Natural Product: NPC40821

Natural Product ID:  NPC40821
Common Name:   Zedoalactone B
IUPAC Name:   (5R,5aR,8S,8aR)-5,5a,8-trihydroxy-1,5,8-trimethyl-6,7,8a,9-tetrahydroazuleno[6,5-b]furan-2-one
Synonyms:  
Molecular Formula:   C15H20O5
Standard InCHIKey:  HPNXJLIPUVXDNH-FAAHXZRKSA-N
Standard InCHI:  InChI=1S/C15H20O5/c1-8-9-6-11-13(2,17)4-5-15(11,19)14(3,18)7-10(9)20-12(8)16/h7,11,17-19H,4-6H2,1-3H3/t11-,13+,14-,15-/m1/s1
Canonical SMILES:  CC1=C2C[C@@H]3[C@@](C)(O)CC[C@@]3([C@](C=C2OC1=O)(C)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
NPO18068 Curcuma phaeocaulis Species Zingiberaceae Eukaryota Rhizomes PMID[23755850]
NPO29538 Curcumae radix NA NA NA TCMSP*
NPO7929 Curcuma zedoaria Species Zingiberaceae Eukaryota TCMID*
NPO17751 Rhizoma wenyujin concisum NA NA NA TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 1300 nM 23755850

