Natural Product: NPC470009

Natural Product ID:  NPC470009
Common Name:   Pseudoguaian-1A(H)-8Alpha,12-Olide-4Beta-O-Beta-D-Glucopyranoside
IUPAC Name:   (1S,3aS,5R,5aS,8S,8aS,9aR)-1,5,8a-trimethyl-8-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3a,4,5,5a,6,7,8,9,9a-decahydroazuleno[6,5-b]furan-2-one
Synonyms:  
Molecular Formula:   C21H34O8
Standard InCHIKey:  QQVBYHXCQMSWGX-GYNVLBNLSA-N
Standard InCHI:  InChI=1S/C21H34O8/c1-9-6-13-11(10(2)19(26)27-13)7-21(3)12(9)4-5-15(21)29-20-18(25)17(24)16(23)14(8-22)28-20/h9-18,20,22-25H,4-8H2,1-3H3/t9-,10+,11-,12+,13+,14-,15+,16-,17+,18-,20+,21+/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](O[C@H]2CC[C@@H]3[C@]2(C)C[C@H]2[C@H](C[C@H]3C)OC(=O)[C@H]2C)[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
NPO23499 Carpesium faberi Species Asteraceae Eukaryota Whole Plants Changshou County, Chongqing, China 2008-AUG PMID[21109433]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT83 Cell Line MCF7 Homo sapiens IC50 > 50 ug/ml 10.1007/s00044-013-0496-5

