Natural Product: NPC476969

Natural Product ID:  NPC476969
Common Name:   Nobilin E
IUPAC Name:   4,6-dimethoxy-8-[2-(3-methoxyphenyl)ethyl]-9-[(3-methoxyphenyl)methyl]-9H-xanthene-2,3,5-triol
Synonyms:   Nobilin E
Molecular Formula:   C32H32O8
Standard InCHIKey:  DIJWWMHOMAEIJB-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C32H32O8/c1-36-21-9-5-7-18(13-21)11-12-20-16-26(38-3)29(35)31-27(20)23(15-19-8-6-10-22(14-19)37-2)24-17-25(33)28(34)32(39-4)30(24)40-31/h5-10,13-14,16-17,23,33-35H,11-12,15H2,1-4H3
Canonical SMILES:  COc1cccc(c1)CCc1cc(OC)c(c2c1C(Cc1cccc(c1)OC)c1c(O2)c(OC)c(c(c1)O)O)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
NPO3894 Dendrobium nobile Species Orchidaceae Eukaryota stems Yunnan Province, China 2004 PMID[17253844]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1 Others Radical scavenging activity IC50 = 21000 nM 17253844
NPT2735 Cell Line RAW Mus musculus IC50 = 19200 nM 17253844

  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 NPC476969 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
0.9514 High Similarity NPC281549
0.9448 High Similarity NPC321657
0.9448 High Similarity NPC318373
0.9384 High Similarity NPC477612
0.9362 High Similarity NPC472091
0.9362 High Similarity NPC472092
0.9362 High Similarity NPC472090
0.9241 High Similarity NPC150714
0.9241 High Similarity NPC95652
0.9231 High Similarity NPC472088
0.9231 High Similarity NPC472087
0.9211 High Similarity NPC1253
0.9211 High Similarity NPC100936
0.9184 High Similarity NPC211561
0.9178 High Similarity NPC262297
0.9161 High Similarity NPC472089
0.9155 High Similarity NPC245207
0.9155 High Similarity NPC319647
0.9155 High Similarity NPC25966
0.9155 High Similarity NPC127218
0.9155 High Similarity NPC55947
0.9133 High Similarity NPC157333
0.9103 High Similarity NPC304894
0.9103 High Similarity NPC171932
0.9103 High Similarity NPC28440
0.9103 High Similarity NPC50250
0.9103 High Similarity NPC15659
0.9091 High Similarity NPC262189
0.9091 High Similarity NPC22317
0.9085 High Similarity NPC276490
0.9085 High Similarity NPC48956
0.906 High Similarity NPC324517
0.906 High Similarity NPC329343
0.906 High Similarity NPC321972
0.9048 High Similarity NPC263940
0.9048 High Similarity NPC108811
0.9048 High Similarity NPC236202
0.9048 High Similarity NPC58190
0.9048 High Similarity NPC202742
0.9048 High Similarity NPC82917
0.9048 High Similarity NPC18185
0.9048 High Similarity NPC204770
0.9048 High Similarity NPC170103
0.9048 High Similarity NPC70409
0.9048 High Similarity NPC262911
0.9048 High Similarity NPC294558
0.9034 High Similarity NPC173203
0.9034 High Similarity NPC163508
0.9028 High Similarity NPC178054
0.9028 High Similarity NPC471389
0.9014 High Similarity NPC248727
0.9014 High Similarity NPC173660
0.9014 High Similarity NPC162659
0.9014 High Similarity NPC270456
0.9014 High Similarity NPC265433
0.9007 High Similarity NPC66840
0.9007 High Similarity NPC256307
0.9 High Similarity NPC226809
0.9 High Similarity NPC279406
0.8986 High Similarity NPC227516
0.8986 High Similarity NPC20757
0.8986 High Similarity NPC329836
0.898 High Similarity NPC126291
0.898 High Similarity NPC112251
0.898 High Similarity NPC96576
0.8973 High Similarity NPC473108
0.8966 High Similarity NPC107161
0.8966 High Similarity NPC277784
0.8958 High Similarity NPC291101
0.8958 High Similarity NPC259519
0.8958 High Similarity NPC266197
0.8958 High Similarity NPC20520
0.8958 High Similarity NPC61783
0.8951 High Similarity NPC474282
0.8951 High Similarity NPC102904
0.8951 High Similarity NPC107551
0.8951 High Similarity NPC176051
0.8951 High Similarity NPC326797
0.8951 High Similarity NPC103976
0.8947 High Similarity NPC202104
0.8944 High Similarity NPC195022
0.894 High Similarity NPC224161
0.8926 High Similarity NPC473266
0.8926 High Similarity NPC470826
