Natural Product: NPC92489

Natural Product ID:  NPC92489
Common Name:   Dihydroisoalantolactone
IUPAC Name:   (3S,3aR,4aS,8aR,9aR)-3,8a-dimethyl-5-methylidene-3a,4,4a,6,7,8,9,9a-octahydro-3H-benzo[f][1]benzofuran-2-one
Synonyms:   11,13-Dihydroisoalantolactone; Dihydroisoalantolactone
Molecular Formula:   C15H22O2
Standard InCHIKey:  YYJRTJYCOMIDIC-GGAZOKNXSA-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/h10-13H,1,4-8H2,2-3H3/t10-,11+,12-,13+,15+/m0/s1
Canonical SMILES:  C=C1CCC[C@]2([C@H]1C[C@H]1[C@@H](C2)OC(=O)[C@H]1C)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*
NPO17755 Inula helenium Species Asteraceae Eukaryota TCMID*
NPO21727 Osmanthus fragrans Species Oleaceae Eukaryota TCMID*
NPO6544 Carpesium longifolium Species Asteraceae Eukaryota TCMID*
NPO9124 Inula japonica Species Asteraceae Eukaryota TCMID*

  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 > 50 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 NPC92489 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
0.9211 High Similarity NPC226988
0.9079 High Similarity NPC209318
0.9079 High Similarity NPC475951
0.9079 High Similarity NPC223330
0.8974 High Similarity NPC97505
0.8734 High Similarity NPC139566
0.8684 High Similarity NPC35574
0.8642 High Similarity NPC305029
0.8642 High Similarity NPC181103
0.8642 High Similarity NPC175293
0.8608 High Similarity NPC194637
0.859 High Similarity NPC475665
0.859 High Similarity NPC38642
0.8519 High Similarity NPC6979
0.8519 High Similarity NPC9231
0.8519 High Similarity NPC85698
0.85 High Similarity NPC475509
0.85 High Similarity NPC470011
0.85 High Similarity NPC219011
0.8462 Intermediate Similarity NPC170038
0.8434 Intermediate Similarity NPC116620
0.8434 Intermediate Similarity NPC11611
0.8434 Intermediate Similarity NPC194642
0.8421 Intermediate Similarity NPC476601
0.8395 Intermediate Similarity NPC98270
0.8375 Intermediate Similarity NPC471037
0.8375 Intermediate Similarity NPC470948
0.8333 Intermediate Similarity NPC469868
0.8333 Intermediate Similarity NPC475776
0.8333 Intermediate Similarity NPC118987
0.8313 Intermediate Similarity NPC474845
0.8312 Intermediate Similarity NPC474433
0.8293 Intermediate Similarity NPC471042
0.8293 Intermediate Similarity NPC477920
0.8267 Intermediate Similarity NPC109510
0.825 Intermediate Similarity NPC476458
0.825 Intermediate Similarity NPC258153
0.8235 Intermediate Similarity NPC49420
0.8214 Intermediate Similarity NPC77001
0.8214 Intermediate Similarity NPC73995
0.8214 Intermediate Similarity NPC253618
0.8194 Intermediate Similarity NPC84562
0.8193 Intermediate Similarity NPC470012
0.8182 Intermediate Similarity NPC41017
0.8171 Intermediate Similarity NPC52628
0.8158 Intermediate Similarity NPC55508
0.8143 Intermediate Similarity NPC306750
0.814 Intermediate Similarity NPC470224
0.814 Intermediate Similarity NPC474436
0.814 Intermediate Similarity NPC49776
0.814 Intermediate Similarity NPC63118
0.814 Intermediate Similarity NPC147272
0.8118 Intermediate Similarity NPC152467
