Natural Product: NPC2524

Natural Product ID:  NPC2524
Common Name:   8Alpha,19-Dihydroxylabd-13 E-En-15-Oic Acid
IUPAC Name:   (E)-5-[(1R,2R,4aR,5R,8aS)-2-hydroxy-5-(hydroxymethyl)-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enoic acid
Synonyms:  
Molecular Formula:   C20H34O4
Standard InCHIKey:  IYSBWLRXTOIYFZ-KBLZDMJYSA-N
Standard InCHI:  InChI=1S/C20H34O4/c1-14(12-17(22)23)6-7-16-19(3)10-5-9-18(2,13-21)15(19)8-11-20(16,4)24/h12,15-16,21,24H,5-11,13H2,1-4H3,(H,22,23)/b14-12+/t15-,16+,18-,19-,20+/m0/s1
Canonical SMILES:  OC[C@]1(C)CCC[C@]2([C@H]1CC[C@@]([C@@H]2CC/C(=C/C(=O)O)/C)(C)O)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
NPO25356 Crassocephalum mannii Species Asteraceae Eukaryota aerial parts PMID[18473477]
NPO25356 Crassocephalum mannii Species Asteraceae Eukaryota Whole Plants PMID[18473477]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT324 Individual Protein Cyclooxygenase-1 Ovis aries Inhibition = 29 % 18473477
NPT31 Individual Protein Cyclooxygenase-2 Homo sapiens Inhibition = 64 % 18473477

