Natural Product: NPC475896

Natural Product ID:  NPC475896
Common Name:   6'-Acetoxyavarol
IUPAC Name:   [2-[[(1R,2S,4aS,8aS)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]methyl]-3,6-dihydroxyphenyl] acetate
Synonyms:   6'-Acetoxyavarol
Molecular Formula:   C23H32O4
Standard InCHIKey:  QALBXSHCQOFDPS-APQCTARYSA-N
Standard InCHI:  InChI=1S/C23H32O4/c1-14-7-6-8-20-22(14,4)12-11-15(2)23(20,5)13-17-18(25)9-10-19(26)21(17)27-16(3)24/h7,9-10,15,20,25-26H,6,8,11-13H2,1-5H3/t15-,20+,22+,23+/m0/s1
Canonical SMILES:  CC(=O)Oc1c(O)ccc(c1C[C@]1(C)[C@@H](C)CC[C@]2([C@H]1CCC=C2C)C)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
NPO33143 dysidea cinerea Species Dysideidae Eukaryota PMID[1710654]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT20 Organism Candida albicans Candida albicans MIC = 12.5 ug/ml 21476600
NPT168 Cell Line P388 Mus musculus IC50 < 0.6 ug/ml 21476600

  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 NPC475896 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
0.9928 High Similarity NPC292256
0.9137 High Similarity NPC252095
0.913 High Similarity NPC474810
0.9078 High Similarity NPC19869
0.9058 High Similarity NPC474635
0.9021 High Similarity NPC323126
0.9007 High Similarity NPC474521
0.9007 High Similarity NPC105493
0.9007 High Similarity NPC474530
0.9007 High Similarity NPC474540
0.9007 High Similarity NPC476171
0.8986 High Similarity NPC142530
0.8986 High Similarity NPC147317
0.8973 High Similarity NPC275125
0.8973 High Similarity NPC97937
0.8973 High Similarity NPC170239
0.8865 High Similarity NPC327382
0.8851 High Similarity NPC113790
0.8836 High Similarity NPC125617
0.8828 High Similarity NPC34245
0.8828 High Similarity NPC7439
0.8828 High Similarity NPC91492
0.8828 High Similarity NPC110067
0.8828 High Similarity NPC256555
0.8776 High Similarity NPC475872
0.8774 High Similarity NPC140346
0.8707 High Similarity NPC90645
0.869 High Similarity NPC35216
0.8681 High Similarity NPC25966
0.8681 High Similarity NPC127218
0.8681 High Similarity NPC245207
0.8681 High Similarity NPC319647
0.8643 High Similarity NPC474617
0.8643 High Similarity NPC220935
0.8639 High Similarity NPC50250
0.8633 High Similarity NPC474636
0.8633 High Similarity NPC176590
0.863 High Similarity NPC469564
0.8621 High Similarity NPC234568
0.8621 High Similarity NPC259519
0.8621 High Similarity NPC198038
0.8611 High Similarity NPC276490
0.8611 High Similarity NPC38874
0.8609 High Similarity NPC2745
0.8601 High Similarity NPC201357
0.8601 High Similarity NPC281521
0.8601 High Similarity NPC255147
0.8591 High Similarity NPC178129
0.8581 High Similarity NPC472457
0.8571 High Similarity NPC230157
0.8571 High Similarity NPC236419
0.8571 High Similarity NPC6568
0.8562 High Similarity NPC62903
0.8562 High Similarity NPC471389
0.8562 High Similarity NPC7178
