Natural Product: NPC35656

Natural Product ID:  NPC35656
Common Name:   Artemisinic Acid
IUPAC Name:   2-[(1R,4R,4aS,8aR)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl]prop-2-enoic acid
Synonyms:   Artemisinic Acid
Molecular Formula:   C15H22O2
Standard InCHIKey:  PLQMEXSCSAIXGB-SAXRGWBVSA-N
Standard InCHI:  InChI=1S/C15H22O2/c1-9-4-6-12-10(2)5-7-13(14(12)8-9)11(3)15(16)17/h8,10,12-14H,3-7H2,1-2H3,(H,16,17)/t10-,12+,13+,14+/m1/s1
Canonical SMILES:  CC1=C[C@H]2[C@@H](CC1)[C@H](C)CC[C@H]2C(=C)C(=O)O
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
NPO10506 Artemisia apiacea Species Asteraceae Eukaryota HerDing*
NPO26589 Artemisia annua Species Asteraceae Eukaryota HerDing*
NPO26589 Artemisia annua Species Asteraceae Eukaryota TCMSP*
NPO26589 Artemisia annua Species Asteraceae Eukaryota TM-MC*
NPO10506 Artemisia apiacea Species Asteraceae Eukaryota TM-MC*
NPO26589 Artemisia annua Species Asteraceae Eukaryota TCMID*
NPO10506 Artemisia apiacea Species Asteraceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity = 100 % 8350087
NPT2 Others Unspecified IC50 > 175000 nM 8350087
NPT2 Others Unspecified IC80 > 0.175 nM 8350087

