Natural Product: NPC285371

Natural Product ID:  NPC285371
Common Name:   Aristolone
IUPAC Name:   (1aR,7R,7aR,7bS)-1,1,7,7a-tetramethyl-1a,4,5,6,7,7b-hexahydrocyclopropa[a]naphthalen-2-one
Synonyms:   Aristolone
Molecular Formula:   C15H22O
Standard InCHIKey:  UGVIZCBJCSXBCJ-JWFUOXDNSA-N
Standard InCHI:  InChI=1S/C15H22O/c1-9-6-5-7-10-8-11(16)12-13(14(12,2)3)15(9,10)4/h8-9,12-13H,5-7H2,1-4H3/t9-,12-,13+,15+/m1/s1
Canonical SMILES:  O=C1C=C2CCC[C@H]([C@@]2([C@H]2[C@@H]1C2(C)C)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
NPO24758 Angelica dahurica Species Apiaceae Eukaryota TCMSP*
NPO12028 Acori tataninowii rhizoma NA NA NA TCMSP*
NPO12588 Cornus officinalis Species Cornaceae Eukaryota TCMSP*
NPO29610 Aristolochiae fructus NA NA NA TCMSP*
NPO29463 Pogostemon cablin Species Lamiaceae Eukaryota TCMSP*
NPO1753 Schisandrae chinensis fructus NA NA NA TCMSP*
NPO25682 Acorus calamus Species Acoraceae Eukaryota TM-MC*
NPO5681 Acorus gramineus Species Acoraceae Eukaryota TM-MC*
NPO8666 Acorus tatarinowii Species Acoraceae Eukaryota TM-MC*
NPO22796 Cyperus rotundus Species Cyperaceae Eukaryota TM-MC*
NPO163 Daucus carota Species Apiaceae Eukaryota TM-MC*
NPO14108 Nardostachys jatamansi Species Caprifoliaceae Eukaryota TM-MC*
NPO33499 porella cordeana Species Porellaceae Eukaryota PMID[8350093]
NPO1821 Kopsia albiflora Species Apocynaceae Eukaryota UNPD*
NPO6444 Humulus scandens Species Cannabaceae Eukaryota UNPD*
NPO2741 Ribes sanguineum Species Grossulariaceae Eukaryota UNPD*
NPO14809 Talaromyces avellaneus Species Trichocomaceae Eukaryota UNPD*
NPO5497 Stachys chinensis Species Lamiaceae Eukaryota UNPD*
NPO29613 Cyperi rhizoma NA NA NA TCMSP*
NPO16894 Achyranthis asperae herba NA NA NA TCMSP*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae IC12 = 390 ug/ml 8350093
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae IC12 > 1000 ug/ml 8350093

