Natural Product: NPC268348

Natural Product ID:  NPC268348
Common Name:   Antrocinnamomin B
IUPAC Name:   1-hydroxy-3-(4-hydroxyphenyl)-4-(2-methylpropyl)pyrrole-2,5-dione
Synonyms:  
Molecular Formula:   C14H15NO4
Standard InCHIKey:  OVZPMQOYHUYDEQ-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C14H15NO4/c1-8(2)7-11-12(14(18)15(19)13(11)17)9-3-5-10(16)6-4-9/h3-6,8,16,19H,7H2,1-2H3
Canonical SMILES:  CC(CC1=C(c2ccc(cc2)O)C(=O)N(C1=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
NPO32621 antrodia cinnamomea Species Fomitopsidaceae Eukaryota mycelia PMID[18522430]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus Activity = 18 nM Open TG-GATES in vivo data: Hematology
NPT113 Cell Line RAW264.7 Mus musculus Activity = 82.2 % DrugMatrix in vivo data: Pathology

  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 NPC268348 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
0.8583 High Similarity NPC120251
0.8527 High Similarity NPC132308
0.8321 Intermediate Similarity NPC473360
0.8258 Intermediate Similarity NPC196708
0.7869 Intermediate Similarity NPC17693
0.7836 Intermediate Similarity NPC169766
0.7823 Intermediate Similarity NPC160179
0.7769 Intermediate Similarity NPC171372
0.7759 Intermediate Similarity NPC280869
0.7672 Intermediate Similarity NPC260000
0.7667 Intermediate Similarity NPC6984
0.7664 Intermediate Similarity NPC106606
0.763 Intermediate Similarity NPC328070
0.7603 Intermediate Similarity NPC226699
0.7578 Intermediate Similarity NPC319950
0.7556 Intermediate Similarity NPC257390
0.7554 Intermediate Similarity NPC150712
0.7542 Intermediate Similarity NPC155847
0.7542 Intermediate Similarity NPC289381
0.7542 Intermediate Similarity NPC52472
0.7521 Intermediate Similarity NPC70843
0.752 Intermediate Similarity NPC309808
0.7519 Intermediate Similarity NPC305717
0.7482 Intermediate Similarity NPC238412
0.7482 Intermediate Similarity NPC471201
0.748 Intermediate Similarity NPC95172
0.7464 Intermediate Similarity NPC109580
0.7458 Intermediate Similarity NPC245561
0.7438 Intermediate Similarity NPC13495
0.7419 Intermediate Similarity NPC21162
0.7417 Intermediate Similarity NPC178902
0.741 Intermediate Similarity NPC473052
0.741 Intermediate Similarity NPC473055
0.7405 Intermediate Similarity NPC142577
0.7398 Intermediate Similarity NPC17525
0.7388 Intermediate Similarity NPC218323
0.7377 Intermediate Similarity NPC29989
0.7377 Intermediate Similarity NPC95178
0.7377 Intermediate Similarity NPC69332
0.7357 Intermediate Similarity NPC322526
0.7344 Intermediate Similarity NPC281686
0.7344 Intermediate Similarity NPC106551
0.7344 Intermediate Similarity NPC188867
0.7344 Intermediate Similarity NPC128249
0.7339 Intermediate Similarity NPC88141
0.7328 Intermediate Similarity NPC181709
0.7328 Intermediate Similarity NPC473050
0.7328 Intermediate Similarity NPC473051
0.7317 Intermediate Similarity NPC34715
0.7317 Intermediate Similarity NPC228737
0.7302 Intermediate Similarity NPC231717
0.728 Intermediate Similarity NPC222905
0.728 Intermediate Similarity NPC116842
0.7279 Intermediate Similarity NPC478147
0.7273 Intermediate Similarity NPC27581
0.7258 Intermediate Similarity NPC224584
0.7254 Intermediate Similarity NPC251439
0.7244 Intermediate Similarity NPC242136
0.7244 Intermediate Similarity NPC11824
0.7236 Intermediate Similarity NPC231705
0.7236 Intermediate Similarity NPC188677
0.7231 Intermediate Similarity NPC471033
0.7231 Intermediate Similarity NPC311091
0.7222 Intermediate Similarity NPC114682
0.7222 Intermediate Similarity NPC268388
0.7222 Intermediate Similarity NPC212718
0.7213 Intermediate Similarity NPC120693
0.7213 Intermediate Similarity NPC8931
0.7213 Intermediate Similarity NPC261573
0.7209 Intermediate Similarity NPC28951
0.7209 Intermediate Similarity NPC325646
0.7206 Intermediate Similarity NPC296712
0.7197 Intermediate Similarity NPC56634
0.7194 Intermediate Similarity NPC266425
0.719 Intermediate Similarity NPC472585
0.7177 Intermediate Similarity NPC142297
0.7177 Intermediate Similarity NPC141523
0.7176 Intermediate Similarity NPC239697
0.7172 Intermediate Similarity NPC16188
0.7167 Intermediate Similarity NPC125732
0.7163 Intermediate Similarity NPC313694
0.7163 Intermediate Similarity NPC242159
