Natural Product: NPC291310

Natural Product ID:  NPC291310
Common Name:   Rivulalactone
IUPAC Name:  
Synonyms:   Rivulalactone
Molecular Formula:   C12H18O3
Standard InCHIKey:  INZNWRIFLOKNQB-MZQLCRGXSA-N
Standard InCHI:  InChI=1S/C12H18O3/c1-7-3-4-9(13)12-6-5-8(10(14)15-12)11(7,12)2/h7-9,13H,3-6H2,1-2H3/t7-,8+,9+,11-,12-/m0/s1
Canonical SMILES:  O=C1O[C@@]23[C@@]([C@@H]1CC2)(C)[C@@H](C)CC[C@H]3O
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
NPO8475 Chiloscyphus rivularis Species Lophocoleaceae Eukaryota PMID[9463110]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae IC12 > 500 ug/ml 22766218

  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 NPC291310 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
0.8571 High Similarity NPC253995
0.8539 High Similarity NPC470424
0.8315 Intermediate Similarity NPC474065
0.8182 Intermediate Similarity NPC476435
0.8172 Intermediate Similarity NPC211087
0.8161 Intermediate Similarity NPC80700
0.8161 Intermediate Similarity NPC472272
0.8152 Intermediate Similarity NPC116683
0.8148 Intermediate Similarity NPC155441
0.8125 Intermediate Similarity NPC100078
0.8118 Intermediate Similarity NPC100366
0.8118 Intermediate Similarity NPC311642
0.8118 Intermediate Similarity NPC242771
0.8118 Intermediate Similarity NPC164289
0.8068 Intermediate Similarity NPC239938
0.8065 Intermediate Similarity NPC471241
0.8041 Intermediate Similarity NPC166079
0.8 Intermediate Similarity NPC58631
0.8 Intermediate Similarity NPC298266
0.8 Intermediate Similarity NPC185529
0.8 Intermediate Similarity NPC472146
0.8 Intermediate Similarity NPC259654
0.7917 Intermediate Similarity NPC244969
0.7917 Intermediate Similarity NPC213528
0.7907 Intermediate Similarity NPC102156
0.7907 Intermediate Similarity NPC148740
0.7857 Intermediate Similarity NPC306776
0.7841 Intermediate Similarity NPC473350
0.7841 Intermediate Similarity NPC478111
0.7835 Intermediate Similarity NPC471253
0.7766 Intermediate Similarity NPC476728
0.7755 Intermediate Similarity NPC473701
0.7755 Intermediate Similarity NPC473526
0.7742 Intermediate Similarity NPC76136
0.7742 Intermediate Similarity NPC329713
0.7742 Intermediate Similarity NPC217567
0.7742 Intermediate Similarity NPC470423
0.7738 Intermediate Similarity NPC214030
0.7738 Intermediate Similarity NPC83108
0.7732 Intermediate Similarity NPC470172
0.7701 Intermediate Similarity NPC121121
0.7692 Intermediate Similarity NPC200580
0.7674 Intermediate Similarity NPC477851
0.7653 Intermediate Similarity NPC473406
0.764 Intermediate Similarity NPC476715
0.7634 Intermediate Similarity NPC476189
0.7614 Intermediate Similarity NPC477285
0.7614 Intermediate Similarity NPC259173
0.7614 Intermediate Similarity NPC15091
0.7614 Intermediate Similarity NPC69953
0.7614 Intermediate Similarity NPC111582
0.7614 Intermediate Similarity NPC227170
0.7609 Intermediate Similarity NPC77756
0.759 Intermediate Similarity NPC477867
0.7586 Intermediate Similarity NPC190940
0.7582 Intermediate Similarity NPC471221
0.7579 Intermediate Similarity NPC475785
0.7576 Intermediate Similarity NPC471293
0.7558 Intermediate Similarity NPC245029
0.7558 Intermediate Similarity NPC31302
0.7558 Intermediate Similarity NPC80891
0.7558 Intermediate Similarity NPC201276
0.7556 Intermediate Similarity NPC92139
0.7556 Intermediate Similarity NPC476727
0.7556 Intermediate Similarity NPC476726
0.7556 Intermediate Similarity NPC474448
0.7553 Intermediate Similarity NPC477495
0.7551 Intermediate Similarity NPC471254
0.7531 Intermediate Similarity NPC98711
0.7531 Intermediate Similarity NPC475062
0.7529 Intermediate Similarity NPC307865
0.7528 Intermediate Similarity NPC477434
0.7527 Intermediate Similarity NPC52756
0.75 Intermediate Similarity NPC24705
0.75 Intermediate Similarity NPC286719
0.75 Intermediate Similarity NPC317066
0.75 Intermediate Similarity NPC477286
0.75 Intermediate Similarity NPC97002
0.75 Intermediate Similarity NPC56962
0.75 Intermediate Similarity NPC61688
0.75 Intermediate Similarity NPC212340
0.7474 Intermediate Similarity NPC82633
0.7474 Intermediate Similarity NPC470031
0.7474 Intermediate Similarity NPC17336
