Natural Product: NPC43065

Natural Product ID:  NPC43065
Common Name:   (-)-(7R,8S,7''s,8''r)-3,3'',5,5'-Tetramethoxy-4''-Hydroxy-4',7-Epoxy-8',9'-Dinor-4,8''-Oxy-8,3'-Sesquineolignan-7'',9,9''-Triol-7'-Al
IUPAC Name:   (2R,3S)-2-[4-[(1S,2R)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3,5-dimethoxyphenyl]-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-carbaldehyde
Synonyms:  
Molecular Formula:   C29H32O11
Standard InCHIKey:  HSGQUCFRADTCMJ-WXYGLEJPSA-N
Standard InCHI:  InChI=1S/C29H32O11/c1-35-21-9-16(5-6-20(21)33)26(34)25(14-32)39-29-23(37-3)10-17(11-24(29)38-4)27-19(13-31)18-7-15(12-30)8-22(36-2)28(18)40-27/h5-12,19,25-27,31-34H,13-14H2,1-4H3/t19-,25-,26+,27+/m1/s1
Canonical SMILES:  OC[C@H]([C@H](c1ccc(c(c1)OC)O)O)Oc1c(OC)cc(cc1OC)[C@@H]1Oc2c([C@H]1CO)cc(cc2OC)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
NPO19192 Sinocalamus affinis Species NA NA skin-removed stems Pingle Town, Sichuang Province, China 2008-AUG PMID[21469695]
NPO19192 Sinocalamus affinis Species NA NA Stems PMID[21469695]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Inhibition < 30 % 21469695

