Natural Product: NPC37866

Natural Product ID:  NPC37866
Common Name:   Patriridoside D
IUPAC Name:   (3aS,4R,5R,6aS)-5-methyl-4-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4,5,6,6a-tetrahydro-3aH-cyclopenta[b]furan-3-carbaldehyde
Synonyms:   Patriridoside D
Molecular Formula:   C16H24O8
Standard InCHIKey:  VQZLIWRZAATHOG-IMDJIWFOSA-N
Standard InCHI:  InChI=1S/C16H24O8/c1-7-2-10-12(8(3-17)5-22-10)9(7)6-23-16-15(21)14(20)13(19)11(4-18)24-16/h3,5,7,9-16,18-21H,2,4,6H2,1H3/t7-,9-,10+,11-,12-,13-,14+,15-,16-/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](OC[C@@H]2[C@H](C)C[C@H]3[C@@H]2C(=CO3)C=O)[C@@H]([C@H]([C@@H]1O)O)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
NPO14197 Patrinia scabra Species Caprifoliaceae Eukaryota Roots PMID[23002924]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT165 Cell Line HeLa Homo sapiens IC50 > 50000 nM 22194678
NPT2 Others Unspecified IC50 = 15600 nM 20439609

  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 NPC37866 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
0.914 High Similarity NPC63897
0.8878 High Similarity NPC304163
0.8788 High Similarity NPC475928
0.8614 High Similarity NPC170432
0.8614 High Similarity NPC127235
0.8586 High Similarity NPC287539
0.8586 High Similarity NPC3488
0.8529 High Similarity NPC148270
0.8529 High Similarity NPC80338
0.8529 High Similarity NPC197813
0.85 High Similarity NPC35185
0.85 High Similarity NPC177013
0.85 High Similarity NPC4899
0.85 High Similarity NPC474730
0.8469 Intermediate Similarity NPC58267
0.8469 Intermediate Similarity NPC261372
0.8469 Intermediate Similarity NPC263674
0.8416 Intermediate Similarity NPC37240
0.8367 Intermediate Similarity NPC161293
0.8317 Intermediate Similarity NPC106668
0.8286 Intermediate Similarity NPC193741
0.8269 Intermediate Similarity NPC110701
0.8235 Intermediate Similarity NPC27687
0.82 Intermediate Similarity NPC49833
0.82 Intermediate Similarity NPC249171
0.8182 Intermediate Similarity NPC474297
0.8137 Intermediate Similarity NPC80144
0.8131 Intermediate Similarity NPC475924
0.8131 Intermediate Similarity NPC475851
0.8119 Intermediate Similarity NPC473146
0.81 Intermediate Similarity NPC304445
0.81 Intermediate Similarity NPC236580
0.8058 Intermediate Similarity NPC473148
0.8039 Intermediate Similarity NPC67296
0.7778 Intermediate Similarity NPC235051
0.7723 Intermediate Similarity NPC6765
0.7723 Intermediate Similarity NPC167893
0.7723 Intermediate Similarity NPC93869
0.7652 Intermediate Similarity NPC475431
0.7624 Intermediate Similarity NPC274588
0.7619 Intermediate Similarity NPC261117
0.7619 Intermediate Similarity NPC310804
0.7607 Intermediate Similarity NPC93368
0.7576 Intermediate Similarity NPC50464
0.7573 Intermediate Similarity NPC472290
0.7524 Intermediate Similarity NPC28304
0.7524 Intermediate Similarity NPC298255
0.75 Intermediate Similarity NPC472015
0.7476 Intermediate Similarity NPC170527
0.7476 Intermediate Similarity NPC241911
0.7453 Intermediate Similarity NPC250545
0.7449 Intermediate Similarity NPC470657
