Natural Product: NPC192587

Natural Product ID:  NPC192587
Common Name:   Denticulaflavonol
IUPAC Name:   6-[(E)-5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enyl]-3,5,7-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one
Synonyms:   Denticulaflavonol
Molecular Formula:   C35H42O6
Standard InCHIKey:  VLQNALFJVBGYOK-ACVGDBMHSA-N
Standard InCHI:  InChI=1S/C35H42O6/c1-20(8-15-25-21(2)9-16-28-34(3,4)17-6-18-35(25,28)5)7-14-24-26(37)19-27-29(30(24)38)31(39)32(40)33(41-27)22-10-12-23(36)13-11-22/h7,10-13,19,25,28,36-38,40H,2,6,8-9,14-18H2,1,3-5H3/b20-7+/t25-,28-,35+/m0/s1
Canonical SMILES:  C/C(=CCc1c(O)cc2c(c1O)c(=O)c(c(o2)c1ccc(cc1)O)O)/CC[C@H]1C(=C)CC[C@@H]2[C@]1(C)CCCC2(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
NPO9773 Sideritis raeseri Species Lamiaceae Eukaryota UNPD*
NPO2823 Scopolia sinensis Species Solanaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT165 Cell Line HeLa Homo sapiens IC50 > 100000 nM 20619940
NPT81 Cell Line A549 Homo sapiens IC50 > 100000 nM 20619940
NPT139 Cell Line HT-29 Homo sapiens IC50 > 100000 nM 20619940

