Natural Product: NPC272411

Natural Product ID:  NPC272411
Common Name:   n.a.
IUPAC Name:  
Synonyms:   8Alpha,9Alpha-Epoxycoleon U-Quinone
Molecular Formula:   C20H24O6
Standard InCHIKey:  AEXKDWVVGVHVQM-ZCNNSNEGSA-N
Standard InCHI:  InChI=1S/C20H24O6/c1-9(2)10-11(21)16(25)20-18(5)8-6-7-17(3,4)13(18)12(22)15(24)19(20,26-20)14(10)23/h9,21-22H,6-8H2,1-5H3/t18-,19+,20-/m0/s1
Canonical SMILES:  CC(C1=C(O)C(=O)[C@]23[C@](C1=O)(O2)C(=O)C(=C1[C@]3(C)CCCC1(C)C)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
NPO18923 Coleus xanthanthus Species Lamiaceae Eukaryota PMID[12027731]
NPO18923 Coleus xanthanthus Species Lamiaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT111 Cell Line K562 Homo sapiens IC50 = 13.9 ug/ml 12027731

  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 NPC272411 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
0.8125 Intermediate Similarity NPC26865
0.809 Intermediate Similarity NPC30321
0.8021 Intermediate Similarity NPC474209
0.8021 Intermediate Similarity NPC475823
0.7959 Intermediate Similarity NPC212812
0.7921 Intermediate Similarity NPC46761
0.7889 Intermediate Similarity NPC476808
0.7865 Intermediate Similarity NPC92080
0.7864 Intermediate Similarity NPC131366
0.7812 Intermediate Similarity NPC185059
0.7812 Intermediate Similarity NPC475001
0.7778 Intermediate Similarity NPC477439
0.7778 Intermediate Similarity NPC193948
0.7755 Intermediate Similarity NPC248913
0.7753 Intermediate Similarity NPC175079
0.7723 Intermediate Similarity NPC471916
0.77 Intermediate Similarity NPC477438
0.77 Intermediate Similarity NPC477437
0.7692 Intermediate Similarity NPC230918
0.7684 Intermediate Similarity NPC132228
0.7684 Intermediate Similarity NPC8518
0.7684 Intermediate Similarity NPC263997
0.7677 Intermediate Similarity NPC477435
0.7677 Intermediate Similarity NPC477436
0.767 Intermediate Similarity NPC112613
0.767 Intermediate Similarity NPC207885
0.7664 Intermediate Similarity NPC87335
0.7653 Intermediate Similarity NPC113393
0.7634 Intermediate Similarity NPC55869
0.7629 Intermediate Similarity NPC58271
0.7629 Intermediate Similarity NPC307298
0.7596 Intermediate Similarity NPC478176
0.7596 Intermediate Similarity NPC80781
0.7551 Intermediate Similarity NPC68148
0.7551 Intermediate Similarity NPC65615
0.7549 Intermediate Similarity NPC20078
0.7549 Intermediate Similarity NPC473574
0.7547 Intermediate Similarity NPC85529
0.7547 Intermediate Similarity NPC32006
0.7545 Intermediate Similarity NPC159333
0.7545 Intermediate Similarity NPC477266
0.7527 Intermediate Similarity NPC108955
0.7526 Intermediate Similarity NPC220930
0.7526 Intermediate Similarity NPC272039
0.7523 Intermediate Similarity NPC207689
0.75 Intermediate Similarity NPC470184
0.75 Intermediate Similarity NPC90287
0.75 Intermediate Similarity NPC220705
0.75 Intermediate Similarity NPC124211
0.75 Intermediate Similarity NPC241512
0.75 Intermediate Similarity NPC271652
0.75 Intermediate Similarity NPC20192
0.75 Intermediate Similarity NPC6185