0.7429 Intermediate Similarity NPC255677
0.7429 Intermediate Similarity NPC22149
0.7429 Intermediate Similarity NPC306344
0.7423 Intermediate Similarity NPC98276
0.7423 Intermediate Similarity NPC259296
0.7414 Intermediate Similarity NPC42675
0.7404 Intermediate Similarity NPC471150
0.7404 Intermediate Similarity NPC476613
0.7404 Intermediate Similarity NPC476612
0.7387 Intermediate Similarity NPC122339
0.7387 Intermediate Similarity NPC63244
0.7379 Intermediate Similarity NPC472873
0.7374 Intermediate Similarity NPC31349
0.7373 Intermediate Similarity NPC475194
0.7364 Intermediate Similarity NPC8431
0.7358 Intermediate Similarity NPC216911
0.7345 Intermediate Similarity NPC74727
0.7333 Intermediate Similarity NPC69273
0.7333 Intermediate Similarity NPC293623
0.7333 Intermediate Similarity NPC168899
0.7327 Intermediate Similarity NPC117596
0.7327 Intermediate Similarity NPC120021
0.7327 Intermediate Similarity NPC270908
0.7327 Intermediate Similarity NPC470573
0.7327 Intermediate Similarity NPC216826
0.7327 Intermediate Similarity NPC65665
0.7327 Intermediate Similarity NPC231710
0.7321 Intermediate Similarity NPC473303
0.7321 Intermediate Similarity NPC471244
0.7321 Intermediate Similarity NPC157929
0.7321 Intermediate Similarity NPC145625
0.7321 Intermediate Similarity NPC471245
0.732 Intermediate Similarity NPC111409
0.7315 Intermediate Similarity NPC86095
0.7315 Intermediate Similarity NPC264584
0.7308 Intermediate Similarity NPC284063
0.7308 Intermediate Similarity NPC306041
0.73 Intermediate Similarity NPC470009
0.7297 Intermediate Similarity NPC471476
0.7297 Intermediate Similarity NPC106760
0.7297 Intermediate Similarity NPC473324
0.7297 Intermediate Similarity NPC27551
0.7297 Intermediate Similarity NPC114961
0.729 Intermediate Similarity NPC222062
0.729 Intermediate Similarity NPC94919
0.729 Intermediate Similarity NPC70369
0.7288 Intermediate Similarity NPC141196
0.7288 Intermediate Similarity NPC238005
0.7288 Intermediate Similarity NPC1980
0.7281 Intermediate Similarity NPC277583
0.7281 Intermediate Similarity NPC88945
0.7264 Intermediate Similarity NPC471381
0.7264 Intermediate Similarity NPC186861
0.7264 Intermediate Similarity NPC476320
0.7264 Intermediate Similarity NPC476211
0.7257 Intermediate Similarity NPC94141
0.7257 Intermediate Similarity NPC132668
0.7257 Intermediate Similarity NPC477944
0.7255 Intermediate Similarity NPC294643
0.7255 Intermediate Similarity NPC274274
0.7255 Intermediate Similarity NPC472124
0.7255 Intermediate Similarity NPC472125
0.7255 Intermediate Similarity NPC472126
0.7255 Intermediate Similarity NPC473150
0.7255 Intermediate Similarity NPC472197
0.725 Intermediate Similarity NPC152091
0.7248 Intermediate Similarity NPC210178
0.7248 Intermediate Similarity NPC41681
0.7241 Intermediate Similarity NPC161738
0.7238 Intermediate Similarity NPC86843
0.7238 Intermediate Similarity NPC470683
0.7238 Intermediate Similarity NPC470684
0.7234 Intermediate Similarity NPC70996
0.7232 Intermediate Similarity NPC274833
