Natural Product: NPC470068

Natural Product ID:  NPC470068
Common Name:   3Alpha-Acetoxyl-21,24R-Epoxyapotirucall-14-Ene-7Alpha,23R,25-Triol
IUPAC Name:   [(3R,5R,7R,8R,9R,10S,13S,17R)-7-hydroxy-17-[(3S,5R,6S)-5-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-4,4,8,10,13-pentamethyl-2,3,5,6,7,9,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
Synonyms:  
Molecular Formula:   C32H52O6
Standard InCHIKey:  DJEFMARUYRITFP-JRIYAETESA-N
Standard InCHI:  InChI=1S/C32H52O6/c1-18(33)38-26-12-14-31(7)23-11-13-30(6)20(19-15-21(34)27(37-17-19)29(4,5)36)9-10-22(30)32(23,8)25(35)16-24(31)28(26,2)3/h10,19-21,23-27,34-36H,9,11-17H2,1-8H3/t19-,20-,21-,23-,24+,25-,26-,27+,30+,31-,32+/m1/s1
Canonical SMILES:  CC(=O)O[C@@H]1CC[C@]2([C@H](C1(C)C)C[C@H]([C@@]1([C@@H]2CC[C@@]2(C1=CC[C@@H]2[C@H]1CO[C@@H]([C@@H](C1)O)C(O)(C)C)C)C)O)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
NPO19151 Chisocheton paniculatus Species Meliaceae Eukaryota Twigs Xishuangbanna, Yunnan, China 2007-MAY PMID[21288727]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 73500 nM 19700322
NPT113 Cell Line RAW264.7 Mus musculus IC50 > 50000 nM 20451377

