Natural Product: NPC269823

Natural Product ID:  NPC269823
Common Name:   Geranylgeraniol
IUPAC Name:   (2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-ol
Synonyms:   Geranylgeraniol
Molecular Formula:   C20H34O
Standard InCHIKey:  OJISWRZIEWCUBN-QIRCYJPOSA-N
Standard InCHI:  InChI=1S/C20H34O/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-21/h9,11,13,15,21H,6-8,10,12,14,16H2,1-5H3/b18-11+,19-13+,20-15+
Canonical SMILES:  OC/C=C(/CC/C=C(/CC/C=C(/CCC=C(C)C)C)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
NPO13083 Toona ciliata Species Meliaceae Eukaryota TCM_Taiwan*
NPO30541 Unum usitatissimum NA NA NA TCM_Taiwan*
NPO15208 Semen lini NA NA NA TCMSP*
NPO25114 Linum usitatissimum Species Linaceae Eukaryota TM-MC*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT51 Individual Protein Microtubule-associated protein tau Homo sapiens Potency = 15848.9 nM PubChem BioAssay data set
NPT94 Individual Protein Aldehyde dehydrogenase 1A1 Homo sapiens Potency = 2511.9 nM PubChem BioAssay data set
NPT531 Individual Protein Nuclear receptor ROR-gamma Mus musculus Potency = 6309.6 nM PubChem BioAssay data set
NPT5 Individual Protein Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Homo sapiens Potency 25118.9 nM PubChem BioAssay data set