  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 NPC40821 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 NPC32862
1.0 High Similarity NPC272293
0.9419 High Similarity NPC191283
0.9186 High Similarity NPC471185
0.8539 High Similarity NPC287015
0.8539 High Similarity NPC146850
0.8427 Intermediate Similarity NPC290052
0.8229 Intermediate Similarity NPC98165
0.8222 Intermediate Similarity NPC154893
0.8222 Intermediate Similarity NPC16887
0.8222 Intermediate Similarity NPC37005
0.8222 Intermediate Similarity NPC53011
0.8125 Intermediate Similarity NPC220221
0.8085 Intermediate Similarity NPC471184
0.79 Intermediate Similarity NPC150923
0.7879 Intermediate Similarity NPC221615
0.7857 Intermediate Similarity NPC213078
0.7778 Intermediate Similarity NPC161493
0.7755 Intermediate Similarity NPC469873
0.7755 Intermediate Similarity NPC67584
0.7755 Intermediate Similarity NPC170120
0.7755 Intermediate Similarity NPC52044
0.7755 Intermediate Similarity NPC37408
0.7745 Intermediate Similarity NPC124881
0.7692 Intermediate Similarity NPC59994
0.7692 Intermediate Similarity NPC78677
0.7677 Intermediate Similarity NPC473333
0.767 Intermediate Similarity NPC200861
0.7653 Intermediate Similarity NPC127019
0.76 Intermediate Similarity NPC2666
0.7576 Intermediate Similarity NPC213698
0.7576 Intermediate Similarity NPC471492
0.7553 Intermediate Similarity NPC245434
0.7526 Intermediate Similarity NPC37607
0.7526 Intermediate Similarity NPC301969
0.75 Intermediate Similarity NPC121099
0.75 Intermediate Similarity NPC472822
0.7475 Intermediate Similarity NPC262133
0.7475 Intermediate Similarity NPC470013
0.7475 Intermediate Similarity NPC470010
0.7475 Intermediate Similarity NPC323008
0.7426 Intermediate Similarity NPC471490
0.7423 Intermediate Similarity NPC225283
0.7423 Intermediate Similarity NPC212664
0.7383 Intermediate Similarity NPC475274
0.7379 Intermediate Similarity NPC219038
0.7379 Intermediate Similarity NPC116139
0.7379 Intermediate Similarity NPC62670
0.7374 Intermediate Similarity NPC472954
0.7364 Intermediate Similarity NPC106446
0.7353 Intermediate Similarity NPC244411
0.7353 Intermediate Similarity NPC64742
0.7353 Intermediate Similarity NPC181147
0.7347 Intermediate Similarity NPC3436
0.732 Intermediate Similarity NPC260343
0.7315 Intermediate Similarity NPC15551
0.7315 Intermediate Similarity NPC181298
0.7308 Intermediate Similarity NPC86077
0.7308 Intermediate Similarity NPC66110
0.7308 Intermediate Similarity NPC471599
0.73 Intermediate Similarity NPC198853
0.73 Intermediate Similarity NPC477131
0.73 Intermediate Similarity NPC472467
0.7282 Intermediate Similarity NPC469864
0.7282 Intermediate Similarity NPC469872
0.7282 Intermediate Similarity NPC70865
0.7273 Intermediate Similarity NPC470520
0.7273 Intermediate Similarity NPC2882
0.7273 Intermediate Similarity NPC475925
0.7264 Intermediate Similarity NPC243998
0.7264 Intermediate Similarity NPC223450
0.7264 Intermediate Similarity NPC54737
0.7255 Intermediate Similarity NPC477949
0.7248 Intermediate Similarity NPC71680
0.7238 Intermediate Similarity NPC183570
0.7238 Intermediate Similarity NPC280566
0.7228 Intermediate Similarity NPC329435
0.7228 Intermediate Similarity NPC472873
0.7216 Intermediate Similarity NPC471657
0.7216 Intermediate Similarity NPC45957
0.7216 Intermediate Similarity NPC316629
0.7212 Intermediate Similarity NPC20673
0.72 Intermediate Similarity NPC59646
0.72 Intermediate Similarity NPC258216
0.7196 Intermediate Similarity NPC472263
0.7196 Intermediate Similarity NPC108682
0.7196 Intermediate Similarity NPC469957
0.7196 Intermediate Similarity NPC469959
0.7184 Intermediate Similarity NPC65700
0.7184 Intermediate Similarity NPC151093
0.7182 Intermediate Similarity NPC123855
0.7182 Intermediate Similarity NPC76550
0.7182 Intermediate Similarity NPC241477
0.7172 Intermediate Similarity NPC216284
0.7172 Intermediate Similarity NPC473448
0.717 Intermediate Similarity NPC272632
0.717 Intermediate Similarity NPC100487
