Natural Product: NPC213223

Natural Product ID:  NPC213223
Common Name:   3,5,11(13)-Trieneudesma-12-Oic Acid
IUPAC Name:   2-[(2R,4aR)-4a,8-dimethyl-3,4,5,6-tetrahydro-2H-naphthalen-2-yl]prop-2-enoic acid
Synonyms:  
Molecular Formula:   C15H20O2
Standard InCHIKey:  PPPHDQNXPNUKNK-IUODEOHRSA-N
Standard InCHI:  InChI=1S/C15H20O2/c1-10-5-4-7-15(3)8-6-12(9-13(10)15)11(2)14(16)17/h5,9,12H,2,4,6-8H2,1,3H3,(H,16,17)/t12-,15-/m1/s1
Canonical SMILES:  OC(=O)C(=C)[C@@H]1CC[C@@]2(C(=C1)C(=CCC2)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
NPO4410 Laggera alata Species Asteraceae Eukaryota PMID[12932128]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens IC50 > 100000 nM 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 NPC213223 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
0.9028 High Similarity NPC476795
0.8889 High Similarity NPC301065
0.8784 High Similarity NPC97377
0.875 High Similarity NPC35656
0.8649 High Similarity NPC309399
0.8421 Intermediate Similarity NPC169095
0.8421 Intermediate Similarity NPC74410
0.8421 Intermediate Similarity NPC198240
0.8378 Intermediate Similarity NPC3753
0.8378 Intermediate Similarity NPC237591
0.8356 Intermediate Similarity NPC160817
0.8354 Intermediate Similarity NPC49019
0.8293 Intermediate Similarity NPC72397
0.8289 Intermediate Similarity NPC61952
0.8267 Intermediate Similarity NPC476844
0.8219 Intermediate Similarity NPC235586
0.8205 Intermediate Similarity NPC271104
0.8182 Intermediate Similarity NPC179028
0.8182 Intermediate Similarity NPC189485
0.8169 Intermediate Similarity NPC142423
0.8169 Intermediate Similarity NPC308294
0.8158 Intermediate Similarity NPC180886
0.8133 Intermediate Similarity NPC241854
0.8133 Intermediate Similarity NPC306928
0.8133 Intermediate Similarity NPC161923
0.8133 Intermediate Similarity NPC183503
0.8133 Intermediate Similarity NPC283908
0.8133 Intermediate Similarity NPC251970
0.8133 Intermediate Similarity NPC103958
0.8133 Intermediate Similarity NPC476046
0.8125 Intermediate Similarity NPC97913
0.8125 Intermediate Similarity NPC310470
0.8125 Intermediate Similarity NPC102197
0.8108 Intermediate Similarity NPC288667
0.8077 Intermediate Similarity NPC274996
0.8077 Intermediate Similarity NPC196827
0.8056 Intermediate Similarity NPC472875
0.8052 Intermediate Similarity NPC165711
0.8049 Intermediate Similarity NPC239685
0.8026 Intermediate Similarity NPC279666
0.8026 Intermediate Similarity NPC192540
0.8026 Intermediate Similarity NPC472327
0.8025 Intermediate Similarity NPC472865
0.8025 Intermediate Similarity NPC164577
0.8 Intermediate Similarity NPC204341
0.7949 Intermediate Similarity NPC62336
0.7949 Intermediate Similarity NPC239098
0.7949 Intermediate Similarity NPC59436
0.7922 Intermediate Similarity NPC263582
0.7922 Intermediate Similarity NPC470525
0.7922 Intermediate Similarity NPC69143
0.7922 Intermediate Similarity NPC899
0.7917 Intermediate Similarity NPC100719
0.7917 Intermediate Similarity NPC166791
