Natural Product: NPC329713

Natural Product ID:  NPC329713
Common Name:   Yardenone B
IUPAC Name:   (5aS,6S,8aS)-6-[(2'R,3R,3'S,5aR,6S,7S,9aS)-3,3'-dihydroxy-2,2,5a,7-tetramethylspiro[4,5,7,8,9,9a-hexahydro-3H-benzo[b]oxepine-6,5'-oxolane]-2'-yl]-2,2,5a,6-tetramethyl-5,7,8,8a-tetrahydro-4H-cyclopenta[b]oxepin-3-one
Synonyms:  
Molecular Formula:   C30H50O6
Standard InCHIKey:  JFTRZCAXXYMBGB-OVSCOPMZSA-N
Standard InCHI:  InChI=1S/C30H50O6/c1-18-9-10-22-28(7,15-12-21(33)25(2,3)34-22)30(18)17-19(31)24(36-30)29(8)16-13-23-27(29,6)14-11-20(32)26(4,5)35-23/h18-19,21-24,31,33H,9-17H2,1-8H3/t18-,19-,21+,22-,23-,24-,27+,28+,29+,30-/m0/s1
Canonical SMILES:  O[C@H]1C[C@]2(O[C@@H]1[C@@]1(C)CC[C@H]3[C@@]1(C)CCC(=O)C(O3)(C)C)[C@@H](C)CC[C@H]1[C@@]2(C)CC[C@H](C(O1)(C)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
NPO32762 axinella cf. bidderi Species Axinellidae Eukaryota Indian Ocean PMID[12542339]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 > 31000 nM 18597527

