Natural Product: NPC35574

Natural Product ID:  NPC35574
Common Name:   11,13-Dihydroalantolactone
IUPAC Name:   (3S,3aR,5S,8aR,9aR)-3,5,8a-trimethyl-3,3a,5,6,7,8,9,9a-octahydrobenzo[f][1]benzofuran-2-one
Synonyms:   11,13-Dihydroalantolactone
Molecular Formula:   C15H22O2
Standard InCHIKey:  UHXFRFWUSTUALX-CTFUPSTPSA-N
Standard InCHI:  InChI=1S/C15H22O2/c1-9-5-4-6-15(3)8-13-11(7-12(9)15)10(2)14(16)17-13/h7,9-11,13H,4-6,8H2,1-3H3/t9-,10-,11+,13+,15+/m0/s1
Canonical SMILES:  C[C@@H]1C(=O)O[C@H]2[C@@H]1C=C1[C@@H](C)CCC[C@@]1(C2)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
NPO17755 Inula helenium Species Asteraceae Eukaryota TM-MC*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT453 Cell Line HT-1080 Homo sapiens IC50 > 50 ug/ml 23451797
NPT65 Cell Line HepG2 Homo sapiens IC50 > 50 ug/ml 23451797
NPT81 Cell Line A549 Homo sapiens IC50 = 24.79 ug/ml 23451797

