Natural Product: NPC177641

Natural Product ID:  NPC177641
Common Name:   3Beta-Acetoxy-7Beta-Methoxycucurbita-5,23(E)-Dien-25-Ol
IUPAC Name:   [(3S,7S,8R,9S,10S,13R,14S,17R)-17-[(E,2R)-6-hydroxy-6-methylhept-4-en-2-yl]-7-methoxy-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
Synonyms:  
Molecular Formula:   C33H54O4
Standard InCHIKey:  HTNIITNSZZBRJS-FGYVLPADSA-N
Standard InCHI:  InChI=1S/C33H54O4/c1-21(12-11-16-29(3,4)35)23-15-17-33(9)28-26(36-10)20-25-24(31(28,7)18-19-32(23,33)8)13-14-27(30(25,5)6)37-22(2)34/h11,16,20-21,23-24,26-28,35H,12-15,17-19H2,1-10H3/b16-11+/t21-,23-,24-,26+,27+,28-,31+,32-,33+/m1/s1
Canonical SMILES:  CO[C@H]1C=C2[C@H]([C@]3([C@@H]1[C@]1(C)CC[C@@H]([C@]1(CC3)C)[C@@H](C/C=C/C(O)(C)C)C)C)CC[C@@H](C2(C)C)OC(=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
NPO8182 Momordica charantia Species Cucurbitaceae Eukaryota Stems PMID[18637688]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1086 Cell Line SK-HEP1 Homo sapiens IC50 > 100000 nM 19650652

