Natural Product: NPC470982

Natural Product ID:  NPC470982
Common Name:   Cycloarzanol A
IUPAC Name:   3-[(8-acetyl-5,7-dihydroxy-2,2-dimethyl-3,4-dihydrochromen-6-yl)methyl]-6-ethyl-4-hydroxy-5-methylpyran-2-one
Synonyms:   Cycloarzanol A
Molecular Formula:   C22H26O7
Standard InCHIKey:  SIYARFQSKMGDGU-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C22H26O7/c1-6-15-10(2)17(24)14(21(27)28-15)9-13-18(25)12-7-8-22(4,5)29-20(12)16(11(3)23)19(13)26/h24-26H,6-9H2,1-5H3
Canonical SMILES:  CCc1oc(=O)c(c(c1C)O)Cc1c(O)c2CCC(Oc2c(c1O)C(=O)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
NPO25148.1 Helichrysum italicum Under-species NA NA Flowered aerial parts Arzana, Sardinia 2010-JUL PMID[23265253]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 128 ug/ml 8496705
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 128 ug/ml 25464882
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 32 ug/ml 15165148
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 128 ug/ml 22037378
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 128 ug/ml DrugMatrix in vitro pharmacology data
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 32 ug/ml 21265557

  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 NPC470982 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
1.0 High Similarity NPC470983
0.9481 High Similarity NPC472343
0.942 High Similarity NPC71184
0.942 High Similarity NPC206212
0.9412 High Similarity NPC221173
0.9407 High Similarity NPC199458
0.9407 High Similarity NPC183639
0.9343 High Similarity NPC470555
0.9338 High Similarity NPC241975
0.9338 High Similarity NPC19476
0.9333 High Similarity NPC131782
0.9333 High Similarity NPC474624
0.9333 High Similarity NPC138047
0.9286 High Similarity NPC140120
0.9286 High Similarity NPC474108
0.9286 High Similarity NPC177995
0.9265 High Similarity NPC470083
0.9265 High Similarity NPC219584
0.922 High Similarity NPC472345
0.9185 High Similarity NPC101752
0.9149 High Similarity NPC285748
0.9143 High Similarity NPC1886
0.9143 High Similarity NPC196137
0.9143 High Similarity NPC469953
0.9137 High Similarity NPC36181
0.9137 High Similarity NPC470556
0.9137 High Similarity NPC112829
0.9137 High Similarity NPC472344
0.9137 High Similarity NPC294432
0.913 High Similarity NPC469818
0.9124 High Similarity NPC272844
0.9124 High Similarity NPC474504
0.9124 High Similarity NPC54820
0.9124 High Similarity NPC180501
0.9124 High Similarity NPC474487
0.9124 High Similarity NPC254168
0.9124 High Similarity NPC248995
0.9124 High Similarity NPC470672
0.9124 High Similarity NPC470671
0.9124 High Similarity NPC131130
0.9124 High Similarity NPC268178
0.9091 High Similarity NPC180351
0.9085 High Similarity NPC208303
0.9085 High Similarity NPC161864
0.9078 High Similarity NPC154217
0.9078 High Similarity NPC57470
0.9078 High Similarity NPC470322
0.9078 High Similarity NPC181388
0.9071 High Similarity NPC184738
0.9071 High Similarity NPC188632
0.9071 High Similarity NPC94794
0.9071 High Similarity NPC96216
0.9071 High Similarity NPC87609
0.9071 High Similarity NPC470296
0.9071 High Similarity NPC470553
0.9071 High Similarity NPC33653
0.9071 High Similarity NPC470909
0.9071 High Similarity NPC219915
0.9071 High Similarity NPC474939
0.9071 High Similarity NPC196459
0.9071 High Similarity NPC307895
0.9071 High Similarity NPC112791
0.9058 High Similarity NPC240305
0.9023 High Similarity NPC21378
0.9023 High Similarity NPC470987
0.9021 High Similarity NPC469932
0.9021 High Similarity NPC104236
0.9021 High Similarity NPC164205
0.9014 High Similarity NPC180477
0.9014 High Similarity NPC297886
0.9014 High Similarity NPC249942
0.9007 High Similarity NPC470554
0.9007 High Similarity NPC133060
0.9007 High Similarity NPC178627
0.9007 High Similarity NPC469935
0.9007 High Similarity NPC288910
0.9007 High Similarity NPC118059
0.9 High Similarity NPC144499
0.8993 High Similarity NPC477272
0.8986 High Similarity NPC470669