  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 NPC329713 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
1.0 High Similarity NPC76136
1.0 High Similarity NPC217567
0.9195 High Similarity NPC243746
0.8144 Intermediate Similarity NPC476728
0.8144 Intermediate Similarity NPC260223
0.8125 Intermediate Similarity NPC470424
0.798 Intermediate Similarity NPC211087
0.798 Intermediate Similarity NPC253995
0.7957 Intermediate Similarity NPC80700
0.7957 Intermediate Similarity NPC476727
0.7957 Intermediate Similarity NPC476726
0.7849 Intermediate Similarity NPC476715
0.7789 Intermediate Similarity NPC476435
0.7778 Intermediate Similarity NPC116683
0.7742 Intermediate Similarity NPC291310
0.7708 Intermediate Similarity NPC61688
0.7677 Intermediate Similarity NPC305808
0.7677 Intermediate Similarity NPC17336
0.7634 Intermediate Similarity NPC327451
0.7629 Intermediate Similarity NPC477433
0.7629 Intermediate Similarity NPC477442
0.7629 Intermediate Similarity NPC477444
0.7624 Intermediate Similarity NPC17183
0.7609 Intermediate Similarity NPC473257
0.7604 Intermediate Similarity NPC226491
0.7604 Intermediate Similarity NPC477614
0.7604 Intermediate Similarity NPC191221
0.7579 Intermediate Similarity NPC476717
0.7579 Intermediate Similarity NPC472745
0.7579 Intermediate Similarity NPC474448
0.7551 Intermediate Similarity NPC52756
0.7526 Intermediate Similarity NPC477440
0.7526 Intermediate Similarity NPC477443
0.7523 Intermediate Similarity NPC97002
0.75 Intermediate Similarity NPC239938
0.75 Intermediate Similarity NPC473062
0.75 Intermediate Similarity NPC263802
0.7476 Intermediate Similarity NPC178853
0.7476 Intermediate Similarity NPC298266
0.7476 Intermediate Similarity NPC259654
0.7474 Intermediate Similarity NPC477445
0.7455 Intermediate Similarity NPC470115
0.7455 Intermediate Similarity NPC470116
0.7451 Intermediate Similarity NPC476294
0.7447 Intermediate Similarity NPC227170
0.7429 Intermediate Similarity NPC100078
0.7429 Intermediate Similarity NPC473526
0.7429 Intermediate Similarity NPC473701
0.7429 Intermediate Similarity NPC88469
0.7429 Intermediate Similarity NPC327093
0.7426 Intermediate Similarity NPC477264
0.7419 Intermediate Similarity NPC254123
0.7404 Intermediate Similarity NPC213528
0.7404 Intermediate Similarity NPC244969
0.7396 Intermediate Similarity NPC472272
0.7396 Intermediate Similarity NPC475729
0.7396 Intermediate Similarity NPC474215
0.7387 Intermediate Similarity NPC475490
0.7374 Intermediate Similarity NPC216137
0.7374 Intermediate Similarity NPC474065
0.7368 Intermediate Similarity NPC50438
0.7368 Intermediate Similarity NPC477434
0.7368 Intermediate Similarity NPC475689
0.7358 Intermediate Similarity NPC166079
0.7358 Intermediate Similarity NPC168890
0.7353 Intermediate Similarity NPC470834
0.734 Intermediate Similarity NPC148740
0.734 Intermediate Similarity NPC317066
0.734 Intermediate Similarity NPC102156
0.7327 Intermediate Similarity NPC62407
0.7327 Intermediate Similarity NPC470031
0.7327 Intermediate Similarity NPC287354
0.732 Intermediate Similarity NPC202937
0.7315 Intermediate Similarity NPC217041
0.73 Intermediate Similarity NPC161035
0.73 Intermediate Similarity NPC476189
0.7292 Intermediate Similarity NPC473350
0.729 Intermediate Similarity NPC176756
0.7273 Intermediate Similarity NPC476296
0.7263 Intermediate Similarity NPC268578
0.7263 Intermediate Similarity NPC292458
0.7263 Intermediate Similarity NPC69953
0.7263 Intermediate Similarity NPC217559
0.7263 Intermediate Similarity NPC2572
0.7263 Intermediate Similarity NPC29342
0.7263 Intermediate Similarity NPC476721
0.7248 Intermediate Similarity NPC182185
0.7245 Intermediate Similarity NPC471221
0.7238 Intermediate Similarity NPC470840
0.7238 Intermediate Similarity NPC470172
0.7228 Intermediate Similarity NPC477495
0.7228 Intermediate Similarity NPC470423
0.7228 Intermediate Similarity NPC206878
0.7222 Intermediate Similarity NPC316930
0.7222 Intermediate Similarity NPC167044
0.7222 Intermediate Similarity NPC220773
0.7222 Intermediate Similarity NPC278693
0.7216 Intermediate Similarity NPC215968
