Natural Product: NPC67367

Natural Product ID:  NPC67367
Common Name:   Chrysanthemic Acid
IUPAC Name:   2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylic acid
Synonyms:  
Molecular Formula:   C10H16O2
Standard InCHIKey:  XLOPRKKSAJMMEW-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C10H16O2/c1-6(2)5-7-8(9(11)12)10(7,3)4/h5,7-8H,1-4H3,(H,11,12)
Canonical SMILES:  CC(=CC1C(C1(C)C)C(=O)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
NPO4617 Tanacetum cinerariifolium Species Asteraceae Eukaryota PMID[24253739]
NPO9445 Crocus sativus Species Iridaceae Eukaryota TM-MC*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Potency = 1258.9 nM PubChem BioAssay data set
NPT368 Cell Line SN12C Homo sapiens GI50 724435.96 nM PubChem BioAssay data set
NPT370 Cell Line NCI-H23 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT371 Cell Line UO-31 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT372 Cell Line HOP-92 Homo sapiens GI50 519996 nM PubChem BioAssay data set
NPT116 Cell Line HL-60 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT374 Cell Line SF-539 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT375 Cell Line Malme-3M Homo sapiens GI50 746448.76 nM PubChem BioAssay data set
NPT111 Cell Line K562 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT376 Cell Line A498 Homo sapiens GI50 23988.33 nM PubChem BioAssay data set
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT112 Cell Line MOLT-4 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT378 Cell Line NCI/ADR-RES Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT379 Cell Line HOP-62 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT380 Cell Line U-251 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT381 Cell Line OVCAR-8 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT382 Cell Line OVCAR-5 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT383 Cell Line SNB-19 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT572 Cell Line DMS-273 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT323 Cell Line SW-620 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT573 Cell Line M19-MEL Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT386 Cell Line KM12 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT455 Cell Line NCI-H522 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT574 Cell Line XF498 Homo sapiens GI50 50582.47 nM PubChem BioAssay data set
NPT388 Cell Line NCI-H322M Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT389 Cell Line RPMI-8226 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT456 Cell Line OVCAR-4 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT390 Cell Line LOX IMVI Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT168 Cell Line P388 Mus musculus GI50 749894.21 nM PubChem BioAssay data set
NPT575 Cell Line KM-20L2 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT147 Cell Line SK-MEL-2 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT391 Cell Line HCC 2998 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT81 Cell Line A549 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT392 Cell Line SNB-75 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT393 Cell Line HCT-116 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT148 Cell Line HCT-15 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT394 Cell Line EKVX Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT395 Cell Line SF-268 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT83 Cell Line MCF7 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT146 Cell Line SK-OV-3 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT576 Cell Line DMS-114 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT397 Cell Line NCI-H460 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT308 Cell Line CAKI-1 Homo sapiens GI50 642687.72 nM PubChem BioAssay data set
NPT398 Cell Line UACC-62 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT552 Cell Line P388/ADR Mus musculus GI50 487528.49 nM PubChem BioAssay data set
NPT399 Cell Line SF-295 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT458 Cell Line IGROV-1 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT403 Cell Line UACC-257 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT578 Cell Line SNB-78 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT579 Cell Line DLD-1 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT139 Cell Line HT-29 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT405 Cell Line NCI-H226 Homo sapiens GI50 74989.42 nM PubChem BioAssay data set
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT406 Cell Line RXF 393 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT407 Cell Line COLO 205 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT732 Cell Line HOP-18 Homo sapiens GI50 197242.27 nM PubChem BioAssay data set
NPT738 Cell Line SN12K1 Homo sapiens GI50 749894.21 nM PubChem BioAssay data set
NPT72 Individual Protein Solute carrier organic anion transporter family member 1B3 Homo sapiens Inhibition = 97.37 % 23571415
NPT73 Individual Protein Solute carrier organic anion transporter family member 1B1 Homo sapiens Inhibition = 83.79 % 23571415