  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 NPC192587 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
0.9324 High Similarity NPC326500
0.9257 High Similarity NPC9117
0.9257 High Similarity NPC212932
0.9257 High Similarity NPC190637
0.9257 High Similarity NPC24821
0.9257 High Similarity NPC11700
0.9257 High Similarity NPC293053
0.9236 High Similarity NPC469395
0.9221 High Similarity NPC56049
0.9221 High Similarity NPC54830
0.9211 High Similarity NPC305965
0.92 High Similarity NPC166757
0.92 High Similarity NPC14001
0.9195 High Similarity NPC216538
0.9195 High Similarity NPC273538
0.9189 High Similarity NPC200694
0.9189 High Similarity NPC473042
0.9156 High Similarity NPC215203
0.9156 High Similarity NPC186227
0.9156 High Similarity NPC52611
0.9156 High Similarity NPC159707
0.9156 High Similarity NPC150908
0.9156 High Similarity NPC158027
0.9156 High Similarity NPC14606
0.9156 High Similarity NPC100049
0.9156 High Similarity NPC205026
0.9156 High Similarity NPC265624
0.9156 High Similarity NPC121649
0.9156 High Similarity NPC248739
0.9139 High Similarity NPC244407
0.9139 High Similarity NPC296869
0.9133 High Similarity NPC5820
0.9133 High Similarity NPC124729
0.9133 High Similarity NPC220418
0.9133 High Similarity NPC178343
0.9133 High Similarity NPC306488
0.9108 High Similarity NPC103816
0.9108 High Similarity NPC61382
0.9103 High Similarity NPC46736
0.9103 High Similarity NPC295090
0.9091 High Similarity NPC71061
0.9091 High Similarity NPC290830
0.9091 High Similarity NPC121568
0.9091 High Similarity NPC194593
0.9091 High Similarity NPC303485
0.9091 High Similarity NPC72425
0.9085 High Similarity NPC222713
0.9085 High Similarity NPC178484
0.9085 High Similarity NPC111112
0.9085 High Similarity NPC138299
0.9085 High Similarity NPC67322
0.9079 High Similarity NPC471114
0.9079 High Similarity NPC470461
0.9079 High Similarity NPC269420
0.9073 High Similarity NPC261271
0.9073 High Similarity NPC475348
0.9051 High Similarity NPC206605
0.9045 High Similarity NPC297212
0.9045 High Similarity NPC121647
0.9045 High Similarity NPC476280
0.9038 High Similarity NPC257166
0.9038 High Similarity NPC1796
0.9032 High Similarity NPC275575
0.9026 High Similarity NPC142527
0.9026 High Similarity NPC45934
0.902 High Similarity NPC471115
0.902 High Similarity NPC321896
0.902 High Similarity NPC188403
0.902 High Similarity NPC476185
0.902 High Similarity NPC29777
0.9013 High Similarity NPC145467
0.9013 High Similarity NPC470460
0.9013 High Similarity NPC152233
0.9 High Similarity NPC158874
0.9 High Similarity NPC219915
0.8994 High Similarity NPC12461
0.8993 High Similarity NPC282300
0.8993 High Similarity NPC14871
0.8986 High Similarity NPC301217
0.8986 High Similarity NPC216978
0.8986 High Similarity NPC55018
0.8986 High Similarity NPC303633
0.8986 High Similarity NPC96565
0.8986 High Similarity NPC220062
0.8981 High Similarity NPC197856
0.8981 High Similarity NPC51247
0.8981 High Similarity NPC55443
0.8981 High Similarity NPC90497
0.8981 High Similarity NPC18699
0.8981 High Similarity NPC15815
0.8974 High Similarity NPC470352
0.8974 High Similarity NPC3980
0.8974 High Similarity NPC32867
0.8968 High Similarity NPC324447
0.8954 High Similarity NPC291746
0.8954 High Similarity NPC288840
0.8947 High Similarity NPC10990
0.8947 High Similarity NPC308200