  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 NPC43065 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
0.9423 High Similarity NPC180901
0.9423 High Similarity NPC300757
0.9371 High Similarity NPC469889
0.9325 High Similarity NPC180768
0.9295 High Similarity NPC470769
0.9295 High Similarity NPC131121
0.9207 High Similarity NPC102277
0.9207 High Similarity NPC279209
0.9207 High Similarity NPC131866
0.9136 High Similarity NPC124038
0.908 High Similarity NPC472277
0.9074 High Similarity NPC472635
0.9074 High Similarity NPC476247
0.9068 High Similarity NPC472962
0.9068 High Similarity NPC53889
0.9068 High Similarity NPC472961
0.9062 High Similarity NPC470827
0.9024 High Similarity NPC119589
0.9024 High Similarity NPC235610
0.9018 High Similarity NPC472281
0.9018 High Similarity NPC205265
0.9018 High Similarity NPC18100
0.9018 High Similarity NPC45943
0.9012 High Similarity NPC142252
0.9012 High Similarity NPC472634
0.9012 High Similarity NPC158188
0.9006 High Similarity NPC87317
0.9006 High Similarity NPC470828
0.8994 High Similarity NPC25127
0.8994 High Similarity NPC287504
0.8988 High Similarity NPC79736
0.8988 High Similarity NPC67629
0.8988 High Similarity NPC478050
0.8982 High Similarity NPC316539
0.8974 High Similarity NPC473408
0.897 High Similarity NPC247973
0.8963 High Similarity NPC300053
0.8963 High Similarity NPC108433
0.8957 High Similarity NPC476371
0.8957 High Similarity NPC81679
0.8957 High Similarity NPC476372
0.8951 High Similarity NPC472624
0.8951 High Similarity NPC328102
0.8951 High Similarity NPC472630
0.8951 High Similarity NPC472631
0.8951 High Similarity NPC24164
0.8944 High Similarity NPC38779
0.8944 High Similarity NPC474055
0.8944 High Similarity NPC299520
0.8944 High Similarity NPC68324
0.8944 High Similarity NPC291508
0.8944 High Similarity NPC160512
0.8944 High Similarity NPC114179
0.8944 High Similarity NPC156818
0.8944 High Similarity NPC129684
0.8944 High Similarity NPC472598
0.8944 High Similarity NPC289322
0.8935 High Similarity NPC267549
0.8916 High Similarity NPC288813
0.8909 High Similarity NPC128293
0.8896 High Similarity NPC216916
0.8896 High Similarity NPC266314
0.8896 High Similarity NPC26326
0.8896 High Similarity NPC471499
0.8889 High Similarity NPC284127
0.8889 High Similarity NPC476410
0.8889 High Similarity NPC172202
0.8882 High Similarity NPC165483
0.8882 High Similarity NPC278778
0.8882 High Similarity NPC88803
0.8882 High Similarity NPC470328
0.8882 High Similarity NPC209614
0.8882 High Similarity NPC104983
0.8882 High Similarity NPC291948
0.8882 High Similarity NPC300845
0.8882 High Similarity NPC472626
0.8882 High Similarity NPC35038
0.8882 High Similarity NPC250436
0.8882 High Similarity NPC291878
0.8882 High Similarity NPC195796
0.8869 High Similarity NPC98583
0.8868 High Similarity NPC75695
0.8868 High Similarity NPC151425
0.8868 High Similarity NPC267091
0.8868 High Similarity NPC476434
0.8855 High Similarity NPC14662
0.8855 High Similarity NPC260266
0.8855 High Similarity NPC243877
0.8855 High Similarity NPC470456
0.8848 High Similarity NPC326520
0.8848 High Similarity NPC471788
0.8846 High Similarity NPC260397
0.8846 High Similarity NPC9370
0.8846 High Similarity NPC287495
0.8841 High Similarity NPC474162
0.8841 High Similarity NPC472964
0.8841 High Similarity NPC474034
0.8841 High Similarity NPC474033
