Natural Product: NPC58532

Natural Product ID:  NPC58532
Common Name:   (6R)-3,5-Dihydroxy-4-[[(1S,2R,5R)-2-Hydroxy-2-Methyl-5-Prop-1-En-2-Ylcyclopentyl]Methyl]-6-Methyl-6-(3-Methylbut-2-Enyl)-2-(2-Methylpropanoyl)Cyclohexa-2,4-Dien-1-One
IUPAC Name:   (6R)-3,5-dihydroxy-4-[[(1S,2R,5R)-2-hydroxy-2-methyl-5-prop-1-en-2-ylcyclopentyl]methyl]-6-methyl-6-(3-methylbut-2-enyl)-2-(2-methylpropanoyl)cyclohexa-2,4-dien-1-one
Synonyms:  
Molecular Formula:   C26H38O5
Standard InCHIKey:  QYPGFMLLGVPVHG-IPFQZCJUSA-N
Standard InCHI:  InChI=1S/C26H38O5/c1-14(2)9-11-25(7)23(29)18(22(28)20(24(25)30)21(27)16(5)6)13-19-17(15(3)4)10-12-26(19,8)31/h9,16-17,19,28-29,31H,3,10-13H2,1-2,4-8H3/t17-,19-,25+,26+/m0/s1
Canonical SMILES:  CC(=CC[C@]1(C)C(=C(C[C@H]2[C@@H](CC[C@@]2(C)O)C(=C)C)C(=C(C1=O)C(=O)C(C)C)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
NPO19915 Hypericum henryi Species Hypericaceae Eukaryota Aerial parts Yunnan, China PMID[25871261]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT660 Cell Line SW480 Homo sapiens IC50 > 40000 nM 12088423
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 40000 nM 12193011
NPT116 Cell Line HL-60 Homo sapiens IC50 > 40000 nM DrugMatrix in vitro pharmacology data
NPT83 Cell Line MCF7 Homo sapiens IC50 > 40000 nM 21924800
NPT81 Cell Line A549 Homo sapiens IC50 > 40000 nM 12608856

  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 NPC58532 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 NPC472677
0.8161 Intermediate Similarity NPC20262
0.8161 Intermediate Similarity NPC256750
0.8132 Intermediate Similarity NPC472688
0.8132 Intermediate Similarity NPC472676
0.8105 Intermediate Similarity NPC477268
0.8105 Intermediate Similarity NPC472690
0.8105 Intermediate Similarity NPC472689
0.8105 Intermediate Similarity NPC477267
0.8 Intermediate Similarity NPC135576
0.8 Intermediate Similarity NPC93271
0.7955 Intermediate Similarity NPC477270
0.7955 Intermediate Similarity NPC477271
0.7955 Intermediate Similarity NPC477269
0.7955 Intermediate Similarity NPC129080
0.7927 Intermediate Similarity NPC203819
0.7912 Intermediate Similarity NPC103743
0.7912 Intermediate Similarity NPC476079
0.7912 Intermediate Similarity NPC113370
0.7841 Intermediate Similarity NPC275766
0.7835 Intermediate Similarity NPC244411
0.7816 Intermediate Similarity NPC301769
0.7816 Intermediate Similarity NPC32758
0.7765 Intermediate Similarity NPC77501
0.7765 Intermediate Similarity NPC251435
0.7753 Intermediate Similarity NPC133844
0.7727 Intermediate Similarity NPC279667
0.7692 Intermediate Similarity NPC476628
0.7692 Intermediate Similarity NPC307112
0.7677 Intermediate Similarity NPC116139
0.7677 Intermediate Similarity NPC62670
0.7667 Intermediate Similarity NPC310470
0.764 Intermediate Similarity NPC44963
0.764 Intermediate Similarity NPC472684
0.7629 Intermediate Similarity NPC9812
0.76 Intermediate Similarity NPC66110
0.7579 Intermediate Similarity NPC472705
0.7579 Intermediate Similarity NPC204341
0.7576 Intermediate Similarity NPC154072
0.7558 Intermediate Similarity NPC89374
0.7556 Intermediate Similarity NPC193347
0.7553 Intermediate Similarity NPC123912