  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 NPC470068 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
0.9785 High Similarity NPC470054
0.9681 High Similarity NPC470053
0.957 High Similarity NPC470066
0.957 High Similarity NPC470067
0.9082 High Similarity NPC470062
0.9082 High Similarity NPC470057
0.9082 High Similarity NPC470059
0.9082 High Similarity NPC470061
0.9082 High Similarity NPC470043
0.9082 High Similarity NPC470058
0.9082 High Similarity NPC470064
0.9082 High Similarity NPC470060
0.899 High Similarity NPC473199
0.8969 High Similarity NPC155974
0.8866 High Similarity NPC208358
0.8812 High Similarity NPC38217
0.8812 High Similarity NPC472988
0.8763 High Similarity NPC102426
0.8763 High Similarity NPC300179
0.8763 High Similarity NPC477875
0.8763 High Similarity NPC477876
0.875 High Similarity NPC471903
0.875 High Similarity NPC304899
0.875 High Similarity NPC253115
0.8725 High Similarity NPC154085
0.8725 High Similarity NPC43976
0.8725 High Similarity NPC51925
0.8725 High Similarity NPC218853
0.8725 High Similarity NPC296761
0.8725 High Similarity NPC125361
0.8713 High Similarity NPC234160
0.8687 High Similarity NPC136816
0.866 High Similarity NPC475032
0.866 High Similarity NPC475033
0.8641 High Similarity NPC250956
0.8614 High Similarity NPC470056
0.8614 High Similarity NPC470055
0.8614 High Similarity NPC472655
0.86 High Similarity NPC474124
0.8586 High Similarity NPC309425
0.8586 High Similarity NPC475617
0.8586 High Similarity NPC472023
0.8586 High Similarity NPC129372
0.8586 High Similarity NPC289670
0.8586 High Similarity NPC160734
0.8586 High Similarity NPC476132
0.8586 High Similarity NPC47566
0.8586 High Similarity NPC4831
0.8586 High Similarity NPC88000
0.8571 High Similarity NPC280825
0.8571 High Similarity NPC234287
0.8571 High Similarity NPC476895
0.8558 High Similarity NPC114188
0.8558 High Similarity NPC65167
0.8526 High Similarity NPC219516
0.8515 High Similarity NPC85593
0.8515 High Similarity NPC31430
0.8515 High Similarity NPC473543
0.85 High Similarity NPC475344
0.85 High Similarity NPC476471
0.85 High Similarity NPC154452
0.8485 Intermediate Similarity NPC474571
0.8485 Intermediate Similarity NPC473200
0.8485 Intermediate Similarity NPC254567
0.8485 Intermediate Similarity NPC473510
0.8485 Intermediate Similarity NPC476195
0.8485 Intermediate Similarity NPC7341
0.8469 Intermediate Similarity NPC476893
0.8454 Intermediate Similarity NPC30677
0.8454 Intermediate Similarity NPC469329
0.8454 Intermediate Similarity NPC180557
0.8454 Intermediate Similarity NPC473415
0.8454 Intermediate Similarity NPC37787
0.8431 Intermediate Similarity NPC472898
0.8431 Intermediate Similarity NPC472899
0.8431 Intermediate Similarity NPC472900
0.8416 Intermediate Similarity NPC189852
0.8416 Intermediate Similarity NPC245280
0.8416 Intermediate Similarity NPC31907
0.8416 Intermediate Similarity NPC16520
0.8416 Intermediate Similarity NPC213190
0.8416 Intermediate Similarity NPC211879
0.8416 Intermediate Similarity NPC472252
0.8416 Intermediate Similarity NPC473198
0.8416 Intermediate Similarity NPC120123
0.8416 Intermediate Similarity NPC8039
0.8416 Intermediate Similarity NPC157659
0.8416 Intermediate Similarity NPC473020
0.8416 Intermediate Similarity NPC473523
0.8416 Intermediate Similarity NPC155010
0.8416 Intermediate Similarity NPC131479
0.8416 Intermediate Similarity NPC286969
0.8416 Intermediate Similarity NPC114874
0.84 Intermediate Similarity NPC96784
0.84 Intermediate Similarity NPC21064
0.84 Intermediate Similarity NPC476896
0.84 Intermediate Similarity NPC121072
0.84 Intermediate Similarity NPC235920
0.8396 Intermediate Similarity NPC255017
0.8396 Intermediate Similarity NPC144068
0.8384 Intermediate Similarity NPC477928
0.8384 Intermediate Similarity NPC119036
0.8384 Intermediate Similarity NPC247233
0.8367 Intermediate Similarity NPC475178
0.8365 Intermediate Similarity NPC41405
