NPC473690
0.8022 Intermediate Similarity NPC287118
0.8022 Intermediate Similarity NPC471902
0.8 Intermediate Similarity NPC108476
0.7976 Intermediate Similarity NPC44083
0.7976 Intermediate Similarity NPC153987
0.7957 Intermediate Similarity NPC475178
0.7955 Intermediate Similarity NPC2783
0.7931 Intermediate Similarity NPC299963
0.7927 Intermediate Similarity NPC240235
0.7927 Intermediate Similarity NPC231256
0.7927 Intermediate Similarity NPC104387
0.7927 Intermediate Similarity NPC212879
0.7927 Intermediate Similarity NPC178383
0.7889 Intermediate Similarity NPC11611
0.7889 Intermediate Similarity NPC220498
0.7865 Intermediate Similarity NPC269360
0.7865 Intermediate Similarity NPC264005
0.7857 Intermediate Similarity NPC63020
0.7857 Intermediate Similarity NPC102708
0.7841 Intermediate Similarity NPC191965
0.7831 Intermediate Similarity NPC78067
0.7831 Intermediate Similarity NPC93662
0.7831 Intermediate Similarity NPC86305
0.7831 Intermediate Similarity NPC278091
0.7831 Intermediate Similarity NPC14112
0.7826 Intermediate Similarity NPC473678
0.7816 Intermediate Similarity NPC471037
0.7805 Intermediate Similarity NPC192638
0.7805 Intermediate Similarity NPC62657
0.7805 Intermediate Similarity NPC25511
0.7778 Intermediate Similarity NPC471900
0.7778 Intermediate Similarity NPC474719
0.7778 Intermediate Similarity NPC16377
0.7753 Intermediate Similarity NPC137306
0.7753 Intermediate Similarity NPC91525
0.7753 Intermediate Similarity NPC329943
0.7753 Intermediate Similarity NPC84121
0.7753 Intermediate Similarity NPC9892
0.7753 Intermediate Similarity NPC10005
0.7753 Intermediate Similarity NPC474970
0.7742 Intermediate Similarity NPC303863
0.7738 Intermediate Similarity NPC248830
0.7738 Intermediate Similarity NPC119355
0.7738 Intermediate Similarity NPC212241
0.7738 Intermediate Similarity NPC202540
0.7727 Intermediate Similarity NPC474233
0.7717 Intermediate Similarity NPC219516
0.7692 Intermediate Similarity NPC57954
0.7692 Intermediate Similarity NPC247312
0.7692 Intermediate Similarity NPC213832
0.7692 Intermediate Similarity NPC271974
0.7667 Intermediate Similarity NPC478104
0.7667 Intermediate Similarity NPC162107
0.7667 Intermediate Similarity NPC46912
0.7647 Intermediate Similarity NPC42853
0.764 Intermediate Similarity NPC474971
0.7634 Intermediate Similarity NPC291373
0.7634 Intermediate Similarity NPC475061
0.7629 Intermediate Similarity NPC155974
0.7619 Intermediate Similarity NPC470766
0.7619 Intermediate Similarity NPC91573
0.7614 Intermediate Similarity NPC472743
0.7614 Intermediate Similarity NPC475726
0.7609 Intermediate Similarity NPC169933
0.7609 Intermediate Similarity NPC471896
0.7609 Intermediate Similarity NPC10274
0.7604 Intermediate Similarity NPC300179
0.7604 Intermediate Similarity NPC102426
0.759 Intermediate Similarity NPC272359
0.7582 Intermediate Similarity NPC160304
0.7582 Intermediate Similarity NPC224145
0.7579 Intermediate Similarity NPC304899
0.7579 Intermediate Similarity NPC253115
0.7561 Intermediate Similarity NPC111234
0.7558 Intermediate Similarity NPC472742
0.7558 Intermediate Similarity NPC220379
0.7558 Intermediate Similarity NPC475727
0.7558 Intermediate Similarity NPC477287
0.7558 Intermediate Similarity NPC49599