  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 NPC470009 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
0.8696 High Similarity NPC58267
0.8696 High Similarity NPC261372
0.8696 High Similarity NPC263674
0.8488 Intermediate Similarity NPC474266
0.8409 Intermediate Similarity NPC470657
0.8387 Intermediate Similarity NPC474297
0.8372 Intermediate Similarity NPC212340
0.8372 Intermediate Similarity NPC475849
0.8315 Intermediate Similarity NPC31349
0.8298 Intermediate Similarity NPC236580
0.8298 Intermediate Similarity NPC304445
0.828 Intermediate Similarity NPC215570
0.8256 Intermediate Similarity NPC216941
0.8214 Intermediate Similarity NPC70996
0.8061 Intermediate Similarity NPC473148
0.8049 Intermediate Similarity NPC184550
0.8049 Intermediate Similarity NPC185419
0.8041 Intermediate Similarity NPC67296
0.8021 Intermediate Similarity NPC249171
0.8021 Intermediate Similarity NPC49833
0.8 Intermediate Similarity NPC176756
0.7952 Intermediate Similarity NPC291228
0.7952 Intermediate Similarity NPC308096
0.7921 Intermediate Similarity NPC167044
0.7857 Intermediate Similarity NPC478181
0.7843 Intermediate Similarity NPC217041
0.7826 Intermediate Similarity NPC33398
0.7791 Intermediate Similarity NPC188793
0.7778 Intermediate Similarity NPC80144
0.7778 Intermediate Similarity NPC292803
0.7767 Intermediate Similarity NPC182185
0.7755 Intermediate Similarity NPC20028
0.7755 Intermediate Similarity NPC473146
0.7732 Intermediate Similarity NPC328180
0.7732 Intermediate Similarity NPC472273
0.7732 Intermediate Similarity NPC278028
0.7723 Intermediate Similarity NPC215408
0.7708 Intermediate Similarity NPC167893
0.7692 Intermediate Similarity NPC478111
0.7647 Intermediate Similarity NPC469788
0.7647 Intermediate Similarity NPC290247
0.7647 Intermediate Similarity NPC469787
0.7629 Intermediate Similarity NPC475765
0.7629 Intermediate Similarity NPC475785
0.7624 Intermediate Similarity NPC114365
0.7624 Intermediate Similarity NPC177518
0.7624 Intermediate Similarity NPC123070
0.7624 Intermediate Similarity NPC18433
0.7624 Intermediate Similarity NPC169089
0.7624 Intermediate Similarity NPC18044
0.7624 Intermediate Similarity NPC88890
0.7624 Intermediate Similarity NPC132304
0.7624 Intermediate Similarity NPC154962
0.7619 Intermediate Similarity NPC98870
0.7604 Intermediate Similarity NPC470424
0.76 Intermediate Similarity NPC80191
0.76 Intermediate Similarity NPC310031
0.7596 Intermediate Similarity NPC106760
0.7586 Intermediate Similarity NPC83108
0.7586 Intermediate Similarity NPC214030
0.7582 Intermediate Similarity NPC473791
0.7579 Intermediate Similarity NPC235051
0.7576 Intermediate Similarity NPC41843
0.7573 Intermediate Similarity NPC92890
0.7573 Intermediate Similarity NPC202898
0.7573 Intermediate Similarity NPC475319
0.7561 Intermediate Similarity NPC206601
0.7549 Intermediate Similarity NPC168890
0.7549 Intermediate Similarity NPC166079
0.7527 Intermediate Similarity NPC314364
0.7527 Intermediate Similarity NPC51662
0.75 Intermediate Similarity NPC92297
0.75 Intermediate Similarity NPC473817
0.75 Intermediate Similarity NPC273002
0.75 Intermediate Similarity NPC477172
0.75 Intermediate Similarity NPC220836
0.75 Intermediate Similarity NPC233433
0.75 Intermediate Similarity NPC94086
0.7477 Intermediate Similarity NPC79193
0.7471 Intermediate Similarity NPC279575
0.7451 Intermediate Similarity NPC100078
0.7451 Intermediate Similarity NPC470167
0.7449 Intermediate Similarity NPC116683
0.7429 Intermediate Similarity NPC114961
0.7429 Intermediate Similarity NPC27551
0.7426 Intermediate Similarity NPC470172
0.7426 Intermediate Similarity NPC94919
0.7426 Intermediate Similarity NPC213528
0.7426 Intermediate Similarity NPC244969
0.7416 Intermediate Similarity NPC170595
0.7404 Intermediate Similarity NPC220773
0.7404 Intermediate Similarity NPC224414
0.7404 Intermediate Similarity NPC278693
0.7404 Intermediate Similarity NPC472079
0.7396 Intermediate Similarity NPC475878
0.7383 Intermediate Similarity NPC102619
0.7381 Intermediate Similarity NPC285003
0.7381 Intermediate Similarity NPC241265
0.7379 Intermediate Similarity NPC41674
