Natural Product: NPC26865

Natural Product ID:  NPC26865
Common Name:   Tagalsin B
IUPAC Name:   (1R,4aR,4bS,7S,8aS,10aS)-7-ethenyl-3-hydroxy-4b,7,10a-trimethylspiro[5,6,8,8a,9,10-hexahydro-4aH-phenanthrene-1,2'-oxirane]-2-one
Synonyms:  
Molecular Formula:   C20H28O3
Standard InCHIKey:  XJFGTYYCVFPPMQ-RDCAMWFPSA-N
Standard InCHI:  InChI=1S/C20H28O3/c1-5-17(2)8-9-18(3)13(11-17)6-7-19(4)15(18)10-14(21)16(22)20(19)12-23-20/h5,10,13,15,21H,1,6-9,11-12H2,2-4H3/t13-,15+,17-,18-,19-,20+/m0/s1
Canonical SMILES:  C=C[C@@]1(C)CC[C@]2([C@H](C1)CC[C@]1([C@@H]2C=C(O)C(=O)[C@@]21CO2)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
NPO19887 Ceriops tagal Species Rhizophoraceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1419 Organism Tribolium castaneum Tribolium castaneum EC50 = 277.6 ppm 21775935
NPT1419 Organism Tribolium castaneum Tribolium castaneum Activity = 95.23 % 21775935
NPT1419 Organism Tribolium castaneum Tribolium castaneum Activity = 84.17 % 21775935
NPT1419 Organism Tribolium castaneum Tribolium castaneum Activity = 65.32 % 21775935
NPT1419 Organism Tribolium castaneum Tribolium castaneum Activity = 47.65 % 21775935
NPT1419 Organism Tribolium castaneum Tribolium castaneum Activity = 38.85 % 21775935

  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 NPC26865 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
0.8778 High Similarity NPC474209
0.8778 High Similarity NPC475823
0.8427 Intermediate Similarity NPC241512
0.8427 Intermediate Similarity NPC6185
0.8222 Intermediate Similarity NPC263997
0.8222 Intermediate Similarity NPC132228
0.8222 Intermediate Similarity NPC8518
0.8222 Intermediate Similarity NPC474680
0.8182 Intermediate Similarity NPC131366
0.8152 Intermediate Similarity NPC471791
0.8152 Intermediate Similarity NPC471793
0.8132 Intermediate Similarity NPC94666
0.8125 Intermediate Similarity NPC272411
0.8068 Intermediate Similarity NPC108955
0.8022 Intermediate Similarity NPC133652
0.8022 Intermediate Similarity NPC469993
0.8 Intermediate Similarity NPC105803
0.7978 Intermediate Similarity NPC55869
0.7978 Intermediate Similarity NPC474085
0.7957 Intermediate Similarity NPC58271
0.7955 Intermediate Similarity NPC476177
0.7889 Intermediate Similarity NPC103486
0.7865 Intermediate Similarity NPC469637
0.7865 Intermediate Similarity NPC2482
0.7865 Intermediate Similarity NPC476809
0.7841 Intermediate Similarity NPC476808
0.7835 Intermediate Similarity NPC474602
0.7826 Intermediate Similarity NPC33663
0.7826 Intermediate Similarity NPC255174
0.7816 Intermediate Similarity NPC92080
0.7812 Intermediate Similarity NPC474807
0.7788 Intermediate Similarity NPC87335
0.7778 Intermediate Similarity NPC225515
0.7778 Intermediate Similarity NPC99308
0.7778 Intermediate Similarity NPC14151
0.7778 Intermediate Similarity NPC116797
0.7778 Intermediate Similarity NPC121984
0.7766 Intermediate Similarity NPC53454
0.7766 Intermediate Similarity NPC307298
0.7755 Intermediate Similarity NPC94337
0.7717 Intermediate Similarity NPC237712
0.77 Intermediate Similarity NPC46761
0.7684 Intermediate Similarity NPC310010
0.7684 Intermediate Similarity NPC326627
0.7684 Intermediate Similarity NPC472475
0.7684 Intermediate Similarity NPC472477
0.7677 Intermediate Similarity NPC471916
0.7664 Intermediate Similarity NPC159333
0.7664 Intermediate Similarity NPC198539
0.766 Intermediate Similarity NPC272039
0.766 Intermediate Similarity NPC220930
0.766 Intermediate Similarity NPC230016
0.7653 Intermediate Similarity NPC777
0.7653 Intermediate Similarity NPC280725
0.764 Intermediate Similarity NPC30321
0.7634 Intermediate Similarity NPC476426
0.7624 Intermediate Similarity NPC112613
0.7624 Intermediate Similarity NPC470184
0.7624 Intermediate Similarity NPC207885
0.7614 Intermediate Similarity NPC1254
0.7609 Intermediate Similarity NPC53733