0.8947 High Similarity NPC300988
0.8944 High Similarity NPC476306
0.894 High Similarity NPC472446
0.894 High Similarity NPC271288
0.894 High Similarity NPC117716
0.894 High Similarity NPC472447
0.894 High Similarity NPC470673
0.894 High Similarity NPC470674
0.8933 High Similarity NPC299080
0.8933 High Similarity NPC293852
0.8933 High Similarity NPC78803
0.8933 High Similarity NPC204469
0.8933 High Similarity NPC217083
0.8933 High Similarity NPC214236
0.8933 High Similarity NPC62840
0.8933 High Similarity NPC59739
0.8931 High Similarity NPC473012
0.8931 High Similarity NPC475106
0.8926 High Similarity NPC270883
0.8926 High Similarity NPC241100
0.8926 High Similarity NPC261227
0.8926 High Similarity NPC159275
0.8926 High Similarity NPC172986
0.8924 High Similarity NPC98023
0.8924 High Similarity NPC42965
0.8924 High Similarity NPC312993
0.8924 High Similarity NPC226462
0.8924 High Similarity NPC195136
0.8919 High Similarity NPC201395
0.8917 High Similarity NPC273843
0.8917 High Similarity NPC475184
0.891 High Similarity NPC254351
0.891 High Similarity NPC79375
0.891 High Similarity NPC471116
0.891 High Similarity NPC66441
0.891 High Similarity NPC182555
0.891 High Similarity NPC37253
0.891 High Similarity NPC476169
0.8903 High Similarity NPC470353
0.8896 High Similarity NPC61258
0.8889 High Similarity NPC286074
0.8889 High Similarity NPC54903
0.8889 High Similarity NPC39195
0.8882 High Similarity NPC120857
0.8882 High Similarity NPC477955
0.8882 High Similarity NPC85047
0.8882 High Similarity NPC17274
0.8882 High Similarity NPC470458
0.8882 High Similarity NPC329678
0.8882 High Similarity NPC154217
0.8882 High Similarity NPC181388
0.8882 High Similarity NPC476088
0.8882 High Similarity NPC474161
0.8875 High Similarity NPC473009
0.8875 High Similarity NPC476295
0.8875 High Similarity NPC290160
0.8874 High Similarity NPC38219
0.8874 High Similarity NPC473813
0.8874 High Similarity NPC473812
0.8868 High Similarity NPC312273
0.8868 High Similarity NPC301256
0.8868 High Similarity NPC189552
0.8868 High Similarity NPC18380
0.8868 High Similarity NPC273467
0.8867 High Similarity NPC110969
0.8867 High Similarity NPC205006
0.8867 High Similarity NPC156590
0.8867 High Similarity NPC118840
0.8867 High Similarity NPC147688
0.8867 High Similarity NPC64908
0.8867 High Similarity NPC262094
0.8867 High Similarity NPC90582
0.8861 High Similarity NPC105584
0.8861 High Similarity NPC472617
0.8861 High Similarity NPC177650
0.8859 High Similarity NPC53181
0.8859 High Similarity NPC143799
0.8859 High Similarity NPC152042
0.8859 High Similarity NPC78913
0.8859 High Similarity NPC18260
0.8859 High Similarity NPC241838
0.8859 High Similarity NPC217186
0.8854 High Similarity NPC475799
0.8854 High Similarity NPC13779
0.8854 High Similarity NPC470354
0.8854 High Similarity NPC69531
0.8846 High Similarity NPC209760
0.8846 High Similarity NPC236756
0.8846 High Similarity NPC193200
0.8846 High Similarity NPC311579
0.8846 High Similarity NPC178964
0.8846 High Similarity NPC329844
0.8846 High Similarity NPC280530
0.8846 High Similarity NPC100134
0.8846 High Similarity NPC95842
0.8839 High Similarity NPC476552
0.8839 High Similarity NPC81474
0.8839 High Similarity NPC476551
0.8839 High Similarity NPC476553
0.8831 High Similarity NPC469932
0.8831 High Similarity NPC3642
0.8831 High Similarity NPC473016