0.7158 Intermediate Similarity NPC471340
0.7157 Intermediate Similarity NPC24956
0.7157 Intermediate Similarity NPC18019
0.7157 Intermediate Similarity NPC9812
0.7156 Intermediate Similarity NPC238850
0.7143 Intermediate Similarity NPC470972
0.7143 Intermediate Similarity NPC140591
0.7143 Intermediate Similarity NPC79549
0.7143 Intermediate Similarity NPC197835
0.7143 Intermediate Similarity NPC303653
0.7143 Intermediate Similarity NPC291500
0.7143 Intermediate Similarity NPC189609
0.713 Intermediate Similarity NPC117604
0.7129 Intermediate Similarity NPC281775
0.7129 Intermediate Similarity NPC96541
0.7129 Intermediate Similarity NPC470521
0.7117 Intermediate Similarity NPC46269
0.7117 Intermediate Similarity NPC106395
0.7115 Intermediate Similarity NPC290802
0.7115 Intermediate Similarity NPC244878
0.7115 Intermediate Similarity NPC280963
0.7113 Intermediate Similarity NPC67493
0.7105 Intermediate Similarity NPC219656
0.7103 Intermediate Similarity NPC93026
0.7103 Intermediate Similarity NPC220217
0.7103 Intermediate Similarity NPC469960
0.7103 Intermediate Similarity NPC119855
0.7103 Intermediate Similarity NPC470980
0.7103 Intermediate Similarity NPC29389
0.7103 Intermediate Similarity NPC265502
0.71 Intermediate Similarity NPC131209
0.71 Intermediate Similarity NPC32494
0.71 Intermediate Similarity NPC175842
0.71 Intermediate Similarity NPC472468
0.71 Intermediate Similarity NPC155215
0.71 Intermediate Similarity NPC133698
0.7091 Intermediate Similarity NPC262083
0.7091 Intermediate Similarity NPC471484
0.7087 Intermediate Similarity NPC181151
0.7075 Intermediate Similarity NPC472821
0.7071 Intermediate Similarity NPC215556
0.7064 Intermediate Similarity NPC59489
0.7064 Intermediate Similarity NPC139838
0.7059 Intermediate Similarity NPC304886
0.7054 Intermediate Similarity NPC67290
0.7054 Intermediate Similarity NPC305044
0.7054 Intermediate Similarity NPC138303
0.7054 Intermediate Similarity NPC265290
0.7054 Intermediate Similarity NPC133677
0.7048 Intermediate Similarity NPC477950
0.7048 Intermediate Similarity NPC4637
0.7048 Intermediate Similarity NPC98859
0.7048 Intermediate Similarity NPC206079
0.7037 Intermediate Similarity NPC26617
0.7027 Intermediate Similarity NPC138757
0.7019 Intermediate Similarity NPC45125
0.7009 Intermediate Similarity NPC473577
0.7009 Intermediate Similarity NPC472819
0.7009 Intermediate Similarity NPC474550
0.7009 Intermediate Similarity NPC475585
0.7009 Intermediate Similarity NPC309190
0.7 Intermediate Similarity NPC257240
0.7 Intermediate Similarity NPC472466
0.699 Remote Similarity NPC113433
0.6983 Remote Similarity NPC233500
0.6981 Remote Similarity NPC70369
0.6972 Remote Similarity NPC50124
0.697 Remote Similarity NPC26078
0.697 Remote Similarity NPC91248
0.697 Remote Similarity NPC242448
0.697 Remote Similarity NPC224652
0.697 Remote Similarity NPC471956
0.697 Remote Similarity NPC473658
0.6966 Remote Similarity NPC316029
0.6966 Remote Similarity NPC315597
0.6964 Remote Similarity NPC101965
0.6964 Remote Similarity NPC101400
0.6957 Remote Similarity NPC152017
0.6957 Remote Similarity NPC278681
0.6957 Remote Similarity NPC476317
0.6952 Remote Similarity NPC471381
0.6952 Remote Similarity NPC186861
0.6952 Remote Similarity NPC79631
0.6944 Remote Similarity NPC179891
0.6944 Remote Similarity NPC475290
0.6944 Remote Similarity NPC472818
0.6939 Remote Similarity NPC477668
0.6937 Remote Similarity NPC255401
0.6937 Remote Similarity NPC284162
0.6931 Remote Similarity NPC158061
0.6923 Remote Similarity NPC182811
0.6923 Remote Similarity NPC471150
0.6923 Remote Similarity NPC196130
0.6923 Remote Similarity NPC47834
0.6923 Remote Similarity NPC205143
0.6923 Remote Similarity NPC153559
0.6916 Remote Similarity NPC475623
0.6916 Remote Similarity NPC475334
0.6916 Remote Similarity NPC473694
0.6915 Remote Similarity NPC86971
0.6915 Remote Similarity NPC471890
0.6915 Remote Similarity NPC84185
0.6915 Remote Similarity NPC226226