0.7154 Intermediate Similarity NPC219913
0.7143 Intermediate Similarity NPC474149
0.7143 Intermediate Similarity NPC474862
0.7132 Intermediate Similarity NPC23402
0.7132 Intermediate Similarity NPC322197
0.7132 Intermediate Similarity NPC476353
0.7131 Intermediate Similarity NPC13426
0.7131 Intermediate Similarity NPC68269
0.712 Intermediate Similarity NPC317305
0.712 Intermediate Similarity NPC31274
0.7119 Intermediate Similarity NPC81010
0.7119 Intermediate Similarity NPC32977
0.7105 Intermediate Similarity NPC197783
0.7103 Intermediate Similarity NPC473804
0.7071 Intermediate Similarity NPC474473
0.7069 Intermediate Similarity NPC258219
0.7063 Intermediate Similarity NPC326187
0.7063 Intermediate Similarity NPC258056
0.7059 Intermediate Similarity NPC286006
0.7055 Intermediate Similarity NPC119569
0.7054 Intermediate Similarity NPC285350
0.7043 Intermediate Similarity NPC23167
0.7042 Intermediate Similarity NPC236795
0.704 Intermediate Similarity NPC29883
0.7031 Intermediate Similarity NPC48525
0.7025 Intermediate Similarity NPC130193
0.7023 Intermediate Similarity NPC150919
0.7018 Intermediate Similarity NPC175313
0.7018 Intermediate Similarity NPC248817
0.7008 Intermediate Similarity NPC222084
0.7007 Intermediate Similarity NPC321561
0.7 Intermediate Similarity NPC317254
0.6992 Remote Similarity NPC294037
0.6984 Remote Similarity NPC96224
0.6984 Remote Similarity NPC153690
0.6984 Remote Similarity NPC24101
0.6983 Remote Similarity NPC113460
0.6983 Remote Similarity NPC25493
0.698 Remote Similarity NPC233702
0.6977 Remote Similarity NPC148969
0.697 Remote Similarity NPC273282
0.697 Remote Similarity NPC40649
0.697 Remote Similarity NPC317784
0.697 Remote Similarity NPC142638
0.697 Remote Similarity NPC474890
0.697 Remote Similarity NPC209486
0.697 Remote Similarity NPC161943
0.6967 Remote Similarity NPC29601
0.6967 Remote Similarity NPC253746
0.696 Remote Similarity NPC184658
0.696 Remote Similarity NPC317592
0.6957 Remote Similarity NPC17374
0.6954 Remote Similarity NPC256689
0.6954 Remote Similarity NPC123011
0.6953 Remote Similarity NPC177576
0.6949 Remote Similarity NPC304541
0.6947 Remote Similarity NPC277394
0.6947 Remote Similarity NPC19290
0.6947 Remote Similarity NPC131192
0.6947 Remote Similarity NPC299252
0.6947 Remote Similarity NPC61062
0.6942 Remote Similarity NPC201967
0.6942 Remote Similarity NPC107619
0.694 Remote Similarity NPC146642
0.694 Remote Similarity NPC326079
0.694 Remote Similarity NPC190971
0.6935 Remote Similarity NPC52087
0.6933 Remote Similarity NPC202198
0.693 Remote Similarity NPC124436
0.693 Remote Similarity NPC265146
0.6929 Remote Similarity NPC79543
0.6929 Remote Similarity NPC234639
0.6929 Remote Similarity NPC45191
0.6923 Remote Similarity NPC118202
0.6923 Remote Similarity NPC280347
0.6923 Remote Similarity NPC177420
0.6923 Remote Similarity NPC242240
0.6923 Remote Similarity NPC123273
0.6923 Remote Similarity NPC318325
0.6923 Remote Similarity NPC118288
0.6923 Remote Similarity NPC276111
0.6917 Remote Similarity NPC161617
0.6917 Remote Similarity NPC473767
0.6917 Remote Similarity NPC158222
0.6912 Remote Similarity NPC14141
0.6906 Remote Similarity NPC325651
0.6901 Remote Similarity NPC470441
0.6897 Remote Similarity NPC184169
0.6894 Remote Similarity NPC160199
0.6891 Remote Similarity NPC138117
0.6891 Remote Similarity NPC325292
0.6884 Remote Similarity NPC474476
0.688 Remote Similarity NPC303141
0.688 Remote Similarity NPC127676
0.688 Remote Similarity NPC163734
0.6879 Remote Similarity NPC244866
0.6875 Remote Similarity NPC321252
0.6875 Remote Similarity NPC252544
0.687 Remote Similarity NPC10286
0.687 Remote Similarity NPC213
0.687 Remote Similarity NPC240163
0.687 Remote Similarity NPC4665
0.687 Remote Similarity NPC161304
0.6866 Remote Similarity NPC159525
0.6864 Remote Similarity NPC300017
0.6864 Remote Similarity NPC55561
0.6861 Remote Similarity NPC288945
0.686 Remote Similarity NPC473388
0.6855 Remote Similarity NPC304638
0.6855 Remote Similarity NPC135784
0.6855 Remote Similarity NPC470202
0.6846 Remote Similarity NPC109241
0.6846 Remote Similarity NPC2672
0.6842 Remote Similarity NPC184527
0.6842 Remote Similarity NPC249435
0.6842 Remote Similarity NPC293424
0.6842 Remote Similarity NPC328694
0.6842 Remote Similarity NPC94298

