Natural Product: NPC268578

Natural Product ID:  NPC268578
Common Name:   (4R,20S,24S)-Epoxy-25,28-Dihydroxydammar-3-One
IUPAC Name:   (4R,5R,8R,9R,10R,13R,14R,17S)-4-(hydroxymethyl)-17-[(2S,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,8,10,14-tetramethyl-1,2,5,6,7,9,11,12,13,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
Synonyms:  
Molecular Formula:   C30H50O4
Standard InCHIKey:  YQRDVNAQIGPOEY-JCXZIUQVSA-N
Standard InCHI:  InChI=1S/C30H50O4/c1-25(2,33)24-13-17-30(7,34-24)20-10-15-28(5)19(20)8-9-22-26(3)14-12-23(32)27(4,18-31)21(26)11-16-29(22,28)6/h19-22,24,31,33H,8-18H2,1-7H3/t19-,20+,21-,22-,24+,26+,27+,28-,29-,30+/m1/s1
Canonical SMILES:  OC[C@]1(C)C(=O)CC[C@]2([C@H]1CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@H]2[C@]1(C)CC[C@H](O1)C(O)(C)C)C)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
NPO32464 dysoxylum binecteriferum Species Meliaceae Eukaryota Stem barks PMID[24547740]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 = 28200 nM 22608855
NPT113 Cell Line RAW264.7 Mus musculus IC50 > 100000 nM 22677314
NPT83 Cell Line MCF7 Homo sapiens IC50 = 18300 nM 20971531
NPT65 Cell Line HepG2 Homo sapiens IC50 = 6500 nM 19962903