0.7553 Intermediate Similarity NPC170775
0.7528 Intermediate Similarity NPC45495
0.7528 Intermediate Similarity NPC164218
0.7527 Intermediate Similarity NPC287079
0.7527 Intermediate Similarity NPC136948
0.7526 Intermediate Similarity NPC472932
0.75 Intermediate Similarity NPC206079
0.75 Intermediate Similarity NPC474853
0.75 Intermediate Similarity NPC179006
0.75 Intermediate Similarity NPC471401
0.75 Intermediate Similarity NPC472942
0.75 Intermediate Similarity NPC475099
0.75 Intermediate Similarity NPC472924
0.7475 Intermediate Similarity NPC64742
0.7475 Intermediate Similarity NPC235464
0.7475 Intermediate Similarity NPC166745
0.7474 Intermediate Similarity NPC69622
0.7474 Intermediate Similarity NPC2946
0.7473 Intermediate Similarity NPC475083
0.7473 Intermediate Similarity NPC477373
0.7471 Intermediate Similarity NPC25908
0.7471 Intermediate Similarity NPC141346
0.7471 Intermediate Similarity NPC142759
0.7471 Intermediate Similarity NPC473437
0.7471 Intermediate Similarity NPC115719
0.7471 Intermediate Similarity NPC124289
0.7451 Intermediate Similarity NPC209502
0.7451 Intermediate Similarity NPC204833
0.7447 Intermediate Similarity NPC72397
0.7447 Intermediate Similarity NPC474854
0.7447 Intermediate Similarity NPC320665
0.7444 Intermediate Similarity NPC189237
0.7444 Intermediate Similarity NPC171665
0.7442 Intermediate Similarity NPC7382
0.7426 Intermediate Similarity NPC70369
0.7423 Intermediate Similarity NPC477241
0.7416 Intermediate Similarity NPC84185
0.7416 Intermediate Similarity NPC471890
0.7416 Intermediate Similarity NPC66677
0.7416 Intermediate Similarity NPC7232
0.74 Intermediate Similarity NPC474720
0.7396 Intermediate Similarity NPC45269
0.7396 Intermediate Similarity NPC478243
0.7396 Intermediate Similarity NPC478244
0.7391 Intermediate Similarity NPC144258
0.7391 Intermediate Similarity NPC164577
0.7379 Intermediate Similarity NPC152695
0.7379 Intermediate Similarity NPC50692
0.7379 Intermediate Similarity NPC319077
0.7379 Intermediate Similarity NPC149047
0.7379 Intermediate Similarity NPC49958
0.7379 Intermediate Similarity NPC48733
0.7379 Intermediate Similarity NPC202167
0.7379 Intermediate Similarity NPC171137
0.7379 Intermediate Similarity NPC260268
0.7379 Intermediate Similarity NPC214264
0.7379 Intermediate Similarity NPC302607
0.7379 Intermediate Similarity NPC296945
0.7379 Intermediate Similarity NPC476027
0.7379 Intermediate Similarity NPC150531
0.7379 Intermediate Similarity NPC97202
0.7379 Intermediate Similarity NPC85829
0.7374 Intermediate Similarity NPC239895
0.7374 Intermediate Similarity NPC477949
0.7368 Intermediate Similarity NPC2983
0.7368 Intermediate Similarity NPC472971
0.7368 Intermediate Similarity NPC41217
0.7368 Intermediate Similarity NPC477943
0.7368 Intermediate Similarity NPC262043
0.7368 Intermediate Similarity NPC472970
0.7368 Intermediate Similarity NPC474918
0.7353 Intermediate Similarity NPC111323
0.7349 Intermediate Similarity NPC278895
0.7347 Intermediate Similarity NPC271195
0.7333 Intermediate Similarity NPC138492
0.7333 Intermediate Similarity NPC824
0.7333 Intermediate Similarity NPC233352
