Natural Product: NPC476320

Natural Product ID:  NPC476320
Common Name:   Jatamanvaltrate E
IUPAC Name:   [(1S,4aR,6S,7R,7aS)-6-acetyloxy-4a,7-dihydroxy-7-(methoxymethyl)-1-(3-methylbutanoyloxy)-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-yl]methyl 3-methyl-2-(3-methylbutanoyloxy)butanoate
Synonyms:   jatamanvaltrate E
Molecular Formula:   C28H44O12
Standard InCHIKey:  IXNNZGPEYDVEBJ-YEPWGQAWSA-N
Standard InCHI:  InChI=1S/C28H44O12/c1-15(2)9-21(30)39-23(17(5)6)25(32)36-12-19-13-37-26(40-22(31)10-16(3)4)24-27(19,33)11-20(38-18(7)29)28(24,34)14-35-8/h13,15-17,20,23-24,26,33-34H,9-12,14H2,1-8H3/t20-,23?,24-,26-,27-,28+/m0/s1
Canonical SMILES:  COC[C@@]1(O)[C@@H](OC(=O)C)C[C@]2([C@@H]1[C@@H](OC=C2COC(=O)C(C(C)C)OC(=O)CC(C)C)OC(=O)CC(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
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
NPT181 Cell Line Bel-7402 Homo sapiens IC50 = 8500 nM 7673933
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 15911254
NPT2 Others Unspecified IC50 > 10000 nM 25937014
NPT180 Cell Line HCT-8 Homo sapiens IC50 = 9700 nM 23977995

