Natural Product: NPC329119

Natural Product ID:  NPC329119
Common Name:   Cyathusal C
IUPAC Name:   9,10-dihydroxy-8-methoxy-1-oxo-6-propan-2-yloxy-3-[(E)-prop-1-enyl]-6H-pyrano[4,3-c]isochromene-7-carbaldehyde
Synonyms:   Cyathusal C
Molecular Formula:   C20H20O8
Standard InCHIKey:  BNFPYGWOFGPTQR-AATRIKPKSA-N
Standard InCHI:  InChI=1S/C20H20O8/c1-5-6-10-7-12-14(19(24)27-10)15-13(20(28-12)26-9(2)3)11(8-21)18(25-4)17(23)16(15)22/h5-9,20,22-23H,1-4H3/b6-5+
Canonical SMILES:  C/C=C/c1cc2OC(OC(C)C)c3c(c2c(=O)o1)c(O)c(c(c3C=O)OC)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
NPO28590 Cyathus stercoreus Species Nidulariaceae Eukaryota PMID[17511503]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1 Others Radical scavenging activity EC50 = 26640 nM 17511503
NPT2 Others Unspecified EC50 = 9100 nM 17511503

  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 NPC329119 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
0.9936 High Similarity NPC327652
0.9808 High Similarity NPC474763
0.9745 High Similarity NPC317781
0.9618 High Similarity NPC474779
0.9487 High Similarity NPC197751
0.9423 High Similarity NPC16286
0.9125 High Similarity NPC315157
0.8951 High Similarity NPC470358
0.8848 High Similarity NPC470773
0.8848 High Similarity NPC191930
0.882 High Similarity NPC82592
0.882 High Similarity NPC16082
0.881 High Similarity NPC471181
0.8802 High Similarity NPC471287
0.8788 High Similarity NPC249181
0.8788 High Similarity NPC327809
0.878 High Similarity NPC65746
0.8765 High Similarity NPC227062
0.8765 High Similarity NPC150227
0.8758 High Similarity NPC281477
0.8743 High Similarity NPC283041
0.8743 High Similarity NPC116745
0.8743 High Similarity NPC298847
0.8712 High Similarity NPC84935
0.8712 High Similarity NPC190020
0.8712 High Similarity NPC77679
0.8706 High Similarity NPC108202
0.8704 High Similarity NPC79998
0.8704 High Similarity NPC199926
0.8698 High Similarity NPC172807
0.8698 High Similarity NPC471688
0.8698 High Similarity NPC254540
0.8698 High Similarity NPC211594
0.8698 High Similarity NPC256760
0.8683 High Similarity NPC20237
0.8675 High Similarity NPC94777
0.8675 High Similarity NPC470772
0.8667 High Similarity NPC470756
0.8663 High Similarity NPC212290
0.8647 High Similarity NPC4390
0.8647 High Similarity NPC208668
0.8639 High Similarity NPC78734
0.8639 High Similarity NPC150767
0.8634 High Similarity NPC250488
0.8634 High Similarity NPC70016
0.8634 High Similarity NPC215921
0.8631 High Similarity NPC471288
0.8631 High Similarity NPC229729
0.8631 High Similarity NPC471180
0.8631 High Similarity NPC477502
0.8629 High Similarity NPC105591
0.8623 High Similarity NPC22832
0.8623 High Similarity NPC311830
0.8623 High Similarity NPC165720
0.8614 High Similarity NPC127782
0.8614 High Similarity NPC300537
0.8608 High Similarity NPC471689
0.8606 High Similarity NPC36217
0.8605 High Similarity NPC168584
0.8598 High Similarity NPC472860
0.8596 High Similarity NPC477848
0.8596 High Similarity NPC472607
0.8596 High Similarity NPC199533
0.8596 High Similarity NPC470454
0.8588 High Similarity NPC260263
0.8588 High Similarity NPC205076
0.8588 High Similarity NPC48773
0.8588 High Similarity NPC307518
0.8588 High Similarity NPC153755
0.8588 High Similarity NPC190003
0.8588 High Similarity NPC472386
0.8588 High Similarity NPC175107
0.858 High Similarity NPC475942
0.858 High Similarity NPC45638
0.858 High Similarity NPC186807
0.858 High Similarity NPC469931
0.858 High Similarity NPC295646
0.858 High Similarity NPC58053
0.858 High Similarity NPC229687
0.858 High Similarity NPC201292
0.858 High Similarity NPC226294
0.858 High Similarity NPC105025
0.858 High Similarity NPC93337
0.8571 High Similarity NPC96501
0.8571 High Similarity NPC5778
0.8571 High Similarity NPC38775
0.8571 High Similarity NPC99957
0.8571 High Similarity NPC181616
0.8571 High Similarity NPC236934
0.8563 High Similarity NPC19709
0.8563 High Similarity NPC88043
0.8563 High Similarity NPC309025