  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 NPC2524 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
0.9615 High Similarity NPC476927
0.95 High Similarity NPC175145
0.95 High Similarity NPC475069
0.9481 High Similarity NPC281880
0.9359 High Similarity NPC159148
0.9342 High Similarity NPC132542
0.9125 High Similarity NPC79945
0.9114 High Similarity NPC170303
0.9012 High Similarity NPC306951
0.9 High Similarity NPC256112
0.8947 High Similarity NPC201048
0.8947 High Similarity NPC476366
0.8902 High Similarity NPC109528
0.8824 High Similarity NPC78973
0.881 High Similarity NPC104560
0.8736 High Similarity NPC119562
0.8736 High Similarity NPC279410
0.8718 High Similarity NPC470749
0.8706 High Similarity NPC314727
0.8706 High Similarity NPC262858
0.8706 High Similarity NPC472240
0.869 High Similarity NPC166857
0.8621 High Similarity NPC476304
0.8608 High Similarity NPC470711
0.8608 High Similarity NPC470758
0.859 High Similarity NPC32832
0.8571 High Similarity NPC131813
0.8554 High Similarity NPC102048
0.8554 High Similarity NPC302360
0.8523 High Similarity NPC476186
0.8523 High Similarity NPC105490
0.8506 High Similarity NPC74296
0.8506 High Similarity NPC110923
0.8506 High Similarity NPC329842
0.8488 Intermediate Similarity NPC146554
0.8488 Intermediate Similarity NPC170633
0.8444 Intermediate Similarity NPC99726
0.8442 Intermediate Similarity NPC167706
0.8434 Intermediate Similarity NPC57370
0.8427 Intermediate Similarity NPC276110
0.8427 Intermediate Similarity NPC472441
0.8409 Intermediate Similarity NPC53555
0.8409 Intermediate Similarity NPC214697
0.8409 Intermediate Similarity NPC7349
0.8409 Intermediate Similarity NPC38232
0.8372 Intermediate Similarity NPC7280
0.8372 Intermediate Similarity NPC229612
0.8372 Intermediate Similarity NPC48107
0.8372 Intermediate Similarity NPC291665
0.8353 Intermediate Similarity NPC473226
0.8353 Intermediate Similarity NPC73038
0.8352 Intermediate Similarity NPC218107
0.8333 Intermediate Similarity NPC301534
0.8333 Intermediate Similarity NPC195366
0.8333 Intermediate Similarity NPC250757
0.8333 Intermediate Similarity NPC114743
0.8295 Intermediate Similarity NPC212948
0.8295 Intermediate Similarity NPC472811
0.8276 Intermediate Similarity NPC16265
0.8276 Intermediate Similarity NPC82876
0.8272 Intermediate Similarity NPC239098
0.8261 Intermediate Similarity NPC38855
0.8261 Intermediate Similarity NPC470074
0.8261 Intermediate Similarity NPC324841
0.8256 Intermediate Similarity NPC245004
0.825 Intermediate Similarity NPC265588
0.8235 Intermediate Similarity NPC35933
0.8235 Intermediate Similarity NPC164424
0.8235 Intermediate Similarity NPC474013
0.8228 Intermediate Similarity NPC306727
0.8228 Intermediate Similarity NPC78527
0.8222 Intermediate Similarity NPC53565
0.8214 Intermediate Similarity NPC311070
0.8202 Intermediate Similarity NPC472812
0.8202 Intermediate Similarity NPC472871
0.8193 Intermediate Similarity NPC142163
0.8172 Intermediate Similarity NPC282524
0.8171 Intermediate Similarity NPC242767
0.8171 Intermediate Similarity NPC170394
0.8161 Intermediate Similarity NPC472870
0.8161 Intermediate Similarity NPC93411
0.8158 Intermediate Similarity NPC68703
0.8158 Intermediate Similarity NPC69649
0.8152 Intermediate Similarity NPC478056
0.8152 Intermediate Similarity NPC325229
0.8152 Intermediate Similarity NPC278673
0.8152 Intermediate Similarity NPC275086
0.8148 Intermediate Similarity NPC61952
0.8148 Intermediate Similarity NPC283619
0.8148 Intermediate Similarity NPC470428
0.8148 Intermediate Similarity NPC91594
0.814 Intermediate Similarity NPC82979
0.814 Intermediate Similarity NPC474970
0.814 Intermediate Similarity NPC322159
0.814 Intermediate Similarity NPC472869
0.8132 Intermediate Similarity NPC190713
0.8111 Intermediate Similarity NPC299100
0.8111 Intermediate Similarity NPC57117
0.8095 Intermediate Similarity NPC155521
0.8095 Intermediate Similarity NPC218616
0.8095 Intermediate Similarity NPC224455