0.7473 Intermediate Similarity NPC470920
0.7473 Intermediate Similarity NPC5943
0.7471 Intermediate Similarity NPC472853
0.7471 Intermediate Similarity NPC470609
0.7471 Intermediate Similarity NPC134227
0.7449 Intermediate Similarity NPC178853
0.7447 Intermediate Similarity NPC161035
0.7447 Intermediate Similarity NPC256104
0.7447 Intermediate Similarity NPC472232
0.7447 Intermediate Similarity NPC182740
0.7447 Intermediate Similarity NPC472231
0.7447 Intermediate Similarity NPC122083
0.7447 Intermediate Similarity NPC211845
0.7444 Intermediate Similarity NPC266651
0.7442 Intermediate Similarity NPC34046
0.7442 Intermediate Similarity NPC476732
0.7442 Intermediate Similarity NPC224802
0.7442 Intermediate Similarity NPC80089
0.7442 Intermediate Similarity NPC199965
0.7442 Intermediate Similarity NPC324700
0.7442 Intermediate Similarity NPC171426
0.7429 Intermediate Similarity NPC470116
0.7429 Intermediate Similarity NPC79193
0.7429 Intermediate Similarity NPC470115
0.7423 Intermediate Similarity NPC472144
0.7419 Intermediate Similarity NPC470114
0.7416 Intermediate Similarity NPC292458
0.7416 Intermediate Similarity NPC157328
0.7416 Intermediate Similarity NPC29342
0.7416 Intermediate Similarity NPC2572
0.7416 Intermediate Similarity NPC217559
0.7416 Intermediate Similarity NPC268578
0.74 Intermediate Similarity NPC88469
0.7396 Intermediate Similarity NPC475765
0.7396 Intermediate Similarity NPC193785
0.7396 Intermediate Similarity NPC235109
0.7396 Intermediate Similarity NPC163685
0.7396 Intermediate Similarity NPC256227
0.7391 Intermediate Similarity NPC250687
0.7391 Intermediate Similarity NPC229407
0.7391 Intermediate Similarity NPC191221
0.7391 Intermediate Similarity NPC48824
0.7391 Intermediate Similarity NPC254572
0.7391 Intermediate Similarity NPC33398
0.7386 Intermediate Similarity NPC475743
0.7386 Intermediate Similarity NPC12933
0.7386 Intermediate Similarity NPC254123
0.7381 Intermediate Similarity NPC55508
0.7381 Intermediate Similarity NPC215030
0.7368 Intermediate Similarity NPC206878
0.7363 Intermediate Similarity NPC475729
0.7363 Intermediate Similarity NPC474215
0.7363 Intermediate Similarity NPC114378
0.7363 Intermediate Similarity NPC215968
0.7363 Intermediate Similarity NPC476717
0.7363 Intermediate Similarity NPC103782
0.7363 Intermediate Similarity NPC131365
0.7363 Intermediate Similarity NPC155531
0.7356 Intermediate Similarity NPC320144
0.734 Intermediate Similarity NPC473066
0.734 Intermediate Similarity NPC471747
0.7333 Intermediate Similarity NPC473336
0.7333 Intermediate Similarity NPC79308
0.7333 Intermediate Similarity NPC471044
0.7326 Intermediate Similarity NPC477919
0.7326 Intermediate Similarity NPC171658
0.7326 Intermediate Similarity NPC180199
0.7326 Intermediate Similarity NPC143250
0.7326 Intermediate Similarity NPC474404
0.732 Intermediate Similarity NPC472273
0.732 Intermediate Similarity NPC472145
0.7312 Intermediate Similarity NPC269267
0.7303 Intermediate Similarity NPC202688
0.7303 Intermediate Similarity NPC477936
0.7303 Intermediate Similarity NPC477935
0.7303 Intermediate Similarity NPC61107
0.7303 Intermediate Similarity NPC154043
0.7303 Intermediate Similarity NPC289486
0.7303 Intermediate Similarity NPC60018
0.73 Intermediate Similarity NPC107385
0.7294 Intermediate Similarity NPC270306
0.7294 Intermediate Similarity NPC68565
0.7294 Intermediate Similarity NPC159789
0.7294 Intermediate Similarity NPC35871
0.7294 Intermediate Similarity NPC91387
0.7294 Intermediate Similarity NPC231680
0.7294 Intermediate Similarity NPC212733
0.7292 Intermediate Similarity NPC305808
0.7283 Intermediate Similarity NPC263802
0.7273 Intermediate Similarity NPC125366
0.7263 Intermediate Similarity NPC472238
0.7263 Intermediate Similarity NPC472237
0.7253 Intermediate Similarity NPC477445
0.7241 Intermediate Similarity NPC252483
0.7241 Intermediate Similarity NPC191345
0.7241 Intermediate Similarity NPC475725
0.7241 Intermediate Similarity NPC471045
0.7241 Intermediate Similarity NPC185465
0.7238 Intermediate Similarity NPC477489
0.7234 Intermediate Similarity NPC18536
0.7234 Intermediate Similarity NPC50443
