Natural Product: NPC203795

Natural Product ID:  NPC203795
Common Name:   Chermesinone A
IUPAC Name:   (7R,8S)-7-hydroxy-3,7-dimethyl-8-[(3S)-3-methyl-2-oxopentyl]-8H-isochromen-6-one
Synonyms:   Chermesinone A
Molecular Formula:   C17H22O4
Standard InCHIKey:  ITPVWOANIWCVEO-RMLVOYDJSA-N
Standard InCHI:  InChI=1S/C17H22O4/c1-5-10(2)15(18)8-14-13-9-21-11(3)6-12(13)7-16(19)17(14,4)20/h6-7,9-10,14,20H,5,8H2,1-4H3/t10-,14-,17+/m0/s1
Canonical SMILES:  CC[C@@H](C(=O)C[C@H]1C2=COC(=CC2=CC(=O)[C@]1(C)O)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
NPO11924 Sesuvium portulaca Species Aizoaceae Eukaryota UNPD*
NPO9828 Penicillium chermesinum Species Aspergillaceae Eukaryota isolated from the stem of the mangrove plant Kandelia candel South China Sea in Guangdong Province, China PMID[21510637]
NPO9828 Penicillium chermesinum Species Aspergillaceae Eukaryota PMID[21510637]
NPO8113 Streptomyces murayamaensis Species Streptomycetaceae Bacteria UNPD*
NPO7400 Marsdenia cundurango Species Apocynaceae Eukaryota UNPD*
NPO1216 Aesculus indica Species Hippocastanaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 24500 nM 21510637
NPT66 Individual Protein Acetylcholinesterase Electrophorus electricus IC50 > 100000 nM 21510637