0.8926 High Similarity NPC470098
0.8919 High Similarity NPC320970
0.8919 High Similarity NPC320671
0.8919 High Similarity NPC328567
0.8919 High Similarity NPC327412
0.8904 High Similarity NPC469630
0.8897 High Similarity NPC247291
0.8889 High Similarity NPC70682
0.8889 High Similarity NPC212942
0.8889 High Similarity NPC260741
0.8889 High Similarity NPC471388
0.8889 High Similarity NPC29868
0.8889 High Similarity NPC79622
0.8882 High Similarity NPC80918
0.8882 High Similarity NPC188578
0.8882 High Similarity NPC46335
0.8881 High Similarity NPC234952
0.8874 High Similarity NPC157783
0.8874 High Similarity NPC160196
0.8873 High Similarity NPC317380
0.8865 High Similarity NPC6451
0.8865 High Similarity NPC131128
0.8865 High Similarity NPC474134
0.8865 High Similarity NPC127624
0.8865 High Similarity NPC202762
0.8865 High Similarity NPC86655
0.8851 High Similarity NPC324492
0.8851 High Similarity NPC260397
0.8851 High Similarity NPC317053
0.8844 High Similarity NPC280092
0.8844 High Similarity NPC93323
0.8844 High Similarity NPC12641
0.8844 High Similarity NPC63879
0.8844 High Similarity NPC45257
0.8836 High Similarity NPC2613
0.8836 High Similarity NPC475891
0.8836 High Similarity NPC59841
0.8836 High Similarity NPC183709
0.8836 High Similarity NPC204347
0.8836 High Similarity NPC175838
0.8836 High Similarity NPC323126
0.8828 High Similarity NPC309124
0.8828 High Similarity NPC27495
0.8828 High Similarity NPC254759
0.8828 High Similarity NPC184797
0.8828 High Similarity NPC160283
0.8819 High Similarity NPC201145
0.8819 High Similarity NPC25111
0.8819 High Similarity NPC272157
0.8819 High Similarity NPC211549
0.8819 High Similarity NPC6262
0.8819 High Similarity NPC90615
0.8819 High Similarity NPC73535
0.8819 High Similarity NPC474390
0.8811 High Similarity NPC112246
0.8811 High Similarity NPC121812
0.8811 High Similarity NPC313081
0.8811 High Similarity NPC470356
0.8811 High Similarity NPC112939
0.8811 High Similarity NPC474206
0.8811 High Similarity NPC94750
0.8808 High Similarity NPC2745
0.8808 High Similarity NPC302915
0.8794 High Similarity NPC12275
0.8794 High Similarity NPC45715
0.8794 High Similarity NPC474238
0.8794 High Similarity NPC473309
0.8794 High Similarity NPC474356
0.8794 High Similarity NPC232275
0.8792 High Similarity NPC21776
0.8792 High Similarity NPC16269
0.8784 High Similarity NPC181615
0.8784 High Similarity NPC90645
0.8776 High Similarity NPC102044
0.8776 High Similarity NPC47633
0.8776 High Similarity NPC85264
0.8767 High Similarity NPC35216
0.8767 High Similarity NPC311530
0.8767 High Similarity NPC470372
0.8759 High Similarity NPC232164
0.8759 High Similarity NPC32630
0.8759 High Similarity NPC184613
0.8759 High Similarity NPC236306
0.8759 High Similarity NPC22517
0.8759 High Similarity NPC114171
0.8759 High Similarity NPC292882
0.8759 High Similarity NPC230124
0.8759 High Similarity NPC6300
0.8759 High Similarity NPC473739
0.875 High Similarity NPC114155
0.875 High Similarity NPC134911
0.875 High Similarity NPC16435
0.875 High Similarity NPC202846
0.875 High Similarity NPC44192
0.875 High Similarity NPC469944
0.875 High Similarity NPC325860
0.875 High Similarity NPC230734
0.875 High Similarity NPC322899
0.875 High Similarity NPC46283
0.875 High Similarity NPC227503
0.875 High Similarity NPC300846
0.875 High Similarity NPC306441
0.875 High Similarity NPC472336
0.875 High Similarity NPC233467
0.875 High Similarity NPC143139
0.875 High Similarity NPC272552
0.875 High Similarity NPC226108
0.875 High Similarity NPC472334
0.875 High Similarity NPC205442
0.875 High Similarity NPC474639
0.875 High Similarity NPC476639
0.8742 High Similarity NPC195561
0.8742 High Similarity NPC158784
0.8741 High Similarity NPC106215
0.8733 High Similarity NPC473876
0.8725 High Similarity NPC233980