0.7379 Intermediate Similarity NPC469441
0.7379 Intermediate Similarity NPC306776
0.7379 Intermediate Similarity NPC228311
0.7374 Intermediate Similarity NPC471241
0.7363 Intermediate Similarity NPC311642
0.7363 Intermediate Similarity NPC102156
0.7363 Intermediate Similarity NPC100366
0.7363 Intermediate Similarity NPC164289
0.7363 Intermediate Similarity NPC242771
0.7363 Intermediate Similarity NPC148740
0.7358 Intermediate Similarity NPC469824
0.7358 Intermediate Similarity NPC473062
0.7356 Intermediate Similarity NPC179922
0.7353 Intermediate Similarity NPC473406
0.7353 Intermediate Similarity NPC475928
0.734 Intermediate Similarity NPC472396
0.734 Intermediate Similarity NPC475773
0.7339 Intermediate Similarity NPC179429
0.7327 Intermediate Similarity NPC476512
0.7327 Intermediate Similarity NPC178853
0.7327 Intermediate Similarity NPC108227
0.7327 Intermediate Similarity NPC287539
0.7327 Intermediate Similarity NPC3488
0.7327 Intermediate Similarity NPC475574
0.7327 Intermediate Similarity NPC472081
0.7326 Intermediate Similarity NPC248427
0.732 Intermediate Similarity NPC161035
0.732 Intermediate Similarity NPC475307
0.7308 Intermediate Similarity NPC203974
0.73 Intermediate Similarity NPC211087
0.73 Intermediate Similarity NPC37866
0.73 Intermediate Similarity NPC274695
0.7292 Intermediate Similarity NPC297474
0.7292 Intermediate Similarity NPC54065
0.7292 Intermediate Similarity NPC473542
0.729 Intermediate Similarity NPC477489
0.729 Intermediate Similarity NPC243572
0.7283 Intermediate Similarity NPC2572
0.7283 Intermediate Similarity NPC29342
0.7283 Intermediate Similarity NPC111409
0.7282 Intermediate Similarity NPC469827
0.7282 Intermediate Similarity NPC473526
0.7282 Intermediate Similarity NPC473701
0.7282 Intermediate Similarity NPC88469
0.7273 Intermediate Similarity NPC237071
0.7273 Intermediate Similarity NPC193785
0.7273 Intermediate Similarity NPC296936
0.7273 Intermediate Similarity NPC203434
0.7273 Intermediate Similarity NPC238796
0.7263 Intermediate Similarity NPC221993
0.7262 Intermediate Similarity NPC50228
0.7262 Intermediate Similarity NPC97736
0.7255 Intermediate Similarity NPC4899
0.7255 Intermediate Similarity NPC310138
0.7255 Intermediate Similarity NPC474730
0.7255 Intermediate Similarity NPC177013
0.7255 Intermediate Similarity NPC114700
0.7255 Intermediate Similarity NPC470029
0.7255 Intermediate Similarity NPC35185
0.7255 Intermediate Similarity NPC134967
0.7241 Intermediate Similarity NPC215030
0.7241 Intermediate Similarity NPC477867
0.7238 Intermediate Similarity NPC329876
0.7234 Intermediate Similarity NPC471411
0.7234 Intermediate Similarity NPC471410
0.7234 Intermediate Similarity NPC64862
0.7228 Intermediate Similarity NPC470030
0.7222 Intermediate Similarity NPC146992
0.7222 Intermediate Similarity NPC200944
0.7222 Intermediate Similarity NPC73455
0.7222 Intermediate Similarity NPC22742
0.7222 Intermediate Similarity NPC477346
0.7222 Intermediate Similarity NPC85759
0.7222 Intermediate Similarity NPC158302
0.7222 Intermediate Similarity NPC477344
0.7222 Intermediate Similarity NPC294748
0.7216 Intermediate Similarity NPC474065
0.7216 Intermediate Similarity NPC133888
0.7216 Intermediate Similarity NPC5632
0.7216 Intermediate Similarity NPC57304
0.7216 Intermediate Similarity NPC29821
0.7216 Intermediate Similarity NPC35959
0.7216 Intermediate Similarity NPC293001
0.7216 Intermediate Similarity NPC149966
0.7216 Intermediate Similarity NPC171360
0.7216 Intermediate Similarity NPC63193
0.7212 Intermediate Similarity NPC170432
0.7212 Intermediate Similarity NPC127235
0.7204 Intermediate Similarity NPC18953
0.7204 Intermediate Similarity NPC474156
0.7204 Intermediate Similarity NPC291310
0.72 Intermediate Similarity NPC474182
0.72 Intermediate Similarity NPC210157
0.72 Intermediate Similarity NPC74466
0.72 Intermediate Similarity NPC470591
0.72 Intermediate Similarity NPC472290
0.7196 Intermediate Similarity NPC272242
0.7191 Intermediate Similarity NPC474003
0.7188 Intermediate Similarity NPC20822
0.7188 Intermediate Similarity NPC155935
0.7184 Intermediate Similarity NPC476837