  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 NPC35574 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
0.9351 High Similarity NPC470948
0.9221 High Similarity NPC178676
0.9189 High Similarity NPC41017
0.9091 High Similarity NPC475665
0.9 High Similarity NPC6979
0.8987 High Similarity NPC139566
0.8961 High Similarity NPC195424
0.8875 High Similarity NPC110405
0.875 High Similarity NPC100391
0.8684 High Similarity NPC92489
0.8675 High Similarity NPC73995
0.8642 High Similarity NPC52628
0.863 High Similarity NPC199557
0.8625 High Similarity NPC22611
0.8571 High Similarity NPC152467
0.8554 High Similarity NPC477128
0.8554 High Similarity NPC215831
0.8537 High Similarity NPC264127
0.8471 Intermediate Similarity NPC49420
0.8471 Intermediate Similarity NPC186363
0.8471 Intermediate Similarity NPC233345
0.8434 Intermediate Similarity NPC167877
0.8415 Intermediate Similarity NPC470223
0.8375 Intermediate Similarity NPC473420
0.8353 Intermediate Similarity NPC158488
0.8353 Intermediate Similarity NPC220454
0.8353 Intermediate Similarity NPC469595
0.8353 Intermediate Similarity NPC212679
0.8333 Intermediate Similarity NPC472220
0.8333 Intermediate Similarity NPC226863
0.8333 Intermediate Similarity NPC474845
0.8333 Intermediate Similarity NPC28227
0.8333 Intermediate Similarity NPC97884
0.8276 Intermediate Similarity NPC250075
0.8272 Intermediate Similarity NPC186276
0.8272 Intermediate Similarity NPC226988
0.8267 Intermediate Similarity NPC472955
0.8228 Intermediate Similarity NPC4827
0.8193 Intermediate Similarity NPC329738
0.8193 Intermediate Similarity NPC323765
0.8193 Intermediate Similarity NPC476602
0.8182 Intermediate Similarity NPC183012
0.8182 Intermediate Similarity NPC166797
0.8171 Intermediate Similarity NPC193198
0.8161 Intermediate Similarity NPC474436
0.8161 Intermediate Similarity NPC49776
0.8161 Intermediate Similarity NPC475657
0.8161 Intermediate Similarity NPC63118
0.8161 Intermediate Similarity NPC470224
0.8148 Intermediate Similarity NPC223330
0.8148 Intermediate Similarity NPC38642
0.8148 Intermediate Similarity NPC475951
0.8148 Intermediate Similarity NPC474955
0.8148 Intermediate Similarity NPC209318
0.8148 Intermediate Similarity NPC327002
0.8133 Intermediate Similarity NPC144511
0.8133 Intermediate Similarity NPC296522
0.8125 Intermediate Similarity NPC327674
0.8125 Intermediate Similarity NPC44083
0.8125 Intermediate Similarity NPC153987
0.8118 Intermediate Similarity NPC277771
0.8108 Intermediate Similarity NPC469868
0.8101 Intermediate Similarity NPC283619
0.8101 Intermediate Similarity NPC472300
0.8101 Intermediate Similarity NPC187568
0.8101 Intermediate Similarity NPC41780
0.8095 Intermediate Similarity NPC10005
0.8095 Intermediate Similarity NPC329943
0.8095 Intermediate Similarity NPC329692
0.8095 Intermediate Similarity NPC250981
0.8095 Intermediate Similarity NPC91525
0.8095 Intermediate Similarity NPC325594
0.8095 Intermediate Similarity NPC195640
0.8095 Intermediate Similarity NPC9892
0.8095 Intermediate Similarity NPC155011
0.8072 Intermediate Similarity NPC312660
0.8072 Intermediate Similarity NPC30486
0.8072 Intermediate Similarity NPC295799
0.8072 Intermediate Similarity NPC97505
0.8068 Intermediate Similarity NPC477130
0.8068 Intermediate Similarity NPC477129
0.8049 Intermediate Similarity NPC73882
0.8049 Intermediate Similarity NPC240302
0.8046 Intermediate Similarity NPC26888
0.8023 Intermediate Similarity NPC471222
0.8023 Intermediate Similarity NPC474679
0.8023 Intermediate Similarity NPC168131
0.8 Intermediate Similarity NPC46912
0.8 Intermediate Similarity NPC477926
0.8 Intermediate Similarity NPC321514
0.8 Intermediate Similarity NPC162107
0.7978 Intermediate Similarity NPC469599
0.7976 Intermediate Similarity NPC177932
0.7976 Intermediate Similarity NPC300985
0.7976 Intermediate Similarity NPC189311
0.7975 Intermediate Similarity NPC899
0.7975 Intermediate Similarity NPC476601
0.7955 Intermediate Similarity NPC474185
0.7952 Intermediate Similarity NPC312480
0.7952 Intermediate Similarity NPC222358
0.7952 Intermediate Similarity NPC194637