0.7327 Intermediate Similarity NPC99411
0.7327 Intermediate Similarity NPC146822
0.7326 Intermediate Similarity NPC300940
0.732 Intermediate Similarity NPC474807
0.732 Intermediate Similarity NPC472930
0.7308 Intermediate Similarity NPC477916
0.7308 Intermediate Similarity NPC475060
0.7308 Intermediate Similarity NPC220229
0.7308 Intermediate Similarity NPC43285
0.7308 Intermediate Similarity NPC83744
0.7308 Intermediate Similarity NPC58370
0.7303 Intermediate Similarity NPC275494
0.7303 Intermediate Similarity NPC471409
0.73 Intermediate Similarity NPC197386
0.73 Intermediate Similarity NPC147954
0.73 Intermediate Similarity NPC103051
0.7292 Intermediate Similarity NPC280592
0.7292 Intermediate Similarity NPC320026
0.7292 Intermediate Similarity NPC213636
0.7292 Intermediate Similarity NPC253177
0.7283 Intermediate Similarity NPC62214
0.7283 Intermediate Similarity NPC97913
0.7273 Intermediate Similarity NPC249954
0.7273 Intermediate Similarity NPC155676
0.7273 Intermediate Similarity NPC469646
0.7273 Intermediate Similarity NPC182848
0.7263 Intermediate Similarity NPC117122
0.7255 Intermediate Similarity NPC477915
0.7255 Intermediate Similarity NPC87351
0.7255 Intermediate Similarity NPC473424
0.7253 Intermediate Similarity NPC477372
0.7245 Intermediate Similarity NPC8993
0.7245 Intermediate Similarity NPC114162
0.7245 Intermediate Similarity NPC7165
0.7245 Intermediate Similarity NPC299100
0.7245 Intermediate Similarity NPC298919
0.7245 Intermediate Similarity NPC90453
0.7245 Intermediate Similarity NPC111015
0.7245 Intermediate Similarity NPC469819
0.7241 Intermediate Similarity NPC206875
0.7238 Intermediate Similarity NPC217201
0.7238 Intermediate Similarity NPC329417
0.7234 Intermediate Similarity NPC469994
0.7234 Intermediate Similarity NPC470346
0.7234 Intermediate Similarity NPC472479
0.7234 Intermediate Similarity NPC472869
0.7228 Intermediate Similarity NPC280963
0.7222 Intermediate Similarity NPC274996
0.7222 Intermediate Similarity NPC472013
0.7222 Intermediate Similarity NPC196827
0.7222 Intermediate Similarity NPC476624
0.7216 Intermediate Similarity NPC233116
0.7216 Intermediate Similarity NPC474018
0.7216 Intermediate Similarity NPC473986
0.7216 Intermediate Similarity NPC296114
0.7216 Intermediate Similarity NPC473998
0.7216 Intermediate Similarity NPC471329
0.7216 Intermediate Similarity NPC144629
0.7216 Intermediate Similarity NPC475806
0.7212 Intermediate Similarity NPC257353
0.7209 Intermediate Similarity NPC469737
0.7204 Intermediate Similarity NPC476412
0.7204 Intermediate Similarity NPC472865
0.7204 Intermediate Similarity NPC472480
0.7204 Intermediate Similarity NPC230527
0.7204 Intermediate Similarity NPC7927
0.72 Intermediate Similarity NPC27105
0.72 Intermediate Similarity NPC161147
0.72 Intermediate Similarity NPC47834
0.7188 Intermediate Similarity NPC326627
0.7188 Intermediate Similarity NPC232747
0.7188 Intermediate Similarity NPC214387
0.7188 Intermediate Similarity NPC473999
0.7188 Intermediate Similarity NPC309603
0.7188 Intermediate Similarity NPC310010
0.7188 Intermediate Similarity NPC186688
0.7184 Intermediate Similarity NPC311612