0.7474 Intermediate Similarity NPC472492
0.7474 Intermediate Similarity NPC258985
0.7453 Intermediate Similarity NPC40170
0.7451 Intermediate Similarity NPC94337
0.7451 Intermediate Similarity NPC269492
0.7449 Intermediate Similarity NPC269677
0.7447 Intermediate Similarity NPC44963
0.7447 Intermediate Similarity NPC472684
0.7434 Intermediate Similarity NPC240509
0.7429 Intermediate Similarity NPC53222
0.7429 Intermediate Similarity NPC163249
0.7426 Intermediate Similarity NPC160413
0.7423 Intermediate Similarity NPC472488
0.7419 Intermediate Similarity NPC192329
0.7419 Intermediate Similarity NPC475681
0.7407 Intermediate Similarity NPC322903
0.7404 Intermediate Similarity NPC474802
0.74 Intermediate Similarity NPC73457
0.74 Intermediate Similarity NPC99380
0.7383 Intermediate Similarity NPC292588
0.7374 Intermediate Similarity NPC472688
0.7374 Intermediate Similarity NPC472676
0.7364 Intermediate Similarity NPC34315
0.7364 Intermediate Similarity NPC171888
0.7364 Intermediate Similarity NPC146945
0.7358 Intermediate Similarity NPC70967
0.7358 Intermediate Similarity NPC33973
0.7358 Intermediate Similarity NPC320154
0.7353 Intermediate Similarity NPC147232
0.7353 Intermediate Similarity NPC777
0.7353 Intermediate Similarity NPC473648
0.7339 Intermediate Similarity NPC250018
0.7333 Intermediate Similarity NPC181645
0.7333 Intermediate Similarity NPC472685
0.7333 Intermediate Similarity NPC472702
0.7333 Intermediate Similarity NPC473514
0.7333 Intermediate Similarity NPC323441
0.7321 Intermediate Similarity NPC323821
0.7321 Intermediate Similarity NPC247069
0.7321 Intermediate Similarity NPC268238
0.7321 Intermediate Similarity NPC143268
0.7321 Intermediate Similarity NPC45218
0.732 Intermediate Similarity NPC478245
0.732 Intermediate Similarity NPC474680
0.7315 Intermediate Similarity NPC202524
0.73 Intermediate Similarity NPC223093
0.7292 Intermediate Similarity NPC105803
0.729 Intermediate Similarity NPC470251
0.729 Intermediate Similarity NPC213366
0.729 Intermediate Similarity NPC2436
0.729 Intermediate Similarity NPC65523
0.729 Intermediate Similarity NPC216245
0.729 Intermediate Similarity NPC135854
0.7283 Intermediate Similarity NPC239758
0.7282 Intermediate Similarity NPC472734
0.7282 Intermediate Similarity NPC472733
0.7273 Intermediate Similarity NPC163296
0.7273 Intermediate Similarity NPC53454
0.7263 Intermediate Similarity NPC474085
0.7263 Intermediate Similarity NPC99308
0.7263 Intermediate Similarity NPC225515
0.7263 Intermediate Similarity NPC189237
0.7257 Intermediate Similarity NPC207217
0.7257 Intermediate Similarity NPC16081
0.7257 Intermediate Similarity NPC270478
0.7257 Intermediate Similarity NPC173686
0.7255 Intermediate Similarity NPC258674
0.7255 Intermediate Similarity NPC293086
0.7245 Intermediate Similarity NPC472491
0.7245 Intermediate Similarity NPC229717
0.7245 Intermediate Similarity NPC472494
0.7245 Intermediate Similarity NPC475181
0.7245 Intermediate Similarity NPC94666
0.7241 Intermediate Similarity NPC477046