  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 NPC285371 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
0.9492 High Similarity NPC127582
0.9344 High Similarity NPC475124
0.9322 High Similarity NPC472304
0.9322 High Similarity NPC276764
0.9153 High Similarity NPC56905
0.9153 High Similarity NPC27610
0.8769 High Similarity NPC310992
0.8769 High Similarity NPC188292
0.8769 High Similarity NPC260474
0.873 High Similarity NPC6697
0.873 High Similarity NPC469662
0.871 High Similarity NPC213152
0.8667 High Similarity NPC115385
0.8667 High Similarity NPC192427
0.8636 High Similarity NPC139397
0.8594 High Similarity NPC251118
0.8594 High Similarity NPC470329
0.8571 High Similarity NPC202118
0.8571 High Similarity NPC288253
0.8571 High Similarity NPC197238
0.8525 High Similarity NPC308108
0.8525 High Similarity NPC170799
0.8507 High Similarity NPC251929
0.8507 High Similarity NPC159577
0.8507 High Similarity NPC2634
0.8507 High Similarity NPC307176
0.8507 High Similarity NPC282593
0.8507 High Similarity NPC35734
0.8507 High Similarity NPC260040
0.8507 High Similarity NPC265782
0.8485 Intermediate Similarity NPC155198
0.8485 Intermediate Similarity NPC87141
0.8438 Intermediate Similarity NPC212210
0.8429 Intermediate Similarity NPC69408
0.8413 Intermediate Similarity NPC60565
0.8406 Intermediate Similarity NPC255021
0.8382 Intermediate Similarity NPC5701
0.8382 Intermediate Similarity NPC54123
0.8382 Intermediate Similarity NPC115023
0.8382 Intermediate Similarity NPC190035
0.8382 Intermediate Similarity NPC474562
0.8358 Intermediate Similarity NPC256846
0.8333 Intermediate Similarity NPC4370
0.8333 Intermediate Similarity NPC290350
0.8333 Intermediate Similarity NPC200258
0.8305 Intermediate Similarity NPC268564
0.8281 Intermediate Similarity NPC165695
0.8261 Intermediate Similarity NPC474228
0.8261 Intermediate Similarity NPC180015
0.8261 Intermediate Similarity NPC251705
0.8261 Intermediate Similarity NPC470045
0.8261 Intermediate Similarity NPC130016
0.8261 Intermediate Similarity NPC470044
0.8261 Intermediate Similarity NPC56747
0.8261 Intermediate Similarity NPC109576
0.8261 Intermediate Similarity NPC303613
0.8235 Intermediate Similarity NPC246722
0.8235 Intermediate Similarity NPC477856
0.8235 Intermediate Similarity NPC214770
0.8235 Intermediate Similarity NPC151045
0.8226 Intermediate Similarity NPC311852
0.8209 Intermediate Similarity NPC82477
0.8209 Intermediate Similarity NPC39157
0.8209 Intermediate Similarity NPC296697
0.8209 Intermediate Similarity NPC20610
0.8209 Intermediate Similarity NPC142754
0.8182 Intermediate Similarity NPC323005
0.8116 Intermediate Similarity NPC234707
0.8116 Intermediate Similarity NPC225467
0.8088 Intermediate Similarity NPC182815
0.8088 Intermediate Similarity NPC286814
0.806 Intermediate Similarity NPC475523
0.806 Intermediate Similarity NPC20181
0.806 Intermediate Similarity NPC220210
0.8028 Intermediate Similarity NPC65650
0.8028 Intermediate Similarity NPC476346
0.8028 Intermediate Similarity NPC473171
0.8028 Intermediate Similarity NPC255650
0.8028 Intermediate Similarity NPC293803
0.8 Intermediate Similarity NPC472306
0.8 Intermediate Similarity NPC23117
0.7966 Intermediate Similarity NPC64866
0.7966 Intermediate Similarity NPC236623
0.7937 Intermediate Similarity NPC94991
0.7937 Intermediate Similarity NPC60772
0.7937 Intermediate Similarity NPC266295
0.7917 Intermediate Similarity NPC180886
0.7917 Intermediate Similarity NPC1254
0.7887 Intermediate Similarity NPC474796
0.7887 Intermediate Similarity NPC309852
0.7887 Intermediate Similarity NPC474797
0.7887 Intermediate Similarity NPC329866
0.7869 Intermediate Similarity NPC5626
0.7857 Intermediate Similarity NPC21944
0.7857 Intermediate Similarity NPC305501
0.7857 Intermediate Similarity NPC304983
0.7857 Intermediate Similarity NPC470078
0.7857 Intermediate Similarity NPC133253
0.7812 Intermediate Similarity NPC96551
0.7812 Intermediate Similarity NPC285594
0.7812 Intermediate Similarity NPC259261
