Natural Product: NPC9013

Natural Product ID:  NPC9013
Common Name:   Phyllostachysin A
IUPAC Name:  
Synonyms:  
Molecular Formula:   C20H26O6
Standard InCHIKey:  YCJQKTJYPZVQBL-NOTDVDNISA-N
Standard InCHI:  InChI=1S/C20H26O6/c1-8-9-7-10(21)11-18-6-4-5-17(2,3)12(18)15(24)20(26,16(18)25)19(11,13(8)22)14(9)23/h9-12,14,16,21,23,25-26H,1,4-7H2,2-3H3/t9-,10-,11-,12+,14+,16-,18+,19-,20-/m0/s1
Canonical SMILES:  C=C1[C@@H]2C[C@@H]([C@@H]3[C@](C1=O)([C@@H]2O)[C@]1(O)C(=O)[C@H]2[C@@]3([C@@H]1O)CCCC2(C)C)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
NPO8404 Isodon xerophilus Species Lamiaceae Eukaryota PMID[17665952]
NPO25255 Isodon phyllostachys Species Lamiaceae Eukaryota HerDing*
NPO25255 Isodon phyllostachys 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 = 6600 nM 17665952
NPT1097 Cell Line MKN-45 Homo sapiens IC50 = 3000 nM 17665952