  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 NPC476320 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 NPC476211
0.9892 High Similarity NPC216911
0.9892 High Similarity NPC27474
0.9892 High Similarity NPC476230
0.9684 High Similarity NPC329834
0.9684 High Similarity NPC329704
0.9681 High Similarity NPC476228
0.9457 High Similarity NPC274588
0.9362 High Similarity NPC86843
0.9355 High Similarity NPC6765
0.9355 High Similarity NPC93869
0.9255 High Similarity NPC170527
0.9255 High Similarity NPC284063
0.92 High Similarity NPC208307
0.883 High Similarity NPC235051
0.883 High Similarity NPC66504
0.8333 Intermediate Similarity NPC37240
0.8269 Intermediate Similarity NPC148270
0.8269 Intermediate Similarity NPC197813
0.8269 Intermediate Similarity NPC80338
0.8235 Intermediate Similarity NPC177013
0.8235 Intermediate Similarity NPC35185
0.8235 Intermediate Similarity NPC4899
0.8235 Intermediate Similarity NPC474730
0.8208 Intermediate Similarity NPC193741
0.819 Intermediate Similarity NPC110701
0.8173 Intermediate Similarity NPC127235
0.8173 Intermediate Similarity NPC170432
0.8155 Intermediate Similarity NPC475928
0.8137 Intermediate Similarity NPC287539
0.8137 Intermediate Similarity NPC20673
0.8137 Intermediate Similarity NPC3488
0.8119 Intermediate Similarity NPC151093
0.8061 Intermediate Similarity NPC473150
0.8061 Intermediate Similarity NPC294643
0.8061 Intermediate Similarity NPC274274
0.8056 Intermediate Similarity NPC475924
0.8056 Intermediate Similarity NPC475851
0.8041 Intermediate Similarity NPC93190
0.8039 Intermediate Similarity NPC244878
0.798 Intermediate Similarity NPC470187
0.7961 Intermediate Similarity NPC4637
0.7961 Intermediate Similarity NPC98859
0.7961 Intermediate Similarity NPC219038
0.7885 Intermediate Similarity NPC471599
0.7885 Intermediate Similarity NPC106668
0.7857 Intermediate Similarity NPC50464
0.781 Intermediate Similarity NPC27687
0.781 Intermediate Similarity NPC473148
0.7767 Intermediate Similarity NPC96399
0.7767 Intermediate Similarity NPC469918
0.7767 Intermediate Similarity NPC469919
0.7767 Intermediate Similarity NPC117066
0.7714 Intermediate Similarity NPC304163
0.767 Intermediate Similarity NPC261372
0.767 Intermediate Similarity NPC236580
0.767 Intermediate Similarity NPC263674
0.767 Intermediate Similarity NPC58267
0.767 Intermediate Similarity NPC304445
0.7619 Intermediate Similarity NPC67296
0.7596 Intermediate Similarity NPC223700
0.7573 Intermediate Similarity NPC161293
0.7573 Intermediate Similarity NPC474297
0.7551 Intermediate Similarity NPC149018
0.7551 Intermediate Similarity NPC171484
0.75 Intermediate Similarity NPC22918
0.7478 Intermediate Similarity NPC219656
0.7476 Intermediate Similarity NPC241407
0.7476 Intermediate Similarity NPC291709
0.7429 Intermediate Similarity NPC90819
0.7429 Intermediate Similarity NPC124181
0.7429 Intermediate Similarity NPC249171
0.7429 Intermediate Similarity NPC49833
0.74 Intermediate Similarity NPC148534
0.7383 Intermediate Similarity NPC214714
0.7383 Intermediate Similarity NPC80144
0.7383 Intermediate Similarity NPC200672
0.7379 Intermediate Similarity NPC63897
0.7353 Intermediate Similarity NPC276298
0.735 Intermediate Similarity NPC233500
0.7347 Intermediate Similarity NPC98276
0.7347 Intermediate Similarity NPC259296
0.7333 Intermediate Similarity NPC470683
0.7333 Intermediate Similarity NPC153559
0.7333 Intermediate Similarity NPC470684
0.7333 Intermediate Similarity NPC472290
0.7308 Intermediate Similarity NPC167893
0.7308 Intermediate Similarity NPC472873
0.73 Intermediate Similarity NPC258501
0.729 Intermediate Similarity NPC26557
0.729 Intermediate Similarity NPC471767
0.7288 Intermediate Similarity NPC196130
0.7264 Intermediate Similarity NPC473307
0.7264 Intermediate Similarity NPC37866
0.7255 Intermediate Similarity NPC246173
0.7248 Intermediate Similarity NPC86095
0.7227 Intermediate Similarity NPC219804
0.7222 Intermediate Similarity NPC49393
0.7222 Intermediate Similarity NPC78127
0.7222 Intermediate Similarity NPC250594