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC470009 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
0.7624 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7624 Intermediate Similarity NPD4056 Clinical (unspecified phase)
0.7624 Intermediate Similarity NPD4057 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD4238 Approved
0.7303 Intermediate Similarity NPD4802 Phase 2
0.7143 Intermediate Similarity NPD8171 Discontinued
0.6981 Remote Similarity NPD6412 Phase 2
0.6759 Remote Similarity NPD6686 Approved
0.6757 Remote Similarity NPD8133 Approved
0.6737 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6737 Remote Similarity NPD3669 Approved
0.6707 Remote Similarity NPD3198 Approved
0.6697 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6604 Remote Similarity NPD8085 Approved
0.6604 Remote Similarity NPD8084 Approved
0.6604 Remote Similarity NPD8082 Approved
0.6604 Remote Similarity NPD8139 Approved
0.6604 Remote Similarity NPD8083 Approved
0.6604 Remote Similarity NPD8086 Approved
0.6604 Remote Similarity NPD8138 Approved
0.6596 Remote Similarity NPD6928 Phase 2
0.6555 Remote Similarity NPD7507 Approved
0.6542 Remote Similarity NPD8275 Approved
0.6542 Remote Similarity NPD8276 Approved
0.6526 Remote Similarity NPD1780 Approved
0.6526 Remote Similarity NPD1779 Approved
0.6517 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6514 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6509 Remote Similarity NPD1700 Approved
0.6491 Remote Similarity NPD6940 Discontinued
0.6481 Remote Similarity NPD8081 Approved
0.6422 Remote Similarity NPD8393 Approved
0.6413 Remote Similarity NPD3702 Approved
0.6395 Remote Similarity NPD7909 Approved
0.6393 Remote Similarity NPD7319 Approved
0.6383 Remote Similarity NPD6115 Approved
0.6383 Remote Similarity NPD6118 Approved
0.6383 Remote Similarity NPD6114 Approved
0.6383 Remote Similarity NPD6697 Approved
0.6364 Remote Similarity NPD897 Approved
0.6364 Remote Similarity NPD896 Approved
0.6364 Remote Similarity NPD898 Approved
0.6293 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6277 Remote Similarity NPD6116 Phase 1
0.6264 Remote Similarity NPD5777 Approved
0.6239 Remote Similarity NPD7327 Approved
0.6239 Remote Similarity NPD7328 Approved
0.623 Remote Similarity NPD8293 Discontinued
0.6216 Remote Similarity NPD8307 Discontinued
0.6216 Remote Similarity NPD8140 Approved
0.6195 Remote Similarity NPD6371 Approved
0.6186 Remote Similarity NPD7516 Approved
0.6179 Remote Similarity NPD7736 Approved
0.617 Remote Similarity NPD6117 Approved
0.6167 Remote Similarity NPD6370 Approved
0.6154 Remote Similarity NPD4244 Approved
0.6154 Remote Similarity NPD4245 Approved
0.6146 Remote Similarity NPD7329 Approved
0.6145 Remote Similarity NPD2267 Suspended
0.614 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6139 Remote Similarity NPD4250 Approved
0.6139 Remote Similarity NPD4251 Approved
0.6134 Remote Similarity NPD8377 Approved
0.6134 Remote Similarity NPD8294 Approved
0.6129 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6122 Remote Similarity NPD6435 Approved
0.6117 Remote Similarity NPD6698 Approved
0.6117 Remote Similarity NPD46 Approved
0.6106 Remote Similarity NPD8306 Approved
0.6106 Remote Similarity NPD8305 Approved
0.6098 Remote Similarity NPD3728 Approved
0.6098 Remote Similarity NPD3730 Approved
0.6098 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6083 Remote Similarity NPD8379 Approved
0.6083 Remote Similarity NPD8335 Approved
0.6083 Remote Similarity NPD8380 Approved
0.6083 Remote Similarity NPD8296 Approved
0.6083 Remote Similarity NPD8378 Approved
0.6083 Remote Similarity NPD8033 Approved
0.6066 Remote Similarity NPD7492 Approved
0.6053 Remote Similarity NPD8087 Discontinued
0.6044 Remote Similarity NPD3698 Phase 2
0.604 Remote Similarity NPD4249 Approved
0.6022 Remote Similarity NPD3181 Approved
0.6016 Remote Similarity NPD6616 Approved
