Natural Product: NPC168511

Natural Product ID:  NPC168511
Common Name:   Zeylanol
IUPAC Name:   (4R,4aS,5R,6aS,6aS,6bR,8aR,12aR,14aR,14bS)-5-hydroxy-4,4a,6a,6b,8a,11,11,14a-octamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1H-picen-3-one
Synonyms:   Zeylanol
Molecular Formula:   C30H50O2
Standard InCHIKey:  XQXFFCSBDOSAPS-KGPBRHCZSA-N
Standard InCHI:  InChI=1S/C30H50O2/c1-19-20(31)9-10-21-27(5)14-16-29(7)23-18-25(2,3)11-12-26(23,4)13-15-28(29,6)22(27)17-24(32)30(19,21)8/h19,21-24,32H,9-18H2,1-8H3/t19-,21-,22-,23+,24+,26+,27-,28+,29-,30+/m0/s1
Canonical SMILES:  O=C1CC[C@@H]2[C@]([C@H]1C)(C)[C@H](O)C[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
NPO27299 Litsea gracilipes Species Lauraceae Eukaryota UNPD*
NPO27245 Lecanora glaucoma Species Lecanoraceae Eukaryota UNPD*
NPO25915 Sinularia brassica Species Alcyoniidae Eukaryota UNPD*
NPO9878 Dichapetalum gelonioides Species Dichapetalaceae Eukaryota Stem barks Philippines PMID[16562829]
NPO15815 Macrophomina phaseolina Species Botryosphaeriaceae Eukaryota UNPD*
NPO26920 Liatris punctata Species Asteraceae Eukaryota UNPD*
NPO27056 Sageretia thea Species Rhamnaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified ED50 > 20 ug/ml 16562829
NPT1034 Cell Line Lu1 Homo sapiens ED50 = 10.9 ug/ml 16562829
NPT1851 Cell Line Col2 Homo sapiens ED50 > 20 ug/ml 16562829
NPT91 Cell Line KB Homo sapiens ED50 > 20 ug/ml 16562829
NPT2345 Cell Line SW626 Homo sapiens ED50 > 20 ug/ml 16562829
NPT136 Cell Line SK-N-SH Homo sapiens ED50 = 16.8 ug/ml 16562829

  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 NPC168511 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
1.0 High Similarity NPC159325
0.9853 High Similarity NPC282905
0.9853 High Similarity NPC68426
0.9853 High Similarity NPC477229
0.9714 High Similarity NPC108840
0.9571 High Similarity NPC267753
0.9429 High Similarity NPC130011
0.9265 High Similarity NPC2568
0.9265 High Similarity NPC180777
0.9265 High Similarity NPC260319
0.9265 High Similarity NPC103647
0.9178 High Similarity NPC472608
0.9067 High Similarity NPC50658
0.9041 High Similarity NPC23884
0.9028 High Similarity NPC195155
0.9028 High Similarity NPC174964
0.9028 High Similarity NPC97534
0.9014 High Similarity NPC81759
0.8919 High Similarity NPC26029
0.8904 High Similarity NPC475742
0.8904 High Similarity NPC5767
0.8873 High Similarity NPC247195
0.8873 High Similarity NPC89310
0.8873 High Similarity NPC290058
0.8816 High Similarity NPC48756
0.8816 High Similarity NPC280781
0.8784 High Similarity NPC221420
0.875 High Similarity NPC232112
0.8718 High Similarity NPC25037
0.8718 High Similarity NPC34984
0.8714 High Similarity NPC475977
0.8667 High Similarity NPC31031
0.8667 High Similarity NPC243594
0.8649 High Similarity NPC472487
0.8649 High Similarity NPC472486
0.8611 High Similarity NPC58057
0.8611 High Similarity NPC320549
0.8611 High Similarity NPC156277
0.8611 High Similarity NPC151018
0.8608 High Similarity NPC62572
0.8592 High Similarity NPC131892
0.8592 High Similarity NPC213178
0.8592 High Similarity NPC6120
0.8592 High Similarity NPC327728
0.8571 High Similarity NPC472984
0.8571 High Similarity NPC476071
0.8533 High Similarity NPC298168
0.8533 High Similarity NPC143133
0.8529 High Similarity NPC292419
0.8529 High Similarity NPC290791
0.8514 High Similarity NPC125767
0.8514 High Similarity NPC21220
0.8514 High Similarity NPC273366
0.8481 Intermediate Similarity NPC105895
0.8451 Intermediate Similarity NPC31187
0.8451 Intermediate Similarity NPC474954
0.8451 Intermediate Similarity NPC281203
0.8451 Intermediate Similarity NPC100917