0.8841 High Similarity NPC474150
0.8841 High Similarity NPC201800
0.8834 High Similarity NPC321399
0.8834 High Similarity NPC36217
0.8834 High Similarity NPC287328
0.8834 High Similarity NPC476283
0.8834 High Similarity NPC470326
0.8834 High Similarity NPC282009
0.8834 High Similarity NPC476373
0.8827 High Similarity NPC183851
0.8827 High Similarity NPC63454
0.8827 High Similarity NPC27337
0.882 High Similarity NPC470327
0.882 High Similarity NPC45849
0.882 High Similarity NPC477503
0.882 High Similarity NPC226025
0.882 High Similarity NPC168247
0.882 High Similarity NPC321779
0.882 High Similarity NPC57674
0.882 High Similarity NPC200761
0.882 High Similarity NPC117992
0.882 High Similarity NPC152951
0.882 High Similarity NPC230149
0.882 High Similarity NPC255807
0.882 High Similarity NPC31018
0.881 High Similarity NPC186847
0.881 High Similarity NPC100251
0.881 High Similarity NPC65333
0.881 High Similarity NPC257667
0.881 High Similarity NPC472454
0.881 High Similarity NPC121333
0.8805 High Similarity NPC62354
0.8805 High Similarity NPC243891
0.8802 High Similarity NPC475212
0.8802 High Similarity NPC188079
0.8795 High Similarity NPC320741
0.8795 High Similarity NPC173292
0.8795 High Similarity NPC471213
0.8795 High Similarity NPC13481
0.8795 High Similarity NPC170245
0.8795 High Similarity NPC224851
0.8795 High Similarity NPC171985
0.8795 High Similarity NPC207575
0.8795 High Similarity NPC470462
0.8795 High Similarity NPC277480
0.8788 High Similarity NPC7483
0.8788 High Similarity NPC273959
0.8788 High Similarity NPC329669
0.8788 High Similarity NPC476295
0.8788 High Similarity NPC472278
0.8788 High Similarity NPC473313
0.878 High Similarity NPC92589
0.878 High Similarity NPC165970
0.878 High Similarity NPC471211
0.878 High Similarity NPC471212
0.878 High Similarity NPC113163
0.878 High Similarity NPC474038
0.878 High Similarity NPC84324
0.878 High Similarity NPC288131
0.878 High Similarity NPC471210
0.878 High Similarity NPC305987
0.878 High Similarity NPC473106
0.878 High Similarity NPC103201
0.878 High Similarity NPC134783
0.878 High Similarity NPC472632
0.878 High Similarity NPC109061
0.878 High Similarity NPC66618
0.8779 High Similarity NPC150977
0.8773 High Similarity NPC250214
0.8773 High Similarity NPC53545
0.8773 High Similarity NPC95936
0.8773 High Similarity NPC210459
0.8773 High Similarity NPC22192
0.8773 High Similarity NPC117418
0.8765 High Similarity NPC208152
0.8765 High Similarity NPC78492
0.8765 High Similarity NPC318432
0.8765 High Similarity NPC472455
0.8758 High Similarity NPC298692
0.8758 High Similarity NPC18727
0.8758 High Similarity NPC227337
0.8758 High Similarity NPC213896
0.8758 High Similarity NPC70433
0.8758 High Similarity NPC49402
0.8758 High Similarity NPC33051
0.8758 High Similarity NPC192083
0.8758 High Similarity NPC273462
0.8758 High Similarity NPC469550
0.8757 High Similarity NPC310794
0.875 High Similarity NPC472276
0.875 High Similarity NPC212748
0.875 High Similarity NPC103307
0.8743 High Similarity NPC150131
0.8743 High Similarity NPC50394
0.8743 High Similarity NPC158761
0.8742 High Similarity NPC473091
0.8735 High Similarity NPC36
0.8735 High Similarity NPC142614
0.8735 High Similarity NPC72787
0.8735 High Similarity NPC38914
0.8735 High Similarity NPC470457
0.8735 High Similarity NPC125039