0.7228 Intermediate Similarity NPC22918
0.7228 Intermediate Similarity NPC93190
0.7228 Intermediate Similarity NPC215556
0.7227 Intermediate Similarity NPC190846
0.7227 Intermediate Similarity NPC277191
0.7222 Intermediate Similarity NPC284929
0.7222 Intermediate Similarity NPC197541
0.7222 Intermediate Similarity NPC234304
0.7222 Intermediate Similarity NPC118761
0.7222 Intermediate Similarity NPC329834
0.7222 Intermediate Similarity NPC267869
0.7217 Intermediate Similarity NPC473304
0.7213 Intermediate Similarity NPC241008
0.7207 Intermediate Similarity NPC246205
0.7207 Intermediate Similarity NPC118225
0.7203 Intermediate Similarity NPC216866
0.7196 Intermediate Similarity NPC476230
0.7196 Intermediate Similarity NPC476611
0.7196 Intermediate Similarity NPC27474
0.7193 Intermediate Similarity NPC17165
0.7184 Intermediate Similarity NPC61201
0.7182 Intermediate Similarity NPC67745
0.7182 Intermediate Similarity NPC471461
0.7168 Intermediate Similarity NPC207845
0.7168 Intermediate Similarity NPC472719
0.7167 Intermediate Similarity NPC198714
0.7167 Intermediate Similarity NPC469750
0.7167 Intermediate Similarity NPC250556
0.7157 Intermediate Similarity NPC246173
0.7157 Intermediate Similarity NPC474323
0.7157 Intermediate Similarity NPC54065
0.7157 Intermediate Similarity NPC216284
0.7157 Intermediate Similarity NPC297474
0.7157 Intermediate Similarity NPC307699
0.7157 Intermediate Similarity NPC206614
0.7143 Intermediate Similarity NPC54731
0.7143 Intermediate Similarity NPC476542
0.7143 Intermediate Similarity NPC127153
0.713 Intermediate Similarity NPC229752
0.7129 Intermediate Similarity NPC79549
0.7129 Intermediate Similarity NPC148534
0.7129 Intermediate Similarity NPC217983
0.7129 Intermediate Similarity NPC207114
0.7119 Intermediate Similarity NPC249553
0.7119 Intermediate Similarity NPC182900
0.7119 Intermediate Similarity NPC473228
0.7119 Intermediate Similarity NPC470829
0.7117 Intermediate Similarity NPC55973
0.7117 Intermediate Similarity NPC189663
0.7117 Intermediate Similarity NPC224414
0.7117 Intermediate Similarity NPC469733
0.7117 Intermediate Similarity NPC230888
0.7117 Intermediate Similarity NPC469729
0.7117 Intermediate Similarity NPC89860
0.7107 Intermediate Similarity NPC471356
0.7107 Intermediate Similarity NPC179412
0.7105 Intermediate Similarity NPC73455
0.7105 Intermediate Similarity NPC260665
0.7105 Intermediate Similarity NPC200944
0.7105 Intermediate Similarity NPC102619
0.71 Intermediate Similarity NPC171484
0.71 Intermediate Similarity NPC149018
0.7097 Intermediate Similarity NPC157817
0.7097 Intermediate Similarity NPC104585
0.7097 Intermediate Similarity NPC298783
0.7097 Intermediate Similarity NPC225385
0.7091 Intermediate Similarity NPC54737
0.7091 Intermediate Similarity NPC12823
0.7087 Intermediate Similarity NPC171360
0.7087 Intermediate Similarity NPC66504
0.7087 Intermediate Similarity NPC57304
0.7087 Intermediate Similarity NPC293001
0.7087 Intermediate Similarity NPC35959
0.7087 Intermediate Similarity NPC29821

