Natural Product: NPC131350

Natural Product ID:  NPC131350
Common Name:   Lycernuic Acid C
IUPAC Name:  
Synonyms:   lycernuic acid C
Molecular Formula:   C30H50O7
Standard InCHIKey:  GXXMOCUQFZJZRW-MEWBIXJBSA-N
Standard InCHI:  InChI=1S/C30H50O7/c1-25-11-8-18-26(2,13-10-22(33)29(18,5)24(35)36)17(25)6-7-19-27(3)12-9-21(32)28(4,16-31)20(27)14-23(34)30(19,37)15-25/h17-23,31-34,37H,6-16H2,1-5H3,(H,35,36)/t17-,18+,19+,20+,21+,22-,23-,25-,26+,27+,28+,29+,30+/m0/s1
Canonical SMILES:  OC[C@@]1(C)[C@H](O)CC[C@]2([C@H]1C[C@H](O)[C@@]1([C@@H]2CC[C@H]2[C@@](C1)(C)CC[C@@H]1[C@]2(C)CC[C@@H]([C@]1(C)C(=O)O)O)O)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
NPO29769 Lycopodium cernuum Species Lycopodiaceae Eukaryota PMID[12141856]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 20 ug/ml 19097894

  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 NPC131350 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
0.8554 High Similarity NPC476071
0.8488 Intermediate Similarity NPC83242
0.8471 Intermediate Similarity NPC237938
0.8471 Intermediate Similarity NPC219535
0.8452 Intermediate Similarity NPC121121
0.8409 Intermediate Similarity NPC24705
0.8409 Intermediate Similarity NPC56962
0.8315 Intermediate Similarity NPC472146
0.8315 Intermediate Similarity NPC185529
0.8295 Intermediate Similarity NPC476379
0.8256 Intermediate Similarity NPC473299
0.825 Intermediate Similarity NPC81759
0.8193 Intermediate Similarity NPC324700
0.8193 Intermediate Similarity NPC34046
0.8193 Intermediate Similarity NPC80089
0.8193 Intermediate Similarity NPC224802
0.8193 Intermediate Similarity NPC472608
0.8193 Intermediate Similarity NPC171426
0.8182 Intermediate Similarity NPC263802
0.814 Intermediate Similarity NPC269684
0.8118 Intermediate Similarity NPC12933
0.8111 Intermediate Similarity NPC50443
0.8111 Intermediate Similarity NPC88337
0.8111 Intermediate Similarity NPC475211
0.8111 Intermediate Similarity NPC18536
0.8095 Intermediate Similarity NPC80891
0.8095 Intermediate Similarity NPC201276
0.809 Intermediate Similarity NPC131104
0.809 Intermediate Similarity NPC473319
0.809 Intermediate Similarity NPC3032
0.8072 Intermediate Similarity NPC143133
0.8072 Intermediate Similarity NPC298168
0.8068 Intermediate Similarity NPC472272
0.8068 Intermediate Similarity NPC302111
0.8046 Intermediate Similarity NPC471044
0.8046 Intermediate Similarity NPC473336
0.8046 Intermediate Similarity NPC477434
0.8043 Intermediate Similarity NPC277399
0.8 Intermediate Similarity NPC67653
0.8 Intermediate Similarity NPC471459
0.7978 Intermediate Similarity NPC252714
0.7978 Intermediate Similarity NPC470920
0.7976 Intermediate Similarity NPC31031
0.7976 Intermediate Similarity NPC26029
0.7976 Intermediate Similarity NPC243594
0.7957 Intermediate Similarity NPC82633
0.7952 Intermediate Similarity NPC474020
0.7952 Intermediate Similarity NPC4209
0.7935 Intermediate Similarity NPC291373
0.7927 Intermediate Similarity NPC74639
0.7907 Intermediate Similarity NPC280781
0.7907 Intermediate Similarity NPC48756
