Natural Product: NPC476933

Natural Product ID:  NPC476933
Common Name:   Abietane
IUPAC Name:   methyl (1R,4aR,5S,8R,10aS)-5,8-diacetyloxy-7-(3-methoxy-3-oxoprop-1-en-2-yl)-1,4a-dimethyl-2-oxo-4,5,6,7,8,9,10,10a-octahydro-3H-phenanthrene-1-carboxylate
Synonyms:   abietane
Molecular Formula:   C26H34O9
Standard InCHIKey:  OTERBTMTWQHNQT-ZCDKHLBTSA-N
Standard InCHI:  InChI=1S/C26H34O9/c1-13(23(30)32-6)17-12-18(34-14(2)27)21-16(22(17)35-15(3)28)8-9-19-25(21,4)11-10-20(29)26(19,5)24(31)33-7/h17-19,22H,1,8-12H2,2-7H3/t17?,18-,19-,22-,25+,26+/m0/s1
Canonical SMILES:  COC(=O)C(=C)C1C[C@H](OC(=O)C)C2=C([C@@H]1OC(=O)C)CC[C@H]1[C@@]2(C)CCC(=O)[C@]1(C)C(=O)OC
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
NPO23522 Croton argyrophylloides Species Euphorbiaceae Eukaryota bark Crato, Ceará State, Brazil 2005-JAN PMID[19780590]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT116 Cell Line HL-60 Homo sapiens IC50 > 10000 nM 19780590
NPT400 Cell Line MDA-MB-435 Homo sapiens IC50 > 10000 nM 19780590
NPT399 Cell Line SF-295 Homo sapiens IC50 > 10000 nM 19780590
NPT180 Cell Line HCT-8 Homo sapiens IC50 > 10000 nM 19780590
NPT927 Cell Line PBMC Homo sapiens IC50 > 10000 nM 19780590