0.7558 Intermediate Similarity NPC471475
0.7558 Intermediate Similarity NPC116119
0.7558 Intermediate Similarity NPC80297
0.7558 Intermediate Similarity NPC49627
0.7556 Intermediate Similarity NPC471042
0.7556 Intermediate Similarity NPC264127
0.7553 Intermediate Similarity NPC277399
0.7553 Intermediate Similarity NPC296164
0.7553 Intermediate Similarity NPC215700
0.7528 Intermediate Similarity NPC264665
0.7528 Intermediate Similarity NPC474482
0.7528 Intermediate Similarity NPC74595
0.7528 Intermediate Similarity NPC475745
0.7526 Intermediate Similarity NPC208358
0.75 Intermediate Similarity NPC471043
0.75 Intermediate Similarity NPC185536
0.75 Intermediate Similarity NPC475571
0.75 Intermediate Similarity NPC70982
0.75 Intermediate Similarity NPC230704
0.75 Intermediate Similarity NPC474889
0.75 Intermediate Similarity NPC200243
0.75 Intermediate Similarity NPC3403
0.75 Intermediate Similarity NPC475049
0.7474 Intermediate Similarity NPC241047
0.7474 Intermediate Similarity NPC279974
0.7471 Intermediate Similarity NPC475679
0.7471 Intermediate Similarity NPC261616
0.747 Intermediate Similarity NPC279241
0.7468 Intermediate Similarity NPC474768
0.7449 Intermediate Similarity NPC289670
0.7447 Intermediate Similarity NPC38232
0.7447 Intermediate Similarity NPC224060
0.7447 Intermediate Similarity NPC244356
0.7447 Intermediate Similarity NPC27918
0.7444 Intermediate Similarity NPC474013
0.7444 Intermediate Similarity NPC292553
0.7439 Intermediate Similarity NPC45296
0.7423 Intermediate Similarity NPC470068
0.7419 Intermediate Similarity NPC120840
0.7419 Intermediate Similarity NPC194485
0.7419 Intermediate Similarity NPC148414
0.7419 Intermediate Similarity NPC53890
0.7419 Intermediate Similarity NPC123252
0.7419 Intermediate Similarity NPC113989
0.7419 Intermediate Similarity NPC175628
0.7419 Intermediate Similarity NPC219937
0.7419 Intermediate Similarity NPC111585
0.7419 Intermediate Similarity NPC473269
0.7416 Intermediate Similarity NPC170862
0.7412 Intermediate Similarity NPC92489
0.7396 Intermediate Similarity NPC306797
0.7396 Intermediate Similarity NPC88009
0.7396 Intermediate Similarity NPC230151
0.7396 Intermediate Similarity NPC111834
0.7396 Intermediate Similarity NPC299654
0.7396 Intermediate Similarity NPC169270
0.7396 Intermediate Similarity NPC292718
0.7396 Intermediate Similarity NPC327788
0.7391 Intermediate Similarity NPC144069
0.7391 Intermediate Similarity NPC474845
0.7391 Intermediate Similarity NPC255176
0.7391 Intermediate Similarity NPC472220
0.7391 Intermediate Similarity NPC97884
0.7391 Intermediate Similarity NPC473879
0.7391 Intermediate Similarity NPC470613
0.7391 Intermediate Similarity NPC470612
0.7391 Intermediate Similarity NPC146937
0.7386 Intermediate Similarity NPC70927
0.7386 Intermediate Similarity NPC73515
0.7386 Intermediate Similarity NPC190940
0.7381 Intermediate Similarity NPC308440
0.7381 Intermediate Similarity NPC474524
0.7381 Intermediate Similarity NPC196358
0.7381 Intermediate Similarity NPC145552
0.7381 Intermediate Similarity NPC254509
0.7381 Intermediate Similarity NPC472503
0.7381 Intermediate Similarity NPC5046
0.7381 Intermediate Similarity NPC49168
0.7381 Intermediate Similarity NPC475517
0.7363 Intermediate Similarity NPC286153
