Natural Product: NPC170527

Natural Product ID:  NPC170527
Common Name:   Jatamanvaltrate F
IUPAC Name:   [(1S,4aS,6S,7R,7aS)-6-acetyloxy-7-hydroxy-1-(3-methylbutanoyloxy)-4-(3-methylbutanoyloxymethyl)-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-7-yl]methyl 3-acetyloxy-3-methylbutanoate
Synonyms:   Jatamanvaltrate F
Molecular Formula:   C29H44O12
Standard InCHIKey:  QZOHYBQLEGSTNQ-JQNTVMKESA-N
Standard InCHI:  InChI=1S/C29H44O12/c1-16(2)9-23(32)36-13-20-14-37-27(40-24(33)10-17(3)4)26-21(20)11-22(39-18(5)30)29(26,35)15-38-25(34)12-28(7,8)41-19(6)31/h14,16-17,21-22,26-27,35H,9-13,15H2,1-8H3/t21-,22+,26-,27+,29-/m1/s1
Canonical SMILES:  CC(CC(=O)O[C@@H]1OC=C([C@@H]2[C@H]1[C@@](O)(COC(=O)CC(OC(=O)C)(C)C)[C@H](C2)OC(=O)C)COC(=O)CC(C)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
NPO29016 Valeriana jatamansi Species Caprifoliaceae Eukaryota PMID[19245261]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 15911254
NPT2 Others Unspecified IC50 = 4300 nM 25988923
NPT180 Cell Line HCT-8 Homo sapiens IC50 > 10000 nM 23977995
NPT181 Cell Line Bel-7402 Homo sapiens IC50 = 8800 nM 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 NPC170527 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
0.9775 High Similarity NPC274588
0.9667 High Similarity NPC93869
0.9667 High Similarity NPC6765
0.9368 High Similarity NPC329704
0.9255 High Similarity NPC476211
0.9255 High Similarity NPC476320
0.9247 High Similarity NPC86843
0.9158 High Similarity NPC27474
0.9158 High Similarity NPC476230
0.9158 High Similarity NPC216911
0.914 High Similarity NPC284063
0.9121 High Similarity NPC66504
0.8969 High Similarity NPC329834
0.8958 High Similarity NPC476228
0.8913 High Similarity NPC235051
0.8614 High Similarity NPC110701
0.8586 High Similarity NPC37240
0.8571 High Similarity NPC4637
0.8571 High Similarity NPC98859
0.8529 High Similarity NPC208307
0.8485 Intermediate Similarity NPC35185
0.8485 Intermediate Similarity NPC177013
0.8485 Intermediate Similarity NPC4899
0.8485 Intermediate Similarity NPC474730
0.8416 Intermediate Similarity NPC170432
0.84 Intermediate Similarity NPC475928
0.8367 Intermediate Similarity NPC151093
0.8333 Intermediate Similarity NPC148270
0.8333 Intermediate Similarity NPC197813
0.8333 Intermediate Similarity NPC80338
0.8283 Intermediate Similarity NPC244878
0.8269 Intermediate Similarity NPC193741
0.82 Intermediate Similarity NPC219038
0.82 Intermediate Similarity NPC3488
0.82 Intermediate Similarity NPC20673
0.82 Intermediate Similarity NPC287539
0.8119 Intermediate Similarity NPC471599
0.8119 Intermediate Similarity NPC106668
0.8119 Intermediate Similarity NPC304163
0.8113 Intermediate Similarity NPC475924
0.8113 Intermediate Similarity NPC475851
0.8058 Intermediate Similarity NPC127235
0.8041 Intermediate Similarity NPC470187
0.8039 Intermediate Similarity NPC27687
0.8 Intermediate Similarity NPC90819
0.7938 Intermediate Similarity NPC473150
0.7938 Intermediate Similarity NPC274274
0.7938 Intermediate Similarity NPC294643
0.7917 Intermediate Similarity NPC93190
