Natural Product: NPC20934

Natural Product ID:  NPC20934
Common Name:   Hedaol A
IUPAC Name:   (5Z,10E,14R)-14-hydroxy-2,6,10-trimethylpentadeca-2,5,10-trien-4-one
Synonyms:  
Molecular Formula:   C18H30O2
Standard InCHIKey:  TZNBCSGCHOVZDX-ZDROHQCRSA-N
Standard InCHI:  InChI=1S/C18H30O2/c1-14(2)12-18(20)13-16(4)10-6-8-15(3)9-7-11-17(5)19/h9,12-13,17,19H,6-8,10-11H2,1-5H3/b15-9+,16-13-/t17-/m1/s1
Canonical SMILES:  C[C@H](CC/C=C(/CCC/C(=CC(=O)C=C(C)C)/C)C)O
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
NPO32518 japanese brown alga Species NA NA PMID[11374968]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT168 Cell Line P388 Mus musculus IC50 = 5.1 ug/ml 11879067

  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 NPC20934 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 NPC288381
0.9167 High Similarity NPC225974
0.8627 High Similarity NPC217188
0.8113 Intermediate Similarity NPC189677
0.7885 Intermediate Similarity NPC474495
0.7885 Intermediate Similarity NPC473672
0.7843 Intermediate Similarity NPC267110
0.7759 Intermediate Similarity NPC260573
0.7719 Intermediate Similarity NPC278202
0.7679 Intermediate Similarity NPC71755
0.7679 Intermediate Similarity NPC268185
0.7636 Intermediate Similarity NPC317899
0.7593 Intermediate Similarity NPC474496
0.7593 Intermediate Similarity NPC284224
0.7541 Intermediate Similarity NPC137163
0.75 Intermediate Similarity NPC302310
0.7458 Intermediate Similarity NPC64971
0.7455 Intermediate Similarity NPC300121
0.7451 Intermediate Similarity NPC8610
0.7451 Intermediate Similarity NPC262558
0.7321 Intermediate Similarity NPC471239
0.7321 Intermediate Similarity NPC281590
0.7255 Intermediate Similarity NPC474202
0.7255 Intermediate Similarity NPC191337
0.7255 Intermediate Similarity NPC140501
0.7255 Intermediate Similarity NPC474362
0.7222 Intermediate Similarity NPC71053
0.7222 Intermediate Similarity NPC59408
0.7222 Intermediate Similarity NPC151782
0.72 Intermediate Similarity NPC301972
0.72 Intermediate Similarity NPC116934
0.7193 Intermediate Similarity NPC472808
0.7193 Intermediate Similarity NPC324224
0.7188 Intermediate Similarity NPC236208
0.717 Intermediate Similarity NPC153538
0.7143 Intermediate Similarity NPC106613
0.7097 Intermediate Similarity NPC474304
0.7097 Intermediate Similarity NPC176215
0.7097 Intermediate Similarity NPC296436
0.7097 Intermediate Similarity NPC474329
0.7091 Intermediate Similarity NPC473705
0.7091 Intermediate Similarity NPC35756
0.7083 Intermediate Similarity NPC217923
0.7077 Intermediate Similarity NPC318766
0.7077 Intermediate Similarity NPC286154
0.7069 Intermediate Similarity NPC52012
0.7069 Intermediate Similarity NPC281230
0.7069 Intermediate Similarity NPC192843
0.7069 Intermediate Similarity NPC193975
0.7059 Intermediate Similarity NPC108195
0.7059 Intermediate Similarity NPC477686
0.7037 Intermediate Similarity NPC473487
0.7037 Intermediate Similarity NPC72699
0.7037 Intermediate Similarity NPC474460
0.7031 Intermediate Similarity NPC117804
0.7018 Intermediate Similarity NPC227135
0.7018 Intermediate Similarity NPC329686
0.6984 Remote Similarity NPC83965
0.697 Remote Similarity NPC474884
0.697 Remote Similarity NPC95863
0.6964 Remote Similarity NPC61177
0.6949 Remote Similarity NPC226848
0.6949 Remote Similarity NPC181872
0.6939 Remote Similarity NPC18205
0.6939 Remote Similarity NPC12319
0.6923 Remote Similarity NPC165651
0.6923 Remote Similarity NPC276825
0.6923 Remote Similarity NPC24824
0.6923 Remote Similarity NPC210560
0.6923 Remote Similarity NPC160628
0.6923 Remote Similarity NPC76976
0.6909 Remote Similarity NPC93639
0.6909 Remote Similarity NPC477458
0.6897 Remote Similarity NPC325977
0.6885 Remote Similarity NPC26810
0.6875 Remote Similarity NPC34873
0.6875 Remote Similarity NPC40434
0.6875 Remote Similarity NPC96962
0.6875 Remote Similarity NPC180840
0.6875 Remote Similarity NPC269985
0.6863 Remote Similarity NPC252978
0.6852 Remote Similarity NPC31194
0.6852 Remote Similarity NPC85079
0.6852 Remote Similarity NPC248884