  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 NPC203795 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
0.8478 Intermediate Similarity NPC134083
0.8462 Intermediate Similarity NPC31021
0.8421 Intermediate Similarity NPC473144
0.8421 Intermediate Similarity NPC297281
0.8298 Intermediate Similarity NPC185253
0.8298 Intermediate Similarity NPC215253
0.8229 Intermediate Similarity NPC320294
0.8191 Intermediate Similarity NPC166770
0.8085 Intermediate Similarity NPC471694
0.8068 Intermediate Similarity NPC132228
0.8068 Intermediate Similarity NPC6185
0.8068 Intermediate Similarity NPC241512
0.8068 Intermediate Similarity NPC263997
0.8068 Intermediate Similarity NPC8518
0.8022 Intermediate Similarity NPC474209
0.8022 Intermediate Similarity NPC475823
0.8 Intermediate Similarity NPC23497
0.8 Intermediate Similarity NPC475681
0.7865 Intermediate Similarity NPC32037
0.7857 Intermediate Similarity NPC271059
0.7857 Intermediate Similarity NPC25666
0.7816 Intermediate Similarity NPC121984
0.7816 Intermediate Similarity NPC55869
0.7816 Intermediate Similarity NPC225515
0.7778 Intermediate Similarity NPC94666
0.7732 Intermediate Similarity NPC46761
0.7727 Intermediate Similarity NPC103486
0.7717 Intermediate Similarity NPC118011
0.7717 Intermediate Similarity NPC65615
0.7717 Intermediate Similarity NPC36668
0.7717 Intermediate Similarity NPC68148
0.7701 Intermediate Similarity NPC108955
0.77 Intermediate Similarity NPC85529
0.77 Intermediate Similarity NPC32006
0.7684 Intermediate Similarity NPC295347
0.7667 Intermediate Similarity NPC474680
0.766 Intermediate Similarity NPC233118
0.766 Intermediate Similarity NPC263780
0.7647 Intermediate Similarity NPC186554
0.7647 Intermediate Similarity NPC76966
0.7629 Intermediate Similarity NPC472729
0.7629 Intermediate Similarity NPC153776
0.7629 Intermediate Similarity NPC177680
0.7629 Intermediate Similarity NPC472730
0.7614 Intermediate Similarity NPC474085
0.7604 Intermediate Similarity NPC269492
0.7586 Intermediate Similarity NPC27817
0.7579 Intermediate Similarity NPC474328
0.7561 Intermediate Similarity NPC474060
0.7558 Intermediate Similarity NPC283087
0.7553 Intermediate Similarity NPC174167
0.7553 Intermediate Similarity NPC166110
0.7553 Intermediate Similarity NPC470036
0.7551 Intermediate Similarity NPC472727
0.7551 Intermediate Similarity NPC472728
0.7527 Intermediate Similarity NPC474918
0.7526 Intermediate Similarity NPC473161
0.7526 Intermediate Similarity NPC208094
0.7526 Intermediate Similarity NPC472074
0.7526 Intermediate Similarity NPC472073
0.7524 Intermediate Similarity NPC326264
0.75 Intermediate Similarity NPC91408
0.75 Intermediate Similarity NPC280725
0.75 Intermediate Similarity NPC181327
0.75 Intermediate Similarity NPC2482
0.75 Intermediate Similarity NPC279313
0.7474 Intermediate Similarity NPC248193
0.7474 Intermediate Similarity NPC211230
0.7473 Intermediate Similarity NPC470177
0.7473 Intermediate Similarity NPC133652
0.7473 Intermediate Similarity NPC15838
0.7473 Intermediate Similarity NPC132629
0.7471 Intermediate Similarity NPC189485
0.7471 Intermediate Similarity NPC476808
0.7471 Intermediate Similarity NPC478122
0.7471 Intermediate Similarity NPC207772
0.7471 Intermediate Similarity NPC30321
0.7471 Intermediate Similarity NPC253561
0.7471 Intermediate Similarity NPC80088
0.7447 Intermediate Similarity NPC131864
0.7447 Intermediate Similarity NPC129913
0.7447 Intermediate Similarity NPC469464
0.7447 Intermediate Similarity NPC223093
0.7444 Intermediate Similarity NPC297398
0.7444 Intermediate Similarity NPC105803
0.7442 Intermediate Similarity NPC26504
0.7442 Intermediate Similarity NPC151622
0.7442 Intermediate Similarity NPC110725
0.7442 Intermediate Similarity NPC7629
0.7442 Intermediate Similarity NPC470525
0.7442 Intermediate Similarity NPC472305
0.7442 Intermediate Similarity NPC92080
0.7423 Intermediate Similarity NPC472733
0.7423 Intermediate Similarity NPC472734
0.7423 Intermediate Similarity NPC21681
0.7423 Intermediate Similarity NPC472675
0.7423 Intermediate Similarity NPC318082
0.7419 Intermediate Similarity NPC53454
0.7419 Intermediate Similarity NPC473658