0.7917 Intermediate Similarity NPC50464
0.79 Intermediate Similarity NPC261372
0.79 Intermediate Similarity NPC263674
0.79 Intermediate Similarity NPC304445
0.79 Intermediate Similarity NPC58267
0.79 Intermediate Similarity NPC236580
0.7835 Intermediate Similarity NPC246173
0.77 Intermediate Similarity NPC241407
0.77 Intermediate Similarity NPC291709
0.7692 Intermediate Similarity NPC473148
0.767 Intermediate Similarity NPC67296
0.7647 Intermediate Similarity NPC249171
0.7647 Intermediate Similarity NPC117066
0.7647 Intermediate Similarity NPC469919
0.7647 Intermediate Similarity NPC469918
0.7647 Intermediate Similarity NPC49833
0.7647 Intermediate Similarity NPC96399
0.7647 Intermediate Similarity NPC124181
0.7624 Intermediate Similarity NPC161293
0.7624 Intermediate Similarity NPC474297
0.76 Intermediate Similarity NPC63897
0.7593 Intermediate Similarity NPC106760
0.7551 Intermediate Similarity NPC22918
0.7549 Intermediate Similarity NPC472290
0.7549 Intermediate Similarity NPC153559
0.7525 Intermediate Similarity NPC167893
0.7524 Intermediate Similarity NPC232515
0.7476 Intermediate Similarity NPC223700
0.7476 Intermediate Similarity NPC473307
0.7476 Intermediate Similarity NPC37866
0.7449 Intermediate Similarity NPC148534
0.7434 Intermediate Similarity NPC13710
0.7429 Intermediate Similarity NPC80144
0.7429 Intermediate Similarity NPC214714
0.7429 Intermediate Similarity NPC475986
0.7429 Intermediate Similarity NPC200672
0.7426 Intermediate Similarity NPC472198
0.7423 Intermediate Similarity NPC171484
0.7423 Intermediate Similarity NPC149018
0.7411 Intermediate Similarity NPC277583
0.7407 Intermediate Similarity NPC224414
0.7404 Intermediate Similarity NPC130792
0.7404 Intermediate Similarity NPC473146
0.74 Intermediate Similarity NPC472199
0.74 Intermediate Similarity NPC276298
0.7396 Intermediate Similarity NPC259296
0.7396 Intermediate Similarity NPC98276
0.7387 Intermediate Similarity NPC102619
0.7383 Intermediate Similarity NPC470980
0.7379 Intermediate Similarity NPC470684
0.7379 Intermediate Similarity NPC470683
0.7379 Intermediate Similarity NPC474182
0.7368 Intermediate Similarity NPC219656
0.7353 Intermediate Similarity NPC472873
0.7353 Intermediate Similarity NPC101051
0.7347 Intermediate Similarity NPC258501
0.7347 Intermediate Similarity NPC31349
0.7333 Intermediate Similarity NPC26557
0.7327 Intermediate Similarity NPC474835
0.7327 Intermediate Similarity NPC320089
0.7321 Intermediate Similarity NPC106446
0.7308 Intermediate Similarity NPC472015
0.73 Intermediate Similarity NPC231710
0.73 Intermediate Similarity NPC470573
0.73 Intermediate Similarity NPC216826
0.73 Intermediate Similarity NPC120021
0.73 Intermediate Similarity NPC117596
0.73 Intermediate Similarity NPC270908
0.73 Intermediate Similarity NPC65665
0.7297 Intermediate Similarity NPC243572
0.729 Intermediate Similarity NPC86095
0.7282 Intermediate Similarity NPC54731
0.7273 Intermediate Similarity NPC233997
0.7264 Intermediate Similarity NPC94919
0.7264 Intermediate Similarity NPC222062
0.7264 Intermediate Similarity NPC475956