0.6842 Remote Similarity NPC322461
0.6842 Remote Similarity NPC137538
0.6842 Remote Similarity NPC256209
0.6842 Remote Similarity NPC110732
0.6842 Remote Similarity NPC49059
0.6842 Remote Similarity NPC48058
0.6833 Remote Similarity NPC475931
0.6833 Remote Similarity NPC222852
0.6833 Remote Similarity NPC122239
0.6825 Remote Similarity NPC282760
0.68 Remote Similarity NPC269823
0.68 Remote Similarity NPC33489
0.68 Remote Similarity NPC188596
0.6792 Remote Similarity NPC124183
0.6792 Remote Similarity NPC19834
0.6792 Remote Similarity NPC100380
0.6792 Remote Similarity NPC157096
0.6792 Remote Similarity NPC55063
0.6792 Remote Similarity NPC35141
0.6792 Remote Similarity NPC308331
0.678 Remote Similarity NPC283502
0.678 Remote Similarity NPC135863
0.678 Remote Similarity NPC44542
0.678 Remote Similarity NPC323436
0.6774 Remote Similarity NPC477707
0.6774 Remote Similarity NPC477830
0.6769 Remote Similarity NPC474823
0.6765 Remote Similarity NPC227396
0.6739 Remote Similarity NPC12889
0.6735 Remote Similarity NPC103213
0.6735 Remote Similarity NPC182840
0.6735 Remote Similarity NPC29091
0.6735 Remote Similarity NPC255042
0.6731 Remote Similarity NPC25771
0.6731 Remote Similarity NPC6963
0.6731 Remote Similarity NPC145755
0.6731 Remote Similarity NPC267514
0.6731 Remote Similarity NPC304079
0.6731 Remote Similarity NPC101616
0.6727 Remote Similarity NPC328784
0.6727 Remote Similarity NPC15325
0.6727 Remote Similarity NPC291437
0.6724 Remote Similarity NPC232247
0.6724 Remote Similarity NPC251666
0.6724 Remote Similarity NPC297280
0.6724 Remote Similarity NPC52264
0.6721 Remote Similarity NPC243532
0.6721 Remote Similarity NPC327112
0.6719 Remote Similarity NPC472072
0.6716 Remote Similarity NPC319163
0.6716 Remote Similarity NPC67076
0.6667 Remote Similarity NPC185839
0.6667 Remote Similarity NPC223679
0.6667 Remote Similarity NPC213538
0.6667 Remote Similarity NPC67920
0.6667 Remote Similarity NPC298710
0.6667 Remote Similarity NPC256766
0.6667 Remote Similarity NPC287397
0.6667 Remote Similarity NPC474011
0.6667 Remote Similarity NPC474885
0.6667 Remote Similarity NPC249801
0.6667 Remote Similarity NPC324812
0.6667 Remote Similarity NPC10758
0.6667 Remote Similarity NPC250928
0.6667 Remote Similarity NPC477724
0.6667 Remote Similarity NPC26102
0.6667 Remote Similarity NPC155025
0.6667 Remote Similarity NPC143396
0.6667 Remote Similarity NPC187361
0.6667 Remote Similarity NPC46248
0.6667 Remote Similarity NPC475004
0.6618 Remote Similarity NPC29542
0.6618 Remote Similarity NPC201562
0.6618 Remote Similarity NPC323437
0.6618 Remote Similarity NPC186042
0.6615 Remote Similarity NPC473357
0.6615 Remote Similarity NPC193029
0.6613 Remote Similarity NPC64985
0.6613 Remote Similarity NPC294304
0.6613 Remote Similarity NPC55376
0.6613 Remote Similarity NPC269737
0.6613 Remote Similarity NPC475251
0.6613 Remote Similarity NPC321838
0.6613 Remote Similarity NPC228574
0.6613 Remote Similarity NPC168407
0.6613 Remote Similarity NPC201939
0.661 Remote Similarity NPC327388
0.661 Remote Similarity NPC40148
0.661 Remote Similarity NPC48891
0.6607 Remote Similarity NPC234829
0.6607 Remote Similarity NPC29234
0.66 Remote Similarity NPC111474
0.6571 Remote Similarity NPC16279
0.6571 Remote Similarity NPC256640
0.6571 Remote Similarity NPC477708
0.6571 Remote Similarity NPC469646
0.6571 Remote Similarity NPC205615
0.6567 Remote Similarity NPC477455
0.6562 Remote Similarity NPC7940
0.6557 Remote Similarity NPC274927
0.6557 Remote Similarity NPC106851
0.6557 Remote Similarity NPC286189
0.6552 Remote Similarity NPC474127
0.6552 Remote Similarity NPC473532
0.6545 Remote Similarity NPC471280
0.6545 Remote Similarity NPC471276
0.6545 Remote Similarity NPC125122
0.6545 Remote Similarity NPC471275
0.6545 Remote Similarity NPC145311
0.6538 Remote Similarity NPC292463
0.6538 Remote Similarity NPC216921
0.6522 Remote Similarity NPC144995
0.6522 Remote Similarity NPC266979
0.6522 Remote Similarity NPC227814
0.6522 Remote Similarity NPC160540
0.6515 Remote Similarity NPC310210

