Natural Product: NPC252714

Natural Product ID:  NPC252714
Common Name:   (20R)-3Alpha-Hydroxy-29-Dimethoxylupan-23,28-Dioic Acid
IUPAC Name:   (1R,3aS,5aR,5bR,7aR,8S,9R,11aR,11bR,13aR,13bR)-1-[(2R)-1,1-dimethoxypropan-2-yl]-9-hydroxy-5a,5b,8,11a-tetramethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a,8-dicarboxylic acid
Synonyms:  
Molecular Formula:   C32H52O7
Standard InCHIKey:  LPZQKKIWBGFZFF-DBXFEVPDSA-N
Standard InCHI:  InChI=1S/C32H52O7/c1-18(25(38-6)39-7)19-10-15-32(27(36)37)17-16-29(3)20(24(19)32)8-9-21-28(2)13-12-23(33)31(5,26(34)35)22(28)11-14-30(21,29)4/h18-25,33H,8-17H2,1-7H3,(H,34,35)(H,36,37)/t18-,19+,20-,21-,22-,23-,24-,28-,29-,30-,31+,32+/m1/s1
Canonical SMILES:  COC([C@@H]([C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)CC[C@H]([C@@]1(C)C(=O)O)O)C(=O)O)C)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
NPO29834 Acanthopanax koreanum NA NA NA steamed leaves PMID[20932756]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT43 Individual Protein Tyrosinase Agaricus bisporus Inhibition < 100 % 19674906
NPT2 Others Unspecified Inhibition = 64.7 % Open TG-GATES in vivo data: Hematology
NPT2 Others Unspecified Inhibition = 63.6 % Open TG-GATES in vivo data: Hematology
NPT2 Others Unspecified Inhibition = 94.2 % 19456120