0.8095 Intermediate Similarity NPC296701
0.809 Intermediate Similarity NPC65120
0.809 Intermediate Similarity NPC158030
0.809 Intermediate Similarity NPC472978
0.809 Intermediate Similarity NPC233455
0.809 Intermediate Similarity NPC4036
0.809 Intermediate Similarity NPC473675
0.809 Intermediate Similarity NPC145067
0.809 Intermediate Similarity NPC72845
0.8085 Intermediate Similarity NPC475038
0.8085 Intermediate Similarity NPC109195
0.8077 Intermediate Similarity NPC34834
0.8072 Intermediate Similarity NPC295131
0.8068 Intermediate Similarity NPC472983
0.8068 Intermediate Similarity NPC246028
0.8068 Intermediate Similarity NPC50488
0.8068 Intermediate Similarity NPC36668
0.8068 Intermediate Similarity NPC472973
0.8068 Intermediate Similarity NPC118011
0.8068 Intermediate Similarity NPC474396
0.8068 Intermediate Similarity NPC20946
0.8065 Intermediate Similarity NPC251680
0.8065 Intermediate Similarity NPC266955
0.8049 Intermediate Similarity NPC476949
0.8049 Intermediate Similarity NPC11908
0.8049 Intermediate Similarity NPC198240
0.8046 Intermediate Similarity NPC131329
0.8043 Intermediate Similarity NPC253826
0.8043 Intermediate Similarity NPC141401
0.8043 Intermediate Similarity NPC51499
0.8023 Intermediate Similarity NPC191965
0.8022 Intermediate Similarity NPC266899
0.8022 Intermediate Similarity NPC180950
0.8022 Intermediate Similarity NPC290481
0.8 Intermediate Similarity NPC214756
0.8 Intermediate Similarity NPC478057
0.8 Intermediate Similarity NPC23748
0.8 Intermediate Similarity NPC205034
0.8 Intermediate Similarity NPC139692
0.8 Intermediate Similarity NPC295643
0.8 Intermediate Similarity NPC474789
0.8 Intermediate Similarity NPC52108
0.8 Intermediate Similarity NPC22134
0.8 Intermediate Similarity NPC243347
0.8 Intermediate Similarity NPC42476
0.8 Intermediate Similarity NPC162615
0.8 Intermediate Similarity NPC272075
0.8 Intermediate Similarity NPC152778
0.8 Intermediate Similarity NPC475050
0.7979 Intermediate Similarity NPC295110
0.7979 Intermediate Similarity NPC11974
0.7979 Intermediate Similarity NPC471412
0.7979 Intermediate Similarity NPC115899
0.7979 Intermediate Similarity NPC268829
0.7979 Intermediate Similarity NPC25177
0.7979 Intermediate Similarity NPC247701
0.7979 Intermediate Similarity NPC222875
0.7978 Intermediate Similarity NPC280149
0.7978 Intermediate Similarity NPC310479
0.7978 Intermediate Similarity NPC469400
0.7978 Intermediate Similarity NPC232202
0.7978 Intermediate Similarity NPC182136
0.7978 Intermediate Similarity NPC221111
0.7976 Intermediate Similarity NPC249423
0.7976 Intermediate Similarity NPC476646
0.7976 Intermediate Similarity NPC40228
0.7976 Intermediate Similarity NPC473420
0.7975 Intermediate Similarity NPC23954
0.7957 Intermediate Similarity NPC316598
0.7957 Intermediate Similarity NPC108368
0.7957 Intermediate Similarity NPC57079
0.7955 Intermediate Similarity NPC106332
0.7955 Intermediate Similarity NPC182797
0.7955 Intermediate Similarity NPC472809
0.7955 Intermediate Similarity NPC473229
0.7955 Intermediate Similarity NPC472810
0.7955 Intermediate Similarity NPC117122
0.7955 Intermediate Similarity NPC52169
0.7952 Intermediate Similarity NPC209430
0.7952 Intermediate Similarity NPC470429
0.7952 Intermediate Similarity NPC100906
0.7952 Intermediate Similarity NPC30986
0.7949 Intermediate Similarity NPC9942
0.7935 Intermediate Similarity NPC276103
0.7935 Intermediate Similarity NPC134072
0.7935 Intermediate Similarity NPC235053
0.7935 Intermediate Similarity NPC54248
0.7935 Intermediate Similarity NPC234993
0.7935 Intermediate Similarity NPC16967
0.7935 Intermediate Similarity NPC116457
0.7935 Intermediate Similarity NPC242848
0.7935 Intermediate Similarity NPC473153
0.7931 Intermediate Similarity NPC329692
0.7931 Intermediate Similarity NPC6391
0.7931 Intermediate Similarity NPC325594
0.7931 Intermediate Similarity NPC137306
0.7931 Intermediate Similarity NPC471219
0.7931 Intermediate Similarity NPC261266
0.7931 Intermediate Similarity NPC472985