0.8101 Intermediate Similarity NPC471475
0.8095 Intermediate Similarity NPC477128
0.8095 Intermediate Similarity NPC4309
0.8095 Intermediate Similarity NPC215831
0.8072 Intermediate Similarity NPC329943
0.8072 Intermediate Similarity NPC10005
0.8072 Intermediate Similarity NPC12774
0.8072 Intermediate Similarity NPC9892
0.8072 Intermediate Similarity NPC185638
0.8072 Intermediate Similarity NPC325594
0.8072 Intermediate Similarity NPC91525
0.8056 Intermediate Similarity NPC474768
0.8049 Intermediate Similarity NPC100391
0.8046 Intermediate Similarity NPC225474
0.8046 Intermediate Similarity NPC24861
0.8046 Intermediate Similarity NPC469596
0.8046 Intermediate Similarity NPC148000
0.8026 Intermediate Similarity NPC474755
0.8026 Intermediate Similarity NPC279241
0.8025 Intermediate Similarity NPC178676
0.8023 Intermediate Similarity NPC160506
0.8023 Intermediate Similarity NPC233345
0.8023 Intermediate Similarity NPC186363
0.8 Intermediate Similarity NPC195424
0.8 Intermediate Similarity NPC471043
0.7976 Intermediate Similarity NPC46912
0.7976 Intermediate Similarity NPC162107
0.7976 Intermediate Similarity NPC33768
0.7955 Intermediate Similarity NPC157686
0.7955 Intermediate Similarity NPC56369
0.7955 Intermediate Similarity NPC90014
0.7955 Intermediate Similarity NPC259042
0.7952 Intermediate Similarity NPC264317
0.7952 Intermediate Similarity NPC476602
0.7952 Intermediate Similarity NPC294438
0.7952 Intermediate Similarity NPC474971
0.7952 Intermediate Similarity NPC470223
0.7931 Intermediate Similarity NPC294263
0.7931 Intermediate Similarity NPC474185
0.7927 Intermediate Similarity NPC170862
0.7927 Intermediate Similarity NPC243347
0.7907 Intermediate Similarity NPC153853
0.7907 Intermediate Similarity NPC474842
0.7907 Intermediate Similarity NPC475965
0.7907 Intermediate Similarity NPC471896
0.7901 Intermediate Similarity NPC473420
0.7901 Intermediate Similarity NPC232625
0.7882 Intermediate Similarity NPC474719
0.7882 Intermediate Similarity NPC277771
0.7882 Intermediate Similarity NPC28227
0.7882 Intermediate Similarity NPC224145
0.7875 Intermediate Similarity NPC305835
0.7875 Intermediate Similarity NPC263951
0.7875 Intermediate Similarity NPC47808
0.7865 Intermediate Similarity NPC93245
0.7865 Intermediate Similarity NPC473964
0.7865 Intermediate Similarity NPC256227
0.7865 Intermediate Similarity NPC307164
0.7857 Intermediate Similarity NPC250981
0.7857 Intermediate Similarity NPC2783
0.7857 Intermediate Similarity NPC73038
0.7857 Intermediate Similarity NPC264127
0.7848 Intermediate Similarity NPC307865
0.7848 Intermediate Similarity NPC143250
0.7848 Intermediate Similarity NPC238227
0.7848 Intermediate Similarity NPC84868
0.7841 Intermediate Similarity NPC159410
0.7841 Intermediate Similarity NPC473434
0.7841 Intermediate Similarity NPC471446
0.7841 Intermediate Similarity NPC474841
0.7841 Intermediate Similarity NPC303863
0.7831 Intermediate Similarity NPC130966
0.7821 Intermediate Similarity NPC39362
0.7816 Intermediate Similarity NPC198054
