Natural Product: NPC246076

Natural Product ID:  NPC246076
Common Name:   3Beta-Acetoxyguaia-4(15),10(14),11(13)-Trien-12,6Alpha-Olide
IUPAC Name:   [(3aS,6aR,8S,9aR,9bS)-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-8-yl] acetate
Synonyms:  
Molecular Formula:   C17H20O4
Standard InCHIKey:  GKMFOEIZCLMZDE-QXKUPLGCSA-N
Standard InCHI:  InChI=1S/C17H20O4/c1-8-5-6-12-9(2)17(19)21-16(12)15-10(3)14(7-13(8)15)20-11(4)18/h12-16H,1-3,5-7H2,4H3/t12-,13-,14-,15-,16-/m0/s1
Canonical SMILES:  CC(=O)O[C@H]1C[C@@H]2[C@H](C1=C)[C@H]1OC(=O)C(=C)[C@@H]1CCC2=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
NPO29515 Laurus nobilis Species Lauraceae Eukaryota Leaves PMID[12419922]
NPO8355 Zaluzania triloba Species Asteraceae Eukaryota DOI[10.1016/S0040-4020(01)97900-1]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota TCMID*
NPO26657 Conocephalum conicum Species Conocephalaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT983 Protein Complex Nuclear factor NF-kappa-B complex Homo sapiens IC100 = 0.1 nM 15537359
NPT721 Individual Protein Nuclear factor NF-kappa-B p65 subunit Homo sapiens IC100 = 0.1 nM 16570920