  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 NPC476933 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
0.8515 High Similarity NPC254202
0.8431 Intermediate Similarity NPC470297
0.8431 Intermediate Similarity NPC96268
0.8333 Intermediate Similarity NPC159442
0.8317 Intermediate Similarity NPC476478
0.8298 Intermediate Similarity NPC220478
0.8265 Intermediate Similarity NPC470697
0.819 Intermediate Similarity NPC476479
0.819 Intermediate Similarity NPC275539
0.819 Intermediate Similarity NPC476802
0.819 Intermediate Similarity NPC189075
0.819 Intermediate Similarity NPC89171
0.8163 Intermediate Similarity NPC475657
0.8148 Intermediate Similarity NPC471204
0.8119 Intermediate Similarity NPC176845
0.8113 Intermediate Similarity NPC112457
0.8095 Intermediate Similarity NPC112780
0.8095 Intermediate Similarity NPC133422
0.8095 Intermediate Similarity NPC110496
0.8061 Intermediate Similarity NPC473944
0.8058 Intermediate Similarity NPC80781
0.8056 Intermediate Similarity NPC269530
0.8056 Intermediate Similarity NPC277769
0.8041 Intermediate Similarity NPC284561
0.8037 Intermediate Similarity NPC253906
0.802 Intermediate Similarity NPC38530
0.802 Intermediate Similarity NPC84335
0.8019 Intermediate Similarity NPC151393
0.8018 Intermediate Similarity NPC470420
0.8 Intermediate Similarity NPC469607
0.8 Intermediate Similarity NPC284365
0.8 Intermediate Similarity NPC123726
0.7982 Intermediate Similarity NPC472926
0.7982 Intermediate Similarity NPC470120
0.7982 Intermediate Similarity NPC159333
0.7982 Intermediate Similarity NPC25909
0.7981 Intermediate Similarity NPC8196
0.7981 Intermediate Similarity NPC95899
0.798 Intermediate Similarity NPC271652
0.7961 Intermediate Similarity NPC472924
0.7959 Intermediate Similarity NPC152467
0.7946 Intermediate Similarity NPC475520
0.7941 Intermediate Similarity NPC264378
0.7941 Intermediate Similarity NPC23364
0.7938 Intermediate Similarity NPC477128
0.7938 Intermediate Similarity NPC69713
0.7928 Intermediate Similarity NPC134430
0.7928 Intermediate Similarity NPC472927
0.7925 Intermediate Similarity NPC143609
0.7905 Intermediate Similarity NPC118911
0.7905 Intermediate Similarity NPC146731
0.7905 Intermediate Similarity NPC189616
0.79 Intermediate Similarity NPC476415
0.79 Intermediate Similarity NPC477129
0.79 Intermediate Similarity NPC477130
0.789 Intermediate Similarity NPC194951
0.789 Intermediate Similarity NPC4573
0.789 Intermediate Similarity NPC476801
0.789 Intermediate Similarity NPC12046
0.789 Intermediate Similarity NPC90952
0.7885 Intermediate Similarity NPC475320
0.7885 Intermediate Similarity NPC162973
0.7885 Intermediate Similarity NPC136289
0.7885 Intermediate Similarity NPC137430
0.7879 Intermediate Similarity NPC470230
0.7864 Intermediate Similarity NPC471413
0.7864 Intermediate Similarity NPC54705
0.7857 Intermediate Similarity NPC473720
0.7843 Intermediate Similarity NPC285513
0.7843 Intermediate Similarity NPC96839
0.7838 Intermediate Similarity NPC176840
0.7838 Intermediate Similarity NPC190286
0.7835 Intermediate Similarity NPC102640
0.7835 Intermediate Similarity NPC175293
0.783 Intermediate Similarity NPC472389
0.783 Intermediate Similarity NPC111952
0.7822 Intermediate Similarity NPC471786
0.7822 Intermediate Similarity NPC37603
0.7822 Intermediate Similarity NPC217329
0.7818 Intermediate Similarity NPC157441
0.7812 Intermediate Similarity NPC110405
0.7812 Intermediate Similarity NPC189311
0.781 Intermediate Similarity NPC99266
0.781 Intermediate Similarity NPC470954
0.7807 Intermediate Similarity NPC46570
0.78 Intermediate Similarity NPC199543
0.7798 Intermediate Similarity NPC472928
0.7798 Intermediate Similarity NPC324683
0.7798 Intermediate Similarity NPC34315
0.7788 Intermediate Similarity NPC236585
0.7788 Intermediate Similarity NPC310981
0.7788 Intermediate Similarity NPC473636
0.7788 Intermediate Similarity NPC81530
0.7788 Intermediate Similarity NPC111292
0.7788 Intermediate Similarity NPC473514
0.7788 Intermediate Similarity NPC77689
0.7788 Intermediate Similarity NPC5292
0.7788 Intermediate Similarity NPC471412
0.7788 Intermediate Similarity NPC472637