0.7241 Intermediate Similarity NPC102822
0.7238 Intermediate Similarity NPC198880
0.7238 Intermediate Similarity NPC472972
0.7238 Intermediate Similarity NPC88198
0.7232 Intermediate Similarity NPC208998
0.7232 Intermediate Similarity NPC198539
0.7232 Intermediate Similarity NPC33360
0.7232 Intermediate Similarity NPC7921
0.7228 Intermediate Similarity NPC327515
0.7222 Intermediate Similarity NPC128828
0.7222 Intermediate Similarity NPC1679
0.7222 Intermediate Similarity NPC475494
0.7217 Intermediate Similarity NPC470777
0.7216 Intermediate Similarity NPC251170
0.7216 Intermediate Similarity NPC60951
0.7212 Intermediate Similarity NPC216904
0.7212 Intermediate Similarity NPC273269
0.7212 Intermediate Similarity NPC170131
0.7212 Intermediate Similarity NPC472731
0.7212 Intermediate Similarity NPC472732
0.7207 Intermediate Similarity NPC474229
0.7207 Intermediate Similarity NPC317107
0.72 Intermediate Similarity NPC474918
0.72 Intermediate Similarity NPC472489
0.7196 Intermediate Similarity NPC179208
0.7193 Intermediate Similarity NPC122033
0.7193 Intermediate Similarity NPC97908
0.7193 Intermediate Similarity NPC287343
0.7193 Intermediate Similarity NPC474654
0.7193 Intermediate Similarity NPC243065
0.7193 Intermediate Similarity NPC470854
0.7188 Intermediate Similarity NPC103486
0.7172 Intermediate Similarity NPC472493
0.7172 Intermediate Similarity NPC471792
0.7168 Intermediate Similarity NPC261330
0.7167 Intermediate Similarity NPC477713
0.7167 Intermediate Similarity NPC477712
0.7158 Intermediate Similarity NPC18955
0.7158 Intermediate Similarity NPC469637
0.7158 Intermediate Similarity NPC476809
0.7156 Intermediate Similarity NPC473165
0.7143 Intermediate Similarity NPC225049
0.7143 Intermediate Similarity NPC275439
0.7143 Intermediate Similarity NPC90769
0.7143 Intermediate Similarity NPC177680
0.7143 Intermediate Similarity NPC472729
0.7143 Intermediate Similarity NPC153776
0.7143 Intermediate Similarity NPC472730
0.7143 Intermediate Similarity NPC264378
0.7143 Intermediate Similarity NPC133652
0.7143 Intermediate Similarity NPC112753
0.7143 Intermediate Similarity NPC317687
0.713 Intermediate Similarity NPC17772
0.713 Intermediate Similarity NPC251310
0.7129 Intermediate Similarity NPC478258
0.7129 Intermediate Similarity NPC128672
0.7129 Intermediate Similarity NPC478257
0.7129 Intermediate Similarity NPC263977
0.7129 Intermediate Similarity NPC134321
0.7129 Intermediate Similarity NPC469464
0.7128 Intermediate Similarity NPC207772
0.7115 Intermediate Similarity NPC91439
0.7113 Intermediate Similarity NPC53733
0.71 Intermediate Similarity NPC143025
0.71 Intermediate Similarity NPC230387
0.7091 Intermediate Similarity NPC168883
0.7087 Intermediate Similarity NPC318332
0.7087 Intermediate Similarity NPC23170
0.7087 Intermediate Similarity NPC103527
0.7087 Intermediate Similarity NPC474328
0.7083 Intermediate Similarity NPC226068
0.7083 Intermediate Similarity NPC116797
0.708 Intermediate Similarity NPC472929