0.7917 Intermediate Similarity NPC322035
0.7901 Intermediate Similarity NPC83569
0.7901 Intermediate Similarity NPC69279
0.7875 Intermediate Similarity NPC142244
0.7875 Intermediate Similarity NPC278459
0.7867 Intermediate Similarity NPC21944
0.7821 Intermediate Similarity NPC257666
0.7821 Intermediate Similarity NPC471897
0.7821 Intermediate Similarity NPC107039
0.7821 Intermediate Similarity NPC266193
0.7821 Intermediate Similarity NPC471899
0.7805 Intermediate Similarity NPC472864
0.7805 Intermediate Similarity NPC87552
0.7805 Intermediate Similarity NPC19849
0.7805 Intermediate Similarity NPC248758
0.7792 Intermediate Similarity NPC476346
0.7792 Intermediate Similarity NPC39362
0.7778 Intermediate Similarity NPC296367
0.7778 Intermediate Similarity NPC302661
0.7778 Intermediate Similarity NPC238991
0.7765 Intermediate Similarity NPC36668
0.7765 Intermediate Similarity NPC118011
0.7763 Intermediate Similarity NPC109576
0.7763 Intermediate Similarity NPC180015
0.7763 Intermediate Similarity NPC247586
0.7763 Intermediate Similarity NPC56747
0.7763 Intermediate Similarity NPC130016
0.775 Intermediate Similarity NPC26139
0.7738 Intermediate Similarity NPC476409
0.7722 Intermediate Similarity NPC471409
0.7722 Intermediate Similarity NPC321514
0.7722 Intermediate Similarity NPC4827
0.7722 Intermediate Similarity NPC280654
0.7722 Intermediate Similarity NPC275494
0.7722 Intermediate Similarity NPC260385
0.7722 Intermediate Similarity NPC110094
0.7722 Intermediate Similarity NPC475994
0.7711 Intermediate Similarity NPC474537
0.7692 Intermediate Similarity NPC19907
0.7692 Intermediate Similarity NPC89294
0.7692 Intermediate Similarity NPC110725
0.7683 Intermediate Similarity NPC70834
0.7662 Intermediate Similarity NPC18819
0.7662 Intermediate Similarity NPC46610
0.7654 Intermediate Similarity NPC225515
0.7654 Intermediate Similarity NPC40228
0.7654 Intermediate Similarity NPC201912
0.7654 Intermediate Similarity NPC471898
0.7654 Intermediate Similarity NPC90055
0.7654 Intermediate Similarity NPC477372
0.7654 Intermediate Similarity NPC6663
0.7654 Intermediate Similarity NPC38350
0.7654 Intermediate Similarity NPC470298
0.7647 Intermediate Similarity NPC24816
0.7647 Intermediate Similarity NPC48107
0.7639 Intermediate Similarity NPC234767
0.7632 Intermediate Similarity NPC84790
0.7632 Intermediate Similarity NPC133253
0.7625 Intermediate Similarity NPC231431
0.7625 Intermediate Similarity NPC27817
0.7625 Intermediate Similarity NPC7232
0.7625 Intermediate Similarity NPC308038
0.7625 Intermediate Similarity NPC19900
0.7625 Intermediate Similarity NPC16394
0.7625 Intermediate Similarity NPC199595
0.7625 Intermediate Similarity NPC327674
0.7625 Intermediate Similarity NPC477371
0.7619 Intermediate Similarity NPC472869
0.7619 Intermediate Similarity NPC186975
0.76 Intermediate Similarity NPC67608
0.7595 Intermediate Similarity NPC74995
0.759 Intermediate Similarity NPC165064
0.7586 Intermediate Similarity NPC473986