  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 NPC246076 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
0.95 High Similarity NPC64153
0.95 High Similarity NPC304558
0.9383 High Similarity NPC24728
0.9268 High Similarity NPC217983
0.9268 High Similarity NPC207114
0.9268 High Similarity NPC471149
0.9157 High Similarity NPC472872
0.9157 High Similarity NPC283409
0.9048 High Similarity NPC54065
0.9048 High Similarity NPC297474
0.9048 High Similarity NPC19087
0.9036 High Similarity NPC79549
0.9024 High Similarity NPC187661
0.9012 High Similarity NPC224386
0.9012 High Similarity NPC194859
0.8947 High Similarity NPC320537
0.8947 High Similarity NPC143979
0.8941 High Similarity NPC171360
0.8941 High Similarity NPC63193
0.8941 High Similarity NPC293001
0.8941 High Similarity NPC57304
0.8941 High Similarity NPC286341
0.8941 High Similarity NPC133888
0.8941 High Similarity NPC191339
0.8941 High Similarity NPC29821
0.8941 High Similarity NPC184063
0.8941 High Similarity NPC35959
0.8929 High Similarity NPC38392
0.8929 High Similarity NPC155935
0.8929 High Similarity NPC215556
0.8916 High Similarity NPC118601
0.8916 High Similarity NPC270270
0.8902 High Similarity NPC284534
0.8902 High Similarity NPC300082
0.8902 High Similarity NPC235792
0.8902 High Similarity NPC204105
0.8889 High Similarity NPC54468
0.8824 High Similarity NPC216284
0.8824 High Similarity NPC35809
0.881 High Similarity NPC178875
0.8795 High Similarity NPC56593
0.8721 High Similarity NPC155215
0.8721 High Similarity NPC475925
0.8659 High Similarity NPC128246
0.8642 High Similarity NPC126248
0.8642 High Similarity NPC47635
0.8636 High Similarity NPC476053
0.8636 High Similarity NPC472873
0.8636 High Similarity NPC163228
0.8636 High Similarity NPC167893
0.8621 High Similarity NPC258216
0.8621 High Similarity NPC472874
0.8608 High Similarity NPC208223
0.8588 High Similarity NPC224652
0.8571 High Similarity NPC238593
0.8539 High Similarity NPC91771
0.8539 High Similarity NPC24956
0.8539 High Similarity NPC142529
0.8539 High Similarity NPC18019
0.8523 High Similarity NPC198853
0.8523 High Similarity NPC473331
0.8523 High Similarity NPC127019
0.8519 High Similarity NPC6823
0.8519 High Similarity NPC293418
0.8519 High Similarity NPC290508
0.8519 High Similarity NPC73052
0.8506 High Similarity NPC133698
0.8488 Intermediate Similarity NPC4986
0.8444 Intermediate Similarity NPC474313
0.8444 Intermediate Similarity NPC471150
0.8434 Intermediate Similarity NPC245665
0.8434 Intermediate Similarity NPC111409
0.8427 Intermediate Similarity NPC67584
0.8427 Intermediate Similarity NPC213698
0.8421 Intermediate Similarity NPC5714
0.8409 Intermediate Similarity NPC200237
0.8409 Intermediate Similarity NPC153590
0.8409 Intermediate Similarity NPC308656
0.8409 Intermediate Similarity NPC60386
0.8409 Intermediate Similarity NPC473263
0.8409 Intermediate Similarity NPC473234
0.8409 Intermediate Similarity NPC473273
0.8395 Intermediate Similarity NPC182550
0.8372 Intermediate Similarity NPC91248
0.8353 Intermediate Similarity NPC470242
0.8353 Intermediate Similarity NPC67493
0.8353 Intermediate Similarity NPC236692
0.8353 Intermediate Similarity NPC309757
0.8333 Intermediate Similarity NPC213078
0.8315 Intermediate Similarity NPC470010
0.8315 Intermediate Similarity NPC262133
0.8315 Intermediate Similarity NPC470013
0.8315 Intermediate Similarity NPC323008
0.8315 Intermediate Similarity NPC477131
0.8295 Intermediate Similarity NPC131209
0.8293 Intermediate Similarity NPC276356
0.8293 Intermediate Similarity NPC156658
0.8293 Intermediate Similarity NPC74673
0.8293 Intermediate Similarity NPC258965
0.8293 Intermediate Similarity NPC69271
0.8261 Intermediate Similarity NPC186861
0.8242 Intermediate Similarity NPC311904
0.8242 Intermediate Similarity NPC161493
0.8222 Intermediate Similarity NPC52044
0.8222 Intermediate Similarity NPC170120
