Natural Product: NPC53454

Natural Product ID:  NPC53454
Common Name:   7-Hydroxy-12-Methoxy-11,14-Dioxoabieta-5,8,12-Triene
IUPAC Name:   (4bS,10R)-10-hydroxy-3-methoxy-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,10-tetrahydrophenanthrene-1,4-dione
Synonyms:   12-methyl-5-dehydrohorminone
Molecular Formula:   C21H28O4
Standard InCHIKey:  RUONQJYGQKYSSL-GTJPDFRWSA-N
Standard InCHI:  InChI=1S/C21H28O4/c1-11(2)14-17(23)15-12(22)10-13-20(3,4)8-7-9-21(13,5)16(15)18(24)19(14)25-6/h10-12,22H,7-9H2,1-6H3/t12-,21+/m1/s1
Canonical SMILES:  COC1=C(C(C)C)C(=O)C2=C(C1=O)[C@@]1(C)CCCC(C1=C[C@H]2O)(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
NPO29303 Salvia multicaulis Species Lamiaceae Eukaryota PMID[9428161]
NPO29303 Salvia multicaulis Species Lamiaceae Eukaryota Root PMID[9428161]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis MIC = 1.2 ug/ml 9428161

  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 NPC53454 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
0.8953 High Similarity NPC272039
0.8953 High Similarity NPC220930
0.875 High Similarity NPC280833
0.8636 High Similarity NPC307298
0.8506 High Similarity NPC8518
0.8506 High Similarity NPC263997
0.8506 High Similarity NPC132228
0.8444 Intermediate Similarity NPC113393
0.8372 Intermediate Similarity NPC103486
0.837 Intermediate Similarity NPC474882
0.8295 Intermediate Similarity NPC255174
0.8295 Intermediate Similarity NPC6185
0.8295 Intermediate Similarity NPC32037
0.8295 Intermediate Similarity NPC241512
0.8261 Intermediate Similarity NPC271652
0.8202 Intermediate Similarity NPC472974
0.809 Intermediate Similarity NPC90287
0.8068 Intermediate Similarity NPC258985
0.8061 Intermediate Similarity NPC131366
0.8046 Intermediate Similarity NPC116797
0.8046 Intermediate Similarity NPC55869
0.8046 Intermediate Similarity NPC474085
0.8043 Intermediate Similarity NPC474209
0.8043 Intermediate Similarity NPC475823
0.8041 Intermediate Similarity NPC470184
0.8023 Intermediate Similarity NPC308038
0.8022 Intermediate Similarity NPC58271
0.8022 Intermediate Similarity NPC143025
0.802 Intermediate Similarity NPC20192
0.8 Intermediate Similarity NPC473536
0.8 Intermediate Similarity NPC194417
0.8 Intermediate Similarity NPC470955
0.7976 Intermediate Similarity NPC175079
0.7957 Intermediate Similarity NPC73457
0.7935 Intermediate Similarity NPC474918
0.7931 Intermediate Similarity NPC104120
0.7931 Intermediate Similarity NPC108955
0.7931 Intermediate Similarity NPC157895
0.7931 Intermediate Similarity NPC148685
0.7917 Intermediate Similarity NPC471916
0.7907 Intermediate Similarity NPC30321
0.7907 Intermediate Similarity NPC478122
0.7907 Intermediate Similarity NPC475994
0.7889 Intermediate Similarity NPC79573
0.7889 Intermediate Similarity NPC179006
0.7889 Intermediate Similarity NPC474680
0.7889 Intermediate Similarity NPC133652
0.7889 Intermediate Similarity NPC474853
0.7882 Intermediate Similarity NPC263582
0.7882 Intermediate Similarity NPC92080
0.7872 Intermediate Similarity NPC211230
0.7857 Intermediate Similarity NPC147438
0.7841 Intermediate Similarity NPC14151
0.7841 Intermediate Similarity NPC225515
0.7841 Intermediate Similarity NPC99308
0.7826 Intermediate Similarity NPC185059
0.7826 Intermediate Similarity NPC475001
0.7826 Intermediate Similarity NPC476796
0.7816 Intermediate Similarity NPC281138
0.7812 Intermediate Similarity NPC184065
0.7802 Intermediate Similarity NPC472986
0.7802 Intermediate Similarity NPC198761
0.7802 Intermediate Similarity NPC472985
0.7802 Intermediate Similarity NPC94666
0.7802 Intermediate Similarity NPC202394
0.7791 Intermediate Similarity NPC283087
0.7791 Intermediate Similarity NPC74995
0.7789 Intermediate Similarity NPC474328
0.7789 Intermediate Similarity NPC23170
0.7778 Intermediate Similarity NPC476412
0.7766 Intermediate Similarity NPC26865
0.7753 Intermediate Similarity NPC93590
0.7732 Intermediate Similarity NPC471694
0.7732 Intermediate Similarity NPC208094
0.7727 Intermediate Similarity NPC2482
0.7708 Intermediate Similarity NPC280725
0.7708 Intermediate Similarity NPC777
0.7708 Intermediate Similarity NPC472932
0.7701 Intermediate Similarity NPC178852
0.7701 Intermediate Similarity NPC62336
0.77 Intermediate Similarity NPC111323
0.7692 Intermediate Similarity NPC15807
0.7692 Intermediate Similarity NPC476426
0.7692 Intermediate Similarity NPC474083
0.7684 Intermediate Similarity NPC472930
0.7677 Intermediate Similarity NPC207885
0.7674 Intermediate Similarity NPC26504
0.7674 Intermediate Similarity NPC470525
0.7674 Intermediate Similarity NPC110725
0.767 Intermediate Similarity NPC87335
0.7667 Intermediate Similarity NPC251475
0.7667 Intermediate Similarity NPC169941
0.7667 Intermediate Similarity NPC105803
0.766 Intermediate Similarity NPC48010
0.766 Intermediate Similarity NPC230332
0.7653 Intermediate Similarity NPC478056
0.7653 Intermediate Similarity NPC147954
0.7647 Intermediate Similarity NPC472925
0.7642 Intermediate Similarity NPC261330
0.764 Intermediate Similarity NPC121984
0.764 Intermediate Similarity NPC6663
0.7634 Intermediate Similarity NPC72397
0.7634 Intermediate Similarity NPC471791
0.7634 Intermediate Similarity NPC471793
0.7629 Intermediate Similarity NPC117133
0.7629 Intermediate Similarity NPC328371
0.7624 Intermediate Similarity NPC213366
0.7614 Intermediate Similarity NPC475681
0.7614 Intermediate Similarity NPC19900
0.7614 Intermediate Similarity NPC152061
0.7609 Intermediate Similarity NPC322159
0.7609 Intermediate Similarity NPC229717
0.7609 Intermediate Similarity NPC327115
0.7609 Intermediate Similarity NPC472009
0.7604 Intermediate Similarity NPC472976
0.7604 Intermediate Similarity NPC53685
0.7604 Intermediate Similarity NPC472977
0.76 Intermediate Similarity NPC80781
0.76 Intermediate Similarity NPC308726
0.76 Intermediate Similarity NPC119601
0.7582 Intermediate Similarity NPC40687
0.7582 Intermediate Similarity NPC473246
0.7582 Intermediate Similarity NPC237712
0.7579 Intermediate Similarity NPC99380
0.7579 Intermediate Similarity NPC472978
0.7579 Intermediate Similarity NPC248913
0.7579 Intermediate Similarity NPC172101
0.7579 Intermediate Similarity NPC473998
0.7579 Intermediate Similarity NPC174167
0.7579 Intermediate Similarity NPC470036
0.7576 Intermediate Similarity NPC327431
0.7556 Intermediate Similarity NPC38796
0.7556 Intermediate Similarity NPC158411
0.7556 Intermediate Similarity NPC212083
0.7556 Intermediate Similarity NPC48362
0.7553 Intermediate Similarity NPC472973
0.7553 Intermediate Similarity NPC472475
0.7553 Intermediate Similarity NPC472477
0.7553 Intermediate Similarity NPC309603
0.7553 Intermediate Similarity NPC472489
0.7553 Intermediate Similarity NPC472983
0.7553 Intermediate Similarity NPC123912
0.7553 Intermediate Similarity NPC473999
0.7551 Intermediate Similarity NPC53844
0.7547 Intermediate Similarity NPC472929
0.7547 Intermediate Similarity NPC472926
0.7529 Intermediate Similarity NPC247586
0.7528 Intermediate Similarity NPC172013
0.7528 Intermediate Similarity NPC45495
0.7527 Intermediate Similarity NPC287079
0.7527 Intermediate Similarity NPC472007
0.7526 Intermediate Similarity NPC174948
0.7526 Intermediate Similarity NPC173875
0.7526 Intermediate Similarity NPC318282
0.7526 Intermediate Similarity NPC91408
0.7526 Intermediate Similarity NPC469995
0.7526 Intermediate Similarity NPC295347
0.7525 Intermediate Similarity NPC320154
0.7525 Intermediate Similarity NPC95899
0.75 Intermediate Similarity NPC23778
0.75 Intermediate Similarity NPC472643
0.75 Intermediate Similarity NPC469657
0.75 Intermediate Similarity NPC472924
0.75 Intermediate Similarity NPC244456
0.75 Intermediate Similarity NPC478246
0.75 Intermediate Similarity NPC112613
0.75 Intermediate Similarity NPC163372
0.75 Intermediate Similarity NPC474736
0.75 Intermediate Similarity NPC302537
0.75 Intermediate Similarity NPC478247
0.75 Intermediate Similarity NPC115021
0.75 Intermediate Similarity NPC263780
0.75 Intermediate Similarity NPC109305
0.75 Intermediate Similarity NPC471224
0.75 Intermediate Similarity NPC274724
0.75 Intermediate Similarity NPC472942
0.75 Intermediate Similarity NPC70685
0.75 Intermediate Similarity NPC69454
0.7476 Intermediate Similarity NPC91034
0.7475 Intermediate Similarity NPC235464
0.7475 Intermediate Similarity NPC197386
0.7475 Intermediate Similarity NPC166745
0.7475 Intermediate Similarity NPC471717
0.7475 Intermediate Similarity NPC316598
0.7474 Intermediate Similarity NPC129913
0.7474 Intermediate Similarity NPC69622
0.7474 Intermediate Similarity NPC51486
0.7474 Intermediate Similarity NPC477149
0.7474 Intermediate Similarity NPC145666
0.7474 Intermediate Similarity NPC477147
0.7473 Intermediate Similarity NPC105173
0.7473 Intermediate Similarity NPC49019
0.7473 Intermediate Similarity NPC477785
0.7473 Intermediate Similarity NPC477784
0.7473 Intermediate Similarity NPC477786
0.7473 Intermediate Similarity NPC53733
0.7473 Intermediate Similarity NPC8091
0.7449 Intermediate Similarity NPC472733
0.7449 Intermediate Similarity NPC94337
0.7449 Intermediate Similarity NPC472941

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC53454 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
0.7931 Intermediate Similarity NPD4695 Discontinued
0.7802 Intermediate Similarity NPD5279 Phase 3
0.7439 Intermediate Similarity NPD3704 Approved
0.7391 Intermediate Similarity NPD3133 Approved
0.7391 Intermediate Similarity NPD3666 Approved
0.7391 Intermediate Similarity NPD3665 Phase 1
0.7368 Intermediate Similarity NPD4753 Phase 2
0.7368 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7363 Intermediate Similarity NPD3667 Approved
0.7347 Intermediate Similarity NPD5695 Phase 3
0.7303 Intermediate Similarity NPD3617 Approved
0.7245 Intermediate Similarity NPD5282 Discontinued
0.7234 Intermediate Similarity NPD3618 Phase 1
0.7204 Intermediate Similarity NPD4786 Approved
0.72 Intermediate Similarity NPD6083 Phase 2
0.72 Intermediate Similarity NPD6084 Phase 2
0.7191 Intermediate Similarity NPD4756 Discovery
0.7143 Intermediate Similarity NPD8259 Clinical (unspecified phase)
0.71 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.71 Intermediate Similarity NPD5222 Approved
0.71 Intermediate Similarity NPD5221 Approved
0.71 Intermediate Similarity NPD4697 Phase 3
0.7087 Intermediate Similarity NPD5211 Phase 2
0.7083 Intermediate Similarity NPD5737 Approved
0.7083 Intermediate Similarity NPD6672 Approved
0.7053 Intermediate Similarity NPD4623 Approved
0.7053 Intermediate Similarity NPD5690 Phase 2
0.7053 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7053 Intermediate Similarity NPD4694 Approved
0.7053 Intermediate Similarity NPD4519 Discontinued
0.7053 Intermediate Similarity NPD5280 Approved
0.7041 Intermediate Similarity NPD6411 Approved
0.7041 Intermediate Similarity NPD7515 Phase 2
0.703 Intermediate Similarity NPD4755 Approved
0.703 Intermediate Similarity NPD5173 Approved
0.7021 Intermediate Similarity NPD4197 Approved
0.701 Intermediate Similarity NPD5328 Approved
0.7 Intermediate Similarity NPD5210 Approved
0.7 Intermediate Similarity NPD4629 Approved
0.697 Remote Similarity NPD5778 Approved
0.697 Remote Similarity NPD5779 Approved
0.6961 Remote Similarity NPD5696 Approved
0.6952 Remote Similarity NPD5141 Approved
0.6947 Remote Similarity NPD5329 Approved
0.6939 Remote Similarity NPD5785 Approved
0.6915 Remote Similarity NPD6110 Phase 1
0.69 Remote Similarity NPD7748 Approved
0.6893 Remote Similarity NPD5286 Approved
0.6893 Remote Similarity NPD4700 Approved
0.6893 Remote Similarity NPD4696 Approved
0.6893 Remote Similarity NPD5285 Approved
0.6887 Remote Similarity NPD6402 Approved
0.6887 Remote Similarity NPD5739 Approved
0.6887 Remote Similarity NPD7128 Approved
0.6887 Remote Similarity NPD6675 Approved
0.6869 Remote Similarity NPD6079 Approved
0.6867 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6842 Remote Similarity NPD3668 Phase 3
0.6837 Remote Similarity NPD6101 Approved
0.6837 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6827 Remote Similarity NPD5223 Approved
0.6822 Remote Similarity NPD5701 Approved
0.6822 Remote Similarity NPD5697 Approved
0.6809 Remote Similarity NPD4221 Approved
0.6809 Remote Similarity NPD4223 Phase 3
0.68 Remote Similarity NPD4202 Approved
0.68 Remote Similarity NPD6399 Phase 3
0.6796 Remote Similarity NPD4225 Approved
0.6771 Remote Similarity NPD5363 Approved
0.6771 Remote Similarity NPD1696 Phase 3
0.6768 Remote Similarity NPD5692 Phase 3
0.6762 Remote Similarity NPD5225 Approved
0.6762 Remote Similarity NPD5226 Approved
0.6762 Remote Similarity NPD5224 Approved
0.6762 Remote Similarity NPD4633 Approved
0.6759 Remote Similarity NPD7320 Approved
0.6759 Remote Similarity NPD6881 Approved
0.6759 Remote Similarity NPD6899 Approved
0.6759 Remote Similarity NPD6011 Approved
0.6737 Remote Similarity NPD7154 Phase 3
0.6726 Remote Similarity NPD7115 Discovery
0.6701 Remote Similarity NPD6684 Approved
0.6701 Remote Similarity NPD7146 Approved
0.6701 Remote Similarity NPD7521 Approved
0.6701 Remote Similarity NPD7334 Approved
0.6701 Remote Similarity NPD6409 Approved
0.6701 Remote Similarity NPD5330 Approved
0.67 Remote Similarity NPD5693 Phase 1
0.67 Remote Similarity NPD6050 Approved
0.67 Remote Similarity NPD5694 Approved
0.6699 Remote Similarity NPD7902 Approved
0.6698 Remote Similarity NPD5174 Approved
0.6698 Remote Similarity NPD4754 Approved
0.6698 Remote Similarity NPD5175 Approved
0.6697 Remote Similarity NPD6372 Approved
0.6697 Remote Similarity NPD6014 Approved
0.6697 Remote Similarity NPD6013 Approved
0.6697 Remote Similarity NPD6373 Approved
0.6697 Remote Similarity NPD6012 Approved
0.6667 Remote Similarity NPD6080 Approved
0.6667 Remote Similarity NPD6904 Approved
0.6667 Remote Similarity NPD6673 Approved
0.6636 Remote Similarity NPD7102 Approved
0.6636 Remote Similarity NPD4634 Approved
0.6636 Remote Similarity NPD7290 Approved
0.6636 Remote Similarity NPD6883 Approved
0.6634 Remote Similarity NPD5133 Approved
0.6632 Remote Similarity NPD4270 Approved
0.6632 Remote Similarity NPD4269 Approved
0.6632 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6628 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6598 Remote Similarity NPD1694 Approved
0.6577 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6577 Remote Similarity NPD8130 Phase 1
0.6577 Remote Similarity NPD6650 Approved
0.6577 Remote Similarity NPD6847 Approved
0.6577 Remote Similarity NPD6649 Approved
0.6577 Remote Similarity NPD6869 Approved
0.6577 Remote Similarity NPD6617 Approved
0.6574 Remote Similarity NPD4767 Approved
0.6574 Remote Similarity NPD4768 Approved
0.6571 Remote Similarity NPD7640 Approved
0.6571 Remote Similarity NPD7639 Approved
0.6566 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6566 Remote Similarity NPD6903 Approved
0.6559 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6535 Remote Similarity NPD5284 Approved
0.6535 Remote Similarity NPD5281 Approved
0.6531 Remote Similarity NPD4693 Phase 3
0.6531 Remote Similarity NPD4688 Approved
0.6531 Remote Similarity NPD4689 Approved
0.6531 Remote Similarity NPD5786 Approved
0.6531 Remote Similarity NPD5205 Approved
0.6531 Remote Similarity NPD4690 Approved
0.6531 Remote Similarity NPD4138 Approved
0.6518 Remote Similarity NPD6882 Approved
0.6518 Remote Similarity NPD8297 Approved
0.6512 Remote Similarity NPD7341 Phase 2
0.6505 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6505 Remote Similarity NPD5654 Approved
0.6476 Remote Similarity NPD7638 Approved
0.6458 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6455 Remote Similarity NPD5168 Approved
0.6455 Remote Similarity NPD4730 Approved
0.6455 Remote Similarity NPD4729 Approved
0.6455 Remote Similarity NPD5128 Approved
0.6437 Remote Similarity NPD7331 Phase 2
0.6436 Remote Similarity NPD4096 Approved
0.6421 Remote Similarity NPD4252 Approved
0.6413 Remote Similarity NPD8264 Approved
0.641 Remote Similarity NPD6319 Approved
0.641 Remote Similarity NPD6059 Approved
0.641 Remote Similarity NPD6054 Approved
0.6408 Remote Similarity NPD7900 Approved
0.6408 Remote Similarity NPD7901 Clinical (unspecified phase)
0.64 Remote Similarity NPD4518 Approved
0.6392 Remote Similarity NPD5362 Discontinued
0.6392 Remote Similarity NPD4788 Approved
0.6381 Remote Similarity NPD5959 Approved
0.6373 Remote Similarity NPD7637 Suspended
0.6364 Remote Similarity NPD6098 Approved
0.6364 Remote Similarity NPD6412 Phase 2
0.6356 Remote Similarity NPD6016 Approved
0.6356 Remote Similarity NPD6015 Approved
0.6354 Remote Similarity NPD4139 Approved
0.6354 Remote Similarity NPD5369 Approved
0.6354 Remote Similarity NPD4692 Approved
0.6348 Remote Similarity NPD6274 Approved
0.6348 Remote Similarity NPD6868 Approved
0.6344 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6339 Remote Similarity NPD5251 Approved
0.6339 Remote Similarity NPD5249 Phase 3
0.6339 Remote Similarity NPD5135 Approved
0.6339 Remote Similarity NPD5169 Approved
0.6339 Remote Similarity NPD5250 Approved
0.6339 Remote Similarity NPD5247 Approved
0.6339 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6339 Remote Similarity NPD5248 Approved
0.6316 Remote Similarity NPD4632 Approved
0.6306 Remote Similarity NPD6686 Approved
0.6303 Remote Similarity NPD6370 Approved
0.6303 Remote Similarity NPD5988 Approved
0.6293 Remote Similarity NPD6317 Approved
0.6293 Remote Similarity NPD6009 Approved
0.6286 Remote Similarity NPD7614 Phase 1
0.6283 Remote Similarity NPD5127 Approved
0.6283 Remote Similarity NPD5216 Approved
0.6283 Remote Similarity NPD5217 Approved
0.6283 Remote Similarity NPD5215 Approved
0.6275 Remote Similarity NPD46 Approved
0.6275 Remote Similarity NPD6698 Approved
0.6264 Remote Similarity NPD5276 Approved
0.625 Remote Similarity NPD8328 Phase 3
0.6239 Remote Similarity NPD6313 Approved
0.6239 Remote Similarity NPD6314 Approved
0.6239 Remote Similarity NPD6335 Approved
0.6237 Remote Similarity NPD6942 Approved
0.6237 Remote Similarity NPD7339 Approved
0.6228 Remote Similarity NPD6053 Discontinued
0.6222 Remote Similarity NPD4137 Phase 3

Structure

External Identifiers

PubChem CID   467786
ChEMBL   CHEMBL457938
ZINC  

Physicochemical Properties

Molecular Weight:  344.20
ALogP:  0.6802
MLogP:  3.33
XLogP:  3.577
# Rotatable Bonds:  9
Polar Surface Area:  63.6
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  25

Download Data

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