0.7604 Intermediate Similarity NPC113393
0.7604 Intermediate Similarity NPC223093
0.7604 Intermediate Similarity NPC472476
0.7604 Intermediate Similarity NPC38952
0.7576 Intermediate Similarity NPC469528
0.7576 Intermediate Similarity NPC469369
0.757 Intermediate Similarity NPC90769
0.7556 Intermediate Similarity NPC474113
0.7556 Intermediate Similarity NPC27817
0.7556 Intermediate Similarity NPC192329
0.7553 Intermediate Similarity NPC327115
0.7553 Intermediate Similarity NPC472479
0.7553 Intermediate Similarity NPC194417
0.7553 Intermediate Similarity NPC475181
0.7553 Intermediate Similarity NPC470955
0.7551 Intermediate Similarity NPC23170
0.7551 Intermediate Similarity NPC212812
0.7549 Intermediate Similarity NPC478176
0.7528 Intermediate Similarity NPC476811
0.7527 Intermediate Similarity NPC144258
0.7527 Intermediate Similarity NPC476412
0.7526 Intermediate Similarity NPC174167
0.7526 Intermediate Similarity NPC470036
0.7526 Intermediate Similarity NPC131872
0.7526 Intermediate Similarity NPC248913
0.7525 Intermediate Similarity NPC144956
0.75 Intermediate Similarity NPC473161
0.75 Intermediate Similarity NPC65615
0.75 Intermediate Similarity NPC273269
0.75 Intermediate Similarity NPC475108
0.75 Intermediate Similarity NPC68148
0.7477 Intermediate Similarity NPC474229
0.7477 Intermediate Similarity NPC207689
0.7476 Intermediate Similarity NPC230918
0.7476 Intermediate Similarity NPC179208
0.7475 Intermediate Similarity NPC147232
0.7475 Intermediate Similarity NPC248574
0.7474 Intermediate Similarity NPC472481
0.7474 Intermediate Similarity NPC472484
0.7474 Intermediate Similarity NPC93778
0.7474 Intermediate Similarity NPC472482
0.7474 Intermediate Similarity NPC58063
0.7473 Intermediate Similarity NPC472478
0.7473 Intermediate Similarity NPC18955
0.7455 Intermediate Similarity NPC243065
0.7453 Intermediate Similarity NPC20192
0.7453 Intermediate Similarity NPC474242
0.7449 Intermediate Similarity NPC211230
0.7449 Intermediate Similarity NPC263780
0.7449 Intermediate Similarity NPC271652
0.7449 Intermediate Similarity NPC233118
0.7447 Intermediate Similarity NPC70685
0.7447 Intermediate Similarity NPC79573
0.7447 Intermediate Similarity NPC469948
0.7447 Intermediate Similarity NPC76333
0.7444 Intermediate Similarity NPC207772
0.7444 Intermediate Similarity NPC471409
0.7444 Intermediate Similarity NPC275494
0.7444 Intermediate Similarity NPC189485
0.7429 Intermediate Similarity NPC44063
0.7426 Intermediate Similarity NPC316598
0.7416 Intermediate Similarity NPC470525
0.7404 Intermediate Similarity NPC235889
0.74 Intermediate Similarity NPC269492
0.7396 Intermediate Similarity NPC472483
0.7391 Intermediate Similarity NPC473217
0.7391 Intermediate Similarity NPC44963
0.7391 Intermediate Similarity NPC472684
0.7391 Intermediate Similarity NPC278459
0.7379 Intermediate Similarity NPC87351
0.7374 Intermediate Similarity NPC474328
0.7374 Intermediate Similarity NPC477439
0.7374 Intermediate Similarity NPC474882
0.7374 Intermediate Similarity NPC174051
0.7374 Intermediate Similarity NPC67831
0.7368 Intermediate Similarity NPC474778
0.7368 Intermediate Similarity NPC262085
0.7368 Intermediate Similarity NPC472974
0.7368 Intermediate Similarity NPC51014
0.7368 Intermediate Similarity NPC474733
0.7368 Intermediate Similarity NPC31564
0.7368 Intermediate Similarity NPC474732
0.7368 Intermediate Similarity NPC145879
0.7368 Intermediate Similarity NPC229717
0.7368 Intermediate Similarity NPC20688
0.7364 Intermediate Similarity NPC270478
0.7363 Intermediate Similarity NPC475681
0.7358 Intermediate Similarity NPC322903
0.7347 Intermediate Similarity NPC99380
0.7347 Intermediate Similarity NPC262870
0.734 Intermediate Similarity NPC329043
0.734 Intermediate Similarity NPC475193
0.734 Intermediate Similarity NPC85774
0.734 Intermediate Similarity NPC227064