0.7363 Intermediate Similarity NPC269396
0.7363 Intermediate Similarity NPC472738
0.7363 Intermediate Similarity NPC98236
0.7356 Intermediate Similarity NPC192744
0.7353 Intermediate Similarity NPC88744
0.7347 Intermediate Similarity NPC473510
0.7347 Intermediate Similarity NPC317019
0.7347 Intermediate Similarity NPC230546
0.734 Intermediate Similarity NPC470590
0.734 Intermediate Similarity NPC77099
0.734 Intermediate Similarity NPC26888
0.734 Intermediate Similarity NPC285184
0.734 Intermediate Similarity NPC130840
0.734 Intermediate Similarity NPC177641
0.734 Intermediate Similarity NPC470230

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC239362 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
0.8111 Intermediate Similarity NPD8034 Phase 2
0.8111 Intermediate Similarity NPD8035 Phase 2
0.8046 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD5737 Approved
0.7391 Intermediate Similarity NPD6672 Approved
0.7204 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD7748 Approved
0.7188 Intermediate Similarity NPD7900 Approved
0.7188 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7174 Intermediate Similarity NPD6098 Approved
0.7079 Intermediate Similarity NPD7525 Registered
0.7075 Intermediate Similarity NPD8297 Approved
0.699 Remote Similarity NPD7128 Approved
0.699 Remote Similarity NPD6402 Approved
0.699 Remote Similarity NPD6675 Approved
0.699 Remote Similarity NPD5739 Approved
0.6989 Remote Similarity NPD7521 Approved
0.6989 Remote Similarity NPD6409 Approved
0.6989 Remote Similarity NPD7334 Approved
0.6989 Remote Similarity NPD5330 Approved
0.6989 Remote Similarity NPD7146 Approved
0.6989 Remote Similarity NPD6684 Approved
0.697 Remote Similarity NPD7902 Approved
0.6966 Remote Similarity NPD7645 Phase 2
0.6947 Remote Similarity NPD6673 Approved
0.6947 Remote Similarity NPD6080 Approved
0.6947 Remote Similarity NPD6051 Approved
0.6947 Remote Similarity NPD6904 Approved
0.6907 Remote Similarity NPD6399 Phase 3
0.69 Remote Similarity NPD7638 Approved
0.6857 Remote Similarity NPD6881 Approved
0.6857 Remote Similarity NPD6899 Approved
0.6857 Remote Similarity NPD7320 Approved
0.6842 Remote Similarity NPD6903 Approved
0.6832 Remote Similarity NPD7640 Approved
0.6832 Remote Similarity NPD7639 Approved
0.6822 Remote Similarity NPD8130 Phase 1
0.6818 Remote Similarity NPD6117 Approved
0.6804 Remote Similarity NPD7515 Phase 2
0.68 Remote Similarity NPD6083 Phase 2
0.68 Remote Similarity NPD6084 Phase 2
0.6792 Remote Similarity NPD6373 Approved
0.6792 Remote Similarity NPD6372 Approved
0.6782 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6762 Remote Similarity NPD5697 Approved
0.6762 Remote Similarity NPD5701 Approved
0.6744 Remote Similarity NPD5777 Approved
0.6742 Remote Similarity NPD6116 Phase 1
0.6729 Remote Similarity NPD7290 Approved
0.6729 Remote Similarity NPD6883 Approved
0.6729 Remote Similarity NPD7102 Approved
0.6705 Remote Similarity NPD7339 Approved
0.6705 Remote Similarity NPD6942 Approved
0.6698 Remote Similarity NPD6011 Approved
0.6667 Remote Similarity NPD6649 Approved
0.6667 Remote Similarity NPD6118 Approved
0.6667 Remote Similarity NPD6847 Approved
0.6667 Remote Similarity NPD6650 Approved
0.6667 Remote Similarity NPD6617 Approved