0.8451 Intermediate Similarity NPC469724
0.8378 Intermediate Similarity NPC254340
0.831 Intermediate Similarity NPC204233
0.8289 Intermediate Similarity NPC472746
0.8289 Intermediate Similarity NPC475031
0.8272 Intermediate Similarity NPC74363
0.8272 Intermediate Similarity NPC475862
0.8267 Intermediate Similarity NPC212733
0.8267 Intermediate Similarity NPC159789
0.825 Intermediate Similarity NPC475745
0.825 Intermediate Similarity NPC474482
0.8228 Intermediate Similarity NPC61107
0.8228 Intermediate Similarity NPC30583
0.8228 Intermediate Similarity NPC289486
0.8194 Intermediate Similarity NPC475893
0.8194 Intermediate Similarity NPC469987
0.8171 Intermediate Similarity NPC73064
0.8158 Intermediate Similarity NPC4209
0.8148 Intermediate Similarity NPC133954
0.8133 Intermediate Similarity NPC133922
0.8133 Intermediate Similarity NPC167702
0.8133 Intermediate Similarity NPC280026
0.8125 Intermediate Similarity NPC472743
0.8125 Intermediate Similarity NPC475726
0.8125 Intermediate Similarity NPC269684
0.8101 Intermediate Similarity NPC271572
0.8101 Intermediate Similarity NPC474870
0.8101 Intermediate Similarity NPC328264
0.8082 Intermediate Similarity NPC321732
0.8082 Intermediate Similarity NPC324607
0.8077 Intermediate Similarity NPC320144
0.8077 Intermediate Similarity NPC73013
0.8052 Intermediate Similarity NPC112463
0.8052 Intermediate Similarity NPC207010
0.8052 Intermediate Similarity NPC317913
0.8049 Intermediate Similarity NPC472738
0.8049 Intermediate Similarity NPC213412
0.8049 Intermediate Similarity NPC187545
0.8028 Intermediate Similarity NPC260116
0.8028 Intermediate Similarity NPC80463
0.8025 Intermediate Similarity NPC474996
0.8025 Intermediate Similarity NPC219535
0.8025 Intermediate Similarity NPC237938
0.8025 Intermediate Similarity NPC473299
0.8 Intermediate Similarity NPC475230
0.8 Intermediate Similarity NPC268040
0.8 Intermediate Similarity NPC310766
0.7975 Intermediate Similarity NPC261616
0.7975 Intermediate Similarity NPC470609
0.7949 Intermediate Similarity NPC80089
0.7949 Intermediate Similarity NPC185465
0.7949 Intermediate Similarity NPC224802
0.7949 Intermediate Similarity NPC34046
0.7949 Intermediate Similarity NPC324700
0.7949 Intermediate Similarity NPC171426
0.7945 Intermediate Similarity NPC473225
0.7927 Intermediate Similarity NPC292553
0.7917 Intermediate Similarity NPC142712
0.7907 Intermediate Similarity NPC472148
0.7907 Intermediate Similarity NPC472147
0.7882 Intermediate Similarity NPC291028
0.7882 Intermediate Similarity NPC185529
0.7882 Intermediate Similarity NPC472146
0.7875 Intermediate Similarity NPC469745
0.7875 Intermediate Similarity NPC58631
0.7857 Intermediate Similarity NPC131104
0.7857 Intermediate Similarity NPC472739
0.7857 Intermediate Similarity NPC474719
0.7857 Intermediate Similarity NPC473319
0.7857 Intermediate Similarity NPC3032
0.7857 Intermediate Similarity NPC230387
0.7848 Intermediate Similarity NPC201276
0.7848 Intermediate Similarity NPC80891
0.7831 Intermediate Similarity NPC83242
0.7831 Intermediate Similarity NPC477579
0.7831 Intermediate Similarity NPC72638
0.7831 Intermediate Similarity NPC471737
0.7831 Intermediate Similarity NPC235341
0.7831 Intermediate Similarity NPC95594
0.7808 Intermediate Similarity NPC48079
0.7808 Intermediate Similarity NPC41542
0.7805 Intermediate Similarity NPC171789
0.7805 Intermediate Similarity NPC180834
0.7805 Intermediate Similarity NPC474233
0.7805 Intermediate Similarity NPC264665
0.7805 Intermediate Similarity NPC74595
0.7792 Intermediate Similarity NPC179858
0.7791 Intermediate Similarity NPC105189
0.7778 Intermediate Similarity NPC328007
