Natural Product: NPC476071

Natural Product ID:  NPC476071
Common Name:   Oleanderic Acid
IUPAC Name:   (1R,2R,4aR,6aR,6aR,6bR,8aR,10S,12aR,14aR,14bR)-2,10-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14,14a,14b-hexadecahydropicene-4a-carboxylic acid
Synonyms:   oleanderic acid
Molecular Formula:   C30H50O4
Standard InCHIKey:  WJCIWKNYROGCFD-XOVAVQBPSA-N
Standard InCHI:  InChI=1S/C30H50O4/c1-18-23-19-8-9-21-26(4)12-11-22(31)25(2,3)20(26)10-13-28(21,6)27(19,5)14-16-30(23,24(32)33)17-15-29(18,7)34/h18-23,31,34H,8-17H2,1-7H3,(H,32,33)/t18-,19-,20+,21-,22+,23+,26+,27-,28-,29-,30-/m1/s1
Canonical SMILES:  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](C)[C@](C)(O)CC1)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
NPO10021 Nerium oleander Species Apocynaceae Eukaryota Leaves Niigata City, Niigata Province, Japan 2000-NOV PMID[15730243]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1475 Cell Line WI-38 VA13 Homo sapiens IC50 > 212000 nM 17958396
NPT2 Others Unspecified IC50 = 159000 nM 21332115