0.8351 Intermediate Similarity NPC211238
0.8333 Intermediate Similarity NPC273879
0.8333 Intermediate Similarity NPC173583
0.8333 Intermediate Similarity NPC165033
0.8333 Intermediate Similarity NPC470885
0.8333 Intermediate Similarity NPC187400
0.8333 Intermediate Similarity NPC210268
0.8333 Intermediate Similarity NPC221562
0.8317 Intermediate Similarity NPC159036
0.8317 Intermediate Similarity NPC288694
0.8317 Intermediate Similarity NPC312553
0.8302 Intermediate Similarity NPC152117
0.8302 Intermediate Similarity NPC470063
0.8302 Intermediate Similarity NPC234042
0.83 Intermediate Similarity NPC473790
0.83 Intermediate Similarity NPC167974
0.83 Intermediate Similarity NPC317019
0.83 Intermediate Similarity NPC282669
0.83 Intermediate Similarity NPC230546
0.8283 Intermediate Similarity NPC473890
0.8283 Intermediate Similarity NPC210337
0.8283 Intermediate Similarity NPC473555
0.8283 Intermediate Similarity NPC471770
0.8283 Intermediate Similarity NPC278939
0.8283 Intermediate Similarity NPC243728
0.8269 Intermediate Similarity NPC295980
0.8269 Intermediate Similarity NPC295389
0.8269 Intermediate Similarity NPC472218
0.8269 Intermediate Similarity NPC472217
0.8269 Intermediate Similarity NPC472219
0.8265 Intermediate Similarity NPC279974
0.8252 Intermediate Similarity NPC194842
0.8252 Intermediate Similarity NPC160816
0.8252 Intermediate Similarity NPC470767
0.8252 Intermediate Similarity NPC127801
0.8252 Intermediate Similarity NPC470763
0.8252 Intermediate Similarity NPC69737
0.8252 Intermediate Similarity NPC208594
0.8252 Intermediate Similarity NPC165405
0.8252 Intermediate Similarity NPC152584
0.8252 Intermediate Similarity NPC269627
0.8252 Intermediate Similarity NPC208477
0.8252 Intermediate Similarity NPC477877
0.8247 Intermediate Similarity NPC27918
0.8247 Intermediate Similarity NPC473678
0.8241 Intermediate Similarity NPC146652
0.8235 Intermediate Similarity NPC475701
0.8235 Intermediate Similarity NPC16573
0.8235 Intermediate Similarity NPC324001
0.8229 Intermediate Similarity NPC473269
0.8229 Intermediate Similarity NPC10274
0.8218 Intermediate Similarity NPC11974
0.8208 Intermediate Similarity NPC250481
0.8208 Intermediate Similarity NPC285410
0.8208 Intermediate Similarity NPC263827
0.82 Intermediate Similarity NPC157739
0.82 Intermediate Similarity NPC158088
0.8191 Intermediate Similarity NPC474970
0.819 Intermediate Similarity NPC284828
0.819 Intermediate Similarity NPC173905
0.819 Intermediate Similarity NPC472901
0.819 Intermediate Similarity NPC472216
0.819 Intermediate Similarity NPC5475
0.819 Intermediate Similarity NPC477069
0.819 Intermediate Similarity NPC477070
0.8182 Intermediate Similarity NPC472989
0.8182 Intermediate Similarity NPC54248
0.8182 Intermediate Similarity NPC88009
0.8182 Intermediate Similarity NPC5883
0.8182 Intermediate Similarity NPC153085
0.8182 Intermediate Similarity NPC44899
0.8182 Intermediate Similarity NPC471777
0.8182 Intermediate Similarity NPC276103
0.8182 Intermediate Similarity NPC268326
0.8182 Intermediate Similarity NPC29639
0.8182 Intermediate Similarity NPC304260
0.8173 Intermediate Similarity NPC473469
0.8173 Intermediate Similarity NPC469318
0.8173 Intermediate Similarity NPC473173
0.8173 Intermediate Similarity NPC208650
0.8173 Intermediate Similarity NPC63368
0.8173 Intermediate Similarity NPC190395
0.8173 Intermediate Similarity NPC473586
0.8173 Intermediate Similarity NPC231340
0.8173 Intermediate Similarity NPC14946
0.8173 Intermediate Similarity NPC181467
0.8172 Intermediate Similarity NPC299963
0.8165 Intermediate Similarity NPC93883
0.8163 Intermediate Similarity NPC178949
0.8163 Intermediate Similarity NPC474922
0.8163 Intermediate Similarity NPC215700
0.8163 Intermediate Similarity NPC96736
0.8163 Intermediate Similarity NPC240617
0.8155 Intermediate Similarity NPC75608
0.8155 Intermediate Similarity NPC152966