  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 NPC177641 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
0.8889 High Similarity NPC234335
0.8864 High Similarity NPC149224
0.8851 High Similarity NPC157257
0.8851 High Similarity NPC274448
0.883 High Similarity NPC473510
0.8791 High Similarity NPC38232
0.8764 High Similarity NPC473879
0.875 High Similarity NPC474970
0.871 High Similarity NPC54248
0.871 High Similarity NPC276103
0.8696 High Similarity NPC474922
0.8667 High Similarity NPC177141
0.866 High Similarity NPC473543
0.8652 High Similarity NPC166857
0.8636 High Similarity NPC266511
0.8632 High Similarity NPC230546
0.8617 High Similarity NPC210337
0.8588 High Similarity NPC153987
0.8588 High Similarity NPC44083
0.8571 High Similarity NPC295668
0.8557 High Similarity NPC473523
0.8539 High Similarity NPC286153
0.8523 High Similarity NPC205845
0.8523 High Similarity NPC470077
0.8511 High Similarity NPC88009
0.8506 High Similarity NPC49964
0.8462 Intermediate Similarity NPC146554
0.8462 Intermediate Similarity NPC473647
0.8454 Intermediate Similarity NPC475344
0.8454 Intermediate Similarity NPC476471
0.8444 Intermediate Similarity NPC131329
0.8427 Intermediate Similarity NPC35933
0.8421 Intermediate Similarity NPC291634
0.8421 Intermediate Similarity NPC141401
0.8421 Intermediate Similarity NPC126815
0.8404 Intermediate Similarity NPC84383
0.8391 Intermediate Similarity NPC474752
0.8391 Intermediate Similarity NPC7505
0.8391 Intermediate Similarity NPC474731
0.8391 Intermediate Similarity NPC474759
0.8391 Intermediate Similarity NPC474683
0.8391 Intermediate Similarity NPC82986
0.8391 Intermediate Similarity NPC264245
0.8372 Intermediate Similarity NPC242767
0.837 Intermediate Similarity NPC471896
0.837 Intermediate Similarity NPC273199
0.837 Intermediate Similarity NPC78973
0.837 Intermediate Similarity NPC302280
0.8367 Intermediate Similarity NPC297617
0.8367 Intermediate Similarity NPC474124
0.8351 Intermediate Similarity NPC475617
0.8333 Intermediate Similarity NPC261266
0.8333 Intermediate Similarity NPC218107
0.8333 Intermediate Similarity NPC264127
0.8317 Intermediate Similarity NPC472216
0.8317 Intermediate Similarity NPC5475
0.8317 Intermediate Similarity NPC173905
0.8317 Intermediate Similarity NPC284828
0.8298 Intermediate Similarity NPC279410
0.8298 Intermediate Similarity NPC201725
0.8298 Intermediate Similarity NPC119562
0.8295 Intermediate Similarity NPC256112
0.8295 Intermediate Similarity NPC470049
0.8295 Intermediate Similarity NPC101462
0.828 Intermediate Similarity NPC26888
0.828 Intermediate Similarity NPC329842
0.8276 Intermediate Similarity NPC241290
0.8276 Intermediate Similarity NPC164840
0.8276 Intermediate Similarity NPC209944
0.8276 Intermediate Similarity NPC234193
0.8261 Intermediate Similarity NPC472240
0.8261 Intermediate Similarity NPC262858
0.8261 Intermediate Similarity NPC20946
0.8261 Intermediate Similarity NPC246028
0.8242 Intermediate Similarity NPC128644
0.8229 Intermediate Similarity NPC99726
0.8222 Intermediate Similarity NPC474013
0.8218 Intermediate Similarity NPC472218
0.8218 Intermediate Similarity NPC472219
0.8218 Intermediate Similarity NPC472217
0.8211 Intermediate Similarity NPC281134
0.8202 Intermediate Similarity NPC139206
0.8202 Intermediate Similarity NPC474634
0.8202 Intermediate Similarity NPC49208
0.8202 Intermediate Similarity NPC475789
0.8202 Intermediate Similarity NPC470558
0.8202 Intermediate Similarity NPC476927
0.8202 Intermediate Similarity NPC23748
0.8191 Intermediate Similarity NPC27918
0.8182 Intermediate Similarity NPC142163
0.8182 Intermediate Similarity NPC36688
0.8182 Intermediate Similarity NPC475526
0.8182 Intermediate Similarity NPC170303
0.8182 Intermediate Similarity NPC25554
0.8182 Intermediate Similarity NPC47761
0.8182 Intermediate Similarity NPC329345
0.8182 Intermediate Similarity NPC473283
0.8182 Intermediate Similarity NPC180204
0.8172 Intermediate Similarity NPC148414
0.8172 Intermediate Similarity NPC175628