0.734 Intermediate Similarity NPC214043
0.734 Intermediate Similarity NPC120158
0.734 Intermediate Similarity NPC469569
0.734 Intermediate Similarity NPC58841
0.734 Intermediate Similarity NPC472480
0.734 Intermediate Similarity NPC161423
0.734 Intermediate Similarity NPC321187
0.7339 Intermediate Similarity NPC477266
0.7333 Intermediate Similarity NPC128828
0.7333 Intermediate Similarity NPC85529
0.7333 Intermediate Similarity NPC32006
0.7333 Intermediate Similarity NPC472300
0.7333 Intermediate Similarity NPC165711
0.7333 Intermediate Similarity NPC181265
0.7327 Intermediate Similarity NPC18509
0.7327 Intermediate Similarity NPC170131
0.7321 Intermediate Similarity NPC470777
0.732 Intermediate Similarity NPC472489
0.732 Intermediate Similarity NPC474918
0.732 Intermediate Similarity NPC31985
0.732 Intermediate Similarity NPC112454
0.732 Intermediate Similarity NPC76879
0.732 Intermediate Similarity NPC474245
0.732 Intermediate Similarity NPC477973
0.732 Intermediate Similarity NPC474700
0.732 Intermediate Similarity NPC119416
0.732 Intermediate Similarity NPC1015
0.7315 Intermediate Similarity NPC146945
0.7315 Intermediate Similarity NPC171888
0.7312 Intermediate Similarity NPC100297
0.7312 Intermediate Similarity NPC193347
0.7312 Intermediate Similarity NPC151519
0.7312 Intermediate Similarity NPC302661
0.7312 Intermediate Similarity NPC238991
0.7312 Intermediate Similarity NPC48362
0.7312 Intermediate Similarity NPC310989
0.7308 Intermediate Similarity NPC311612
0.7308 Intermediate Similarity NPC247957
0.7308 Intermediate Similarity NPC249187
0.7308 Intermediate Similarity NPC111323
0.73 Intermediate Similarity NPC295347
0.73 Intermediate Similarity NPC477438
0.73 Intermediate Similarity NPC472824
0.73 Intermediate Similarity NPC477437
0.73 Intermediate Similarity NPC476245

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC26865 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
0.8068 Intermediate Similarity NPD4695 Discontinued
0.7684 Intermediate Similarity NPD4753 Phase 2
0.7653 Intermediate Similarity NPD5210 Approved
0.7653 Intermediate Similarity NPD4629 Approved
0.764 Intermediate Similarity NPD3617 Approved
0.7553 Intermediate Similarity NPD5690 Phase 2
0.7553 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7527 Intermediate Similarity NPD4197 Approved
0.7525 Intermediate Similarity NPD4696 Approved
0.7525 Intermediate Similarity NPD5286 Approved
0.7525 Intermediate Similarity NPD5285 Approved
0.75 Intermediate Similarity NPD6083 Phase 2
0.75 Intermediate Similarity NPD6084 Phase 2
0.7475 Intermediate Similarity NPD5695 Phase 3
0.7447 Intermediate Similarity NPD5329 Approved
0.7429 Intermediate Similarity NPD5697 Approved
0.7426 Intermediate Similarity NPD5696 Approved
0.7379 Intermediate Similarity NPD5226 Approved
0.7379 Intermediate Similarity NPD5224 Approved
0.7379 Intermediate Similarity NPD5211 Phase 2
0.7379 Intermediate Similarity NPD5225 Approved
0.7379 Intermediate Similarity NPD4633 Approved
0.7358 Intermediate Similarity NPD6899 Approved
0.7358 Intermediate Similarity NPD6881 Approved
0.734 Intermediate Similarity NPD3666 Approved
0.734 Intermediate Similarity NPD3133 Approved
0.734 Intermediate Similarity NPD3665 Phase 1
0.7327 Intermediate Similarity NPD4755 Approved
0.732 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7312 Intermediate Similarity NPD3667 Approved
0.7312 Intermediate Similarity NPD4221 Approved
0.7312 Intermediate Similarity NPD4223 Phase 3
0.7308 Intermediate Similarity NPD5175 Approved
0.7308 Intermediate Similarity NPD5174 Approved
0.729 Intermediate Similarity NPD6012 Approved
0.729 Intermediate Similarity NPD6013 Approved
0.729 Intermediate Similarity NPD6014 Approved
0.7282 Intermediate Similarity NPD5223 Approved
0.7238 Intermediate Similarity NPD5141 Approved