  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 NPC476071 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
0.9211 High Similarity NPC112463
0.9091 High Similarity NPC472608
0.8929 High Similarity NPC185529
0.8929 High Similarity NPC472146
0.8889 High Similarity NPC219535
0.8889 High Similarity NPC237938
0.8846 High Similarity NPC26029
0.8846 High Similarity NPC31031
0.8846 High Similarity NPC243594
0.875 High Similarity NPC280781
0.875 High Similarity NPC48756
0.8684 High Similarity NPC68426
0.8684 High Similarity NPC477229
0.8684 High Similarity NPC282905
0.8675 High Similarity NPC83242
0.8642 High Similarity NPC268040
0.8608 High Similarity NPC171426
0.8608 High Similarity NPC324700
0.8608 High Similarity NPC224802
0.8608 High Similarity NPC34046
0.8608 High Similarity NPC80089
0.859 High Similarity NPC108840
0.8571 High Similarity NPC159325
0.8571 High Similarity NPC168511
0.8554 High Similarity NPC131350
0.8554 High Similarity NPC62572
0.8523 High Similarity NPC82633
0.85 High Similarity NPC201276
0.85 High Similarity NPC320144
0.85 High Similarity NPC80891
0.8481 Intermediate Similarity NPC298168
0.8481 Intermediate Similarity NPC143133
0.8471 Intermediate Similarity NPC473319
0.8471 Intermediate Similarity NPC131104
0.8471 Intermediate Similarity NPC3032
0.8462 Intermediate Similarity NPC267753
0.8452 Intermediate Similarity NPC472272
0.8434 Intermediate Similarity NPC473299
0.8427 Intermediate Similarity NPC235109
0.8427 Intermediate Similarity NPC163685
0.8415 Intermediate Similarity NPC61107
0.8415 Intermediate Similarity NPC289486
0.8415 Intermediate Similarity NPC30583
0.8395 Intermediate Similarity NPC477851
0.8375 Intermediate Similarity NPC185465
0.8372 Intermediate Similarity NPC67653
0.8372 Intermediate Similarity NPC471459
0.8354 Intermediate Similarity NPC4209
0.8333 Intermediate Similarity NPC130011
0.8293 Intermediate Similarity NPC271572
0.8293 Intermediate Similarity NPC474870
0.8276 Intermediate Similarity NPC18536
0.8276 Intermediate Similarity NPC50443
0.8276 Intermediate Similarity NPC475211
0.8276 Intermediate Similarity NPC88337
0.8272 Intermediate Similarity NPC73013
0.825 Intermediate Similarity NPC207010
0.825 Intermediate Similarity NPC317913
0.825 Intermediate Similarity NPC221420
0.8242 Intermediate Similarity NPC472144
0.8235 Intermediate Similarity NPC187545
0.8235 Intermediate Similarity NPC248216
0.8235 Intermediate Similarity NPC302111
0.8228 Intermediate Similarity NPC159789
0.8228 Intermediate Similarity NPC212733
0.8214 Intermediate Similarity NPC477434
0.8214 Intermediate Similarity NPC105895
0.8205 Intermediate Similarity NPC81759
0.8193 Intermediate Similarity NPC121121
0.8171 Intermediate Similarity NPC261616
0.8161 Intermediate Similarity NPC56962
0.8161 Intermediate Similarity NPC24705
0.8158 Intermediate Similarity NPC180777
0.8158 Intermediate Similarity NPC103647
0.8158 Intermediate Similarity NPC260319
0.8158 Intermediate Similarity NPC100917
0.8158 Intermediate Similarity NPC281203
0.8158 Intermediate Similarity NPC469724
0.8158 Intermediate Similarity NPC31187
0.8158 Intermediate Similarity NPC2568
0.814 Intermediate Similarity NPC470920
0.8132 Intermediate Similarity NPC472145
0.8125 Intermediate Similarity NPC475742
0.8125 Intermediate Similarity NPC474020
0.8125 Intermediate Similarity NPC5767
0.8111 Intermediate Similarity NPC473240
0.8101 Intermediate Similarity NPC167702
0.8101 Intermediate Similarity NPC280026
0.8095 Intermediate Similarity NPC269684
0.809 Intermediate Similarity NPC472148
0.809 Intermediate Similarity NPC472147
0.809 Intermediate Similarity NPC224060
0.809 Intermediate Similarity NPC244356
0.8077 Intermediate Similarity NPC247195
0.8072 Intermediate Similarity NPC12933
0.8072 Intermediate Similarity NPC50658
0.8068 Intermediate Similarity NPC77756
0.8049 Intermediate Similarity NPC220379
0.8046 Intermediate Similarity NPC236459
0.8026 Intermediate Similarity NPC472984
0.8026 Intermediate Similarity NPC41542