0.7176 Intermediate Similarity NPC469914
0.7172 Intermediate Similarity NPC263347
0.7172 Intermediate Similarity NPC259286
0.7172 Intermediate Similarity NPC171395

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC58532 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
0.7609 Intermediate Similarity NPD5280 Approved
0.7609 Intermediate Similarity NPD4694 Approved
0.7556 Intermediate Similarity NPD4223 Phase 3
0.7556 Intermediate Similarity NPD4221 Approved
0.75 Intermediate Similarity NPD5329 Approved
0.7447 Intermediate Similarity NPD4518 Approved
0.7396 Intermediate Similarity NPD5281 Approved
0.7396 Intermediate Similarity NPD5284 Approved
0.7391 Intermediate Similarity NPD4197 Approved
0.7292 Intermediate Similarity NPD4096 Approved
0.7234 Intermediate Similarity NPD4689 Approved
0.7234 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7234 Intermediate Similarity NPD4693 Phase 3
0.7234 Intermediate Similarity NPD5690 Phase 2
0.7234 Intermediate Similarity NPD5205 Approved
0.7234 Intermediate Similarity NPD4138 Approved
0.7234 Intermediate Similarity NPD4688 Approved
0.7234 Intermediate Similarity NPD4690 Approved
0.7188 Intermediate Similarity NPD4753 Phase 2
0.7174 Intermediate Similarity NPD4800 Clinical (unspecified phase)
0.7128 Intermediate Similarity NPD5363 Approved
0.7113 Intermediate Similarity NPD5785 Approved
0.7053 Intermediate Similarity NPD5279 Phase 3
0.7041 Intermediate Similarity NPD6050 Approved
0.7033 Intermediate Similarity NPD4195 Approved
0.7024 Intermediate Similarity NPD7331 Phase 2
0.7021 Intermediate Similarity NPD3666 Approved
0.7021 Intermediate Similarity NPD3133 Approved
0.7021 Intermediate Similarity NPD3665 Phase 1
0.6989 Remote Similarity NPD4270 Approved
0.6989 Remote Similarity NPD4269 Approved
0.697 Remote Similarity NPD5133 Approved
0.6939 Remote Similarity NPD5692 Phase 3
0.6923 Remote Similarity NPD5211 Phase 2
0.6923 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6905 Remote Similarity NPD7341 Phase 2
0.6875 Remote Similarity NPD4623 Approved
0.6875 Remote Similarity NPD5786 Approved
0.6875 Remote Similarity NPD4519 Discontinued
0.6869 Remote Similarity NPD5694 Approved
0.6869 Remote Similarity NPD7637 Suspended
0.6863 Remote Similarity NPD4755 Approved
0.6863 Remote Similarity NPD6083 Phase 2
0.6863 Remote Similarity NPD6084 Phase 2
0.6837 Remote Similarity NPD5328 Approved
0.6837 Remote Similarity NPD6673 Approved
0.6837 Remote Similarity NPD6904 Approved
0.6837 Remote Similarity NPD6080 Approved
0.6832 Remote Similarity NPD4629 Approved
0.6832 Remote Similarity NPD5695 Phase 3
0.6832 Remote Similarity NPD5210 Approved
0.68 Remote Similarity NPD4202 Approved
0.68 Remote Similarity NPD5778 Approved
0.68 Remote Similarity NPD5779 Approved
0.6792 Remote Similarity NPD5141 Approved
0.6789 Remote Similarity NPD4634 Approved
0.6774 Remote Similarity NPD6930 Phase 2
0.6774 Remote Similarity NPD6931 Approved
0.6774 Remote Similarity NPD4252 Approved
0.6774 Remote Similarity NPD4695 Discontinued
0.6768 Remote Similarity NPD5207 Approved
0.6739 Remote Similarity NPD3617 Approved
0.6737 Remote Similarity NPD4788 Approved