0.7895 Intermediate Similarity NPC472144
0.7889 Intermediate Similarity NPC476435
0.7889 Intermediate Similarity NPC471221
0.7875 Intermediate Similarity NPC470833
0.7872 Intermediate Similarity NPC163685
0.7872 Intermediate Similarity NPC25848
0.7872 Intermediate Similarity NPC235109
0.7872 Intermediate Similarity NPC19376
0.7872 Intermediate Similarity NPC116683
0.7872 Intermediate Similarity NPC307282
0.7872 Intermediate Similarity NPC201657
0.7872 Intermediate Similarity NPC305464
0.7857 Intermediate Similarity NPC207010
0.7857 Intermediate Similarity NPC317913
0.7857 Intermediate Similarity NPC112463
0.7841 Intermediate Similarity NPC50438
0.7841 Intermediate Similarity NPC34984
0.7841 Intermediate Similarity NPC25037
0.7831 Intermediate Similarity NPC212733
0.7816 Intermediate Similarity NPC154043
0.7816 Intermediate Similarity NPC61107
0.7816 Intermediate Similarity NPC202688
0.7816 Intermediate Similarity NPC268040
0.7816 Intermediate Similarity NPC477935
0.7816 Intermediate Similarity NPC289486
0.7816 Intermediate Similarity NPC30583
0.7816 Intermediate Similarity NPC60018
0.7812 Intermediate Similarity NPC35239
0.7805 Intermediate Similarity NPC477229
0.7805 Intermediate Similarity NPC282905
0.7805 Intermediate Similarity NPC68426
0.7802 Intermediate Similarity NPC57954
0.7802 Intermediate Similarity NPC213832
0.7802 Intermediate Similarity NPC220498
0.7791 Intermediate Similarity NPC261616
0.7789 Intermediate Similarity NPC261935
0.7789 Intermediate Similarity NPC106112
0.7789 Intermediate Similarity NPC472145
0.7753 Intermediate Similarity NPC477205
0.7742 Intermediate Similarity NPC472148
0.7742 Intermediate Similarity NPC472147
0.7742 Intermediate Similarity NPC275809
0.7738 Intermediate Similarity NPC108840
0.7732 Intermediate Similarity NPC256247
0.7717 Intermediate Similarity NPC470114
0.7717 Intermediate Similarity NPC49320
0.7711 Intermediate Similarity NPC168511
0.7711 Intermediate Similarity NPC167702
0.7711 Intermediate Similarity NPC477930
0.7711 Intermediate Similarity NPC159325
0.7711 Intermediate Similarity NPC280026
0.7708 Intermediate Similarity NPC271614
0.7708 Intermediate Similarity NPC29765
0.7708 Intermediate Similarity NPC111214
0.7701 Intermediate Similarity NPC50658
0.7692 Intermediate Similarity NPC471900
0.7677 Intermediate Similarity NPC475036
0.7674 Intermediate Similarity NPC320144
0.7674 Intermediate Similarity NPC220379
0.7667 Intermediate Similarity NPC114378
0.7667 Intermediate Similarity NPC103782
0.766 Intermediate Similarity NPC231063
0.766 Intermediate Similarity NPC88116
0.766 Intermediate Similarity NPC309127
0.766 Intermediate Similarity NPC299996
0.766 Intermediate Similarity NPC263548
0.766 Intermediate Similarity NPC282395
0.766 Intermediate Similarity NPC247877
0.766 Intermediate Similarity NPC32407
0.766 Intermediate Similarity NPC469982
0.766 Intermediate Similarity NPC20235
0.766 Intermediate Similarity NPC145667
0.7647 Intermediate Similarity NPC180199
0.7647 Intermediate Similarity NPC23884