  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 NPC9013 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
0.9429 High Similarity NPC300051
0.8544 High Similarity NPC291785
0.8544 High Similarity NPC127408
0.8515 High Similarity NPC138245
0.8515 High Similarity NPC84018
0.8515 High Similarity NPC231060
0.8416 Intermediate Similarity NPC191094
0.8416 Intermediate Similarity NPC302008
0.8365 Intermediate Similarity NPC156324
0.8365 Intermediate Similarity NPC55503
0.8349 Intermediate Similarity NPC235077
0.8317 Intermediate Similarity NPC181594
0.8317 Intermediate Similarity NPC144739
0.8317 Intermediate Similarity NPC59170
0.8286 Intermediate Similarity NPC60947
0.8252 Intermediate Similarity NPC140242
0.8235 Intermediate Similarity NPC292374
0.8235 Intermediate Similarity NPC261333
0.8235 Intermediate Similarity NPC104371
0.8235 Intermediate Similarity NPC111524
0.8235 Intermediate Similarity NPC91772
0.8235 Intermediate Similarity NPC101233
0.8235 Intermediate Similarity NPC129004
0.8235 Intermediate Similarity NPC215271
0.8235 Intermediate Similarity NPC153775
0.8235 Intermediate Similarity NPC29247
0.8235 Intermediate Similarity NPC289539
0.8218 Intermediate Similarity NPC476168
0.8218 Intermediate Similarity NPC299185
0.8218 Intermediate Similarity NPC278106
0.8208 Intermediate Similarity NPC272472
0.8173 Intermediate Similarity NPC170978
0.8155 Intermediate Similarity NPC29112
0.8131 Intermediate Similarity NPC117185
0.8131 Intermediate Similarity NPC191892
0.8119 Intermediate Similarity NPC261994
0.8119 Intermediate Similarity NPC80401
0.8119 Intermediate Similarity NPC149761
0.8119 Intermediate Similarity NPC180849
0.8119 Intermediate Similarity NPC470378
0.8103 Intermediate Similarity NPC470921
0.8077 Intermediate Similarity NPC135548
0.8077 Intermediate Similarity NPC264979
0.8058 Intermediate Similarity NPC64006
0.8056 Intermediate Similarity NPC13149
0.8 Intermediate Similarity NPC211224
0.8 Intermediate Similarity NPC218123
0.8 Intermediate Similarity NPC112895
0.8 Intermediate Similarity NPC231278
0.7981 Intermediate Similarity NPC41070
0.7965 Intermediate Similarity NPC73300
0.7965 Intermediate Similarity NPC108721
0.7963 Intermediate Similarity NPC87927
0.7961 Intermediate Similarity NPC59350
0.7928 Intermediate Similarity NPC252679
0.7928 Intermediate Similarity NPC118721
0.7909 Intermediate Similarity NPC58370
0.7909 Intermediate Similarity NPC43285
0.7909 Intermediate Similarity NPC165873
0.7899 Intermediate Similarity NPC473255
0.7885 Intermediate Similarity NPC280804
0.785 Intermediate Similarity NPC144956
0.785 Intermediate Similarity NPC470388
0.7838 Intermediate Similarity NPC189663
0.7838 Intermediate Similarity NPC55973
0.7838 Intermediate Similarity NPC89860
0.7838 Intermediate Similarity NPC217201
0.783 Intermediate Similarity NPC190080
0.783 Intermediate Similarity NPC18509
0.783 Intermediate Similarity NPC111187
0.7822 Intermediate Similarity NPC174619
0.7822 Intermediate Similarity NPC259009
0.7822 Intermediate Similarity NPC165895
0.7822 Intermediate Similarity NPC153604
0.7818 Intermediate Similarity NPC265127
0.781 Intermediate Similarity NPC472485
0.7798 Intermediate Similarity NPC216114
0.7788 Intermediate Similarity NPC470281
0.7788 Intermediate Similarity NPC472496
0.7788 Intermediate Similarity NPC29505
0.7778 Intermediate Similarity NPC163963
0.7778 Intermediate Similarity NPC52899
0.7778 Intermediate Similarity NPC471790
0.7778 Intermediate Similarity NPC289148
0.7769 Intermediate Similarity NPC473265
0.7768 Intermediate Similarity NPC470257
0.7768 Intermediate Similarity NPC214644
0.7768 Intermediate Similarity NPC11710
0.7767 Intermediate Similarity NPC100313
0.7767 Intermediate Similarity NPC46758
0.7748 Intermediate Similarity NPC475060
0.7748 Intermediate Similarity NPC83744
0.7748 Intermediate Similarity NPC471461
0.7748 Intermediate Similarity NPC469746
0.7748 Intermediate Similarity NPC67745
0.7748 Intermediate Similarity NPC176949
0.7748 Intermediate Similarity NPC220229
0.7748 Intermediate Similarity NPC201908
0.7736 Intermediate Similarity NPC49371