0.7816 Intermediate Similarity NPC475416
0.7816 Intermediate Similarity NPC470230
0.7816 Intermediate Similarity NPC471901
0.7816 Intermediate Similarity NPC250753
0.7791 Intermediate Similarity NPC474679
0.7791 Intermediate Similarity NPC288699
0.7791 Intermediate Similarity NPC475049
0.7791 Intermediate Similarity NPC474889
0.7778 Intermediate Similarity NPC304194
0.7778 Intermediate Similarity NPC473963
0.7778 Intermediate Similarity NPC274522
0.7778 Intermediate Similarity NPC136781
0.7778 Intermediate Similarity NPC476265
0.7778 Intermediate Similarity NPC474921
0.7778 Intermediate Similarity NPC206735
0.7765 Intermediate Similarity NPC269360
0.7765 Intermediate Similarity NPC474684
0.7765 Intermediate Similarity NPC264005
0.7765 Intermediate Similarity NPC167877
0.7765 Intermediate Similarity NPC142361
0.7763 Intermediate Similarity NPC91369
0.7753 Intermediate Similarity NPC183012
0.7753 Intermediate Similarity NPC210214
0.7753 Intermediate Similarity NPC98639
0.775 Intermediate Similarity NPC63020
0.7746 Intermediate Similarity NPC478126
0.7738 Intermediate Similarity NPC177932
0.7738 Intermediate Similarity NPC329738
0.7738 Intermediate Similarity NPC110405
0.7738 Intermediate Similarity NPC323765
0.7727 Intermediate Similarity NPC141497
0.7727 Intermediate Similarity NPC471902
0.7727 Intermediate Similarity NPC287118
0.7727 Intermediate Similarity NPC107674
0.7727 Intermediate Similarity NPC473690
0.7727 Intermediate Similarity NPC170220
0.7714 Intermediate Similarity NPC240206
0.7711 Intermediate Similarity NPC22611
0.7711 Intermediate Similarity NPC312480
0.7701 Intermediate Similarity NPC120840
0.7701 Intermediate Similarity NPC8062
0.7701 Intermediate Similarity NPC111585
0.7701 Intermediate Similarity NPC328141
0.7701 Intermediate Similarity NPC474728
0.7701 Intermediate Similarity NPC113989
0.7701 Intermediate Similarity NPC175628
0.7701 Intermediate Similarity NPC148414
0.7692 Intermediate Similarity NPC102313
0.7692 Intermediate Similarity NPC199316
0.7692 Intermediate Similarity NPC473155
0.7692 Intermediate Similarity NPC164349
0.7692 Intermediate Similarity NPC252295
0.7692 Intermediate Similarity NPC71152
0.7683 Intermediate Similarity NPC474955
0.7674 Intermediate Similarity NPC229407
0.7674 Intermediate Similarity NPC472220
0.7674 Intermediate Similarity NPC40552
0.7674 Intermediate Similarity NPC48824
0.7674 Intermediate Similarity NPC146937
0.7674 Intermediate Similarity NPC471900
0.7674 Intermediate Similarity NPC97884
0.7674 Intermediate Similarity NPC80335
0.7674 Intermediate Similarity NPC16377
0.7674 Intermediate Similarity NPC250687
0.7674 Intermediate Similarity NPC254572
0.7674 Intermediate Similarity NPC246708
0.7674 Intermediate Similarity NPC226863
0.7667 Intermediate Similarity NPC13949
0.7667 Intermediate Similarity NPC104568
0.7667 Intermediate Similarity NPC29410
0.7667 Intermediate Similarity NPC200054
0.7662 Intermediate Similarity NPC72343
0.7654 Intermediate Similarity NPC73013