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476969 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
0.8582 High Similarity NPD1529 Clinical (unspecified phase)
0.8511 High Similarity NPD1530 Clinical (unspecified phase)
0.8472 Intermediate Similarity NPD1613 Approved
0.8472 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.8451 Intermediate Similarity NPD4908 Phase 1
0.8333 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.8264 Intermediate Similarity NPD3027 Phase 3
0.8047 Intermediate Similarity NPD8054 Approved
0.8047 Intermediate Similarity NPD8053 Approved
0.7958 Intermediate Similarity NPD1610 Phase 2
0.7939 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7939 Intermediate Similarity NPD6166 Phase 2
0.7939 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7891 Intermediate Similarity NPD4625 Phase 3
0.7877 Intermediate Similarity NPD2861 Phase 2
0.7844 Intermediate Similarity NPD7228 Approved
0.784 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7826 Intermediate Similarity NPD2801 Approved
0.7798 Intermediate Similarity NPD5844 Phase 1
0.7792 Intermediate Similarity NPD6674 Discontinued
0.7764 Intermediate Similarity NPD1934 Approved
0.7758 Intermediate Similarity NPD7199 Phase 2
0.7744 Intermediate Similarity NPD6234 Discontinued
0.7736 Intermediate Similarity NPD1653 Approved
0.7724 Intermediate Similarity NPD4749 Approved
0.7706 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7665 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7647 Intermediate Similarity NPD7074 Phase 3
0.7635 Intermediate Similarity NPD3018 Phase 2
0.7633 Intermediate Similarity NPD8099 Discontinued
0.7633 Intermediate Similarity NPD8252 Approved
0.7633 Intermediate Similarity NPD8251 Approved
0.7616 Intermediate Similarity NPD7549 Discontinued
0.7607 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7607 Intermediate Similarity NPD1465 Phase 2
0.76 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7588 Intermediate Similarity NPD8156 Discontinued
0.7588 Intermediate Similarity NPD7054 Approved
0.7574 Intermediate Similarity NPD7473 Discontinued
0.7552 Intermediate Similarity NPD1548 Phase 1
0.7547 Intermediate Similarity NPD7447 Phase 1
0.7546 Intermediate Similarity NPD37 Approved
0.7545 Intermediate Similarity NPD6959 Discontinued
0.7544 Intermediate Similarity NPD7472 Approved
0.7515 Intermediate Similarity NPD4967 Phase 2
0.7515 Intermediate Similarity NPD4966 Approved
0.7515 Intermediate Similarity NPD4965 Approved
0.75 Intermediate Similarity NPD6232 Discontinued
0.75 Intermediate Similarity NPD4060 Phase 1
0.7483 Intermediate Similarity NPD2983 Phase 2
0.7483 Intermediate Similarity NPD2982 Phase 2
0.7465 Intermediate Similarity NPD6671 Approved
0.7458 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7455 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7452 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7447 Intermediate Similarity NPD5283 Phase 1
0.7415 Intermediate Similarity NPD2981 Phase 2
0.7414 Intermediate Similarity NPD7808 Phase 3
0.7401 Intermediate Similarity NPD7906 Approved
0.7394 Intermediate Similarity NPD8455 Phase 2
0.7391 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7386 Intermediate Similarity NPD3620 Phase 2
0.7386 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD5494 Approved
0.7375 Intermediate Similarity NPD7213 Phase 3
0.7375 Intermediate Similarity NPD1511 Approved
