Natural Product: NPC98270

Natural Product ID:  NPC98270
Common Name:   Methyl 3Beta-Acetoxylup-20(29)-En-28-Oate
IUPAC Name:   methyl (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-acetyloxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate
Synonyms:  
Molecular Formula:   C33H52O4
Standard InCHIKey:  FBSVHROTXUJUHS-ODLWIBRJSA-N
Standard InCHI:  InChI=1S/C33H52O4/c1-20(2)22-12-17-33(28(35)36-9)19-18-31(7)23(27(22)33)10-11-25-30(6)15-14-26(37-21(3)34)29(4,5)24(30)13-16-32(25,31)8/h22-27H,1,10-19H2,2-9H3/t22-,23+,24-,25+,26-,27+,30-,31+,32+,33-/m0/s1
Canonical SMILES:  COC(=O)[C@@]12CC[C@H]([C@@H]2[C@@H]2[C@](CC1)(C)[C@]1(C)CC[C@@H]3[C@]([C@H]1CC2)(C)CC[C@@H](C3(C)C)OC(=O)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
NPO23989 Cyclamen neapolitanum Species Primulaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT306 Cell Line PC-3 Homo sapiens IC50 = 250000 nM 15270560
NPT111 Cell Line K562 Homo sapiens IC50 = 250000 nM 15270560
NPT139 Cell Line HT-29 Homo sapiens IC50 = 250000 nM 15270560
NPT404 Cell Line CCRF-CEM Homo sapiens IC50 = 16000 nM 15270560
NPT319 Cell Line B16 Mus musculus ED50 = 0.13 nM 12027734
NPT319 Cell Line B16 Mus musculus IC50 = 5600 nM 12027734