0.8172 Intermediate Similarity NPC111585
0.8163 Intermediate Similarity NPC247701
0.8163 Intermediate Similarity NPC25177
0.8163 Intermediate Similarity NPC295110
0.8163 Intermediate Similarity NPC268829
0.8163 Intermediate Similarity NPC222875
0.8161 Intermediate Similarity NPC143182
0.8161 Intermediate Similarity NPC84694
0.8161 Intermediate Similarity NPC81306
0.8161 Intermediate Similarity NPC28862
0.8161 Intermediate Similarity NPC109546
0.8161 Intermediate Similarity NPC47982
0.8152 Intermediate Similarity NPC471952
0.8152 Intermediate Similarity NPC470613
0.8152 Intermediate Similarity NPC97884
0.8152 Intermediate Similarity NPC470612
0.8152 Intermediate Similarity NPC472220
0.8144 Intermediate Similarity NPC98868
0.8132 Intermediate Similarity NPC6391
0.8132 Intermediate Similarity NPC168231
0.8125 Intermediate Similarity NPC227583
0.8125 Intermediate Similarity NPC190713
0.8125 Intermediate Similarity NPC12103
0.8125 Intermediate Similarity NPC253115
0.8125 Intermediate Similarity NPC288970
0.8125 Intermediate Similarity NPC304899
0.8125 Intermediate Similarity NPC98457
0.8119 Intermediate Similarity NPC475781
0.8119 Intermediate Similarity NPC475294
0.8111 Intermediate Similarity NPC306951
0.8111 Intermediate Similarity NPC474047
0.8111 Intermediate Similarity NPC185568
0.8105 Intermediate Similarity NPC476186
0.8105 Intermediate Similarity NPC292793
0.8105 Intermediate Similarity NPC144202
0.809 Intermediate Similarity NPC218616
0.809 Intermediate Similarity NPC50964
0.809 Intermediate Similarity NPC471218
0.809 Intermediate Similarity NPC87489
0.809 Intermediate Similarity NPC296701
0.8085 Intermediate Similarity NPC477574
0.8081 Intermediate Similarity NPC155332
0.8081 Intermediate Similarity NPC114540
0.8081 Intermediate Similarity NPC32577
0.8068 Intermediate Similarity NPC206735
0.8068 Intermediate Similarity NPC233332
0.8065 Intermediate Similarity NPC474889
0.8065 Intermediate Similarity NPC16265
0.8061 Intermediate Similarity NPC251680
0.8061 Intermediate Similarity NPC266955
0.8046 Intermediate Similarity NPC474216
0.8043 Intermediate Similarity NPC478104
0.8043 Intermediate Similarity NPC245004
0.8041 Intermediate Similarity NPC107243
0.8041 Intermediate Similarity NPC253826
0.8041 Intermediate Similarity NPC110937
0.8041 Intermediate Similarity NPC231751
0.8022 Intermediate Similarity NPC269638
0.8022 Intermediate Similarity NPC318390
0.8021 Intermediate Similarity NPC474909
0.8021 Intermediate Similarity NPC33473
0.8021 Intermediate Similarity NPC276110
0.8021 Intermediate Similarity NPC8774
0.8021 Intermediate Similarity NPC279974
0.8021 Intermediate Similarity NPC293052
0.802 Intermediate Similarity NPC119855
0.802 Intermediate Similarity NPC220217
0.8 Intermediate Similarity NPC10232
0.8 Intermediate Similarity NPC189588
0.8 Intermediate Similarity NPC222153
0.8 Intermediate Similarity NPC122056
0.8 Intermediate Similarity NPC214697
0.8 Intermediate Similarity NPC112009
0.8 Intermediate Similarity NPC7349
0.8 Intermediate Similarity NPC26478
0.8 Intermediate Similarity NPC187302
0.8 Intermediate Similarity NPC53555
0.8 Intermediate Similarity NPC476237
0.8 Intermediate Similarity NPC473678
0.8 Intermediate Similarity NPC160583
0.8 Intermediate Similarity NPC97487
0.8 Intermediate Similarity NPC196471
0.8 Intermediate Similarity NPC132386
0.8 Intermediate Similarity NPC476304
0.8 Intermediate Similarity NPC171014
0.8 Intermediate Similarity NPC85742
0.8 Intermediate Similarity NPC27531
0.798 Intermediate Similarity NPC115899
0.7979 Intermediate Similarity NPC469400
0.7979 Intermediate Similarity NPC221111
0.7979 Intermediate Similarity NPC280149
0.7978 Intermediate Similarity NPC209620
0.7978 Intermediate Similarity NPC23852
0.7978 Intermediate Similarity NPC108476
0.7961 Intermediate Similarity NPC75389
0.7959 Intermediate Similarity NPC92275
0.7957 Intermediate Similarity NPC93411
0.7955 Intermediate Similarity NPC209430
0.7955 Intermediate Similarity NPC100906
0.7955 Intermediate Similarity NPC30986