0.7808 Intermediate Similarity NPC266193
0.7808 Intermediate Similarity NPC472300
0.7808 Intermediate Similarity NPC257666
0.7797 Intermediate Similarity NPC116906
0.7797 Intermediate Similarity NPC32351
0.7794 Intermediate Similarity NPC193770
0.7746 Intermediate Similarity NPC474488
0.7727 Intermediate Similarity NPC32285
0.7705 Intermediate Similarity NPC14002
0.7703 Intermediate Similarity NPC115515
0.7703 Intermediate Similarity NPC471409
0.7703 Intermediate Similarity NPC275494
0.7703 Intermediate Similarity NPC189485
0.7692 Intermediate Similarity NPC25853
0.7671 Intermediate Similarity NPC469793
0.7671 Intermediate Similarity NPC469796
0.7671 Intermediate Similarity NPC263582
0.7656 Intermediate Similarity NPC30215
0.7647 Intermediate Similarity NPC168824
0.7647 Intermediate Similarity NPC39462
0.7647 Intermediate Similarity NPC96812
0.7647 Intermediate Similarity NPC176171
0.7647 Intermediate Similarity NPC92327
0.7647 Intermediate Similarity NPC107704
0.7647 Intermediate Similarity NPC189917
0.7639 Intermediate Similarity NPC20025
0.7639 Intermediate Similarity NPC211641
0.7639 Intermediate Similarity NPC128346
0.7639 Intermediate Similarity NPC219232
0.7619 Intermediate Similarity NPC473733
0.7612 Intermediate Similarity NPC4638
0.7606 Intermediate Similarity NPC181204
0.7606 Intermediate Similarity NPC223187
0.76 Intermediate Similarity NPC90965
0.76 Intermediate Similarity NPC170793
0.76 Intermediate Similarity NPC27817
0.76 Intermediate Similarity NPC476177
0.7571 Intermediate Similarity NPC477857
0.7568 Intermediate Similarity NPC165711
0.7568 Intermediate Similarity NPC197659
0.7568 Intermediate Similarity NPC97377
0.7536 Intermediate Similarity NPC176107
0.7532 Intermediate Similarity NPC93590
0.75 Intermediate Similarity NPC268039
0.75 Intermediate Similarity NPC176819
0.75 Intermediate Similarity NPC476809
0.75 Intermediate Similarity NPC49575
0.75 Intermediate Similarity NPC2482
0.75 Intermediate Similarity NPC55004
0.75 Intermediate Similarity NPC58970
0.75 Intermediate Similarity NPC474509
0.75 Intermediate Similarity NPC267626
0.75 Intermediate Similarity NPC193695
0.75 Intermediate Similarity NPC108955
0.75 Intermediate Similarity NPC163984
0.75 Intermediate Similarity NPC230823
0.7467 Intermediate Similarity NPC62336
0.7467 Intermediate Similarity NPC74410
0.7467 Intermediate Similarity NPC469996
0.7465 Intermediate Similarity NPC40574
0.746 Intermediate Similarity NPC275472
0.7458 Intermediate Similarity NPC91962
0.7432 Intermediate Similarity NPC19907
0.7432 Intermediate Similarity NPC470525
0.7432 Intermediate Similarity NPC151622
0.7432 Intermediate Similarity NPC186554
0.7432 Intermediate Similarity NPC76966
0.7432 Intermediate Similarity NPC472305
0.7432 Intermediate Similarity NPC7629
0.7424 Intermediate Similarity NPC270042
0.7419 Intermediate Similarity NPC474141
0.7403 Intermediate Similarity NPC475833
0.7403 Intermediate Similarity NPC278459
0.7403 Intermediate Similarity NPC121984
0.7403 Intermediate Similarity NPC44963
0.7403 Intermediate Similarity NPC472684
0.7403 Intermediate Similarity NPC226068
0.7403 Intermediate Similarity NPC116797
0.7403 Intermediate Similarity NPC474085
0.7403 Intermediate Similarity NPC471898
0.7403 Intermediate Similarity NPC149237
0.7403 Intermediate Similarity NPC55869
0.7403 Intermediate Similarity NPC477372
0.7403 Intermediate Similarity NPC99308
0.7403 Intermediate Similarity NPC189237
0.7377 Intermediate Similarity NPC27438
0.7368 Intermediate Similarity NPC308038
0.7361 Intermediate Similarity NPC84790
0.7361 Intermediate Similarity NPC160817
0.7353 Intermediate Similarity NPC169275
0.7353 Intermediate Similarity NPC473902
0.7353 Intermediate Similarity NPC52449
0.7344 Intermediate Similarity NPC20603
0.7342 Intermediate Similarity NPC178025
0.7342 Intermediate Similarity NPC16287
0.7342 Intermediate Similarity NPC181743
0.7333 Intermediate Similarity NPC325946
0.7333 Intermediate Similarity NPC34110
0.7313 Intermediate Similarity NPC475795