0.7736 Intermediate Similarity NPC13949
0.7727 Intermediate Similarity NPC84928
0.7727 Intermediate Similarity NPC98603
0.7719 Intermediate Similarity NPC473397
0.7719 Intermediate Similarity NPC473303
0.7714 Intermediate Similarity NPC298919
0.7706 Intermediate Similarity NPC148628
0.7706 Intermediate Similarity NPC214946
0.7706 Intermediate Similarity NPC475803
0.7706 Intermediate Similarity NPC88203
0.7706 Intermediate Similarity NPC76866
0.7706 Intermediate Similarity NPC246736
0.7706 Intermediate Similarity NPC286519
0.7706 Intermediate Similarity NPC304832
0.7706 Intermediate Similarity NPC309388
0.7699 Intermediate Similarity NPC471476
0.7699 Intermediate Similarity NPC471093
0.7699 Intermediate Similarity NPC473324
0.7692 Intermediate Similarity NPC211403
0.7692 Intermediate Similarity NPC198242
0.7685 Intermediate Similarity NPC287676
0.7685 Intermediate Similarity NPC15390
0.7679 Intermediate Similarity NPC65941
0.7679 Intermediate Similarity NPC469733
0.7679 Intermediate Similarity NPC273155
0.7679 Intermediate Similarity NPC469729
0.7679 Intermediate Similarity NPC329417
0.7664 Intermediate Similarity NPC10864
0.7658 Intermediate Similarity NPC214264
0.7658 Intermediate Similarity NPC48733
0.7658 Intermediate Similarity NPC49958
0.7658 Intermediate Similarity NPC202167
0.7658 Intermediate Similarity NPC302607
0.7658 Intermediate Similarity NPC130511
0.7658 Intermediate Similarity NPC85829
0.7658 Intermediate Similarity NPC152695
0.7658 Intermediate Similarity NPC149047
0.7658 Intermediate Similarity NPC319077
0.7658 Intermediate Similarity NPC307660
0.7658 Intermediate Similarity NPC260268
0.7658 Intermediate Similarity NPC150531
0.7658 Intermediate Similarity NPC97202
0.7658 Intermediate Similarity NPC50692
0.7658 Intermediate Similarity NPC171137
0.7658 Intermediate Similarity NPC474101
0.7658 Intermediate Similarity NPC476027
0.7658 Intermediate Similarity NPC296945
0.7658 Intermediate Similarity NPC166607
0.7652 Intermediate Similarity NPC471252
0.7652 Intermediate Similarity NPC471248
0.7642 Intermediate Similarity NPC470880
0.7642 Intermediate Similarity NPC142352
0.7636 Intermediate Similarity NPC209298
0.7636 Intermediate Similarity NPC277074
0.7636 Intermediate Similarity NPC470310
0.7636 Intermediate Similarity NPC266
0.7632 Intermediate Similarity NPC213320
0.7632 Intermediate Similarity NPC94650
0.7632 Intermediate Similarity NPC63244
0.7632 Intermediate Similarity NPC122339
0.7624 Intermediate Similarity NPC102292
0.7624 Intermediate Similarity NPC190704
0.7624 Intermediate Similarity NPC471034
0.7623 Intermediate Similarity NPC473253
0.7623 Intermediate Similarity NPC470882
0.7619 Intermediate Similarity NPC475488
0.7619 Intermediate Similarity NPC82138
0.7615 Intermediate Similarity NPC14634
0.7615 Intermediate Similarity NPC46848
0.7611 Intermediate Similarity NPC102741
0.7611 Intermediate Similarity NPC469744
0.7593 Intermediate Similarity NPC288
0.7593 Intermediate Similarity NPC89099
0.7593 Intermediate Similarity NPC78427
0.7593 Intermediate Similarity NPC474793
0.7593 Intermediate Similarity NPC471038
0.7593 Intermediate Similarity NPC16911
0.7593 Intermediate Similarity NPC109059
0.7589 Intermediate Similarity NPC166993
0.7589 Intermediate Similarity NPC477916
0.7586 Intermediate Similarity NPC17165
0.7583 Intermediate Similarity NPC313528
0.7583 Intermediate Similarity NPC222688
0.757 Intermediate Similarity NPC234564
0.757 Intermediate Similarity NPC104568
0.7568 Intermediate Similarity NPC474558
0.7568 Intermediate Similarity NPC202793
0.7568 Intermediate Similarity NPC204833
0.7568 Intermediate Similarity NPC137657
0.7568 Intermediate Similarity NPC209502
0.7568 Intermediate Similarity NPC160843
0.7565 Intermediate Similarity NPC207251
0.7565 Intermediate Similarity NPC474927
0.7565 Intermediate Similarity NPC471244
0.7565 Intermediate Similarity NPC471245
0.7565 Intermediate Similarity NPC473352
0.7565 Intermediate Similarity NPC280782
0.7549 Intermediate Similarity NPC476727
0.7549 Intermediate Similarity NPC476726
0.7547 Intermediate Similarity NPC103527
0.7547 Intermediate Similarity NPC470386