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC40821 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
0.7292 Intermediate Similarity NPD4249 Approved
0.7216 Intermediate Similarity NPD4251 Approved
0.7216 Intermediate Similarity NPD4250 Approved
0.7182 Intermediate Similarity NPD6053 Discontinued
0.7037 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6371 Approved
0.7 Intermediate Similarity NPD7838 Discovery
0.6733 Remote Similarity NPD1695 Approved
0.6667 Remote Similarity NPD4821 Approved
0.6667 Remote Similarity NPD4819 Approved
0.6667 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4820 Approved
0.6667 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4822 Approved
0.6555 Remote Similarity NPD7503 Approved
0.6555 Remote Similarity NPD8033 Approved
0.6505 Remote Similarity NPD46 Approved
0.6505 Remote Similarity NPD6698 Approved
0.6481 Remote Similarity NPD6648 Approved
0.6465 Remote Similarity NPD7154 Phase 3
0.6465 Remote Similarity NPD5362 Discontinued
0.6458 Remote Similarity NPD4268 Approved
0.6458 Remote Similarity NPD4271 Approved
0.6441 Remote Similarity NPD7328 Approved
0.6441 Remote Similarity NPD7327 Approved
0.6422 Remote Similarity NPD5344 Discontinued
0.6389 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6387 Remote Similarity NPD7516 Approved
0.6333 Remote Similarity NPD8294 Approved
0.6333 Remote Similarity NPD8377 Approved
0.633 Remote Similarity NPD7639 Approved
0.633 Remote Similarity NPD7640 Approved
0.63 Remote Similarity NPD5331 Approved
0.63 Remote Similarity NPD5332 Approved
0.6286 Remote Similarity NPD7983 Approved
0.6286 Remote Similarity NPD7637 Suspended
0.6281 Remote Similarity NPD8378 Approved
0.6281 Remote Similarity NPD8380 Approved
0.6281 Remote Similarity NPD8296 Approved
0.6281 Remote Similarity NPD8379 Approved
0.6281 Remote Similarity NPD8335 Approved
0.6263 Remote Similarity NPD4790 Discontinued
0.6239 Remote Similarity NPD7638 Approved
0.6238 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6214 Remote Similarity NPD7524 Approved
0.621 Remote Similarity NPD7507 Approved
0.619 Remote Similarity NPD5785 Approved
0.6139 Remote Similarity NPD6695 Phase 3
0.6132 Remote Similarity NPD5281 Approved
0.6132 Remote Similarity NPD5284 Approved
0.6111 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6091 Remote Similarity NPD4225 Approved
0.6087 Remote Similarity NPD6686 Approved
0.6063 Remote Similarity NPD7319 Approved
0.604 Remote Similarity NPD6435 Approved
0.6019 Remote Similarity NPD5282 Discontinued
0.6019 Remote Similarity NPD5363 Approved
0.5981 Remote Similarity NPD5693 Phase 1
0.5963 Remote Similarity NPD5695 Phase 3
0.5929 Remote Similarity NPD7632 Discontinued
0.5926 Remote Similarity NPD5778 Approved
0.5926 Remote Similarity NPD5779 Approved
0.5905 Remote Similarity NPD7750 Discontinued
0.5897 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5888 Remote Similarity NPD5692 Phase 3
0.5888 Remote Similarity NPD5207 Approved
0.5882 Remote Similarity NPD4269 Approved
0.5882 Remote Similarity NPD4270 Approved
0.5865 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5856 Remote Similarity NPD6084 Phase 2
0.5856 Remote Similarity NPD6083 Phase 2
0.5842 Remote Similarity NPD6930 Phase 2
0.5842 Remote Similarity NPD6931 Approved
0.5842 Remote Similarity NPD5368 Approved
0.5833 Remote Similarity NPD5694 Approved
0.5833 Remote Similarity NPD6050 Approved
0.582 Remote Similarity NPD7115 Discovery
0.581 Remote Similarity NPD5786 Approved
0.5804 Remote Similarity NPD5696 Approved
0.5798 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5794 Remote Similarity NPD6051 Approved
0.5784 Remote Similarity NPD5369 Approved
0.5776 Remote Similarity NPD6008 Approved
0.5769 Remote Similarity NPD6007 Clinical (unspecified phase)
0.5769 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5766 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5743 Remote Similarity NPD6929 Approved
0.5728 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5728 Remote Similarity NPD5209 Approved
0.5726 Remote Similarity NPD6685 Approved
0.5726 Remote Similarity NPD6412 Phase 2
0.5714 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5702 Remote Similarity NPD4632 Approved
0.5701 Remote Similarity NPD4518 Approved
0.57 Remote Similarity NPD4756 Discovery
0.5699 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5691 Remote Similarity NPD7505 Discontinued
0.5688 Remote Similarity NPD7087 Discontinued
0.5686 Remote Similarity NPD7514 Phase 3
0.5686 Remote Similarity NPD4252 Approved
0.568 Remote Similarity NPD6319 Approved
0.5678 Remote Similarity NPD7320 Approved
0.5676 Remote Similarity NPD5654 Approved
0.566 Remote Similarity NPD4694 Approved
0.566 Remote Similarity NPD5280 Approved
0.5648 Remote Similarity NPD6673 Approved
0.5648 Remote Similarity NPD6904 Approved
0.5648 Remote Similarity NPD6080 Approved
0.5644 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5641 Remote Similarity NPD7128 Approved
0.5641 Remote Similarity NPD5739 Approved
0.5641 Remote Similarity NPD6675 Approved
0.5641 Remote Similarity NPD6402 Approved
0.5635 Remote Similarity NPD8515 Approved
0.5635 Remote Similarity NPD8517 Approved
0.5635 Remote Similarity NPD8516 Approved
0.5635 Remote Similarity NPD8513 Phase 3
0.56 Remote Similarity NPD6933 Approved

Structure

External Identifiers

PubChem CID   15226640
ChEMBL   CHEMBL2386514
ZINC  

Physicochemical Properties

Molecular Weight:  280.13
ALogP:  -0.1818
MLogP:  2.56
XLogP:  0.379
# Rotatable Bonds:  6
Polar Surface Area:  86.99
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  20

Download Data

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Similar NPs/Drugs