  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 NPC35656 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
0.971 High Similarity NPC476795
0.9167 High Similarity NPC97377
0.8857 High Similarity NPC235586
0.88 High Similarity NPC271104
0.8784 High Similarity NPC198240
0.8784 High Similarity NPC179028
0.875 High Similarity NPC213223
0.8732 High Similarity NPC160817
0.8701 High Similarity NPC97913
0.8649 High Similarity NPC61952
0.863 High Similarity NPC192540
0.863 High Similarity NPC279666
0.859 High Similarity NPC164577
0.859 High Similarity NPC472865
0.8551 High Similarity NPC322035
0.8551 High Similarity NPC100719
0.8551 High Similarity NPC166791
0.8533 High Similarity NPC74410
0.8529 High Similarity NPC234767
0.8514 High Similarity NPC472305
0.8514 High Similarity NPC69143
0.8514 High Similarity NPC180886
0.8514 High Similarity NPC309399
0.8493 Intermediate Similarity NPC251970
0.8493 Intermediate Similarity NPC241854
0.8493 Intermediate Similarity NPC283908
0.8493 Intermediate Similarity NPC183503
0.8493 Intermediate Similarity NPC301065
0.8493 Intermediate Similarity NPC476046
0.8493 Intermediate Similarity NPC161923
0.8493 Intermediate Similarity NPC103958
0.8462 Intermediate Similarity NPC49019
0.8442 Intermediate Similarity NPC278459
0.8429 Intermediate Similarity NPC472875
0.84 Intermediate Similarity NPC266193
0.84 Intermediate Similarity NPC34110
0.84 Intermediate Similarity NPC107039
0.84 Intermediate Similarity NPC471897
0.84 Intermediate Similarity NPC257666
0.84 Intermediate Similarity NPC165711
0.84 Intermediate Similarity NPC471899
0.8378 Intermediate Similarity NPC39362
0.8378 Intermediate Similarity NPC472327
0.8354 Intermediate Similarity NPC19849
0.8354 Intermediate Similarity NPC248758
0.8354 Intermediate Similarity NPC472864
0.8312 Intermediate Similarity NPC472301
0.8289 Intermediate Similarity NPC169095
0.8289 Intermediate Similarity NPC471409
0.8289 Intermediate Similarity NPC275494
0.8289 Intermediate Similarity NPC62336
0.8289 Intermediate Similarity NPC321514
0.8289 Intermediate Similarity NPC280654
0.8289 Intermediate Similarity NPC260385
0.8289 Intermediate Similarity NPC59436
0.8289 Intermediate Similarity NPC239098
0.8289 Intermediate Similarity NPC110094
0.8267 Intermediate Similarity NPC7629
0.8267 Intermediate Similarity NPC89294
0.8267 Intermediate Similarity NPC151622
0.8267 Intermediate Similarity NPC76966
0.8267 Intermediate Similarity NPC186554
0.8267 Intermediate Similarity NPC263582
0.8243 Intermediate Similarity NPC237591
0.8243 Intermediate Similarity NPC3753
0.8228 Intermediate Similarity NPC297398
0.8205 Intermediate Similarity NPC471898
0.8205 Intermediate Similarity NPC477372
0.8182 Intermediate Similarity NPC477371
0.8182 Intermediate Similarity NPC327674
0.8182 Intermediate Similarity NPC199595
0.8182 Intermediate Similarity NPC16394
0.8182 Intermediate Similarity NPC231431
0.8171 Intermediate Similarity NPC72397
0.8171 Intermediate Similarity NPC48107
0.8148 Intermediate Similarity NPC472869
0.8148 Intermediate Similarity NPC186975
0.8133 Intermediate Similarity NPC476844
0.8133 Intermediate Similarity NPC476346
0.8125 Intermediate Similarity NPC165064
0.8108 Intermediate Similarity NPC56747
0.8108 Intermediate Similarity NPC109576
0.8108 Intermediate Similarity NPC180015
0.8108 Intermediate Similarity NPC130016
0.8101 Intermediate Similarity NPC302661
0.8101 Intermediate Similarity NPC238991
0.8077 Intermediate Similarity NPC104545
0.8077 Intermediate Similarity NPC37038
0.8072 Intermediate Similarity NPC262043
0.8052 Intermediate Similarity NPC80088
0.8052 Intermediate Similarity NPC253561
0.8052 Intermediate Similarity NPC207772
0.8049 Intermediate Similarity NPC236618
0.8049 Intermediate Similarity NPC136948
0.8049 Intermediate Similarity NPC476409
0.8026 Intermediate Similarity NPC19907
0.8025 Intermediate Similarity NPC474537
0.8025 Intermediate Similarity NPC29447
0.8 Intermediate Similarity NPC46610
0.8 Intermediate Similarity NPC102197
0.8 Intermediate Similarity NPC105803