0.8563 High Similarity NPC284960
0.8563 High Similarity NPC243930
0.8563 High Similarity NPC191306
0.8563 High Similarity NPC222936
0.8563 High Similarity NPC186686
0.8563 High Similarity NPC270335
0.8563 High Similarity NPC88023
0.8554 High Similarity NPC471290
0.8547 High Similarity NPC67629
0.8547 High Similarity NPC233994
0.8547 High Similarity NPC196771
0.8547 High Similarity NPC79736
0.8547 High Similarity NPC211532
0.8547 High Similarity NPC198324
0.8547 High Similarity NPC472385
0.8538 High Similarity NPC88560
0.8538 High Similarity NPC472993
0.8538 High Similarity NPC172033
0.8538 High Similarity NPC175230
0.8537 High Similarity NPC54928
0.8537 High Similarity NPC301897
0.8529 High Similarity NPC218488
0.8529 High Similarity NPC183357
0.8529 High Similarity NPC105511
0.8529 High Similarity NPC204937
0.8529 High Similarity NPC298778
0.8529 High Similarity NPC244776
0.8529 High Similarity NPC22195
0.8529 High Similarity NPC116864
0.8529 High Similarity NPC124470
0.8529 High Similarity NPC51326
0.8529 High Similarity NPC155763
0.8529 High Similarity NPC149011
0.8529 High Similarity NPC109827
0.8529 High Similarity NPC235260
0.8529 High Similarity NPC20505
0.8529 High Similarity NPC21190
0.8529 High Similarity NPC212748
0.8529 High Similarity NPC231194
0.8529 High Similarity NPC224462
0.8528 High Similarity NPC238672
0.8528 High Similarity NPC144801
0.8528 High Similarity NPC116850
0.8528 High Similarity NPC197188
0.8528 High Similarity NPC43872
0.8528 High Similarity NPC291510
0.8523 High Similarity NPC73703
0.8521 High Similarity NPC146792
0.8521 High Similarity NPC45400
0.8521 High Similarity NPC58716
0.8521 High Similarity NPC45618
0.8519 High Similarity NPC200773
0.8519 High Similarity NPC240768
0.8512 High Similarity NPC471788
0.8512 High Similarity NPC7752
0.8503 High Similarity NPC201800
0.8503 High Similarity NPC473043
0.8503 High Similarity NPC77660
0.8503 High Similarity NPC22324
0.8503 High Similarity NPC189142
0.8503 High Similarity NPC215612
0.8497 Intermediate Similarity NPC267549
0.8497 Intermediate Similarity NPC469600
0.8494 Intermediate Similarity NPC24627
0.8494 Intermediate Similarity NPC292415
0.8494 Intermediate Similarity NPC203020
0.8494 Intermediate Similarity NPC239966
0.8494 Intermediate Similarity NPC472055
0.8488 Intermediate Similarity NPC264735
0.8488 Intermediate Similarity NPC135277
0.8488 Intermediate Similarity NPC43211
0.8488 Intermediate Similarity NPC101191
0.8488 Intermediate Similarity NPC146803
0.8488 Intermediate Similarity NPC294629
0.8488 Intermediate Similarity NPC49344
0.8488 Intermediate Similarity NPC469354
0.8488 Intermediate Similarity NPC210094
0.8488 Intermediate Similarity NPC237435
0.8488 Intermediate Similarity NPC63105
0.8488 Intermediate Similarity NPC68381
0.8488 Intermediate Similarity NPC139350
0.8488 Intermediate Similarity NPC115760
0.8485 Intermediate Similarity NPC302258
0.8485 Intermediate Similarity NPC35598
0.8485 Intermediate Similarity NPC222689
0.8483 Intermediate Similarity NPC264302
0.848 Intermediate Similarity NPC476405
0.848 Intermediate Similarity NPC235575
0.848 Intermediate Similarity NPC117260
0.8476 Intermediate Similarity NPC470605
0.8476 Intermediate Similarity NPC470603
0.8476 Intermediate Similarity NPC470604
0.8471 Intermediate Similarity NPC95855
0.8471 Intermediate Similarity NPC219904
0.8471 Intermediate Similarity NPC120099
0.8471 Intermediate Similarity NPC210042
0.8471 Intermediate Similarity NPC170675
0.8471 Intermediate Similarity NPC195257
0.8471 Intermediate Similarity NPC209296
0.8471 Intermediate Similarity NPC138927
0.8471 Intermediate Similarity NPC117911
0.8471 Intermediate Similarity NPC223747
0.8471 Intermediate Similarity NPC472381
0.8471 Intermediate Similarity NPC259905
0.8471 Intermediate Similarity NPC471457
0.8471 Intermediate Similarity NPC225434
0.8471 Intermediate Similarity NPC472383
0.8471 Intermediate Similarity NPC203050