0.7228 Intermediate Similarity NPD5221 Approved
0.7228 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7228 Intermediate Similarity NPD5222 Approved
0.7222 Intermediate Similarity NPD4634 Approved
0.7222 Intermediate Similarity NPD6883 Approved
0.7222 Intermediate Similarity NPD7102 Approved
0.7222 Intermediate Similarity NPD7290 Approved
0.7216 Intermediate Similarity NPD6672 Approved
0.7216 Intermediate Similarity NPD5737 Approved
0.72 Intermediate Similarity NPD5282 Discontinued
0.7196 Intermediate Similarity NPD6011 Approved
0.7188 Intermediate Similarity NPD4519 Discontinued
0.7188 Intermediate Similarity NPD5279 Phase 3
0.7188 Intermediate Similarity NPD3618 Phase 1
0.7188 Intermediate Similarity NPD4694 Approved
0.7188 Intermediate Similarity NPD4623 Approved
0.7188 Intermediate Similarity NPD5280 Approved
0.7184 Intermediate Similarity NPD4700 Approved
0.7172 Intermediate Similarity NPD6079 Approved
0.717 Intermediate Similarity NPD7128 Approved
0.717 Intermediate Similarity NPD6675 Approved
0.717 Intermediate Similarity NPD5739 Approved
0.717 Intermediate Similarity NPD6402 Approved
0.7158 Intermediate Similarity NPD4786 Approved
0.7157 Intermediate Similarity NPD5173 Approved
0.7156 Intermediate Similarity NPD6650 Approved
0.7156 Intermediate Similarity NPD8130 Phase 1
0.7156 Intermediate Similarity NPD6617 Approved
0.7156 Intermediate Similarity NPD6649 Approved
0.7156 Intermediate Similarity NPD6869 Approved
0.7156 Intermediate Similarity NPD6847 Approved
0.7103 Intermediate Similarity NPD5701 Approved
0.71 Intermediate Similarity NPD4202 Approved
0.7091 Intermediate Similarity NPD6882 Approved
0.7091 Intermediate Similarity NPD8297 Approved
0.7037 Intermediate Similarity NPD4729 Approved
0.7037 Intermediate Similarity NPD4730 Approved
0.7037 Intermediate Similarity NPD7320 Approved
0.701 Intermediate Similarity NPD4138 Approved
0.701 Intermediate Similarity NPD4688 Approved
0.701 Intermediate Similarity NPD5205 Approved
0.701 Intermediate Similarity NPD4690 Approved
0.701 Intermediate Similarity NPD4689 Approved
0.701 Intermediate Similarity NPD4693 Phase 3
0.6991 Remote Similarity NPD7115 Discovery
0.6989 Remote Similarity NPD4195 Approved
0.6972 Remote Similarity NPD6372 Approved
0.6972 Remote Similarity NPD6373 Approved
0.697 Remote Similarity NPD5328 Approved
0.697 Remote Similarity NPD6904 Approved
0.697 Remote Similarity NPD6080 Approved
0.697 Remote Similarity NPD6673 Approved
0.6957 Remote Similarity NPD6319 Approved
0.6957 Remote Similarity NPD6054 Approved
0.6939 Remote Similarity NPD3573 Approved
0.6931 Remote Similarity NPD6399 Phase 3
0.6931 Remote Similarity NPD5133 Approved
0.6909 Remote Similarity NPD5248 Approved
0.6909 Remote Similarity NPD5250 Approved
0.6909 Remote Similarity NPD5247 Approved
0.6909 Remote Similarity NPD5251 Approved
0.6909 Remote Similarity NPD5249 Phase 3
0.6897 Remote Similarity NPD6015 Approved
0.6897 Remote Similarity NPD6016 Approved
0.6893 Remote Similarity NPD4697 Phase 3
0.6881 Remote Similarity NPD5128 Approved
0.6875 Remote Similarity NPD4788 Approved
0.6863 Remote Similarity NPD7748 Approved
0.6852 Remote Similarity NPD4768 Approved
0.6852 Remote Similarity NPD4767 Approved
0.6847 Remote Similarity NPD5217 Approved
0.6847 Remote Similarity NPD5215 Approved
0.6847 Remote Similarity NPD5216 Approved
0.6838 Remote Similarity NPD6370 Approved
0.6838 Remote Similarity NPD5988 Approved
0.6837 Remote Similarity NPD7521 Approved
0.6837 Remote Similarity NPD6409 Approved
0.6837 Remote Similarity NPD7334 Approved
0.6837 Remote Similarity NPD6098 Approved
0.6837 Remote Similarity NPD6684 Approved
0.6837 Remote Similarity NPD7146 Approved
0.6837 Remote Similarity NPD5330 Approved
0.6832 Remote Similarity NPD5693 Phase 1
0.6832 Remote Similarity NPD5694 Approved
0.6832 Remote Similarity NPD5281 Approved