0.8025 Intermediate Similarity NPC23884
0.8022 Intermediate Similarity NPC476318
0.8022 Intermediate Similarity NPC476327
0.8 Intermediate Similarity NPC174964
0.8 Intermediate Similarity NPC97534
0.8 Intermediate Similarity NPC471044
0.8 Intermediate Similarity NPC473336
0.8 Intermediate Similarity NPC230047
0.8 Intermediate Similarity NPC34984
0.8 Intermediate Similarity NPC25037
0.8 Intermediate Similarity NPC19311
0.8 Intermediate Similarity NPC9060
0.8 Intermediate Similarity NPC50438
0.8 Intermediate Similarity NPC195155
0.8 Intermediate Similarity NPC181871
0.7978 Intermediate Similarity NPC475708
0.7935 Intermediate Similarity NPC189880
0.7922 Intermediate Similarity NPC469987
0.7922 Intermediate Similarity NPC475977
0.7907 Intermediate Similarity NPC474572
0.7907 Intermediate Similarity NPC477205
0.7901 Intermediate Similarity NPC472486
0.7901 Intermediate Similarity NPC472487
0.7895 Intermediate Similarity NPC225238
0.7875 Intermediate Similarity NPC74639
0.7857 Intermediate Similarity NPC58631
0.7857 Intermediate Similarity NPC73515
0.7849 Intermediate Similarity NPC58942
0.7849 Intermediate Similarity NPC475876
0.7849 Intermediate Similarity NPC260149
0.7848 Intermediate Similarity NPC290058
0.7841 Intermediate Similarity NPC476435
0.7841 Intermediate Similarity NPC476379
0.7841 Intermediate Similarity NPC52169
0.7841 Intermediate Similarity NPC182797
0.7826 Intermediate Similarity NPC317573
0.7816 Intermediate Similarity NPC72638
0.7816 Intermediate Similarity NPC476726
0.7816 Intermediate Similarity NPC2783
0.7816 Intermediate Similarity NPC476727
0.7816 Intermediate Similarity NPC80700
0.7816 Intermediate Similarity NPC120395
0.7812 Intermediate Similarity NPC327093
0.7802 Intermediate Similarity NPC474529
0.7802 Intermediate Similarity NPC159365
0.7791 Intermediate Similarity NPC171789
0.7778 Intermediate Similarity NPC21220
0.7778 Intermediate Similarity NPC125767
0.7778 Intermediate Similarity NPC52756
0.7778 Intermediate Similarity NPC475878
0.7778 Intermediate Similarity NPC179858
0.7753 Intermediate Similarity NPC61543
0.7753 Intermediate Similarity NPC477443
0.7753 Intermediate Similarity NPC64872
0.7753 Intermediate Similarity NPC274330
0.7753 Intermediate Similarity NPC270768
0.7753 Intermediate Similarity NPC143232
0.7753 Intermediate Similarity NPC234346
0.7753 Intermediate Similarity NPC25906
0.7753 Intermediate Similarity NPC290972
0.7753 Intermediate Similarity NPC59263
0.7753 Intermediate Similarity NPC293048
0.7753 Intermediate Similarity NPC225585
0.7753 Intermediate Similarity NPC198664
0.7753 Intermediate Similarity NPC130520
0.7753 Intermediate Similarity NPC127689
0.7753 Intermediate Similarity NPC263393
0.7753 Intermediate Similarity NPC477440
0.7753 Intermediate Similarity NPC121798
0.775 Intermediate Similarity NPC232112
0.775 Intermediate Similarity NPC475230
0.7742 Intermediate Similarity NPC470425
0.7738 Intermediate Similarity NPC125366
0.7733 Intermediate Similarity NPC290791
0.7733 Intermediate Similarity NPC292419
0.7727 Intermediate Similarity NPC307426
0.7727 Intermediate Similarity NPC252714
0.7727 Intermediate Similarity NPC68160
0.7727 Intermediate Similarity NPC264005
0.7727 Intermediate Similarity NPC130577
0.7727 Intermediate Similarity NPC98442
0.7727 Intermediate Similarity NPC242468
0.7727 Intermediate Similarity NPC269360
0.7727 Intermediate Similarity NPC102683
0.7727 Intermediate Similarity NPC51700
0.7727 Intermediate Similarity NPC263802
0.7727 Intermediate Similarity NPC171203
0.7727 Intermediate Similarity NPC142415
0.7727 Intermediate Similarity NPC33768
0.7727 Intermediate Similarity NPC88716
0.7727 Intermediate Similarity NPC293564
0.7727 Intermediate Similarity NPC18064
0.7722 Intermediate Similarity NPC192192
0.7717 Intermediate Similarity NPC139570
0.7717 Intermediate Similarity NPC474727
0.7711 Intermediate Similarity NPC329117
0.7701 Intermediate Similarity NPC477445
0.7701 Intermediate Similarity NPC264317
0.7701 Intermediate Similarity NPC294438