0.7264 Intermediate Similarity NPC252242
0.7245 Intermediate Similarity NPC471480
0.7245 Intermediate Similarity NPC470657
0.7241 Intermediate Similarity NPC233500
0.7241 Intermediate Similarity NPC470829
0.7241 Intermediate Similarity NPC473228
0.7238 Intermediate Similarity NPC306344
0.7238 Intermediate Similarity NPC186861
0.7238 Intermediate Similarity NPC22149
0.7238 Intermediate Similarity NPC255677
0.7228 Intermediate Similarity NPC472125
0.7228 Intermediate Similarity NPC472126
0.7228 Intermediate Similarity NPC472124
0.7228 Intermediate Similarity NPC122057
0.7222 Intermediate Similarity NPC475290
0.7222 Intermediate Similarity NPC41681
0.7222 Intermediate Similarity NPC85670
0.7222 Intermediate Similarity NPC44004
0.7212 Intermediate Similarity NPC471150
0.7212 Intermediate Similarity NPC311904
0.7212 Intermediate Similarity NPC474313
0.7207 Intermediate Similarity NPC272242
0.7207 Intermediate Similarity NPC471251
0.7196 Intermediate Similarity NPC197541
0.7196 Intermediate Similarity NPC267869
0.7196 Intermediate Similarity NPC234304
0.7196 Intermediate Similarity NPC118761
0.7196 Intermediate Similarity NPC474783
0.7196 Intermediate Similarity NPC284929
0.7196 Intermediate Similarity NPC260809
0.7188 Intermediate Similarity NPC103171
0.7182 Intermediate Similarity NPC473570
0.7182 Intermediate Similarity NPC471250
0.7179 Intermediate Similarity NPC196130
0.717 Intermediate Similarity NPC28304
0.717 Intermediate Similarity NPC471767
0.717 Intermediate Similarity NPC298255
0.7158 Intermediate Similarity NPC475946
0.7157 Intermediate Similarity NPC472196
0.7157 Intermediate Similarity NPC61201
0.7157 Intermediate Similarity NPC238090
0.7157 Intermediate Similarity NPC472195
0.7157 Intermediate Similarity NPC475788
0.7156 Intermediate Similarity NPC254538
0.7156 Intermediate Similarity NPC474285
0.7155 Intermediate Similarity NPC281840
0.7143 Intermediate Similarity NPC45125
0.7143 Intermediate Similarity NPC477747
0.7143 Intermediate Similarity NPC477746
0.7143 Intermediate Similarity NPC79449
0.7143 Intermediate Similarity NPC474957
0.713 Intermediate Similarity NPC473577
0.713 Intermediate Similarity NPC475585
0.713 Intermediate Similarity NPC474550
0.7129 Intermediate Similarity NPC471184
0.7129 Intermediate Similarity NPC307699
0.7129 Intermediate Similarity NPC202886
0.7119 Intermediate Similarity NPC219804
0.7117 Intermediate Similarity NPC114961
0.7117 Intermediate Similarity NPC27551
0.7113 Intermediate Similarity NPC239308
0.7113 Intermediate Similarity NPC474266
0.7105 Intermediate Similarity NPC5311
0.7105 Intermediate Similarity NPC193382
0.7105 Intermediate Similarity NPC310341
0.7105 Intermediate Similarity NPC199428
0.7105 Intermediate Similarity NPC99620
0.7103 Intermediate Similarity NPC470972
0.7103 Intermediate Similarity NPC261117
0.7103 Intermediate Similarity NPC310804
0.7103 Intermediate Similarity NPC13171
0.7103 Intermediate Similarity NPC49393
0.7103 Intermediate Similarity NPC250594
0.7103 Intermediate Similarity NPC195510
0.71 Intermediate Similarity NPC79549