0.8 Intermediate Similarity NPC18819
0.8 Intermediate Similarity NPC215893
0.7975 Intermediate Similarity NPC147066
0.7975 Intermediate Similarity NPC274050
0.7975 Intermediate Similarity NPC162632
0.7975 Intermediate Similarity NPC267691
0.7975 Intermediate Similarity NPC40228
0.7975 Intermediate Similarity NPC201912
0.7975 Intermediate Similarity NPC263272
0.7975 Intermediate Similarity NPC221647
0.7975 Intermediate Similarity NPC327002
0.7975 Intermediate Similarity NPC90055
0.7975 Intermediate Similarity NPC473420
0.7975 Intermediate Similarity NPC38350
0.7975 Intermediate Similarity NPC142244
0.7973 Intermediate Similarity NPC21944
0.7952 Intermediate Similarity NPC193843
0.7952 Intermediate Similarity NPC472870
0.7952 Intermediate Similarity NPC117122
0.7952 Intermediate Similarity NPC249889
0.7949 Intermediate Similarity NPC308038
0.7949 Intermediate Similarity NPC158846
0.7927 Intermediate Similarity NPC82979
0.7927 Intermediate Similarity NPC473226
0.7922 Intermediate Similarity NPC472300
0.7922 Intermediate Similarity NPC74995
0.7901 Intermediate Similarity NPC476038
0.7901 Intermediate Similarity NPC194937
0.7901 Intermediate Similarity NPC96095
0.7895 Intermediate Similarity NPC201027
0.7882 Intermediate Similarity NPC204341
0.7875 Intermediate Similarity NPC133391
0.7875 Intermediate Similarity NPC69101
0.7875 Intermediate Similarity NPC260956
0.7875 Intermediate Similarity NPC320514
0.7875 Intermediate Similarity NPC186276
0.7875 Intermediate Similarity NPC251779
0.7867 Intermediate Similarity NPC247586
0.7857 Intermediate Similarity NPC168131
0.7857 Intermediate Similarity NPC36668
0.7857 Intermediate Similarity NPC310236
0.7857 Intermediate Similarity NPC118011
0.7857 Intermediate Similarity NPC5509
0.7857 Intermediate Similarity NPC66344
0.7848 Intermediate Similarity NPC477057
0.7848 Intermediate Similarity NPC476809
0.7848 Intermediate Similarity NPC108955
0.7848 Intermediate Similarity NPC172013
0.7848 Intermediate Similarity NPC26139
0.7821 Intermediate Similarity NPC189485
0.7808 Intermediate Similarity NPC36616
0.7808 Intermediate Similarity NPC290445
0.7805 Intermediate Similarity NPC283733
0.7805 Intermediate Similarity NPC65661
0.7805 Intermediate Similarity NPC269638
0.7805 Intermediate Similarity NPC52628
0.7805 Intermediate Similarity NPC474680
0.7805 Intermediate Similarity NPC86316
0.7805 Intermediate Similarity NPC106416
0.7792 Intermediate Similarity NPC899
0.7792 Intermediate Similarity NPC470525
0.7791 Intermediate Similarity NPC115021
0.7791 Intermediate Similarity NPC151722
0.7778 Intermediate Similarity NPC308294
0.7778 Intermediate Similarity NPC81907
0.7778 Intermediate Similarity NPC310470
0.7778 Intermediate Similarity NPC477373
0.7778 Intermediate Similarity NPC70834
0.7778 Intermediate Similarity NPC22611
0.7778 Intermediate Similarity NPC83569
0.7778 Intermediate Similarity NPC69279
0.7778 Intermediate Similarity NPC200752
0.7778 Intermediate Similarity NPC142423
0.7765 Intermediate Similarity NPC472866
0.7763 Intermediate Similarity NPC306928
0.7763 Intermediate Similarity NPC166797
0.775 Intermediate Similarity NPC226068
0.775 Intermediate Similarity NPC14203
0.775 Intermediate Similarity NPC229584
0.775 Intermediate Similarity NPC119229
0.775 Intermediate Similarity NPC55869
0.7738 Intermediate Similarity NPC104560
0.7738 Intermediate Similarity NPC473229
0.7733 Intermediate Similarity NPC288667
0.7733 Intermediate Similarity NPC29328
0.7733 Intermediate Similarity NPC133253
0.7733 Intermediate Similarity NPC84790
0.7722 Intermediate Similarity NPC192329
0.7722 Intermediate Similarity NPC263951
0.7722 Intermediate Similarity NPC152061
0.7722 Intermediate Similarity NPC274996
0.7722 Intermediate Similarity NPC7232
0.7722 Intermediate Similarity NPC170394
0.7722 Intermediate Similarity NPC196827
0.7711 Intermediate Similarity NPC239685
0.7711 Intermediate Similarity NPC194417
0.7711 Intermediate Similarity NPC322159
0.7703 Intermediate Similarity NPC67608
0.7692 Intermediate Similarity NPC471035