0.7788 Intermediate Similarity NPC472933
0.7778 Intermediate Similarity NPC469370
0.7778 Intermediate Similarity NPC474243
0.7778 Intermediate Similarity NPC250018
0.7778 Intermediate Similarity NPC475776
0.7778 Intermediate Similarity NPC8062
0.7778 Intermediate Similarity NPC212679
0.7778 Intermediate Similarity NPC220454
0.7778 Intermediate Similarity NPC113393
0.7778 Intermediate Similarity NPC469595
0.7768 Intermediate Similarity NPC239273
0.7768 Intermediate Similarity NPC475809
0.7767 Intermediate Similarity NPC471932
0.7767 Intermediate Similarity NPC471038
0.7767 Intermediate Similarity NPC478056
0.7767 Intermediate Similarity NPC316598
0.7767 Intermediate Similarity NPC216478
0.7757 Intermediate Similarity NPC472925
0.7757 Intermediate Similarity NPC91034
0.7757 Intermediate Similarity NPC476958
0.7755 Intermediate Similarity NPC24816
0.7755 Intermediate Similarity NPC215831
0.7755 Intermediate Similarity NPC226863
0.7748 Intermediate Similarity NPC470953
0.7748 Intermediate Similarity NPC474181
0.7745 Intermediate Similarity NPC328371
0.7745 Intermediate Similarity NPC118159
0.7745 Intermediate Similarity NPC58052
0.7745 Intermediate Similarity NPC42042
0.7745 Intermediate Similarity NPC111684
0.7745 Intermediate Similarity NPC29952
0.7739 Intermediate Similarity NPC269642
0.7739 Intermediate Similarity NPC107493
0.7736 Intermediate Similarity NPC119493
0.7736 Intermediate Similarity NPC296950
0.7732 Intermediate Similarity NPC102996
0.7727 Intermediate Similarity NPC265391
0.7727 Intermediate Similarity NPC236217
0.7723 Intermediate Similarity NPC474841
0.7723 Intermediate Similarity NPC84893
0.7723 Intermediate Similarity NPC250075
0.7723 Intermediate Similarity NPC471446
0.7723 Intermediate Similarity NPC473434
0.7723 Intermediate Similarity NPC148463
0.7714 Intermediate Similarity NPC469606
0.7714 Intermediate Similarity NPC273005
0.7714 Intermediate Similarity NPC165250
0.7714 Intermediate Similarity NPC31058
0.7714 Intermediate Similarity NPC40918
0.7714 Intermediate Similarity NPC275990
0.7714 Intermediate Similarity NPC235369
0.7706 Intermediate Similarity NPC473627
0.7706 Intermediate Similarity NPC5103
0.7706 Intermediate Similarity NPC83005
0.77 Intermediate Similarity NPC477574
0.77 Intermediate Similarity NPC476934
0.77 Intermediate Similarity NPC221282
0.7699 Intermediate Similarity NPC153440
0.7699 Intermediate Similarity NPC21326
0.7692 Intermediate Similarity NPC475385
0.7692 Intermediate Similarity NPC104861
0.7692 Intermediate Similarity NPC241221
0.7692 Intermediate Similarity NPC476299
0.7692 Intermediate Similarity NPC473635
0.7692 Intermediate Similarity NPC471041
0.7692 Intermediate Similarity NPC475392
0.7692 Intermediate Similarity NPC475202
0.7692 Intermediate Similarity NPC174314
0.7692 Intermediate Similarity NPC474012
0.7692 Intermediate Similarity NPC267921
0.7692 Intermediate Similarity NPC117685
0.7685 Intermediate Similarity NPC470269
0.7685 Intermediate Similarity NPC322903
0.7679 Intermediate Similarity NPC477509
0.7679 Intermediate Similarity NPC476963
0.7677 Intermediate Similarity NPC280833
0.7677 Intermediate Similarity NPC471043
0.7677 Intermediate Similarity NPC73995
0.7672 Intermediate Similarity NPC120724
0.7672 Intermediate Similarity NPC469789
0.767 Intermediate Similarity NPC474921
0.767 Intermediate Similarity NPC474395
0.767 Intermediate Similarity NPC226986
0.767 Intermediate Similarity NPC254496
0.7664 Intermediate Similarity NPC470979
0.7664 Intermediate Similarity NPC1679
0.7664 Intermediate Similarity NPC103088
0.7664 Intermediate Similarity NPC470975
0.7664 Intermediate Similarity NPC295366
0.7658 Intermediate Similarity NPC469496
0.7658 Intermediate Similarity NPC469454
0.7658 Intermediate Similarity NPC469463
0.7647 Intermediate Similarity NPC470229
0.7647 Intermediate Similarity NPC174948
0.7647 Intermediate Similarity NPC173875
0.7647 Intermediate Similarity NPC274417
0.7647 Intermediate Similarity NPC469995
0.7647 Intermediate Similarity NPC318282
0.7647 Intermediate Similarity NPC281134
0.7642 Intermediate Similarity NPC159533
0.7642 Intermediate Similarity NPC90177