0.8561 High Similarity NPC474821
0.8561 High Similarity NPC474670
0.8553 High Similarity NPC157783
0.8552 High Similarity NPC29868
0.8552 High Similarity NPC212942
0.8552 High Similarity NPC260741
0.8552 High Similarity NPC70682
0.8552 High Similarity NPC79622
0.8543 High Similarity NPC158784
0.8543 High Similarity NPC195561
0.8542 High Similarity NPC248727
0.8542 High Similarity NPC173660
0.8542 High Similarity NPC162659
0.8542 High Similarity NPC270456
0.8542 High Similarity NPC265433
0.8531 High Similarity NPC209199
0.8523 High Similarity NPC112251
0.8521 High Similarity NPC6451
0.8514 High Similarity NPC63879
0.8514 High Similarity NPC93323
0.8514 High Similarity NPC473845
0.8514 High Similarity NPC280092
0.8514 High Similarity NPC12641
0.8514 High Similarity NPC45257
0.8506 High Similarity NPC125709
0.8506 High Similarity NPC142479
0.8506 High Similarity NPC155015
0.8506 High Similarity NPC292385
0.8503 High Similarity NPC107161
0.85 High Similarity NPC474616
0.85 High Similarity NPC266691
0.8493 Intermediate Similarity NPC160283
0.8493 Intermediate Similarity NPC254759
0.8489 Intermediate Similarity NPC474632
0.8489 Intermediate Similarity NPC112596
0.8487 Intermediate Similarity NPC302915
0.8483 Intermediate Similarity NPC148835
0.8483 Intermediate Similarity NPC76336
0.8483 Intermediate Similarity NPC102904
0.8483 Intermediate Similarity NPC107551
0.8483 Intermediate Similarity NPC176051
0.8483 Intermediate Similarity NPC95162
0.8483 Intermediate Similarity NPC474282
0.8483 Intermediate Similarity NPC139548
0.8483 Intermediate Similarity NPC103976
0.8483 Intermediate Similarity NPC52086
0.8483 Intermediate Similarity NPC20511
0.8483 Intermediate Similarity NPC326797
0.8483 Intermediate Similarity NPC474886
0.8477 Intermediate Similarity NPC30688
0.8477 Intermediate Similarity NPC176903
0.8472 Intermediate Similarity NPC261873
0.8472 Intermediate Similarity NPC283009
0.8472 Intermediate Similarity NPC134968
0.8472 Intermediate Similarity NPC313081
0.8472 Intermediate Similarity NPC195022
0.8462 Intermediate Similarity NPC277021
0.8462 Intermediate Similarity NPC37196
0.8462 Intermediate Similarity NPC94236
0.8462 Intermediate Similarity NPC269528
0.8451 Intermediate Similarity NPC12275
0.8451 Intermediate Similarity NPC232275
0.8451 Intermediate Similarity NPC82503
0.8451 Intermediate Similarity NPC474356
0.8451 Intermediate Similarity NPC45715
0.8446 Intermediate Similarity NPC102044
0.8446 Intermediate Similarity NPC85264
0.8446 Intermediate Similarity NPC47633
0.8446 Intermediate Similarity NPC477616
0.8442 Intermediate Similarity NPC268484
0.8435 Intermediate Similarity NPC247291
0.8431 Intermediate Similarity NPC160196
0.8431 Intermediate Similarity NPC325860
0.8429 Intermediate Similarity NPC216836
0.8425 Intermediate Similarity NPC184613
0.8425 Intermediate Similarity NPC471388