0.7222 Intermediate Similarity NPC252242
0.7222 Intermediate Similarity NPC475956
0.7222 Intermediate Similarity NPC471757
0.72 Intermediate Similarity NPC322922
0.72 Intermediate Similarity NPC321812
0.7196 Intermediate Similarity NPC186861
0.7196 Intermediate Similarity NPC306344
0.7196 Intermediate Similarity NPC22149
0.7196 Intermediate Similarity NPC130792
0.7196 Intermediate Similarity NPC473146
0.7196 Intermediate Similarity NPC255677
0.7182 Intermediate Similarity NPC44004
0.7182 Intermediate Similarity NPC470980
0.717 Intermediate Similarity NPC471150
0.717 Intermediate Similarity NPC181151
0.717 Intermediate Similarity NPC474313
0.717 Intermediate Similarity NPC474182
0.7156 Intermediate Similarity NPC232515
0.7156 Intermediate Similarity NPC234304
0.7156 Intermediate Similarity NPC260809
0.7156 Intermediate Similarity NPC284929
0.7156 Intermediate Similarity NPC197541
0.7156 Intermediate Similarity NPC267869
0.7156 Intermediate Similarity NPC474783
0.7156 Intermediate Similarity NPC118761
0.7154 Intermediate Similarity NPC213634
0.713 Intermediate Similarity NPC298255
0.713 Intermediate Similarity NPC28304
0.713 Intermediate Similarity NPC106446
0.7129 Intermediate Similarity NPC31349
0.7117 Intermediate Similarity NPC470169
0.7117 Intermediate Similarity NPC470170
0.7115 Intermediate Similarity NPC472196
0.7115 Intermediate Similarity NPC320089
0.7115 Intermediate Similarity NPC472195
0.7115 Intermediate Similarity NPC475788
0.7115 Intermediate Similarity NPC238090
0.7115 Intermediate Similarity NPC474835
0.7105 Intermediate Similarity NPC98038
0.7105 Intermediate Similarity NPC313921
0.7103 Intermediate Similarity NPC45125
0.7103 Intermediate Similarity NPC472015
0.7103 Intermediate Similarity NPC274458
0.7103 Intermediate Similarity NPC474957
0.7103 Intermediate Similarity NPC79449
0.7087 Intermediate Similarity NPC270908
0.7087 Intermediate Similarity NPC470573
0.7087 Intermediate Similarity NPC231710
0.7087 Intermediate Similarity NPC117596
0.7087 Intermediate Similarity NPC65665
0.7087 Intermediate Similarity NPC471184
0.7087 Intermediate Similarity NPC216826
0.7087 Intermediate Similarity NPC120021
0.708 Intermediate Similarity NPC106760
0.7075 Intermediate Similarity NPC54731
0.7075 Intermediate Similarity NPC98165
0.7069 Intermediate Similarity NPC277583
0.7064 Intermediate Similarity NPC105725
0.7064 Intermediate Similarity NPC94919
0.7064 Intermediate Similarity NPC475986
0.7064 Intermediate Similarity NPC195510
0.7064 Intermediate Similarity NPC222062
0.7064 Intermediate Similarity NPC13171
0.7059 Intermediate Similarity NPC233997
0.7054 Intermediate Similarity NPC117604
0.7048 Intermediate Similarity NPC281775
0.7048 Intermediate Similarity NPC159698
0.7048 Intermediate Similarity NPC472198
0.7043 Intermediate Similarity NPC101400
0.7043 Intermediate Similarity NPC287075
0.7043 Intermediate Similarity NPC101965
0.7037 Intermediate Similarity NPC471381
0.7034 Intermediate Similarity NPC477092
0.703 Intermediate Similarity NPC470657
0.703 Intermediate Similarity NPC471480
0.7027 Intermediate Similarity NPC85670
0.7027 Intermediate Similarity NPC41681
0.7027 Intermediate Similarity NPC475290
0.7019 Intermediate Similarity NPC472124
0.7019 Intermediate Similarity NPC472125
0.7019 Intermediate Similarity NPC472197
0.7019 Intermediate Similarity NPC122057
0.7019 Intermediate Similarity NPC472199
0.7019 Intermediate Similarity NPC472126
0.7009 Intermediate Similarity NPC347923
0.7009 Intermediate Similarity NPC476057
0.7009 Intermediate Similarity NPC182811
0.6991 Remote Similarity NPC473570
0.6991 Remote Similarity NPC471400
0.699 Remote Similarity NPC299527
0.6981 Remote Similarity NPC101051
0.6981 Remote Similarity NPC163228
0.6981 Remote Similarity NPC240838
0.697 Remote Similarity NPC103171
0.6964 Remote Similarity NPC470192
0.6952 Remote Similarity NPC61201
0.6952 Remote Similarity NPC280390
0.6952 Remote Similarity NPC258216
0.6949 Remote Similarity NPC474286
0.6949 Remote Similarity NPC475401