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476071 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
0.8608 High Similarity NPD6115 Approved
0.8608 High Similarity NPD6114 Approved
0.8608 High Similarity NPD6697 Approved
0.8608 High Similarity NPD6118 Approved
0.8354 Intermediate Similarity NPD6117 Approved
0.825 Intermediate Similarity NPD6116 Phase 1
0.8228 Intermediate Similarity NPD3703 Phase 2
0.8101 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7701 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7625 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7625 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7595 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7595 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7582 Intermediate Similarity NPD7515 Phase 2
0.7284 Intermediate Similarity NPD4245 Approved
0.7284 Intermediate Similarity NPD4244 Approved
0.725 Intermediate Similarity NPD5360 Phase 3
0.725 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.7234 Intermediate Similarity NPD7748 Approved
0.7215 Intermediate Similarity NPD4224 Phase 2
0.7204 Intermediate Similarity NPD8035 Phase 2
0.7204 Intermediate Similarity NPD8034 Phase 2
0.7195 Intermediate Similarity NPD6081 Approved
0.716 Intermediate Similarity NPD3698 Phase 2
0.7143 Intermediate Similarity NPD3702 Approved
0.7073 Intermediate Similarity NPD4789 Approved
0.701 Intermediate Similarity NPD7902 Approved
0.6988 Remote Similarity NPD5777 Approved
0.6951 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6897 Remote Similarity NPD3671 Phase 1
0.6875 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6869 Remote Similarity NPD8418 Phase 2
0.6786 Remote Similarity NPD4758 Discontinued
0.6765 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6731 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6705 Remote Similarity NPD5364 Discontinued
0.6701 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6701 Remote Similarity NPD7900 Approved
0.6697 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6632 Remote Similarity NPD5328 Approved
0.66 Remote Similarity NPD7638 Approved
0.6543 Remote Similarity NPD7909 Approved
0.6538 Remote Similarity NPD6402 Approved
0.6538 Remote Similarity NPD7128 Approved
0.6538 Remote Similarity NPD5739 Approved
0.6538 Remote Similarity NPD6675 Approved
0.6535 Remote Similarity NPD7640 Approved
0.6535 Remote Similarity NPD7639 Approved
0.6509 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6495 Remote Similarity NPD6079 Approved
0.6471 Remote Similarity NPD4787 Phase 1
0.6444 Remote Similarity NPD7645 Phase 2
0.6422 Remote Similarity NPD8133 Approved
0.6415 Remote Similarity NPD6899 Approved
0.6415 Remote Similarity NPD6881 Approved
0.6415 Remote Similarity NPD7320 Approved
0.6408 Remote Similarity NPD7632 Discontinued
0.6374 Remote Similarity NPD6928 Phase 2
0.6355 Remote Similarity NPD6373 Approved
0.6355 Remote Similarity NPD6372 Approved
0.6348 Remote Similarity NPD8328 Phase 3
0.6344 Remote Similarity NPD4788 Approved
0.6337 Remote Similarity NPD4755 Approved
0.6321 Remote Similarity NPD5697 Approved
0.6321 Remote Similarity NPD5701 Approved
0.6316 Remote Similarity NPD3618 Phase 1
0.6304 Remote Similarity NPD1779 Approved
0.6304 Remote Similarity NPD1780 Approved
0.6296 Remote Similarity NPD7290 Approved
0.6296 Remote Similarity NPD6883 Approved
0.6296 Remote Similarity NPD7102 Approved
0.6289 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6277 Remote Similarity NPD4786 Approved
0.6273 Remote Similarity NPD4632 Approved
0.6263 Remote Similarity NPD6399 Phase 3
0.6262 Remote Similarity NPD6011 Approved
0.625 Remote Similarity NPD3198 Approved
0.625 Remote Similarity NPD3573 Approved
0.6239 Remote Similarity NPD6847 Approved
0.6239 Remote Similarity NPD6617 Approved
0.6239 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6239 Remote Similarity NPD8130 Phase 1
0.6239 Remote Similarity NPD6650 Approved
0.6239 Remote Similarity NPD6649 Approved
0.6239 Remote Similarity NPD6869 Approved
0.6238 Remote Similarity NPD5222 Approved
0.6238 Remote Similarity NPD5221 Approved
0.6238 Remote Similarity NPD4697 Phase 3
0.6238 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6237 Remote Similarity NPD3667 Approved
0.6214 Remote Similarity NPD4700 Approved
0.6214 Remote Similarity NPD5286 Approved
0.6214 Remote Similarity NPD4696 Approved
0.6214 Remote Similarity NPD5285 Approved
0.6204 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6204 Remote Similarity NPD6014 Approved
0.6204 Remote Similarity NPD6013 Approved
0.6204 Remote Similarity NPD6012 Approved
0.6196 Remote Similarity NPD7525 Registered