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC170527 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
0.7241 Intermediate Similarity NPD7503 Approved
0.7232 Intermediate Similarity NPD8133 Approved
0.7 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.6983 Remote Similarity NPD7327 Approved
0.6983 Remote Similarity NPD7328 Approved
0.6967 Remote Similarity NPD7319 Approved
0.6937 Remote Similarity NPD6686 Approved
0.6923 Remote Similarity NPD7516 Approved
0.6864 Remote Similarity NPD8377 Approved
0.6864 Remote Similarity NPD8294 Approved
0.686 Remote Similarity NPD7507 Approved
0.6807 Remote Similarity NPD8033 Approved
0.6807 Remote Similarity NPD8296 Approved
0.6807 Remote Similarity NPD8335 Approved
0.6807 Remote Similarity NPD8379 Approved
0.6807 Remote Similarity NPD8378 Approved
0.6807 Remote Similarity NPD8380 Approved
0.6696 Remote Similarity NPD6412 Phase 2
0.6696 Remote Similarity NPD6053 Discontinued
0.6667 Remote Similarity NPD8513 Phase 3
0.6667 Remote Similarity NPD4250 Approved
0.6667 Remote Similarity NPD6371 Approved
0.6667 Remote Similarity NPD4251 Approved
0.6635 Remote Similarity NPD46 Approved
0.6635 Remote Similarity NPD6698 Approved
0.6634 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6609 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6569 Remote Similarity NPD4249 Approved
0.6532 Remote Similarity NPD8293 Discontinued
0.6529 Remote Similarity NPD8516 Approved
0.6529 Remote Similarity NPD8517 Approved
0.6529 Remote Similarity NPD8515 Approved
0.6518 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6518 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6514 Remote Similarity NPD8029 Clinical (unspecified phase)
0.648 Remote Similarity NPD7736 Approved
0.6476 Remote Similarity NPD7838 Discovery
0.6475 Remote Similarity NPD6370 Approved
0.6415 Remote Similarity NPD7983 Approved
0.6371 Remote Similarity NPD7492 Approved
0.6333 Remote Similarity NPD8137 Clinical (unspecified phase)
0.632 Remote Similarity NPD6616 Approved
0.6311 Remote Similarity NPD6054 Approved
0.6311 Remote Similarity NPD6319 Approved
0.6311 Remote Similarity NPD6059 Approved
0.63 Remote Similarity NPD4819 Approved
0.63 Remote Similarity NPD5790 Clinical (unspecified phase)
0.63 Remote Similarity NPD4822 Approved
0.63 Remote Similarity NPD4820 Approved
0.63 Remote Similarity NPD4821 Approved
0.627 Remote Similarity NPD7078 Approved
0.6263 Remote Similarity NPD4802 Phase 2
0.6263 Remote Similarity NPD4238 Approved
0.6262 Remote Similarity NPD7637 Suspended
0.6238 Remote Similarity NPD5369 Approved
0.6216 Remote Similarity NPD7638 Approved
0.6176 Remote Similarity NPD6435 Approved
0.6161 Remote Similarity NPD7640 Approved
0.6161 Remote Similarity NPD7639 Approved
0.6129 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6129 Remote Similarity NPD6015 Approved
0.6129 Remote Similarity NPD6016 Approved
0.6117 Remote Similarity NPD7154 Phase 3
0.6117 Remote Similarity NPD5362 Discontinued
0.6106 Remote Similarity NPD5344 Discontinued
0.61 Remote Similarity NPD4268 Approved
0.61 Remote Similarity NPD4271 Approved
0.608 Remote Similarity NPD8080 Discontinued
0.608 Remote Similarity NPD5988 Approved
0.6075 Remote Similarity NPD1695 Approved
0.6071 Remote Similarity NPD4225 Approved
0.6068 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6066 Remote Similarity NPD7115 Discovery
0.6063 Remote Similarity NPD8451 Approved
0.6038 Remote Similarity NPD7524 Approved
0.6019 Remote Similarity NPD5785 Approved
0.6019 Remote Similarity NPD4270 Approved
0.6019 Remote Similarity NPD4269 Approved
0.6017 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6016 Remote Similarity NPD8448 Approved
0.6016 Remote Similarity NPD8074 Phase 3
0.6 Remote Similarity NPD8444 Approved
0.6 Remote Similarity NPD6882 Approved
0.6 Remote Similarity NPD5282 Discontinued
0.598 Remote Similarity NPD5368 Approved
0.5962 Remote Similarity NPD5331 Approved
0.5962 Remote Similarity NPD3669 Approved
0.5962 Remote Similarity NPD5332 Approved
0.5962 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5948 Remote Similarity NPD8170 Clinical (unspecified phase)