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476320 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
0.7059 Intermediate Similarity NPD7503 Approved
0.7043 Intermediate Similarity NPD8133 Approved
0.687 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6814 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6807 Remote Similarity NPD7327 Approved
0.6807 Remote Similarity NPD7328 Approved
0.6796 Remote Similarity NPD4250 Approved
0.6796 Remote Similarity NPD4251 Approved
0.6777 Remote Similarity NPD8033 Approved
0.6754 Remote Similarity NPD6686 Approved
0.675 Remote Similarity NPD7516 Approved
0.6699 Remote Similarity NPD4249 Approved
0.6694 Remote Similarity NPD7507 Approved
0.6694 Remote Similarity NPD8377 Approved
0.6694 Remote Similarity NPD8294 Approved
0.6667 Remote Similarity NPD6053 Discontinued
0.6639 Remote Similarity NPD8378 Approved
0.6639 Remote Similarity NPD8296 Approved
0.6639 Remote Similarity NPD8335 Approved
0.6639 Remote Similarity NPD8380 Approved
0.6639 Remote Similarity NPD8379 Approved
0.6637 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6637 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6535 Remote Similarity NPD7319 Approved
0.6522 Remote Similarity NPD6412 Phase 2
0.6508 Remote Similarity NPD8293 Discontinued
0.6486 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6457 Remote Similarity NPD7736 Approved
0.6452 Remote Similarity NPD6370 Approved
0.6449 Remote Similarity NPD6698 Approved
0.6449 Remote Similarity NPD46 Approved
0.6442 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6436 Remote Similarity NPD4822 Approved
0.6436 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6436 Remote Similarity NPD4819 Approved
0.6436 Remote Similarity NPD4821 Approved
0.6436 Remote Similarity NPD4820 Approved
0.6371 Remote Similarity NPD8513 Phase 3
0.6356 Remote Similarity NPD6371 Approved
0.6349 Remote Similarity NPD7492 Approved
0.6299 Remote Similarity NPD6616 Approved
0.6296 Remote Similarity NPD7838 Discovery
0.629 Remote Similarity NPD6054 Approved
0.629 Remote Similarity NPD6059 Approved
0.629 Remote Similarity NPD6319 Approved
0.625 Remote Similarity NPD7154 Phase 3
0.625 Remote Similarity NPD6882 Approved
0.625 Remote Similarity NPD7078 Approved
0.624 Remote Similarity NPD8516 Approved
0.624 Remote Similarity NPD8517 Approved
0.624 Remote Similarity NPD8515 Approved
0.6238 Remote Similarity NPD4271 Approved
0.6238 Remote Similarity NPD4268 Approved
0.6179 Remote Similarity NPD6009 Approved
0.6161 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6154 Remote Similarity NPD6435 Approved
0.614 Remote Similarity NPD7640 Approved
0.614 Remote Similarity NPD7639 Approved
0.6116 Remote Similarity NPD8297 Approved
0.6111 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6111 Remote Similarity NPD6016 Approved
0.6111 Remote Similarity NPD6015 Approved
0.6106 Remote Similarity NPD6084 Phase 2
0.6106 Remote Similarity NPD6083 Phase 2
0.6095 Remote Similarity NPD5362 Discontinued
0.6091 Remote Similarity NPD7983 Approved
0.6087 Remote Similarity NPD5344 Discontinued
0.6071 Remote Similarity NPD5695 Phase 3
0.6063 Remote Similarity NPD5988 Approved
0.6063 Remote Similarity NPD8080 Discontinued
0.6053 Remote Similarity NPD7638 Approved
0.6019 Remote Similarity NPD7524 Approved
0.6017 Remote Similarity NPD6675 Approved
0.6017 Remote Similarity NPD7128 Approved
0.6017 Remote Similarity NPD6402 Approved
0.6017 Remote Similarity NPD5739 Approved
0.6 Remote Similarity NPD6372 Approved
0.6 Remote Similarity NPD6373 Approved
0.5962 Remote Similarity NPD5368 Approved
0.5946 Remote Similarity NPD7637 Suspended
0.5943 Remote Similarity NPD5331 Approved
0.5943 Remote Similarity NPD5332 Approved
0.5943 Remote Similarity NPD6110 Phase 1
0.5935 Remote Similarity NPD4632 Approved
0.592 Remote Similarity NPD8137 Clinical (unspecified phase)