0.8986 High Similarity NPC470668
0.8978 High Similarity NPC174999
0.8966 High Similarity NPC256141
0.8963 High Similarity NPC470988
0.8951 High Similarity NPC469933
0.8944 High Similarity NPC470910
0.8936 High Similarity NPC166138
0.8936 High Similarity NPC38219
0.8936 High Similarity NPC112749
0.8936 High Similarity NPC18585
0.8936 High Similarity NPC106985
0.8929 High Similarity NPC147688
0.8929 High Similarity NPC205006
0.8929 High Similarity NPC316911
0.8929 High Similarity NPC64908
0.8929 High Similarity NPC316560
0.8929 High Similarity NPC156590
0.8929 High Similarity NPC118840
0.8921 High Similarity NPC96565
0.8921 High Similarity NPC220062
0.8921 High Similarity NPC216978
0.8921 High Similarity NPC55018
0.8921 High Similarity NPC301217
0.8921 High Similarity NPC217186
0.8921 High Similarity NPC23257
0.8921 High Similarity NPC53181
0.8921 High Similarity NPC303633
0.8913 High Similarity NPC38153
0.8897 High Similarity NPC93756
0.8897 High Similarity NPC470984
0.8897 High Similarity NPC108113
0.8889 High Similarity NPC185624
0.8889 High Similarity NPC19238
0.8881 High Similarity NPC296998
0.8881 High Similarity NPC186628
0.8881 High Similarity NPC473077
0.8873 High Similarity NPC234629
0.8873 High Similarity NPC470673
0.8873 High Similarity NPC470674
0.8873 High Similarity NPC311741
0.8873 High Similarity NPC117716
0.8865 High Similarity NPC59739
0.8865 High Similarity NPC62840
0.8865 High Similarity NPC326193
0.8865 High Similarity NPC276565
0.8865 High Similarity NPC217083
0.8865 High Similarity NPC214236
0.8865 High Similarity NPC321629
0.8865 High Similarity NPC323884
0.8865 High Similarity NPC299080
0.8865 High Similarity NPC11561
0.8865 High Similarity NPC266725
0.8865 High Similarity NPC293852
0.8865 High Similarity NPC321148
0.8865 High Similarity NPC226636
0.8865 High Similarity NPC78803
0.8857 High Similarity NPC241100
0.8857 High Similarity NPC159275
0.8857 High Similarity NPC305355
0.8857 High Similarity NPC172986
0.8857 High Similarity NPC261227
0.8857 High Similarity NPC471587
0.8857 High Similarity NPC16455
0.8857 High Similarity NPC150522
0.8857 High Similarity NPC235239
0.8857 High Similarity NPC69769
0.8857 High Similarity NPC475680
0.8857 High Similarity NPC270883
0.8857 High Similarity NPC307990
0.8849 High Similarity NPC201395
0.8832 High Similarity NPC125920
0.8828 High Similarity NPC150928
0.8828 High Similarity NPC327059
0.8828 High Similarity NPC151973
0.8828 High Similarity NPC321387
0.8828 High Similarity NPC158866
0.8828 High Similarity NPC474735
0.8828 High Similarity NPC470908
0.8824 High Similarity NPC10971
0.8819 High Similarity NPC37139
0.8819 High Similarity NPC211811
0.8819 High Similarity NPC296869
0.8815 High Similarity NPC279566
0.8811 High Similarity NPC473132
0.8811 High Similarity NPC20488
0.8811 High Similarity NPC67805
0.8811 High Similarity NPC176229
0.8811 High Similarity NPC88964
0.8811 High Similarity NPC312973
0.8811 High Similarity NPC142405
0.8811 High Similarity NPC246948
0.8811 High Similarity NPC111786
0.8811 High Similarity NPC83357
0.8811 High Similarity NPC82534
0.8811 High Similarity NPC54577
0.8811 High Similarity NPC220418
0.8811 High Similarity NPC473135
0.8811 High Similarity NPC195621
0.8811 High Similarity NPC470647
0.8811 High Similarity NPC477955
0.8811 High Similarity NPC301276
0.8811 High Similarity NPC124729
0.8811 High Similarity NPC267375
0.8811 High Similarity NPC475052
0.8811 High Similarity NPC470676
0.8811 High Similarity NPC214774
0.8803 High Similarity NPC190637
0.8803 High Similarity NPC11700
0.8803 High Similarity NPC316816
0.8803 High Similarity NPC293053
0.8803 High Similarity NPC24821
0.8803 High Similarity NPC18886
0.8803 High Similarity NPC212932
0.8803 High Similarity NPC5990
0.8803 High Similarity NPC9117
0.8803 High Similarity NPC478086
0.8803 High Similarity NPC214166
0.8794 High Similarity NPC110969
0.8794 High Similarity NPC157497
0.8794 High Similarity NPC81337