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC329119 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
0.8631 High Similarity NPD3818 Discontinued
0.8503 High Similarity NPD6232 Discontinued
0.8488 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8471 Intermediate Similarity NPD7054 Approved
0.8421 Intermediate Similarity NPD7074 Phase 3
0.8421 Intermediate Similarity NPD7472 Approved
0.8375 Intermediate Similarity NPD2532 Approved
0.8375 Intermediate Similarity NPD2533 Approved
0.8375 Intermediate Similarity NPD2534 Approved
0.8353 Intermediate Similarity NPD7473 Discontinued
0.8303 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8266 Intermediate Similarity NPD6797 Phase 2
0.8242 Intermediate Similarity NPD1934 Approved
0.8218 Intermediate Similarity NPD7251 Discontinued
0.8214 Intermediate Similarity NPD6234 Discontinued
0.8193 Intermediate Similarity NPD2801 Approved
0.8171 Intermediate Similarity NPD7808 Phase 3
0.8155 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8144 Intermediate Similarity NPD3817 Phase 2
0.8114 Intermediate Similarity NPD6559 Discontinued
0.8095 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8046 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8024 Intermediate Similarity NPD37 Approved
0.8012 Intermediate Similarity NPD4380 Phase 2
0.8 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7989 Intermediate Similarity NPD7228 Approved
0.7988 Intermediate Similarity NPD4967 Phase 2
0.7988 Intermediate Similarity NPD4966 Approved
0.7988 Intermediate Similarity NPD4965 Approved
0.7977 Intermediate Similarity NPD6166 Phase 2
0.7977 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7977 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7976 Intermediate Similarity NPD7819 Suspended
0.7943 Intermediate Similarity NPD5844 Phase 1
0.7941 Intermediate Similarity NPD7075 Discontinued
0.7912 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7882 Intermediate Similarity NPD3882 Suspended
0.787 Intermediate Similarity NPD1465 Phase 2
0.7866 Intermediate Similarity NPD1511 Approved
0.7811 Intermediate Similarity NPD6801 Discontinued
0.7803 Intermediate Similarity NPD7199 Phase 2
0.7784 Intermediate Similarity NPD1653 Approved
0.7771 Intermediate Similarity NPD1512 Approved
0.7765 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7759 Intermediate Similarity NPD5710 Approved
0.7759 Intermediate Similarity NPD5711 Approved
0.7746 Intermediate Similarity NPD5494 Approved
0.7725 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7714 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7711 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7709 Intermediate Similarity NPD7685 Pre-registration
0.7688 Intermediate Similarity NPD919 Approved
0.7637 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7625 Intermediate Similarity NPD230 Phase 1
0.7624 Intermediate Similarity NPD8312 Approved
0.7624 Intermediate Similarity NPD8313 Approved
0.7616 Intermediate Similarity NPD5402 Approved
0.76 Intermediate Similarity NPD6959 Discontinued
0.7577 Intermediate Similarity NPD8151 Discontinued
0.7576 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7556 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7545 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7544 Intermediate Similarity NPD7411 Suspended
0.7515 Intermediate Similarity NPD2800 Approved
0.7514 Intermediate Similarity NPD7240 Approved