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC37866 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
0.7182 Intermediate Similarity NPD6412 Phase 2
0.7167 Intermediate Similarity NPD7507 Approved
0.6992 Remote Similarity NPD7319 Approved
0.6964 Remote Similarity NPD6686 Approved
0.6723 Remote Similarity NPD7641 Discontinued
0.6667 Remote Similarity NPD46 Approved
0.6667 Remote Similarity NPD6698 Approved
0.6667 Remote Similarity NPD8133 Approved
0.6639 Remote Similarity NPD6370 Approved
0.6602 Remote Similarity NPD4249 Approved
0.6579 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6549 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6538 Remote Similarity NPD4250 Approved
0.6538 Remote Similarity NPD4251 Approved
0.6481 Remote Similarity NPD5282 Discontinued
0.6475 Remote Similarity NPD6054 Approved
0.6446 Remote Similarity NPD7328 Approved
0.6446 Remote Similarity NPD7327 Approved
0.6441 Remote Similarity NPD6053 Discontinued
0.6423 Remote Similarity NPD7503 Approved
0.6423 Remote Similarity NPD6016 Approved
0.6423 Remote Similarity NPD6015 Approved
0.6423 Remote Similarity NPD8033 Approved
0.6404 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6404 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6393 Remote Similarity NPD7516 Approved
0.6378 Remote Similarity NPD7736 Approved
0.6373 Remote Similarity NPD6435 Approved
0.6371 Remote Similarity NPD5988 Approved
0.6364 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6341 Remote Similarity NPD8377 Approved
0.6341 Remote Similarity NPD6059 Approved
0.6341 Remote Similarity NPD8294 Approved
0.6311 Remote Similarity NPD5362 Discontinued
0.6299 Remote Similarity NPD8293 Discontinued
0.6296 Remote Similarity NPD7983 Approved
0.629 Remote Similarity NPD8516 Approved
0.629 Remote Similarity NPD8515 Approved
0.629 Remote Similarity NPD8513 Phase 3
0.629 Remote Similarity NPD8380 Approved
0.629 Remote Similarity NPD8296 Approved
0.629 Remote Similarity NPD8378 Approved
0.629 Remote Similarity NPD8517 Approved
0.629 Remote Similarity NPD8379 Approved
0.629 Remote Similarity NPD8335 Approved
0.6271 Remote Similarity NPD6371 Approved
0.627 Remote Similarity NPD7492 Approved
0.625 Remote Similarity NPD8029 Clinical (unspecified phase)
0.624 Remote Similarity NPD8080 Discontinued
0.623 Remote Similarity NPD6009 Approved
0.622 Remote Similarity NPD6616 Approved
0.6218 Remote Similarity NPD8413 Clinical (unspecified phase)
0.621 Remote Similarity NPD6319 Approved
0.619 Remote Similarity NPD7642 Approved
0.6186 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6176 Remote Similarity NPD5368 Approved
0.6172 Remote Similarity NPD7078 Approved
0.6167 Remote Similarity NPD6882 Approved
0.616 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6154 Remote Similarity NPD7154 Phase 3
0.6117 Remote Similarity NPD5369 Approved
0.6116 Remote Similarity NPD4632 Approved
0.6111 Remote Similarity NPD1695 Approved
0.6098 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6063 Remote Similarity NPD8328 Phase 3
0.6063 Remote Similarity NPD6067 Discontinued
0.6038 Remote Similarity NPD5363 Approved
0.6038 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6033 Remote Similarity NPD8297 Approved
0.6019 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6016 Remote Similarity NPD8342 Approved
0.6016 Remote Similarity NPD8341 Approved
0.6016 Remote Similarity NPD8340 Approved
0.6016 Remote Similarity NPD8299 Approved
0.6 Remote Similarity NPD8337 Approved
0.6 Remote Similarity NPD4788 Approved
0.6 Remote Similarity NPD8336 Approved
0.5981 Remote Similarity NPD5786 Approved
0.598 Remote Similarity NPD4238 Approved
0.598 Remote Similarity NPD4802 Phase 2
0.5969 Remote Similarity NPD8451 Approved
0.595 Remote Similarity NPD6650 Approved
0.595 Remote Similarity NPD6649 Approved
0.5946 Remote Similarity NPD8171 Discontinued
0.5938 Remote Similarity NPD7829 Approved
0.5938 Remote Similarity NPD7830 Approved
0.5932 Remote Similarity NPD6008 Approved
0.5929 Remote Similarity NPD7839 Suspended
0.5923 Remote Similarity NPD8448 Approved
0.5917 Remote Similarity NPD6373 Approved
0.5917 Remote Similarity NPD6372 Approved
0.5909 Remote Similarity NPD7838 Discovery
0.5909 Remote Similarity NPD5785 Approved
0.5909 Remote Similarity NPD5956 Approved
0.5906 Remote Similarity NPD8269 Approved
0.5906 Remote Similarity NPD8268 Approved