0.7778 Intermediate Similarity NPC230047
0.7778 Intermediate Similarity NPC19311
0.7778 Intermediate Similarity NPC317066
0.7765 Intermediate Similarity NPC69627
0.7765 Intermediate Similarity NPC471459
0.7765 Intermediate Similarity NPC67653
0.7763 Intermediate Similarity NPC253805
0.7763 Intermediate Similarity NPC211009
0.7738 Intermediate Similarity NPC307426
0.7738 Intermediate Similarity NPC68160
0.7738 Intermediate Similarity NPC98442
0.7738 Intermediate Similarity NPC88716
0.7738 Intermediate Similarity NPC130577
0.7738 Intermediate Similarity NPC171203
0.7738 Intermediate Similarity NPC293564
0.7738 Intermediate Similarity NPC142415
0.7738 Intermediate Similarity NPC57469
0.7738 Intermediate Similarity NPC51700
0.7738 Intermediate Similarity NPC102683
0.7738 Intermediate Similarity NPC4643
0.7738 Intermediate Similarity NPC18064
0.7738 Intermediate Similarity NPC242468
0.7733 Intermediate Similarity NPC476731
0.7733 Intermediate Similarity NPC108131
0.7711 Intermediate Similarity NPC294438
0.7711 Intermediate Similarity NPC264317
0.7711 Intermediate Similarity NPC131350
0.7703 Intermediate Similarity NPC472741
0.7683 Intermediate Similarity NPC327451
0.7674 Intermediate Similarity NPC477872
0.7674 Intermediate Similarity NPC18536
0.7674 Intermediate Similarity NPC475211
0.7674 Intermediate Similarity NPC120968
0.7674 Intermediate Similarity NPC273621
0.7674 Intermediate Similarity NPC88337
0.7674 Intermediate Similarity NPC18872
0.7674 Intermediate Similarity NPC50443
0.7674 Intermediate Similarity NPC210037
0.7674 Intermediate Similarity NPC7260
0.7674 Intermediate Similarity NPC193750
0.7674 Intermediate Similarity NPC227467
0.7674 Intermediate Similarity NPC290614
0.7662 Intermediate Similarity NPC472854
0.7662 Intermediate Similarity NPC38426
0.7662 Intermediate Similarity NPC162164
0.7654 Intermediate Similarity NPC3915
0.7654 Intermediate Similarity NPC12933
0.7647 Intermediate Similarity NPC474512
0.7647 Intermediate Similarity NPC181225
0.7647 Intermediate Similarity NPC470629
0.7647 Intermediate Similarity NPC17733
0.7647 Intermediate Similarity NPC472802
0.7647 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 NPC168511 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
0.8611 High Similarity NPD4809 Clinical (unspecified phase)
0.8611 High Similarity NPD4808 Clinical (unspecified phase)
0.8592 High Similarity NPD3699 Clinical (unspecified phase)
0.8592 High Similarity NPD3700 Clinical (unspecified phase)
0.8267 Intermediate Similarity NPD3703 Phase 2
0.8219 Intermediate Similarity NPD4245 Approved
0.8219 Intermediate Similarity NPD4244 Approved
0.8158 Intermediate Similarity NPD6117 Approved
0.8133 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.8082 Intermediate Similarity NPD3698 Phase 2
0.8052 Intermediate Similarity NPD6116 Phase 1
0.7973 Intermediate Similarity NPD4789 Approved
0.7949 Intermediate Similarity NPD6115 Approved
0.7949 Intermediate Similarity NPD6118 Approved
0.7949 Intermediate Similarity NPD6697 Approved
0.7949 Intermediate Similarity NPD6114 Approved
0.7945 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.7945 Intermediate Similarity NPD5360 Phase 3
0.7778 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7722 Intermediate Similarity NPD3671 Phase 1
0.7711 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7586 Intermediate Similarity NPD7515 Phase 2
0.7432 Intermediate Similarity NPD4224 Phase 2
0.7403 Intermediate Similarity NPD4758 Discontinued
0.7222 Intermediate Similarity NPD7748 Approved
0.7209 Intermediate Similarity NPD3618 Phase 1
0.7191 Intermediate Similarity NPD8034 Phase 2