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC285371 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
0.8636 High Similarity NPD4137 Phase 3
0.8525 High Similarity NPD287 Approved
0.8507 High Similarity NPD4691 Approved
0.8507 High Similarity NPD4747 Approved
0.8209 Intermediate Similarity NPD3621 Clinical (unspecified phase)
0.8143 Intermediate Similarity NPD5733 Approved
0.8143 Intermediate Similarity NPD4058 Approved
0.8143 Intermediate Similarity NPD4687 Approved
0.8116 Intermediate Similarity NPD5276 Approved
0.7308 Intermediate Similarity NPD4221 Approved
0.7308 Intermediate Similarity NPD4223 Phase 3
0.7273 Intermediate Similarity NPD4695 Discontinued
0.7215 Intermediate Similarity NPD3527 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD8028 Phase 2
0.7125 Intermediate Similarity NPD4197 Approved
0.7125 Intermediate Similarity NPD3665 Phase 1
0.7125 Intermediate Similarity NPD3666 Approved
0.7125 Intermediate Similarity NPD3133 Approved
0.7037 Intermediate Similarity NPD5329 Approved
0.7013 Intermediate Similarity NPD3617 Approved
0.6951 Remote Similarity NPD4690 Approved
0.6951 Remote Similarity NPD5690 Phase 2
0.6951 Remote Similarity NPD5205 Approved
0.6951 Remote Similarity NPD4693 Phase 3
0.6951 Remote Similarity NPD5280 Approved
0.6951 Remote Similarity NPD4689 Approved
0.6951 Remote Similarity NPD4519 Discontinued
0.6951 Remote Similarity NPD4138 Approved
0.6951 Remote Similarity NPD7521 Approved
0.6951 Remote Similarity NPD6409 Approved
0.6951 Remote Similarity NPD3618 Phase 1
0.6951 Remote Similarity NPD7334 Approved
0.6951 Remote Similarity NPD5330 Approved
0.6951 Remote Similarity NPD4688 Approved
0.6951 Remote Similarity NPD6684 Approved
0.6951 Remote Similarity NPD7146 Approved
0.6951 Remote Similarity NPD4623 Approved
0.6951 Remote Similarity NPD4694 Approved
0.6875 Remote Similarity NPD3667 Approved
0.6867 Remote Similarity NPD3573 Approved
0.6786 Remote Similarity NPD6903 Approved
0.6786 Remote Similarity NPD5208 Approved
0.6786 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6786 Remote Similarity NPD5737 Approved
0.6786 Remote Similarity NPD6672 Approved
0.6782 Remote Similarity NPD6001 Approved
0.6747 Remote Similarity NPD5279 Phase 3
0.6747 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6707 Remote Similarity NPD4786 Approved
0.6707 Remote Similarity NPD3668 Phase 3
0.6706 Remote Similarity NPD4753 Phase 2
0.6706 Remote Similarity NPD5328 Approved
0.6706 Remote Similarity NPD6673 Approved
0.6706 Remote Similarity NPD6080 Approved
0.6706 Remote Similarity NPD6904 Approved
0.6705 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7331 Phase 2
0.6667 Remote Similarity NPD5133 Approved
0.6628 Remote Similarity NPD5692 Phase 3
0.6628 Remote Similarity NPD5207 Approved
0.6552 Remote Similarity NPD5284 Approved
0.6552 Remote Similarity NPD5693 Phase 1
0.6552 Remote Similarity NPD7515 Phase 2
0.6552 Remote Similarity NPD6079 Approved
0.6552 Remote Similarity NPD5281 Approved
0.6552 Remote Similarity NPD5694 Approved
0.6552 Remote Similarity NPD6050 Approved
0.6548 Remote Similarity NPD6098 Approved
0.6512 Remote Similarity NPD7285 Clinical (unspecified phase)
0.65 Remote Similarity NPD4195 Approved
0.6477 Remote Similarity NPD4202 Approved
0.6463 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6437 Remote Similarity NPD4096 Approved
0.6429 Remote Similarity NPD1694 Approved
0.6404 Remote Similarity NPD7748 Approved
0.6404 Remote Similarity NPD7900 Approved
0.6404 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6374 Remote Similarity NPD5959 Approved
0.6341 Remote Similarity NPD4692 Approved
0.6341 Remote Similarity NPD4139 Approved
0.6333 Remote Similarity NPD5695 Phase 3
0.6333 Remote Similarity NPD4629 Approved
0.6333 Remote Similarity NPD5210 Approved
0.6333 Remote Similarity NPD1799 Clinical (unspecified phase)
0.6301 Remote Similarity NPD7341 Phase 2