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476933 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
0.75 Intermediate Similarity NPD6008 Approved
0.7449 Intermediate Similarity NPD1694 Approved
0.7379 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7379 Intermediate Similarity NPD7900 Approved
0.732 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7282 Intermediate Similarity NPD5779 Approved
0.7282 Intermediate Similarity NPD5778 Approved
0.7282 Intermediate Similarity NPD6399 Phase 3
0.7273 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7264 Intermediate Similarity NPD7638 Approved
0.7207 Intermediate Similarity NPD6686 Approved
0.72 Intermediate Similarity NPD6684 Approved
0.72 Intermediate Similarity NPD6409 Approved
0.72 Intermediate Similarity NPD7334 Approved
0.72 Intermediate Similarity NPD7521 Approved
0.72 Intermediate Similarity NPD7146 Approved
0.72 Intermediate Similarity NPD5330 Approved
0.7196 Intermediate Similarity NPD7639 Approved
0.7196 Intermediate Similarity NPD7640 Approved
0.7184 Intermediate Similarity NPD6411 Approved
0.717 Intermediate Similarity NPD7902 Approved
0.7155 Intermediate Similarity NPD7115 Discovery
0.7129 Intermediate Similarity NPD3573 Approved
0.7097 Intermediate Similarity NPD7260 Phase 2
0.708 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD6672 Approved
0.7059 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD6903 Approved
0.7059 Intermediate Similarity NPD5737 Approved
0.7054 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD7748 Approved
0.7018 Intermediate Similarity NPD6650 Approved
0.7018 Intermediate Similarity NPD6649 Approved
0.6991 Remote Similarity NPD6372 Approved
0.6991 Remote Similarity NPD6373 Approved
0.699 Remote Similarity NPD5764 Clinical (unspecified phase)
0.699 Remote Similarity NPD6101 Approved
0.6981 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6975 Remote Similarity NPD6319 Approved
0.6957 Remote Similarity NPD6053 Discontinued
0.6944 Remote Similarity NPD4225 Approved
0.6942 Remote Similarity NPD8328 Phase 3
0.6905 Remote Similarity NPD6845 Suspended
0.6903 Remote Similarity NPD6881 Approved
0.6903 Remote Similarity NPD6899 Approved
0.6875 Remote Similarity NPD7128 Approved
0.6875 Remote Similarity NPD6402 Approved
0.6875 Remote Similarity NPD5739 Approved
0.6875 Remote Similarity NPD6675 Approved
0.6864 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6857 Remote Similarity NPD5693 Phase 1
0.6857 Remote Similarity NPD7515 Phase 2
0.6842 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6842 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6822 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6814 Remote Similarity NPD5697 Approved
0.681 Remote Similarity NPD8297 Approved
0.681 Remote Similarity NPD6882 Approved
0.68 Remote Similarity NPD7319 Approved
0.6783 Remote Similarity NPD7102 Approved
0.6783 Remote Similarity NPD7290 Approved
0.6783 Remote Similarity NPD6883 Approved
0.6783 Remote Similarity NPD6371 Approved
0.6762 Remote Similarity NPD5785 Approved
0.6762 Remote Similarity NPD46 Approved
0.6762 Remote Similarity NPD6698 Approved
0.6757 Remote Similarity NPD7632 Discontinued
0.6754 Remote Similarity NPD7320 Approved
0.6754 Remote Similarity NPD6011 Approved
0.6752 Remote Similarity NPD4632 Approved
0.6748 Remote Similarity NPD7492 Approved
0.6724 Remote Similarity NPD6847 Approved
0.6724 Remote Similarity NPD8130 Phase 1
0.6724 Remote Similarity NPD6869 Approved
0.6724 Remote Similarity NPD6617 Approved
0.6698 Remote Similarity NPD6050 Approved
0.6698 Remote Similarity NPD6079 Approved
0.6698 Remote Similarity NPD7983 Approved
0.6696 Remote Similarity NPD6014 Approved
0.6696 Remote Similarity NPD6013 Approved
0.6696 Remote Similarity NPD6012 Approved
0.6694 Remote Similarity NPD6616 Approved
0.6694 Remote Similarity NPD7507 Approved
0.6694 Remote Similarity NPD6054 Approved
0.6667 Remote Similarity NPD6080 Approved
0.6667 Remote Similarity NPD5695 Phase 3
0.6667 Remote Similarity NPD5701 Approved
0.6667 Remote Similarity NPD5328 Approved
0.6667 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6904 Approved
0.6667 Remote Similarity NPD6051 Approved
0.6667 Remote Similarity NPD6673 Approved
0.664 Remote Similarity NPD7078 Approved
0.6639 Remote Similarity NPD8513 Phase 3
0.6639 Remote Similarity NPD8516 Approved
0.6639 Remote Similarity NPD8517 Approved
0.6639 Remote Similarity NPD8515 Approved
0.6606 Remote Similarity NPD7732 Phase 3
0.6604 Remote Similarity NPD5692 Phase 3
0.6604 Remote Similarity NPD5207 Approved
0.6602 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6598 Remote Similarity NPD8039 Approved