0.7949 Intermediate Similarity NPC472966
0.7949 Intermediate Similarity NPC306928
0.7931 Intermediate Similarity NPC15059
0.7931 Intermediate Similarity NPC111585
0.7931 Intermediate Similarity NPC469372
0.7931 Intermediate Similarity NPC474728
0.7931 Intermediate Similarity NPC148414
0.7931 Intermediate Similarity NPC471896
0.7931 Intermediate Similarity NPC175628
0.7927 Intermediate Similarity NPC476988
0.7927 Intermediate Similarity NPC149237
0.7912 Intermediate Similarity NPC216478
0.7907 Intermediate Similarity NPC224145
0.7907 Intermediate Similarity NPC473229
0.7901 Intermediate Similarity NPC476177
0.7901 Intermediate Similarity NPC158565
0.7889 Intermediate Similarity NPC112654
0.7889 Intermediate Similarity NPC307164
0.7882 Intermediate Similarity NPC73038
0.7882 Intermediate Similarity NPC473226
0.7882 Intermediate Similarity NPC220478
0.7875 Intermediate Similarity NPC195785
0.7875 Intermediate Similarity NPC15975
0.7875 Intermediate Similarity NPC316500
0.7865 Intermediate Similarity NPC159410
0.7865 Intermediate Similarity NPC56525
0.7865 Intermediate Similarity NPC470697
0.7857 Intermediate Similarity NPC470011
0.7857 Intermediate Similarity NPC469407
0.7857 Intermediate Similarity NPC469569
0.7857 Intermediate Similarity NPC165064
0.7857 Intermediate Similarity NPC219011
0.7848 Intermediate Similarity NPC324762
0.7841 Intermediate Similarity NPC297265
0.7841 Intermediate Similarity NPC470590
0.7841 Intermediate Similarity NPC285184
0.7841 Intermediate Similarity NPC77099
0.7841 Intermediate Similarity NPC60755
0.7841 Intermediate Similarity NPC65513
0.7831 Intermediate Similarity NPC328351
0.7831 Intermediate Similarity NPC200513
0.7831 Intermediate Similarity NPC151519
0.7816 Intermediate Similarity NPC474889
0.7816 Intermediate Similarity NPC470588
0.7816 Intermediate Similarity NPC475049
0.7816 Intermediate Similarity NPC474396
0.7816 Intermediate Similarity NPC50488
0.7816 Intermediate Similarity NPC288699
0.7805 Intermediate Similarity NPC474956
0.7805 Intermediate Similarity NPC267517
0.7805 Intermediate Similarity NPC170038
0.7802 Intermediate Similarity NPC474343
0.7802 Intermediate Similarity NPC226986
0.7802 Intermediate Similarity NPC292133
0.7791 Intermediate Similarity NPC159046
0.7791 Intermediate Similarity NPC233836
0.7791 Intermediate Similarity NPC142361
0.7791 Intermediate Similarity NPC175293
0.7791 Intermediate Similarity NPC71507
0.7791 Intermediate Similarity NPC181103
0.7791 Intermediate Similarity NPC312561
0.7791 Intermediate Similarity NPC38885
0.7791 Intermediate Similarity NPC187376
0.7791 Intermediate Similarity NPC474684
0.7791 Intermediate Similarity NPC305029
0.7765 Intermediate Similarity NPC476678
0.7753 Intermediate Similarity NPC79117
0.7753 Intermediate Similarity NPC476597
0.7753 Intermediate Similarity NPC170220
0.7753 Intermediate Similarity NPC141497
0.7753 Intermediate Similarity NPC166346
0.7753 Intermediate Similarity NPC476598
0.7753 Intermediate Similarity NPC107674
0.775 Intermediate Similarity NPC235906
0.775 Intermediate Similarity NPC69143
0.7727 Intermediate Similarity NPC120840
0.7727 Intermediate Similarity NPC328141
0.7727 Intermediate Similarity NPC44240
0.7727 Intermediate Similarity NPC113989
0.7727 Intermediate Similarity NPC474842
0.7727 Intermediate Similarity NPC232202
0.7727 Intermediate Similarity NPC475965
0.7722 Intermediate Similarity NPC283908
0.7722 Intermediate Similarity NPC103958
0.7722 Intermediate Similarity NPC183503
0.7722 Intermediate Similarity NPC161923
0.7717 Intermediate Similarity NPC241657
0.7717 Intermediate Similarity NPC23364
0.7717 Intermediate Similarity NPC164349
0.7717 Intermediate Similarity NPC252295
0.7711 Intermediate Similarity NPC229584
0.7711 Intermediate Similarity NPC282293
0.7711 Intermediate Similarity NPC142163
0.7711 Intermediate Similarity NPC14151
0.7711 Intermediate Similarity NPC14203
0.7711 Intermediate Similarity NPC108476
0.7701 Intermediate Similarity NPC470629
0.7701 Intermediate Similarity NPC290690
0.7701 Intermediate Similarity NPC246708