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC43065 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
0.8882 High Similarity NPD4868 Clinical (unspecified phase)
0.8758 High Similarity NPD2393 Clinical (unspecified phase)
0.8743 High Similarity NPD3818 Discontinued
0.8735 High Similarity NPD6166 Phase 2
0.8735 High Similarity NPD6168 Clinical (unspecified phase)
0.8735 High Similarity NPD6167 Clinical (unspecified phase)
0.8696 High Similarity NPD1934 Approved
0.865 High Similarity NPD3882 Suspended
0.8606 High Similarity NPD5494 Approved
0.858 High Similarity NPD5844 Phase 1
0.8528 High Similarity NPD2801 Approved
0.8462 Intermediate Similarity NPD7473 Discontinued
0.8421 Intermediate Similarity NPD7074 Phase 3
0.8393 Intermediate Similarity NPD6232 Discontinued
0.8372 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8364 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8363 Intermediate Similarity NPD7054 Approved
0.8344 Intermediate Similarity NPD4380 Phase 2
0.8324 Intermediate Similarity NPD6559 Discontinued
0.8314 Intermediate Similarity NPD7472 Approved
0.8263 Intermediate Similarity NPD7075 Discontinued
0.8225 Intermediate Similarity NPD7199 Phase 2
0.8214 Intermediate Similarity NPD6234 Discontinued
0.8199 Intermediate Similarity NPD1511 Approved
0.8193 Intermediate Similarity NPD1465 Phase 2
0.8144 Intermediate Similarity NPD3817 Phase 2
0.8133 Intermediate Similarity NPD37 Approved
0.8114 Intermediate Similarity NPD7251 Discontinued
0.8098 Intermediate Similarity NPD1512 Approved
0.8095 Intermediate Similarity NPD4965 Approved
0.8095 Intermediate Similarity NPD4966 Approved
0.8095 Intermediate Similarity NPD4967 Phase 2
0.8092 Intermediate Similarity NPD7228 Approved
0.8084 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8084 Intermediate Similarity NPD7819 Suspended
0.8068 Intermediate Similarity NPD7808 Phase 3
0.8068 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8057 Intermediate Similarity NPD6797 Phase 2
0.8049 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.8047 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8037 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8037 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8034 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.8024 Intermediate Similarity NPD6801 Discontinued
0.8023 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.8012 Intermediate Similarity NPD1247 Approved
0.8012 Intermediate Similarity NPD6959 Discontinued
0.7964 Intermediate Similarity NPD7411 Suspended
0.7943 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7919 Intermediate Similarity NPD3926 Phase 2
0.7898 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7898 Intermediate Similarity NPD1613 Approved
0.7895 Intermediate Similarity NPD919 Approved
0.7888 Intermediate Similarity NPD1549 Phase 2
0.7882 Intermediate Similarity NPD7768 Phase 2
0.784 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7826 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7826 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7821 Intermediate Similarity NPD3027 Phase 3
0.7809 Intermediate Similarity NPD7685 Pre-registration
0.7802 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7791 Intermediate Similarity NPD4628 Phase 3
0.779 Intermediate Similarity NPD8434 Phase 2
0.7771 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7764 Intermediate Similarity NPD2796 Approved
0.7759 Intermediate Similarity NPD7229 Phase 3
0.7758 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7744 Intermediate Similarity NPD6190 Approved
0.7736 Intermediate Similarity NPD230 Phase 1
0.7719 Intermediate Similarity NPD5402 Approved
0.7711 Intermediate Similarity NPD2534 Approved
0.7711 Intermediate Similarity NPD2532 Approved
0.7711 Intermediate Similarity NPD2533 Approved
0.7702 Intermediate Similarity NPD1510 Phase 2
0.7692 Intermediate Similarity NPD9494 Approved
0.7658 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7651 Intermediate Similarity NPD6799 Approved
0.7643 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.763 Intermediate Similarity NPD3749 Approved
0.7624 Intermediate Similarity NPD8313 Approved
0.7624 Intermediate Similarity NPD8312 Approved
0.7622 Intermediate Similarity NPD2800 Approved
0.7619 Intermediate Similarity NPD920 Approved
0.7611 Intermediate Similarity NPD7240 Approved
0.7605 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7605 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD8127 Discontinued
0.7588 Intermediate Similarity NPD6599 Discontinued
0.758 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7576 Intermediate Similarity NPD3750 Approved
0.7574 Intermediate Similarity NPD1653 Approved
0.7562 Intermediate Similarity NPD1240 Approved
0.7562 Intermediate Similarity NPD943 Approved
0.7558 Intermediate Similarity NPD5761 Phase 2
0.7558 Intermediate Similarity NPD5760 Phase 2
0.7547 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7532 Intermediate Similarity NPD4908 Phase 1
