Natural Product: NPC178541

Natural Product ID:  NPC178541
Common Name:   Friedelin-3,4-Lactone
IUPAC Name:  
Synonyms:   Friedelin-3,4-Lactone
Molecular Formula:   C30H50O2
Standard InCHIKey:  UYYLYVBSUPHXSX-PFTFKKIYSA-N
Standard InCHI:  InChI=1S/C30H50O2/c1-20-27(5)12-11-22-28(6,21(27)9-10-24(31)32-20)16-18-30(8)23-19-25(2,3)13-14-26(23,4)15-17-29(22,30)7/h20-23H,9-19H2,1-8H3/t20-,21-,22+,23-,26-,27-,28+,29-,30+/m1/s1
Canonical SMILES:  O=C1CC[C@@H]2[C@]([C@H](O1)C)(C)CC[C@H]1[C@@]2(C)CC[C@@]2([C@]1(C)CC[C@@]1([C@H]2CC(C)(C)CC1)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
NPO4744 Garcia parviflora Species Euphorbiaceae Eukaryota Leaves PMID[20958014]
NPO4744 Garcia parviflora Species Euphorbiaceae Eukaryota branch PMID[20958014]
NPO4744 Garcia parviflora Species Euphorbiaceae Eukaryota PMID[20958014]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT380 Cell Line U-251 Homo sapiens IC50 = 17100 nM 20958014