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC272411 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
0.734 Intermediate Similarity NPD4695 Discontinued
0.7312 Intermediate Similarity NPD3617 Approved
0.7245 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7184 Intermediate Similarity NPD5695 Phase 3
0.7182 Intermediate Similarity NPD6372 Approved
0.7182 Intermediate Similarity NPD6373 Approved
0.7064 Intermediate Similarity NPD7128 Approved
0.7064 Intermediate Similarity NPD6675 Approved
0.7064 Intermediate Similarity NPD6402 Approved
0.7064 Intermediate Similarity NPD5739 Approved
0.7054 Intermediate Similarity NPD6649 Approved
0.7054 Intermediate Similarity NPD6650 Approved
0.7048 Intermediate Similarity NPD4755 Approved
0.703 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD5701 Approved
0.7 Intermediate Similarity NPD5697 Approved
0.6981 Remote Similarity NPD5696 Approved
0.6964 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6952 Remote Similarity NPD4697 Phase 3
0.6937 Remote Similarity NPD6899 Approved
0.6937 Remote Similarity NPD7320 Approved
0.6937 Remote Similarity NPD6881 Approved
0.6916 Remote Similarity NPD5285 Approved
0.6916 Remote Similarity NPD5286 Approved
0.6916 Remote Similarity NPD4700 Approved
0.6916 Remote Similarity NPD4696 Approved
0.69 Remote Similarity NPD4694 Approved
0.69 Remote Similarity NPD5690 Phase 2
0.69 Remote Similarity NPD5280 Approved
0.6887 Remote Similarity NPD6083 Phase 2
0.6887 Remote Similarity NPD6084 Phase 2
0.6887 Remote Similarity NPD7902 Approved
0.6875 Remote Similarity NPD6012 Approved
0.6875 Remote Similarity NPD6014 Approved
0.6875 Remote Similarity NPD6013 Approved
0.6869 Remote Similarity NPD4197 Approved
0.6863 Remote Similarity NPD4753 Phase 2
0.6827 Remote Similarity NPD6399 Phase 3
0.6814 Remote Similarity NPD7102 Approved
0.6814 Remote Similarity NPD6883 Approved
0.6814 Remote Similarity NPD7290 Approved
0.68 Remote Similarity NPD5329 Approved
0.6796 Remote Similarity NPD5692 Phase 3
0.6789 Remote Similarity NPD4633 Approved
0.6789 Remote Similarity NPD5226 Approved
0.6789 Remote Similarity NPD5211 Phase 2
0.6789 Remote Similarity NPD5225 Approved
0.6789 Remote Similarity NPD5224 Approved
0.6786 Remote Similarity NPD6011 Approved
0.6762 Remote Similarity NPD5282 Discontinued
0.6754 Remote Similarity NPD6847 Approved
0.6754 Remote Similarity NPD6617 Approved
0.6754 Remote Similarity NPD8130 Phase 1
0.6754 Remote Similarity NPD6869 Approved
0.6733 Remote Similarity NPD3618 Phase 1
0.6731 Remote Similarity NPD5694 Approved
0.6731 Remote Similarity NPD5284 Approved
0.6731 Remote Similarity NPD5281 Approved
0.6731 Remote Similarity NPD6050 Approved
0.6727 Remote Similarity NPD5175 Approved
0.6727 Remote Similarity NPD5174 Approved
0.6726 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6699 Remote Similarity NPD6673 Approved
0.6699 Remote Similarity NPD6904 Approved
0.6699 Remote Similarity NPD6080 Approved
0.6698 Remote Similarity NPD4629 Approved
0.6698 Remote Similarity NPD5210 Approved
0.6697 Remote Similarity NPD5223 Approved
0.6696 Remote Similarity NPD6882 Approved
0.6696 Remote Similarity NPD8297 Approved
0.6696 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4634 Approved
0.6667 Remote Similarity NPD4223 Phase 3
0.6667 Remote Similarity NPD4221 Approved
0.6667 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3573 Approved
0.6667 Remote Similarity NPD5141 Approved
0.6667 Remote Similarity NPD5133 Approved
0.6636 Remote Similarity NPD5221 Approved
0.6636 Remote Similarity NPD5222 Approved
0.6636 Remote Similarity NPD5220 Clinical (unspecified phase)
0.661 Remote Similarity NPD7115 Discovery
0.6609 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6607 Remote Similarity NPD4768 Approved
0.6607 Remote Similarity NPD4767 Approved
0.6607 Remote Similarity NPD6008 Approved
0.6604 Remote Similarity NPD7748 Approved
0.6604 Remote Similarity NPD7900 Approved
0.6604 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6602 Remote Similarity NPD6672 Approved
0.6602 Remote Similarity NPD5737 Approved
0.6583 Remote Similarity NPD6319 Approved
0.6583 Remote Similarity NPD6059 Approved
0.6583 Remote Similarity NPD6054 Approved
0.6577 Remote Similarity NPD4754 Approved
0.6574 Remote Similarity NPD5959 Approved
0.6574 Remote Similarity NPD5173 Approved
0.6571 Remote Similarity NPD5693 Phase 1
0.6571 Remote Similarity NPD6411 Approved
0.6569 Remote Similarity NPD5279 Phase 3
0.6566 Remote Similarity NPD4692 Approved
0.6566 Remote Similarity NPD4139 Approved
0.6542 Remote Similarity NPD5654 Approved