0.5943 Remote Similarity NPD5786 Approved
0.5935 Remote Similarity NPD6009 Approved
0.5935 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5926 Remote Similarity NPD6051 Approved
0.5922 Remote Similarity NPD4790 Discontinued
0.5909 Remote Similarity NPD5778 Approved
0.5909 Remote Similarity NPD8171 Discontinued
0.5909 Remote Similarity NPD5779 Approved
0.5906 Remote Similarity NPD7642 Approved
0.5906 Remote Similarity NPD7830 Approved
0.5906 Remote Similarity NPD7829 Approved
0.5906 Remote Similarity NPD8328 Phase 3
0.5905 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5905 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5893 Remote Similarity NPD7839 Suspended
0.5878 Remote Similarity NPD8391 Approved
0.5878 Remote Similarity NPD8392 Approved
0.5878 Remote Similarity NPD8390 Approved
0.5877 Remote Similarity NPD6648 Approved
0.5876 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5868 Remote Similarity NPD8297 Approved
0.5859 Remote Similarity NPD8341 Approved
0.5859 Remote Similarity NPD8340 Approved
0.5859 Remote Similarity NPD8299 Approved
0.5859 Remote Similarity NPD8342 Approved
0.5849 Remote Similarity NPD5363 Approved
0.5846 Remote Similarity NPD6033 Approved
0.5846 Remote Similarity NPD8336 Approved
0.5846 Remote Similarity NPD8337 Approved
0.5841 Remote Similarity NPD6084 Phase 2
0.5841 Remote Similarity NPD6083 Phase 2
0.5825 Remote Similarity NPD4252 Approved
0.582 Remote Similarity NPD4632 Approved
0.5818 Remote Similarity NPD8035 Phase 2
0.5818 Remote Similarity NPD8034 Phase 2
0.581 Remote Similarity NPD6695 Phase 3
0.5804 Remote Similarity NPD5695 Phase 3
0.5781 Remote Similarity NPD6067 Discontinued
0.5776 Remote Similarity NPD8083 Approved
0.5776 Remote Similarity NPD8082 Approved
0.5776 Remote Similarity NPD8086 Approved
0.5776 Remote Similarity NPD7632 Discontinued
0.5776 Remote Similarity NPD8139 Approved
0.5776 Remote Similarity NPD8138 Approved
0.5776 Remote Similarity NPD8085 Approved
0.5776 Remote Similarity NPD8084 Approved
0.5766 Remote Similarity NPD6399 Phase 3
0.5763 Remote Similarity NPD7128 Approved
0.5763 Remote Similarity NPD5739 Approved
0.5763 Remote Similarity NPD6675 Approved
0.5763 Remote Similarity NPD6402 Approved
0.5758 Remote Similarity NPD5956 Approved
0.5752 Remote Similarity NPD4792 Clinical (unspecified phase)
0.575 Remote Similarity NPD6372 Approved
0.575 Remote Similarity NPD6373 Approved
0.575 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5748 Remote Similarity NPD8268 Approved
0.5748 Remote Similarity NPD8266 Approved
0.5748 Remote Similarity NPD8269 Approved
0.5748 Remote Similarity NPD8267 Approved
0.5735 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5726 Remote Similarity NPD8275 Approved
0.5726 Remote Similarity NPD8276 Approved
0.5714 Remote Similarity NPD6685 Approved
0.5702 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5702 Remote Similarity NPD4634 Approved
0.5701 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5678 Remote Similarity NPD8081 Approved
0.5672 Remote Similarity NPD8338 Approved
0.5667 Remote Similarity NPD7320 Approved
0.5667 Remote Similarity NPD6881 Approved
0.5667 Remote Similarity NPD6899 Approved
0.5664 Remote Similarity NPD1698 Clinical (unspecified phase)
0.566 Remote Similarity NPD4788 Approved
0.5656 Remote Similarity NPD6649 Approved
0.5656 Remote Similarity NPD6650 Approved
0.5652 Remote Similarity NPD5696 Approved
0.5636 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5636 Remote Similarity NPD6101 Approved
0.5635 Remote Similarity NPD7641 Discontinued
0.5631 Remote Similarity NPD5784 Clinical (unspecified phase)
0.563 Remote Similarity NPD8393 Approved
0.5625 Remote Similarity NPD6921 Approved

Structure

External Identifiers

PubChem CID   42640469
ChEMBL   CHEMBL540155
ZINC  

Physicochemical Properties

Molecular Weight:  584.28
ALogP:  0.2807
MLogP:  3.33
XLogP:  3.585
# Rotatable Bonds:  27
Polar Surface Area:  160.96
# H-Bond Aceptor:  12
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  41

Download Data

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