0.7647 Intermediate Similarity NPC477919
0.764 Intermediate Similarity NPC9060
0.764 Intermediate Similarity NPC319909
0.764 Intermediate Similarity NPC181871
0.7634 Intermediate Similarity NPC25299
0.7634 Intermediate Similarity NPC472149
0.7634 Intermediate Similarity NPC475708
0.7634 Intermediate Similarity NPC155120
0.7634 Intermediate Similarity NPC324341
0.7634 Intermediate Similarity NPC300351
0.7634 Intermediate Similarity NPC306541
0.7634 Intermediate Similarity NPC52021
0.7634 Intermediate Similarity NPC235884
0.7634 Intermediate Similarity NPC71074
0.7634 Intermediate Similarity NPC966
0.7634 Intermediate Similarity NPC282616
0.7634 Intermediate Similarity NPC288833
0.7634 Intermediate Similarity NPC84319
0.7634 Intermediate Similarity NPC228784
0.7629 Intermediate Similarity NPC477655
0.7625 Intermediate Similarity NPC41542
0.7619 Intermediate Similarity NPC195155
0.7619 Intermediate Similarity NPC267753
0.7619 Intermediate Similarity NPC174964
0.7619 Intermediate Similarity NPC97534
0.7614 Intermediate Similarity NPC477936
0.7609 Intermediate Similarity NPC477443
0.7609 Intermediate Similarity NPC477440
0.7604 Intermediate Similarity NPC247139
0.7604 Intermediate Similarity NPC43686
0.7604 Intermediate Similarity NPC9613
0.7595 Intermediate Similarity NPC19311
0.7595 Intermediate Similarity NPC260116
0.7595 Intermediate Similarity NPC230047
0.7595 Intermediate Similarity NPC80463
0.7586 Intermediate Similarity NPC470609
0.7586 Intermediate Similarity NPC477851
0.7582 Intermediate Similarity NPC264005
0.7582 Intermediate Similarity NPC239938
0.7582 Intermediate Similarity NPC202937
0.7582 Intermediate Similarity NPC269360
0.7579 Intermediate Similarity NPC41070
0.7576 Intermediate Similarity NPC225238
0.7558 Intermediate Similarity NPC185465
0.7558 Intermediate Similarity NPC476732
0.7558 Intermediate Similarity NPC199965
0.7556 Intermediate Similarity NPC62572
0.7556 Intermediate Similarity NPC266651
0.7556 Intermediate Similarity NPC477445
0.7556 Intermediate Similarity NPC474572
0.7553 Intermediate Similarity NPC473690
0.7553 Intermediate Similarity NPC471902
0.7553 Intermediate Similarity NPC136313
0.7553 Intermediate Similarity NPC287118
0.7553 Intermediate Similarity NPC74855
0.7553 Intermediate Similarity NPC307335
0.7553 Intermediate Similarity NPC476189
0.7531 Intermediate Similarity NPC478228
0.7531 Intermediate Similarity NPC475893
0.7529 Intermediate Similarity NPC5767
0.7529 Intermediate Similarity NPC477932
0.7529 Intermediate Similarity NPC477933
0.7529 Intermediate Similarity NPC475742
0.7528 Intermediate Similarity NPC268578
0.7528 Intermediate Similarity NPC217559
0.7528 Intermediate Similarity NPC292458
0.7527 Intermediate Similarity NPC169933
0.7527 Intermediate Similarity NPC172361
0.7527 Intermediate Similarity NPC477442
0.7527 Intermediate Similarity NPC477433
0.7527 Intermediate Similarity NPC86372
0.7527 Intermediate Similarity NPC477444
0.7526 Intermediate Similarity NPC188833
0.75 Intermediate Similarity NPC58631