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC177641 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
0.8462 Intermediate Similarity NPD6051 Approved
0.8061 Intermediate Similarity NPD7640 Approved
0.8061 Intermediate Similarity NPD7639 Approved
0.8 Intermediate Similarity NPD6399 Phase 3
0.7959 Intermediate Similarity NPD7638 Approved
0.7778 Intermediate Similarity NPD7115 Discovery
0.7701 Intermediate Similarity NPD6942 Approved
0.7701 Intermediate Similarity NPD7339 Approved
0.7667 Intermediate Similarity NPD7525 Registered
0.7527 Intermediate Similarity NPD4786 Approved
0.7526 Intermediate Similarity NPD7637 Suspended
0.7474 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7426 Intermediate Similarity NPD4225 Approved
0.7419 Intermediate Similarity NPD6695 Phase 3
0.7416 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD5737 Approved
0.7396 Intermediate Similarity NPD6672 Approved
0.7386 Intermediate Similarity NPD4785 Approved
0.7386 Intermediate Similarity NPD4784 Approved
0.7379 Intermediate Similarity NPD7632 Discontinued
0.7374 Intermediate Similarity NPD7748 Approved
0.7368 Intermediate Similarity NPD6684 Approved
0.7368 Intermediate Similarity NPD5330 Approved
0.7368 Intermediate Similarity NPD7146 Approved
0.7368 Intermediate Similarity NPD7521 Approved
0.7368 Intermediate Similarity NPD7334 Approved
0.7368 Intermediate Similarity NPD6409 Approved
0.7358 Intermediate Similarity NPD6899 Approved
0.7358 Intermediate Similarity NPD6881 Approved
0.7347 Intermediate Similarity NPD5693 Phase 1
0.7347 Intermediate Similarity NPD8035 Phase 2
0.7347 Intermediate Similarity NPD8034 Phase 2
0.734 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD7128 Approved
0.7333 Intermediate Similarity NPD5739 Approved
0.7333 Intermediate Similarity NPD6675 Approved
0.7333 Intermediate Similarity NPD6402 Approved
0.7327 Intermediate Similarity NPD6084 Phase 2
0.7327 Intermediate Similarity NPD6083 Phase 2
0.7315 Intermediate Similarity NPD8130 Phase 1
0.7312 Intermediate Similarity NPD3667 Approved
0.7292 Intermediate Similarity NPD7750 Discontinued
0.7264 Intermediate Similarity NPD5697 Approved
0.7248 Intermediate Similarity NPD8297 Approved
0.7222 Intermediate Similarity NPD6883 Approved
0.7222 Intermediate Similarity NPD7290 Approved
0.7222 Intermediate Similarity NPD7102 Approved
0.7216 Intermediate Similarity NPD6903 Approved
0.7216 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7196 Intermediate Similarity NPD6011 Approved
0.7196 Intermediate Similarity NPD7320 Approved
0.7193 Intermediate Similarity NPD8033 Approved
0.7191 Intermediate Similarity NPD6924 Approved
0.7191 Intermediate Similarity NPD6926 Approved
0.7188 Intermediate Similarity NPD6098 Approved
0.7174 Intermediate Similarity NPD4195 Approved
0.7172 Intermediate Similarity NPD6079 Approved
0.7159 Intermediate Similarity NPD4243 Approved
0.7158 Intermediate Similarity NPD3668 Phase 3
0.7157 Intermediate Similarity NPD7902 Approved
0.7156 Intermediate Similarity NPD6650 Approved
0.7156 Intermediate Similarity NPD6617 Approved
0.7156 Intermediate Similarity NPD6869 Approved
0.7156 Intermediate Similarity NPD6649 Approved
0.7156 Intermediate Similarity NPD6847 Approved
0.7143 Intermediate Similarity NPD6673 Approved
0.7143 Intermediate Similarity NPD5328 Approved
0.7143 Intermediate Similarity NPD6904 Approved
0.7143 Intermediate Similarity NPD6080 Approved
0.713 Intermediate Similarity NPD6373 Approved
0.713 Intermediate Similarity NPD6372 Approved
0.713 Intermediate Similarity NPD6013 Approved
0.713 Intermediate Similarity NPD6012 Approved
0.713 Intermediate Similarity NPD6014 Approved
0.7129 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7129 Intermediate Similarity NPD5695 Phase 3
0.7128 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7113 Intermediate Similarity NPD7524 Approved
0.7105 Intermediate Similarity NPD8377 Approved
0.7105 Intermediate Similarity NPD8294 Approved
0.7103 Intermediate Similarity NPD5701 Approved
0.7097 Intermediate Similarity NPD6930 Phase 2
0.7097 Intermediate Similarity NPD6931 Approved
0.7097 Intermediate Similarity NPD7514 Phase 3
0.7091 Intermediate Similarity NPD6882 Approved
0.7087 Intermediate Similarity NPD5696 Approved
0.7083 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.708 Intermediate Similarity NPD7327 Approved
0.708 Intermediate Similarity NPD7328 Approved
0.7065 Intermediate Similarity NPD7322 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD5211 Phase 2
0.7043 Intermediate Similarity NPD8296 Approved
0.7043 Intermediate Similarity NPD8335 Approved
0.7043 Intermediate Similarity NPD8380 Approved
0.7043 Intermediate Similarity NPD7503 Approved
0.7043 Intermediate Similarity NPD8378 Approved
0.7043 Intermediate Similarity NPD8379 Approved
0.7033 Intermediate Similarity NPD6933 Approved