0.7375 Intermediate Similarity NPD7212 Phase 2
0.7372 Intermediate Similarity NPD6100 Approved
0.7372 Intermediate Similarity NPD6099 Approved
0.7356 Intermediate Similarity NPD7251 Discontinued
0.7356 Intermediate Similarity NPD7240 Approved
0.7329 Intermediate Similarity NPD4160 Clinical (unspecified phase)
0.7314 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7305 Intermediate Similarity NPD3882 Suspended
0.7305 Intermediate Similarity NPD7768 Phase 2
0.7305 Intermediate Similarity NPD228 Approved
0.7299 Intermediate Similarity NPD6797 Phase 2
0.7294 Intermediate Similarity NPD3787 Discontinued
0.7289 Intermediate Similarity NPD7819 Suspended
0.7288 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7284 Intermediate Similarity NPD1512 Approved
0.7248 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD3817 Phase 2
0.7225 Intermediate Similarity NPD3818 Discontinued
0.7219 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7215 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7215 Intermediate Similarity NPD7266 Discontinued
0.7209 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD8651 Approved
0.72 Intermediate Similarity NPD6696 Suspended
0.7188 Intermediate Similarity NPD7466 Approved
0.7188 Intermediate Similarity NPD3750 Approved
0.7175 Intermediate Similarity NPD8312 Approved
0.7175 Intermediate Similarity NPD7311 Approved
0.7175 Intermediate Similarity NPD7312 Approved
0.7175 Intermediate Similarity NPD7310 Approved
0.7175 Intermediate Similarity NPD8313 Approved
0.7175 Intermediate Similarity NPD7313 Approved
0.7166 Intermediate Similarity NPD7680 Approved
0.7163 Intermediate Similarity NPD3022 Approved
0.7163 Intermediate Similarity NPD3021 Approved
0.7161 Intermediate Similarity NPD1558 Phase 1
0.716 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7151 Intermediate Similarity NPD4663 Approved
0.7143 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD7309 Approved
0.7135 Intermediate Similarity NPD8127 Discontinued
0.7134 Intermediate Similarity NPD7097 Phase 1
0.7133 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD7843 Approved
0.7115 Intermediate Similarity NPD5735 Approved
0.7114 Intermediate Similarity NPD3705 Approved
0.7108 Intermediate Similarity NPD4380 Phase 2
0.7107 Intermediate Similarity NPD3540 Phase 1
0.7103 Intermediate Similarity NPD7157 Approved
0.7093 Intermediate Similarity NPD7229 Phase 3
0.7089 Intermediate Similarity NPD6029 Clinical (unspecified phase)
0.7089 Intermediate Similarity NPD6028 Clinical (unspecified phase)
0.7086 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD3892 Phase 2
0.7081 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7079 Intermediate Similarity NPD4578 Approved
0.7079 Intermediate Similarity NPD4577 Approved
0.7078 Intermediate Similarity NPD7095 Approved
0.7059 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD7831 Phase 2
0.7059 Intermediate Similarity NPD7075 Discontinued
0.7059 Intermediate Similarity NPD7833 Phase 2
0.7059 Intermediate Similarity NPD7832 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD7340 Approved
0.7055 Intermediate Similarity NPD7040 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD7041 Phase 2
0.7048 Intermediate Similarity NPD4005 Discontinued
0.7044 Intermediate Similarity NPD3539 Phase 1
0.7043 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7029 Intermediate Similarity NPD3751 Discontinued
0.7022 Intermediate Similarity NPD8453 Clinical (unspecified phase)