  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 NPC252714 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
0.8902 High Similarity NPC261616
0.8765 High Similarity NPC298168
0.8765 High Similarity NPC143133
0.8706 High Similarity NPC319909
0.869 High Similarity NPC61107
0.869 High Similarity NPC289486
0.8642 High Similarity NPC4209
0.8556 High Similarity NPC471902
0.8556 High Similarity NPC473690
0.8556 High Similarity NPC287118
0.8554 High Similarity NPC201276
0.8554 High Similarity NPC80891
0.8537 High Similarity NPC207010
0.8537 High Similarity NPC317913
0.8519 High Similarity NPC212733
0.8488 Intermediate Similarity NPC473336
0.8488 Intermediate Similarity NPC471044
0.8471 Intermediate Similarity NPC30583
0.8444 Intermediate Similarity NPC471901
0.8444 Intermediate Similarity NPC475416
0.8438 Intermediate Similarity NPC469827
0.8434 Intermediate Similarity NPC224802
0.8434 Intermediate Similarity NPC324700
0.8434 Intermediate Similarity NPC80089
0.8434 Intermediate Similarity NPC171426
0.8434 Intermediate Similarity NPC34046
0.8427 Intermediate Similarity NPC213832
0.8427 Intermediate Similarity NPC57954
0.8415 Intermediate Similarity NPC477932
0.8415 Intermediate Similarity NPC477933
0.8395 Intermediate Similarity NPC280026
0.8395 Intermediate Similarity NPC167702
0.8395 Intermediate Similarity NPC477930
0.8333 Intermediate Similarity NPC320144
0.8315 Intermediate Similarity NPC471900
0.8313 Intermediate Similarity NPC477918
0.8313 Intermediate Similarity NPC471151
0.8295 Intermediate Similarity NPC302111
0.8293 Intermediate Similarity NPC97534
0.8293 Intermediate Similarity NPC174964
0.8293 Intermediate Similarity NPC195155
0.8293 Intermediate Similarity NPC477934
0.8214 Intermediate Similarity NPC243594
0.8214 Intermediate Similarity NPC185465
0.8214 Intermediate Similarity NPC31031
0.8202 Intermediate Similarity NPC33768
0.8202 Intermediate Similarity NPC269360
0.8202 Intermediate Similarity NPC264005
0.8193 Intermediate Similarity NPC5767
0.8193 Intermediate Similarity NPC475742
0.8191 Intermediate Similarity NPC472273
0.8182 Intermediate Similarity NPC469826
0.814 Intermediate Similarity NPC58631
0.814 Intermediate Similarity NPC12933
0.8132 Intermediate Similarity NPC169933
0.8118 Intermediate Similarity NPC220379
0.8111 Intermediate Similarity NPC4309
0.81 Intermediate Similarity NPC469825
0.8095 Intermediate Similarity NPC221420
0.8095 Intermediate Similarity NPC23884
0.809 Intermediate Similarity NPC2783
0.809 Intermediate Similarity NPC12774
0.809 Intermediate Similarity NPC83242
0.8068 Intermediate Similarity NPC219535
0.8068 Intermediate Similarity NPC473299
0.8068 Intermediate Similarity NPC237938
0.8049 Intermediate Similarity NPC232112
0.8046 Intermediate Similarity NPC121121
0.8046 Intermediate Similarity NPC13494
0.8046 Intermediate Similarity NPC477935
0.8025 Intermediate Similarity NPC477929
0.8022 Intermediate Similarity NPC24705
0.8022 Intermediate Similarity NPC56962
0.8 Intermediate Similarity NPC329117
0.8 Intermediate Similarity NPC472608
0.7978 Intermediate Similarity NPC264317
0.7978 Intermediate Similarity NPC131350
0.7978 Intermediate Similarity NPC294438
0.7957 Intermediate Similarity NPC476189
0.7955 Intermediate Similarity NPC213737
0.7955 Intermediate Similarity NPC475820
0.7955 Intermediate Similarity NPC474284
0.7955 Intermediate Similarity NPC474346
0.7955 Intermediate Similarity NPC474253
0.7941 Intermediate Similarity NPC469824
0.7941 Intermediate Similarity NPC11035
0.7938 Intermediate Similarity NPC477172
0.7935 Intermediate Similarity NPC88337
0.7935 Intermediate Similarity NPC475211
0.7931 Intermediate Similarity NPC73515
0.7931 Intermediate Similarity NPC271572
0.7931 Intermediate Similarity NPC280781
0.7931 Intermediate Similarity NPC474870
0.7931 Intermediate Similarity NPC48756
0.7927 Intermediate Similarity NPC156277
0.7927 Intermediate Similarity NPC469940
0.7927 Intermediate Similarity NPC320549
0.7927 Intermediate Similarity NPC151018
0.7927 Intermediate Similarity NPC58057
0.7917 Intermediate Similarity NPC474092