0.6737 Remote Similarity NPD5362 Discontinued
0.6737 Remote Similarity NPD6695 Phase 3
0.6733 Remote Similarity NPD5282 Discontinued
0.6731 Remote Similarity NPD5285 Approved
0.6731 Remote Similarity NPD4700 Approved
0.6731 Remote Similarity NPD4696 Approved
0.6731 Remote Similarity NPD5286 Approved
0.6702 Remote Similarity NPD5369 Approved
0.6702 Remote Similarity NPD4139 Approved
0.6702 Remote Similarity NPD4692 Approved
0.67 Remote Similarity NPD5693 Phase 1
0.67 Remote Similarity NPD6079 Approved
0.6667 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5733 Approved
0.6667 Remote Similarity NPD5223 Approved
0.6667 Remote Similarity NPD4786 Approved
0.6667 Remote Similarity NPD6929 Approved
0.6636 Remote Similarity NPD6371 Approved
0.6635 Remote Similarity NPD5696 Approved
0.6629 Remote Similarity NPD5276 Approved
0.6629 Remote Similarity NPD4243 Approved
0.6604 Remote Similarity NPD5225 Approved
0.6604 Remote Similarity NPD5226 Approved
0.6604 Remote Similarity NPD5224 Approved
0.6604 Remote Similarity NPD4633 Approved
0.6598 Remote Similarity NPD1696 Phase 3
0.6596 Remote Similarity NPD4822 Approved
0.6596 Remote Similarity NPD4821 Approved
0.6596 Remote Similarity NPD7514 Phase 3
0.6596 Remote Similarity NPD4820 Approved
0.6596 Remote Similarity NPD4819 Approved
0.6574 Remote Similarity NPD5739 Approved
0.6574 Remote Similarity NPD7128 Approved
0.6574 Remote Similarity NPD6675 Approved
0.6574 Remote Similarity NPD6402 Approved
0.6571 Remote Similarity NPD6404 Discontinued
0.6571 Remote Similarity NPD7640 Approved
0.6571 Remote Similarity NPD7639 Approved
0.6566 Remote Similarity NPD5208 Approved
0.6562 Remote Similarity NPD5332 Approved
0.6562 Remote Similarity NPD5331 Approved
0.6542 Remote Similarity NPD4754 Approved
0.6542 Remote Similarity NPD5175 Approved
0.6542 Remote Similarity NPD5174 Approved
0.6531 Remote Similarity NPD7521 Approved
0.6531 Remote Similarity NPD5330 Approved
0.6531 Remote Similarity NPD6098 Approved
0.6531 Remote Similarity NPD6684 Approved
0.6531 Remote Similarity NPD7334 Approved
0.6531 Remote Similarity NPD6409 Approved
0.6531 Remote Similarity NPD7146 Approved
0.6531 Remote Similarity NPD3618 Phase 1
0.6526 Remote Similarity NPD4790 Discontinued
0.6518 Remote Similarity NPD6053 Discontinued
0.6505 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6505 Remote Similarity NPD5654 Approved
0.65 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6484 Remote Similarity NPD4687 Approved
0.6484 Remote Similarity NPD4785 Approved
0.6484 Remote Similarity NPD6924 Approved
0.6484 Remote Similarity NPD4784 Approved
0.6484 Remote Similarity NPD6926 Approved
0.6476 Remote Similarity NPD7638 Approved
0.6465 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6465 Remote Similarity NPD7524 Approved
0.6465 Remote Similarity NPD7750 Discontinued
0.6458 Remote Similarity NPD3667 Approved
0.6455 Remote Similarity NPD7320 Approved
0.6455 Remote Similarity NPD6881 Approved
0.6455 Remote Similarity NPD6899 Approved
0.6452 Remote Similarity NPD6925 Approved
0.6452 Remote Similarity NPD5776 Phase 2
0.6449 Remote Similarity NPD5091 Approved