0.7191 Intermediate Similarity NPD8035 Phase 2
0.7179 Intermediate Similarity NPD5777 Approved
0.7179 Intermediate Similarity NPD6081 Approved
0.7174 Intermediate Similarity NPD7902 Approved
0.7143 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD5364 Discontinued
0.6988 Remote Similarity NPD7645 Phase 2
0.6977 Remote Similarity NPD4786 Approved
0.6966 Remote Similarity NPD5328 Approved
0.6941 Remote Similarity NPD3667 Approved
0.686 Remote Similarity NPD4788 Approved
0.6848 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6848 Remote Similarity NPD7900 Approved
0.6835 Remote Similarity NPD4787 Phase 1
0.6813 Remote Similarity NPD6079 Approved
0.6707 Remote Similarity NPD3702 Approved
0.6591 Remote Similarity NPD3666 Approved
0.6591 Remote Similarity NPD3665 Phase 1
0.6591 Remote Similarity NPD3133 Approved
0.6559 Remote Similarity NPD4202 Approved
0.6526 Remote Similarity NPD4697 Phase 3
0.64 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6389 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6389 Remote Similarity NPD615 Clinical (unspecified phase)
0.6383 Remote Similarity NPD6399 Phase 3
0.6354 Remote Similarity NPD5221 Approved
0.6354 Remote Similarity NPD5222 Approved
0.6354 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6327 Remote Similarity NPD8418 Phase 2
0.6324 Remote Similarity NPD385 Approved
0.6324 Remote Similarity NPD384 Approved
0.6322 Remote Similarity NPD7525 Registered
0.6322 Remote Similarity NPD6928 Phase 2
0.6311 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6289 Remote Similarity NPD4755 Approved
0.6289 Remote Similarity NPD5173 Approved
0.6279 Remote Similarity NPD3617 Approved
0.6264 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6237 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6222 Remote Similarity NPD3668 Phase 3
0.6184 Remote Similarity NPD3198 Approved
0.6176 Remote Similarity NPD6920 Discontinued
0.6162 Remote Similarity NPD4700 Approved
0.6162 Remote Similarity NPD5286 Approved
0.6162 Remote Similarity NPD5285 Approved
0.6162 Remote Similarity NPD4696 Approved
0.6129 Remote Similarity NPD7513 Clinical (unspecified phase)
0.61 Remote Similarity NPD5223 Approved
0.6087 Remote Similarity NPD5279 Phase 3
0.6064 Remote Similarity NPD4753 Phase 2
0.6061 Remote Similarity NPD7638 Approved
0.6058 Remote Similarity NPD6415 Discontinued
0.6058 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6055 Remote Similarity NPD8295 Clinical (unspecified phase)
0.604 Remote Similarity NPD5224 Approved
0.604 Remote Similarity NPD5225 Approved
0.604 Remote Similarity NPD5226 Approved
0.604 Remote Similarity NPD4633 Approved
0.604 Remote Similarity NPD5211 Phase 2
0.6019 Remote Similarity NPD5739 Approved
0.6019 Remote Similarity NPD6675 Approved
0.6019 Remote Similarity NPD7128 Approved
0.6019 Remote Similarity NPD6402 Approved
0.6 Remote Similarity NPD7639 Approved
0.6 Remote Similarity NPD7640 Approved
0.6 Remote Similarity NPD6372 Approved
0.6 Remote Similarity NPD4221 Approved
0.6 Remote Similarity NPD4223 Phase 3
0.6 Remote Similarity NPD6373 Approved
0.598 Remote Similarity NPD4754 Approved
0.598 Remote Similarity NPD5174 Approved
0.598 Remote Similarity NPD5175 Approved
0.5978 Remote Similarity NPD5329 Approved
0.5955 Remote Similarity NPD4695 Discontinued
0.593 Remote Similarity NPD6942 Approved
0.593 Remote Similarity NPD7339 Approved
0.5922 Remote Similarity NPD5141 Approved
0.5918 Remote Similarity NPD5210 Approved
0.5918 Remote Similarity NPD4629 Approved
0.5914 Remote Similarity NPD6684 Approved
0.5914 Remote Similarity NPD5330 Approved