0.7586 Intermediate Similarity NPC474018
0.7568 Intermediate Similarity NPC254886
0.7564 Intermediate Similarity NPC166018
0.7564 Intermediate Similarity NPC225665
0.7564 Intermediate Similarity NPC169056
0.7561 Intermediate Similarity NPC469799
0.7561 Intermediate Similarity NPC3511
0.7561 Intermediate Similarity NPC469806
0.7561 Intermediate Similarity NPC38796
0.7561 Intermediate Similarity NPC158411
0.7561 Intermediate Similarity NPC142253
0.7561 Intermediate Similarity NPC320514
0.7561 Intermediate Similarity NPC260956
0.7558 Intermediate Similarity NPC262043
0.7532 Intermediate Similarity NPC472813
0.7531 Intermediate Similarity NPC45495
0.7531 Intermediate Similarity NPC104545
0.7531 Intermediate Similarity NPC37038
0.7531 Intermediate Similarity NPC108955
0.7529 Intermediate Similarity NPC236618
0.7529 Intermediate Similarity NPC136948
0.7528 Intermediate Similarity NPC171395
0.75 Intermediate Similarity NPC247783
0.75 Intermediate Similarity NPC269543
0.75 Intermediate Similarity NPC52628
0.75 Intermediate Similarity NPC15807
0.75 Intermediate Similarity NPC29447
0.75 Intermediate Similarity NPC86316
0.75 Intermediate Similarity NPC106416
0.75 Intermediate Similarity NPC65661
0.7473 Intermediate Similarity NPC235464
0.7473 Intermediate Similarity NPC166745
0.747 Intermediate Similarity NPC3856
0.747 Intermediate Similarity NPC312480
0.747 Intermediate Similarity NPC105803
0.747 Intermediate Similarity NPC470015
0.747 Intermediate Similarity NPC168188
0.747 Intermediate Similarity NPC279639
0.747 Intermediate Similarity NPC215893
0.7468 Intermediate Similarity NPC151622
0.7468 Intermediate Similarity NPC7629
0.7468 Intermediate Similarity NPC472305
0.7468 Intermediate Similarity NPC40353
0.7467 Intermediate Similarity NPC36616
0.7467 Intermediate Similarity NPC290445
0.7442 Intermediate Similarity NPC249889
0.7442 Intermediate Similarity NPC193843
0.7442 Intermediate Similarity NPC104560
0.7442 Intermediate Similarity NPC472870
0.7442 Intermediate Similarity NPC117122
0.7439 Intermediate Similarity NPC121984
0.7439 Intermediate Similarity NPC116797
0.7439 Intermediate Similarity NPC263272
0.7439 Intermediate Similarity NPC221647
0.7439 Intermediate Similarity NPC229584
0.7439 Intermediate Similarity NPC274050
0.7439 Intermediate Similarity NPC162632
0.7439 Intermediate Similarity NPC327002
0.7439 Intermediate Similarity NPC147066
0.7439 Intermediate Similarity NPC267691
0.7439 Intermediate Similarity NPC473420
0.7439 Intermediate Similarity NPC55869
0.7439 Intermediate Similarity NPC14203
0.7436 Intermediate Similarity NPC166797
0.7416 Intermediate Similarity NPC469406
0.7412 Intermediate Similarity NPC473226
0.7412 Intermediate Similarity NPC82979
0.7412 Intermediate Similarity NPC472974
0.7407 Intermediate Similarity NPC152061
0.7407 Intermediate Similarity NPC472490
0.7407 Intermediate Similarity NPC158846
0.7403 Intermediate Similarity NPC29328
0.7397 Intermediate Similarity NPC150162