0.7216 Intermediate Similarity NPC477441
0.7216 Intermediate Similarity NPC92139
0.7216 Intermediate Similarity NPC155531
0.7204 Intermediate Similarity NPC477282
0.7204 Intermediate Similarity NPC81074
0.7204 Intermediate Similarity NPC245029
0.7204 Intermediate Similarity NPC31302
0.72 Intermediate Similarity NPC111883
0.72 Intermediate Similarity NPC474699
0.7196 Intermediate Similarity NPC306776
0.7196 Intermediate Similarity NPC215408
0.7188 Intermediate Similarity NPC105895
0.7184 Intermediate Similarity NPC471241
0.717 Intermediate Similarity NPC473406
0.717 Intermediate Similarity NPC34562
0.717 Intermediate Similarity NPC471253
0.7168 Intermediate Similarity NPC179429
0.7158 Intermediate Similarity NPC475388
0.7158 Intermediate Similarity NPC100366
0.7158 Intermediate Similarity NPC164289
0.7158 Intermediate Similarity NPC311642
0.7158 Intermediate Similarity NPC242771
0.7156 Intermediate Similarity NPC321661
0.7156 Intermediate Similarity NPC320475
0.7156 Intermediate Similarity NPC227879
0.7156 Intermediate Similarity NPC208333
0.7143 Intermediate Similarity NPC5943
0.7143 Intermediate Similarity NPC477172
0.713 Intermediate Similarity NPC469787
0.713 Intermediate Similarity NPC290247
0.713 Intermediate Similarity NPC469788
0.713 Intermediate Similarity NPC203974
0.7129 Intermediate Similarity NPC474379
0.7128 Intermediate Similarity NPC66766
0.7128 Intermediate Similarity NPC117137
0.7128 Intermediate Similarity NPC470609
0.7117 Intermediate Similarity NPC98870
0.7115 Intermediate Similarity NPC472144
0.7115 Intermediate Similarity NPC274695
0.7113 Intermediate Similarity NPC266651
0.7103 Intermediate Similarity NPC470167
0.7103 Intermediate Similarity NPC470838
0.71 Intermediate Similarity NPC77756
0.71 Intermediate Similarity NPC470114
0.7097 Intermediate Similarity NPC252483
0.7097 Intermediate Similarity NPC191345
0.7097 Intermediate Similarity NPC478084
0.7087 Intermediate Similarity NPC235109
0.7087 Intermediate Similarity NPC163685
0.7087 Intermediate Similarity NPC475785
0.7083 Intermediate Similarity NPC15091
0.7075 Intermediate Similarity NPC471254
0.7071 Intermediate Similarity NPC470009
0.7071 Intermediate Similarity NPC476379
0.7064 Intermediate Similarity NPC472079
0.7064 Intermediate Similarity NPC202898
0.7064 Intermediate Similarity NPC475319
0.7064 Intermediate Similarity NPC92890
0.7059 Intermediate Similarity NPC247877
0.7059 Intermediate Similarity NPC309127
0.7053 Intermediate Similarity NPC469745
0.7053 Intermediate Similarity NPC211049
0.7053 Intermediate Similarity NPC77311
0.7048 Intermediate Similarity NPC41843
0.7041 Intermediate Similarity NPC235196
0.7041 Intermediate Similarity NPC64862
0.7041 Intermediate Similarity NPC131365
0.7041 Intermediate Similarity NPC228593
0.7041 Intermediate Similarity NPC477283
0.7037 Intermediate Similarity NPC41674
0.7037 Intermediate Similarity NPC228311
0.7037 Intermediate Similarity NPC469441
0.7037 Intermediate Similarity NPC50535
0.703 Intermediate Similarity NPC473066
0.7027 Intermediate Similarity NPC157476
0.7021 Intermediate Similarity NPC275243
0.7019 Intermediate Similarity NPC74466
0.7019 Intermediate Similarity NPC472273
0.7019 Intermediate Similarity NPC111187
0.7019 Intermediate Similarity NPC190080
0.7019 Intermediate Similarity NPC472145
0.7019 Intermediate Similarity NPC470632
0.701 Intermediate Similarity NPC474996
0.7009 Intermediate Similarity NPC131824
0.7009 Intermediate Similarity NPC107385
0.7009 Intermediate Similarity NPC65858
0.7009 Intermediate Similarity NPC470839
0.7 Intermediate Similarity NPC56962
0.7 Intermediate Similarity NPC273002
0.7 Intermediate Similarity NPC228190
0.7 Intermediate Similarity NPC92297
0.7 Intermediate Similarity NPC200580
0.7 Intermediate Similarity NPC236753
0.7 Intermediate Similarity NPC220836
0.7 Intermediate Similarity NPC233433
0.7 Intermediate Similarity NPC94086
0.7 Intermediate Similarity NPC24705
0.7 Intermediate Similarity NPC473817
0.6991 Remote Similarity NPC326542
0.699 Remote Similarity NPC470191
0.699 Remote Similarity NPC82633
0.6989 Remote Similarity NPC474574