0.8222 Intermediate Similarity NPC224689
0.8214 Intermediate Similarity NPC128429
0.8202 Intermediate Similarity NPC135776
0.8182 Intermediate Similarity NPC37607
0.8182 Intermediate Similarity NPC301969
0.8172 Intermediate Similarity NPC171759
0.8152 Intermediate Similarity NPC45125
0.8152 Intermediate Similarity NPC49833
0.8152 Intermediate Similarity NPC249171
0.8148 Intermediate Similarity NPC470240
0.8148 Intermediate Similarity NPC476794
0.814 Intermediate Similarity NPC107787
0.814 Intermediate Similarity NPC162071
0.8118 Intermediate Similarity NPC115786
0.8072 Intermediate Similarity NPC474981
0.8068 Intermediate Similarity NPC168679
0.8068 Intermediate Similarity NPC12872
0.8065 Intermediate Similarity NPC471381
0.8046 Intermediate Similarity NPC201658
0.8046 Intermediate Similarity NPC190753
0.8046 Intermediate Similarity NPC186148
0.8043 Intermediate Similarity NPC304445
0.8043 Intermediate Similarity NPC181151
0.8043 Intermediate Similarity NPC170143
0.8043 Intermediate Similarity NPC108475
0.8043 Intermediate Similarity NPC236580
0.8043 Intermediate Similarity NPC213947
0.8023 Intermediate Similarity NPC78089
0.8022 Intermediate Similarity NPC304886
0.8 Intermediate Similarity NPC474472
0.8 Intermediate Similarity NPC473148
0.8 Intermediate Similarity NPC272814
0.8 Intermediate Similarity NPC257358
0.8 Intermediate Similarity NPC475788
0.8 Intermediate Similarity NPC318468
0.7979 Intermediate Similarity NPC150923
0.7978 Intermediate Similarity NPC62815
0.7976 Intermediate Similarity NPC281949
0.7976 Intermediate Similarity NPC301477
0.7976 Intermediate Similarity NPC25684
0.7957 Intermediate Similarity NPC221615
0.7955 Intermediate Similarity NPC177629
0.7955 Intermediate Similarity NPC58219
0.7931 Intermediate Similarity NPC284902
0.7931 Intermediate Similarity NPC50637
0.7907 Intermediate Similarity NPC138647
0.7907 Intermediate Similarity NPC156485
0.7907 Intermediate Similarity NPC470238
0.7901 Intermediate Similarity NPC471491
0.7895 Intermediate Similarity NPC80144
0.7889 Intermediate Similarity NPC221282
0.7865 Intermediate Similarity NPC92974
0.7865 Intermediate Similarity NPC32922
0.7857 Intermediate Similarity NPC51507
0.7857 Intermediate Similarity NPC302426
0.7841 Intermediate Similarity NPC231889
0.7841 Intermediate Similarity NPC475703
0.7841 Intermediate Similarity NPC175293
0.7841 Intermediate Similarity NPC5130
0.7835 Intermediate Similarity NPC54737
0.7835 Intermediate Similarity NPC44004
0.7826 Intermediate Similarity NPC475900
0.7816 Intermediate Similarity NPC215364
0.7791 Intermediate Similarity NPC215294
0.7791 Intermediate Similarity NPC39588
0.7789 Intermediate Similarity NPC67296
0.7778 Intermediate Similarity NPC474323
0.7778 Intermediate Similarity NPC206614
0.7778 Intermediate Similarity NPC475776
0.7765 Intermediate Similarity NPC39411
0.7765 Intermediate Similarity NPC35089
0.7765 Intermediate Similarity NPC10276
0.7765 Intermediate Similarity NPC141810
0.7765 Intermediate Similarity NPC255580
0.7753 Intermediate Similarity NPC202672
0.7742 Intermediate Similarity NPC474297
0.7742 Intermediate Similarity NPC476009
0.7742 Intermediate Similarity NPC126156
0.7738 Intermediate Similarity NPC19841
0.7738 Intermediate Similarity NPC617
0.7727 Intermediate Similarity NPC475019
0.7727 Intermediate Similarity NPC476015
0.7727 Intermediate Similarity NPC474762
0.7727 Intermediate Similarity NPC474949
0.7711 Intermediate Similarity NPC65603
0.7708 Intermediate Similarity NPC86077
0.7692 Intermediate Similarity NPC123177
0.7692 Intermediate Similarity NPC74103
0.7692 Intermediate Similarity NPC12172
0.7692 Intermediate Similarity NPC208886
0.7692 Intermediate Similarity NPC290651
0.7692 Intermediate Similarity NPC70595
0.7692 Intermediate Similarity NPC150978
0.7684 Intermediate Similarity NPC70865
0.7683 Intermediate Similarity NPC138408