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC131350 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
0.8193 Intermediate Similarity NPD6115 Approved
0.8193 Intermediate Similarity NPD6114 Approved
0.8193 Intermediate Similarity NPD6697 Approved
0.8193 Intermediate Similarity NPD6118 Approved
0.7952 Intermediate Similarity NPD6117 Approved
0.7857 Intermediate Similarity NPD6116 Phase 1
0.7711 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7412 Intermediate Similarity NPD3703 Phase 2
0.7363 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7229 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7229 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7229 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD7515 Phase 2
0.6941 Remote Similarity NPD4244 Approved
0.6941 Remote Similarity NPD4245 Approved
0.6907 Remote Similarity NPD8035 Phase 2
0.6907 Remote Similarity NPD8034 Phase 2
0.6905 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6905 Remote Similarity NPD5360 Phase 3
0.6867 Remote Similarity NPD4224 Phase 2
0.686 Remote Similarity NPD6081 Approved
0.6824 Remote Similarity NPD3698 Phase 2
0.6768 Remote Similarity NPD7748 Approved
0.6757 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6744 Remote Similarity NPD4789 Approved
0.6729 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5777 Approved
0.6629 Remote Similarity NPD3702 Approved
0.6602 Remote Similarity NPD8418 Phase 2
0.6593 Remote Similarity NPD3671 Phase 1
0.6574 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6569 Remote Similarity NPD7902 Approved
0.6548 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6509 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6486 Remote Similarity NPD8133 Approved
0.6477 Remote Similarity NPD4758 Discontinued
0.6429 Remote Similarity NPD7909 Approved
0.6413 Remote Similarity NPD5364 Discontinued
0.641 Remote Similarity NPD8328 Phase 3
0.6381 Remote Similarity NPD1700 Approved
0.6379 Remote Similarity NPD6921 Approved
0.6346 Remote Similarity NPD7638 Approved
0.6329 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6316 Remote Similarity NPD7115 Discovery
0.6286 Remote Similarity NPD7639 Approved
0.6286 Remote Similarity NPD7640 Approved
0.6275 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6275 Remote Similarity NPD7900 Approved
0.625 Remote Similarity NPD3670 Clinical (unspecified phase)
0.625 Remote Similarity NPD3669 Approved
0.6235 Remote Similarity NPD371 Approved
0.6228 Remote Similarity NPD6940 Discontinued
0.6216 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6216 Remote Similarity NPD4634 Approved
0.6211 Remote Similarity NPD1779 Approved
0.6211 Remote Similarity NPD1780 Approved
0.618 Remote Similarity NPD4787 Phase 1
0.617 Remote Similarity NPD7645 Phase 2
0.6168 Remote Similarity NPD7632 Discontinued
0.6154 Remote Similarity NPD6319 Approved
0.6148 Remote Similarity NPD7319 Approved
0.6147 Remote Similarity NPD6402 Approved
0.6147 Remote Similarity NPD5739 Approved
0.6147 Remote Similarity NPD7128 Approved
0.6147 Remote Similarity NPD6675 Approved
0.6105 Remote Similarity NPD6928 Phase 2
0.6082 Remote Similarity NPD4788 Approved
0.6078 Remote Similarity NPD6411 Approved
0.6066 Remote Similarity NPD7736 Approved
0.6061 Remote Similarity NPD3618 Phase 1
0.6053 Remote Similarity NPD4632 Approved
0.604 Remote Similarity NPD5328 Approved
0.6038 Remote Similarity NPD4225 Approved
0.6036 Remote Similarity NPD7320 Approved
0.6036 Remote Similarity NPD6899 Approved
0.6036 Remote Similarity NPD6881 Approved
0.6033 Remote Similarity NPD7507 Approved
0.602 Remote Similarity NPD4786 Approved
0.6019 Remote Similarity NPD8171 Discontinued
0.6019 Remote Similarity NPD6399 Phase 3
0.6 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5982 Remote Similarity NPD6372 Approved
0.5982 Remote Similarity NPD6373 Approved
0.5979 Remote Similarity NPD3667 Approved
0.5965 Remote Similarity NPD8297 Approved
0.5952 Remote Similarity NPD3198 Approved
0.595 Remote Similarity NPD7492 Approved