0.6442 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6442 Remote Similarity NPD4697 Phase 3
0.6442 Remote Similarity NPD5221 Approved
0.6442 Remote Similarity NPD5222 Approved
0.6429 Remote Similarity NPD6893 Approved
0.6422 Remote Similarity NPD4768 Approved
0.6422 Remote Similarity NPD4767 Approved
0.6421 Remote Similarity NPD7332 Phase 2
0.6421 Remote Similarity NPD5368 Approved
0.641 Remote Similarity NPD6059 Approved
0.641 Remote Similarity NPD6054 Approved
0.64 Remote Similarity NPD5737 Approved
0.64 Remote Similarity NPD6672 Approved
0.64 Remote Similarity NPD7513 Clinical (unspecified phase)
0.64 Remote Similarity NPD6903 Approved
0.6396 Remote Similarity NPD6373 Approved
0.6396 Remote Similarity NPD6372 Approved
0.6392 Remote Similarity NPD6110 Phase 1
0.6383 Remote Similarity NPD7145 Approved
0.6383 Remote Similarity NPD4271 Approved
0.6383 Remote Similarity NPD4268 Approved
0.6381 Remote Similarity NPD5173 Approved
0.6381 Remote Similarity NPD5959 Approved
0.6373 Remote Similarity NPD6411 Approved
0.6364 Remote Similarity NPD5697 Approved
0.6364 Remote Similarity NPD5701 Approved
0.6364 Remote Similarity NPD6412 Phase 2
0.6354 Remote Similarity NPD6902 Approved
0.6344 Remote Similarity NPD6933 Approved
0.6339 Remote Similarity NPD7290 Approved
0.6339 Remote Similarity NPD6883 Approved
0.6339 Remote Similarity NPD7102 Approved
0.6333 Remote Similarity NPD4747 Approved
0.6316 Remote Similarity NPD4632 Approved
0.6311 Remote Similarity NPD6399 Phase 3
0.6306 Remote Similarity NPD5128 Approved
0.6306 Remote Similarity NPD4730 Approved
0.6306 Remote Similarity NPD6011 Approved
0.6306 Remote Similarity NPD4729 Approved
0.6304 Remote Similarity NPD4058 Approved
0.6303 Remote Similarity NPD6370 Approved
0.63 Remote Similarity NPD4251 Approved
0.63 Remote Similarity NPD4250 Approved
0.6293 Remote Similarity NPD7115 Discovery
0.6289 Remote Similarity NPD6435 Approved
0.6289 Remote Similarity NPD5209 Approved
0.6283 Remote Similarity NPD6649 Approved
0.6283 Remote Similarity NPD6847 Approved
0.6283 Remote Similarity NPD6869 Approved
0.6283 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6283 Remote Similarity NPD6650 Approved
0.6283 Remote Similarity NPD6617 Approved
0.6283 Remote Similarity NPD8130 Phase 1
0.6277 Remote Similarity NPD4756 Discovery
0.6277 Remote Similarity NPD6932 Approved
0.6273 Remote Similarity NPD6008 Approved
0.6271 Remote Similarity NPD6319 Approved
0.625 Remote Similarity NPD6012 Approved
0.625 Remote Similarity NPD8259 Clinical (unspecified phase)
0.625 Remote Similarity NPD5790 Clinical (unspecified phase)
0.625 Remote Similarity NPD6014 Approved
0.625 Remote Similarity NPD6001 Approved
0.625 Remote Similarity NPD6013 Approved
0.6237 Remote Similarity NPD4190 Phase 3

Structure

External Identifiers

PubChem CID   10410455
ChEMBL   CHEMBL3581592
ZINC  

Physicochemical Properties

Molecular Weight:  430.27
ALogP:  3.1147
MLogP:  3.77
XLogP:  4.518
# Rotatable Bonds:  17
Polar Surface Area:  94.83
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  31

Download Data

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