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC268348 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
0.754 Intermediate Similarity NPD256 Approved
0.754 Intermediate Similarity NPD255 Approved
0.7537 Intermediate Similarity NPD4207 Discontinued
0.7344 Intermediate Similarity NPD9568 Approved
0.7206 Intermediate Similarity NPD4208 Discontinued
0.7164 Intermediate Similarity NPD1755 Approved
0.7163 Intermediate Similarity NPD743 Approved
0.7109 Intermediate Similarity NPD2228 Approved
0.7109 Intermediate Similarity NPD2229 Approved
0.7109 Intermediate Similarity NPD2234 Approved
0.7099 Intermediate Similarity NPD1759 Phase 1
0.7073 Intermediate Similarity NPD9610 Approved
0.7073 Intermediate Similarity NPD9608 Approved
0.7047 Intermediate Similarity NPD1670 Discontinued
0.704 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7023 Intermediate Similarity NPD1758 Phase 1
0.7007 Intermediate Similarity NPD257 Approved
0.7007 Intermediate Similarity NPD6884 Clinical (unspecified phase)
0.7007 Intermediate Similarity NPD258 Approved
0.696 Remote Similarity NPD1445 Approved
0.696 Remote Similarity NPD1444 Approved
0.6939 Remote Similarity NPD7910 Clinical (unspecified phase)
0.693 Remote Similarity NPD111 Approved
0.6913 Remote Similarity NPD5556 Clinical (unspecified phase)
0.6894 Remote Similarity NPD856 Approved
0.6894 Remote Similarity NPD16 Approved
0.6879 Remote Similarity NPD520 Approved
0.6857 Remote Similarity NPD3136 Phase 2
0.6842 Remote Similarity NPD9545 Approved
0.6842 Remote Similarity NPD824 Approved
0.6835 Remote Similarity NPD9569 Approved
0.6833 Remote Similarity NPD2933 Approved
0.6833 Remote Similarity NPD2934 Approved
0.6828 Remote Similarity NPD7450 Phase 2
0.6797 Remote Similarity NPD1792 Phase 2
0.6797 Remote Similarity NPD9380 Clinical (unspecified phase)
0.6791 Remote Similarity NPD4093 Discontinued
0.6779 Remote Similarity NPD3281 Clinical (unspecified phase)
0.6777 Remote Similarity NPD2860 Approved
0.6777 Remote Similarity NPD2859 Approved
0.6767 Remote Similarity NPD317 Approved
0.6767 Remote Similarity NPD318 Approved
0.6761 Remote Similarity NPD259 Phase 1
0.6748 Remote Similarity NPD3020 Approved
0.6741 Remote Similarity NPD5238 Clinical (unspecified phase)
0.6741 Remote Similarity NPD2932 Approved
0.6741 Remote Similarity NPD3019 Approved
0.6732 Remote Similarity NPD3229 Phase 2
0.6719 Remote Similarity NPD74 Approved
0.6719 Remote Similarity NPD9266 Approved
0.6716 Remote Similarity NPD5303 Approved
0.6716 Remote Similarity NPD5304 Approved
0.6713 Remote Similarity NPD826 Approved
0.6713 Remote Similarity NPD825 Approved
0.6694 Remote Similarity NPD1432 Clinical (unspecified phase)
0.6692 Remote Similarity NPD9493 Approved
0.6667 Remote Similarity NPD1791 Approved
0.6667 Remote Similarity NPD275 Approved
0.6667 Remote Similarity NPD1793 Approved
0.6667 Remote Similarity NPD4196 Clinical (unspecified phase)
0.6667 Remote Similarity NPD555 Phase 2
0.6667 Remote Similarity NPD4659 Approved
0.6667 Remote Similarity NPD274 Approved
0.6645 Remote Similarity NPD7118 Clinical (unspecified phase)
0.6643 Remote Similarity NPD5729 Clinical (unspecified phase)
0.6641 Remote Similarity NPD9379 Approved
0.6641 Remote Similarity NPD9264 Approved
0.6641 Remote Similarity NPD9267 Approved