0.5946 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5946 Remote Similarity NPD5701 Approved
0.5946 Remote Similarity NPD6412 Phase 2
0.5946 Remote Similarity NPD5697 Approved
0.5943 Remote Similarity NPD6083 Phase 2
0.5943 Remote Similarity NPD4755 Approved
0.5943 Remote Similarity NPD6084 Phase 2
0.5938 Remote Similarity NPD7525 Registered
0.5929 Remote Similarity NPD7290 Approved
0.5929 Remote Similarity NPD6883 Approved
0.5929 Remote Similarity NPD7102 Approved
0.5922 Remote Similarity NPD6079 Approved
0.5902 Remote Similarity NPD6616 Approved
0.59 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5895 Remote Similarity NPD4238 Approved
0.5895 Remote Similarity NPD4802 Phase 2
0.5893 Remote Similarity NPD6686 Approved
0.5882 Remote Similarity NPD6101 Approved
0.5882 Remote Similarity NPD6059 Approved
0.5882 Remote Similarity NPD7285 Clinical (unspecified phase)
0.5882 Remote Similarity NPD6054 Approved
0.5882 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5877 Remote Similarity NPD8130 Phase 1
0.5877 Remote Similarity NPD6650 Approved
0.5877 Remote Similarity NPD6847 Approved
0.5877 Remote Similarity NPD6649 Approved
0.5877 Remote Similarity NPD6869 Approved
0.5877 Remote Similarity NPD6617 Approved
0.5865 Remote Similarity NPD5779 Approved
0.5865 Remote Similarity NPD4202 Approved
0.5865 Remote Similarity NPD5778 Approved
0.5854 Remote Similarity NPD8293 Discontinued
0.5854 Remote Similarity NPD7078 Approved
0.5841 Remote Similarity NPD6013 Approved
0.5841 Remote Similarity NPD6012 Approved
0.5841 Remote Similarity NPD6014 Approved
0.5833 Remote Similarity NPD5285 Approved
0.5833 Remote Similarity NPD4700 Approved
0.5833 Remote Similarity NPD5286 Approved
0.5833 Remote Similarity NPD4696 Approved
0.5826 Remote Similarity NPD6882 Approved
0.5806 Remote Similarity NPD1810 Approved
0.5806 Remote Similarity NPD1811 Approved
0.5798 Remote Similarity NPD7516 Approved
0.5785 Remote Similarity NPD6370 Approved
0.5784 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5778 Remote Similarity NPD229 Approved
0.5776 Remote Similarity NPD8298 Phase 2
0.5763 Remote Similarity NPD6009 Approved
0.5752 Remote Similarity NPD6011 Approved
0.5739 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5732 Remote Similarity NPD3728 Approved
0.5732 Remote Similarity NPD3730 Approved
0.5732 Remote Similarity NPD615 Clinical (unspecified phase)
0.5728 Remote Similarity NPD4753 Phase 2
0.5727 Remote Similarity NPD5226 Approved
0.5727 Remote Similarity NPD5224 Approved
0.5727 Remote Similarity NPD5225 Approved
0.5727 Remote Similarity NPD5211 Phase 2
0.5727 Remote Similarity NPD4633 Approved
0.5714 Remote Similarity NPD7328 Approved
0.5714 Remote Similarity NPD6920 Discontinued
0.5714 Remote Similarity NPD7327 Approved
0.5702 Remote Similarity NPD6016 Approved
0.5702 Remote Similarity NPD6015 Approved
0.5701 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5701 Remote Similarity NPD5222 Approved
0.5701 Remote Similarity NPD4697 Phase 3
0.5701 Remote Similarity NPD5221 Approved
0.57 Remote Similarity NPD3666 Approved
0.57 Remote Similarity NPD3133 Approved
0.57 Remote Similarity NPD3665 Phase 1
0.5686 Remote Similarity NPD3573 Approved
0.5676 Remote Similarity NPD5174 Approved
0.5676 Remote Similarity NPD5175 Approved
0.5656 Remote Similarity NPD5988 Approved
0.5648 Remote Similarity NPD5173 Approved
0.5636 Remote Similarity NPD5223 Approved
0.5625 Remote Similarity NPD5141 Approved
0.562 Remote Similarity NPD8294 Approved
0.562 Remote Similarity NPD8377 Approved
0.5619 Remote Similarity NPD7637 Suspended
0.561 Remote Similarity NPD7604 Phase 2
0.5607 Remote Similarity NPD5695 Phase 3

Structure

External Identifiers

PubChem CID   10436787
ChEMBL   CHEMBL502419
ZINC  

Physicochemical Properties

Molecular Weight:  522.36
ALogP:  -1.077
MLogP:  3.99
XLogP:  5.359
# Rotatable Bonds:  13
Polar Surface Area:  138.45
# H-Bond Aceptor:  7
# H-Bond Donor:  6
# Rings:  5
# Heavy Atoms:  37

Download Data

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