0.8425 Intermediate Similarity NPC13067
0.8425 Intermediate Similarity NPC292882
0.8421 Intermediate Similarity NPC205727
0.8421 Intermediate Similarity NPC21184
0.8421 Intermediate Similarity NPC294522
0.8421 Intermediate Similarity NPC24425
0.8421 Intermediate Similarity NPC120426
0.8414 Intermediate Similarity NPC82271
0.8414 Intermediate Similarity NPC472336
0.8414 Intermediate Similarity NPC143139
0.8414 Intermediate Similarity NPC205442
0.8414 Intermediate Similarity NPC126682
0.8414 Intermediate Similarity NPC472334
0.8414 Intermediate Similarity NPC202846
0.8414 Intermediate Similarity NPC286843
0.8411 Intermediate Similarity NPC473876
0.8411 Intermediate Similarity NPC139839
0.8411 Intermediate Similarity NPC212142
0.8403 Intermediate Similarity NPC474600
0.8403 Intermediate Similarity NPC317380
0.8403 Intermediate Similarity NPC103967
0.8403 Intermediate Similarity NPC106215
0.84 Intermediate Similarity NPC474054
0.8392 Intermediate Similarity NPC127624
0.8392 Intermediate Similarity NPC202762
0.8392 Intermediate Similarity NPC86655
0.8392 Intermediate Similarity NPC161203
0.8389 Intermediate Similarity NPC473108
0.8389 Intermediate Similarity NPC87883
0.8389 Intermediate Similarity NPC469795
0.838 Intermediate Similarity NPC299221
0.838 Intermediate Similarity NPC224157
0.838 Intermediate Similarity NPC234488
0.838 Intermediate Similarity NPC311680
0.838 Intermediate Similarity NPC214860
0.838 Intermediate Similarity NPC51840
0.838 Intermediate Similarity NPC192687
0.8378 Intermediate Similarity NPC59841
0.8378 Intermediate Similarity NPC131971
0.8378 Intermediate Similarity NPC204347
0.8378 Intermediate Similarity NPC472335
0.8378 Intermediate Similarity NPC2613
0.8378 Intermediate Similarity NPC472332
0.8378 Intermediate Similarity NPC175838
0.8378 Intermediate Similarity NPC475891
0.8377 Intermediate Similarity NPC223720
0.8377 Intermediate Similarity NPC149735
0.8377 Intermediate Similarity NPC476154
0.8367 Intermediate Similarity NPC144284
0.8367 Intermediate Similarity NPC27495
0.8367 Intermediate Similarity NPC34431
0.8367 Intermediate Similarity NPC309124
0.8367 Intermediate Similarity NPC184797
0.8367 Intermediate Similarity NPC295719
0.8367 Intermediate Similarity NPC165026
0.8367 Intermediate Similarity NPC73505
0.8357 Intermediate Similarity NPC476006
0.8357 Intermediate Similarity NPC245060
0.8356 Intermediate Similarity NPC201145
0.8356 Intermediate Similarity NPC6262
0.8356 Intermediate Similarity NPC73535
0.8356 Intermediate Similarity NPC272157
0.8356 Intermediate Similarity NPC35550
0.8356 Intermediate Similarity NPC25111
0.8356 Intermediate Similarity NPC90615
0.8355 Intermediate Similarity NPC476969
0.8345 Intermediate Similarity NPC472337
0.8345 Intermediate Similarity NPC140521
0.8345 Intermediate Similarity NPC121812