0.7416 Intermediate Similarity NPC119229
0.7416 Intermediate Similarity NPC275766
0.7416 Intermediate Similarity NPC189237
0.7416 Intermediate Similarity NPC99308
0.7412 Intermediate Similarity NPC147438
0.74 Intermediate Similarity NPC163249
0.7396 Intermediate Similarity NPC474882
0.7396 Intermediate Similarity NPC23170
0.7391 Intermediate Similarity NPC229717
0.7386 Intermediate Similarity NPC474113
0.7363 Intermediate Similarity NPC237712
0.7356 Intermediate Similarity NPC257666
0.7356 Intermediate Similarity NPC34110
0.7356 Intermediate Similarity NPC266193
0.7356 Intermediate Similarity NPC266124
0.7353 Intermediate Similarity NPC478052
0.7349 Intermediate Similarity NPC94488
0.7349 Intermediate Similarity NPC262673
0.7347 Intermediate Similarity NPC472732
0.7347 Intermediate Similarity NPC472731
0.734 Intermediate Similarity NPC307092
0.734 Intermediate Similarity NPC472688
0.734 Intermediate Similarity NPC326627
0.734 Intermediate Similarity NPC112454
0.734 Intermediate Similarity NPC474245
0.734 Intermediate Similarity NPC95364
0.734 Intermediate Similarity NPC475108
0.734 Intermediate Similarity NPC472676
0.734 Intermediate Similarity NPC310010
0.734 Intermediate Similarity NPC142159
0.7339 Intermediate Similarity NPC245320
0.7327 Intermediate Similarity NPC275583
0.7327 Intermediate Similarity NPC179208
0.7326 Intermediate Similarity NPC175079
0.732 Intermediate Similarity NPC777
0.7317 Intermediate Similarity NPC243272
0.7312 Intermediate Similarity NPC470523
0.7312 Intermediate Similarity NPC136548
0.7303 Intermediate Similarity NPC476809
0.73 Intermediate Similarity NPC471699
0.73 Intermediate Similarity NPC472637
0.73 Intermediate Similarity NPC469851
0.7292 Intermediate Similarity NPC134826
0.7283 Intermediate Similarity NPC90287
0.7283 Intermediate Similarity NPC187529
0.7283 Intermediate Similarity NPC79573
0.7273 Intermediate Similarity NPC471409
0.7273 Intermediate Similarity NPC321514
0.7273 Intermediate Similarity NPC478246
0.7273 Intermediate Similarity NPC275494
0.7273 Intermediate Similarity NPC74410
0.7273 Intermediate Similarity NPC473145
0.7273 Intermediate Similarity NPC476815
0.7273 Intermediate Similarity NPC31641
0.7273 Intermediate Similarity NPC478247
0.7263 Intermediate Similarity NPC38952
0.7263 Intermediate Similarity NPC212369
0.7262 Intermediate Similarity NPC94743
0.7262 Intermediate Similarity NPC291062
0.7255 Intermediate Similarity NPC40170
0.7253 Intermediate Similarity NPC53733
0.7253 Intermediate Similarity NPC64600
0.7253 Intermediate Similarity NPC102197
0.7245 Intermediate Similarity NPC473164
0.7241 Intermediate Similarity NPC263582
0.7241 Intermediate Similarity NPC180886
0.7234 Intermediate Similarity NPC473229
0.7234 Intermediate Similarity NPC307298
0.7234 Intermediate Similarity NPC26078
0.7234 Intermediate Similarity NPC470524
0.7229 Intermediate Similarity NPC125578
0.7229 Intermediate Similarity NPC146376
0.7229 Intermediate Similarity NPC263382
0.7222 Intermediate Similarity NPC149237
0.7222 Intermediate Similarity NPC472684
0.7222 Intermediate Similarity NPC327002
0.7222 Intermediate Similarity NPC226068
0.7222 Intermediate Similarity NPC136150
0.7222 Intermediate Similarity NPC44963
0.7222 Intermediate Similarity NPC470298
0.7222 Intermediate Similarity NPC116797
0.7216 Intermediate Similarity NPC245972
0.7216 Intermediate Similarity NPC114162
0.7216 Intermediate Similarity NPC469819
0.7216 Intermediate Similarity NPC196485
0.7212 Intermediate Similarity NPC168883
0.7209 Intermediate Similarity NPC264178
0.7204 Intermediate Similarity NPC327115
0.7204 Intermediate Similarity NPC472974
0.7204 Intermediate Similarity NPC474778
0.7204 Intermediate Similarity NPC474733
0.7204 Intermediate Similarity NPC51014
0.7204 Intermediate Similarity NPC158393
0.7204 Intermediate Similarity NPC145879
0.7204 Intermediate Similarity NPC20688
0.7204 Intermediate Similarity NPC31564
0.7204 Intermediate Similarity NPC474732
0.72 Intermediate Similarity NPC472972
0.7196 Intermediate Similarity NPC474271
0.7191 Intermediate Similarity NPC192329
0.7188 Intermediate Similarity NPC193396