0.6667 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6114 Approved
0.6667 Remote Similarity NPD6115 Approved
0.6667 Remote Similarity NPD6869 Approved
0.6667 Remote Similarity NPD6697 Approved
0.6636 Remote Similarity NPD6013 Approved
0.6636 Remote Similarity NPD6012 Approved
0.6636 Remote Similarity NPD6014 Approved
0.6633 Remote Similarity NPD6050 Approved
0.6633 Remote Similarity NPD5693 Phase 1
0.6606 Remote Similarity NPD6882 Approved
0.66 Remote Similarity NPD6356 Clinical (unspecified phase)
0.66 Remote Similarity NPD5695 Phase 3
0.6598 Remote Similarity NPD5328 Approved
0.6596 Remote Similarity NPD4786 Approved
0.6569 Remote Similarity NPD5696 Approved
0.6545 Remote Similarity NPD8133 Approved
0.6531 Remote Similarity NPD5692 Phase 3
0.6525 Remote Similarity NPD7736 Approved
0.6512 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6491 Remote Similarity NPD8294 Approved
0.6491 Remote Similarity NPD8377 Approved
0.6489 Remote Similarity NPD4788 Approved
0.6465 Remote Similarity NPD5694 Approved
0.6465 Remote Similarity NPD6079 Approved
0.646 Remote Similarity NPD7328 Approved
0.646 Remote Similarity NPD7327 Approved
0.6458 Remote Similarity NPD3618 Phase 1
0.6444 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6435 Remote Similarity NPD8378 Approved
0.6435 Remote Similarity NPD8033 Approved
0.6435 Remote Similarity NPD8296 Approved
0.6435 Remote Similarity NPD8335 Approved
0.6435 Remote Similarity NPD8380 Approved
0.6435 Remote Similarity NPD8379 Approved
0.6429 Remote Similarity NPD6868 Approved
0.6404 Remote Similarity NPD7516 Approved
0.6396 Remote Similarity NPD4632 Approved
0.6392 Remote Similarity NPD3573 Approved
0.6383 Remote Similarity NPD3667 Approved
0.6381 Remote Similarity NPD7632 Discontinued
0.6373 Remote Similarity NPD5222 Approved
0.6373 Remote Similarity NPD5221 Approved
0.6373 Remote Similarity NPD4697 Phase 3
0.6373 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6372 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6372 Remote Similarity NPD6009 Approved
0.6372 Remote Similarity NPD7115 Discovery
0.6364 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6364 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6355 Remote Similarity NPD6008 Approved
0.6348 Remote Similarity NPD6319 Approved
0.6337 Remote Similarity NPD6001 Approved
0.6327 Remote Similarity NPD5208 Approved
0.6325 Remote Similarity NPD7604 Phase 2
0.6325 Remote Similarity NPD8328 Phase 3
0.6316 Remote Similarity NPD6335 Approved
0.6311 Remote Similarity NPD5173 Approved
0.6311 Remote Similarity NPD4755 Approved
0.6303 Remote Similarity NPD8293 Discontinued
0.6293 Remote Similarity NPD5983 Phase 2
0.6283 Remote Similarity NPD6274 Approved
0.6271 Remote Similarity NPD7492 Approved
0.6264 Remote Similarity NPD6933 Approved
0.6261 Remote Similarity NPD7100 Approved
0.6261 Remote Similarity NPD7101 Approved
0.625 Remote Similarity NPD4225 Approved
0.625 Remote Similarity NPD3668 Phase 3
0.625 Remote Similarity NPD4789 Approved
0.6238 Remote Similarity NPD4202 Approved
0.6228 Remote Similarity NPD6317 Approved
0.6222 Remote Similarity NPD6924 Approved
0.6222 Remote Similarity NPD6926 Approved
0.6218 Remote Similarity NPD6336 Discontinued