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475896 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
0.8255 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.8239 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.8169 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.8125 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.8014 Intermediate Similarity NPD1613 Approved
0.8014 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.8014 Intermediate Similarity NPD4749 Approved
0.8 Intermediate Similarity NPD1653 Approved
0.7987 Intermediate Similarity NPD6099 Approved
0.7987 Intermediate Similarity NPD6100 Approved
0.7931 Intermediate Similarity NPD4625 Phase 3
0.7931 Intermediate Similarity NPD3027 Phase 3
0.7888 Intermediate Similarity NPD6234 Discontinued
0.7847 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7831 Intermediate Similarity NPD5844 Phase 1
0.777 Intermediate Similarity NPD4060 Phase 1
0.775 Intermediate Similarity NPD2801 Approved
0.7708 Intermediate Similarity NPD6696 Suspended
0.7697 Intermediate Similarity NPD5762 Approved
0.7697 Intermediate Similarity NPD5763 Approved
0.7688 Intermediate Similarity NPD37 Approved
0.7665 Intermediate Similarity NPD7228 Approved
0.7654 Intermediate Similarity NPD4965 Approved
0.7654 Intermediate Similarity NPD4967 Phase 2
0.7654 Intermediate Similarity NPD4966 Approved
0.7643 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.764 Intermediate Similarity NPD1465 Phase 2
0.7635 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7622 Intermediate Similarity NPD1611 Approved
0.7622 Intermediate Similarity NPD422 Phase 1
0.7619 Intermediate Similarity NPD4908 Phase 1
0.7605 Intermediate Similarity NPD7473 Discontinued
0.7578 Intermediate Similarity NPD1934 Approved
0.7576 Intermediate Similarity NPD7199 Phase 2
0.7568 Intermediate Similarity NPD7095 Approved
0.7546 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7531 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.753 Intermediate Similarity NPD6232 Discontinued
0.75 Intermediate Similarity NPD1610 Phase 2
0.75 Intermediate Similarity NPD6671 Approved
0.7485 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7484 Intermediate Similarity NPD6674 Discontinued
0.747 Intermediate Similarity NPD8127 Discontinued
0.7442 Intermediate Similarity NPD7549 Discontinued
0.7436 Intermediate Similarity NPD3750 Approved
0.7432 Intermediate Similarity NPD2861 Phase 2
0.7431 Intermediate Similarity NPD3496 Discontinued
0.7417 Intermediate Similarity NPD3620 Phase 2
0.7417 Intermediate Similarity NPD4140 Approved
0.7417 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7415 Intermediate Similarity NPD2797 Approved
0.7405 Intermediate Similarity NPD1511 Approved
0.74 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7378 Intermediate Similarity NPD3817 Phase 2
0.7368 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD5124 Phase 1
0.7358 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD8651 Approved
0.7325 Intermediate Similarity NPD8166 Discontinued
0.7325 Intermediate Similarity NPD4110 Phase 3
0.7325 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7312 Intermediate Similarity NPD1512 Approved
0.7285 Intermediate Similarity NPD7985 Registered
0.7285 Intermediate Similarity NPD3268 Approved
0.7273 Intermediate Similarity NPD7644 Approved
0.7267 Intermediate Similarity NPD7074 Phase 3
0.7261 Intermediate Similarity NPD1652 Phase 2
0.7255 Intermediate Similarity NPD447 Suspended
0.7241 Intermediate Similarity NPD1778 Approved
0.7241 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7237 Intermediate Similarity NPD8032 Phase 2
0.7235 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7235 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7235 Intermediate Similarity NPD6166 Phase 2
0.7229 Intermediate Similarity NPD3882 Suspended
0.7222 Intermediate Similarity NPD1548 Phase 1
0.7216 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD7819 Suspended
0.7211 Intermediate Similarity NPD1608 Approved
0.7209 Intermediate Similarity NPD7054 Approved
0.7203 Intermediate Similarity NPD7340 Approved
0.7202 Intermediate Similarity NPD5494 Approved
0.72 Intermediate Similarity NPD3018 Phase 2
0.7194 Intermediate Similarity NPD4750 Phase 3
0.7191 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD7837 Clinical (unspecified phase)
0.7186 Intermediate Similarity NPD7075 Discontinued
0.7184 Intermediate Similarity NPD7240 Approved
0.7169 Intermediate Similarity NPD5402 Approved
0.7168 Intermediate Similarity NPD7472 Approved
0.7159 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7151 Intermediate Similarity NPD3818 Discontinued
0.7143 Intermediate Similarity NPD6355 Discontinued
0.7143 Intermediate Similarity NPD5735 Approved
0.7143 Intermediate Similarity NPD7446 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD4481 Phase 3
0.7134 Intermediate Similarity NPD6599 Discontinued
0.7134 Intermediate Similarity NPD7266 Discontinued