  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 NPC178541 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
0.8714 High Similarity NPC475230
0.8378 Intermediate Similarity NPC243594
0.8378 Intermediate Similarity NPC31031
0.831 Intermediate Similarity NPC478227
0.8267 Intermediate Similarity NPC73013
0.8158 Intermediate Similarity NPC261616
0.8143 Intermediate Similarity NPC100917
0.8143 Intermediate Similarity NPC281203
0.8143 Intermediate Similarity NPC31187
0.8143 Intermediate Similarity NPC469724
0.8108 Intermediate Similarity NPC471046
0.8082 Intermediate Similarity NPC96759
0.806 Intermediate Similarity NPC306750
0.8056 Intermediate Similarity NPC469940
0.8052 Intermediate Similarity NPC48756
0.8052 Intermediate Similarity NPC280781
0.8028 Intermediate Similarity NPC295788
0.8 Intermediate Similarity NPC298168
0.8 Intermediate Similarity NPC143133
0.7973 Intermediate Similarity NPC179858
0.7949 Intermediate Similarity NPC289486
0.7949 Intermediate Similarity NPC61107
0.7917 Intermediate Similarity NPC108131
0.7917 Intermediate Similarity NPC477929
0.7895 Intermediate Similarity NPC472608
0.7895 Intermediate Similarity NPC26029
0.7887 Intermediate Similarity NPC2568
0.7887 Intermediate Similarity NPC260319
0.7887 Intermediate Similarity NPC103647
0.7887 Intermediate Similarity NPC180777
0.7838 Intermediate Similarity NPC74639
0.7838 Intermediate Similarity NPC280026
0.7838 Intermediate Similarity NPC167702
0.7821 Intermediate Similarity NPC474870
0.7821 Intermediate Similarity NPC271572
0.7808 Intermediate Similarity NPC197701
0.7778 Intermediate Similarity NPC476734
0.7778 Intermediate Similarity NPC469941
0.7778 Intermediate Similarity NPC319671
0.7778 Intermediate Similarity NPC252032
0.7763 Intermediate Similarity NPC474404
0.7763 Intermediate Similarity NPC477918
0.775 Intermediate Similarity NPC181871
0.775 Intermediate Similarity NPC237938
0.775 Intermediate Similarity NPC219535
0.775 Intermediate Similarity NPC473299
0.775 Intermediate Similarity NPC9060
0.775 Intermediate Similarity NPC475509
0.7746 Intermediate Similarity NPC41542
0.7733 Intermediate Similarity NPC212733
0.7733 Intermediate Similarity NPC477934
0.7703 Intermediate Similarity NPC474123
0.7703 Intermediate Similarity NPC282905
0.7703 Intermediate Similarity NPC477229
0.7703 Intermediate Similarity NPC109510
0.7703 Intermediate Similarity NPC68426
0.7662 Intermediate Similarity NPC63020
0.7654 Intermediate Similarity NPC474572
0.7654 Intermediate Similarity NPC62572
0.7654 Intermediate Similarity NPC98270
0.7632 Intermediate Similarity NPC4209
0.7632 Intermediate Similarity NPC477932
0.7632 Intermediate Similarity NPC477933
0.7606 Intermediate Similarity NPC84562
0.7606 Intermediate Similarity NPC42060
0.76 Intermediate Similarity NPC168511
0.76 Intermediate Similarity NPC55508
0.76 Intermediate Similarity NPC159325
0.76 Intermediate Similarity NPC130011
0.7595 Intermediate Similarity NPC58631
0.7595 Intermediate Similarity NPC476071
0.7568 Intermediate Similarity NPC290058
0.7564 Intermediate Similarity NPC471475
0.7564 Intermediate Similarity NPC80891
0.7564 Intermediate Similarity NPC201276
0.7561 Intermediate Similarity NPC83242
0.7561 Intermediate Similarity NPC10005
0.7561 Intermediate Similarity NPC329943
0.7561 Intermediate Similarity NPC91525
0.7561 Intermediate Similarity NPC9892
0.7534 Intermediate Similarity NPC64466
0.7532 Intermediate Similarity NPC207010
0.7532 Intermediate Similarity NPC471151
0.7532 Intermediate Similarity NPC317913
0.7531 Intermediate Similarity NPC312660
0.75 Intermediate Similarity NPC30583
0.75 Intermediate Similarity NPC174964
0.75 Intermediate Similarity NPC13494
0.75 Intermediate Similarity NPC102156
0.75 Intermediate Similarity NPC267753
0.75 Intermediate Similarity NPC97534
0.75 Intermediate Similarity NPC148740
0.75 Intermediate Similarity NPC195155
0.747 Intermediate Similarity NPC46912
0.747 Intermediate Similarity NPC162107
0.7468 Intermediate Similarity NPC267517
0.7468 Intermediate Similarity NPC472853
0.7467 Intermediate Similarity NPC81759
0.7467 Intermediate Similarity NPC36310