  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 NPC98270 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
0.9873 High Similarity NPC475509
0.9634 High Similarity NPC4309
0.9367 High Similarity NPC304194
0.9294 High Similarity NPC160506
0.9294 High Similarity NPC471901
0.9277 High Similarity NPC33768
0.9241 High Similarity NPC305835
0.9186 High Similarity NPC287118
0.9186 High Similarity NPC471902
0.9186 High Similarity NPC473690
0.9157 High Similarity NPC2783
0.9157 High Similarity NPC12774
0.907 High Similarity NPC475416
0.9048 High Similarity NPC264005
0.9048 High Similarity NPC269360
0.9036 High Similarity NPC264317
0.9036 High Similarity NPC294438
0.9024 High Similarity NPC473742
0.9024 High Similarity NPC471037
0.8941 High Similarity NPC16377
0.8941 High Similarity NPC474719
0.8875 High Similarity NPC63020
0.8837 High Similarity NPC57954
0.8837 High Similarity NPC220498
0.8837 High Similarity NPC213832
0.8837 High Similarity NPC271974
0.8837 High Similarity NPC247312
0.8824 High Similarity NPC162107
0.8824 High Similarity NPC46912
0.8795 High Similarity NPC5280
0.8765 High Similarity NPC47808
0.875 High Similarity NPC475061
0.8736 High Similarity NPC169933
0.8736 High Similarity NPC471896
0.8721 High Similarity NPC471900
0.8706 High Similarity NPC10005
0.8706 High Similarity NPC168231
0.8706 High Similarity NPC91525
0.8706 High Similarity NPC329943
0.8706 High Similarity NPC9892
0.8706 High Similarity NPC471042
0.869 High Similarity NPC239362
0.8659 High Similarity NPC261616
0.8652 High Similarity NPC303863
0.8621 High Similarity NPC475049
0.8621 High Similarity NPC474889
0.8621 High Similarity NPC471043
0.8588 High Similarity NPC474971
0.8571 High Similarity NPC170862
0.8571 High Similarity NPC475726
0.8571 High Similarity NPC472743
0.8556 High Similarity NPC279974
0.8539 High Similarity NPC291373
0.8539 High Similarity NPC244356
0.8539 High Similarity NPC224060
0.8537 High Similarity NPC471475
0.8523 High Similarity NPC120840
0.8523 High Similarity NPC148414
0.8523 High Similarity NPC111585
0.8523 High Similarity NPC175628
0.8523 High Similarity NPC113989
0.8519 High Similarity NPC84868
0.8506 High Similarity NPC224145
0.8488 Intermediate Similarity NPC264127
0.8481 Intermediate Similarity NPC279241
0.8471 Intermediate Similarity NPC74595
0.8471 Intermediate Similarity NPC264665
0.8471 Intermediate Similarity NPC475745
0.8471 Intermediate Similarity NPC474482
0.8462 Intermediate Similarity NPC327788
0.8444 Intermediate Similarity NPC277399
0.8434 Intermediate Similarity NPC170038
0.8434 Intermediate Similarity NPC206735
0.8427 Intermediate Similarity NPC26888
0.8427 Intermediate Similarity NPC470230
0.8427 Intermediate Similarity NPC77099
0.8427 Intermediate Similarity NPC60755
0.8427 Intermediate Similarity NPC470590
0.8427 Intermediate Similarity NPC285184
0.8409 Intermediate Similarity NPC30522
0.8395 Intermediate Similarity NPC92489
0.8372 Intermediate Similarity NPC201655
0.8372 Intermediate Similarity NPC292553
0.837 Intermediate Similarity NPC469810
0.8353 Intermediate Similarity NPC139206
0.8352 Intermediate Similarity NPC205173
0.8333 Intermediate Similarity NPC294263
0.8333 Intermediate Similarity NPC86368
0.8315 Intermediate Similarity NPC474728
0.8313 Intermediate Similarity NPC118987
0.8313 Intermediate Similarity NPC192744
0.8295 Intermediate Similarity NPC474845
0.8295 Intermediate Similarity NPC472220
0.8295 Intermediate Similarity NPC97884
0.8295 Intermediate Similarity NPC146937
0.8293 Intermediate Similarity NPC68828
0.828 Intermediate Similarity NPC472028
0.828 Intermediate Similarity NPC119036
0.8276 Intermediate Similarity NPC98236
0.8276 Intermediate Similarity NPC472738
0.8276 Intermediate Similarity NPC269396
0.8276 Intermediate Similarity NPC187545
0.8276 Intermediate Similarity NPC472505
0.8256 Intermediate Similarity NPC474233