0.6641 Remote Similarity NPD9377 Approved
0.6641 Remote Similarity NPD9263 Approved
0.6624 Remote Similarity NPD5967 Approved
0.662 Remote Similarity NPD9536 Phase 1
0.662 Remote Similarity NPD9537 Phase 1
0.662 Remote Similarity NPD4497 Clinical (unspecified phase)
0.6619 Remote Similarity NPD196 Phase 1
0.6618 Remote Similarity NPD1751 Approved
0.6597 Remote Similarity NPD3140 Approved
0.6597 Remote Similarity NPD3142 Approved
0.6594 Remote Similarity NPD2562 Approved
0.6594 Remote Similarity NPD2561 Approved
0.6593 Remote Similarity NPD316 Approved
0.6591 Remote Similarity NPD1241 Discontinued
0.6581 Remote Similarity NPD2592 Discontinued
0.6577 Remote Similarity NPD2976 Clinical (unspecified phase)
0.6575 Remote Similarity NPD6636 Phase 3
0.6567 Remote Similarity NPD405 Clinical (unspecified phase)
0.6566 Remote Similarity NPD5637 Discontinued
0.6565 Remote Similarity NPD9508 Approved
0.6549 Remote Similarity NPD2614 Approved
0.6547 Remote Similarity NPD3676 Clinical (unspecified phase)
0.6532 Remote Similarity NPD466 Approved
0.6519 Remote Similarity NPD9616 Approved
0.6519 Remote Similarity NPD9613 Approved
0.6519 Remote Similarity NPD9615 Approved
0.6508 Remote Similarity NPD940 Approved
0.6508 Remote Similarity NPD846 Approved
0.6503 Remote Similarity NPD3451 Clinical (unspecified phase)
0.65 Remote Similarity NPD9634 Clinical (unspecified phase)
0.6496 Remote Similarity NPD2668 Approved
0.6496 Remote Similarity NPD2667 Approved
0.6496 Remote Similarity NPD2423 Clinical (unspecified phase)
0.6494 Remote Similarity NPD7131 Phase 3
0.6486 Remote Similarity NPD3391 Approved
0.6485 Remote Similarity NPD6020 Phase 2
0.6479 Remote Similarity NPD3636 Approved
0.6479 Remote Similarity NPD3637 Approved
0.6479 Remote Similarity NPD3635 Approved
0.6479 Remote Similarity NPD4212 Discontinued
0.6475 Remote Similarity NPD845 Approved
0.6475 Remote Similarity NPD1481 Phase 2
0.6471 Remote Similarity NPD2226 Clinical (unspecified phase)
0.6458 Remote Similarity NPD3764 Approved
0.6454 Remote Similarity NPD1135 Approved
0.6454 Remote Similarity NPD4104 Clinical (unspecified phase)
0.6454 Remote Similarity NPD1164 Approved
0.6454 Remote Similarity NPD3053 Approved
0.6454 Remote Similarity NPD1131 Approved
0.6454 Remote Similarity NPD4103 Phase 2
0.6454 Remote Similarity NPD1133 Approved
0.6454 Remote Similarity NPD3055 Approved
0.6454 Remote Similarity NPD1134 Approved
0.6454 Remote Similarity NPD1129 Approved
0.6452 Remote Similarity NPD288 Approved
0.6449 Remote Similarity NPD3847 Discontinued
0.6449 Remote Similarity NPD2688 Clinical (unspecified phase)
0.6447 Remote Similarity NPD160 Clinical (unspecified phase)
0.6429 Remote Similarity NPD5159 Phase 2
0.6429 Remote Similarity NPD5158 Clinical (unspecified phase)
0.6429 Remote Similarity NPD5157 Phase 1
0.6418 Remote Similarity NPD9614 Approved
0.6418 Remote Similarity NPD9281 Approved
0.6418 Remote Similarity NPD9618 Approved
0.6414 Remote Similarity NPD7086 Phase 2
0.6412 Remote Similarity NPD3022 Approved
0.6412 Remote Similarity NPD3021 Approved
0.6405 Remote Similarity NPD6682 Clinical (unspecified phase)
0.6405 Remote Similarity NPD4357 Discontinued
0.6403 Remote Similarity NPD5351 Clinical (unspecified phase)
0.6403 Remote Similarity NPD1201 Approved