  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 NPC269823 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
0.9744 High Similarity NPC213538
0.9744 High Similarity NPC256766
0.95 High Similarity NPC116934
0.9474 High Similarity NPC255042
0.9474 High Similarity NPC29091
0.9474 High Similarity NPC182840
0.9474 High Similarity NPC103213
0.9268 High Similarity NPC138935
0.9048 High Similarity NPC160628
0.9048 High Similarity NPC140501
0.85 High Similarity NPC15934
0.8261 Intermediate Similarity NPC26960
0.8261 Intermediate Similarity NPC474460
0.8261 Intermediate Similarity NPC182102
0.8085 Intermediate Similarity NPC473672
0.8085 Intermediate Similarity NPC474495
0.8043 Intermediate Similarity NPC267110
0.7949 Intermediate Similarity NPC58957
0.7907 Intermediate Similarity NPC304151
0.7907 Intermediate Similarity NPC206906
0.7778 Intermediate Similarity NPC269074
0.7755 Intermediate Similarity NPC474496
0.7692 Intermediate Similarity NPC250734
0.7609 Intermediate Similarity NPC308331
0.7609 Intermediate Similarity NPC180575
0.75 Intermediate Similarity NPC473913
0.75 Intermediate Similarity NPC249670
0.75 Intermediate Similarity NPC474642
0.7451 Intermediate Similarity NPC329686
0.7447 Intermediate Similarity NPC318549
0.7381 Intermediate Similarity NPC34873
0.7381 Intermediate Similarity NPC40434
0.7368 Intermediate Similarity NPC242117
0.7347 Intermediate Similarity NPC244038
0.7292 Intermediate Similarity NPC85079
0.7292 Intermediate Similarity NPC248884
0.7292 Intermediate Similarity NPC153538
0.7292 Intermediate Similarity NPC31194
0.7234 Intermediate Similarity NPC19834
0.7234 Intermediate Similarity NPC35141
0.7234 Intermediate Similarity NPC124183
0.7234 Intermediate Similarity NPC55063
0.72 Intermediate Similarity NPC35756
0.7174 Intermediate Similarity NPC101616
0.7174 Intermediate Similarity NPC304079
0.7174 Intermediate Similarity NPC6963
0.717 Intermediate Similarity NPC11130
0.717 Intermediate Similarity NPC129150
0.717 Intermediate Similarity NPC268185
0.7143 Intermediate Similarity NPC477727
0.7143 Intermediate Similarity NPC199286
0.7143 Intermediate Similarity NPC471281
0.7143 Intermediate Similarity NPC291437
0.7143 Intermediate Similarity NPC328784
0.7143 Intermediate Similarity NPC72699
0.7115 Intermediate Similarity NPC474644
0.7111 Intermediate Similarity NPC108494
0.7111 Intermediate Similarity NPC68889
0.7111 Intermediate Similarity NPC209279
0.7111 Intermediate Similarity NPC180871
0.7111 Intermediate Similarity NPC51758
0.7111 Intermediate Similarity NPC194586
0.7111 Intermediate Similarity NPC67761
0.7111 Intermediate Similarity NPC88079
0.7105 Intermediate Similarity NPC115959
0.7105 Intermediate Similarity NPC123965
0.7059 Intermediate Similarity NPC217188
0.7045 Intermediate Similarity NPC56917
0.7045 Intermediate Similarity NPC329762
0.7045 Intermediate Similarity NPC103236
0.7045 Intermediate Similarity NPC27444
0.7037 Intermediate Similarity NPC223679
0.7037 Intermediate Similarity NPC181872
0.7037 Intermediate Similarity NPC226848
0.7021 Intermediate Similarity NPC24824
0.7021 Intermediate Similarity NPC210560
0.7021 Intermediate Similarity NPC221379
0.7021 Intermediate Similarity NPC165651
0.7021 Intermediate Similarity NPC76976
0.7 Intermediate Similarity NPC151782
0.7 Intermediate Similarity NPC76198
0.7 Intermediate Similarity NPC224148
0.7 Intermediate Similarity NPC329608
0.7 Intermediate Similarity NPC170776
0.7 Intermediate Similarity NPC256656
0.7 Intermediate Similarity NPC294278
0.7 Intermediate Similarity NPC165447
0.7 Intermediate Similarity NPC71053
0.7 Intermediate Similarity NPC9273
0.7 Intermediate Similarity NPC89824
0.7 Intermediate Similarity NPC59408
0.7 Intermediate Similarity NPC475477
0.7 Intermediate Similarity NPC197272
0.7 Intermediate Similarity NPC55383
0.7 Intermediate Similarity NPC477723
0.7 Intermediate Similarity NPC471959
0.7 Intermediate Similarity NPC93639
0.6981 Remote Similarity NPC474643
0.6981 Remote Similarity NPC55412
0.6981 Remote Similarity NPC249645
0.6981 Remote Similarity NPC473865
0.6939 Remote Similarity NPC471276
0.6939 Remote Similarity NPC471280
0.6939 Remote Similarity NPC471275
0.6939 Remote Similarity NPC125122
0.6923 Remote Similarity NPC189677
0.6909 Remote Similarity NPC475931
0.6909 Remote Similarity NPC122239
0.6875 Remote Similarity NPC197467
0.6863 Remote Similarity NPC142092
0.6863 Remote Similarity NPC208638
0.6852 Remote Similarity NPC249850
0.6852 Remote Similarity NPC294938
0.6852 Remote Similarity NPC135863
0.6852 Remote Similarity NPC293437
0.6809 Remote Similarity NPC12907
0.6809 Remote Similarity NPC108195
0.68 Remote Similarity NPC225974
0.68 Remote Similarity NPC288381
0.68 Remote Similarity NPC20934
0.68 Remote Similarity NPC475071
0.6792 Remote Similarity NPC298299
0.6792 Remote Similarity NPC251666
0.6792 Remote Similarity NPC130209
0.6792 Remote Similarity NPC148216
0.6792 Remote Similarity NPC232247
0.6792 Remote Similarity NPC148163
0.6786 Remote Similarity NPC130807
0.6786 Remote Similarity NPC471081
0.675 Remote Similarity NPC471327
0.6739 Remote Similarity NPC149668
0.6731 Remote Similarity NPC61177
0.6727 Remote Similarity NPC21946
0.6727 Remote Similarity NPC254095
0.6667 Remote Similarity NPC47946
0.6667 Remote Similarity NPC129263
0.6667 Remote Similarity NPC29468
0.6667 Remote Similarity NPC276825
0.6667 Remote Similarity NPC26600
0.6667 Remote Similarity NPC12319
0.6667 Remote Similarity NPC48891
0.6667 Remote Similarity NPC18205
0.6607 Remote Similarity NPC82465
0.6604 Remote Similarity NPC49059
0.6604 Remote Similarity NPC48058
0.6604 Remote Similarity NPC256209
0.6604 Remote Similarity NPC473532
0.6604 Remote Similarity NPC110732
0.66 Remote Similarity NPC62755
0.6596 Remote Similarity NPC252978
0.6591 Remote Similarity NPC180840
0.6585 Remote Similarity NPC63121
0.6585 Remote Similarity NPC197356
0.6545 Remote Similarity NPC71755
0.6531 Remote Similarity NPC128280
0.6522 Remote Similarity NPC188596
0.6512 Remote Similarity NPC79544
0.6481 Remote Similarity NPC477725
0.6481 Remote Similarity NPC227135
0.6481 Remote Similarity NPC473725
0.6481 Remote Similarity NPC281590
0.6481 Remote Similarity NPC470963
0.6481 Remote Similarity NPC473896
0.6481 Remote Similarity NPC477726
0.6481 Remote Similarity NPC473735
0.6481 Remote Similarity NPC152668
0.6481 Remote Similarity NPC474513
0.6481 Remote Similarity NPC473721
0.6481 Remote Similarity NPC146551
0.6481 Remote Similarity NPC473910
0.6481 Remote Similarity NPC475353
0.6429 Remote Similarity NPC99088
0.6429 Remote Similarity NPC81989
0.6429 Remote Similarity NPC155025
0.6429 Remote Similarity NPC305759
0.6429 Remote Similarity NPC173592
0.6415 Remote Similarity NPC34577
0.641 Remote Similarity NPC138325
0.6383 Remote Similarity NPC46248
0.6383 Remote Similarity NPC249801
0.6379 Remote Similarity NPC55376
0.6364 Remote Similarity NPC185839
0.6364 Remote Similarity NPC470968
0.6364 Remote Similarity NPC161838
0.6364 Remote Similarity NPC475384
0.6364 Remote Similarity NPC470964
0.6364 Remote Similarity NPC470967
0.6364 Remote Similarity NPC477661
0.6364 Remote Similarity NPC473847
0.6364 Remote Similarity NPC470966
0.6364 Remote Similarity NPC470969
0.6364 Remote Similarity NPC471960
0.6364 Remote Similarity NPC311648
0.6333 Remote Similarity NPC282760
0.6333 Remote Similarity NPC308844
0.6333 Remote Similarity NPC19569
0.6333 Remote Similarity NPC477525
0.6327 Remote Similarity NPC270706
0.6316 Remote Similarity NPC322002
0.6316 Remote Similarity NPC322186