0.703 Intermediate Similarity NPD7900 Approved
0.703 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD7516 Approved
0.701 Intermediate Similarity NPD3618 Phase 1
0.7009 Intermediate Similarity NPD6008 Approved
0.7 Intermediate Similarity NPD7515 Phase 2
0.7 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.6989 Remote Similarity NPD6929 Approved
0.6989 Remote Similarity NPD7645 Phase 2
0.6979 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6966 Remote Similarity NPD7152 Approved
0.6966 Remote Similarity NPD7151 Approved
0.6966 Remote Similarity NPD7150 Approved
0.6931 Remote Similarity NPD4202 Approved
0.6923 Remote Similarity NPD8264 Approved
0.6916 Remote Similarity NPD5141 Approved
0.6915 Remote Similarity NPD7332 Phase 2
0.6907 Remote Similarity NPD1694 Approved
0.6893 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6893 Remote Similarity NPD5221 Approved
0.6893 Remote Similarity NPD5222 Approved
0.6882 Remote Similarity NPD7145 Approved
0.6882 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6875 Remote Similarity NPD5362 Discontinued
0.6869 Remote Similarity NPD5208 Approved
0.6857 Remote Similarity NPD5285 Approved
0.6857 Remote Similarity NPD5286 Approved
0.6857 Remote Similarity NPD4696 Approved
0.6857 Remote Similarity NPD6648 Approved
0.6854 Remote Similarity NPD7143 Approved
0.6854 Remote Similarity NPD7144 Approved
0.6842 Remote Similarity NPD6902 Approved
0.6832 Remote Similarity NPD5281 Approved
0.6832 Remote Similarity NPD6050 Approved
0.6832 Remote Similarity NPD5694 Approved
0.6832 Remote Similarity NPD7087 Discontinued
0.6832 Remote Similarity NPD5284 Approved
0.6827 Remote Similarity NPD5173 Approved
0.6827 Remote Similarity NPD4755 Approved
0.6804 Remote Similarity NPD3665 Phase 1
0.6804 Remote Similarity NPD3666 Approved
0.6804 Remote Similarity NPD3133 Approved
0.68 Remote Similarity NPD4753 Phase 2
0.6792 Remote Similarity NPD5223 Approved
0.6792 Remote Similarity NPD5344 Discontinued
0.6786 Remote Similarity NPD6053 Discontinued
0.6783 Remote Similarity NPD6335 Approved
0.6774 Remote Similarity NPD5776 Phase 2
0.6774 Remote Similarity NPD6932 Approved
0.6774 Remote Similarity NPD6925 Approved
0.6771 Remote Similarity NPD4223 Phase 3
0.6771 Remote Similarity NPD4221 Approved
0.6768 Remote Similarity NPD3573 Approved
0.6754 Remote Similarity NPD6868 Approved
0.6742 Remote Similarity NPD6922 Approved
0.6742 Remote Similarity NPD6923 Approved
0.6739 Remote Similarity NPD8039 Approved
0.6739 Remote Similarity NPD4190 Phase 3
0.6739 Remote Similarity NPD5275 Approved
0.6737 Remote Similarity NPD4748 Discontinued
0.6737 Remote Similarity NPD4819 Approved
0.6737 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6737 Remote Similarity NPD4821 Approved
0.6737 Remote Similarity NPD4820 Approved
0.6737 Remote Similarity NPD4822 Approved
0.6735 Remote Similarity NPD5329 Approved
0.6735 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6735 Remote Similarity NPD6893 Approved
0.6733 Remote Similarity NPD5785 Approved
0.6733 Remote Similarity NPD5692 Phase 3
0.6733 Remote Similarity NPD5207 Approved
0.6731 Remote Similarity NPD4697 Phase 3
0.6729 Remote Similarity NPD5226 Approved
0.6729 Remote Similarity NPD5225 Approved
0.6729 Remote Similarity NPD4633 Approved
0.6729 Remote Similarity NPD5224 Approved
0.6726 Remote Similarity NPD4632 Approved
0.6724 Remote Similarity NPD7100 Approved
0.6724 Remote Similarity NPD7101 Approved
0.6701 Remote Similarity NPD5331 Approved
0.6701 Remote Similarity NPD5332 Approved
0.6699 Remote Similarity NPD5707 Approved
0.6699 Remote Similarity NPD6001 Approved
0.6698 Remote Similarity NPD4700 Approved
0.6696 Remote Similarity NPD6317 Approved
0.6667 Remote Similarity NPD4623 Approved
0.6667 Remote Similarity NPD5175 Approved
0.6667 Remote Similarity NPD6411 Approved
0.6667 Remote Similarity NPD4519 Discontinued
0.6667 Remote Similarity NPD4790 Discontinued
0.6667 Remote Similarity NPD5174 Approved
0.6667 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7507 Approved
0.6638 Remote Similarity NPD6314 Approved
0.6638 Remote Similarity NPD6313 Approved
0.6636 Remote Similarity NPD4159 Approved
0.6635 Remote Similarity NPD4629 Approved
0.6635 Remote Similarity NPD5210 Approved
0.6633 Remote Similarity NPD4197 Approved
0.6609 Remote Similarity NPD6274 Approved
0.6607 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6602 Remote Similarity NPD5778 Approved

Structure

External Identifiers

PubChem CID   25016914
ChEMBL   CHEMBL467982
ZINC  

Physicochemical Properties

Molecular Weight:  514.40
ALogP:  2.6809
MLogP:  4.65
XLogP:  8.73
# Rotatable Bonds:  18
Polar Surface Area:  55.76
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  37

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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