  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 NPC67367 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
0.8727 High Similarity NPC252860
0.8148 Intermediate Similarity NPC48162
0.7778 Intermediate Similarity NPC62755
0.7679 Intermediate Similarity NPC216407
0.7547 Intermediate Similarity NPC117572
0.75 Intermediate Similarity NPC329819
0.7368 Intermediate Similarity NPC170167
0.7302 Intermediate Similarity NPC322457
0.7273 Intermediate Similarity NPC91495
0.7206 Intermediate Similarity NPC160817
0.7193 Intermediate Similarity NPC244452
0.7188 Intermediate Similarity NPC234767
0.7143 Intermediate Similarity NPC472327
0.7143 Intermediate Similarity NPC149821
0.7143 Intermediate Similarity NPC5413
0.7091 Intermediate Similarity NPC42304
0.7018 Intermediate Similarity NPC289388
0.7018 Intermediate Similarity NPC59051
0.7015 Intermediate Similarity NPC53302
0.7 Intermediate Similarity NPC183503
0.7 Intermediate Similarity NPC301065
0.7 Intermediate Similarity NPC3753
0.7 Intermediate Similarity NPC477984
0.7 Intermediate Similarity NPC237591
0.7 Intermediate Similarity NPC251970
0.7 Intermediate Similarity NPC283908
0.7 Intermediate Similarity NPC103958
0.7 Intermediate Similarity NPC161923
0.7 Intermediate Similarity NPC241854
0.7 Intermediate Similarity NPC476046
0.6986 Remote Similarity NPC158846
0.6964 Remote Similarity NPC207292
0.6901 Remote Similarity NPC192540
0.6901 Remote Similarity NPC476844
0.6901 Remote Similarity NPC476795
0.6901 Remote Similarity NPC279666
0.6897 Remote Similarity NPC178586
0.6897 Remote Similarity NPC28205
0.6875 Remote Similarity NPC125312
0.6875 Remote Similarity NPC174560
0.6866 Remote Similarity NPC60120
0.6852 Remote Similarity NPC270796
0.6833 Remote Similarity NPC474127
0.6806 Remote Similarity NPC309399
0.6806 Remote Similarity NPC180886
0.6806 Remote Similarity NPC69143
0.678 Remote Similarity NPC92114
0.678 Remote Similarity NPC151919
0.678 Remote Similarity NPC281245
0.6774 Remote Similarity NPC165808
0.6765 Remote Similarity NPC476614
0.6761 Remote Similarity NPC213223
0.6721 Remote Similarity NPC46151
0.6716 Remote Similarity NPC308294
0.6716 Remote Similarity NPC142423
0.6716 Remote Similarity NPC322035
0.6716 Remote Similarity NPC166791
0.6716 Remote Similarity NPC100719
0.6712 Remote Similarity NPC107039
0.6712 Remote Similarity NPC61952
0.6712 Remote Similarity NPC471899
0.6712 Remote Similarity NPC97377
0.6712 Remote Similarity NPC165711
0.6712 Remote Similarity NPC471897
0.6667 Remote Similarity NPC471619
0.6667 Remote Similarity NPC166018
0.6667 Remote Similarity NPC169056
0.6667 Remote Similarity NPC321062
0.6667 Remote Similarity NPC294548
0.6667 Remote Similarity NPC225665
0.6667 Remote Similarity NPC139029
0.6667 Remote Similarity NPC1813
0.6667 Remote Similarity NPC36061
0.6667 Remote Similarity NPC70387
0.6622 Remote Similarity NPC110094
0.6622 Remote Similarity NPC179028
0.6622 Remote Similarity NPC280654
0.6622 Remote Similarity NPC74410
0.6622 Remote Similarity NPC260385
0.6622 Remote Similarity NPC198240
0.6622 Remote Similarity NPC239098
0.6622 Remote Similarity NPC321514
0.6622 Remote Similarity NPC169095
0.6622 Remote Similarity NPC59436
0.662 Remote Similarity NPC35656
0.6618 Remote Similarity NPC472875
0.6613 Remote Similarity NPC473936
0.6613 Remote Similarity NPC327388
0.6613 Remote Similarity NPC141699
0.661 Remote Similarity NPC148056
0.661 Remote Similarity NPC284212
0.6607 Remote Similarity NPC165651
0.6607 Remote Similarity NPC210560
0.6607 Remote Similarity NPC24824
0.6575 Remote Similarity NPC89294
0.6571 Remote Similarity NPC67183