  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 NPC268578 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
1.0 High Similarity NPC292458
1.0 High Similarity NPC217559
0.9481 High Similarity NPC245029
0.9481 High Similarity NPC31302
0.9146 High Similarity NPC80700
0.9146 High Similarity NPC474448
0.8889 High Similarity NPC164289
0.8889 High Similarity NPC242771
0.8889 High Similarity NPC100366
0.8889 High Similarity NPC311642
0.869 High Similarity NPC92139
0.869 High Similarity NPC472745
0.8659 High Similarity NPC148740
0.8659 High Similarity NPC102156
0.8605 High Similarity NPC61688
0.8588 High Similarity NPC474174
0.8588 High Similarity NPC251808
0.8554 High Similarity NPC472744
0.85 High Similarity NPC264602
0.8452 Intermediate Similarity NPC471044
0.8452 Intermediate Similarity NPC473336
0.8444 Intermediate Similarity NPC116683
0.8434 Intermediate Similarity NPC477935
0.8434 Intermediate Similarity NPC477936
0.8427 Intermediate Similarity NPC206878
0.8415 Intermediate Similarity NPC470609
0.8415 Intermediate Similarity NPC472853
0.8372 Intermediate Similarity NPC263802
0.8372 Intermediate Similarity NPC202937
0.8354 Intermediate Similarity NPC472854
0.8313 Intermediate Similarity NPC77311
0.8272 Intermediate Similarity NPC474574
0.8272 Intermediate Similarity NPC133596
0.8272 Intermediate Similarity NPC11907
0.8272 Intermediate Similarity NPC477918
0.8272 Intermediate Similarity NPC64081
0.8256 Intermediate Similarity NPC114378
0.8256 Intermediate Similarity NPC103782
0.825 Intermediate Similarity NPC270306
0.825 Intermediate Similarity NPC91387
0.825 Intermediate Similarity NPC231680
0.8235 Intermediate Similarity NPC50438
0.8171 Intermediate Similarity NPC476732
0.8171 Intermediate Similarity NPC199965
0.8148 Intermediate Similarity NPC477932
0.8148 Intermediate Similarity NPC477933
0.8118 Intermediate Similarity NPC111582
0.8118 Intermediate Similarity NPC477285
0.8118 Intermediate Similarity NPC259173
0.8101 Intermediate Similarity NPC58057
0.8101 Intermediate Similarity NPC151018
0.8101 Intermediate Similarity NPC473267
0.8101 Intermediate Similarity NPC320549
0.8101 Intermediate Similarity NPC156277
0.8095 Intermediate Similarity NPC58631
0.8095 Intermediate Similarity NPC190940
0.8085 Intermediate Similarity NPC178853
0.8072 Intermediate Similarity NPC80891
0.8072 Intermediate Similarity NPC81074
0.8072 Intermediate Similarity NPC201276
0.8072 Intermediate Similarity NPC477282
0.8068 Intermediate Similarity NPC229407
0.8068 Intermediate Similarity NPC250687
0.8068 Intermediate Similarity NPC56777
0.8068 Intermediate Similarity NPC201607
0.8068 Intermediate Similarity NPC48824
0.8068 Intermediate Similarity NPC254572
0.8049 Intermediate Similarity NPC477919
0.8049 Intermediate Similarity NPC180199
0.8046 Intermediate Similarity NPC476727
0.8046 Intermediate Similarity NPC476726
0.8043 Intermediate Similarity NPC476728
0.8025 Intermediate Similarity NPC27349
0.8025 Intermediate Similarity NPC477934
0.8025 Intermediate Similarity NPC24014
0.8023 Intermediate Similarity NPC474996
0.8022 Intermediate Similarity NPC470423
0.8 Intermediate Similarity NPC471747
0.8 Intermediate Similarity NPC121121
0.8 Intermediate Similarity NPC317066
0.8 Intermediate Similarity NPC286719
0.8 Intermediate Similarity NPC310766
0.8 Intermediate Similarity NPC477286
0.8 Intermediate Similarity NPC232112
0.7978 Intermediate Similarity NPC269267
0.7978 Intermediate Similarity NPC200580
0.7978 Intermediate Similarity NPC24705
0.7978 Intermediate Similarity NPC56962
0.7975 Intermediate Similarity NPC476731
0.7952 Intermediate Similarity NPC171426
0.7952 Intermediate Similarity NPC324700
0.7952 Intermediate Similarity NPC34046
0.7952 Intermediate Similarity NPC224802
0.7952 Intermediate Similarity NPC80089
0.7935 Intermediate Similarity NPC17336
0.7907 Intermediate Similarity NPC269684
0.7901 Intermediate Similarity NPC254340
0.7901 Intermediate Similarity NPC477930
0.7882 Intermediate Similarity NPC50658
0.7882 Intermediate Similarity NPC469745
0.7882 Intermediate Similarity NPC12933