0.6403 Remote Similarity NPD1535 Discovery
0.6403 Remote Similarity NPD5350 Clinical (unspecified phase)
0.64 Remote Similarity NPD3655 Clinical (unspecified phase)
0.6395 Remote Similarity NPD6817 Clinical (unspecified phase)
0.6391 Remote Similarity NPD821 Approved
0.6389 Remote Similarity NPD9718 Approved
0.6387 Remote Similarity NPD7523 Phase 3
0.6383 Remote Similarity NPD2079 Discontinued
0.6383 Remote Similarity NPD5310 Approved
0.6383 Remote Similarity NPD5311 Approved
0.6376 Remote Similarity NPD1537 Approved
0.6376 Remote Similarity NPD1519 Approved
0.6376 Remote Similarity NPD1538 Phase 1
0.6376 Remote Similarity NPD9570 Approved
0.6371 Remote Similarity NPD1809 Phase 2
0.6371 Remote Similarity NPD844 Approved
0.6364 Remote Similarity NPD9494 Approved
0.6364 Remote Similarity NPD9256 Approved
0.6364 Remote Similarity NPD9280 Clinical (unspecified phase)
0.6364 Remote Similarity NPD9258 Approved
0.6358 Remote Similarity NPD2654 Approved
0.6357 Remote Similarity NPD9717 Approved
0.6349 Remote Similarity NPD742 Approved
0.634 Remote Similarity NPD6609 Clinical (unspecified phase)
0.6338 Remote Similarity NPD1470 Approved
0.6331 Remote Similarity NPD3023 Approved
0.6331 Remote Similarity NPD3421 Phase 3
0.6331 Remote Similarity NPD3026 Approved
0.6328 Remote Similarity NPD9261 Approved
0.6323 Remote Similarity NPD9509 Clinical (unspecified phase)
0.6319 Remote Similarity NPD3595 Approved
0.6319 Remote Similarity NPD2605 Approved
0.6319 Remote Similarity NPD3594 Approved
0.6319 Remote Similarity NPD2606 Approved
0.6316 Remote Similarity NPD1196 Approved
0.6316 Remote Similarity NPD3400 Discontinued
0.6312 Remote Similarity NPD182 Clinical (unspecified phase)
0.6309 Remote Similarity NPD6866 Clinical (unspecified phase)
0.6309 Remote Similarity NPD3299 Clinical (unspecified phase)
0.6309 Remote Similarity NPD6867 Clinical (unspecified phase)
0.6306 Remote Similarity NPD3455 Phase 2
0.6304 Remote Similarity NPD3024 Approved
0.6304 Remote Similarity NPD4235 Clinical (unspecified phase)
0.6304 Remote Similarity NPD3025 Approved
0.6299 Remote Similarity NPD1543 Discontinued
0.6299 Remote Similarity NPD1242 Phase 1
0.6299 Remote Similarity NPD289 Clinical (unspecified phase)
0.6296 Remote Similarity NPD690 Clinical (unspecified phase)
0.6296 Remote Similarity NPD8303 Discontinued
0.6296 Remote Similarity NPD475 Phase 2
0.6294 Remote Similarity NPD9619 Approved
0.6294 Remote Similarity NPD9620 Approved
0.6294 Remote Similarity NPD7451 Discontinued
0.6294 Remote Similarity NPD9621 Approved
0.6289 Remote Similarity NPD7577 Discontinued
0.6286 Remote Similarity NPD518 Clinical (unspecified phase)
0.6282 Remote Similarity NPD6662 Clinical (unspecified phase)
0.6279 Remote Similarity NPD1237 Approved
0.6277 Remote Similarity NPD997 Clinical (unspecified phase)
0.6276 Remote Similarity NPD5156 Approved
0.6276 Remote Similarity NPD5155 Approved

Structure

External Identifiers

PubChem CID   24970582
ChEMBL   CHEMBL507751
ZINC  

Physicochemical Properties

Molecular Weight:  261.10
ALogP:  -0.7082
MLogP:  2.45
XLogP:  2.691
# Rotatable Bonds:  7
Polar Surface Area:  77.84
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  19

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
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