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC2524 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
0.809 Intermediate Similarity NPD7515 Phase 2
0.8065 Intermediate Similarity NPD7640 Approved
0.8065 Intermediate Similarity NPD7639 Approved
0.7957 Intermediate Similarity NPD7638 Approved
0.7857 Intermediate Similarity NPD7525 Registered
0.7766 Intermediate Similarity NPD4225 Approved
0.7717 Intermediate Similarity NPD7748 Approved
0.7529 Intermediate Similarity NPD7645 Phase 2
0.7528 Intermediate Similarity NPD3618 Phase 1
0.7474 Intermediate Similarity NPD7902 Approved
0.7473 Intermediate Similarity NPD5328 Approved
0.7347 Intermediate Similarity NPD7632 Discontinued
0.7312 Intermediate Similarity NPD6079 Approved
0.73 Intermediate Similarity NPD5739 Approved
0.73 Intermediate Similarity NPD7128 Approved
0.73 Intermediate Similarity NPD6402 Approved
0.73 Intermediate Similarity NPD6675 Approved
0.7292 Intermediate Similarity NPD6083 Phase 2
0.7292 Intermediate Similarity NPD6084 Phase 2
0.7273 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD7339 Approved
0.7262 Intermediate Similarity NPD8264 Approved
0.7262 Intermediate Similarity NPD6942 Approved
0.7234 Intermediate Similarity NPD4202 Approved
0.7222 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD5211 Phase 2
0.7158 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7158 Intermediate Similarity NPD7900 Approved
0.7157 Intermediate Similarity NPD6881 Approved
0.7157 Intermediate Similarity NPD6899 Approved
0.7157 Intermediate Similarity NPD7320 Approved
0.7143 Intermediate Similarity NPD6926 Approved
0.7143 Intermediate Similarity NPD4519 Discontinued
0.7143 Intermediate Similarity NPD6924 Approved
0.7143 Intermediate Similarity NPD4623 Approved
0.7126 Intermediate Similarity NPD4195 Approved
0.7113 Intermediate Similarity NPD4755 Approved
0.7111 Intermediate Similarity NPD4786 Approved
0.7111 Intermediate Similarity NPD3133 Approved
0.7111 Intermediate Similarity NPD3665 Phase 1
0.7111 Intermediate Similarity NPD3666 Approved
0.7103 Intermediate Similarity NPD7115 Discovery
0.7097 Intermediate Similarity NPD4753 Phase 2
0.7097 Intermediate Similarity NPD6051 Approved
0.7087 Intermediate Similarity NPD6372 Approved
0.7087 Intermediate Similarity NPD6373 Approved
0.7079 Intermediate Similarity NPD3667 Approved
0.7071 Intermediate Similarity NPD5344 Discontinued
0.7065 Intermediate Similarity NPD3573 Approved
0.7065 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD5701 Approved
0.7059 Intermediate Similarity NPD5697 Approved
0.7053 Intermediate Similarity NPD6399 Phase 3
0.7045 Intermediate Similarity NPD6930 Phase 2
0.7045 Intermediate Similarity NPD6931 Approved
0.703 Intermediate Similarity NPD5141 Approved
0.7019 Intermediate Similarity NPD7290 Approved
0.7019 Intermediate Similarity NPD7102 Approved
0.7019 Intermediate Similarity NPD6883 Approved
0.7011 Intermediate Similarity NPD7322 Clinical (unspecified phase)
0.701 Intermediate Similarity NPD4697 Phase 3
0.701 Intermediate Similarity NPD5221 Approved
0.701 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.701 Intermediate Similarity NPD5222 Approved
0.7 Intermediate Similarity NPD6695 Phase 3
0.699 Remote Similarity NPD6011 Approved
0.6989 Remote Similarity NPD5737 Approved
0.6989 Remote Similarity NPD6672 Approved
0.6977 Remote Similarity NPD6933 Approved
0.697 Remote Similarity NPD4700 Approved
0.697 Remote Similarity NPD5286 Approved
0.697 Remote Similarity NPD5285 Approved
0.697 Remote Similarity NPD4696 Approved
0.6957 Remote Similarity NPD6409 Approved
0.6957 Remote Similarity NPD7521 Approved
0.6957 Remote Similarity NPD7146 Approved
0.6957 Remote Similarity NPD5330 Approved
0.6957 Remote Similarity NPD6684 Approved
0.6957 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6957 Remote Similarity NPD7334 Approved
0.6952 Remote Similarity NPD6650 Approved
0.6952 Remote Similarity NPD6617 Approved
0.6952 Remote Similarity NPD8130 Phase 1
0.6952 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6952 Remote Similarity NPD6847 Approved
0.6952 Remote Similarity NPD6869 Approved
0.6952 Remote Similarity NPD6649 Approved
0.6947 Remote Similarity NPD7637 Suspended
0.6939 Remote Similarity NPD5173 Approved
0.6932 Remote Similarity NPD6929 Approved
0.6923 Remote Similarity NPD6014 Approved
0.6923 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6923 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6923 Remote Similarity NPD6012 Approved
0.6923 Remote Similarity NPD6013 Approved
0.6915 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6907 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6907 Remote Similarity NPD5695 Phase 3