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC35574 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
0.8161 Intermediate Similarity NPD6399 Phase 3
0.8095 Intermediate Similarity NPD6409 Approved
0.8095 Intermediate Similarity NPD7334 Approved
0.8095 Intermediate Similarity NPD7146 Approved
0.8095 Intermediate Similarity NPD6684 Approved
0.8095 Intermediate Similarity NPD7521 Approved
0.8095 Intermediate Similarity NPD5330 Approved
0.7976 Intermediate Similarity NPD1694 Approved
0.7907 Intermediate Similarity NPD6903 Approved
0.7907 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7831 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7831 Intermediate Similarity NPD3667 Approved
0.7701 Intermediate Similarity NPD6672 Approved
0.7701 Intermediate Similarity NPD5737 Approved
0.7667 Intermediate Similarity NPD7900 Approved
0.7667 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7647 Intermediate Similarity NPD4786 Approved
0.7647 Intermediate Similarity NPD3668 Phase 3
0.7528 Intermediate Similarity NPD5207 Approved
0.7473 Intermediate Similarity NPD7748 Approved
0.7471 Intermediate Similarity NPD6098 Approved
0.7471 Intermediate Similarity NPD3618 Phase 1
0.7423 Intermediate Similarity NPD6008 Approved
0.7419 Intermediate Similarity NPD7902 Approved
0.7391 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7386 Intermediate Similarity NPD3573 Approved
0.7303 Intermediate Similarity NPD5208 Approved
0.7283 Intermediate Similarity NPD6001 Approved
0.7253 Intermediate Similarity NPD6411 Approved
0.7253 Intermediate Similarity NPD7515 Phase 2
0.7241 Intermediate Similarity NPD3666 Approved
0.7241 Intermediate Similarity NPD3133 Approved
0.7241 Intermediate Similarity NPD3665 Phase 1
0.7222 Intermediate Similarity NPD6904 Approved
0.7222 Intermediate Similarity NPD6673 Approved
0.7222 Intermediate Similarity NPD6080 Approved
0.7204 Intermediate Similarity NPD5695 Phase 3
0.7195 Intermediate Similarity NPD8039 Approved
0.7158 Intermediate Similarity NPD5696 Approved
0.7158 Intermediate Similarity NPD4225 Approved
0.7143 Intermediate Similarity NPD5692 Phase 3
0.7079 Intermediate Similarity NPD5279 Phase 3
0.7065 Intermediate Similarity NPD5694 Approved
0.7065 Intermediate Similarity NPD6050 Approved
0.7065 Intermediate Similarity NPD8035 Phase 2
0.7065 Intermediate Similarity NPD8034 Phase 2
0.7065 Intermediate Similarity NPD5693 Phase 1
0.7053 Intermediate Similarity NPD6084 Phase 2
0.7053 Intermediate Similarity NPD6083 Phase 2
0.7033 Intermediate Similarity NPD6101 Approved
0.7033 Intermediate Similarity NPD5328 Approved
0.7033 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.6977 Remote Similarity NPD4695 Discontinued
0.6966 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6947 Remote Similarity NPD5349 Clinical (unspecified phase)
0.6905 Remote Similarity NPD3701 Clinical (unspecified phase)
0.69 Remote Similarity NPD6402 Approved
0.69 Remote Similarity NPD5739 Approved
0.69 Remote Similarity NPD7128 Approved
0.69 Remote Similarity NPD6675 Approved
0.6882 Remote Similarity NPD6079 Approved
0.6882 Remote Similarity NPD5281 Approved
0.6882 Remote Similarity NPD5284 Approved
0.6863 Remote Similarity NPD6373 Approved
0.6863 Remote Similarity NPD6372 Approved
0.6848 Remote Similarity NPD6051 Approved
0.6848 Remote Similarity NPD1695 Approved
0.6842 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6832 Remote Similarity NPD5701 Approved
0.6832 Remote Similarity NPD5697 Approved
0.6818 Remote Similarity NPD4223 Phase 3
0.6818 Remote Similarity NPD4221 Approved
0.6809 Remote Similarity NPD5778 Approved
0.6809 Remote Similarity NPD4202 Approved
0.6809 Remote Similarity NPD5779 Approved
0.6804 Remote Similarity NPD7638 Approved
0.679 Remote Similarity NPD4137 Phase 3
0.6786 Remote Similarity NPD7339 Approved
0.6786 Remote Similarity NPD6942 Approved
0.6778 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6771 Remote Similarity NPD4697 Phase 3
0.6765 Remote Similarity NPD7320 Approved
0.6765 Remote Similarity NPD6011 Approved
0.6765 Remote Similarity NPD6881 Approved
0.6765 Remote Similarity NPD6899 Approved
0.6735 Remote Similarity NPD7639 Approved
0.6735 Remote Similarity NPD7640 Approved
0.6731 Remote Similarity NPD6650 Approved
0.6731 Remote Similarity NPD6649 Approved
0.6707 Remote Similarity NPD4747 Approved
0.6707 Remote Similarity NPD4691 Approved
0.6705 Remote Similarity NPD5369 Approved
0.67 Remote Similarity NPD6052 Approved
0.6699 Remote Similarity NPD6013 Approved
0.6699 Remote Similarity NPD6014 Approved
0.6699 Remote Similarity NPD6012 Approved
0.6667 Remote Similarity NPD4753 Phase 2
0.6667 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4197 Approved
0.6667 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5654 Approved