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC203795 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
0.7701 Intermediate Similarity NPD4695 Discontinued
0.75 Intermediate Similarity NPD4629 Approved
0.75 Intermediate Similarity NPD5210 Approved
0.7449 Intermediate Similarity NPD5696 Approved
0.7391 Intermediate Similarity NPD4694 Approved
0.7391 Intermediate Similarity NPD5280 Approved
0.7391 Intermediate Similarity NPD5279 Phase 3
0.734 Intermediate Similarity NPD4753 Phase 2
0.734 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7216 Intermediate Similarity NPD5282 Discontinued
0.7204 Intermediate Similarity NPD3618 Phase 1
0.7195 Intermediate Similarity NPD3704 Approved
0.7174 Intermediate Similarity NPD4197 Approved
0.7159 Intermediate Similarity NPD4756 Discovery
0.7143 Intermediate Similarity NPD5695 Phase 3
0.7143 Intermediate Similarity NPD3667 Approved
0.7111 Intermediate Similarity NPD8259 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD5329 Approved
0.7079 Intermediate Similarity NPD3617 Approved
0.7071 Intermediate Similarity NPD4697 Phase 3
0.7037 Intermediate Similarity NPD2664 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD5690 Phase 2
0.701 Intermediate Similarity NPD5284 Approved
0.701 Intermediate Similarity NPD5281 Approved
0.7 Intermediate Similarity NPD6083 Phase 2
0.7 Intermediate Similarity NPD6084 Phase 2
0.7 Intermediate Similarity NPD4755 Approved
0.6989 Remote Similarity NPD3133 Approved
0.6989 Remote Similarity NPD4786 Approved
0.6989 Remote Similarity NPD3666 Approved
0.6989 Remote Similarity NPD3665 Phase 1
0.6988 Remote Similarity NPD7331 Phase 2
0.6957 Remote Similarity NPD4221 Approved
0.6957 Remote Similarity NPD4223 Phase 3
0.6939 Remote Similarity NPD6399 Phase 3
0.6915 Remote Similarity NPD1696 Phase 3
0.6907 Remote Similarity NPD5692 Phase 3
0.69 Remote Similarity NPD5220 Clinical (unspecified phase)
0.69 Remote Similarity NPD5222 Approved
0.69 Remote Similarity NPD5221 Approved
0.6875 Remote Similarity NPD5737 Approved
0.6875 Remote Similarity NPD6672 Approved
0.6869 Remote Similarity NPD7748 Approved
0.6867 Remote Similarity NPD7341 Phase 2
0.6863 Remote Similarity NPD4696 Approved
0.6863 Remote Similarity NPD4700 Approved
0.6863 Remote Similarity NPD5285 Approved
0.6863 Remote Similarity NPD5286 Approved
0.6842 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6837 Remote Similarity NPD5694 Approved
0.6837 Remote Similarity NPD6050 Approved
0.6837 Remote Similarity NPD7515 Phase 2
0.6832 Remote Similarity NPD5173 Approved
0.6832 Remote Similarity NPD7902 Approved
0.6809 Remote Similarity NPD3668 Phase 3
0.6804 Remote Similarity NPD5328 Approved
0.6796 Remote Similarity NPD5223 Approved
0.6786 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6768 Remote Similarity NPD5133 Approved
0.6768 Remote Similarity NPD4202 Approved
0.6731 Remote Similarity NPD5226 Approved
0.6731 Remote Similarity NPD5224 Approved
0.6731 Remote Similarity NPD5211 Phase 2
0.6731 Remote Similarity NPD5225 Approved
0.6731 Remote Similarity NPD4633 Approved
0.6731 Remote Similarity NPD5091 Approved
0.6701 Remote Similarity NPD4518 Approved
0.6698 Remote Similarity NPD6675 Approved
0.6698 Remote Similarity NPD7128 Approved
0.6698 Remote Similarity NPD6402 Approved
0.6698 Remote Similarity NPD5739 Approved
0.6667 Remote Similarity NPD4690 Approved
0.6667 Remote Similarity NPD4623 Approved
0.6667 Remote Similarity NPD6372 Approved
0.6667 Remote Similarity NPD5175 Approved
0.6667 Remote Similarity NPD4688 Approved
0.6667 Remote Similarity NPD4689 Approved
0.6667 Remote Similarity NPD4138 Approved
0.6667 Remote Similarity NPD6373 Approved
0.6667 Remote Similarity NPD5205 Approved
0.6667 Remote Similarity NPD4519 Discontinued
0.6667 Remote Similarity NPD4754 Approved
0.6667 Remote Similarity NPD5174 Approved
0.6667 Remote Similarity NPD4693 Phase 3
0.6667 Remote Similarity NPD6079 Approved
0.6636 Remote Similarity NPD5701 Approved
0.6636 Remote Similarity NPD5697 Approved
0.6633 Remote Similarity NPD6080 Approved
0.6633 Remote Similarity NPD6673 Approved
0.6633 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6633 Remote Similarity NPD6904 Approved
0.6633 Remote Similarity NPD6101 Approved
0.6604 Remote Similarity NPD5141 Approved
0.6574 Remote Similarity NPD6899 Approved
0.6574 Remote Similarity NPD6011 Approved
0.6574 Remote Similarity NPD6881 Approved
0.6574 Remote Similarity NPD7320 Approved
0.6566 Remote Similarity NPD5207 Approved
0.6566 Remote Similarity NPD4096 Approved
0.6545 Remote Similarity NPD6650 Approved
0.6545 Remote Similarity NPD6649 Approved
0.6542 Remote Similarity NPD4768 Approved
0.6542 Remote Similarity NPD4767 Approved