0.7514 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD1247 Approved
0.75 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7435 Discontinued
0.7485 Intermediate Similarity NPD1510 Phase 2
0.744 Intermediate Similarity NPD6799 Approved
0.7439 Intermediate Similarity NPD2935 Discontinued
0.7435 Intermediate Similarity NPD6779 Approved
0.7435 Intermediate Similarity NPD6776 Approved
0.7435 Intermediate Similarity NPD6780 Approved
0.7435 Intermediate Similarity NPD6781 Approved
0.7435 Intermediate Similarity NPD6782 Approved
0.7435 Intermediate Similarity NPD6777 Approved
0.7435 Intermediate Similarity NPD6778 Approved
0.7412 Intermediate Similarity NPD920 Approved
0.7412 Intermediate Similarity NPD5403 Approved
0.7396 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7394 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7394 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7384 Intermediate Similarity NPD6599 Discontinued
0.7374 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7371 Intermediate Similarity NPD7768 Phase 2
0.7365 Intermediate Similarity NPD3750 Approved
0.7362 Intermediate Similarity NPD6651 Approved
0.7349 Intermediate Similarity NPD1549 Phase 2
0.7333 Intermediate Similarity NPD2796 Approved
0.7326 Intermediate Similarity NPD3226 Approved
0.7323 Intermediate Similarity NPD7783 Phase 2
0.7323 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7305 Intermediate Similarity NPD6674 Discontinued
0.7301 Intermediate Similarity NPD447 Suspended
0.7294 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7294 Intermediate Similarity NPD5401 Approved
0.7273 Intermediate Similarity NPD7874 Approved
0.7273 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7263 Intermediate Similarity NPD6535 Approved
0.7263 Intermediate Similarity NPD6534 Approved
0.725 Intermediate Similarity NPD9494 Approved
0.7239 Intermediate Similarity NPD1240 Approved
0.7239 Intermediate Similarity NPD943 Approved
0.7232 Intermediate Similarity NPD3749 Approved
0.7231 Intermediate Similarity NPD7697 Approved
0.7231 Intermediate Similarity NPD7698 Approved
0.7231 Intermediate Similarity NPD7696 Phase 3
0.7229 Intermediate Similarity NPD1551 Phase 2
0.7219 Intermediate Similarity NPD6190 Approved
0.7204 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7202 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7198 Intermediate Similarity NPD3751 Discontinued
0.7195 Intermediate Similarity NPD5124 Phase 1
0.7195 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7194 Intermediate Similarity NPD7871 Phase 2
0.7194 Intermediate Similarity NPD7870 Phase 2
0.7186 Intermediate Similarity NPD7266 Discontinued
0.7186 Intermediate Similarity NPD2346 Discontinued
0.7179 Intermediate Similarity NPD6823 Phase 2
0.7176 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD7701 Phase 2
0.7167 Intermediate Similarity NPD3787 Discontinued
0.7165 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD3027 Phase 3
0.716 Intermediate Similarity NPD4628 Phase 3
0.7159 Intermediate Similarity NPD8455 Phase 2
0.7152 Intermediate Similarity NPD1607 Approved
0.715 Intermediate Similarity NPD7700 Phase 2
0.715 Intermediate Similarity NPD7699 Phase 2
0.7143 Intermediate Similarity NPD7680 Approved
0.7128 Intermediate Similarity NPD8434 Phase 2
0.7128 Intermediate Similarity NPD8150 Discontinued
0.7127 Intermediate Similarity NPD3926 Phase 2