0.6571 Remote Similarity NPC318766
0.6562 Remote Similarity NPC38455
0.6557 Remote Similarity NPC261831
0.6557 Remote Similarity NPC85813
0.6557 Remote Similarity NPC87394
0.6557 Remote Similarity NPC290563
0.6557 Remote Similarity NPC6095
0.6557 Remote Similarity NPC88966
0.6557 Remote Similarity NPC281972
0.6557 Remote Similarity NPC424
0.6557 Remote Similarity NPC32467
0.6557 Remote Similarity NPC154245
0.6557 Remote Similarity NPC322461
0.6557 Remote Similarity NPC95581
0.6557 Remote Similarity NPC25417
0.6557 Remote Similarity NPC87564
0.6552 Remote Similarity NPC234597
0.6545 Remote Similarity NPC106819
0.6538 Remote Similarity NPC472326
0.6538 Remote Similarity NPC194937
0.6538 Remote Similarity NPC476038
0.6533 Remote Similarity NPC16394
0.6533 Remote Similarity NPC477371
0.6533 Remote Similarity NPC196827
0.6533 Remote Similarity NPC327674
0.6533 Remote Similarity NPC274996
0.6533 Remote Similarity NPC231431
0.6533 Remote Similarity NPC199595
0.6528 Remote Similarity NPC472966
0.6528 Remote Similarity NPC168975
0.6528 Remote Similarity NPC75485
0.6522 Remote Similarity NPC290445
0.6522 Remote Similarity NPC36616
0.6508 Remote Similarity NPC323597
0.6508 Remote Similarity NPC211752
0.6508 Remote Similarity NPC323498
0.65 Remote Similarity NPC303765
0.65 Remote Similarity NPC129458
0.6491 Remote Similarity NPC195246
0.6491 Remote Similarity NPC22098
0.6491 Remote Similarity NPC276009
0.6481 Remote Similarity NPC188596
0.6479 Remote Similarity NPC67076
0.6479 Remote Similarity NPC474884
0.6479 Remote Similarity NPC126061
0.6479 Remote Similarity NPC288667
0.6479 Remote Similarity NPC21944
0.6479 Remote Similarity NPC319163
0.6479 Remote Similarity NPC133253
0.6479 Remote Similarity NPC29328
0.6471 Remote Similarity NPC197089
0.6456 Remote Similarity NPC283733
0.6452 Remote Similarity NPC274290
0.6452 Remote Similarity NPC473863
0.6447 Remote Similarity NPC37038
0.6447 Remote Similarity NPC104545
0.6441 Remote Similarity NPC329773
0.6441 Remote Similarity NPC27264
0.6438 Remote Similarity NPC329852
0.6438 Remote Similarity NPC201027
0.6429 Remote Similarity NPC6963
0.6429 Remote Similarity NPC304079
0.6429 Remote Similarity NPC136473
0.6429 Remote Similarity NPC67608
0.6418 Remote Similarity NPC34883
0.6415 Remote Similarity NPC3531
0.6406 Remote Similarity NPC311852
0.64 Remote Similarity NPC253749
0.6393 Remote Similarity NPC225066
0.6393 Remote Similarity NPC10081
0.6389 Remote Similarity NPC470237
0.6389 Remote Similarity NPC56747
0.6389 Remote Similarity NPC186042
0.6389 Remote Similarity NPC130016
0.6389 Remote Similarity NPC180015
0.6389 Remote Similarity NPC321017
0.6389 Remote Similarity NPC109576
0.6377 Remote Similarity NPC106613
0.6377 Remote Similarity NPC476626
0.6375 Remote Similarity NPC186975
0.6364 Remote Similarity NPC38350
0.6364 Remote Similarity NPC327002
0.6364 Remote Similarity NPC274050
0.6364 Remote Similarity NPC40228
0.6364 Remote Similarity NPC142244
0.6364 Remote Similarity NPC473420
0.6364 Remote Similarity NPC147066
0.6364 Remote Similarity NPC278459
0.6364 Remote Similarity NPC471898
0.6364 Remote Similarity NPC221647
0.6364 Remote Similarity NPC201912
0.6364 Remote Similarity NPC477372
0.6364 Remote Similarity NPC90055
0.6364 Remote Similarity NPC267691
0.6364 Remote Similarity NPC260573
0.6364 Remote Similarity NPC14203
0.6364 Remote Similarity NPC263272
0.6364 Remote Similarity NPC162632
0.6364 Remote Similarity NPC229584
0.6351 Remote Similarity NPC20466
0.6351 Remote Similarity NPC61863
0.6349 Remote Similarity NPC179764
0.6349 Remote Similarity NPC325977
0.6349 Remote Similarity NPC477201