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC192587 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
0.9195 High Similarity NPD4378 Clinical (unspecified phase)
0.891 High Similarity NPD8443 Clinical (unspecified phase)
0.8816 High Similarity NPD7410 Clinical (unspecified phase)
0.8545 High Similarity NPD7804 Clinical (unspecified phase)
0.8519 High Similarity NPD6959 Discontinued
0.85 High Similarity NPD7768 Phase 2
0.8491 Intermediate Similarity NPD7819 Suspended
0.8476 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8447 Intermediate Similarity NPD7075 Discontinued
0.8418 Intermediate Similarity NPD4380 Phase 2
0.8397 Intermediate Similarity NPD1512 Approved
0.8375 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8375 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8366 Intermediate Similarity NPD2800 Approved
0.8365 Intermediate Similarity NPD7411 Suspended
0.8355 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8355 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8344 Intermediate Similarity NPD1510 Phase 2
0.8312 Intermediate Similarity NPD3750 Approved
0.8301 Intermediate Similarity NPD1549 Phase 2
0.8289 Intermediate Similarity NPD2796 Approved
0.8269 Intermediate Similarity NPD1511 Approved
0.8253 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8253 Intermediate Similarity NPD6166 Phase 2
0.8253 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.82 Intermediate Similarity NPD1240 Approved
0.8199 Intermediate Similarity NPD6801 Discontinued
0.8187 Intermediate Similarity NPD6599 Discontinued
0.8148 Intermediate Similarity NPD2801 Approved
0.811 Intermediate Similarity NPD3749 Approved
0.811 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8095 Intermediate Similarity NPD7473 Discontinued
0.8092 Intermediate Similarity NPD6651 Approved
0.8092 Intermediate Similarity NPD1607 Approved
0.8086 Intermediate Similarity NPD1934 Approved
0.8065 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8052 Intermediate Similarity NPD6100 Approved
0.8052 Intermediate Similarity NPD6099 Approved
0.8038 Intermediate Similarity NPD7390 Discontinued
0.8038 Intermediate Similarity NPD6799 Approved
0.8023 Intermediate Similarity NPD7808 Phase 3
0.7988 Intermediate Similarity NPD3817 Phase 2
0.7987 Intermediate Similarity NPD3748 Approved
0.7965 Intermediate Similarity NPD7251 Discontinued
0.7939 Intermediate Similarity NPD3882 Suspended
0.7917 Intermediate Similarity NPD6232 Discontinued
0.7907 Intermediate Similarity NPD6797 Phase 2
0.7904 Intermediate Similarity NPD5494 Approved
0.7898 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7895 Intermediate Similarity NPD7054 Approved
0.7871 Intermediate Similarity NPD2799 Discontinued
0.7849 Intermediate Similarity NPD7074 Phase 3
0.7849 Intermediate Similarity NPD7472 Approved
0.7829 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7816 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7791 Intermediate Similarity NPD7458 Discontinued
0.7791 Intermediate Similarity NPD3226 Approved
0.7785 Intermediate Similarity NPD1243 Approved
0.7778 Intermediate Similarity NPD5403 Approved
0.7765 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7764 Intermediate Similarity NPD2534 Approved
0.7764 Intermediate Similarity NPD2532 Approved
0.7764 Intermediate Similarity NPD2533 Approved
0.7756 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7736 Intermediate Similarity NPD7003 Approved
0.7736 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7712 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7712 Intermediate Similarity NPD2313 Discontinued
0.7707 Intermediate Similarity NPD2935 Discontinued
0.7701 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7697 Intermediate Similarity NPD4908 Phase 1
0.7688 Intermediate Similarity NPD5844 Phase 1
0.7669 Intermediate Similarity NPD920 Approved
0.7665 Intermediate Similarity NPD5402 Approved
0.7658 Intermediate Similarity NPD2344 Approved
0.7654 Intermediate Similarity NPD5401 Approved
0.763 Intermediate Similarity NPD3818 Discontinued
0.7619 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7614 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7597 Intermediate Similarity NPD3268 Approved
0.7596 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7595 Intermediate Similarity NPD1551 Phase 2
0.7586 Intermediate Similarity NPD7286 Phase 2
0.7582 Intermediate Similarity NPD4363 Phase 3
0.7582 Intermediate Similarity NPD4360 Phase 2
0.7571 Intermediate Similarity NPD8313 Approved
0.7571 Intermediate Similarity NPD8312 Approved
0.7566 Intermediate Similarity NPD2798 Approved
0.7547 Intermediate Similarity NPD2346 Discontinued
0.7546 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7531 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD4628 Phase 3
0.75 Intermediate Similarity NPD5953 Discontinued
0.75 Intermediate Similarity NPD2797 Approved
0.7469 Intermediate Similarity NPD2309 Approved
0.7458 Intermediate Similarity NPD6559 Discontinued
0.7444 Intermediate Similarity NPD8434 Phase 2
0.7442 Intermediate Similarity NPD1247 Approved