0.7126 Intermediate Similarity NPD7458 Discontinued
0.7107 Intermediate Similarity NPD8319 Approved
0.7107 Intermediate Similarity NPD8320 Phase 1
0.7101 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7092 Intermediate Similarity NPD5006 Approved
0.7092 Intermediate Similarity NPD5005 Approved
0.7091 Intermediate Similarity NPD1933 Approved
0.7081 Intermediate Similarity NPD5953 Discontinued
0.7066 Intermediate Similarity NPD3748 Approved
0.7066 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7065 Intermediate Similarity NPD7801 Approved
0.7044 Intermediate Similarity NPD7930 Approved
0.7035 Intermediate Similarity NPD7390 Discontinued
0.7035 Intermediate Similarity NPD7584 Approved
0.7033 Intermediate Similarity NPD5242 Approved
0.7031 Intermediate Similarity NPD6213 Phase 3
0.7031 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7031 Intermediate Similarity NPD6212 Phase 3
0.703 Intermediate Similarity NPD1613 Approved
0.703 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7022 Intermediate Similarity NPD5353 Approved
0.7019 Intermediate Similarity NPD5619 Clinical (unspecified phase)
0.7012 Intermediate Similarity NPD2313 Discontinued
0.7012 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD1243 Approved
0.6978 Remote Similarity NPD7229 Phase 3
0.6974 Remote Similarity NPD4420 Approved
0.6973 Remote Similarity NPD7286 Phase 2
0.6964 Remote Similarity NPD2799 Discontinued
0.6959 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6937 Remote Similarity NPD9269 Phase 2
0.6923 Remote Similarity NPD8155 Clinical (unspecified phase)
0.6923 Remote Similarity NPD8090 Clinical (unspecified phase)
0.6923 Remote Similarity NPD5408 Approved
0.6923 Remote Similarity NPD5404 Approved
0.6923 Remote Similarity NPD5406 Approved
0.6923 Remote Similarity NPD5405 Approved
0.6915 Remote Similarity NPD7585 Approved
0.6909 Remote Similarity NPD1699 Clinical (unspecified phase)
0.689 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6866 Remote Similarity NPD7583 Approved
0.6836 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6831 Remote Similarity NPD8127 Discontinued
0.6829 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6826 Remote Similarity NPD4060 Phase 1
0.6825 Remote Similarity NPD4419 Clinical (unspecified phase)
0.6816 Remote Similarity NPD7211 Clinical (unspecified phase)
0.6813 Remote Similarity NPD5537 Clinical (unspecified phase)
0.677 Remote Similarity NPD3705 Approved
0.6768 Remote Similarity NPD2798 Approved
0.6765 Remote Similarity NPD7033 Discontinued
0.6762 Remote Similarity NPD8366 Approved
0.676 Remote Similarity NPD7615 Clinical (unspecified phase)
0.676 Remote Similarity NPD6386 Approved
0.676 Remote Similarity NPD6385 Approved
0.6725 Remote Similarity NPD6099 Approved
0.6725 Remote Similarity NPD6100 Approved
0.6725 Remote Similarity NPD2438 Suspended
0.6707 Remote Similarity NPD3764 Approved
0.6705 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6705 Remote Similarity NPD1652 Phase 2
0.6687 Remote Similarity NPD6832 Phase 2
0.6687 Remote Similarity NPD9268 Approved

Structure

External Identifiers

PubChem CID   16737295
ChEMBL   CHEMBL228355
ZINC  

Physicochemical Properties

Molecular Weight:  388.12
ALogP:  -0.626
MLogP:  2.78
XLogP:  2.06
# Rotatable Bonds:  11
Polar Surface Area:  111.52
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  28

Download Data

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