0.8242 Intermediate Similarity NPC74751
0.8242 Intermediate Similarity NPC47853
0.8242 Intermediate Similarity NPC159410
0.8242 Intermediate Similarity NPC184006
0.8242 Intermediate Similarity NPC78580
0.8242 Intermediate Similarity NPC23621
0.8242 Intermediate Similarity NPC296164
0.8235 Intermediate Similarity NPC61107
0.8235 Intermediate Similarity NPC289486
0.8235 Intermediate Similarity NPC286786
0.8202 Intermediate Similarity NPC474704
0.8202 Intermediate Similarity NPC11611
0.8202 Intermediate Similarity NPC475921
0.8191 Intermediate Similarity NPC94906
0.8182 Intermediate Similarity NPC142361
0.8182 Intermediate Similarity NPC474684
0.8182 Intermediate Similarity NPC4643
0.8182 Intermediate Similarity NPC57469
0.8182 Intermediate Similarity NPC134197
0.8172 Intermediate Similarity NPC253586
0.8171 Intermediate Similarity NPC246445
0.8152 Intermediate Similarity NPC470229
0.8152 Intermediate Similarity NPC69548
0.8152 Intermediate Similarity NPC184848
0.8152 Intermediate Similarity NPC210214
0.8152 Intermediate Similarity NPC84383
0.8152 Intermediate Similarity NPC280877
0.8152 Intermediate Similarity NPC98639
0.8152 Intermediate Similarity NPC195715
0.8152 Intermediate Similarity NPC474727
0.8152 Intermediate Similarity NPC23241
0.814 Intermediate Similarity NPC132386
0.814 Intermediate Similarity NPC245866
0.8132 Intermediate Similarity NPC474185
0.8132 Intermediate Similarity NPC63118
0.8132 Intermediate Similarity NPC470224
0.8132 Intermediate Similarity NPC49776
0.8132 Intermediate Similarity NPC474436
0.8132 Intermediate Similarity NPC475700
0.8118 Intermediate Similarity NPC290495
0.8118 Intermediate Similarity NPC195334
0.8111 Intermediate Similarity NPC475965
0.8111 Intermediate Similarity NPC474842
0.8105 Intermediate Similarity NPC75941
0.8095 Intermediate Similarity NPC201459
0.8095 Intermediate Similarity NPC73013
0.809 Intermediate Similarity NPC52169
0.809 Intermediate Similarity NPC182797
0.809 Intermediate Similarity NPC255176
0.809 Intermediate Similarity NPC242864
0.809 Intermediate Similarity NPC40552
0.809 Intermediate Similarity NPC472739
0.809 Intermediate Similarity NPC246708
0.8072 Intermediate Similarity NPC66105
0.8072 Intermediate Similarity NPC298168
0.8072 Intermediate Similarity NPC143133
0.8072 Intermediate Similarity NPC471151
0.8068 Intermediate Similarity NPC28252
0.8068 Intermediate Similarity NPC325594
0.8068 Intermediate Similarity NPC80590
0.8068 Intermediate Similarity NPC70661
0.8068 Intermediate Similarity NPC55309
0.8065 Intermediate Similarity NPC327179
0.8065 Intermediate Similarity NPC329910
0.8065 Intermediate Similarity NPC230151
0.8065 Intermediate Similarity NPC29410
0.8065 Intermediate Similarity NPC120708
0.8065 Intermediate Similarity NPC200054
0.8046 Intermediate Similarity NPC100391
0.8046 Intermediate Similarity NPC299963
0.8046 Intermediate Similarity NPC312660
0.8046 Intermediate Similarity NPC263974
0.8043 Intermediate Similarity NPC473280
0.8043 Intermediate Similarity NPC473431
0.8043 Intermediate Similarity NPC471078
0.8043 Intermediate Similarity NPC473435
0.8043 Intermediate Similarity NPC475118
0.8023 Intermediate Similarity NPC476458
0.8023 Intermediate Similarity NPC258153
0.8023 Intermediate Similarity NPC163236
0.8023 Intermediate Similarity NPC472504
0.8022 Intermediate Similarity NPC250753
0.8022 Intermediate Similarity NPC189520
0.8021 Intermediate Similarity NPC124544
0.8 Intermediate Similarity NPC108371
0.8 Intermediate Similarity NPC225585
0.8 Intermediate Similarity NPC274330
0.8 Intermediate Similarity NPC290972
0.8 Intermediate Similarity NPC263393
0.8 Intermediate Similarity NPC143232
0.8 Intermediate Similarity NPC474679
0.8 Intermediate Similarity NPC64872
0.8 Intermediate Similarity NPC127689
0.8 Intermediate Similarity NPC470588
0.8 Intermediate Similarity NPC293048
0.8 Intermediate Similarity NPC61543