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC470068 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
0.8036 Intermediate Similarity NPD8033 Approved
0.7946 Intermediate Similarity NPD8377 Approved
0.7946 Intermediate Similarity NPD8294 Approved
0.7928 Intermediate Similarity NPD7327 Approved
0.7928 Intermediate Similarity NPD7328 Approved
0.7876 Intermediate Similarity NPD8378 Approved
0.7876 Intermediate Similarity NPD8380 Approved
0.7876 Intermediate Similarity NPD8335 Approved
0.7876 Intermediate Similarity NPD8379 Approved
0.7876 Intermediate Similarity NPD8296 Approved
0.7857 Intermediate Similarity NPD7516 Approved
0.7742 Intermediate Similarity NPD7525 Registered
0.767 Intermediate Similarity NPD7638 Approved
0.7596 Intermediate Similarity NPD7639 Approved
0.7596 Intermediate Similarity NPD7640 Approved
0.7523 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7458 Intermediate Similarity NPD7507 Approved
0.7426 Intermediate Similarity NPD8035 Phase 2
0.7426 Intermediate Similarity NPD8034 Phase 2
0.7414 Intermediate Similarity NPD7503 Approved
0.7411 Intermediate Similarity NPD8133 Approved
0.7374 Intermediate Similarity NPD7524 Approved
0.7368 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD6399 Phase 3
0.7339 Intermediate Similarity NPD6412 Phase 2
0.7321 Intermediate Similarity NPD8297 Approved
0.7282 Intermediate Similarity NPD7748 Approved
0.7273 Intermediate Similarity NPD7319 Approved
0.7263 Intermediate Similarity NPD7645 Phase 2
0.7257 Intermediate Similarity NPD4632 Approved
0.7248 Intermediate Similarity NPD7128 Approved
0.7248 Intermediate Similarity NPD6675 Approved
0.7248 Intermediate Similarity NPD6402 Approved
0.7248 Intermediate Similarity NPD5739 Approved
0.7245 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7238 Intermediate Similarity NPD7902 Approved
0.7217 Intermediate Similarity NPD7115 Discovery
0.7207 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.719 Intermediate Similarity NPD7736 Approved
0.7179 Intermediate Similarity NPD6319 Approved
0.7172 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD4225 Approved
0.7143 Intermediate Similarity NPD6695 Phase 3
0.7143 Intermediate Similarity NPD8328 Phase 3
0.713 Intermediate Similarity NPD7632 Discontinued
0.7117 Intermediate Similarity NPD7320 Approved
0.7117 Intermediate Similarity NPD6899 Approved
0.7117 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD6686 Approved
0.7117 Intermediate Similarity NPD6881 Approved
0.7087 Intermediate Similarity NPD7515 Phase 2
0.708 Intermediate Similarity NPD8130 Phase 1
0.7054 Intermediate Similarity NPD6373 Approved
0.7054 Intermediate Similarity NPD6372 Approved
0.7037 Intermediate Similarity NPD5344 Discontinued
0.703 Intermediate Similarity NPD7750 Discontinued
0.7027 Intermediate Similarity NPD5701 Approved
0.7027 Intermediate Similarity NPD5697 Approved
0.7021 Intermediate Similarity NPD7339 Approved
0.7021 Intermediate Similarity NPD6942 Approved
0.6991 Remote Similarity NPD7102 Approved
0.6991 Remote Similarity NPD6883 Approved
0.6991 Remote Similarity NPD7290 Approved
0.6967 Remote Similarity NPD8293 Discontinued
0.6952 Remote Similarity NPD7900 Approved
0.6952 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6947 Remote Similarity NPD6933 Approved
0.6942 Remote Similarity NPD7492 Approved
0.6937 Remote Similarity NPD6008 Approved
0.693 Remote Similarity NPD6869 Approved
0.693 Remote Similarity NPD6847 Approved
0.693 Remote Similarity NPD6617 Approved
0.693 Remote Similarity NPD6650 Approved
0.693 Remote Similarity NPD6649 Approved
0.6923 Remote Similarity NPD6009 Approved
0.6923 Remote Similarity NPD7637 Suspended
0.6916 Remote Similarity NPD6083 Phase 2
0.6916 Remote Similarity NPD6084 Phase 2
0.6903 Remote Similarity NPD6012 Approved
0.6903 Remote Similarity NPD6013 Approved
0.6903 Remote Similarity NPD6014 Approved
0.69 Remote Similarity NPD4786 Approved
0.6891 Remote Similarity NPD6059 Approved
0.6891 Remote Similarity NPD6054 Approved
0.6885 Remote Similarity NPD6616 Approved
0.687 Remote Similarity NPD6882 Approved
0.686 Remote Similarity NPD7604 Phase 2
0.6857 Remote Similarity NPD8171 Discontinued
0.6848 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6842 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6837 Remote Similarity NPD7509 Discontinued
0.6837 Remote Similarity NPD6930 Phase 2
0.6837 Remote Similarity NPD6931 Approved
0.6833 Remote Similarity NPD5983 Phase 2
0.6829 Remote Similarity NPD7078 Approved
0.6814 Remote Similarity NPD6011 Approved
0.6804 Remote Similarity NPD6114 Approved
0.6804 Remote Similarity NPD6697 Approved
0.6804 Remote Similarity NPD6118 Approved
0.6804 Remote Similarity NPD6115 Approved
0.6783 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6777 Remote Similarity NPD6370 Approved