0.7467 Intermediate Similarity NPC474755
0.7467 Intermediate Similarity NPC279241
0.7465 Intermediate Similarity NPC19311
0.7465 Intermediate Similarity NPC230047
0.7439 Intermediate Similarity NPC131350
0.7436 Intermediate Similarity NPC185465
0.7436 Intermediate Similarity NPC199965
0.7436 Intermediate Similarity NPC476732
0.7436 Intermediate Similarity NPC34046
0.7436 Intermediate Similarity NPC80089
0.7436 Intermediate Similarity NPC329117
0.7436 Intermediate Similarity NPC224802
0.7436 Intermediate Similarity NPC324700
0.7436 Intermediate Similarity NPC171426
0.7432 Intermediate Similarity NPC477850
0.7407 Intermediate Similarity NPC471037
0.7407 Intermediate Similarity NPC170862
0.7403 Intermediate Similarity NPC108840
0.7403 Intermediate Similarity NPC475742
0.7403 Intermediate Similarity NPC5767
0.7397 Intermediate Similarity NPC470956
0.7397 Intermediate Similarity NPC474954
0.7397 Intermediate Similarity NPC475977
0.7397 Intermediate Similarity NPC473225
0.7391 Intermediate Similarity NPC204173
0.7381 Intermediate Similarity NPC473319
0.7381 Intermediate Similarity NPC474845
0.7381 Intermediate Similarity NPC131104
0.7381 Intermediate Similarity NPC224145
0.7381 Intermediate Similarity NPC4309
0.7381 Intermediate Similarity NPC3032
0.7375 Intermediate Similarity NPC476494
0.7375 Intermediate Similarity NPC50658
0.7375 Intermediate Similarity NPC77311
0.7368 Intermediate Similarity NPC255168
0.7368 Intermediate Similarity NPC477930
0.7361 Intermediate Similarity NPC268736
0.7361 Intermediate Similarity NPC477931
0.7349 Intermediate Similarity NPC12774
0.7344 Intermediate Similarity NPC314084
0.7342 Intermediate Similarity NPC320144
0.7333 Intermediate Similarity NPC156277
0.7333 Intermediate Similarity NPC151018
0.7333 Intermediate Similarity NPC320549
0.7333 Intermediate Similarity NPC58057
0.7317 Intermediate Similarity NPC319909
0.7317 Intermediate Similarity NPC156981
0.7317 Intermediate Similarity NPC471044
0.7317 Intermediate Similarity NPC473336
0.7308 Intermediate Similarity NPC221420
0.7308 Intermediate Similarity NPC180199
0.7308 Intermediate Similarity NPC84868
0.7308 Intermediate Similarity NPC477919
0.7308 Intermediate Similarity NPC112463
0.7308 Intermediate Similarity NPC23884
0.7297 Intermediate Similarity NPC324607
0.7297 Intermediate Similarity NPC6120
0.7297 Intermediate Similarity NPC474962
0.7297 Intermediate Similarity NPC213178
0.7297 Intermediate Similarity NPC321732
0.7297 Intermediate Similarity NPC131892
0.7297 Intermediate Similarity NPC327728
0.7297 Intermediate Similarity NPC196197
0.7294 Intermediate Similarity NPC67653
0.7294 Intermediate Similarity NPC475049
0.7294 Intermediate Similarity NPC471459
0.7294 Intermediate Similarity NPC30522
0.7284 Intermediate Similarity NPC477935
0.7284 Intermediate Similarity NPC477936
0.7284 Intermediate Similarity NPC24556
0.7273 Intermediate Similarity NPC72444
0.7273 Intermediate Similarity NPC472311
0.7262 Intermediate Similarity NPC33768
0.7262 Intermediate Similarity NPC252714
0.726 Intermediate Similarity NPC130459
0.726 Intermediate Similarity NPC474221
0.726 Intermediate Similarity NPC478180
0.725 Intermediate Similarity NPC274522
0.725 Intermediate Similarity NPC476265
0.725 Intermediate Similarity NPC125366
0.7237 Intermediate Similarity NPC310766
0.7237 Intermediate Similarity NPC232112
0.7229 Intermediate Similarity NPC264317
0.7229 Intermediate Similarity NPC474971
0.7229 Intermediate Similarity NPC294438
0.7222 Intermediate Similarity NPC469791
0.7209 Intermediate Similarity NPC18536
0.7209 Intermediate Similarity NPC88337
0.7209 Intermediate Similarity NPC185529
0.7209 Intermediate Similarity NPC113989
0.7209 Intermediate Similarity NPC50443
0.7209 Intermediate Similarity NPC472146
0.7209 Intermediate Similarity NPC474728
0.7209 Intermediate Similarity NPC120840
0.7209 Intermediate Similarity NPC475211
0.7195 Intermediate Similarity NPC269684
0.7195 Intermediate Similarity NPC15821
0.7195 Intermediate Similarity NPC259173
0.7179 Intermediate Similarity NPC474020
0.7179 Intermediate Similarity NPC92489
0.7176 Intermediate Similarity NPC40552