0.592 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5917 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5917 Remote Similarity NPD6899 Approved
0.5917 Remote Similarity NPD6881 Approved
0.5917 Remote Similarity NPD7320 Approved
0.5913 Remote Similarity NPD5696 Approved
0.5909 Remote Similarity NPD1695 Approved
0.5905 Remote Similarity NPD4790 Discontinued
0.5902 Remote Similarity NPD6650 Approved
0.5902 Remote Similarity NPD6649 Approved
0.5891 Remote Similarity NPD8328 Phase 3
0.5888 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5888 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5868 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5862 Remote Similarity NPD6648 Approved
0.5841 Remote Similarity NPD5282 Discontinued
0.5833 Remote Similarity NPD5701 Approved
0.5833 Remote Similarity NPD5697 Approved
0.5833 Remote Similarity NPD6033 Approved
0.582 Remote Similarity NPD6883 Approved
0.582 Remote Similarity NPD7290 Approved
0.582 Remote Similarity NPD7102 Approved
0.5804 Remote Similarity NPD5693 Phase 1
0.5798 Remote Similarity NPD8170 Clinical (unspecified phase)
0.5794 Remote Similarity NPD7115 Discovery
0.5794 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5794 Remote Similarity NPD6695 Phase 3
0.5794 Remote Similarity NPD3669 Approved
0.5776 Remote Similarity NPD4225 Approved
0.5772 Remote Similarity NPD6869 Approved
0.5772 Remote Similarity NPD6847 Approved
0.5772 Remote Similarity NPD6617 Approved
0.5772 Remote Similarity NPD8130 Phase 1
0.5769 Remote Similarity NPD4802 Phase 2
0.5769 Remote Similarity NPD7604 Phase 2
0.5769 Remote Similarity NPD4238 Approved
0.5766 Remote Similarity NPD6051 Approved
0.5763 Remote Similarity NPD7632 Discontinued
0.5758 Remote Similarity NPD8074 Phase 3
0.5755 Remote Similarity NPD5369 Approved
0.5752 Remote Similarity NPD8171 Discontinued
0.5746 Remote Similarity NPD5956 Approved
0.5738 Remote Similarity NPD6013 Approved
0.5738 Remote Similarity NPD6014 Approved
0.5738 Remote Similarity NPD6012 Approved
0.5736 Remote Similarity NPD5983 Phase 2
0.5725 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5714 Remote Similarity NPD5785 Approved
0.5702 Remote Similarity NPD6685 Approved
0.5701 Remote Similarity NPD4269 Approved
0.5701 Remote Similarity NPD4270 Approved
0.57 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5682 Remote Similarity NPD8451 Approved
0.5682 Remote Similarity NPD6336 Discontinued
0.5678 Remote Similarity NPD1700 Approved
0.5664 Remote Similarity NPD8034 Phase 2
0.5664 Remote Similarity NPD8035 Phase 2
0.5656 Remote Similarity NPD6011 Approved
0.5649 Remote Similarity NPD6067 Discontinued
0.5645 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5639 Remote Similarity NPD8448 Approved
0.5636 Remote Similarity NPD6098 Approved
0.5636 Remote Similarity NPD5786 Approved
0.5625 Remote Similarity NPD6080 Approved
0.5625 Remote Similarity NPD6904 Approved
0.5625 Remote Similarity NPD6673 Approved
0.5619 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5615 Remote Similarity NPD8444 Approved
0.5614 Remote Similarity NPD6399 Phase 3
0.5614 Remote Similarity NPD5779 Approved
0.5614 Remote Similarity NPD5778 Approved
0.561 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5606 Remote Similarity NPD8340 Approved
0.5606 Remote Similarity NPD8342 Approved
0.5606 Remote Similarity NPD8341 Approved
0.5606 Remote Similarity NPD8299 Approved
0.5603 Remote Similarity NPD7839 Suspended

Structure

External Identifiers

PubChem CID   42638122
ChEMBL   CHEMBL564119
ZINC  

Physicochemical Properties

Molecular Weight:  572.28
ALogP:  -0.6139
MLogP:  3.22
XLogP:  2.563
# Rotatable Bonds:  27
Polar Surface Area:  164.12
# H-Bond Aceptor:  12
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  40

Download Data

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