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC470982 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
0.8741 High Similarity NPD7410 Clinical (unspecified phase)
0.8741 High Similarity NPD4378 Clinical (unspecified phase)
0.8652 High Similarity NPD2800 Approved
0.8623 High Similarity NPD6651 Approved
0.8514 High Similarity NPD7411 Suspended
0.8477 Intermediate Similarity NPD7075 Discontinued
0.84 Intermediate Similarity NPD7819 Suspended
0.84 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.838 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.838 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8356 Intermediate Similarity NPD2534 Approved
0.8356 Intermediate Similarity NPD2533 Approved
0.8356 Intermediate Similarity NPD2532 Approved
0.8333 Intermediate Similarity NPD6801 Discontinued
0.8322 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8322 Intermediate Similarity NPD1549 Phase 2
0.8278 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8264 Intermediate Similarity NPD1243 Approved
0.8239 Intermediate Similarity NPD1510 Phase 2
0.8224 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8207 Intermediate Similarity NPD3750 Approved
0.82 Intermediate Similarity NPD4380 Phase 2
0.8182 Intermediate Similarity NPD2796 Approved
0.8153 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8117 Intermediate Similarity NPD3749 Approved
0.8085 Intermediate Similarity NPD1240 Approved
0.8052 Intermediate Similarity NPD7768 Phase 2
0.8041 Intermediate Similarity NPD6799 Approved
0.8041 Intermediate Similarity NPD1511 Approved
0.8028 Intermediate Similarity NPD5124 Phase 1
0.8028 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.8014 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD920 Approved
0.8 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7974 Intermediate Similarity NPD1934 Approved
0.7972 Intermediate Similarity NPD1607 Approved
0.7962 Intermediate Similarity NPD6959 Discontinued
0.7959 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7943 Intermediate Similarity NPD2313 Discontinued
0.7933 Intermediate Similarity NPD1512 Approved
0.7922 Intermediate Similarity NPD2801 Approved
0.7888 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7871 Intermediate Similarity NPD3817 Phase 2
0.7862 Intermediate Similarity NPD2799 Discontinued
0.7862 Intermediate Similarity NPD3748 Approved
0.7852 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7843 Intermediate Similarity NPD6599 Discontinued
0.7838 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7817 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7808 Intermediate Similarity NPD1551 Phase 2
0.7808 Intermediate Similarity NPD2935 Discontinued
0.7799 Intermediate Similarity NPD5711 Approved
0.7799 Intermediate Similarity NPD5710 Approved
0.7748 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7707 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7688 Intermediate Similarity NPD6232 Discontinued
0.7687 Intermediate Similarity NPD6100 Approved
0.7687 Intermediate Similarity NPD6099 Approved
0.7683 Intermediate Similarity NPD5953 Discontinued
0.7681 Intermediate Similarity NPD422 Phase 1
0.7669 Intermediate Similarity NPD7286 Phase 2
0.7654 Intermediate Similarity NPD7473 Discontinued
0.7647 Intermediate Similarity NPD5403 Approved
0.7635 Intermediate Similarity NPD2346 Discontinued
0.7626 Intermediate Similarity NPD9717 Approved