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC9013 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
0.8349 Intermediate Similarity NPD4634 Approved
0.785 Intermediate Similarity NPD4696 Approved
0.785 Intermediate Similarity NPD5286 Approved
0.785 Intermediate Similarity NPD5285 Approved
0.783 Intermediate Similarity NPD4755 Approved
0.7712 Intermediate Similarity NPD6054 Approved
0.7712 Intermediate Similarity NPD6319 Approved
0.7706 Intermediate Similarity NPD5226 Approved
0.7706 Intermediate Similarity NPD5225 Approved
0.7706 Intermediate Similarity NPD4633 Approved
0.7706 Intermediate Similarity NPD5224 Approved
0.7706 Intermediate Similarity NPD5211 Phase 2
0.7685 Intermediate Similarity NPD4700 Approved
0.7647 Intermediate Similarity NPD6016 Approved
0.7647 Intermediate Similarity NPD6015 Approved
0.7636 Intermediate Similarity NPD5175 Approved
0.7636 Intermediate Similarity NPD5174 Approved
0.7623 Intermediate Similarity NPD7078 Approved
0.7615 Intermediate Similarity NPD5223 Approved
0.7583 Intermediate Similarity NPD6370 Approved
0.7583 Intermediate Similarity NPD5988 Approved
0.7568 Intermediate Similarity NPD5141 Approved
0.7563 Intermediate Similarity NPD6059 Approved
0.7522 Intermediate Similarity NPD7320 Approved
0.75 Intermediate Similarity NPD4632 Approved
0.7478 Intermediate Similarity NPD6650 Approved
0.7478 Intermediate Similarity NPD6649 Approved
0.7459 Intermediate Similarity NPD7492 Approved
0.7456 Intermediate Similarity NPD6372 Approved
0.7456 Intermediate Similarity NPD6373 Approved
0.7434 Intermediate Similarity NPD5697 Approved
0.7407 Intermediate Similarity NPD4697 Phase 3
0.7398 Intermediate Similarity NPD6616 Approved
0.7368 Intermediate Similarity NPD4730 Approved
0.7368 Intermediate Similarity NPD6881 Approved
0.7368 Intermediate Similarity NPD6899 Approved
0.7368 Intermediate Similarity NPD4729 Approved
0.7368 Intermediate Similarity NPD5128 Approved
0.7345 Intermediate Similarity NPD4767 Approved
0.7345 Intermediate Similarity NPD6675 Approved
0.7345 Intermediate Similarity NPD6402 Approved
0.7345 Intermediate Similarity NPD7128 Approved
0.7345 Intermediate Similarity NPD4768 Approved
0.7345 Intermediate Similarity NPD5739 Approved
0.7321 Intermediate Similarity NPD4754 Approved
0.7304 Intermediate Similarity NPD6012 Approved
0.7304 Intermediate Similarity NPD6013 Approved
0.7304 Intermediate Similarity NPD6014 Approved
0.7281 Intermediate Similarity NPD5701 Approved
0.728 Intermediate Similarity NPD7736 Approved
0.7265 Intermediate Similarity NPD8297 Approved
0.7248 Intermediate Similarity NPD5221 Approved
0.7248 Intermediate Similarity NPD5222 Approved
0.7248 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD6883 Approved
0.7241 Intermediate Similarity NPD7290 Approved
0.7241 Intermediate Similarity NPD5251 Approved
0.7241 Intermediate Similarity NPD5249 Phase 3
0.7241 Intermediate Similarity NPD5250 Approved
0.7241 Intermediate Similarity NPD5247 Approved
0.7241 Intermediate Similarity NPD5248 Approved
0.7241 Intermediate Similarity NPD7102 Approved
0.7217 Intermediate Similarity NPD6011 Approved
0.72 Intermediate Similarity NPD8293 Discontinued
0.7182 Intermediate Similarity NPD5173 Approved
0.7179 Intermediate Similarity NPD6617 Approved
0.7179 Intermediate Similarity NPD6847 Approved
0.7179 Intermediate Similarity NPD6869 Approved
0.7179 Intermediate Similarity NPD8130 Phase 1
0.7179 Intermediate Similarity NPD5216 Approved
0.7179 Intermediate Similarity NPD5217 Approved
0.7179 Intermediate Similarity NPD5215 Approved
0.717 Intermediate Similarity NPD4753 Phase 2
0.7167 Intermediate Similarity NPD6009 Approved
0.7156 Intermediate Similarity NPD5210 Approved
0.7156 Intermediate Similarity NPD4629 Approved
0.713 Intermediate Similarity NPD4202 Approved
0.7119 Intermediate Similarity NPD6882 Approved
0.7094 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7094 Intermediate Similarity NPD5135 Approved
0.7094 Intermediate Similarity NPD5169 Approved
0.7087 Intermediate Similarity NPD4788 Approved
0.7069 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7049 Intermediate Similarity NPD4522 Approved
0.7043 Intermediate Similarity NPD6008 Approved
0.7037 Intermediate Similarity NPD6079 Approved
0.7034 Intermediate Similarity NPD5127 Approved
0.7009 Intermediate Similarity NPD5328 Approved
0.7008 Intermediate Similarity NPD6033 Approved
0.6942 Remote Similarity NPD6274 Approved
0.6935 Remote Similarity NPD5983 Phase 2
0.6891 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6887 Remote Similarity NPD3618 Phase 1
0.6887 Remote Similarity NPD3574 Clinical (unspecified phase)
0.686 Remote Similarity NPD5167 Approved
0.6842 Remote Similarity NPD1700 Approved
0.6825 Remote Similarity NPD7604 Phase 2
0.68 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6774 Remote Similarity NPD7101 Approved
0.6774 Remote Similarity NPD7100 Approved