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC329713 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
0.7647 Intermediate Similarity NPD1700 Approved
0.7264 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.6983 Remote Similarity NPD6054 Approved
0.6983 Remote Similarity NPD6059 Approved
0.6957 Remote Similarity NPD3703 Phase 2
0.6864 Remote Similarity NPD6370 Approved
0.678 Remote Similarity NPD6016 Approved
0.678 Remote Similarity NPD6015 Approved
0.6757 Remote Similarity NPD7320 Approved
0.6757 Remote Similarity NPD5345 Clinical (unspecified phase)
0.675 Remote Similarity NPD7492 Approved
0.6727 Remote Similarity NPD6675 Approved
0.6727 Remote Similarity NPD6402 Approved
0.6727 Remote Similarity NPD7128 Approved
0.6727 Remote Similarity NPD5739 Approved
0.6723 Remote Similarity NPD5988 Approved
0.6695 Remote Similarity NPD6319 Approved
0.6694 Remote Similarity NPD6616 Approved
0.6667 Remote Similarity NPD8297 Approved
0.6639 Remote Similarity NPD8293 Discontinued
0.6639 Remote Similarity NPD7078 Approved
0.6636 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6636 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6609 Remote Similarity NPD4632 Approved
0.6607 Remote Similarity NPD6899 Approved
0.6607 Remote Similarity NPD6881 Approved
0.6585 Remote Similarity NPD7736 Approved
0.6562 Remote Similarity NPD6118 Approved
0.6562 Remote Similarity NPD6115 Approved
0.6562 Remote Similarity NPD6697 Approved
0.6562 Remote Similarity NPD6114 Approved
0.6549 Remote Similarity NPD6373 Approved
0.6549 Remote Similarity NPD6372 Approved
0.6542 Remote Similarity NPD4755 Approved
0.6522 Remote Similarity NPD4244 Approved
0.6522 Remote Similarity NPD4245 Approved
0.6518 Remote Similarity NPD5697 Approved
0.6518 Remote Similarity NPD5701 Approved
0.6491 Remote Similarity NPD7102 Approved
0.6491 Remote Similarity NPD7290 Approved
0.6491 Remote Similarity NPD4634 Approved
0.6491 Remote Similarity NPD6883 Approved
0.6458 Remote Similarity NPD6116 Phase 1
0.6452 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6452 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6452 Remote Similarity NPD6033 Approved
0.6441 Remote Similarity NPD6009 Approved
0.6435 Remote Similarity NPD6617 Approved
0.6435 Remote Similarity NPD8130 Phase 1
0.6435 Remote Similarity NPD6869 Approved
0.6435 Remote Similarity NPD6650 Approved
0.6435 Remote Similarity NPD6649 Approved
0.6435 Remote Similarity NPD6847 Approved
0.6422 Remote Similarity NPD5286 Approved
0.6422 Remote Similarity NPD5285 Approved
0.6422 Remote Similarity NPD4700 Approved
0.6422 Remote Similarity NPD4696 Approved
0.6413 Remote Similarity NPD3698 Phase 2
0.6413 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6413 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6404 Remote Similarity NPD6012 Approved
0.6404 Remote Similarity NPD6014 Approved
0.6404 Remote Similarity NPD6013 Approved
0.6393 Remote Similarity NPD7604 Phase 2
0.6379 Remote Similarity NPD6882 Approved
0.6364 Remote Similarity NPD5983 Phase 2
0.6354 Remote Similarity NPD6117 Approved
0.6344 Remote Similarity NPD4789 Approved
0.6321 Remote Similarity NPD8171 Discontinued
0.6316 Remote Similarity NPD6011 Approved
0.6306 Remote Similarity NPD5225 Approved
0.6306 Remote Similarity NPD4633 Approved
0.6306 Remote Similarity NPD5226 Approved
0.6306 Remote Similarity NPD5224 Approved
0.6306 Remote Similarity NPD5211 Phase 2
0.6293 Remote Similarity NPD6401 Clinical (unspecified phase)
0.629 Remote Similarity NPD6336 Discontinued
0.6263 Remote Similarity NPD6928 Phase 2
0.625 Remote Similarity NPD5174 Approved
0.625 Remote Similarity NPD3702 Approved
0.625 Remote Similarity NPD5175 Approved
0.6237 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6228 Remote Similarity NPD6412 Phase 2
0.6216 Remote Similarity NPD5223 Approved
0.6195 Remote Similarity NPD5141 Approved
0.616 Remote Similarity NPD7507 Approved
0.6154 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6146 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6142 Remote Similarity NPD7319 Approved
0.614 Remote Similarity NPD6008 Approved
0.614 Remote Similarity NPD4767 Approved
0.614 Remote Similarity NPD4768 Approved