0.7123 Intermediate Similarity NPD4626 Approved
0.7118 Intermediate Similarity NPD7229 Phase 3
0.7115 Intermediate Similarity NPD3748 Approved
0.7114 Intermediate Similarity NPD3225 Approved
0.7113 Intermediate Similarity NPD5283 Phase 1
0.7108 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD4628 Phase 3
0.7102 Intermediate Similarity NPD7311 Approved
0.7102 Intermediate Similarity NPD7310 Approved
0.7102 Intermediate Similarity NPD7312 Approved
0.7102 Intermediate Similarity NPD7313 Approved
0.7099 Intermediate Similarity NPD7314 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD6653 Approved
0.7092 Intermediate Similarity NPD228 Approved
0.7091 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7089 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD3226 Approved
0.707 Intermediate Similarity NPD2935 Discontinued
0.7062 Intermediate Similarity NPD7309 Approved
0.7059 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD5585 Approved
0.7047 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7047 Intermediate Similarity NPD2983 Phase 2
0.7047 Intermediate Similarity NPD2982 Phase 2
0.7042 Intermediate Similarity NPD5535 Approved
0.7039 Intermediate Similarity NPD7906 Approved
0.7037 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7035 Intermediate Similarity NPD2489 Approved
0.7035 Intermediate Similarity NPD27 Approved
0.7029 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD1091 Approved
0.7024 Intermediate Similarity NPD7768 Phase 2
0.7014 Intermediate Similarity NPD7157 Approved
0.7013 Intermediate Similarity NPD6233 Phase 2
0.7007 Intermediate Similarity NPD17 Approved
0.6993 Remote Similarity NPD1398 Phase 1
0.6989 Remote Similarity NPD7251 Discontinued
0.6983 Remote Similarity NPD8434 Phase 2
0.6983 Remote Similarity NPD4663 Approved
0.698 Remote Similarity NPD2981 Phase 2
0.6977 Remote Similarity NPD2969 Approved
0.6977 Remote Similarity NPD2970 Approved
0.6975 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6974 Remote Similarity NPD2237 Approved
0.6968 Remote Similarity NPD1558 Phase 1
0.6962 Remote Similarity NPD1551 Phase 2
0.6954 Remote Similarity NPD3266 Approved
0.6954 Remote Similarity NPD3267 Approved
0.695 Remote Similarity NPD3021 Approved
0.695 Remote Similarity NPD3022 Approved
0.6949 Remote Similarity NPD7808 Phase 3
0.6948 Remote Similarity NPD6798 Discontinued
0.6943 Remote Similarity NPD7097 Phase 1
0.6939 Remote Similarity NPD5691 Approved
0.6933 Remote Similarity NPD2532 Approved
0.6933 Remote Similarity NPD2534 Approved
0.6933 Remote Similarity NPD5327 Phase 3
0.6933 Remote Similarity NPD3600 Clinical (unspecified phase)
0.6933 Remote Similarity NPD2533 Approved
0.6932 Remote Similarity NPD6797 Phase 2
0.6923 Remote Similarity NPD7635 Approved
0.6923 Remote Similarity NPD230 Phase 1
0.6918 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6918 Remote Similarity NPD6005 Phase 3
0.6918 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6918 Remote Similarity NPD6004 Phase 3
0.6918 Remote Similarity NPD6002 Phase 3
0.6918 Remote Similarity NPD2346 Discontinued
0.6914 Remote Similarity NPD6666 Approved
0.6914 Remote Similarity NPD7124 Phase 2
0.6914 Remote Similarity NPD6667 Approved
0.6913 Remote Similarity NPD3705 Approved
0.691 Remote Similarity NPD4577 Approved
0.691 Remote Similarity NPD4578 Approved
0.6909 Remote Similarity NPD3687 Approved
0.6909 Remote Similarity NPD3686 Approved
0.6899 Remote Similarity NPD7033 Discontinued
0.6899 Remote Similarity NPD4308 Phase 3
0.6894 Remote Similarity NPD3892 Phase 2
0.6894 Remote Similarity NPD7982 Clinical (unspecified phase)
0.6893 Remote Similarity NPD6559 Discontinued
0.689 Remote Similarity NPD2676 Approved
0.689 Remote Similarity NPD2675 Approved
0.6882 Remote Similarity NPD7237 Clinical (unspecified phase)
0.6879 Remote Similarity NPD4097 Suspended
0.6872 Remote Similarity NPD8054 Approved
0.6872 Remote Similarity NPD8053 Approved
0.6871 Remote Similarity NPD6799 Approved
0.6867 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6864 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6863 Remote Similarity NPD5736 Approved
0.6855 Remote Similarity NPD6032 Approved
0.6852 Remote Similarity NPD6190 Approved
0.6848 Remote Similarity NPD5403 Approved
0.6848 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6845 Remote Similarity NPD6801 Discontinued
0.6835 Remote Similarity NPD6111 Discontinued
0.6832 Remote Similarity NPD2800 Approved
0.6829 Remote Similarity NPD4160 Clinical (unspecified phase)
0.6826 Remote Similarity NPD4380 Phase 2
0.6826 Remote Similarity NPD7028 Phase 2

Structure

External Identifiers

PubChem CID   452331
ChEMBL   CHEMBL518102
ZINC  

Physicochemical Properties

Molecular Weight:  372.23
ALogP:  1.7447
MLogP:  3.55
XLogP:  6.654
# Rotatable Bonds:  11
Polar Surface Area:  66.76
# H-Bond Aceptor:  1
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  27

Download Data

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