0.6535 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6535 Remote Similarity NPD7900 Approved
0.6526 Remote Similarity NPD6110 Phase 1
0.6514 Remote Similarity NPD6013 Approved
0.6514 Remote Similarity NPD6014 Approved
0.6514 Remote Similarity NPD6012 Approved
0.65 Remote Similarity NPD5693 Phase 1
0.65 Remote Similarity NPD6411 Approved
0.6495 Remote Similarity NPD6409 Approved
0.6495 Remote Similarity NPD7521 Approved
0.6495 Remote Similarity NPD7334 Approved
0.6495 Remote Similarity NPD5330 Approved
0.6495 Remote Similarity NPD7146 Approved
0.6495 Remote Similarity NPD6684 Approved
0.6489 Remote Similarity NPD5369 Approved
0.6471 Remote Similarity NPD5654 Approved
0.6455 Remote Similarity NPD6883 Approved
0.6455 Remote Similarity NPD7102 Approved
0.6455 Remote Similarity NPD7290 Approved
0.6436 Remote Similarity NPD5778 Approved
0.6436 Remote Similarity NPD5779 Approved
0.6429 Remote Similarity NPD3573 Approved
0.6422 Remote Similarity NPD4729 Approved
0.6422 Remote Similarity NPD5128 Approved
0.6422 Remote Similarity NPD4730 Approved
0.6421 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6396 Remote Similarity NPD6617 Approved
0.6396 Remote Similarity NPD8130 Phase 1
0.6396 Remote Similarity NPD6847 Approved
0.6396 Remote Similarity NPD6869 Approved
0.6396 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6364 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6364 Remote Similarity NPD6903 Approved
0.6354 Remote Similarity NPD4788 Approved
0.6346 Remote Similarity NPD5959 Approved
0.6339 Remote Similarity NPD6053 Discontinued
0.6339 Remote Similarity NPD6882 Approved
0.6339 Remote Similarity NPD8297 Approved
0.6327 Remote Similarity NPD6098 Approved
0.6311 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6306 Remote Similarity NPD5251 Approved
0.6306 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6306 Remote Similarity NPD4634 Approved
0.6306 Remote Similarity NPD5135 Approved
0.6306 Remote Similarity NPD5249 Phase 3
0.6306 Remote Similarity NPD5169 Approved
0.6306 Remote Similarity NPD5250 Approved
0.6306 Remote Similarity NPD5248 Approved
0.6306 Remote Similarity NPD5247 Approved
0.6283 Remote Similarity NPD4632 Approved
0.6277 Remote Similarity NPD4195 Approved
0.6273 Remote Similarity NPD5168 Approved
0.6264 Remote Similarity NPD5733 Approved
0.6264 Remote Similarity NPD4687 Approved
0.6264 Remote Similarity NPD4058 Approved
0.6261 Remote Similarity NPD7115 Discovery
0.625 Remote Similarity NPD7614 Phase 1
0.625 Remote Similarity NPD5217 Approved
0.625 Remote Similarity NPD5127 Approved
0.625 Remote Similarity NPD5215 Approved
0.625 Remote Similarity NPD5216 Approved
0.625 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6239 Remote Similarity NPD6008 Approved
0.6224 Remote Similarity NPD1694 Approved
0.6224 Remote Similarity NPD5363 Approved
0.6222 Remote Similarity NPD5276 Approved
0.62 Remote Similarity NPD5208 Approved
0.6186 Remote Similarity NPD7154 Phase 3
0.6182 Remote Similarity NPD6614 Approved
0.618 Remote Similarity NPD4137 Phase 3
0.6174 Remote Similarity NPD6274 Approved
0.6146 Remote Similarity NPD4692 Approved
0.6146 Remote Similarity NPD4139 Approved
0.6129 Remote Similarity NPD7260 Phase 2
0.6129 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6121 Remote Similarity NPD6009 Approved
0.6121 Remote Similarity NPD6317 Approved
0.6111 Remote Similarity NPD4747 Approved
0.6111 Remote Similarity NPD4691 Approved
0.6106 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6095 Remote Similarity NPD7732 Phase 3
0.6087 Remote Similarity NPD6926 Approved
0.6087 Remote Similarity NPD5167 Approved
0.6087 Remote Similarity NPD6924 Approved
0.6082 Remote Similarity NPD4270 Approved
0.6082 Remote Similarity NPD4269 Approved
0.6078 Remote Similarity NPD5785 Approved
0.6068 Remote Similarity NPD6314 Approved
0.6068 Remote Similarity NPD6335 Approved
0.6068 Remote Similarity NPD6313 Approved
0.6058 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6058 Remote Similarity NPD6001 Approved
0.605 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6036 Remote Similarity NPD6412 Phase 2
0.6034 Remote Similarity NPD6868 Approved
0.6024 Remote Similarity NPD8779 Phase 3
0.6022 Remote Similarity NPD7339 Approved

Structure

External Identifiers

PubChem CID   53355009
ChEMBL   CHEMBL1801779
ZINC  

Physicochemical Properties

Molecular Weight:  290.15
ALogP:  -0.5516
MLogP:  2.89
XLogP:  1.208
# Rotatable Bonds:  9
Polar Surface Area:  63.6
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  21

Download Data

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Biological Activities  
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