0.6129 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6129 Remote Similarity NPD5360 Phase 3
0.6106 Remote Similarity NPD4754 Approved
0.6105 Remote Similarity NPD5777 Approved
0.6098 Remote Similarity NPD6921 Approved
0.6091 Remote Similarity NPD6084 Phase 2
0.6091 Remote Similarity NPD6083 Phase 2
0.6083 Remote Similarity NPD6274 Approved
0.6066 Remote Similarity NPD7100 Approved
0.6066 Remote Similarity NPD7101 Approved
0.6044 Remote Similarity NPD371 Approved
0.6034 Remote Similarity NPD4729 Approved
0.6034 Remote Similarity NPD5128 Approved
0.6034 Remote Similarity NPD4730 Approved
0.6033 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5984 Remote Similarity NPD6335 Approved
0.5983 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5968 Remote Similarity NPD6909 Approved
0.5968 Remote Similarity NPD6908 Approved
0.5932 Remote Similarity NPD5247 Approved
0.5932 Remote Similarity NPD5249 Phase 3
0.5932 Remote Similarity NPD5251 Approved
0.5932 Remote Similarity NPD5248 Approved
0.5932 Remote Similarity NPD5250 Approved
0.5917 Remote Similarity NPD8133 Approved
0.5909 Remote Similarity NPD5695 Phase 3
0.5902 Remote Similarity NPD6317 Approved
0.59 Remote Similarity NPD3671 Phase 1
0.59 Remote Similarity NPD4802 Phase 2
0.59 Remote Similarity NPD4238 Approved
0.5888 Remote Similarity NPD5328 Approved
0.5888 Remote Similarity NPD4753 Phase 2
0.5882 Remote Similarity NPD1780 Approved
0.5882 Remote Similarity NPD5216 Approved
0.5882 Remote Similarity NPD1779 Approved
0.5882 Remote Similarity NPD5217 Approved
0.5882 Remote Similarity NPD5215 Approved
0.5873 Remote Similarity NPD8328 Phase 3
0.5873 Remote Similarity NPD6067 Discontinued
0.5872 Remote Similarity NPD4202 Approved
0.5856 Remote Similarity NPD5221 Approved
0.5856 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5856 Remote Similarity NPD4697 Phase 3
0.5856 Remote Similarity NPD5222 Approved
0.5854 Remote Similarity NPD6314 Approved
0.5854 Remote Similarity NPD6313 Approved
0.5847 Remote Similarity NPD8132 Clinical (unspecified phase)
0.584 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5833 Remote Similarity NPD6053 Discontinued
0.5825 Remote Similarity NPD6435 Approved
0.5818 Remote Similarity NPD5282 Discontinued
0.5812 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5804 Remote Similarity NPD5173 Approved
0.5798 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5798 Remote Similarity NPD5135 Approved
0.5798 Remote Similarity NPD5169 Approved
0.578 Remote Similarity NPD8035 Phase 2
0.578 Remote Similarity NPD6079 Approved
0.578 Remote Similarity NPD8034 Phase 2
0.5778 Remote Similarity NPD3198 Approved
0.5773 Remote Similarity NPD4758 Discontinued
0.5769 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5769 Remote Similarity NPD3669 Approved
0.5769 Remote Similarity NPD4788 Approved
0.5752 Remote Similarity NPD5696 Approved
0.5752 Remote Similarity NPD7638 Approved
0.575 Remote Similarity NPD5127 Approved
0.5743 Remote Similarity NPD5364 Discontinued
0.5726 Remote Similarity NPD7328 Approved
0.5726 Remote Similarity NPD7327 Approved
0.5725 Remote Similarity NPD5956 Approved
0.5702 Remote Similarity NPD7639 Approved
0.5702 Remote Similarity NPD7640 Approved
0.5691 Remote Similarity NPD6940 Discontinued
0.568 Remote Similarity NPD7516 Approved
0.567 Remote Similarity NPD4787 Phase 1
0.5667 Remote Similarity NPD6371 Approved
0.5667 Remote Similarity NPD5955 Clinical (unspecified phase)
0.566 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5657 Remote Similarity NPD1811 Approved
0.5657 Remote Similarity NPD1810 Approved
0.5631 Remote Similarity NPD5368 Approved
0.5625 Remote Similarity NPD4629 Approved
0.5625 Remote Similarity NPD5210 Approved
0.5612 Remote Similarity NPD6081 Approved
0.561 Remote Similarity NPD5167 Approved
0.5607 Remote Similarity NPD3618 Phase 1
0.5603 Remote Similarity NPD7632 Discontinued

Structure

External Identifiers

PubChem CID   10051936
ChEMBL   CHEMBL514920
ZINC  

Physicochemical Properties

Molecular Weight:  506.36
ALogP:  -0.1762
MLogP:  4.1
XLogP:  3.778
# Rotatable Bonds:  11
Polar Surface Area:  85.22
# H-Bond Aceptor:  6
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  36

Download Data

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