0.6 Remote Similarity NPD6059 Approved
0.6 Remote Similarity NPD6054 Approved
0.5984 Remote Similarity NPD6067 Discontinued
0.5984 Remote Similarity NPD8328 Phase 3
0.5976 Remote Similarity NPD894 Approved
0.5976 Remote Similarity NPD895 Approved
0.5976 Remote Similarity NPD889 Approved
0.5976 Remote Similarity NPD887 Approved
0.5968 Remote Similarity NPD7078 Approved
0.5957 Remote Similarity NPD1810 Approved
0.5957 Remote Similarity NPD1811 Approved
0.595 Remote Similarity NPD8516 Approved
0.595 Remote Similarity NPD8515 Approved
0.595 Remote Similarity NPD8517 Approved
0.595 Remote Similarity NPD7503 Approved
0.595 Remote Similarity NPD8513 Phase 3
0.5934 Remote Similarity NPD229 Approved
0.5918 Remote Similarity NPD5368 Approved
0.5895 Remote Similarity NPD2257 Approved
0.5882 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5877 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5859 Remote Similarity NPD5369 Approved
0.5854 Remote Similarity NPD2269 Approved
0.582 Remote Similarity NPD6015 Approved
0.582 Remote Similarity NPD6016 Approved
0.5812 Remote Similarity NPD6882 Approved
0.5794 Remote Similarity NPD5282 Discontinued
0.5778 Remote Similarity NPD3171 Clinical (unspecified phase)
0.5772 Remote Similarity NPD5988 Approved
0.5758 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5755 Remote Similarity NPD7983 Approved
0.5755 Remote Similarity NPD8035 Phase 2
0.5755 Remote Similarity NPD8034 Phase 2
0.575 Remote Similarity NPD6009 Approved
0.5745 Remote Similarity NPD4808 Clinical (unspecified phase)
0.5745 Remote Similarity NPD6081 Approved
0.5745 Remote Similarity NPD4809 Clinical (unspecified phase)
0.5743 Remote Similarity NPD5362 Discontinued
0.5741 Remote Similarity NPD7991 Discontinued
0.5741 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5738 Remote Similarity NPD6319 Approved
0.5732 Remote Similarity NPD904 Phase 3
0.5732 Remote Similarity NPD905 Approved
0.573 Remote Similarity NPD8961 Approved
0.5729 Remote Similarity NPD3703 Phase 2
0.5714 Remote Similarity NPD8301 Approved
0.5714 Remote Similarity NPD1695 Approved
0.5714 Remote Similarity NPD8300 Approved
0.5702 Remote Similarity NPD7641 Discontinued
0.5701 Remote Similarity NPD6399 Phase 3
0.5699 Remote Similarity NPD3700 Clinical (unspecified phase)
0.5699 Remote Similarity NPD3699 Clinical (unspecified phase)
0.5691 Remote Similarity NPD8274 Clinical (unspecified phase)
0.569 Remote Similarity NPD6372 Approved
0.569 Remote Similarity NPD6373 Approved
0.5678 Remote Similarity NPD6053 Discontinued
0.5678 Remote Similarity NPD8297 Approved
0.566 Remote Similarity NPD5785 Approved
0.5645 Remote Similarity NPD8080 Discontinued
0.5644 Remote Similarity NPD4269 Approved
0.5644 Remote Similarity NPD4270 Approved
0.5638 Remote Similarity NPD2687 Approved
0.5638 Remote Similarity NPD2254 Approved
0.5638 Remote Similarity NPD4789 Approved
0.5638 Remote Similarity NPD2686 Approved
0.5636 Remote Similarity NPD6084 Phase 2
0.5636 Remote Similarity NPD6083 Phase 2
0.5631 Remote Similarity NPD6082 Clinical (unspecified phase)
0.563 Remote Similarity NPD4632 Approved
0.5619 Remote Similarity NPD4264 Clinical (unspecified phase)
0.561 Remote Similarity NPD8345 Approved
0.561 Remote Similarity NPD8347 Approved
0.561 Remote Similarity NPD8346 Approved
0.5604 Remote Similarity NPD9496 Clinical (unspecified phase)
0.5603 Remote Similarity NPD7320 Approved
0.56 Remote Similarity NPD4820 Approved
0.56 Remote Similarity NPD4819 Approved
0.56 Remote Similarity NPD4821 Approved
0.56 Remote Similarity NPD4822 Approved

Structure

External Identifiers

PubChem CID   53321860
ChEMBL   CHEMBL1644097
ZINC  

Physicochemical Properties

Molecular Weight:  414.23
ALogP:  -1.4947
MLogP:  2.89
XLogP:  1.38
# Rotatable Bonds:  10
Polar Surface Area:  125.68
# H-Bond Aceptor:  8
# H-Bond Donor:  4
# Rings:  4
# Heavy Atoms:  29

Download Data

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