0.6587 Remote Similarity NPD7736 Approved
0.6585 Remote Similarity NPD6370 Approved
0.6583 Remote Similarity NPD6009 Approved
0.6581 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6557 Remote Similarity NPD6059 Approved
0.6545 Remote Similarity NPD6084 Phase 2
0.6545 Remote Similarity NPD6083 Phase 2
0.6542 Remote Similarity NPD8035 Phase 2
0.6542 Remote Similarity NPD5694 Approved
0.6542 Remote Similarity NPD5284 Approved
0.6542 Remote Similarity NPD8034 Phase 2
0.6542 Remote Similarity NPD5281 Approved
0.6538 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6538 Remote Similarity NPD3618 Phase 1
0.6538 Remote Similarity NPD6098 Approved
0.6532 Remote Similarity NPD7604 Phase 2
0.6522 Remote Similarity NPD6412 Phase 2
0.6509 Remote Similarity NPD1695 Approved
0.6509 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6508 Remote Similarity NPD8293 Discontinued
0.6505 Remote Similarity NPD3668 Phase 3
0.6505 Remote Similarity NPD4786 Approved
0.6504 Remote Similarity NPD6015 Approved
0.6504 Remote Similarity NPD5983 Phase 2
0.6504 Remote Similarity NPD6921 Approved
0.6504 Remote Similarity NPD6016 Approved
0.6496 Remote Similarity NPD4634 Approved
0.6486 Remote Similarity NPD5696 Approved
0.6471 Remote Similarity NPD3667 Approved
0.6471 Remote Similarity NPD5209 Approved
0.646 Remote Similarity NPD5211 Phase 2
0.6455 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6455 Remote Similarity NPD4697 Phase 3
0.6455 Remote Similarity NPD5221 Approved
0.6455 Remote Similarity NPD5222 Approved
0.6452 Remote Similarity NPD5988 Approved
0.6436 Remote Similarity NPD4695 Discontinued
0.6429 Remote Similarity NPD5285 Approved
0.6429 Remote Similarity NPD5286 Approved
0.6429 Remote Similarity NPD6336 Discontinued
0.6429 Remote Similarity NPD4696 Approved
0.6422 Remote Similarity NPD5282 Discontinued
0.6422 Remote Similarity NPD6001 Approved
0.6415 Remote Similarity NPD5208 Approved
0.6396 Remote Similarity NPD4755 Approved
0.6396 Remote Similarity NPD5173 Approved
0.6393 Remote Similarity NPD6335 Approved
0.6389 Remote Similarity NPD7637 Suspended
0.6381 Remote Similarity NPD5786 Approved
0.6378 Remote Similarity NPD8074 Phase 3
0.6372 Remote Similarity NPD5223 Approved
0.6364 Remote Similarity NPD6274 Approved
0.6364 Remote Similarity NPD6868 Approved
0.6348 Remote Similarity NPD5141 Approved
0.6346 Remote Similarity NPD3133 Approved
0.6346 Remote Similarity NPD3666 Approved
0.6346 Remote Similarity NPD3665 Phase 1
0.6341 Remote Similarity NPD7100 Approved
0.6341 Remote Similarity NPD7101 Approved
0.6339 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6316 Remote Similarity NPD5226 Approved
0.6316 Remote Similarity NPD5225 Approved
0.6316 Remote Similarity NPD5224 Approved
0.6316 Remote Similarity NPD4633 Approved
0.6311 Remote Similarity NPD6317 Approved
0.6306 Remote Similarity NPD7839 Suspended
0.6306 Remote Similarity NPD7614 Phase 1
0.6296 Remote Similarity NPD7838 Discovery
0.6286 Remote Similarity NPD5363 Approved
0.6283 Remote Similarity NPD4700 Approved
0.6283 Remote Similarity NPD6648 Approved
0.6261 Remote Similarity NPD5175 Approved
0.6261 Remote Similarity NPD5174 Approved
0.626 Remote Similarity NPD6313 Approved
0.626 Remote Similarity NPD6314 Approved
0.624 Remote Similarity NPD6291 Clinical (unspecified phase)
0.624 Remote Similarity NPD7503 Approved
0.6228 Remote Similarity NPD5344 Discontinued
0.6226 Remote Similarity NPD5279 Phase 3
0.6216 Remote Similarity NPD5654 Approved
0.6202 Remote Similarity NPD6033 Approved
0.6198 Remote Similarity NPD8133 Approved
0.6186 Remote Similarity NPD4730 Approved
0.6186 Remote Similarity NPD4729 Approved
0.6182 Remote Similarity NPD4202 Approved
0.6167 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6154 Remote Similarity NPD4270 Approved
0.6154 Remote Similarity NPD4768 Approved
0.6154 Remote Similarity NPD4767 Approved
0.6154 Remote Similarity NPD4269 Approved
0.6132 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6129 Remote Similarity NPD7327 Approved
0.6129 Remote Similarity NPD7328 Approved
0.6121 Remote Similarity NPD6052 Approved
0.6121 Remote Similarity NPD4754 Approved
0.6111 Remote Similarity NPD8033 Approved
0.6111 Remote Similarity NPD6909 Approved
0.6111 Remote Similarity NPD6908 Approved

Structure

External Identifiers

PubChem CID   44557093
ChEMBL   CHEMBL1078801
ZINC  

Physicochemical Properties

Molecular Weight:  490.22
ALogP:  0.8621
MLogP:  3.33
XLogP:  1.641
# Rotatable Bonds:  15
Polar Surface Area:  122.27
# H-Bond Aceptor:  9
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  35

Download Data

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