0.6635 Remote Similarity NPD6883 Approved
0.6635 Remote Similarity NPD7102 Approved
0.6635 Remote Similarity NPD7290 Approved
0.6627 Remote Similarity NPD5276 Approved
0.6627 Remote Similarity NPD5777 Approved
0.6598 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6598 Remote Similarity NPD5222 Approved
0.6598 Remote Similarity NPD5221 Approved
0.6593 Remote Similarity NPD5329 Approved
0.6574 Remote Similarity NPD7115 Discovery
0.6571 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6571 Remote Similarity NPD8130 Phase 1
0.6571 Remote Similarity NPD6869 Approved
0.6571 Remote Similarity NPD6847 Approved
0.6571 Remote Similarity NPD6617 Approved
0.6562 Remote Similarity NPD5282 Discontinued
0.6556 Remote Similarity NPD7154 Phase 3
0.6556 Remote Similarity NPD5362 Discontinued
0.6552 Remote Similarity NPD3617 Approved
0.6552 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6531 Remote Similarity NPD4755 Approved
0.6531 Remote Similarity NPD5959 Approved
0.6531 Remote Similarity NPD5173 Approved
0.6526 Remote Similarity NPD7637 Suspended
0.6522 Remote Similarity NPD6422 Discontinued
0.6522 Remote Similarity NPD4138 Approved
0.6522 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6522 Remote Similarity NPD4689 Approved
0.6522 Remote Similarity NPD4690 Approved
0.6522 Remote Similarity NPD5280 Approved
0.6522 Remote Similarity NPD4693 Phase 3
0.6522 Remote Similarity NPD4519 Discontinued
0.6522 Remote Similarity NPD4688 Approved
0.6522 Remote Similarity NPD4623 Approved
0.6522 Remote Similarity NPD5205 Approved
0.6522 Remote Similarity NPD5690 Phase 2
0.6522 Remote Similarity NPD4694 Approved
0.6509 Remote Similarity NPD6882 Approved
0.6509 Remote Similarity NPD8297 Approved
0.6505 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6495 Remote Similarity NPD4629 Approved
0.6495 Remote Similarity NPD5210 Approved
0.6477 Remote Similarity NPD7645 Phase 2
0.6471 Remote Similarity NPD6924 Approved
0.6471 Remote Similarity NPD5733 Approved
0.6471 Remote Similarity NPD4687 Approved
0.6471 Remote Similarity NPD4058 Approved
0.6471 Remote Similarity NPD6926 Approved
0.6444 Remote Similarity NPD4269 Approved
0.6444 Remote Similarity NPD4270 Approved
0.6444 Remote Similarity NPD6435 Approved
0.6442 Remote Similarity NPD6686 Approved
0.6429 Remote Similarity NPD7732 Phase 3
0.6421 Remote Similarity NPD5785 Approved
0.64 Remote Similarity NPD5285 Approved
0.64 Remote Similarity NPD4696 Approved
0.64 Remote Similarity NPD5286 Approved
0.64 Remote Similarity NPD4700 Approved
0.6346 Remote Similarity NPD6412 Phase 2
0.6346 Remote Similarity NPD6614 Approved
0.6344 Remote Similarity NPD5786 Approved
0.6339 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6337 Remote Similarity NPD5223 Approved
0.6333 Remote Similarity NPD4692 Approved
0.6333 Remote Similarity NPD4139 Approved
0.633 Remote Similarity NPD6868 Approved
0.633 Remote Similarity NPD6274 Approved
0.6322 Remote Similarity NPD6933 Approved
0.6321 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6296 Remote Similarity NPD7094 Approved
0.6296 Remote Similarity NPD6858 Approved
0.6296 Remote Similarity NPD4632 Approved
0.6279 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6275 Remote Similarity NPD5211 Phase 2
0.6275 Remote Similarity NPD5225 Approved
0.6275 Remote Similarity NPD5224 Approved
0.6275 Remote Similarity NPD5226 Approved
0.6275 Remote Similarity NPD4633 Approved
0.6273 Remote Similarity NPD6317 Approved
0.6264 Remote Similarity NPD5209 Approved
0.625 Remote Similarity NPD4096 Approved
0.6237 Remote Similarity NPD5363 Approved
0.6235 Remote Similarity NPD7150 Approved
0.6235 Remote Similarity NPD7152 Approved
0.6235 Remote Similarity NPD7151 Approved
0.6226 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6226 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6222 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6222 Remote Similarity NPD7525 Registered
0.6222 Remote Similarity NPD5368 Approved
0.6222 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6222 Remote Similarity NPD4252 Approved
0.6216 Remote Similarity NPD6335 Approved
0.6216 Remote Similarity NPD6313 Approved
0.6216 Remote Similarity NPD6314 Approved
0.6214 Remote Similarity NPD4754 Approved
0.6214 Remote Similarity NPD5175 Approved
0.6214 Remote Similarity NPD5174 Approved
0.6211 Remote Similarity NPD4518 Approved

Structure

External Identifiers

PubChem CID   10633476
ChEMBL   CHEMBL2332654
ZINC  

Physicochemical Properties

Molecular Weight:  234.16
ALogP:  0.6174
MLogP:  2.89
XLogP:  3.511
# Rotatable Bonds:  3
Polar Surface Area:  26.3
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  17

Download Data

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