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC92489 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
0.8023 Intermediate Similarity NPD8035 Phase 2
0.8023 Intermediate Similarity NPD8034 Phase 2
0.7952 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7738 Intermediate Similarity NPD1694 Approved
0.7647 Intermediate Similarity NPD5330 Approved
0.7647 Intermediate Similarity NPD6684 Approved
0.7647 Intermediate Similarity NPD7146 Approved
0.7647 Intermediate Similarity NPD7334 Approved
0.7647 Intermediate Similarity NPD7521 Approved
0.7647 Intermediate Similarity NPD6409 Approved
0.764 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.764 Intermediate Similarity NPD7900 Approved
0.7528 Intermediate Similarity NPD6399 Phase 3
0.7471 Intermediate Similarity NPD6903 Approved
0.7471 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7444 Intermediate Similarity NPD7748 Approved
0.7442 Intermediate Similarity NPD3618 Phase 1
0.7391 Intermediate Similarity NPD7902 Approved
0.7381 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7363 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7356 Intermediate Similarity NPD3573 Approved
0.7273 Intermediate Similarity NPD5737 Approved
0.7273 Intermediate Similarity NPD6672 Approved
0.7253 Intermediate Similarity NPD6001 Approved
0.7222 Intermediate Similarity NPD7515 Phase 2
0.7216 Intermediate Similarity NPD6008 Approved
0.7215 Intermediate Similarity NPD5777 Approved
0.7176 Intermediate Similarity NPD3667 Approved
0.7073 Intermediate Similarity NPD6117 Approved
0.7045 Intermediate Similarity NPD6098 Approved
0.7037 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD4786 Approved
0.7011 Intermediate Similarity NPD3668 Phase 3
0.7 Intermediate Similarity NPD5328 Approved
0.6988 Remote Similarity NPD6116 Phase 1
0.6947 Remote Similarity NPD4225 Approved
0.6947 Remote Similarity NPD7638 Approved
0.6923 Remote Similarity NPD5207 Approved
0.6905 Remote Similarity NPD6114 Approved
0.6905 Remote Similarity NPD6115 Approved
0.6905 Remote Similarity NPD6697 Approved
0.6905 Remote Similarity NPD6118 Approved
0.6889 Remote Similarity NPD5208 Approved
0.6875 Remote Similarity NPD7639 Approved
0.6875 Remote Similarity NPD7640 Approved
0.6869 Remote Similarity NPD7128 Approved
0.6869 Remote Similarity NPD6675 Approved
0.6869 Remote Similarity NPD5739 Approved
0.6869 Remote Similarity NPD6402 Approved
0.6848 Remote Similarity NPD6079 Approved
0.6832 Remote Similarity NPD6373 Approved
0.6832 Remote Similarity NPD6372 Approved
0.6818 Remote Similarity NPD3665 Phase 1
0.6818 Remote Similarity NPD3666 Approved
0.6818 Remote Similarity NPD3133 Approved
0.6813 Remote Similarity NPD6673 Approved
0.6813 Remote Similarity NPD6904 Approved
0.6813 Remote Similarity NPD6080 Approved
0.68 Remote Similarity NPD5701 Approved
0.68 Remote Similarity NPD5697 Approved
0.6774 Remote Similarity NPD4202 Approved
0.6771 Remote Similarity NPD5696 Approved
0.675 Remote Similarity NPD3700 Clinical (unspecified phase)
0.675 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6747 Remote Similarity NPD3702 Approved
0.6737 Remote Similarity NPD5349 Clinical (unspecified phase)
0.6737 Remote Similarity NPD4697 Phase 3
0.6733 Remote Similarity NPD6881 Approved
0.6733 Remote Similarity NPD6011 Approved
0.6733 Remote Similarity NPD7320 Approved
0.6733 Remote Similarity NPD6899 Approved
0.6705 Remote Similarity NPD4788 Approved
0.6699 Remote Similarity NPD6649 Approved
0.6699 Remote Similarity NPD6650 Approved
0.6667 Remote Similarity NPD6013 Approved
0.6667 Remote Similarity NPD6084 Phase 2
0.6667 Remote Similarity NPD6014 Approved
0.6667 Remote Similarity NPD6083 Phase 2
0.6667 Remote Similarity NPD6012 Approved
0.6667 Remote Similarity NPD5693 Phase 1
0.6634 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6632 Remote Similarity NPD5695 Phase 3
0.6625 Remote Similarity NPD229 Approved
0.6602 Remote Similarity NPD7290 Approved
0.6602 Remote Similarity NPD7102 Approved
0.6602 Remote Similarity NPD6883 Approved
0.6585 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6585 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6582 Remote Similarity NPD4224 Phase 2
0.6579 Remote Similarity NPD1145 Discontinued
0.6562 Remote Similarity NPD5222 Approved
0.6562 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6562 Remote Similarity NPD5221 Approved
0.6559 Remote Similarity NPD5692 Phase 3
0.6548 Remote Similarity NPD3703 Phase 2
0.6538 Remote Similarity NPD8130 Phase 1
0.6538 Remote Similarity NPD6617 Approved
0.6538 Remote Similarity NPD6847 Approved
0.6538 Remote Similarity NPD6869 Approved
0.6538 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6495 Remote Similarity NPD4755 Approved
0.6495 Remote Similarity NPD5173 Approved