0.7912 Intermediate Similarity NPC146937
0.7912 Intermediate Similarity NPC16377
0.7912 Intermediate Similarity NPC474719
0.7901 Intermediate Similarity NPC252032
0.7901 Intermediate Similarity NPC319671
0.7901 Intermediate Similarity NPC476734
0.7901 Intermediate Similarity NPC469941
0.7895 Intermediate Similarity NPC193785
0.7865 Intermediate Similarity NPC34984
0.7865 Intermediate Similarity NPC50438
0.7865 Intermediate Similarity NPC25037
0.7857 Intermediate Similarity NPC273366
0.7849 Intermediate Similarity NPC160506
0.7849 Intermediate Similarity NPC475878
0.7841 Intermediate Similarity NPC477936
0.7841 Intermediate Similarity NPC2096
0.7841 Intermediate Similarity NPC268040
0.7841 Intermediate Similarity NPC208912
0.7835 Intermediate Similarity NPC80417
0.7835 Intermediate Similarity NPC41843
0.7826 Intermediate Similarity NPC67653
0.7826 Intermediate Similarity NPC220498
0.7826 Intermediate Similarity NPC471459
0.7822 Intermediate Similarity NPC88744
0.7816 Intermediate Similarity NPC477851
0.7805 Intermediate Similarity NPC108131
0.7802 Intermediate Similarity NPC134197
0.7791 Intermediate Similarity NPC26029
0.7791 Intermediate Similarity NPC476732
0.7791 Intermediate Similarity NPC199965
0.7789 Intermediate Similarity NPC215570
0.7789 Intermediate Similarity NPC62407
0.7789 Intermediate Similarity NPC205173
0.7789 Intermediate Similarity NPC287354
0.7788 Intermediate Similarity NPC146563
0.7778 Intermediate Similarity NPC62572
0.7778 Intermediate Similarity NPC473350
0.7778 Intermediate Similarity NPC98270
0.7778 Intermediate Similarity NPC201655
0.7767 Intermediate Similarity NPC272242
0.7767 Intermediate Similarity NPC270586
0.7766 Intermediate Similarity NPC472232
0.7766 Intermediate Similarity NPC472231
0.7765 Intermediate Similarity NPC472486
0.7765 Intermediate Similarity NPC472487
0.7745 Intermediate Similarity NPC473844
0.7745 Intermediate Similarity NPC240125
0.7745 Intermediate Similarity NPC91583
0.7745 Intermediate Similarity NPC51947
0.7742 Intermediate Similarity NPC77756
0.7738 Intermediate Similarity NPC254340
0.7727 Intermediate Similarity NPC476071
0.7727 Intermediate Similarity NPC50658
0.7723 Intermediate Similarity NPC203974
0.7717 Intermediate Similarity NPC131104
0.7717 Intermediate Similarity NPC3032
0.7717 Intermediate Similarity NPC473319
0.7711 Intermediate Similarity NPC89310
0.7708 Intermediate Similarity NPC116683
0.7708 Intermediate Similarity NPC327788
0.7701 Intermediate Similarity NPC73013
0.7692 Intermediate Similarity NPC472272
0.7692 Intermediate Similarity NPC114378
0.7692 Intermediate Similarity NPC103782
0.7692 Intermediate Similarity NPC470543
0.7692 Intermediate Similarity NPC243572
0.7684 Intermediate Similarity NPC151214
0.7684 Intermediate Similarity NPC191915
0.7684 Intermediate Similarity NPC277399
0.7684 Intermediate Similarity NPC206878
0.7683 Intermediate Similarity NPC131892
0.7683 Intermediate Similarity NPC196197
0.7683 Intermediate Similarity NPC213178
0.7683 Intermediate Similarity NPC327728
0.7683 Intermediate Similarity NPC6120
0.7677 Intermediate Similarity NPC80640
0.7674 Intermediate Similarity NPC212453
0.7674 Intermediate Similarity NPC477919
0.7674 Intermediate Similarity NPC180199
0.7674 Intermediate Similarity NPC475031
0.7667 Intermediate Similarity NPC474996
0.7667 Intermediate Similarity NPC477434
0.7667 Intermediate Similarity NPC475509
0.7653 Intermediate Similarity NPC94906
0.7653 Intermediate Similarity NPC20028
0.7647 Intermediate Similarity NPC21220
0.7647 Intermediate Similarity NPC472311
0.7647 Intermediate Similarity NPC125767
0.7647 Intermediate Similarity NPC472079
0.7647 Intermediate Similarity NPC207693
0.7642 Intermediate Similarity NPC137414
0.7642 Intermediate Similarity NPC469820
0.7642 Intermediate Similarity NPC469823
0.7634 Intermediate Similarity NPC61688
0.7634 Intermediate Similarity NPC247312
0.7634 Intermediate Similarity NPC271974
0.7629 Intermediate Similarity NPC253586
0.7619 Intermediate Similarity NPC68426
0.7619 Intermediate Similarity NPC477229
0.7619 Intermediate Similarity NPC282905