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC98270 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
0.9294 High Similarity NPD8035 Phase 2
0.9294 High Similarity NPD8034 Phase 2
0.9036 High Similarity NPD7520 Clinical (unspecified phase)
0.8242 Intermediate Similarity NPD7900 Approved
0.8242 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.8242 Intermediate Similarity NPD7748 Approved
0.809 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7979 Intermediate Similarity NPD7902 Approved
0.7952 Intermediate Similarity NPD6117 Approved
0.7935 Intermediate Similarity NPD6399 Phase 3
0.7889 Intermediate Similarity NPD6672 Approved
0.7889 Intermediate Similarity NPD5737 Approved
0.7865 Intermediate Similarity NPD6409 Approved
0.7865 Intermediate Similarity NPD5330 Approved
0.7865 Intermediate Similarity NPD7146 Approved
0.7865 Intermediate Similarity NPD6684 Approved
0.7865 Intermediate Similarity NPD7521 Approved
0.7865 Intermediate Similarity NPD7334 Approved
0.7857 Intermediate Similarity NPD6116 Phase 1
0.7826 Intermediate Similarity NPD7515 Phase 2
0.7765 Intermediate Similarity NPD6697 Approved
0.7765 Intermediate Similarity NPD6114 Approved
0.7765 Intermediate Similarity NPD6115 Approved
0.7765 Intermediate Similarity NPD6118 Approved
0.7711 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD6903 Approved
0.7683 Intermediate Similarity NPD5777 Approved
0.7579 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7526 Intermediate Similarity NPD7638 Approved
0.7473 Intermediate Similarity NPD6098 Approved
0.7449 Intermediate Similarity NPD7640 Approved
0.7449 Intermediate Similarity NPD7639 Approved
0.7444 Intermediate Similarity NPD4786 Approved
0.7426 Intermediate Similarity NPD6675 Approved
0.7426 Intermediate Similarity NPD7128 Approved
0.7426 Intermediate Similarity NPD6402 Approved
0.7426 Intermediate Similarity NPD5739 Approved
0.7419 Intermediate Similarity NPD6673 Approved
0.7419 Intermediate Similarity NPD5328 Approved
0.7419 Intermediate Similarity NPD6904 Approved
0.7419 Intermediate Similarity NPD6080 Approved
0.7333 Intermediate Similarity NPD4788 Approved
0.7283 Intermediate Similarity NPD3618 Phase 1
0.7282 Intermediate Similarity NPD7320 Approved
0.7282 Intermediate Similarity NPD6899 Approved
0.7282 Intermediate Similarity NPD6881 Approved
0.7263 Intermediate Similarity NPD6079 Approved
0.7262 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7255 Intermediate Similarity NPD6008 Approved
0.7253 Intermediate Similarity NPD3668 Phase 3
0.7245 Intermediate Similarity NPD6084 Phase 2
0.7245 Intermediate Similarity NPD6083 Phase 2
0.7238 Intermediate Similarity NPD8130 Phase 1
0.7222 Intermediate Similarity NPD3667 Approved
0.7212 Intermediate Similarity NPD6372 Approved
0.7212 Intermediate Similarity NPD6373 Approved
0.7204 Intermediate Similarity NPD3573 Approved
0.7191 Intermediate Similarity NPD7525 Registered
0.7184 Intermediate Similarity NPD5697 Approved
0.7184 Intermediate Similarity NPD5701 Approved
0.717 Intermediate Similarity NPD8297 Approved
0.7143 Intermediate Similarity NPD7102 Approved
0.7143 Intermediate Similarity NPD6883 Approved
0.7143 Intermediate Similarity NPD7290 Approved
0.7128 Intermediate Similarity NPD5208 Approved
0.7115 Intermediate Similarity NPD6011 Approved
0.7113 Intermediate Similarity NPD6001 Approved
0.7103 Intermediate Similarity NPD8133 Approved
0.7083 Intermediate Similarity NPD5693 Phase 1
0.7083 Intermediate Similarity NPD6050 Approved
0.7075 Intermediate Similarity NPD6649 Approved
0.7075 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD6650 Approved
0.7075 Intermediate Similarity NPD6617 Approved
0.7075 Intermediate Similarity NPD6869 Approved
0.7075 Intermediate Similarity NPD6847 Approved
0.7059 Intermediate Similarity NPD6081 Approved
0.7053 Intermediate Similarity NPD6051 Approved
0.7048 Intermediate Similarity NPD6014 Approved
0.7048 Intermediate Similarity NPD6012 Approved
0.7048 Intermediate Similarity NPD6013 Approved
0.7041 Intermediate Similarity NPD5695 Phase 3
0.7033 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD3702 Approved
0.701 Intermediate Similarity NPD4202 Approved
0.7009 Intermediate Similarity NPD6882 Approved
0.7 Intermediate Similarity NPD5696 Approved
0.6979 Remote Similarity NPD5692 Phase 3
0.697 Remote Similarity NPD5220 Clinical (unspecified phase)
0.697 Remote Similarity NPD5221 Approved
0.697 Remote Similarity NPD4697 Phase 3
0.697 Remote Similarity NPD5222 Approved
0.6961 Remote Similarity NPD7632 Discontinued
0.6909 Remote Similarity NPD7115 Discovery
0.6907 Remote Similarity NPD5694 Approved
0.6905 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6905 Remote Similarity NPD5360 Phase 3
0.69 Remote Similarity NPD4755 Approved