0.7012 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7012 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7012 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7012 Intermediate Similarity NPD7446 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD27 Approved
0.7011 Intermediate Similarity NPD2489 Approved
0.7006 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD4678 Approved
0.7006 Intermediate Similarity NPD5124 Phase 1
0.7006 Intermediate Similarity NPD4675 Approved
0.7 Intermediate Similarity NPD5762 Approved
0.7 Intermediate Similarity NPD1091 Approved
0.7 Intermediate Similarity NPD422 Phase 1
0.7 Intermediate Similarity NPD5763 Approved
0.6995 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6994 Remote Similarity NPD7124 Phase 2
0.6994 Remote Similarity NPD3051 Approved
0.6993 Remote Similarity NPD6584 Phase 3
0.6987 Remote Similarity NPD6233 Phase 2
0.6975 Remote Similarity NPD8166 Discontinued
0.6964 Remote Similarity NPD7411 Suspended
0.6959 Remote Similarity NPD4055 Discovery
0.6959 Remote Similarity NPD3749 Approved
0.6957 Remote Similarity NPD7037 Approved
0.6954 Remote Similarity NPD2970 Approved
0.6954 Remote Similarity NPD2969 Approved
0.6951 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6946 Remote Similarity NPD6055 Clinical (unspecified phase)
0.6944 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6941 Remote Similarity NPD5402 Approved
0.6941 Remote Similarity NPD6374 Clinical (unspecified phase)
0.6933 Remote Similarity NPD2677 Approved
0.6928 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6923 Remote Similarity NPD6798 Discontinued
0.6918 Remote Similarity NPD4536 Approved
0.6918 Remote Similarity NPD4537 Clinical (unspecified phase)
0.6918 Remote Similarity NPD4538 Approved
0.6914 Remote Similarity NPD1652 Phase 2
0.6914 Remote Similarity NPD5177 Phase 3
0.6909 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6908 Remote Similarity NPD5327 Phase 3
0.6899 Remote Similarity NPD6355 Discontinued
0.6894 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6894 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6882 Remote Similarity NPD5929 Approved
0.6882 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6875 Remote Similarity NPD3748 Approved
0.6872 Remote Similarity NPD6559 Discontinued
0.6867 Remote Similarity NPD6516 Phase 2
0.6867 Remote Similarity NPD5846 Approved
0.6867 Remote Similarity NPD5261 Clinical (unspecified phase)
0.6864 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6862 Remote Similarity NPD8095 Phase 1
0.6855 Remote Similarity NPD4097 Suspended
0.6853 Remote Similarity NPD2684 Approved
0.6852 Remote Similarity NPD1549 Phase 2
0.6852 Remote Similarity NPD970 Clinical (unspecified phase)
0.6849 Remote Similarity NPD1398 Phase 1
0.6848 Remote Similarity NPD7390 Discontinued
0.6845 Remote Similarity NPD7261 Clinical (unspecified phase)
0.6845 Remote Similarity NPD8158 Clinical (unspecified phase)
0.6831 Remote Similarity NPD968 Approved

Structure

External Identifiers

PubChem CID   16104872
ChEMBL   CHEMBL219101
ZINC  

Physicochemical Properties

Molecular Weight:  544.21
ALogP:  -1.4271
MLogP:  4.1
XLogP:  6.216
# Rotatable Bonds:  16
Polar Surface Area:  106.84
# H-Bond Aceptor:  0
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  40

Download Data

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Biological Activities  
Similar NPs/Drugs