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC269823 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
0.9048 High Similarity NPD4265 Approved
0.6981 Remote Similarity NPD4219 Approved
0.6939 Remote Similarity NPD4220 Pre-registration
0.6818 Remote Similarity NPD5783 Phase 3
0.68 Remote Similarity NPD2268 Discontinued
0.6792 Remote Similarity NPD342 Phase 1
0.6667 Remote Similarity NPD6927 Phase 3
0.6207 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6102 Remote Similarity NPD368 Approved
0.6 Remote Similarity NPD39 Approved
0.6 Remote Similarity NPD3210 Clinical (unspecified phase)
0.5918 Remote Similarity NPD5326 Phase 3
0.5862 Remote Similarity NPD585 Clinical (unspecified phase)
0.58 Remote Similarity NPD6096 Approved
0.58 Remote Similarity NPD6097 Approved
0.5769 Remote Similarity NPD5343 Approved
0.5686 Remote Similarity NPD4222 Approved
0.5625 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5625 Remote Similarity NPD1153 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   5281365
ChEMBL   CHEMBL478589
ZINC  

Physicochemical Properties

Molecular Weight:  290.26
ALogP:  4.8041
MLogP:  3.55
XLogP:  6.168
# Rotatable Bonds:  16
Polar Surface Area:  20.23
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  0
# Heavy Atoms:  21

Download Data

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