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC20934 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
0.7255 Intermediate Similarity NPD4265 Approved
0.7018 Intermediate Similarity NPD4627 Clinical (unspecified phase)
0.6735 Remote Similarity NPD5783 Phase 3
0.6721 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6604 Remote Similarity NPD39 Approved
0.6545 Remote Similarity NPD4220 Pre-registration
0.6508 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6462 Remote Similarity NPD3704 Approved
0.6462 Remote Similarity NPD7331 Phase 2
0.6406 Remote Similarity NPD3197 Phase 1
0.6349 Remote Similarity NPD368 Approved
0.6308 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6296 Remote Similarity NPD4222 Approved
0.625 Remote Similarity NPD3173 Approved
0.623 Remote Similarity NPD8779 Phase 3
0.6226 Remote Similarity NPD5326 Phase 3
0.6216 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6167 Remote Similarity NPD342 Phase 1
0.6129 Remote Similarity NPD6109 Phase 1
0.6102 Remote Similarity NPD3172 Approved
0.6034 Remote Similarity NPD6927 Phase 3
0.6 Remote Similarity NPD3196 Approved
0.6 Remote Similarity NPD3194 Approved
0.6 Remote Similarity NPD4266 Approved
0.6 Remote Similarity NPD3195 Phase 2
0.6 Remote Similarity NPD3210 Clinical (unspecified phase)
0.597 Remote Similarity NPD6108 Clinical (unspecified phase)
0.5897 Remote Similarity NPD3666 Approved
0.5897 Remote Similarity NPD3133 Approved
0.5897 Remote Similarity NPD3665 Phase 1
0.5882 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5846 Remote Similarity NPD4191 Approved
0.5846 Remote Similarity NPD4194 Approved
0.5846 Remote Similarity NPD4193 Approved
0.5846 Remote Similarity NPD4192 Approved
0.5821 Remote Similarity NPD7341 Phase 2
0.5818 Remote Similarity NPD6096 Approved
0.5818 Remote Similarity NPD6097 Approved
0.5811 Remote Similarity NPD4756 Discovery
0.5806 Remote Similarity NPD4219 Approved
0.5789 Remote Similarity NPD5343 Approved
0.5769 Remote Similarity NPD6110 Phase 1
0.575 Remote Similarity NPD5279 Phase 3
0.575 Remote Similarity NPD3618 Phase 1
0.5738 Remote Similarity NPD539 Approved
0.5733 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6922 Approved
0.5714 Remote Similarity NPD3174 Discontinued
0.5714 Remote Similarity NPD9090 Phase 3
0.5714 Remote Similarity NPD6923 Approved
0.5696 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5694 Remote Similarity NPD4732 Discontinued
0.5652 Remote Similarity NPD3709 Clinical (unspecified phase)
0.5641 Remote Similarity NPD3667 Approved
0.5636 Remote Similarity NPD9411 Phase 1
0.5634 Remote Similarity NPD7144 Approved
0.5634 Remote Similarity NPD7143 Approved
0.5625 Remote Similarity NPD585 Clinical (unspecified phase)
0.5625 Remote Similarity NPD5363 Approved
0.5616 Remote Similarity NPD6926 Approved
0.5616 Remote Similarity NPD6924 Approved

Structure

External Identifiers

PubChem CID   10084972
ChEMBL   CHEMBL479133
ZINC  

Physicochemical Properties

Molecular Weight:  278.22
ALogP:  2.2524
MLogP:  3.22
XLogP:  4.017
# Rotatable Bonds:  15
Polar Surface Area:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  0
# Heavy Atoms:  20

Download Data

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