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC35656 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
0.7625 Intermediate Similarity NPD4695 Discontinued
0.75 Intermediate Similarity NPD4623 Approved
0.75 Intermediate Similarity NPD4519 Discontinued
0.7439 Intermediate Similarity NPD4223 Phase 3
0.7439 Intermediate Similarity NPD4221 Approved
0.7439 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7294 Intermediate Similarity NPD5690 Phase 2
0.7283 Intermediate Similarity NPD6404 Discontinued
0.7273 Intermediate Similarity NPD7515 Phase 2
0.7273 Intermediate Similarity NPD5281 Approved
0.7273 Intermediate Similarity NPD5284 Approved
0.7262 Intermediate Similarity NPD3665 Phase 1
0.7262 Intermediate Similarity NPD3133 Approved
0.7262 Intermediate Similarity NPD3666 Approved
0.7262 Intermediate Similarity NPD4197 Approved
0.7241 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7229 Intermediate Similarity NPD3667 Approved
0.7209 Intermediate Similarity NPD3573 Approved
0.7176 Intermediate Similarity NPD5329 Approved
0.716 Intermediate Similarity NPD3617 Approved
0.7111 Intermediate Similarity NPD7748 Approved
0.7093 Intermediate Similarity NPD4694 Approved
0.7093 Intermediate Similarity NPD5280 Approved
0.7093 Intermediate Similarity NPD6684 Approved
0.7093 Intermediate Similarity NPD5205 Approved
0.7093 Intermediate Similarity NPD4693 Phase 3
0.7093 Intermediate Similarity NPD5330 Approved
0.7093 Intermediate Similarity NPD6409 Approved
0.7093 Intermediate Similarity NPD7521 Approved
0.7093 Intermediate Similarity NPD7334 Approved
0.7093 Intermediate Similarity NPD4690 Approved
0.7093 Intermediate Similarity NPD7146 Approved
0.7093 Intermediate Similarity NPD4688 Approved
0.7093 Intermediate Similarity NPD3618 Phase 1
0.7093 Intermediate Similarity NPD4689 Approved
0.7093 Intermediate Similarity NPD4138 Approved
0.7093 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7067 Intermediate Similarity NPD7331 Phase 2
0.7059 Intermediate Similarity NPD4786 Approved
0.7033 Intermediate Similarity NPD5695 Phase 3
0.7 Intermediate Similarity NPD6399 Phase 3
0.6977 Remote Similarity NPD1694 Approved
0.6957 Remote Similarity NPD7614 Phase 1
0.6933 Remote Similarity NPD7341 Phase 2
0.6932 Remote Similarity NPD6672 Approved
0.6932 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6932 Remote Similarity NPD5208 Approved
0.6932 Remote Similarity NPD6903 Approved
0.6932 Remote Similarity NPD5737 Approved
0.6923 Remote Similarity NPD4691 Approved
0.6897 Remote Similarity NPD5279 Phase 3
0.6897 Remote Similarity NPD6098 Approved
0.6889 Remote Similarity NPD6079 Approved
0.6889 Remote Similarity NPD5693 Phase 1
0.6882 Remote Similarity NPD6083 Phase 2
0.6882 Remote Similarity NPD6084 Phase 2
0.6882 Remote Similarity NPD7902 Approved
0.6867 Remote Similarity NPD4195 Approved
0.6854 Remote Similarity NPD6080 Approved
0.6854 Remote Similarity NPD4753 Phase 2
0.6854 Remote Similarity NPD6904 Approved
0.6854 Remote Similarity NPD6673 Approved
0.6854 Remote Similarity NPD5328 Approved
0.6813 Remote Similarity NPD5778 Approved
0.6813 Remote Similarity NPD5779 Approved
0.6812 Remote Similarity NPD3172 Approved
0.6809 Remote Similarity NPD5696 Approved
0.6795 Remote Similarity NPD4137 Phase 3
0.6778 Remote Similarity NPD5207 Approved
0.6778 Remote Similarity NPD5692 Phase 3
0.6714 Remote Similarity NPD4266 Approved
0.6714 Remote Similarity NPD3196 Approved
0.6714 Remote Similarity NPD3194 Approved
0.6714 Remote Similarity NPD3195 Phase 2
0.6709 Remote Similarity NPD4747 Approved
0.6706 Remote Similarity NPD4139 Approved
0.6706 Remote Similarity NPD4692 Approved
0.6703 Remote Similarity NPD5694 Approved
0.6703 Remote Similarity NPD6050 Approved
0.6667 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4629 Approved
0.6667 Remote Similarity NPD3668 Phase 3
0.6667 Remote Similarity NPD6101 Approved
0.6667 Remote Similarity NPD5210 Approved
0.6667 Remote Similarity NPD4058 Approved
0.663 Remote Similarity NPD4202 Approved
0.6627 Remote Similarity NPD4756 Discovery
0.662 Remote Similarity NPD342 Phase 1
0.6598 Remote Similarity NPD5211 Phase 2
0.6596 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6596 Remote Similarity NPD5222 Approved
0.6596 Remote Similarity NPD5221 Approved
0.6593 Remote Similarity NPD4096 Approved
0.6591 Remote Similarity NPD5363 Approved
0.6591 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6585 Remote Similarity NPD8039 Approved
0.6562 Remote Similarity NPD7639 Approved
0.6562 Remote Similarity NPD7640 Approved
0.6559 Remote Similarity NPD6001 Approved
0.6559 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6559 Remote Similarity NPD7900 Approved