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC246076 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
0.8488 Intermediate Similarity NPD1695 Approved
0.7576 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7263 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.6957 Remote Similarity NPD4249 Approved
0.6882 Remote Similarity NPD4251 Approved
0.6882 Remote Similarity NPD4250 Approved
0.6857 Remote Similarity NPD6371 Approved
0.6848 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6842 Remote Similarity NPD5785 Approved
0.6813 Remote Similarity NPD5362 Discontinued
0.6796 Remote Similarity NPD6008 Approved
0.6729 Remote Similarity NPD6053 Discontinued
0.6703 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5363 Approved
0.6667 Remote Similarity NPD1694 Approved
0.6667 Remote Similarity NPD6698 Approved
0.6667 Remote Similarity NPD46 Approved
0.6593 Remote Similarity NPD5369 Approved
0.6535 Remote Similarity NPD7638 Approved
0.6522 Remote Similarity NPD6435 Approved
0.6522 Remote Similarity NPD4270 Approved
0.6522 Remote Similarity NPD4269 Approved
0.6484 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6471 Remote Similarity NPD7639 Approved
0.6471 Remote Similarity NPD7640 Approved
0.6465 Remote Similarity NPD5282 Discontinued
0.6458 Remote Similarity NPD6903 Approved
0.6452 Remote Similarity NPD7154 Phase 3
0.6421 Remote Similarity NPD6684 Approved
0.6421 Remote Similarity NPD7521 Approved
0.6421 Remote Similarity NPD7334 Approved
0.6421 Remote Similarity NPD6409 Approved
0.6421 Remote Similarity NPD5330 Approved
0.6421 Remote Similarity NPD7146 Approved
0.6421 Remote Similarity NPD5786 Approved
0.6364 Remote Similarity NPD6399 Phase 3
0.6327 Remote Similarity NPD7838 Discovery
0.6304 Remote Similarity NPD4252 Approved
0.6304 Remote Similarity NPD5368 Approved
0.6304 Remote Similarity NPD4820 Approved
0.6304 Remote Similarity NPD4822 Approved
0.6304 Remote Similarity NPD4819 Approved
0.6304 Remote Similarity NPD4821 Approved
0.6289 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6277 Remote Similarity NPD5331 Approved
0.6277 Remote Similarity NPD5332 Approved
0.6264 Remote Similarity NPD4271 Approved
0.6264 Remote Similarity NPD4268 Approved
0.6263 Remote Similarity NPD5693 Phase 1
0.6263 Remote Similarity NPD8035 Phase 2
0.6263 Remote Similarity NPD8034 Phase 2
0.6238 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6237 Remote Similarity NPD4790 Discontinued
0.6204 Remote Similarity NPD6686 Approved
0.617 Remote Similarity NPD5209 Approved
0.6162 Remote Similarity NPD5207 Approved
0.6122 Remote Similarity NPD6672 Approved
0.6122 Remote Similarity NPD5737 Approved
0.61 Remote Similarity NPD7983 Approved
0.6087 Remote Similarity NPD4802 Phase 2
0.6087 Remote Similarity NPD4238 Approved
0.6087 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6058 Remote Similarity NPD4225 Approved
0.6058 Remote Similarity NPD8029 Clinical (unspecified phase)
0.604 Remote Similarity NPD5778 Approved
0.604 Remote Similarity NPD5779 Approved
0.6038 Remote Similarity NPD7632 Discontinued
0.6036 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6 Remote Similarity NPD2685 Clinical (unspecified phase)
0.598 Remote Similarity NPD6001 Approved
0.5976 Remote Similarity NPD3198 Approved
0.5963 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5934 Remote Similarity NPD8039 Approved
0.5929 Remote Similarity NPD8133 Approved
0.5922 Remote Similarity NPD5695 Phase 3
0.5905 Remote Similarity NPD5696 Approved
0.59 Remote Similarity NPD6080 Approved
0.59 Remote Similarity NPD6051 Approved
0.59 Remote Similarity NPD6673 Approved
0.59 Remote Similarity NPD6904 Approved
0.5849 Remote Similarity NPD6648 Approved
0.5842 Remote Similarity NPD5692 Phase 3
0.5825 Remote Similarity NPD7900 Approved
0.5825 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5818 Remote Similarity NPD6412 Phase 2
0.5818 Remote Similarity NPD5697 Approved
0.5816 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5814 Remote Similarity NPD9496 Clinical (unspecified phase)
0.581 Remote Similarity NPD6083 Phase 2
0.581 Remote Similarity NPD6084 Phase 2
0.5804 Remote Similarity NPD5955 Clinical (unspecified phase)
0.58 Remote Similarity NPD5208 Approved
0.5795 Remote Similarity NPD229 Approved
0.5794 Remote Similarity NPD5344 Discontinued
0.5789 Remote Similarity NPD4632 Approved
0.5785 Remote Similarity NPD7507 Approved
0.5784 Remote Similarity NPD6050 Approved
0.5784 Remote Similarity NPD5694 Approved
0.5784 Remote Similarity NPD5281 Approved
0.5784 Remote Similarity NPD5284 Approved
0.5784 Remote Similarity NPD7637 Suspended
0.5778 Remote Similarity NPD5777 Approved
0.5776 Remote Similarity NPD7115 Discovery
0.5773 Remote Similarity NPD4788 Approved
0.5766 Remote Similarity NPD6881 Approved
0.5766 Remote Similarity NPD7320 Approved
0.5766 Remote Similarity NPD6899 Approved
0.5766 Remote Similarity NPD6011 Approved
0.576 Remote Similarity NPD6845 Suspended
0.5758 Remote Similarity NPD6098 Approved
0.5752 Remote Similarity NPD6650 Approved
0.5752 Remote Similarity NPD6649 Approved
0.5743 Remote Similarity NPD6101 Approved
0.5743 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5727 Remote Similarity NPD6675 Approved
0.5727 Remote Similarity NPD5739 Approved
0.5727 Remote Similarity NPD7128 Approved
0.5727 Remote Similarity NPD6402 Approved
0.5714 Remote Similarity NPD3665 Phase 1
0.5714 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5714 Remote Similarity NPD3668 Phase 3
0.5714 Remote Similarity NPD3133 Approved
0.5714 Remote Similarity NPD6372 Approved
0.5714 Remote Similarity NPD6013 Approved
0.5714 Remote Similarity NPD6014 Approved
0.5714 Remote Similarity NPD6373 Approved
0.5714 Remote Similarity NPD3666 Approved
0.5714 Remote Similarity NPD6012 Approved
0.5702 Remote Similarity NPD7492 Approved
0.5688 Remote Similarity NPD6052 Approved
0.568 Remote Similarity NPD7260 Phase 2
0.5676 Remote Similarity NPD5701 Approved
0.567 Remote Similarity NPD3667 Approved
0.5664 Remote Similarity NPD7102 Approved
0.5664 Remote Similarity NPD7290 Approved
0.5664 Remote Similarity NPD6883 Approved
0.566 Remote Similarity NPD7902 Approved
0.5656 Remote Similarity NPD6616 Approved
0.5645 Remote Similarity NPD7319 Approved
0.5641 Remote Similarity NPD6009 Approved
0.5631 Remote Similarity NPD6411 Approved
0.563 Remote Similarity NPD6054 Approved
0.563 Remote Similarity NPD6319 Approved
0.5625 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5614 Remote Similarity NPD8130 Phase 1
0.5614 Remote Similarity NPD6869 Approved
0.5614 Remote Similarity NPD6847 Approved
0.5614 Remote Similarity NPD6617 Approved
0.561 Remote Similarity NPD7078 Approved
0.56 Remote Similarity NPD3618 Phase 1

Structure

External Identifiers

PubChem CID   12445012
ChEMBL   CHEMBL371402
ZINC  

Physicochemical Properties

Molecular Weight:  288.14
ALogP:  1.4615
MLogP:  2.89
XLogP:  1.794
# Rotatable Bonds:  3
Polar Surface Area:  52.6
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  21

Download Data

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