0.5906 Remote Similarity NPD8266 Approved
0.5906 Remote Similarity NPD8267 Approved
0.5905 Remote Similarity NPD4270 Approved
0.5905 Remote Similarity NPD4269 Approved
0.5888 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5882 Remote Similarity NPD5697 Approved
0.5878 Remote Similarity NPD6033 Approved
0.5868 Remote Similarity NPD4634 Approved
0.5865 Remote Similarity NPD4820 Approved
0.5865 Remote Similarity NPD4821 Approved
0.5865 Remote Similarity NPD4819 Approved
0.5865 Remote Similarity NPD4822 Approved
0.5849 Remote Similarity NPD6110 Phase 1
0.5849 Remote Similarity NPD5331 Approved
0.5849 Remote Similarity NPD5332 Approved
0.5841 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5833 Remote Similarity NPD6899 Approved
0.5833 Remote Similarity NPD7320 Approved
0.5833 Remote Similarity NPD6881 Approved
0.5825 Remote Similarity NPD4268 Approved
0.5825 Remote Similarity NPD4271 Approved
0.5821 Remote Similarity NPD8338 Approved
0.5814 Remote Similarity NPD7122 Discontinued
0.581 Remote Similarity NPD4790 Discontinued
0.5804 Remote Similarity NPD6399 Phase 3
0.5802 Remote Similarity NPD8074 Phase 3
0.58 Remote Similarity NPD3181 Approved
0.5798 Remote Similarity NPD7128 Approved
0.5798 Remote Similarity NPD6675 Approved
0.5798 Remote Similarity NPD5739 Approved
0.5798 Remote Similarity NPD6402 Approved
0.5789 Remote Similarity NPD8390 Approved
0.5789 Remote Similarity NPD8391 Approved
0.5789 Remote Similarity NPD8392 Approved
0.5785 Remote Similarity NPD6013 Approved
0.5785 Remote Similarity NPD6014 Approved
0.5785 Remote Similarity NPD6012 Approved
0.5781 Remote Similarity NPD8444 Approved
0.5781 Remote Similarity NPD5983 Phase 2
0.5776 Remote Similarity NPD5285 Approved
0.5776 Remote Similarity NPD4696 Approved
0.5776 Remote Similarity NPD5286 Approved
0.575 Remote Similarity NPD5701 Approved
0.5739 Remote Similarity NPD4755 Approved
0.5739 Remote Similarity NPD6084 Phase 2
0.5739 Remote Similarity NPD6083 Phase 2
0.5738 Remote Similarity NPD6883 Approved
0.5738 Remote Similarity NPD7290 Approved
0.5738 Remote Similarity NPD7102 Approved
0.5714 Remote Similarity NPD4252 Approved
0.5714 Remote Similarity NPD8035 Phase 2
0.5714 Remote Similarity NPD8034 Phase 2
0.5702 Remote Similarity NPD4629 Approved
0.5702 Remote Similarity NPD5695 Phase 3
0.5702 Remote Similarity NPD5210 Approved
0.5702 Remote Similarity NPD6011 Approved
0.5692 Remote Similarity NPD7604 Phase 2
0.5691 Remote Similarity NPD8130 Phase 1
0.5691 Remote Similarity NPD6617 Approved
0.5691 Remote Similarity NPD6869 Approved
0.5691 Remote Similarity NPD6847 Approved
0.569 Remote Similarity NPD5696 Approved
0.5678 Remote Similarity NPD8082 Approved
0.5678 Remote Similarity NPD8086 Approved
0.5678 Remote Similarity NPD5224 Approved
0.5678 Remote Similarity NPD5225 Approved
0.5678 Remote Similarity NPD5226 Approved
0.5678 Remote Similarity NPD8139 Approved
0.5678 Remote Similarity NPD5211 Phase 2
0.5678 Remote Similarity NPD8085 Approved
0.5678 Remote Similarity NPD4633 Approved
0.5678 Remote Similarity NPD8083 Approved
0.5678 Remote Similarity NPD8138 Approved
0.5678 Remote Similarity NPD8084 Approved
0.5676 Remote Similarity NPD4753 Phase 2
0.5676 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5676 Remote Similarity NPD6101 Approved
0.5664 Remote Similarity NPD5779 Approved
0.5664 Remote Similarity NPD5778 Approved
0.5652 Remote Similarity NPD4697 Phase 3
0.5648 Remote Similarity NPD3666 Approved
0.5648 Remote Similarity NPD3133 Approved
0.5648 Remote Similarity NPD3665 Phase 1
0.5641 Remote Similarity NPD4700 Approved
0.5636 Remote Similarity NPD7524 Approved
0.563 Remote Similarity NPD5175 Approved
0.563 Remote Similarity NPD8276 Approved
0.563 Remote Similarity NPD5174 Approved
0.563 Remote Similarity NPD8275 Approved
0.5612 Remote Similarity NPD898 Approved
0.5612 Remote Similarity NPD897 Approved
0.5612 Remote Similarity NPD896 Approved
0.5606 Remote Similarity NPD6336 Discontinued

Structure

External Identifiers

PubChem CID   71454804
ChEMBL   CHEMBL2152442
ZINC  

Physicochemical Properties

Molecular Weight:  344.15
ALogP:  -2.7927
MLogP:  2.34
XLogP:  -0.586
# Rotatable Bonds:  10
Polar Surface Area:  125.68
# H-Bond Aceptor:  8
# H-Bond Donor:  4
# Rings:  3
# Heavy Atoms:  24

Download Data

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