0.7875 Intermediate Similarity NPC469940
0.7865 Intermediate Similarity NPC226491
0.7865 Intermediate Similarity NPC477614
0.7865 Intermediate Similarity NPC471221
0.7857 Intermediate Similarity NPC52951
0.7848 Intermediate Similarity NPC213178
0.7848 Intermediate Similarity NPC327728
0.7848 Intermediate Similarity NPC131892
0.7848 Intermediate Similarity NPC321732
0.7848 Intermediate Similarity NPC6120
0.7848 Intermediate Similarity NPC324607
0.7841 Intermediate Similarity NPC215968
0.7841 Intermediate Similarity NPC472272
0.7841 Intermediate Similarity NPC155531
0.7831 Intermediate Similarity NPC475031
0.7831 Intermediate Similarity NPC23884
0.7826 Intermediate Similarity NPC470424
0.7816 Intermediate Similarity NPC34984
0.7816 Intermediate Similarity NPC25037
0.7816 Intermediate Similarity NPC319909
0.7816 Intermediate Similarity NPC477434
0.7805 Intermediate Similarity NPC21220
0.7805 Intermediate Similarity NPC97534
0.7805 Intermediate Similarity NPC159789
0.7805 Intermediate Similarity NPC195155
0.7805 Intermediate Similarity NPC273366
0.7805 Intermediate Similarity NPC174964
0.7805 Intermediate Similarity NPC125767
0.7791 Intermediate Similarity NPC268040
0.7791 Intermediate Similarity NPC61107
0.7791 Intermediate Similarity NPC289486
0.7791 Intermediate Similarity NPC475388
0.7791 Intermediate Similarity NPC13494
0.7778 Intermediate Similarity NPC474123
0.7766 Intermediate Similarity NPC253586
0.775 Intermediate Similarity NPC477929
0.7742 Intermediate Similarity NPC215570
0.7738 Intermediate Similarity NPC185465
0.7722 Intermediate Similarity NPC473225
0.7717 Intermediate Similarity NPC161035
0.7717 Intermediate Similarity NPC476189
0.7711 Intermediate Similarity NPC472487
0.7711 Intermediate Similarity NPC472486
0.7711 Intermediate Similarity NPC475742
0.7711 Intermediate Similarity NPC5767
0.7711 Intermediate Similarity NPC4209
0.7701 Intermediate Similarity NPC470070
0.7692 Intermediate Similarity NPC185529
0.7692 Intermediate Similarity NPC472146
0.7692 Intermediate Similarity NPC475056
0.7683 Intermediate Similarity NPC472944
0.7683 Intermediate Similarity NPC280026
0.7683 Intermediate Similarity NPC167702
0.7683 Intermediate Similarity NPC472945
0.7667 Intermediate Similarity NPC255176
0.7667 Intermediate Similarity NPC476435
0.7654 Intermediate Similarity NPC197701
0.7654 Intermediate Similarity NPC131506
0.7654 Intermediate Similarity NPC89310
0.7654 Intermediate Similarity NPC157777
0.7647 Intermediate Similarity NPC320144
0.764 Intermediate Similarity NPC302111
0.764 Intermediate Similarity NPC477283
0.7625 Intermediate Similarity NPC319671
0.7625 Intermediate Similarity NPC476734
0.7625 Intermediate Similarity NPC252032
0.7625 Intermediate Similarity NPC469941
0.7619 Intermediate Similarity NPC474404
0.7619 Intermediate Similarity NPC317913
0.7619 Intermediate Similarity NPC221420
0.7619 Intermediate Similarity NPC171658
0.7619 Intermediate Similarity NPC207010
0.7614 Intermediate Similarity NPC237938
0.7614 Intermediate Similarity NPC219535
0.7604 Intermediate Similarity NPC108371
0.76 Intermediate Similarity NPC224414
0.759 Intermediate Similarity NPC472311
0.759 Intermediate Similarity NPC212733
0.7586 Intermediate Similarity NPC328007
0.7586 Intermediate Similarity NPC202688
0.7586 Intermediate Similarity NPC60018
0.7586 Intermediate Similarity NPC154043
0.7586 Intermediate Similarity NPC24556
0.7582 Intermediate Similarity NPC471459
0.7582 Intermediate Similarity NPC67653
0.7579 Intermediate Similarity NPC170978
0.7576 Intermediate Similarity NPC472655
0.7561 Intermediate Similarity NPC153719
0.7561 Intermediate Similarity NPC81759
0.7558 Intermediate Similarity NPC1882
0.7558 Intermediate Similarity NPC261616
0.7556 Intermediate Similarity NPC239938
0.7556 Intermediate Similarity NPC469322
0.7553 Intermediate Similarity NPC305808
0.7553 Intermediate Similarity NPC62407
0.7553 Intermediate Similarity NPC287354
0.7549 Intermediate Similarity NPC473062
0.7529 Intermediate Similarity NPC471045
0.7528 Intermediate Similarity NPC131350