0.5914 Remote Similarity NPD7146 Approved
0.5914 Remote Similarity NPD7521 Approved
0.5914 Remote Similarity NPD6409 Approved
0.5914 Remote Similarity NPD7334 Approved
0.5905 Remote Similarity NPD6881 Approved
0.5905 Remote Similarity NPD6899 Approved
0.5905 Remote Similarity NPD7320 Approved
0.5889 Remote Similarity NPD4692 Approved
0.5889 Remote Similarity NPD4139 Approved
0.5888 Remote Similarity NPD6649 Approved
0.5888 Remote Similarity NPD6650 Approved
0.5882 Remote Similarity NPD7632 Discontinued
0.5877 Remote Similarity NPD8328 Phase 3
0.5875 Remote Similarity NPD7909 Approved
0.587 Remote Similarity NPD4197 Approved
0.5865 Remote Similarity NPD4767 Approved
0.5865 Remote Similarity NPD4768 Approved
0.5862 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5859 Remote Similarity NPD7614 Phase 1
0.5851 Remote Similarity NPD3573 Approved
0.581 Remote Similarity NPD5701 Approved
0.581 Remote Similarity NPD5697 Approved
0.58 Remote Similarity NPD6084 Phase 2
0.58 Remote Similarity NPD6083 Phase 2
0.5794 Remote Similarity NPD6883 Approved
0.5794 Remote Similarity NPD7290 Approved
0.5794 Remote Similarity NPD7102 Approved
0.5789 Remote Similarity NPD6903 Approved
0.5783 Remote Similarity NPD6705 Phase 1
0.578 Remote Similarity NPD8133 Approved
0.5766 Remote Similarity NPD7115 Discovery
0.5755 Remote Similarity NPD4729 Approved
0.5755 Remote Similarity NPD5128 Approved
0.5755 Remote Similarity NPD4730 Approved
0.5755 Remote Similarity NPD5168 Approved
0.5755 Remote Similarity NPD6011 Approved
0.5745 Remote Similarity NPD4138 Approved
0.5745 Remote Similarity NPD4693 Phase 3
0.5745 Remote Similarity NPD4519 Discontinued
0.5745 Remote Similarity NPD5205 Approved
0.5745 Remote Similarity NPD4623 Approved
0.5745 Remote Similarity NPD4690 Approved
0.5745 Remote Similarity NPD4689 Approved
0.5745 Remote Similarity NPD4688 Approved
0.5741 Remote Similarity NPD6617 Approved
0.5741 Remote Similarity NPD8130 Phase 1
0.5741 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5741 Remote Similarity NPD6869 Approved
0.5741 Remote Similarity NPD6847 Approved
0.5714 Remote Similarity NPD8171 Discontinued
0.5701 Remote Similarity NPD6013 Approved
0.5701 Remote Similarity NPD6014 Approved
0.5701 Remote Similarity NPD6012 Approved
0.5688 Remote Similarity NPD8297 Approved
0.5688 Remote Similarity NPD6882 Approved
0.5679 Remote Similarity NPD371 Approved
0.567 Remote Similarity NPD6701 Clinical (unspecified phase)
0.567 Remote Similarity NPD6700 Approved
0.566 Remote Similarity NPD6412 Phase 2
0.5648 Remote Similarity NPD5250 Approved
0.5648 Remote Similarity NPD5169 Approved
0.5648 Remote Similarity NPD5249 Phase 3
0.5648 Remote Similarity NPD5251 Approved
0.5648 Remote Similarity NPD5248 Approved
0.5648 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5648 Remote Similarity NPD5247 Approved
0.5648 Remote Similarity NPD4634 Approved
0.5648 Remote Similarity NPD5135 Approved
0.5636 Remote Similarity NPD8298 Phase 2
0.5625 Remote Similarity NPD6672 Approved
0.5625 Remote Similarity NPD5737 Approved
0.5612 Remote Similarity NPD6702 Approved
0.5612 Remote Similarity NPD6411 Approved
0.5612 Remote Similarity NPD6703 Approved
0.5604 Remote Similarity NPD4748 Discontinued
0.56 Remote Similarity NPD6356 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   44575289
ChEMBL   CHEMBL480270
ZINC  

Physicochemical Properties

Molecular Weight:  442.38
ALogP:  2.6444
MLogP:  4.54
XLogP:  10.528
# Rotatable Bonds:  9
Polar Surface Area:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  32

Download Data

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