0.6905 Remote Similarity NPD4243 Approved
0.69 Remote Similarity NPD5223 Approved
0.6889 Remote Similarity NPD4221 Approved
0.6889 Remote Similarity NPD4223 Phase 3
0.6887 Remote Similarity NPD8297 Approved
0.6887 Remote Similarity NPD6882 Approved
0.6881 Remote Similarity NPD7328 Approved
0.6881 Remote Similarity NPD7327 Approved
0.6869 Remote Similarity NPD5696 Approved
0.6854 Remote Similarity NPD7509 Discontinued
0.6854 Remote Similarity NPD4695 Discontinued
0.6854 Remote Similarity NPD7514 Phase 3
0.6854 Remote Similarity NPD7332 Phase 2
0.6848 Remote Similarity NPD1696 Phase 3
0.6848 Remote Similarity NPD5329 Approved
0.6835 Remote Similarity NPD368 Approved
0.6832 Remote Similarity NPD5226 Approved
0.6832 Remote Similarity NPD4633 Approved
0.6832 Remote Similarity NPD5224 Approved
0.6832 Remote Similarity NPD5225 Approved
0.6818 Remote Similarity NPD7516 Approved
0.6818 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6809 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6809 Remote Similarity NPD6903 Approved
0.68 Remote Similarity NPD6648 Approved
0.6771 Remote Similarity NPD8035 Phase 2
0.6771 Remote Similarity NPD8034 Phase 2
0.6771 Remote Similarity NPD5281 Approved
0.6771 Remote Similarity NPD5284 Approved
0.6765 Remote Similarity NPD5174 Approved
0.6765 Remote Similarity NPD4754 Approved
0.6765 Remote Similarity NPD5175 Approved
0.6762 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6757 Remote Similarity NPD8294 Approved
0.6757 Remote Similarity NPD8377 Approved
0.6744 Remote Similarity NPD4784 Approved
0.6744 Remote Similarity NPD4785 Approved
0.6739 Remote Similarity NPD4197 Approved
0.6737 Remote Similarity NPD6904 Approved
0.6737 Remote Similarity NPD6673 Approved
0.6737 Remote Similarity NPD6080 Approved
0.6735 Remote Similarity NPD5210 Approved
0.6735 Remote Similarity NPD4629 Approved
0.6706 Remote Similarity NPD7150 Approved
0.6706 Remote Similarity NPD7152 Approved
0.6706 Remote Similarity NPD7151 Approved
0.6705 Remote Similarity NPD6925 Approved
0.6705 Remote Similarity NPD5776 Phase 2
0.6702 Remote Similarity NPD7524 Approved
0.6702 Remote Similarity NPD7750 Discontinued
0.6701 Remote Similarity NPD5779 Approved
0.6701 Remote Similarity NPD5778 Approved
0.67 Remote Similarity NPD5290 Discontinued
0.6696 Remote Similarity NPD8335 Approved
0.6696 Remote Similarity NPD8033 Approved
0.6696 Remote Similarity NPD8380 Approved
0.6696 Remote Similarity NPD8296 Approved
0.6696 Remote Similarity NPD8379 Approved
0.6696 Remote Similarity NPD8378 Approved
0.6667 Remote Similarity NPD6893 Approved
0.6667 Remote Similarity NPD4821 Approved
0.6667 Remote Similarity NPD6923 Approved
0.6667 Remote Similarity NPD4822 Approved
0.6667 Remote Similarity NPD6686 Approved
0.6667 Remote Similarity NPD1694 Approved
0.6667 Remote Similarity NPD4819 Approved
0.6667 Remote Similarity NPD4632 Approved
0.6667 Remote Similarity NPD4820 Approved
0.6667 Remote Similarity NPD6922 Approved
0.6635 Remote Similarity NPD4768 Approved
0.6635 Remote Similarity NPD4767 Approved
0.663 Remote Similarity NPD4788 Approved
0.6629 Remote Similarity NPD7145 Approved
0.6625 Remote Similarity NPD4191 Approved
0.6625 Remote Similarity NPD4193 Approved
0.6625 Remote Similarity NPD4194 Approved
0.6625 Remote Similarity NPD4192 Approved
0.6598 Remote Similarity NPD5693 Phase 1
0.6598 Remote Similarity NPD6411 Approved
0.6596 Remote Similarity NPD4690 Approved
0.6596 Remote Similarity NPD4138 Approved
0.6596 Remote Similarity NPD4689 Approved
0.6596 Remote Similarity NPD5279 Phase 3
0.6596 Remote Similarity NPD4688 Approved
0.6596 Remote Similarity NPD4693 Phase 3
0.6596 Remote Similarity NPD5205 Approved
0.6593 Remote Similarity NPD6898 Phase 1
0.6593 Remote Similarity NPD6902 Approved
0.6591 Remote Similarity NPD6117 Approved
0.6588 Remote Similarity NPD7143 Approved
0.6588 Remote Similarity NPD7144 Approved
0.6577 Remote Similarity NPD6335 Approved
0.6559 Remote Similarity NPD3668 Phase 3
0.6549 Remote Similarity NPD7503 Approved
0.6545 Remote Similarity NPD6274 Approved
0.6545 Remote Similarity NPD6868 Approved
0.6542 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6518 Remote Similarity NPD7101 Approved
0.6518 Remote Similarity NPD7100 Approved
0.6517 Remote Similarity NPD6116 Phase 1
0.6517 Remote Similarity NPD6932 Approved

Structure

External Identifiers

PubChem CID   24899923
ChEMBL   CHEMBL507405
ZINC  

Physicochemical Properties

Molecular Weight:  338.25
ALogP:  0.8585
MLogP:  3.22
XLogP:  3.743
# Rotatable Bonds:  12
Polar Surface Area:  77.76
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  24

Download Data

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