0.7529 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7527 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7526 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7515 Intermediate Similarity NPD5403 Approved
0.75 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7473 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.747 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7469 Intermediate Similarity NPD1607 Approved
0.7457 Intermediate Similarity NPD8455 Phase 2
0.7455 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7439 Intermediate Similarity NPD6100 Approved
0.7439 Intermediate Similarity NPD2935 Discontinued
0.7439 Intermediate Similarity NPD6099 Approved
0.7439 Intermediate Similarity NPD1551 Phase 2
0.7427 Intermediate Similarity NPD3226 Approved
0.7396 Intermediate Similarity NPD5401 Approved
0.7394 Intermediate Similarity NPD2344 Approved
0.7389 Intermediate Similarity NPD3751 Discontinued
0.7381 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7341 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7326 Intermediate Similarity NPD7458 Discontinued
0.732 Intermediate Similarity NPD7680 Approved
0.7318 Intermediate Similarity NPD5242 Approved
0.7314 Intermediate Similarity NPD5353 Approved
0.7312 Intermediate Similarity NPD8150 Discontinued
0.731 Intermediate Similarity NPD8151 Discontinued
0.7301 Intermediate Similarity NPD6355 Discontinued
0.7301 Intermediate Similarity NPD447 Suspended
0.7297 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD2799 Discontinued
0.7273 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD3748 Approved
0.7268 Intermediate Similarity NPD5953 Discontinued
0.7263 Intermediate Similarity NPD3787 Discontinued
0.7256 Intermediate Similarity NPD6651 Approved
0.7253 Intermediate Similarity NPD7286 Phase 2
0.7251 Intermediate Similarity NPD6273 Approved
0.7235 Intermediate Similarity NPD7390 Discontinued
0.7222 Intermediate Similarity NPD6798 Discontinued
0.7222 Intermediate Similarity NPD3764 Approved
0.7219 Intermediate Similarity NPD2309 Approved
0.7215 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7202 Intermediate Similarity NPD1243 Approved
0.7202 Intermediate Similarity NPD6674 Discontinued
0.7197 Intermediate Similarity NPD1610 Phase 2
0.7186 Intermediate Similarity NPD7266 Discontinued
0.7169 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7167 Intermediate Similarity NPD5710 Approved
0.7167 Intermediate Similarity NPD5711 Approved
0.7165 Intermediate Similarity NPD6777 Approved
0.7165 Intermediate Similarity NPD6782 Approved
0.7165 Intermediate Similarity NPD6780 Approved
0.7165 Intermediate Similarity NPD6776 Approved
0.7165 Intermediate Similarity NPD6779 Approved
0.7165 Intermediate Similarity NPD6778 Approved
0.7165 Intermediate Similarity NPD6781 Approved
0.715 Intermediate Similarity NPD7783 Phase 2
0.715 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7435 Discontinued
0.7143 Intermediate Similarity NPD6386 Approved
0.7143 Intermediate Similarity NPD6385 Approved
0.7143 Intermediate Similarity NPD2861 Phase 2
0.7143 Intermediate Similarity NPD2424 Discontinued
0.7135 Intermediate Similarity NPD7038 Approved
0.7135 Intermediate Similarity NPD7039 Approved
0.7134 Intermediate Similarity NPD4060 Phase 1
0.7117 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD7870 Phase 2
0.7107 Intermediate Similarity NPD7871 Phase 2
0.7097 Intermediate Similarity NPD7549 Discontinued
0.7091 Intermediate Similarity NPD5124 Phase 1
0.7091 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD7907 Approved
0.7083 Intermediate Similarity NPD6002 Phase 3
0.7083 Intermediate Similarity NPD6005 Phase 3
0.7083 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD6004 Phase 3
0.7083 Intermediate Similarity NPD4363 Phase 3
0.7083 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD2346 Discontinued
0.7083 Intermediate Similarity NPD4360 Phase 2
0.7073 Intermediate Similarity NPD4111 Phase 1
0.7073 Intermediate Similarity NPD4665 Approved
0.7073 Intermediate Similarity NPD6233 Phase 2
0.7066 Intermediate Similarity NPD7033 Discontinued
0.7059 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD4110 Phase 3
0.7059 Intermediate Similarity NPD8166 Discontinued
0.7059 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD7003 Approved
0.7056 Intermediate Similarity NPD7698 Approved
0.7056 Intermediate Similarity NPD7696 Phase 3
0.7056 Intermediate Similarity NPD7697 Approved
0.7055 Intermediate Similarity NPD4625 Phase 3
0.7047 Intermediate Similarity NPD4361 Phase 2
0.7047 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7044 Intermediate Similarity NPD9269 Phase 2
0.7044 Intermediate Similarity NPD1608 Approved
0.7041 Intermediate Similarity NPD2493 Approved
0.7041 Intermediate Similarity NPD2494 Approved

Structure

External Identifiers

PubChem CID   53356209
ChEMBL   CHEMBL1797769
ZINC  

Physicochemical Properties

Molecular Weight:  556.19
ALogP:  -2.9831
MLogP:  3.44
XLogP:  1.065
# Rotatable Bonds:  20
Polar Surface Area:  153.37
# H-Bond Aceptor:  4
# H-Bond Donor:  4
# Rings:  4
# Heavy Atoms:  40

Download Data

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