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC213223 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
0.7391 Intermediate Similarity NPD6404 Discontinued
0.7386 Intermediate Similarity NPD5281 Approved
0.7386 Intermediate Similarity NPD5284 Approved
0.7361 Intermediate Similarity NPD4194 Approved
0.7361 Intermediate Similarity NPD4192 Approved
0.7361 Intermediate Similarity NPD4193 Approved
0.7361 Intermediate Similarity NPD4191 Approved
0.7356 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7342 Intermediate Similarity NPD8039 Approved
0.7317 Intermediate Similarity NPD4695 Discontinued
0.7209 Intermediate Similarity NPD5279 Phase 3
0.7209 Intermediate Similarity NPD5280 Approved
0.7209 Intermediate Similarity NPD4694 Approved
0.7143 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD4519 Discontinued
0.7011 Intermediate Similarity NPD5690 Phase 2
0.7011 Intermediate Similarity NPD4623 Approved
0.7 Intermediate Similarity NPD6411 Approved
0.6974 Remote Similarity NPD7331 Phase 2
0.6962 Remote Similarity NPD5276 Approved
0.6951 Remote Similarity NPD4756 Discovery
0.6941 Remote Similarity NPD4223 Phase 3
0.6941 Remote Similarity NPD4221 Approved
0.6923 Remote Similarity NPD5778 Approved
0.6923 Remote Similarity NPD5779 Approved
0.6889 Remote Similarity NPD5692 Phase 3
0.6889 Remote Similarity NPD5207 Approved
0.6889 Remote Similarity NPD4096 Approved
0.6854 Remote Similarity NPD4518 Approved
0.6813 Remote Similarity NPD6050 Approved
0.6813 Remote Similarity NPD7515 Phase 2
0.6813 Remote Similarity NPD5694 Approved
0.679 Remote Similarity NPD4687 Approved
0.679 Remote Similarity NPD4058 Approved
0.679 Remote Similarity NPD5733 Approved
0.6782 Remote Similarity NPD3665 Phase 1
0.6782 Remote Similarity NPD3666 Approved
0.6782 Remote Similarity NPD3133 Approved
0.6782 Remote Similarity NPD4197 Approved
0.6778 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6778 Remote Similarity NPD6101 Approved
0.6774 Remote Similarity NPD5695 Phase 3
0.6744 Remote Similarity NPD3667 Approved
0.6742 Remote Similarity NPD3573 Approved
0.6714 Remote Similarity NPD3172 Approved
0.6707 Remote Similarity NPD8264 Approved
0.6706 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6705 Remote Similarity NPD5329 Approved
0.6705 Remote Similarity NPD1696 Phase 3
0.6702 Remote Similarity NPD7614 Phase 1
0.6667 Remote Similarity NPD7748 Approved
0.6667 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3617 Approved
0.6629 Remote Similarity NPD7521 Approved
0.6629 Remote Similarity NPD4138 Approved
0.6629 Remote Similarity NPD5205 Approved
0.6629 Remote Similarity NPD3618 Phase 1
0.6629 Remote Similarity NPD4689 Approved
0.6629 Remote Similarity NPD6409 Approved
0.6629 Remote Similarity NPD6684 Approved
0.6629 Remote Similarity NPD4693 Phase 3
0.6629 Remote Similarity NPD7146 Approved
0.6629 Remote Similarity NPD4690 Approved
0.6629 Remote Similarity NPD4688 Approved
0.6629 Remote Similarity NPD7334 Approved
0.6629 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6629 Remote Similarity NPD5330 Approved
0.6625 Remote Similarity NPD4691 Approved
0.6623 Remote Similarity NPD7341 Phase 2
0.662 Remote Similarity NPD3196 Approved
0.662 Remote Similarity NPD3194 Approved
0.662 Remote Similarity NPD3195 Phase 2
0.662 Remote Similarity NPD4266 Approved
0.6591 Remote Similarity NPD4786 Approved
0.6559 Remote Similarity NPD5133 Approved
0.6559 Remote Similarity NPD6399 Phase 3
0.6517 Remote Similarity NPD1694 Approved
0.65 Remote Similarity NPD4137 Phase 3
0.6484 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6484 Remote Similarity NPD6903 Approved
0.6484 Remote Similarity NPD5208 Approved
0.6484 Remote Similarity NPD6672 Approved
0.6484 Remote Similarity NPD5737 Approved
0.6471 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6458 Remote Similarity NPD7902 Approved
0.6458 Remote Similarity NPD6084 Phase 2
0.6458 Remote Similarity NPD6083 Phase 2
0.6452 Remote Similarity NPD5693 Phase 1
0.6452 Remote Similarity NPD6079 Approved
0.6444 Remote Similarity NPD6098 Approved
0.6437 Remote Similarity NPD857 Phase 3
0.6437 Remote Similarity NPD4139 Approved
0.6437 Remote Similarity NPD4692 Approved
0.6421 Remote Similarity NPD5654 Approved
0.642 Remote Similarity NPD4747 Approved
0.6413 Remote Similarity NPD5328 Approved
0.6413 Remote Similarity NPD6673 Approved
0.6413 Remote Similarity NPD6904 Approved
0.6413 Remote Similarity NPD6080 Approved
0.6413 Remote Similarity NPD4753 Phase 2
0.6395 Remote Similarity NPD4195 Approved
0.6392 Remote Similarity NPD5696 Approved