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC252714 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
0.8642 High Similarity NPD6117 Approved
0.8537 High Similarity NPD6116 Phase 1
0.8434 Intermediate Similarity NPD6697 Approved
0.8434 Intermediate Similarity NPD6115 Approved
0.8434 Intermediate Similarity NPD6118 Approved
0.8434 Intermediate Similarity NPD6114 Approved
0.8395 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7978 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7927 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7927 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7849 Intermediate Similarity NPD8035 Phase 2
0.7849 Intermediate Similarity NPD8034 Phase 2
0.7683 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7683 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6081 Approved
0.7442 Intermediate Similarity NPD3703 Phase 2
0.7381 Intermediate Similarity NPD4789 Approved
0.7381 Intermediate Similarity NPD4244 Approved
0.7381 Intermediate Similarity NPD4245 Approved
0.7353 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7349 Intermediate Similarity NPD5360 Phase 3
0.7349 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.7317 Intermediate Similarity NPD4224 Phase 2
0.7294 Intermediate Similarity NPD5777 Approved
0.7262 Intermediate Similarity NPD3698 Phase 2
0.7262 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD3702 Approved
0.7195 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD3671 Phase 1
0.6972 Remote Similarity NPD8133 Approved
0.697 Remote Similarity NPD7748 Approved
0.6961 Remote Similarity NPD8418 Phase 2
0.6939 Remote Similarity NPD7515 Phase 2
0.6937 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6897 Remote Similarity NPD4758 Discontinued
0.6869 Remote Similarity NPD8171 Discontinued
0.6848 Remote Similarity NPD6928 Phase 2
0.6847 Remote Similarity NPD6940 Discontinued
0.6813 Remote Similarity NPD5364 Discontinued
0.678 Remote Similarity NPD7736 Approved
0.6765 Remote Similarity NPD7902 Approved
0.6759 Remote Similarity NPD8132 Clinical (unspecified phase)
0.67 Remote Similarity NPD6399 Phase 3
0.6636 Remote Similarity NPD6402 Approved
0.6636 Remote Similarity NPD7128 Approved
0.6636 Remote Similarity NPD5739 Approved
0.6636 Remote Similarity NPD6675 Approved
0.6591 Remote Similarity NPD4787 Phase 1
0.6583 Remote Similarity NPD7319 Approved
0.6581 Remote Similarity NPD8328 Phase 3
0.6577 Remote Similarity NPD6882 Approved
0.6566 Remote Similarity NPD5328 Approved
0.6562 Remote Similarity NPD4786 Approved
0.6555 Remote Similarity NPD8293 Discontinued
0.6538 Remote Similarity NPD7638 Approved
0.6514 Remote Similarity NPD7320 Approved
0.6514 Remote Similarity NPD6881 Approved
0.6514 Remote Similarity NPD6899 Approved
0.6491 Remote Similarity NPD7115 Discovery
0.6486 Remote Similarity NPD8130 Phase 1
0.6476 Remote Similarity NPD7639 Approved
0.6476 Remote Similarity NPD7640 Approved
0.6471 Remote Similarity NPD7900 Approved
0.6471 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6471 Remote Similarity NPD7507 Approved
0.6458 Remote Similarity NPD4788 Approved
0.6455 Remote Similarity NPD6372 Approved
0.6455 Remote Similarity NPD6373 Approved
0.6442 Remote Similarity NPD6084 Phase 2
0.6442 Remote Similarity NPD6083 Phase 2
0.6436 Remote Similarity NPD6079 Approved
0.6429 Remote Similarity NPD3618 Phase 1
0.6429 Remote Similarity NPD8297 Approved
0.6422 Remote Similarity NPD6412 Phase 2
0.6422 Remote Similarity NPD5701 Approved
0.6422 Remote Similarity NPD5697 Approved
0.6396 Remote Similarity NPD7290 Approved
0.6396 Remote Similarity NPD7102 Approved
0.6396 Remote Similarity NPD6883 Approved
0.6386 Remote Similarity NPD3198 Approved
0.6356 Remote Similarity NPD6370 Approved
0.6355 Remote Similarity NPD7632 Discontinued
0.6354 Remote Similarity NPD3667 Approved
0.6339 Remote Similarity NPD6650 Approved
0.6339 Remote Similarity NPD6617 Approved
0.6339 Remote Similarity NPD6847 Approved
0.6339 Remote Similarity NPD6649 Approved
0.6339 Remote Similarity NPD6869 Approved
0.6316 Remote Similarity NPD7525 Registered
0.6306 Remote Similarity NPD6012 Approved
0.6306 Remote Similarity NPD6013 Approved
0.6306 Remote Similarity NPD6014 Approved
0.63 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6286 Remote Similarity NPD4755 Approved
0.6277 Remote Similarity NPD4802 Phase 2
0.6277 Remote Similarity NPD4238 Approved
0.6262 Remote Similarity NPD1700 Approved
0.625 Remote Similarity NPD7492 Approved
0.6228 Remote Similarity NPD8298 Phase 2
0.6216 Remote Similarity NPD6011 Approved
0.6216 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6214 Remote Similarity NPD4202 Approved