0.6218 Remote Similarity NPD6616 Approved
0.6207 Remote Similarity NPD6054 Approved
0.6207 Remote Similarity NPD6059 Approved
0.619 Remote Similarity NPD5285 Approved
0.619 Remote Similarity NPD4700 Approved
0.619 Remote Similarity NPD4696 Approved
0.619 Remote Similarity NPD5286 Approved
0.6186 Remote Similarity NPD5329 Approved
0.618 Remote Similarity NPD4243 Approved
0.6174 Remote Similarity NPD6313 Approved
0.6174 Remote Similarity NPD6314 Approved
0.617 Remote Similarity NPD6928 Phase 2
0.6167 Remote Similarity NPD7078 Approved
0.6154 Remote Similarity NPD3702 Approved
0.6154 Remote Similarity NPD6909 Approved
0.6154 Remote Similarity NPD6908 Approved
0.6145 Remote Similarity NPD1145 Discontinued
0.6136 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6136 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6132 Remote Similarity NPD5223 Approved
0.6122 Remote Similarity NPD5279 Phase 3
0.6117 Remote Similarity NPD5654 Approved
0.6102 Remote Similarity NPD6370 Approved
0.61 Remote Similarity NPD4753 Phase 2
0.6091 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6083 Remote Similarity NPD7507 Approved
0.6082 Remote Similarity NPD3133 Approved
0.6082 Remote Similarity NPD4197 Approved
0.6082 Remote Similarity NPD3666 Approved
0.6082 Remote Similarity NPD3665 Phase 1
0.6075 Remote Similarity NPD4633 Approved
0.6075 Remote Similarity NPD5211 Phase 2
0.6075 Remote Similarity NPD5225 Approved
0.6075 Remote Similarity NPD5224 Approved
0.6075 Remote Similarity NPD5226 Approved
0.6067 Remote Similarity NPD4787 Phase 1
0.6064 Remote Similarity NPD4195 Approved
0.6061 Remote Similarity NPD7524 Approved
0.6044 Remote Similarity NPD4785 Approved
0.6044 Remote Similarity NPD4784 Approved
0.6042 Remote Similarity NPD4752 Clinical (unspecified phase)
0.604 Remote Similarity NPD5207 Approved
0.6036 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6023 Remote Similarity NPD5360 Phase 3
0.6023 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6019 Remote Similarity NPD5174 Approved
0.6019 Remote Similarity NPD4754 Approved
0.6019 Remote Similarity NPD5707 Approved
0.6019 Remote Similarity NPD5175 Approved
0.6017 Remote Similarity NPD7503 Approved
0.6017 Remote Similarity NPD6016 Approved
0.6017 Remote Similarity NPD6015 Approved
0.6 Remote Similarity NPD4748 Discontinued
0.6 Remote Similarity NPD6412 Phase 2
0.6 Remote Similarity NPD5959 Approved
0.6 Remote Similarity NPD7152 Approved
0.6 Remote Similarity NPD7151 Approved
0.6 Remote Similarity NPD6614 Approved
0.6 Remote Similarity NPD6081 Approved
0.6 Remote Similarity NPD7150 Approved
0.598 Remote Similarity NPD7637 Suspended
0.5979 Remote Similarity NPD6695 Phase 3
0.5978 Remote Similarity NPD3703 Phase 2
0.5977 Remote Similarity NPD4224 Phase 2
0.5966 Remote Similarity NPD5988 Approved
0.5963 Remote Similarity NPD5141 Approved
0.5957 Remote Similarity NPD3617 Approved

Structure

External Identifiers

PubChem CID   11958184
ChEMBL   CHEMBL452786
ZINC  

Physicochemical Properties

Molecular Weight:  820.77
ALogP:  -3.0285
MLogP:  7.29
XLogP:  24.853
# Rotatable Bonds:  36
Polar Surface Area:  35.53
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  59

Download Data

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