0.6364 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6344 Remote Similarity NPD5785 Approved
0.6333 Remote Similarity NPD5363 Approved
0.6316 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6292 Remote Similarity NPD7154 Phase 3
0.6292 Remote Similarity NPD5362 Discontinued
0.6292 Remote Similarity NPD3527 Clinical (unspecified phase)
0.6289 Remote Similarity NPD5959 Approved
0.6282 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6277 Remote Similarity NPD7637 Suspended
0.6267 Remote Similarity NPD287 Approved
0.625 Remote Similarity NPD5210 Approved
0.625 Remote Similarity NPD4629 Approved
0.6232 Remote Similarity NPD622 Approved
0.6224 Remote Similarity NPD4225 Approved
0.6222 Remote Similarity NPD3668 Phase 3
0.6216 Remote Similarity NPD4219 Approved
0.6211 Remote Similarity NPD1088 Approved
0.6211 Remote Similarity NPD4202 Approved
0.62 Remote Similarity NPD5211 Phase 2
0.6197 Remote Similarity NPD29 Approved
0.6197 Remote Similarity NPD28 Approved
0.6186 Remote Similarity NPD7732 Phase 3
0.6186 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6186 Remote Similarity NPD5221 Approved
0.6186 Remote Similarity NPD5222 Approved
0.618 Remote Similarity NPD4270 Approved
0.618 Remote Similarity NPD4269 Approved
0.6176 Remote Similarity NPD634 Phase 3
0.6173 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6162 Remote Similarity NPD7639 Approved
0.6162 Remote Similarity NPD7640 Approved
0.6154 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6146 Remote Similarity NPD6001 Approved
0.6146 Remote Similarity NPD7900 Approved
0.6146 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6143 Remote Similarity NPD3173 Approved
0.6122 Remote Similarity NPD5173 Approved
0.6117 Remote Similarity NPD5697 Approved
0.6111 Remote Similarity NPD4788 Approved
0.6105 Remote Similarity NPD7983 Approved
0.6104 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6082 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6082 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6081 Remote Similarity NPD342 Phase 1
0.6078 Remote Similarity NPD5141 Approved
0.6064 Remote Similarity NPD5347 Phase 2
0.6064 Remote Similarity NPD800 Approved
0.6064 Remote Similarity NPD5346 Phase 2
0.6061 Remote Similarity NPD7638 Approved
0.6058 Remote Similarity NPD6881 Approved
0.6058 Remote Similarity NPD6899 Approved
0.6058 Remote Similarity NPD6686 Approved
0.6058 Remote Similarity NPD6011 Approved
0.6044 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6023 Remote Similarity NPD6929 Approved
0.602 Remote Similarity NPD7839 Suspended
0.602 Remote Similarity NPD4697 Phase 3
0.6019 Remote Similarity NPD5739 Approved
0.6019 Remote Similarity NPD6402 Approved
0.6019 Remote Similarity NPD6675 Approved
0.6019 Remote Similarity NPD7128 Approved
0.6 Remote Similarity NPD4696 Approved
0.6 Remote Similarity NPD6014 Approved
0.6 Remote Similarity NPD5285 Approved
0.6 Remote Similarity NPD6698 Approved
0.6 Remote Similarity NPD2066 Phase 3
0.6 Remote Similarity NPD1089 Approved
0.6 Remote Similarity NPD1090 Approved
0.6 Remote Similarity NPD6926 Approved
0.6 Remote Similarity NPD5209 Approved
0.6 Remote Similarity NPD5286 Approved
0.6 Remote Similarity NPD6013 Approved
0.6 Remote Similarity NPD1086 Approved
0.6 Remote Similarity NPD6924 Approved
0.6 Remote Similarity NPD6012 Approved
0.6 Remote Similarity NPD46 Approved
0.5977 Remote Similarity NPD5776 Phase 2
0.5977 Remote Similarity NPD6925 Approved
0.5963 Remote Similarity NPD5951 Approved
0.5962 Remote Similarity NPD5701 Approved
0.596 Remote Similarity NPD4755 Approved
0.5955 Remote Similarity NPD6930 Phase 2
0.5955 Remote Similarity NPD4822 Approved
0.5955 Remote Similarity NPD6931 Approved
0.5955 Remote Similarity NPD5368 Approved
0.5955 Remote Similarity NPD4820 Approved
0.5955 Remote Similarity NPD4821 Approved
0.5955 Remote Similarity NPD4819 Approved
0.5955 Remote Similarity NPD4252 Approved
0.5952 Remote Similarity NPD4243 Approved
0.5943 Remote Similarity NPD7290 Approved
0.5943 Remote Similarity NPD6883 Approved
0.5943 Remote Similarity NPD7102 Approved
0.5941 Remote Similarity NPD5223 Approved
0.5934 Remote Similarity NPD5332 Approved
0.5934 Remote Similarity NPD5331 Approved
0.5926 Remote Similarity NPD4224 Phase 2

Structure

External Identifiers

PubChem CID   10353893
ChEMBL   CHEMBL452766
ZINC  

Physicochemical Properties

Molecular Weight:  232.15
ALogP:  2.3324
MLogP:  2.89
XLogP:  4.271
# Rotatable Bonds:  5
Polar Surface Area:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  17

Download Data

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