0.6489 Remote Similarity NPD6050 Approved
0.6489 Remote Similarity NPD5694 Approved
0.6489 Remote Similarity NPD6411 Approved
0.6484 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6476 Remote Similarity NPD8297 Approved
0.6476 Remote Similarity NPD6882 Approved
0.6456 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6452 Remote Similarity NPD6051 Approved
0.6442 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6437 Remote Similarity NPD7645 Phase 2
0.6408 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6404 Remote Similarity NPD4221 Approved
0.6404 Remote Similarity NPD4223 Phase 3
0.64 Remote Similarity NPD7632 Discontinued
0.6389 Remote Similarity NPD7115 Discovery
0.6364 Remote Similarity NPD5286 Approved
0.6364 Remote Similarity NPD7525 Registered
0.6364 Remote Similarity NPD5285 Approved
0.6364 Remote Similarity NPD4700 Approved
0.6364 Remote Similarity NPD4696 Approved
0.6353 Remote Similarity NPD8039 Approved
0.6346 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6346 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6341 Remote Similarity NPD3698 Phase 2
0.6341 Remote Similarity NPD4137 Phase 3
0.6337 Remote Similarity NPD6052 Approved
0.6322 Remote Similarity NPD3617 Approved
0.6316 Remote Similarity NPD5284 Approved
0.6316 Remote Similarity NPD5281 Approved
0.6306 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6304 Remote Similarity NPD5279 Phase 3
0.63 Remote Similarity NPD5223 Approved
0.6296 Remote Similarity NPD6274 Approved
0.6296 Remote Similarity NPD6868 Approved
0.6279 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6277 Remote Similarity NPD6101 Approved
0.6277 Remote Similarity NPD4753 Phase 2
0.6277 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6265 Remote Similarity NPD4244 Approved
0.6265 Remote Similarity NPD4245 Approved
0.6265 Remote Similarity NPD4747 Approved
0.6265 Remote Similarity NPD4691 Approved
0.6264 Remote Similarity NPD4197 Approved
0.6262 Remote Similarity NPD4632 Approved
0.6262 Remote Similarity NPD8133 Approved
0.625 Remote Similarity NPD9496 Clinical (unspecified phase)
0.6239 Remote Similarity NPD6317 Approved
0.6238 Remote Similarity NPD5224 Approved
0.6238 Remote Similarity NPD5226 Approved
0.6238 Remote Similarity NPD5211 Phase 2
0.6238 Remote Similarity NPD5225 Approved
0.6238 Remote Similarity NPD4633 Approved
0.622 Remote Similarity NPD5360 Phase 3
0.622 Remote Similarity NPD3621 Clinical (unspecified phase)
0.622 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6196 Remote Similarity NPD5329 Approved
0.619 Remote Similarity NPD6081 Approved
0.6182 Remote Similarity NPD6314 Approved
0.6182 Remote Similarity NPD6335 Approved
0.6182 Remote Similarity NPD6313 Approved
0.618 Remote Similarity NPD4695 Discontinued
0.6176 Remote Similarity NPD5175 Approved
0.6176 Remote Similarity NPD5174 Approved
0.6176 Remote Similarity NPD4754 Approved
0.6163 Remote Similarity NPD7339 Approved
0.6163 Remote Similarity NPD6942 Approved
0.6136 Remote Similarity NPD3671 Phase 1
0.6129 Remote Similarity NPD4693 Phase 3
0.6129 Remote Similarity NPD4688 Approved
0.6129 Remote Similarity NPD4138 Approved
0.6129 Remote Similarity NPD4623 Approved
0.6129 Remote Similarity NPD4519 Discontinued
0.6129 Remote Similarity NPD4689 Approved
0.6129 Remote Similarity NPD5205 Approved
0.6129 Remote Similarity NPD4690 Approved
0.6126 Remote Similarity NPD7100 Approved
0.6126 Remote Similarity NPD7101 Approved
0.6122 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6122 Remote Similarity NPD5210 Approved
0.6122 Remote Similarity NPD5654 Approved
0.6122 Remote Similarity NPD4629 Approved
0.6117 Remote Similarity NPD5141 Approved
0.6111 Remote Similarity NPD1779 Approved
0.6111 Remote Similarity NPD1780 Approved
0.6105 Remote Similarity NPD1695 Approved
0.6105 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6095 Remote Similarity NPD6686 Approved
0.6091 Remote Similarity NPD6009 Approved
0.6082 Remote Similarity NPD5778 Approved
0.6082 Remote Similarity NPD5779 Approved
0.6071 Remote Similarity NPD6319 Approved
0.6071 Remote Similarity NPD4789 Approved
0.6061 Remote Similarity NPD7732 Phase 3
0.6058 Remote Similarity NPD4767 Approved
0.6058 Remote Similarity NPD4768 Approved
0.6047 Remote Similarity NPD4058 Approved
0.6022 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6018 Remote Similarity NPD6909 Approved

Structure

External Identifiers

PubChem CID   6451323
ChEMBL   CHEMBL486423
ZINC  

Physicochemical Properties

Molecular Weight:  234.16
ALogP:  0.462
MLogP:  2.89
XLogP:  3.863
# Rotatable Bonds:  2
Polar Surface Area:  26.3
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  17

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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