0.6748 Remote Similarity NPD7115 Discovery
0.6748 Remote Similarity NPD6317 Approved
0.6727 Remote Similarity NPD8034 Phase 2
0.6727 Remote Similarity NPD8035 Phase 2
0.6726 Remote Similarity NPD6084 Phase 2
0.6726 Remote Similarity NPD6083 Phase 2
0.6719 Remote Similarity NPD6336 Discontinued
0.6698 Remote Similarity NPD3666 Approved
0.6698 Remote Similarity NPD3665 Phase 1
0.6698 Remote Similarity NPD4197 Approved
0.6698 Remote Similarity NPD4786 Approved
0.6698 Remote Similarity NPD3133 Approved
0.6694 Remote Similarity NPD6335 Approved
0.6694 Remote Similarity NPD6314 Approved
0.6694 Remote Similarity NPD6313 Approved
0.6692 Remote Similarity NPD7319 Approved
0.6667 Remote Similarity NPD5696 Approved
0.6667 Remote Similarity NPD6399 Phase 3
0.6667 Remote Similarity NPD3667 Approved
0.6639 Remote Similarity NPD5168 Approved
0.6636 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6636 Remote Similarity NPD5329 Approved
0.6634 Remote Similarity NPD3703 Phase 2
0.6589 Remote Similarity NPD7507 Approved
0.6574 Remote Similarity NPD5690 Phase 2
0.6555 Remote Similarity NPD6412 Phase 2
0.6549 Remote Similarity NPD5695 Phase 3
0.6535 Remote Similarity NPD6909 Approved
0.6535 Remote Similarity NPD6908 Approved
0.6515 Remote Similarity NPD5956 Approved
0.6509 Remote Similarity NPD4223 Phase 3
0.6509 Remote Similarity NPD4221 Approved
0.646 Remote Similarity NPD5282 Discontinued
0.6434 Remote Similarity NPD8328 Phase 3
0.6422 Remote Similarity NPD4694 Approved
0.6422 Remote Similarity NPD5279 Phase 3
0.6422 Remote Similarity NPD5280 Approved
0.6406 Remote Similarity NPD6921 Approved
0.6379 Remote Similarity NPD4225 Approved
0.6349 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6321 Remote Similarity NPD7525 Registered
0.6304 Remote Similarity NPD6334 Approved
0.6304 Remote Similarity NPD6333 Approved
0.629 Remote Similarity NPD6053 Discontinued
0.6286 Remote Similarity NPD6114 Approved
0.6286 Remote Similarity NPD6115 Approved
0.6286 Remote Similarity NPD6697 Approved
0.6286 Remote Similarity NPD6118 Approved
0.6283 Remote Similarity NPD5281 Approved
0.6283 Remote Similarity NPD5284 Approved
0.6273 Remote Similarity NPD5205 Approved
0.6273 Remote Similarity NPD4690 Approved
0.6273 Remote Similarity NPD4688 Approved
0.6273 Remote Similarity NPD4689 Approved
0.6273 Remote Similarity NPD4693 Phase 3
0.6273 Remote Similarity NPD4138 Approved
0.627 Remote Similarity NPD6868 Approved
0.6261 Remote Similarity NPD6356 Clinical (unspecified phase)
0.625 Remote Similarity NPD8170 Clinical (unspecified phase)
0.624 Remote Similarity NPD8133 Approved
0.6239 Remote Similarity NPD3668 Phase 3
0.6239 Remote Similarity NPD7638 Approved
0.6218 Remote Similarity NPD5091 Approved
0.619 Remote Similarity NPD6116 Phase 1
0.6186 Remote Similarity NPD7639 Approved
0.6186 Remote Similarity NPD7640 Approved
0.6183 Remote Similarity NPD6067 Discontinued
0.6179 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6176 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6176 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6172 Remote Similarity NPD7328 Approved
0.6172 Remote Similarity NPD7327 Approved
0.6168 Remote Similarity NPD4695 Discontinued
0.6161 Remote Similarity NPD6903 Approved
0.6154 Remote Similarity NPD7902 Approved
0.6148 Remote Similarity NPD7899 Clinical (unspecified phase)
0.614 Remote Similarity NPD7515 Phase 2
0.6139 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6139 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6139 Remote Similarity NPD3698 Phase 2
0.6132 Remote Similarity NPD3617 Approved
0.6129 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6129 Remote Similarity NPD6371 Approved
0.6124 Remote Similarity NPD7516 Approved
0.6116 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6116 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6106 Remote Similarity NPD6904 Approved
0.6106 Remote Similarity NPD6080 Approved
0.6106 Remote Similarity NPD6673 Approved
0.6095 Remote Similarity NPD6117 Approved
0.6095 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6078 Remote Similarity NPD4245 Approved
0.6078 Remote Similarity NPD4244 Approved
0.6078 Remote Similarity NPD4789 Approved
0.6075 Remote Similarity NPD4195 Approved
0.6071 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6061 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6055 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6048 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6034 Remote Similarity NPD6001 Approved

Structure

External Identifiers

PubChem CID   44445778
ChEMBL   CHEMBL250051
ZINC  

Physicochemical Properties

Molecular Weight:  362.17
ALogP:  -2.6077
MLogP:  3
XLogP:  -0.185
# Rotatable Bonds:  6
Polar Surface Area:  115.06
# H-Bond Aceptor:  6
# H-Bond Donor:  4
# Rings:  5
# Heavy Atoms:  26

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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