0.7439 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7427 Intermediate Similarity NPD919 Approved
0.7407 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7399 Intermediate Similarity NPD7229 Phase 3
0.7399 Intermediate Similarity NPD3787 Discontinued
0.7396 Intermediate Similarity NPD1465 Phase 2
0.7386 Intermediate Similarity NPD1203 Approved
0.7375 Intermediate Similarity NPD5406 Approved
0.7375 Intermediate Similarity NPD5405 Approved
0.7375 Intermediate Similarity NPD5408 Approved
0.7375 Intermediate Similarity NPD5404 Approved
0.7363 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7356 Intermediate Similarity NPD3926 Phase 2
0.7354 Intermediate Similarity NPD7698 Approved
0.7354 Intermediate Similarity NPD7696 Phase 3
0.7354 Intermediate Similarity NPD7697 Approved
0.7353 Intermediate Similarity NPD4288 Approved
0.7351 Intermediate Similarity NPD4361 Phase 2
0.7351 Intermediate Similarity NPD1610 Phase 2
0.7351 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7348 Intermediate Similarity NPD8150 Discontinued
0.733 Intermediate Similarity NPD3751 Discontinued
0.7316 Intermediate Similarity NPD7870 Phase 2
0.7316 Intermediate Similarity NPD7871 Phase 2
0.7308 Intermediate Similarity NPD4625 Phase 3
0.7294 Intermediate Similarity NPD5760 Phase 2
0.7294 Intermediate Similarity NPD8455 Phase 2
0.7294 Intermediate Similarity NPD5761 Phase 2
0.7289 Intermediate Similarity NPD6273 Approved
0.7287 Intermediate Similarity NPD6780 Approved
0.7287 Intermediate Similarity NPD6779 Approved
0.7287 Intermediate Similarity NPD6778 Approved
0.7287 Intermediate Similarity NPD6777 Approved
0.7287 Intermediate Similarity NPD6776 Approved
0.7287 Intermediate Similarity NPD6781 Approved
0.7287 Intermediate Similarity NPD6782 Approved
0.7278 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD943 Approved
0.7273 Intermediate Similarity NPD3267 Approved
0.7273 Intermediate Similarity NPD3266 Approved
0.7263 Intermediate Similarity NPD7435 Discontinued
0.7262 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7244 Intermediate Similarity NPD6832 Phase 2
0.7237 Intermediate Similarity NPD1201 Approved
0.7237 Intermediate Similarity NPD422 Phase 1
0.7233 Intermediate Similarity NPD5124 Phase 1
0.7233 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD1471 Phase 3
0.7208 Intermediate Similarity NPD3225 Approved
0.7205 Intermediate Similarity NPD7033 Discontinued
0.7205 Intermediate Similarity NPD4308 Phase 3
0.7205 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7202 Intermediate Similarity NPD7701 Phase 2
0.72 Intermediate Similarity NPD5711 Approved
0.72 Intermediate Similarity NPD5710 Approved
0.72 Intermediate Similarity NPD1548 Phase 1
0.7198 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.719 Intermediate Similarity NPD9717 Approved
0.719 Intermediate Similarity NPD3972 Approved
0.719 Intermediate Similarity NPD1608 Approved
0.7179 Intermediate Similarity NPD7801 Approved
0.7174 Intermediate Similarity NPD4287 Approved
0.7165 Intermediate Similarity NPD8151 Discontinued
0.7161 Intermediate Similarity NPD1470 Approved
0.7159 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD3764 Approved
0.7128 Intermediate Similarity NPD7874 Approved
0.7128 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD6355 Discontinued
0.7124 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7119 Intermediate Similarity NPD2403 Approved
0.7119 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD8032 Phase 2
0.7105 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD8166 Discontinued
0.709 Intermediate Similarity NPD7700 Phase 2
0.709 Intermediate Similarity NPD7699 Phase 2
0.7089 Intermediate Similarity NPD7095 Approved
0.7063 Intermediate Similarity NPD4060 Phase 1
0.7062 Intermediate Similarity NPD7584 Approved
0.7047 Intermediate Similarity NPD8319 Approved
0.7047 Intermediate Similarity NPD8320 Phase 1
0.7045 Intermediate Similarity NPD7199 Phase 2
0.7045 Intermediate Similarity NPD8127 Discontinued
0.7044 Intermediate Similarity NPD6798 Discontinued
0.7041 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD7177 Discontinued
0.7032 Intermediate Similarity NPD4749 Approved
0.703 Intermediate Similarity NPD2654 Approved
0.7025 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD7447 Phase 1
0.7024 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD6534 Approved
0.7021 Intermediate Similarity NPD6535 Approved
0.7012 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7005 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7005 Intermediate Similarity NPD7783 Phase 2
0.6993 Remote Similarity NPD17 Approved
0.6978 Remote Similarity NPD6104 Discontinued
0.6962 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6961 Remote Similarity NPD1729 Discontinued

Structure

External Identifiers

PubChem CID   21673119
ChEMBL   CHEMBL1240942
ZINC  

Physicochemical Properties

Molecular Weight:  558.30
ALogP:  0.8038
MLogP:  4.65
XLogP:  9.983
# Rotatable Bonds:  14
Polar Surface Area:  107.22
# H-Bond Aceptor:  2
# H-Bond Donor:  4
# Rings:  5
# Heavy Atoms:  41

Download Data

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