0.6552 Remote Similarity NPD5362 Discontinued
0.6552 Remote Similarity NPD4788 Approved
0.6548 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6533 Remote Similarity NPD4194 Approved
0.6533 Remote Similarity NPD4193 Approved
0.6533 Remote Similarity NPD4191 Approved
0.6533 Remote Similarity NPD4192 Approved
0.6526 Remote Similarity NPD5173 Approved
0.6522 Remote Similarity NPD6411 Approved
0.6512 Remote Similarity NPD857 Phase 3
0.65 Remote Similarity NPD5697 Approved
0.6489 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6479 Remote Similarity NPD615 Clinical (unspecified phase)
0.6465 Remote Similarity NPD5141 Approved
0.6463 Remote Similarity NPD4687 Approved
0.6463 Remote Similarity NPD5733 Approved
0.6458 Remote Similarity NPD4225 Approved
0.6458 Remote Similarity NPD7638 Approved
0.6456 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6452 Remote Similarity NPD5133 Approved
0.6447 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6437 Remote Similarity NPD4269 Approved
0.6437 Remote Similarity NPD4270 Approved
0.6436 Remote Similarity NPD6011 Approved
0.6436 Remote Similarity NPD6881 Approved
0.6436 Remote Similarity NPD6899 Approved
0.6421 Remote Similarity NPD4697 Phase 3
0.6421 Remote Similarity NPD7732 Phase 3
0.642 Remote Similarity NPD5276 Approved
0.642 Remote Similarity NPD4243 Approved
0.641 Remote Similarity NPD4224 Phase 2
0.6404 Remote Similarity NPD1696 Phase 3
0.64 Remote Similarity NPD6402 Approved
0.64 Remote Similarity NPD5739 Approved
0.64 Remote Similarity NPD7128 Approved
0.64 Remote Similarity NPD6675 Approved
0.6392 Remote Similarity NPD4696 Approved
0.6392 Remote Similarity NPD5285 Approved
0.6392 Remote Similarity NPD5286 Approved
0.6383 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6374 Remote Similarity NPD4518 Approved
0.6373 Remote Similarity NPD6014 Approved
0.6373 Remote Similarity NPD6012 Approved
0.6373 Remote Similarity NPD6013 Approved
0.6364 Remote Similarity NPD7154 Phase 3
0.6354 Remote Similarity NPD4755 Approved
0.6351 Remote Similarity NPD287 Approved
0.6337 Remote Similarity NPD5701 Approved
0.6327 Remote Similarity NPD5223 Approved
0.6324 Remote Similarity NPD622 Approved
0.6316 Remote Similarity NPD368 Approved
0.6316 Remote Similarity NPD5654 Approved
0.6311 Remote Similarity NPD6883 Approved
0.6311 Remote Similarity NPD7290 Approved
0.6311 Remote Similarity NPD7102 Approved
0.631 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6286 Remote Similarity NPD29 Approved
0.6286 Remote Similarity NPD28 Approved
0.6275 Remote Similarity NPD6686 Approved
0.6275 Remote Similarity NPD7320 Approved
0.6269 Remote Similarity NPD634 Phase 3
0.6265 Remote Similarity NPD4785 Approved
0.6265 Remote Similarity NPD4784 Approved
0.6263 Remote Similarity NPD5226 Approved
0.6263 Remote Similarity NPD5225 Approved
0.6263 Remote Similarity NPD5224 Approved
0.6263 Remote Similarity NPD4633 Approved
0.6263 Remote Similarity NPD5091 Approved
0.6262 Remote Similarity NPD7115 Discovery
0.625 Remote Similarity NPD6847 Approved
0.625 Remote Similarity NPD6617 Approved
0.625 Remote Similarity NPD6649 Approved
0.625 Remote Similarity NPD8130 Phase 1
0.625 Remote Similarity NPD6869 Approved
0.625 Remote Similarity NPD6650 Approved
0.6237 Remote Similarity NPD5785 Approved
0.6237 Remote Similarity NPD1086 Approved
0.6237 Remote Similarity NPD1090 Approved
0.6237 Remote Similarity NPD1089 Approved
0.6232 Remote Similarity NPD3173 Approved
0.6224 Remote Similarity NPD2066 Phase 3
0.6224 Remote Similarity NPD4700 Approved
0.6214 Remote Similarity NPD6372 Approved
0.6214 Remote Similarity NPD6373 Approved
0.6207 Remote Similarity NPD4252 Approved
0.6207 Remote Similarity NPD4822 Approved
0.6207 Remote Similarity NPD4820 Approved
0.6207 Remote Similarity NPD4821 Approved
0.6207 Remote Similarity NPD4819 Approved
0.6207 Remote Similarity NPD5368 Approved
0.62 Remote Similarity NPD5174 Approved
0.62 Remote Similarity NPD5175 Approved
0.619 Remote Similarity NPD4190 Phase 3
0.619 Remote Similarity NPD8297 Approved
0.619 Remote Similarity NPD6882 Approved
0.619 Remote Similarity NPD7339 Approved
0.619 Remote Similarity NPD6942 Approved
0.619 Remote Similarity NPD5275 Approved
0.6186 Remote Similarity NPD5959 Approved

Structure

External Identifiers

PubChem CID   10922465
ChEMBL   CHEMBL457385
ZINC  

Physicochemical Properties

Molecular Weight:  234.16
ALogP:  1.7742
MLogP:  2.89
XLogP:  4.592
# Rotatable Bonds:  5
Polar Surface Area:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  17

Download Data

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