0.69 Remote Similarity NPD5173 Approved
0.6889 Remote Similarity NPD7645 Phase 2
0.6882 Remote Similarity NPD3665 Phase 1
0.6882 Remote Similarity NPD3666 Approved
0.6882 Remote Similarity NPD3133 Approved
0.6867 Remote Similarity NPD4224 Phase 2
0.6818 Remote Similarity NPD6868 Approved
0.6818 Remote Similarity NPD3703 Phase 2
0.6804 Remote Similarity NPD5207 Approved
0.6765 Remote Similarity NPD4700 Approved
0.6765 Remote Similarity NPD5285 Approved
0.6765 Remote Similarity NPD5286 Approved
0.6765 Remote Similarity NPD4696 Approved
0.6744 Remote Similarity NPD4789 Approved
0.6744 Remote Similarity NPD4244 Approved
0.6744 Remote Similarity NPD4245 Approved
0.6701 Remote Similarity NPD4753 Phase 2
0.6699 Remote Similarity NPD5223 Approved
0.6696 Remote Similarity NPD6335 Approved
0.6667 Remote Similarity NPD4223 Phase 3
0.6667 Remote Similarity NPD4221 Approved
0.6667 Remote Similarity NPD6274 Approved
0.6637 Remote Similarity NPD7101 Approved
0.6637 Remote Similarity NPD7100 Approved
0.6636 Remote Similarity NPD4632 Approved
0.6635 Remote Similarity NPD4633 Approved
0.6635 Remote Similarity NPD5224 Approved
0.6635 Remote Similarity NPD5226 Approved
0.6635 Remote Similarity NPD5211 Phase 2
0.6635 Remote Similarity NPD5225 Approved
0.6634 Remote Similarity NPD7732 Phase 3
0.6632 Remote Similarity NPD5329 Approved
0.6632 Remote Similarity NPD1694 Approved
0.6629 Remote Similarity NPD6942 Approved
0.6629 Remote Similarity NPD7339 Approved
0.6628 Remote Similarity NPD3698 Phase 2
0.661 Remote Similarity NPD7736 Approved
0.6607 Remote Similarity NPD6317 Approved
0.6581 Remote Similarity NPD7507 Approved
0.6574 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6571 Remote Similarity NPD6052 Approved
0.6571 Remote Similarity NPD5174 Approved
0.6571 Remote Similarity NPD5175 Approved
0.6571 Remote Similarity NPD4754 Approved
0.6566 Remote Similarity NPD6411 Approved
0.6566 Remote Similarity NPD5284 Approved
0.6566 Remote Similarity NPD5281 Approved
0.6562 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6562 Remote Similarity NPD5279 Phase 3
0.6552 Remote Similarity NPD4747 Approved
0.6549 Remote Similarity NPD6313 Approved
0.6549 Remote Similarity NPD6314 Approved
0.6548 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6542 Remote Similarity NPD6412 Phase 2
0.6535 Remote Similarity NPD5654 Approved
0.6531 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6526 Remote Similarity NPD4197 Approved
0.6522 Remote Similarity NPD6909 Approved
0.6522 Remote Similarity NPD6908 Approved
0.6509 Remote Similarity NPD5141 Approved
0.6486 Remote Similarity NPD6858 Approved
0.6486 Remote Similarity NPD7094 Approved
0.6477 Remote Similarity NPD4758 Discontinued
0.646 Remote Similarity NPD8295 Clinical (unspecified phase)
0.646 Remote Similarity NPD6009 Approved
0.6449 Remote Similarity NPD4768 Approved
0.6449 Remote Similarity NPD4767 Approved
0.6442 Remote Similarity NPD8418 Phase 2
0.6437 Remote Similarity NPD4137 Phase 3
0.6437 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6435 Remote Similarity NPD6319 Approved
0.6417 Remote Similarity NPD7319 Approved
0.6413 Remote Similarity NPD3671 Phase 1
0.6413 Remote Similarity NPD3617 Approved
0.6413 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6413 Remote Similarity NPD5364 Discontinued
0.641 Remote Similarity NPD8328 Phase 3
0.641 Remote Similarity NPD7604 Phase 2
0.6408 Remote Similarity NPD5959 Approved
0.64 Remote Similarity NPD7637 Suspended
0.6392 Remote Similarity NPD4690 Approved
0.6392 Remote Similarity NPD4689 Approved
0.6392 Remote Similarity NPD4138 Approved
0.6392 Remote Similarity NPD4688 Approved
0.6392 Remote Similarity NPD4693 Phase 3
0.6392 Remote Similarity NPD5205 Approved
0.6389 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6389 Remote Similarity NPD6614 Approved
0.6387 Remote Similarity NPD8293 Discontinued
0.6379 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6379 Remote Similarity NPD5983 Phase 2
0.6374 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6373 Remote Similarity NPD5210 Approved
0.6373 Remote Similarity NPD4629 Approved
0.6364 Remote Similarity NPD6101 Approved
0.6364 Remote Similarity NPD4691 Approved
0.6364 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6356 Remote Similarity NPD7492 Approved
0.6346 Remote Similarity NPD4225 Approved

Structure

External Identifiers

PubChem CID   6451984
ChEMBL   CHEMBL508907
ZINC  

Physicochemical Properties

Molecular Weight:  512.39
ALogP:  2.9796
MLogP:  4.65
XLogP:  10.468
# Rotatable Bonds:  13
Polar Surface Area:  52.6
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  37

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
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