0.6211 Remote Similarity NPD7645 Phase 2
0.6198 Remote Similarity NPD6616 Approved
0.6195 Remote Similarity NPD6401 Clinical (unspecified phase)
0.619 Remote Similarity NPD5220 Clinical (unspecified phase)
0.619 Remote Similarity NPD4697 Phase 3
0.619 Remote Similarity NPD5221 Approved
0.619 Remote Similarity NPD5222 Approved
0.6186 Remote Similarity NPD6059 Approved
0.6186 Remote Similarity NPD8377 Approved
0.6186 Remote Similarity NPD6054 Approved
0.6186 Remote Similarity NPD8294 Approved
0.6182 Remote Similarity NPD6920 Discontinued
0.6173 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6168 Remote Similarity NPD5285 Approved
0.6168 Remote Similarity NPD5286 Approved
0.6168 Remote Similarity NPD4700 Approved
0.6168 Remote Similarity NPD4696 Approved
0.6154 Remote Similarity NPD7327 Approved
0.6154 Remote Similarity NPD7328 Approved
0.6148 Remote Similarity NPD7078 Approved
0.6139 Remote Similarity NPD5737 Approved
0.6139 Remote Similarity NPD6672 Approved
0.6134 Remote Similarity NPD8296 Approved
0.6134 Remote Similarity NPD8380 Approved
0.6134 Remote Similarity NPD8335 Approved
0.6134 Remote Similarity NPD8379 Approved
0.6134 Remote Similarity NPD8033 Approved
0.6134 Remote Similarity NPD8378 Approved
0.6132 Remote Similarity NPD5173 Approved
0.6122 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6122 Remote Similarity NPD3669 Approved
0.6117 Remote Similarity NPD6411 Approved
0.6102 Remote Similarity NPD7516 Approved
0.61 Remote Similarity NPD7146 Approved
0.61 Remote Similarity NPD6409 Approved
0.61 Remote Similarity NPD7334 Approved
0.61 Remote Similarity NPD7521 Approved
0.61 Remote Similarity NPD3574 Clinical (unspecified phase)
0.61 Remote Similarity NPD5330 Approved
0.61 Remote Similarity NPD6684 Approved
0.6095 Remote Similarity NPD7991 Discontinued
0.6095 Remote Similarity NPD5695 Phase 3
0.6082 Remote Similarity NPD1780 Approved
0.6082 Remote Similarity NPD1779 Approved
0.6078 Remote Similarity NPD4753 Phase 2
0.6075 Remote Similarity NPD5696 Approved
0.6071 Remote Similarity NPD6686 Approved
0.6068 Remote Similarity NPD6009 Approved
0.6061 Remote Similarity NPD3666 Approved
0.6061 Remote Similarity NPD3133 Approved
0.6061 Remote Similarity NPD3665 Phase 1
0.6055 Remote Similarity NPD5211 Phase 2
0.6055 Remote Similarity NPD5225 Approved
0.6055 Remote Similarity NPD5226 Approved
0.6055 Remote Similarity NPD4633 Approved
0.6055 Remote Similarity NPD5224 Approved
0.605 Remote Similarity NPD6319 Approved
0.6 Remote Similarity NPD6015 Approved
0.6 Remote Similarity NPD6016 Approved
0.6 Remote Similarity NPD5174 Approved
0.6 Remote Similarity NPD5175 Approved
0.6 Remote Similarity NPD229 Approved
0.5983 Remote Similarity NPD6868 Approved
0.5983 Remote Similarity NPD6274 Approved
0.598 Remote Similarity NPD6903 Approved
0.5966 Remote Similarity NPD7101 Approved
0.5966 Remote Similarity NPD7100 Approved
0.5965 Remote Similarity NPD4634 Approved
0.5963 Remote Similarity NPD5223 Approved
0.5962 Remote Similarity NPD7637 Suspended
0.595 Remote Similarity NPD5988 Approved
0.5948 Remote Similarity NPD4632 Approved
0.5946 Remote Similarity NPD5141 Approved
0.5943 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5929 Remote Similarity NPD6415 Discontinued
0.5926 Remote Similarity NPD4225 Approved
0.5922 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5922 Remote Similarity NPD6101 Approved
0.5909 Remote Similarity NPD7909 Approved
0.59 Remote Similarity NPD3668 Phase 3
0.5893 Remote Similarity NPD4767 Approved
0.5893 Remote Similarity NPD4768 Approved
0.5882 Remote Similarity NPD6335 Approved
0.5877 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5868 Remote Similarity NPD6908 Approved
0.5868 Remote Similarity NPD6909 Approved
0.5856 Remote Similarity NPD4754 Approved
0.5804 Remote Similarity NPD4057 Clinical (unspecified phase)
0.5804 Remote Similarity NPD4056 Clinical (unspecified phase)
0.5798 Remote Similarity NPD6317 Approved
0.5794 Remote Similarity NPD4629 Approved
0.5794 Remote Similarity NPD5210 Approved
0.5789 Remote Similarity NPD7339 Approved
0.5789 Remote Similarity NPD4730 Approved
0.5789 Remote Similarity NPD6942 Approved
0.5789 Remote Similarity NPD4729 Approved
0.5789 Remote Similarity NPD2257 Approved
0.5789 Remote Similarity NPD5128 Approved

Structure

External Identifiers

PubChem CID   52944262
ChEMBL   CHEMBL1269322
ZINC  

Physicochemical Properties

Molecular Weight:  548.37
ALogP:  0.204
MLogP:  4.21
XLogP:  7.74
# Rotatable Bonds:  16
Polar Surface Area:  113.29
# H-Bond Aceptor:  7
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  39

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs