Natural Product: NPC41856

Natural Product ID:  NPC41856
Common Name:   Kotolactone A
IUPAC Name:   (2R,3aR,6E,6aS)-3a-methyl-6-tetradecylidene-2-tridecyl-6aH-furo[2,3-d][1,3]dioxol-5-one
Synonyms:  
Molecular Formula:   C33H60O4
Standard InCHIKey:  XOBIKJVESDPFSM-ZSUQRGCCSA-N
Standard InCHI:  InChI=1S/C33H60O4/c1-4-6-8-10-12-14-16-18-19-21-23-25-27-29-31-33(3,37-32(29)34)36-30(35-31)28-26-24-22-20-17-15-13-11-9-7-5-2/h27,30-31H,4-26,28H2,1-3H3/b29-27+/t30-,31+,33-/m1/s1
Canonical SMILES:  CCCCCCCCCCCCC/C=C1/C(=O)O[C@@]2([C@H]1O[C@H](O2)CCCCCCCCCCCCC)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
NPO23473 Cinnamomum kotoense Species Lauraceae Eukaryota stem wood PMID[16180806]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis MIC = 40070 nM 3379414

  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 NPC41856 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
0.8452 Intermediate Similarity NPC286770
0.8452 Intermediate Similarity NPC229799
0.8452 Intermediate Similarity NPC284472
0.8333 Intermediate Similarity NPC475046
0.8333 Intermediate Similarity NPC310450
0.8333 Intermediate Similarity NPC474959
0.8333 Intermediate Similarity NPC11383
0.8111 Intermediate Similarity NPC473707
0.8023 Intermediate Similarity NPC475947
0.8022 Intermediate Similarity NPC475173
0.8022 Intermediate Similarity NPC473561
0.8022 Intermediate Similarity NPC473723
0.8022 Intermediate Similarity NPC473663
0.7889 Intermediate Similarity NPC14901
0.7889 Intermediate Similarity NPC130359
0.7889 Intermediate Similarity NPC139418
0.7865 Intermediate Similarity NPC178215
0.7841 Intermediate Similarity NPC103284
0.7841 Intermediate Similarity NPC283085
0.7841 Intermediate Similarity NPC132496
0.7841 Intermediate Similarity NPC107986
0.7841 Intermediate Similarity NPC1083
0.7841 Intermediate Similarity NPC286338
0.7841 Intermediate Similarity NPC82795
0.7841 Intermediate Similarity NPC223871
0.7841 Intermediate Similarity NPC473669
0.7841 Intermediate Similarity NPC473478
0.7841 Intermediate Similarity NPC110710
0.7841 Intermediate Similarity NPC66346
0.7841 Intermediate Similarity NPC473651
0.7841 Intermediate Similarity NPC231009
0.7826 Intermediate Similarity NPC473520
0.7802 Intermediate Similarity NPC239517
0.7802 Intermediate Similarity NPC473904
0.7778 Intermediate Similarity NPC21208
0.7778 Intermediate Similarity NPC191929
0.7778 Intermediate Similarity NPC320569
0.7778 Intermediate Similarity NPC242364
0.7778 Intermediate Similarity NPC274446
0.7778 Intermediate Similarity NPC172821
0.7778 Intermediate Similarity NPC133730
0.7778 Intermediate Similarity NPC280621
0.7778 Intermediate Similarity NPC233551
0.7778 Intermediate Similarity NPC100454
0.7778 Intermediate Similarity NPC234077
0.7778 Intermediate Similarity NPC48338
0.7778 Intermediate Similarity NPC169511
0.7778 Intermediate Similarity NPC151403
0.7778 Intermediate Similarity NPC39754
0.7778 Intermediate Similarity NPC81045
0.7778 Intermediate Similarity NPC40376
0.7778 Intermediate Similarity NPC287164
0.7778 Intermediate Similarity NPC61257
0.7778 Intermediate Similarity NPC171135
0.7778 Intermediate Similarity NPC261952
0.7778 Intermediate Similarity NPC20339
0.7753 Intermediate Similarity NPC114694
0.7753 Intermediate Similarity NPC232555
0.7753 Intermediate Similarity NPC475581
0.7753 Intermediate Similarity NPC231096
0.7753 Intermediate Similarity NPC103523
0.7753 Intermediate Similarity NPC134807
0.7753 Intermediate Similarity NPC107717
0.7753 Intermediate Similarity NPC142117
0.7753 Intermediate Similarity NPC473687
0.7753 Intermediate Similarity NPC279267
0.7753 Intermediate Similarity NPC62118
0.7753 Intermediate Similarity NPC134865
0.7753 Intermediate Similarity NPC308412
0.7753 Intermediate Similarity NPC240695
0.7753 Intermediate Similarity NPC134885
0.7753 Intermediate Similarity NPC219498
0.7753 Intermediate Similarity NPC210218
0.7753 Intermediate Similarity NPC204686
0.7753 Intermediate Similarity NPC171174
0.7753 Intermediate Similarity NPC69082
0.7727 Intermediate Similarity NPC163093
0.7692 Intermediate Similarity NPC81778
0.7692 Intermediate Similarity NPC91067
0.7692 Intermediate Similarity NPC473504
0.7692 Intermediate Similarity NPC42598
0.7692 Intermediate Similarity NPC40066
0.7692 Intermediate Similarity NPC20621
0.7692 Intermediate Similarity NPC93794
0.7692 Intermediate Similarity NPC318963
0.7647 Intermediate Similarity NPC221095
0.7647 Intermediate Similarity NPC279214
0.764 Intermediate Similarity NPC477014
0.764 Intermediate Similarity NPC477013
0.764 Intermediate Similarity NPC471567
0.764 Intermediate Similarity NPC120398
0.7634 Intermediate Similarity NPC11456
0.7609 Intermediate Similarity NPC80875
0.7595 Intermediate Similarity NPC248125
0.7582 Intermediate Similarity NPC320458
0.7582 Intermediate Similarity NPC473905
0.7561 Intermediate Similarity NPC84038
0.7556 Intermediate Similarity NPC469483
0.7556 Intermediate Similarity NPC112685
0.7556 Intermediate Similarity NPC241360
0.7556 Intermediate Similarity NPC132940
0.7556 Intermediate Similarity NPC293136
0.7556 Intermediate Similarity NPC477015
0.7529 Intermediate Similarity NPC176329
0.7529 Intermediate Similarity NPC51809
0.7529 Intermediate Similarity NPC49302
0.7529 Intermediate Similarity NPC125365
0.7529 Intermediate Similarity NPC97516
0.7529 Intermediate Similarity NPC474818
0.7528 Intermediate Similarity NPC156804
0.75 Intermediate Similarity NPC280612
0.75 Intermediate Similarity NPC145914
0.75 Intermediate Similarity NPC473712
0.75 Intermediate Similarity NPC469414
0.75 Intermediate Similarity NPC475690
0.75 Intermediate Similarity NPC329826
0.75 Intermediate Similarity NPC131002
0.75 Intermediate Similarity NPC473529
0.75 Intermediate Similarity NPC475159
0.75 Intermediate Similarity NPC73310
0.75 Intermediate Similarity NPC180363
0.75 Intermediate Similarity NPC473780
0.75 Intermediate Similarity NPC477011
0.75 Intermediate Similarity NPC94875
0.75 Intermediate Similarity NPC329829
0.75 Intermediate Similarity NPC65930
0.75 Intermediate Similarity NPC11332
0.7473 Intermediate Similarity NPC476583
0.7473 Intermediate Similarity NPC20533
0.7473 Intermediate Similarity NPC258068
0.747 Intermediate Similarity NPC474705
0.7444 Intermediate Similarity NPC9678
0.7444 Intermediate Similarity NPC475268
0.7444 Intermediate Similarity NPC39279
0.7444 Intermediate Similarity NPC182383
0.7444 Intermediate Similarity NPC202055
0.7444 Intermediate Similarity NPC329838
0.7444 Intermediate Similarity NPC319036
0.7444 Intermediate Similarity NPC473671
0.7444 Intermediate Similarity NPC322529
0.7444 Intermediate Similarity NPC235809
0.7444 Intermediate Similarity NPC470400
0.7444 Intermediate Similarity NPC292809
0.7444 Intermediate Similarity NPC473156
0.7444 Intermediate Similarity NPC25764
0.7444 Intermediate Similarity NPC329615
0.7444 Intermediate Similarity NPC77871
0.7444 Intermediate Similarity NPC39167
0.7442 Intermediate Similarity NPC473471
0.7423 Intermediate Similarity NPC279561
0.7419 Intermediate Similarity NPC475995
0.7419 Intermediate Similarity NPC474098
0.7419 Intermediate Similarity NPC473311
0.7416 Intermediate Similarity NPC253801
0.7416 Intermediate Similarity NPC144415
0.7412 Intermediate Similarity NPC301207
0.7412 Intermediate Similarity NPC123360
0.74 Intermediate Similarity NPC474917
0.74 Intermediate Similarity NPC305157
0.74 Intermediate Similarity NPC307846
0.7391 Intermediate Similarity NPC89001
0.7386 Intermediate Similarity NPC150502
0.7381 Intermediate Similarity NPC140287
0.7381 Intermediate Similarity NPC476355
0.7363 Intermediate Similarity NPC473840
0.7363 Intermediate Similarity NPC282815
0.7363 Intermediate Similarity NPC219652
0.7363 Intermediate Similarity NPC25703
0.7363 Intermediate Similarity NPC47937
0.7356 Intermediate Similarity NPC473981
0.7356 Intermediate Similarity NPC270126
0.7356 Intermediate Similarity NPC473980
0.7353 Intermediate Similarity NPC475960
0.7347 Intermediate Similarity NPC469402
0.7327 Intermediate Similarity NPC469401
0.7326 Intermediate Similarity NPC171204
0.7326 Intermediate Similarity NPC10572
0.7326 Intermediate Similarity NPC476028
0.7326 Intermediate Similarity NPC141789
0.7317 Intermediate Similarity NPC476591
0.7317 Intermediate Similarity NPC88877
0.7312 Intermediate Similarity NPC64913
0.7312 Intermediate Similarity NPC477016
0.7312 Intermediate Similarity NPC477017
0.7312 Intermediate Similarity NPC242877
0.7284 Intermediate Similarity NPC194871
0.7283 Intermediate Similarity NPC159750
0.7283 Intermediate Similarity NPC473995
0.7283 Intermediate Similarity NPC473649
0.7283 Intermediate Similarity NPC266957
0.7283 Intermediate Similarity NPC470401
0.7283 Intermediate Similarity NPC154097
0.7273 Intermediate Similarity NPC281132
0.7263 Intermediate Similarity NPC472195
0.7263 Intermediate Similarity NPC238090
0.7263 Intermediate Similarity NPC472196
0.7253 Intermediate Similarity NPC477018
0.7253 Intermediate Similarity NPC470755
0.7253 Intermediate Similarity NPC100921
0.7253 Intermediate Similarity NPC470124

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC41856 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
0.6923 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6733 Remote Similarity NPD8029 Clinical (unspecified phase)
0.66 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6569 Remote Similarity NPD4225 Approved
0.6559 Remote Similarity NPD5209 Approved
0.6542 Remote Similarity NPD6686 Approved
0.6531 Remote Similarity NPD6698 Approved
0.6531 Remote Similarity NPD7838 Discovery
0.6531 Remote Similarity NPD46 Approved
0.6526 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6421 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6364 Remote Similarity NPD5785 Approved
0.63 Remote Similarity NPD7983 Approved
0.6293 Remote Similarity NPD8515 Approved
0.6293 Remote Similarity NPD8513 Phase 3
0.6293 Remote Similarity NPD8517 Approved
0.6293 Remote Similarity NPD8516 Approved
0.6273 Remote Similarity NPD6371 Approved
0.6263 Remote Similarity NPD1695 Approved
0.6235 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6216 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6186 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6186 Remote Similarity NPD5363 Approved
0.617 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6061 Remote Similarity NPD4251 Approved
0.6061 Remote Similarity NPD4250 Approved
0.605 Remote Similarity NPD7829 Approved
0.605 Remote Similarity NPD7830 Approved
0.6042 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6026 Remote Similarity NPD6927 Phase 3
0.602 Remote Similarity NPD1694 Approved
0.5979 Remote Similarity NPD7154 Phase 3
0.5978 Remote Similarity NPD8039 Approved
0.596 Remote Similarity NPD4249 Approved
0.5957 Remote Similarity NPD4268 Approved
0.5957 Remote Similarity NPD4271 Approved
0.5917 Remote Similarity NPD7642 Approved
0.5905 Remote Similarity NPD7839 Suspended
0.5876 Remote Similarity NPD4269 Approved
0.5876 Remote Similarity NPD4270 Approved
0.5851 Remote Similarity NPD4756 Discovery
0.5833 Remote Similarity NPD4252 Approved
0.5833 Remote Similarity NPD4821 Approved
0.5833 Remote Similarity NPD4822 Approved
0.5833 Remote Similarity NPD4820 Approved
0.5833 Remote Similarity NPD4819 Approved
0.5816 Remote Similarity NPD5362 Discontinued
0.5812 Remote Similarity NPD7115 Discovery
0.5806 Remote Similarity NPD7319 Approved
0.58 Remote Similarity NPD5786 Approved
0.5773 Remote Similarity NPD5369 Approved
0.5772 Remote Similarity NPD8074 Phase 3
0.575 Remote Similarity NPD8444 Approved
0.575 Remote Similarity NPD8033 Approved
0.5741 Remote Similarity NPD6648 Approved
0.5726 Remote Similarity NPD7736 Approved
0.5714 Remote Similarity NPD5282 Discontinued
0.5691 Remote Similarity NPD7507 Approved
0.5691 Remote Similarity NPD8451 Approved
0.5688 Remote Similarity NPD5344 Discontinued
0.5667 Remote Similarity NPD8294 Approved
0.5667 Remote Similarity NPD8377 Approved
0.5657 Remote Similarity NPD5332 Approved
0.5657 Remote Similarity NPD5331 Approved
0.5645 Remote Similarity NPD8293 Discontinued
0.5645 Remote Similarity NPD8448 Approved
0.5631 Remote Similarity NPD5370 Suspended
0.563 Remote Similarity NPD7641 Discontinued
0.563 Remote Similarity NPD7328 Approved
0.563 Remote Similarity NPD7327 Approved
0.562 Remote Similarity NPD8379 Approved
0.562 Remote Similarity NPD8380 Approved
0.562 Remote Similarity NPD8296 Approved
0.562 Remote Similarity NPD8335 Approved
0.562 Remote Similarity NPD8378 Approved
0.5619 Remote Similarity NPD5779 Approved
0.5619 Remote Similarity NPD5778 Approved
0.5618 Remote Similarity NPD6108 Clinical (unspecified phase)
0.5615 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5612 Remote Similarity NPD4790 Discontinued
0.56 Remote Similarity NPD8336 Approved
0.56 Remote Similarity NPD8337 Approved

Structure

External Identifiers

PubChem CID   11620599
ChEMBL   CHEMBL513371
ZINC  

Physicochemical Properties

Molecular Weight:  520.45
ALogP:  -6.2398
MLogP:  4.65
XLogP:  14.741
# Rotatable Bonds:  27
Polar Surface Area:  44.76
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  37

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