0.6264 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6264 Remote Similarity NPD5222 Approved
0.6264 Remote Similarity NPD4697 Phase 3
0.6264 Remote Similarity NPD5221 Approved
0.6235 Remote Similarity NPD1696 Phase 3
0.622 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6207 Remote Similarity NPD4518 Approved
0.6196 Remote Similarity NPD6083 Phase 2
0.6196 Remote Similarity NPD3495 Discontinued
0.6196 Remote Similarity NPD5173 Approved
0.6196 Remote Similarity NPD6084 Phase 2
0.6196 Remote Similarity NPD4755 Approved
0.6196 Remote Similarity NPD7902 Approved
0.6154 Remote Similarity NPD5654 Approved
0.6129 Remote Similarity NPD5696 Approved
0.6111 Remote Similarity NPD4192 Approved
0.6111 Remote Similarity NPD4193 Approved
0.6111 Remote Similarity NPD4191 Approved
0.6111 Remote Similarity NPD7631 Approved
0.6111 Remote Similarity NPD4194 Approved
0.6111 Remote Similarity NPD6399 Phase 3
0.6087 Remote Similarity NPD7614 Phase 1
0.6087 Remote Similarity NPD7732 Phase 3
0.6064 Remote Similarity NPD5286 Approved
0.6064 Remote Similarity NPD4700 Approved
0.6064 Remote Similarity NPD5285 Approved
0.6064 Remote Similarity NPD4696 Approved
0.6026 Remote Similarity NPD4243 Approved
0.6 Remote Similarity NPD4788 Approved
0.6 Remote Similarity NPD5223 Approved
0.6 Remote Similarity NPD7609 Phase 3
0.5942 Remote Similarity NPD4627 Clinical (unspecified phase)
0.5938 Remote Similarity NPD5211 Phase 2
0.5938 Remote Similarity NPD5226 Approved
0.5938 Remote Similarity NPD5224 Approved
0.5938 Remote Similarity NPD5225 Approved
0.5938 Remote Similarity NPD4633 Approved
0.5938 Remote Similarity NPD5091 Approved
0.5918 Remote Similarity NPD6008 Approved
0.5909 Remote Similarity NPD650 Approved
0.5876 Remote Similarity NPD5175 Approved
0.5876 Remote Similarity NPD6052 Approved
0.5876 Remote Similarity NPD4754 Approved
0.5876 Remote Similarity NPD5174 Approved
0.5875 Remote Similarity NPD4784 Approved
0.5875 Remote Similarity NPD4785 Approved
0.5816 Remote Similarity NPD5141 Approved
0.5811 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5802 Remote Similarity NPD6942 Approved
0.5802 Remote Similarity NPD5275 Approved
0.5802 Remote Similarity NPD4190 Phase 3
0.5802 Remote Similarity NPD8039 Approved
0.5802 Remote Similarity NPD7339 Approved
0.5789 Remote Similarity NPD6108 Clinical (unspecified phase)
0.5763 Remote Similarity NPD319 Phase 1
0.5758 Remote Similarity NPD5739 Approved
0.5758 Remote Similarity NPD6402 Approved
0.5758 Remote Similarity NPD4768 Approved
0.5758 Remote Similarity NPD8262 Approved
0.5758 Remote Similarity NPD4767 Approved
0.5758 Remote Similarity NPD7128 Approved
0.5758 Remote Similarity NPD6675 Approved
0.5732 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5729 Remote Similarity NPD6404 Discontinued
0.57 Remote Similarity NPD5697 Approved
0.57 Remote Similarity NPD6614 Approved
0.57 Remote Similarity NPD5701 Approved
0.57 Remote Similarity NPD6412 Phase 2
0.5698 Remote Similarity NPD5209 Approved
0.5692 Remote Similarity NPD345 Approved
0.5692 Remote Similarity NPD344 Approved
0.5692 Remote Similarity NPD343 Approved
0.5657 Remote Similarity NPD7812 Clinical (unspecified phase)
0.5647 Remote Similarity NPD1507 Clinical (unspecified phase)
0.5644 Remote Similarity NPD5168 Approved
0.5644 Remote Similarity NPD6899 Approved
0.5644 Remote Similarity NPD6011 Approved
0.5644 Remote Similarity NPD6881 Approved
0.5644 Remote Similarity NPD4729 Approved
0.5644 Remote Similarity NPD5128 Approved
0.5644 Remote Similarity NPD4730 Approved
0.5644 Remote Similarity NPD7320 Approved
0.5634 Remote Similarity NPD4219 Approved

Structure

External Identifiers

PubChem CID   165536
ChEMBL   CHEMBL512374
ZINC  

Physicochemical Properties

Molecular Weight:  218.17
ALogP:  1.1053
MLogP:  3
XLogP:  3.991
# Rotatable Bonds:  4
Polar Surface Area:  17.07
# H-Bond Aceptor:  1
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  16

Download Data

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