0.6538 Remote Similarity NPD5328 Approved
0.6529 Remote Similarity NPD6015 Approved
0.6529 Remote Similarity NPD6016 Approved
0.6525 Remote Similarity NPD6274 Approved
0.6509 Remote Similarity NPD4202 Approved
0.65 Remote Similarity NPD3667 Approved
0.6491 Remote Similarity NPD5128 Approved
0.6491 Remote Similarity NPD4730 Approved
0.6491 Remote Similarity NPD4729 Approved
0.6491 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6475 Remote Similarity NPD5988 Approved
0.6475 Remote Similarity NPD6370 Approved
0.6471 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6423 Remote Similarity NPD8328 Phase 3
0.6415 Remote Similarity NPD7515 Phase 2
0.6415 Remote Similarity NPD6079 Approved
0.6408 Remote Similarity NPD4519 Discontinued
0.6408 Remote Similarity NPD4690 Approved
0.6408 Remote Similarity NPD4689 Approved
0.6408 Remote Similarity NPD4138 Approved
0.6408 Remote Similarity NPD4693 Phase 3
0.6408 Remote Similarity NPD6098 Approved
0.6408 Remote Similarity NPD4623 Approved
0.6408 Remote Similarity NPD4688 Approved
0.6408 Remote Similarity NPD5205 Approved
0.6389 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6381 Remote Similarity NPD6101 Approved
0.6381 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6379 Remote Similarity NPD5250 Approved
0.6379 Remote Similarity NPD5247 Approved
0.6379 Remote Similarity NPD5251 Approved
0.6379 Remote Similarity NPD5248 Approved
0.6379 Remote Similarity NPD5249 Phase 3
0.6374 Remote Similarity NPD7341 Phase 2
0.6373 Remote Similarity NPD3133 Approved
0.6373 Remote Similarity NPD4786 Approved
0.6373 Remote Similarity NPD3665 Phase 1
0.6373 Remote Similarity NPD3666 Approved
0.6371 Remote Similarity NPD7492 Approved
0.6364 Remote Similarity NPD7101 Approved
0.6364 Remote Similarity NPD7100 Approved
0.6333 Remote Similarity NPD6317 Approved
0.6325 Remote Similarity NPD5216 Approved
0.6325 Remote Similarity NPD5215 Approved
0.6325 Remote Similarity NPD5217 Approved
0.6321 Remote Similarity NPD5207 Approved
0.632 Remote Similarity NPD6616 Approved
0.6311 Remote Similarity NPD1696 Phase 3
0.6296 Remote Similarity NPD6001 Approved
0.6293 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6281 Remote Similarity NPD6335 Approved
0.6281 Remote Similarity NPD6313 Approved
0.6281 Remote Similarity NPD6314 Approved
0.627 Remote Similarity NPD7078 Approved
0.627 Remote Similarity NPD8293 Discontinued
0.626 Remote Similarity NPD6908 Approved
0.626 Remote Similarity NPD6909 Approved
0.6239 Remote Similarity NPD5135 Approved
0.6239 Remote Similarity NPD5169 Approved
0.6239 Remote Similarity NPD5134 Clinical (unspecified phase)
0.622 Remote Similarity NPD7736 Approved
0.6218 Remote Similarity NPD4632 Approved
0.6214 Remote Similarity NPD3668 Phase 3
0.6198 Remote Similarity NPD6009 Approved
0.6195 Remote Similarity NPD5091 Approved
0.6186 Remote Similarity NPD5127 Approved
0.6182 Remote Similarity NPD7614 Phase 1
0.6168 Remote Similarity NPD4096 Approved
0.616 Remote Similarity NPD7604 Phase 2
0.6139 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6132 Remote Similarity NPD4518 Approved
0.6132 Remote Similarity NPD5208 Approved
0.6129 Remote Similarity NPD5983 Phase 2
0.6129 Remote Similarity NPD3704 Approved
0.6129 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6116 Remote Similarity NPD6868 Approved
0.6111 Remote Similarity NPD8035 Phase 2
0.6111 Remote Similarity NPD8034 Phase 2
0.6095 Remote Similarity NPD6684 Approved
0.6095 Remote Similarity NPD7521 Approved
0.6095 Remote Similarity NPD7334 Approved
0.6095 Remote Similarity NPD6409 Approved
0.6095 Remote Similarity NPD5330 Approved
0.6095 Remote Similarity NPD7146 Approved
0.6094 Remote Similarity NPD6033 Approved
0.6071 Remote Similarity NPD4225 Approved
0.6068 Remote Similarity NPD5168 Approved
0.6055 Remote Similarity NPD5778 Approved
0.6055 Remote Similarity NPD5779 Approved
0.604 Remote Similarity NPD4195 Approved
0.6033 Remote Similarity NPD5167 Approved
0.5983 Remote Similarity NPD6614 Approved
0.5983 Remote Similarity NPD6412 Phase 2
0.5981 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5981 Remote Similarity NPD6903 Approved
0.5978 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5965 Remote Similarity NPD1700 Approved

Structure

External Identifiers

PubChem CID   21595190
ChEMBL   CHEMBL516515
ZINC  

Physicochemical Properties

Molecular Weight:  360.16
ALogP:  -0.501
MLogP:  3
XLogP:  2.256
# Rotatable Bonds:  8
Polar Surface Area:  104.2
# H-Bond Aceptor:  6
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  26

Download Data

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