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC178541 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
0.8571 High Similarity NPD5777 Approved
0.7838 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7632 Intermediate Similarity NPD6117 Approved
0.7606 Intermediate Similarity NPD4224 Phase 2
0.7532 Intermediate Similarity NPD6116 Phase 1
0.75 Intermediate Similarity NPD3702 Approved
0.7436 Intermediate Similarity NPD6697 Approved
0.7436 Intermediate Similarity NPD6115 Approved
0.7436 Intermediate Similarity NPD6118 Approved
0.7436 Intermediate Similarity NPD6114 Approved
0.7432 Intermediate Similarity NPD4244 Approved
0.7432 Intermediate Similarity NPD4245 Approved
0.7333 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD6081 Approved
0.7297 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD3698 Phase 2
0.7297 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7229 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD4789 Approved
0.7176 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD8035 Phase 2
0.7126 Intermediate Similarity NPD8034 Phase 2
0.6986 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6966 Remote Similarity NPD7900 Approved
0.6966 Remote Similarity NPD7748 Approved
0.6966 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6941 Remote Similarity NPD7521 Approved
0.6941 Remote Similarity NPD6409 Approved
0.6941 Remote Similarity NPD7146 Approved
0.6941 Remote Similarity NPD7334 Approved
0.6941 Remote Similarity NPD5330 Approved
0.6941 Remote Similarity NPD6684 Approved
0.6933 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6933 Remote Similarity NPD5360 Phase 3
0.6842 Remote Similarity NPD3725 Approved
0.6842 Remote Similarity NPD3726 Approved
0.6835 Remote Similarity NPD3703 Phase 2
0.6782 Remote Similarity NPD6903 Approved
0.6742 Remote Similarity NPD7515 Phase 2
0.6739 Remote Similarity NPD7902 Approved
0.6591 Remote Similarity NPD6672 Approved
0.6591 Remote Similarity NPD5737 Approved
0.6585 Remote Similarity NPD3671 Phase 1
0.6548 Remote Similarity NPD1780 Approved
0.6548 Remote Similarity NPD1779 Approved
0.6522 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6484 Remote Similarity NPD6399 Phase 3
0.6456 Remote Similarity NPD4758 Discontinued
0.6406 Remote Similarity NPD2699 Approved
0.6364 Remote Similarity NPD6098 Approved
0.6301 Remote Similarity NPD3198 Approved
0.6292 Remote Similarity NPD3573 Approved
0.6286 Remote Similarity NPD615 Clinical (unspecified phase)
0.6279 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6207 Remote Similarity NPD4788 Approved
0.619 Remote Similarity NPD5364 Discontinued
0.6154 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6154 Remote Similarity NPD6904 Approved
0.6154 Remote Similarity NPD6673 Approved
0.6154 Remote Similarity NPD6080 Approved
0.6136 Remote Similarity NPD4786 Approved
0.6105 Remote Similarity NPD7732 Phase 3
0.6094 Remote Similarity NPD387 Clinical (unspecified phase)
0.6092 Remote Similarity NPD3667 Approved
0.6076 Remote Similarity NPD229 Approved
0.6047 Remote Similarity NPD6928 Phase 2
0.6044 Remote Similarity NPD5208 Approved
0.6042 Remote Similarity NPD6083 Phase 2
0.6042 Remote Similarity NPD6084 Phase 2
0.6023 Remote Similarity NPD3669 Approved
0.6023 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6 Remote Similarity NPD4267 Clinical (unspecified phase)
0.5979 Remote Similarity NPD7638 Approved
0.5974 Remote Similarity NPD7909 Approved
0.5955 Remote Similarity NPD3668 Phase 3
0.5955 Remote Similarity NPD3133 Approved
0.5955 Remote Similarity NPD3665 Phase 1
0.5955 Remote Similarity NPD3666 Approved
0.5938 Remote Similarity NPD5349 Clinical (unspecified phase)
0.593 Remote Similarity NPD7645 Phase 2
0.5926 Remote Similarity NPD4787 Phase 1
0.5918 Remote Similarity NPD7639 Approved
0.5918 Remote Similarity NPD8418 Phase 2
0.5918 Remote Similarity NPD7640 Approved
0.5889 Remote Similarity NPD1694 Approved
0.5882 Remote Similarity NPD2266 Phase 2
0.5882 Remote Similarity NPD6125 Clinical (unspecified phase)
0.5851 Remote Similarity NPD6411 Approved
0.5851 Remote Similarity NPD6050 Approved
0.5851 Remote Similarity NPD5693 Phase 1
0.5842 Remote Similarity NPD8170 Clinical (unspecified phase)
0.5833 Remote Similarity NPD5695 Phase 3
0.5824 Remote Similarity NPD3618 Phase 1
0.5821 Remote Similarity NPD634 Phase 3
0.5816 Remote Similarity NPD5696 Approved
0.5814 Remote Similarity NPD4802 Phase 2
0.5814 Remote Similarity NPD3617 Approved
0.5814 Remote Similarity NPD4238 Approved
0.5806 Remote Similarity NPD6051 Approved
0.5806 Remote Similarity NPD5328 Approved
0.58 Remote Similarity NPD7632 Discontinued
0.5784 Remote Similarity NPD6402 Approved
0.5784 Remote Similarity NPD6675 Approved
0.5784 Remote Similarity NPD7128 Approved
0.5784 Remote Similarity NPD5739 Approved
0.5775 Remote Similarity NPD3186 Phase 1
0.5773 Remote Similarity NPD7614 Phase 1
0.5769 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5745 Remote Similarity NPD5207 Approved
0.5745 Remote Similarity NPD5692 Phase 3
0.5732 Remote Similarity NPD2687 Approved
0.5732 Remote Similarity NPD2254 Approved
0.5732 Remote Similarity NPD2686 Approved
0.5729 Remote Similarity NPD6001 Approved
0.5701 Remote Similarity NPD8133 Approved
0.5701 Remote Similarity NPD6858 Approved
0.5701 Remote Similarity NPD7094 Approved
0.5698 Remote Similarity NPD8143 Approved
0.5698 Remote Similarity NPD8144 Approved
0.5696 Remote Similarity NPD9496 Clinical (unspecified phase)
0.5688 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5684 Remote Similarity NPD6079 Approved
0.5684 Remote Similarity NPD5694 Approved
0.5673 Remote Similarity NPD6881 Approved
0.5673 Remote Similarity NPD7320 Approved
0.5673 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5673 Remote Similarity NPD6899 Approved
0.5647 Remote Similarity NPD2257 Approved
0.5647 Remote Similarity NPD8039 Approved
0.5638 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5638 Remote Similarity NPD6101 Approved
0.5632 Remote Similarity NPD4776 Phase 2
0.5632 Remote Similarity NPD4777 Suspended
0.5631 Remote Similarity NPD6008 Approved
0.5631 Remote Similarity NPD8040 Discontinued
0.5631 Remote Similarity NPD6920 Discontinued
0.5619 Remote Similarity NPD6373 Approved
0.5619 Remote Similarity NPD6372 Approved
0.5616 Remote Similarity NPD3730 Approved
0.5616 Remote Similarity NPD3728 Approved

Structure

External Identifiers

PubChem CID   14105790
ChEMBL   CHEMBL1641908
ZINC  

Physicochemical Properties

Molecular Weight:  442.38
ALogP:  3.0963
MLogP:  4.54
XLogP:  12.373
# Rotatable Bonds:  8
Polar Surface Area:  26.3
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  32

Download Data

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