0.6182 Remote Similarity NPD8297 Approved
0.6182 Remote Similarity NPD6882 Approved
0.6176 Remote Similarity NPD5173 Approved
0.617 Remote Similarity NPD3670 Clinical (unspecified phase)
0.617 Remote Similarity NPD3669 Approved
0.6162 Remote Similarity NPD6411 Approved
0.6154 Remote Similarity NPD5223 Approved
0.6154 Remote Similarity NPD1700 Approved
0.6126 Remote Similarity NPD8298 Phase 2
0.6106 Remote Similarity NPD6009 Approved
0.6102 Remote Similarity NPD7507 Approved
0.61 Remote Similarity NPD4202 Approved
0.6095 Remote Similarity NPD5226 Approved
0.6095 Remote Similarity NPD5225 Approved
0.6095 Remote Similarity NPD4633 Approved
0.6095 Remote Similarity NPD5224 Approved
0.6095 Remote Similarity NPD5211 Phase 2
0.6078 Remote Similarity NPD7614 Phase 1
0.6075 Remote Similarity NPD6008 Approved
0.6038 Remote Similarity NPD5174 Approved
0.6038 Remote Similarity NPD5175 Approved
0.6038 Remote Similarity NPD4754 Approved
0.6034 Remote Similarity NPD6921 Approved
0.6026 Remote Similarity NPD615 Clinical (unspecified phase)
0.602 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6019 Remote Similarity NPD6083 Phase 2
0.6019 Remote Similarity NPD6084 Phase 2
0.6018 Remote Similarity NPD6940 Discontinued
0.6 Remote Similarity NPD4634 Approved
0.6 Remote Similarity NPD7736 Approved
0.6 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5981 Remote Similarity NPD5141 Approved
0.596 Remote Similarity NPD5764 Clinical (unspecified phase)
0.596 Remote Similarity NPD6101 Approved
0.595 Remote Similarity NPD7319 Approved
0.5948 Remote Similarity NPD6319 Approved
0.5941 Remote Similarity NPD5778 Approved
0.5941 Remote Similarity NPD5779 Approved
0.5941 Remote Similarity NPD8171 Discontinued
0.5938 Remote Similarity NPD3133 Approved
0.5938 Remote Similarity NPD3665 Phase 1
0.5938 Remote Similarity NPD3666 Approved
0.5932 Remote Similarity NPD7604 Phase 2
0.5926 Remote Similarity NPD6920 Discontinued
0.5926 Remote Similarity NPD4768 Approved
0.5926 Remote Similarity NPD4767 Approved
0.5913 Remote Similarity NPD6335 Approved
0.5897 Remote Similarity NPD5983 Phase 2
0.5882 Remote Similarity NPD7492 Approved
0.5877 Remote Similarity NPD6868 Approved
0.5877 Remote Similarity NPD6274 Approved
0.5862 Remote Similarity NPD7101 Approved
0.5862 Remote Similarity NPD7100 Approved
0.5833 Remote Similarity NPD6336 Discontinued
0.5833 Remote Similarity NPD6616 Approved
0.5826 Remote Similarity NPD6317 Approved
0.5826 Remote Similarity NPD7115 Discovery
0.5818 Remote Similarity NPD4730 Approved
0.5818 Remote Similarity NPD4729 Approved
0.5818 Remote Similarity NPD5128 Approved
0.5816 Remote Similarity NPD6684 Approved
0.5816 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5816 Remote Similarity NPD7334 Approved
0.5816 Remote Similarity NPD7146 Approved
0.5816 Remote Similarity NPD5330 Approved
0.5816 Remote Similarity NPD7521 Approved
0.5816 Remote Similarity NPD6409 Approved
0.5812 Remote Similarity NPD6059 Approved
0.5812 Remote Similarity NPD6054 Approved
0.5806 Remote Similarity NPD4802 Phase 2
0.5806 Remote Similarity NPD4238 Approved
0.58 Remote Similarity NPD4753 Phase 2
0.5785 Remote Similarity NPD7078 Approved
0.5785 Remote Similarity NPD8293 Discontinued
0.5776 Remote Similarity NPD6313 Approved
0.5776 Remote Similarity NPD6314 Approved
0.5773 Remote Similarity NPD3668 Phase 3
0.5769 Remote Similarity NPD7732 Phase 3
0.5765 Remote Similarity NPD371 Approved
0.5763 Remote Similarity NPD6908 Approved
0.5763 Remote Similarity NPD6909 Approved
0.5743 Remote Similarity NPD6700 Approved
0.5743 Remote Similarity NPD6701 Clinical (unspecified phase)
0.5733 Remote Similarity NPD384 Approved
0.5733 Remote Similarity NPD385 Approved
0.5727 Remote Similarity NPD6412 Phase 2
0.5727 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5714 Remote Similarity NPD5247 Approved
0.5714 Remote Similarity NPD5135 Approved
0.5714 Remote Similarity NPD5250 Approved
0.5714 Remote Similarity NPD5249 Phase 3
0.5714 Remote Similarity NPD5251 Approved
0.5714 Remote Similarity NPD5248 Approved
0.5714 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6370 Approved
0.5714 Remote Similarity NPD1810 Approved
0.5714 Remote Similarity NPD1811 Approved
0.5714 Remote Similarity NPD5169 Approved
0.57 Remote Similarity NPD5737 Approved
0.57 Remote Similarity NPD6672 Approved

Structure

External Identifiers

PubChem CID   44583857
ChEMBL   CHEMBL524527
ZINC  

Physicochemical Properties

Molecular Weight:  474.37
ALogP:  1.0576
MLogP:  4.32
XLogP:  8.258
# Rotatable Bonds:  11
Polar Surface Area:  77.76
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  34

Download Data

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