0.6832 Remote Similarity NPD7515 Phase 2
0.6832 Remote Similarity NPD5284 Approved
0.6827 Remote Similarity NPD7902 Approved
0.6822 Remote Similarity NPD4754 Approved
0.6804 Remote Similarity NPD3668 Phase 3
0.6757 Remote Similarity NPD5135 Approved
0.6757 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6757 Remote Similarity NPD5169 Approved
0.6754 Remote Similarity NPD6274 Approved
0.6735 Remote Similarity NPD1696 Phase 3
0.6733 Remote Similarity NPD5692 Phase 3
0.6729 Remote Similarity NPD5091 Approved
0.6726 Remote Similarity NPD4632 Approved
0.6724 Remote Similarity NPD7100 Approved
0.6724 Remote Similarity NPD7101 Approved
0.6724 Remote Similarity NPD4522 Approved
0.6723 Remote Similarity NPD7492 Approved
0.67 Remote Similarity NPD7513 Clinical (unspecified phase)
0.67 Remote Similarity NPD6903 Approved
0.6696 Remote Similarity NPD6317 Approved
0.6696 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6696 Remote Similarity NPD5127 Approved
0.6696 Remote Similarity NPD6009 Approved
0.6667 Remote Similarity NPD6616 Approved
0.6667 Remote Similarity NPD6050 Approved
0.6667 Remote Similarity NPD6411 Approved
0.6667 Remote Similarity NPD6059 Approved
0.6667 Remote Similarity NPD4691 Approved
0.6638 Remote Similarity NPD6314 Approved
0.6638 Remote Similarity NPD6313 Approved
0.6638 Remote Similarity NPD6335 Approved
0.663 Remote Similarity NPD4058 Approved
0.6612 Remote Similarity NPD7078 Approved
0.6577 Remote Similarity NPD5168 Approved
0.6577 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6557 Remote Similarity NPD7736 Approved
0.6556 Remote Similarity NPD4137 Phase 3
0.6545 Remote Similarity NPD6008 Approved
0.6538 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6538 Remote Similarity NPD7900 Approved
0.6535 Remote Similarity NPD4518 Approved
0.6535 Remote Similarity NPD5208 Approved
0.6522 Remote Similarity NPD5167 Approved
0.6518 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6509 Remote Similarity NPD5959 Approved
0.65 Remote Similarity NPD7604 Phase 2
0.6495 Remote Similarity NPD4692 Approved
0.6495 Remote Similarity NPD4139 Approved
0.6486 Remote Similarity NPD6412 Phase 2
0.6484 Remote Similarity NPD4747 Approved
0.6476 Remote Similarity NPD5654 Approved
0.6476 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6471 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6471 Remote Similarity NPD6101 Approved
0.6471 Remote Similarity NPD5983 Phase 2
0.6466 Remote Similarity NPD6868 Approved
0.646 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6452 Remote Similarity NPD5956 Approved
0.6437 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6429 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6415 Remote Similarity NPD7614 Phase 1
0.6408 Remote Similarity NPD5207 Approved
0.6408 Remote Similarity NPD4096 Approved
0.6404 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6404 Remote Similarity NPD3704 Approved
0.64 Remote Similarity NPD1694 Approved
0.6392 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6381 Remote Similarity NPD6001 Approved
0.6364 Remote Similarity NPD8328 Phase 3
0.6341 Remote Similarity NPD8293 Discontinued
0.6339 Remote Similarity NPD6614 Approved
0.6333 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6333 Remote Similarity NPD6908 Approved
0.6333 Remote Similarity NPD6909 Approved
0.6321 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6316 Remote Similarity NPD3701 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   11659687
ChEMBL   CHEMBL2272138
ZINC  

Physicochemical Properties

Molecular Weight:  316.20
ALogP:  1.194
MLogP:  3.33
XLogP:  5.708
# Rotatable Bonds:  5
Polar Surface Area:  49.83
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  23

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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