0.6771 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6759 Remote Similarity NPD4755 Approved
0.6748 Remote Similarity NPD6336 Discontinued
0.6737 Remote Similarity NPD6926 Approved
0.6737 Remote Similarity NPD6924 Approved
0.6735 Remote Similarity NPD6929 Approved
0.6731 Remote Similarity NPD6051 Approved
0.6731 Remote Similarity NPD5328 Approved
0.6701 Remote Similarity NPD6116 Phase 1
0.6701 Remote Similarity NPD6932 Approved
0.67 Remote Similarity NPD3667 Approved
0.6699 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6698 Remote Similarity NPD4202 Approved
0.6696 Remote Similarity NPD4634 Approved
0.6694 Remote Similarity NPD6015 Approved
0.6694 Remote Similarity NPD6016 Approved
0.6667 Remote Similarity NPD7332 Phase 2
0.6667 Remote Similarity NPD6928 Phase 2
0.6639 Remote Similarity NPD5988 Approved
0.6636 Remote Similarity NPD4696 Approved
0.6636 Remote Similarity NPD5285 Approved
0.6636 Remote Similarity NPD6648 Approved
0.6636 Remote Similarity NPD5286 Approved
0.6636 Remote Similarity NPD4700 Approved
0.6635 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6604 Remote Similarity NPD6411 Approved
0.6604 Remote Similarity NPD7087 Discontinued
0.6604 Remote Similarity NPD6079 Approved
0.6602 Remote Similarity NPD3618 Phase 1
0.66 Remote Similarity NPD6898 Phase 1
0.6598 Remote Similarity NPD6117 Approved
0.6579 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6574 Remote Similarity NPD5695 Phase 3
0.6566 Remote Similarity NPD6683 Phase 2
0.6557 Remote Similarity NPD8517 Approved
0.6557 Remote Similarity NPD8513 Phase 3
0.6557 Remote Similarity NPD8516 Approved
0.6557 Remote Similarity NPD8515 Approved
0.6555 Remote Similarity NPD6274 Approved
0.6549 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6545 Remote Similarity NPD5696 Approved
0.6531 Remote Similarity NPD5776 Phase 2
0.6531 Remote Similarity NPD6925 Approved
0.6529 Remote Similarity NPD7101 Approved
0.6529 Remote Similarity NPD7100 Approved
0.6518 Remote Similarity NPD5226 Approved
0.6518 Remote Similarity NPD5224 Approved
0.6518 Remote Similarity NPD5211 Phase 2
0.6518 Remote Similarity NPD5225 Approved
0.6518 Remote Similarity NPD4633 Approved
0.6509 Remote Similarity NPD7838 Discovery
0.6509 Remote Similarity NPD6698 Approved
0.6509 Remote Similarity NPD46 Approved
0.6505 Remote Similarity NPD6893 Approved
0.65 Remote Similarity NPD4748 Discontinued
0.65 Remote Similarity NPD7514 Phase 3
0.6496 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6476 Remote Similarity NPD6672 Approved
0.6476 Remote Similarity NPD5737 Approved
0.6465 Remote Similarity NPD7145 Approved
0.646 Remote Similarity NPD5175 Approved
0.646 Remote Similarity NPD5174 Approved
0.6446 Remote Similarity NPD6335 Approved
0.6442 Remote Similarity NPD5330 Approved
0.6442 Remote Similarity NPD6409 Approved
0.6442 Remote Similarity NPD7334 Approved
0.6442 Remote Similarity NPD6684 Approved
0.6442 Remote Similarity NPD7146 Approved
0.6442 Remote Similarity NPD7521 Approved
0.6441 Remote Similarity NPD6053 Discontinued
0.6429 Remote Similarity NPD4159 Approved
0.6429 Remote Similarity NPD5223 Approved
0.6423 Remote Similarity NPD6908 Approved
0.6423 Remote Similarity NPD6921 Approved
0.6423 Remote Similarity NPD6909 Approved
0.6422 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6415 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6415 Remote Similarity NPD6101 Approved
0.6415 Remote Similarity NPD4753 Phase 2
0.641 Remote Similarity NPD6371 Approved
0.6404 Remote Similarity NPD5141 Approved
0.6392 Remote Similarity NPD4785 Approved
0.6392 Remote Similarity NPD4784 Approved
0.6392 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6381 Remote Similarity NPD3573 Approved
0.6378 Remote Similarity NPD6033 Approved
0.6364 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6364 Remote Similarity NPD5221 Approved
0.6364 Remote Similarity NPD5222 Approved
0.6364 Remote Similarity NPD6317 Approved
0.6364 Remote Similarity NPD4697 Phase 3
0.6355 Remote Similarity NPD3168 Discontinued
0.6354 Remote Similarity NPD7150 Approved
0.6354 Remote Similarity NPD7152 Approved
0.6354 Remote Similarity NPD4243 Approved
0.6354 Remote Similarity NPD7151 Approved
0.6348 Remote Similarity NPD4767 Approved
0.6348 Remote Similarity NPD4768 Approved

Structure

External Identifiers

PubChem CID   53323606
ChEMBL   CHEMBL1668622
ZINC  

Physicochemical Properties

Molecular Weight:  532.38
ALogP:  0.8547
MLogP:  4.32
XLogP:  5.508
# Rotatable Bonds:  15
Polar Surface Area:  96.22
# H-Bond Aceptor:  6
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  38

Download Data

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Biological Activities  
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