0.7595 Intermediate Similarity NPD3882 Suspended
0.7593 Intermediate Similarity NPD6166 Phase 2
0.7593 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7593 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7589 Intermediate Similarity NPD1203 Approved
0.7569 Intermediate Similarity NPD3268 Approved
0.7561 Intermediate Similarity NPD7054 Approved
0.7548 Intermediate Similarity NPD3226 Approved
0.753 Intermediate Similarity NPD6559 Discontinued
0.7516 Intermediate Similarity NPD5401 Approved
0.7515 Intermediate Similarity NPD7074 Phase 3
0.7515 Intermediate Similarity NPD7472 Approved
0.75 Intermediate Similarity NPD4308 Phase 3
0.75 Intermediate Similarity NPD3818 Discontinued
0.75 Intermediate Similarity NPD919 Approved
0.75 Intermediate Similarity NPD7033 Discontinued
0.7485 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.747 Intermediate Similarity NPD6797 Phase 2
0.7468 Intermediate Similarity NPD1465 Phase 2
0.7465 Intermediate Similarity NPD2797 Approved
0.7455 Intermediate Similarity NPD5844 Phase 1
0.7453 Intermediate Similarity NPD5494 Approved
0.7425 Intermediate Similarity NPD7251 Discontinued
0.7421 Intermediate Similarity NPD5402 Approved
0.74 Intermediate Similarity NPD2344 Approved
0.7383 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD7808 Phase 3
0.7368 Intermediate Similarity NPD4628 Phase 3
0.7329 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7329 Intermediate Similarity NPD1296 Phase 2
0.7329 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD6832 Phase 2
0.7292 Intermediate Similarity NPD2798 Approved
0.7278 Intermediate Similarity NPD6585 Discontinued
0.7273 Intermediate Similarity NPD3225 Approved
0.7262 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7233 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.723 Intermediate Similarity NPD4307 Phase 2
0.7226 Intermediate Similarity NPD7390 Discontinued
0.7225 Intermediate Similarity NPD4287 Approved
0.7222 Intermediate Similarity NPD3267 Approved
0.7222 Intermediate Similarity NPD3266 Approved
0.7211 Intermediate Similarity NPD411 Approved
0.7208 Intermediate Similarity NPD2309 Approved
0.7205 Intermediate Similarity NPD4288 Approved
0.7203 Intermediate Similarity NPD4749 Approved
0.7192 Intermediate Similarity NPD4908 Phase 1
0.719 Intermediate Similarity NPD2654 Approved
0.7181 Intermediate Similarity NPD230 Phase 1
0.7181 Intermediate Similarity NPD447 Suspended
0.7175 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7159 Intermediate Similarity NPD4360 Phase 2
0.7159 Intermediate Similarity NPD4363 Phase 3
0.7143 Intermediate Similarity NPD4625 Phase 3
0.7143 Intermediate Similarity NPD9545 Approved
0.7133 Intermediate Similarity NPD1608 Approved
0.7125 Intermediate Similarity NPD5890 Approved
0.7125 Intermediate Similarity NPD5889 Approved
0.7122 Intermediate Similarity NPD9493 Approved
0.7114 Intermediate Similarity NPD943 Approved
0.7105 Intermediate Similarity NPD5408 Approved
0.7105 Intermediate Similarity NPD5405 Approved
0.7105 Intermediate Similarity NPD5404 Approved
0.7105 Intermediate Similarity NPD5406 Approved
0.7095 Intermediate Similarity NPD3764 Approved
0.7091 Intermediate Similarity NPD1247 Approved
0.7089 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.707 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7067 Intermediate Similarity NPD1933 Approved