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC268578 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
0.8101 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.8101 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7975 Intermediate Similarity NPD4244 Approved
0.7975 Intermediate Similarity NPD4245 Approved
0.7975 Intermediate Similarity NPD4789 Approved
0.7952 Intermediate Similarity NPD6118 Approved
0.7952 Intermediate Similarity NPD6115 Approved
0.7952 Intermediate Similarity NPD6114 Approved
0.7952 Intermediate Similarity NPD6697 Approved
0.7848 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7848 Intermediate Similarity NPD3698 Phase 2
0.7848 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7805 Intermediate Similarity NPD3703 Phase 2
0.7792 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7722 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.7722 Intermediate Similarity NPD5360 Phase 3
0.7711 Intermediate Similarity NPD6117 Approved
0.7683 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD6116 Phase 1
0.7475 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7439 Intermediate Similarity NPD5777 Approved
0.7439 Intermediate Similarity NPD6081 Approved
0.7407 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD3702 Approved
0.725 Intermediate Similarity NPD4224 Phase 2
0.7229 Intermediate Similarity NPD4758 Discontinued
0.7126 Intermediate Similarity NPD3671 Phase 1
0.7126 Intermediate Similarity NPD5364 Discontinued
0.7111 Intermediate Similarity NPD4788 Approved
0.6966 Remote Similarity NPD6928 Phase 2
0.6848 Remote Similarity NPD4786 Approved
0.6804 Remote Similarity NPD8171 Discontinued
0.6774 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6706 Remote Similarity NPD4787 Phase 1
0.6701 Remote Similarity NPD8035 Phase 2
0.6701 Remote Similarity NPD8034 Phase 2
0.6696 Remote Similarity NPD6054 Approved
0.6696 Remote Similarity NPD6059 Approved
0.6667 Remote Similarity NPD6412 Phase 2
0.6667 Remote Similarity NPD1700 Approved
0.6633 Remote Similarity NPD6399 Phase 3
0.663 Remote Similarity NPD3667 Approved
0.6604 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6579 Remote Similarity NPD6370 Approved
0.6556 Remote Similarity NPD4238 Approved
0.6556 Remote Similarity NPD4802 Phase 2
0.6535 Remote Similarity NPD6083 Phase 2
0.6535 Remote Similarity NPD6084 Phase 2
0.6495 Remote Similarity NPD4753 Phase 2
0.6495 Remote Similarity NPD5328 Approved
0.6491 Remote Similarity NPD6016 Approved
0.6491 Remote Similarity NPD6015 Approved
0.6489 Remote Similarity NPD3665 Phase 1
0.6489 Remote Similarity NPD3133 Approved
0.6489 Remote Similarity NPD3666 Approved
0.6481 Remote Similarity NPD4634 Approved
0.6466 Remote Similarity NPD7492 Approved
0.6455 Remote Similarity NPD8133 Approved
0.6441 Remote Similarity NPD7736 Approved
0.6435 Remote Similarity NPD5988 Approved
0.6429 Remote Similarity NPD7115 Discovery
0.6415 Remote Similarity NPD6920 Discontinued
0.641 Remote Similarity NPD6616 Approved
0.6408 Remote Similarity NPD8418 Phase 2
0.6404 Remote Similarity NPD6319 Approved
0.6364 Remote Similarity NPD6079 Approved
0.6356 Remote Similarity NPD7078 Approved
0.6356 Remote Similarity NPD8293 Discontinued
0.6354 Remote Similarity NPD3618 Phase 1
0.6354 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6339 Remote Similarity NPD6940 Discontinued
0.6311 Remote Similarity NPD7638 Approved
0.6306 Remote Similarity NPD4632 Approved
0.6303 Remote Similarity NPD6033 Approved
0.63 Remote Similarity NPD4202 Approved
0.6296 Remote Similarity NPD7320 Approved
0.6289 Remote Similarity NPD7524 Approved
0.6277 Remote Similarity NPD4223 Phase 3
0.6277 Remote Similarity NPD4221 Approved
0.6262 Remote Similarity NPD5739 Approved
0.6262 Remote Similarity NPD6402 Approved
0.6262 Remote Similarity NPD7128 Approved
0.6262 Remote Similarity NPD6675 Approved
0.625 Remote Similarity NPD7319 Approved
0.625 Remote Similarity NPD7640 Approved
0.625 Remote Similarity NPD5329 Approved
0.625 Remote Similarity NPD7639 Approved
0.6237 Remote Similarity NPD7525 Registered
0.6224 Remote Similarity NPD5737 Approved
0.6224 Remote Similarity NPD6903 Approved
0.6224 Remote Similarity NPD6672 Approved
0.6224 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6216 Remote Similarity NPD8297 Approved
0.6214 Remote Similarity NPD4755 Approved
0.6196 Remote Similarity NPD3617 Approved
0.6186 Remote Similarity NPD5279 Phase 3
0.6186 Remote Similarity NPD7334 Approved
0.6186 Remote Similarity NPD7146 Approved
0.6186 Remote Similarity NPD6684 Approved
0.6186 Remote Similarity NPD6409 Approved
0.6186 Remote Similarity NPD5330 Approved
0.6186 Remote Similarity NPD7521 Approved