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC67367 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
0.7547 Intermediate Similarity NPD4222 Approved
0.7143 Intermediate Similarity NPD3173 Approved
0.6909 Remote Similarity NPD39 Approved
0.6852 Remote Similarity NPD5326 Phase 3
0.6667 Remote Similarity NPD3172 Approved
0.6607 Remote Similarity NPD3174 Discontinued
0.6557 Remote Similarity NPD3195 Phase 2
0.6557 Remote Similarity NPD3196 Approved
0.6557 Remote Similarity NPD4266 Approved
0.6557 Remote Similarity NPD3194 Approved
0.6415 Remote Similarity NPD77 Approved
0.6415 Remote Similarity NPD9450 Approved
0.64 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6379 Remote Similarity NPD5343 Approved
0.6364 Remote Similarity NPD857 Phase 3
0.6119 Remote Similarity NPD4193 Approved
0.6119 Remote Similarity NPD4192 Approved
0.6119 Remote Similarity NPD4191 Approved
0.6119 Remote Similarity NPD4194 Approved
0.6102 Remote Similarity NPD622 Approved
0.6076 Remote Similarity NPD5209 Approved
0.6066 Remote Similarity NPD29 Approved
0.6066 Remote Similarity NPD6927 Phase 3
0.6066 Remote Similarity NPD28 Approved
0.6 Remote Similarity NPD4220 Pre-registration
0.6 Remote Similarity NPD7331 Phase 2
0.6 Remote Similarity NPD9635 Discontinued
0.5974 Remote Similarity NPD4268 Approved
0.5974 Remote Similarity NPD4271 Approved
0.597 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5965 Remote Similarity NPD9411 Phase 1
0.5909 Remote Similarity NPD6109 Phase 1
0.5909 Remote Similarity NPD287 Approved
0.5862 Remote Similarity NPD6096 Approved
0.5862 Remote Similarity NPD6097 Approved
0.5823 Remote Similarity NPD4695 Discontinued
0.5823 Remote Similarity NPD4820 Approved
0.5823 Remote Similarity NPD5368 Approved
0.5823 Remote Similarity NPD4819 Approved
0.5823 Remote Similarity NPD4821 Approved
0.5823 Remote Similarity NPD4252 Approved
0.5823 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5823 Remote Similarity NPD4822 Approved
0.5818 Remote Similarity NPD5783 Phase 3
0.5802 Remote Similarity NPD5331 Approved
0.5802 Remote Similarity NPD5362 Discontinued
0.5802 Remote Similarity NPD5332 Approved
0.5789 Remote Similarity NPD8039 Approved
0.5763 Remote Similarity NPD4265 Approved
0.5763 Remote Similarity NPD634 Phase 3
0.575 Remote Similarity NPD4790 Discontinued
0.575 Remote Similarity NPD5369 Approved
0.5732 Remote Similarity NPD5766 Clinical (unspecified phase)
0.5714 Remote Similarity NPD3197 Phase 1
0.5714 Remote Similarity NPD3186 Phase 1
0.5692 Remote Similarity NPD342 Phase 1
0.5679 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5679 Remote Similarity NPD4269 Approved
0.5679 Remote Similarity NPD6435 Approved
0.5679 Remote Similarity NPD4221 Approved
0.5679 Remote Similarity NPD4270 Approved
0.5679 Remote Similarity NPD3667 Approved
0.5679 Remote Similarity NPD4223 Phase 3
0.566 Remote Similarity NPD9447 Approved
0.5652 Remote Similarity NPD368 Approved
0.5634 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5634 Remote Similarity NPD7341 Phase 2
0.5632 Remote Similarity NPD5284 Approved
0.5632 Remote Similarity NPD7515 Phase 2
0.5632 Remote Similarity NPD5281 Approved
0.5632 Remote Similarity NPD6411 Approved
0.561 Remote Similarity NPD7154 Phase 3

Structure

External Identifiers

PubChem CID   2743
ChEMBL   CHEMBL1437285
ZINC  

Physicochemical Properties

Molecular Weight:  168.12
ALogP:  1.955
MLogP:  2.34
XLogP:  2.533
# Rotatable Bonds:  7
Polar Surface Area:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  12

Download Data

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