0.7063 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD1610 Phase 2
0.7045 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7025 Intermediate Similarity NPD5049 Phase 3
0.7022 Intermediate Similarity NPD4361 Phase 2
0.7022 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD1548 Phase 1
0.7 Intermediate Similarity NPD1729 Discontinued
0.7 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD7458 Discontinued
0.6986 Remote Similarity NPD1164 Approved
0.698 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6968 Remote Similarity NPD1652 Phase 2
0.6964 Remote Similarity NPD2403 Approved
0.6959 Remote Similarity NPD1008 Clinical (unspecified phase)
0.6954 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6948 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6948 Remote Similarity NPD6005 Phase 3
0.6948 Remote Similarity NPD6004 Phase 3
0.6948 Remote Similarity NPD6002 Phase 3
0.6948 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6948 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6946 Remote Similarity NPD7229 Phase 3
0.6939 Remote Similarity NPD1019 Discontinued
0.6923 Remote Similarity NPD7003 Approved
0.6923 Remote Similarity NPD17 Approved
0.6919 Remote Similarity NPD6104 Discontinued
0.6919 Remote Similarity NPD7584 Approved
0.6905 Remote Similarity NPD3926 Phase 2
0.6899 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6892 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6879 Remote Similarity NPD2354 Approved
0.6867 Remote Similarity NPD6798 Discontinued
0.6867 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6853 Remote Similarity NPD4196 Clinical (unspecified phase)
0.6846 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6839 Remote Similarity NPD8313 Approved
0.6839 Remote Similarity NPD8312 Approved
0.6795 Remote Similarity NPD2424 Discontinued
0.6786 Remote Similarity NPD1398 Phase 1
0.6786 Remote Similarity NPD7199 Phase 2
0.6784 Remote Similarity NPD7893 Clinical (unspecified phase)
0.6781 Remote Similarity NPD1481 Phase 2
0.6776 Remote Similarity NPD7501 Clinical (unspecified phase)
0.6774 Remote Similarity NPD4476 Approved
0.6774 Remote Similarity NPD4477 Approved
0.6765 Remote Similarity NPD7784 Clinical (unspecified phase)
0.6761 Remote Similarity NPD7340 Approved
0.6732 Remote Similarity NPD6355 Discontinued
0.6731 Remote Similarity NPD2355 Clinical (unspecified phase)
0.6731 Remote Similarity NPD2353 Approved
0.6728 Remote Similarity NPD1653 Approved
0.6727 Remote Similarity NPD8455 Phase 2
0.6723 Remote Similarity NPD8434 Phase 2
0.6713 Remote Similarity NPD7644 Approved
0.6712 Remote Similarity NPD1535 Discovery
0.6712 Remote Similarity NPD1201 Approved
0.671 Remote Similarity NPD651 Clinical (unspecified phase)
0.6707 Remote Similarity NPD6971 Discontinued
0.6706 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6702 Remote Similarity NPD7585 Approved
0.669 Remote Similarity NPD4626 Approved
0.669 Remote Similarity NPD1778 Approved
0.6687 Remote Similarity NPD2296 Approved
0.6686 Remote Similarity NPD7177 Discontinued

Structure

External Identifiers

PubChem CID   54682571
ChEMBL   CHEMBL2334814
ZINC  

Physicochemical Properties

Molecular Weight:  402.17
ALogP:  -0.1116
MLogP:  3.11
XLogP:  1.926
# Rotatable Bonds:  12
Polar Surface Area:  113.29
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  29

Download Data

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