0.6176 Remote Similarity NPD4629 Approved
0.6176 Remote Similarity NPD5210 Approved
0.6176 Remote Similarity NPD5695 Phase 3
0.6176 Remote Similarity NPD6356 Clinical (unspecified phase)
0.617 Remote Similarity NPD4139 Approved
0.617 Remote Similarity NPD4692 Approved
0.6168 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6168 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6154 Remote Similarity NPD5696 Approved
0.6147 Remote Similarity NPD6881 Approved
0.6147 Remote Similarity NPD6899 Approved
0.6146 Remote Similarity NPD3668 Phase 3
0.6146 Remote Similarity NPD4197 Approved
0.6134 Remote Similarity NPD7507 Approved
0.6132 Remote Similarity NPD7632 Discontinued
0.6117 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6117 Remote Similarity NPD4697 Phase 3
0.6117 Remote Similarity NPD5222 Approved
0.6117 Remote Similarity NPD5221 Approved
0.6111 Remote Similarity NPD6008 Approved
0.6098 Remote Similarity NPD3198 Approved
0.6095 Remote Similarity NPD4700 Approved
0.6095 Remote Similarity NPD4696 Approved
0.6095 Remote Similarity NPD5285 Approved
0.6095 Remote Similarity NPD5286 Approved
0.6091 Remote Similarity NPD6373 Approved
0.6091 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6091 Remote Similarity NPD6372 Approved
0.6091 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6078 Remote Similarity NPD7748 Approved
0.6066 Remote Similarity NPD5956 Approved
0.6058 Remote Similarity NPD5173 Approved
0.6055 Remote Similarity NPD5697 Approved
0.6055 Remote Similarity NPD5701 Approved
0.6042 Remote Similarity NPD6695 Phase 3
0.604 Remote Similarity NPD7637 Suspended
0.604 Remote Similarity NPD7515 Phase 2
0.6038 Remote Similarity NPD5223 Approved
0.6036 Remote Similarity NPD7102 Approved
0.6036 Remote Similarity NPD6883 Approved
0.6036 Remote Similarity NPD7290 Approved
0.6034 Remote Similarity NPD4522 Approved
0.602 Remote Similarity NPD4690 Approved
0.602 Remote Similarity NPD4689 Approved
0.602 Remote Similarity NPD6098 Approved
0.602 Remote Similarity NPD4693 Phase 3
0.602 Remote Similarity NPD5205 Approved
0.602 Remote Similarity NPD4688 Approved
0.602 Remote Similarity NPD4138 Approved
0.6019 Remote Similarity NPD7991 Discontinued
0.6 Remote Similarity NPD6080 Approved
0.6 Remote Similarity NPD6673 Approved
0.6 Remote Similarity NPD7909 Approved
0.6 Remote Similarity NPD6686 Approved
0.6 Remote Similarity NPD6415 Discontinued
0.6 Remote Similarity NPD6011 Approved
0.6 Remote Similarity NPD6009 Approved
0.6 Remote Similarity NPD6904 Approved
0.6 Remote Similarity NPD371 Approved
0.6 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5982 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5982 Remote Similarity NPD6650 Approved
0.5982 Remote Similarity NPD6649 Approved
0.5982 Remote Similarity NPD8130 Phase 1
0.5982 Remote Similarity NPD6617 Approved
0.5982 Remote Similarity NPD6847 Approved
0.5982 Remote Similarity NPD6869 Approved
0.5981 Remote Similarity NPD4633 Approved
0.5981 Remote Similarity NPD5211 Phase 2
0.5981 Remote Similarity NPD5224 Approved
0.5981 Remote Similarity NPD5225 Approved
0.5981 Remote Similarity NPD5226 Approved
0.5979 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5978 Remote Similarity NPD6933 Approved
0.5966 Remote Similarity NPD7604 Phase 2
0.5966 Remote Similarity NPD6067 Discontinued
0.5946 Remote Similarity NPD6012 Approved
0.5946 Remote Similarity NPD6013 Approved
0.5946 Remote Similarity NPD6014 Approved
0.5932 Remote Similarity NPD6921 Approved
0.5932 Remote Similarity NPD5983 Phase 2
0.5929 Remote Similarity NPD6882 Approved
0.5926 Remote Similarity NPD5174 Approved
0.5926 Remote Similarity NPD5175 Approved
0.5926 Remote Similarity NPD4754 Approved
0.5922 Remote Similarity NPD5282 Discontinued
0.5909 Remote Similarity NPD6705 Phase 1
0.5905 Remote Similarity NPD7902 Approved
0.5876 Remote Similarity NPD3669 Approved
0.5876 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5875 Remote Similarity NPD3729 Clinical (unspecified phase)
0.5872 Remote Similarity NPD5141 Approved
0.587 Remote Similarity NPD7339 Approved
0.587 Remote Similarity NPD6942 Approved
0.5868 Remote Similarity NPD6336 Discontinued
0.5859 Remote Similarity NPD5280 Approved
0.5859 Remote Similarity NPD4694 Approved
0.5859 Remote Similarity NPD5690 Phase 2

Structure

External Identifiers

PubChem CID   76313962
ChEMBL   CHEMBL3109465
ZINC  

Physicochemical Properties

Molecular Weight:  474.37
ALogP:  1.07
MLogP:  4.32
XLogP:  7.618
# Rotatable Bonds:  12
Polar Surface Area:  66.76
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  34

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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