0.7228 Intermediate Similarity NPC328737
0.7228 Intermediate Similarity NPC470167
0.7228 Intermediate Similarity NPC327093
0.7222 Intermediate Similarity NPC472847
0.7209 Intermediate Similarity NPC4209
0.7209 Intermediate Similarity NPC472487
0.7209 Intermediate Similarity NPC472486
0.7204 Intermediate Similarity NPC477614
0.7204 Intermediate Similarity NPC470009
0.7204 Intermediate Similarity NPC56777
0.7204 Intermediate Similarity NPC226491
0.7204 Intermediate Similarity NPC476379
0.7204 Intermediate Similarity NPC201607
0.7196 Intermediate Similarity NPC49492
0.7196 Intermediate Similarity NPC475490

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC291310 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
0.8 Intermediate Similarity NPD1700 Approved
0.75 Intermediate Similarity NPD3702 Approved
0.7442 Intermediate Similarity NPD6697 Approved
0.7442 Intermediate Similarity NPD6118 Approved
0.7442 Intermediate Similarity NPD6115 Approved
0.7442 Intermediate Similarity NPD6114 Approved
0.7294 Intermediate Similarity NPD3703 Phase 2
0.7209 Intermediate Similarity NPD6117 Approved
0.7176 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD6116 Phase 1
0.7059 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.6744 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6744 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6744 Remote Similarity NPD5777 Approved
0.6731 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6731 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6706 Remote Similarity NPD3698 Phase 2
0.6706 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6706 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6697 Remote Similarity NPD4632 Approved
0.6667 Remote Similarity NPD6008 Approved
0.6628 Remote Similarity NPD4244 Approved
0.6628 Remote Similarity NPD4245 Approved
0.6627 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6625 Remote Similarity NPD3198 Approved
0.6542 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6542 Remote Similarity NPD7320 Approved
0.6526 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6522 Remote Similarity NPD6928 Phase 2
0.6509 Remote Similarity NPD6675 Approved
0.6509 Remote Similarity NPD6402 Approved
0.6509 Remote Similarity NPD7128 Approved
0.6509 Remote Similarity NPD5739 Approved
0.6491 Remote Similarity NPD6319 Approved
0.6484 Remote Similarity NPD4802 Phase 2
0.6484 Remote Similarity NPD4238 Approved
0.6481 Remote Similarity NPD6373 Approved
0.6481 Remote Similarity NPD6372 Approved
0.6465 Remote Similarity NPD8034 Phase 2
0.6465 Remote Similarity NPD8035 Phase 2
0.6455 Remote Similarity NPD8297 Approved
0.6449 Remote Similarity NPD5697 Approved
0.6449 Remote Similarity NPD5701 Approved
0.641 Remote Similarity NPD7492 Approved
0.6395 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6395 Remote Similarity NPD5360 Phase 3
0.6389 Remote Similarity NPD6881 Approved
0.6389 Remote Similarity NPD6899 Approved
0.6389 Remote Similarity NPD6011 Approved
0.6372 Remote Similarity NPD6009 Approved
0.6364 Remote Similarity NPD6650 Approved
0.6364 Remote Similarity NPD6649 Approved
0.6356 Remote Similarity NPD6616 Approved
0.6356 Remote Similarity NPD7507 Approved
0.6353 Remote Similarity NPD4224 Phase 2
0.6348 Remote Similarity NPD6059 Approved
0.6348 Remote Similarity NPD6054 Approved
0.633 Remote Similarity NPD6012 Approved
0.633 Remote Similarity NPD6014 Approved
0.633 Remote Similarity NPD6013 Approved
0.6322 Remote Similarity NPD4267 Clinical (unspecified phase)
0.631 Remote Similarity NPD371 Approved
0.6303 Remote Similarity NPD7078 Approved
0.6303 Remote Similarity NPD8293 Discontinued
0.6293 Remote Similarity NPD6015 Approved
0.6293 Remote Similarity NPD5983 Phase 2
0.6293 Remote Similarity NPD6016 Approved
0.6277 Remote Similarity NPD1780 Approved
0.6277 Remote Similarity NPD1779 Approved
0.6273 Remote Similarity NPD7102 Approved
0.6273 Remote Similarity NPD7290 Approved
0.6273 Remote Similarity NPD6883 Approved
0.625 Remote Similarity NPD4789 Approved
0.625 Remote Similarity NPD7736 Approved
0.6239 Remote Similarity NPD6370 Approved
0.6239 Remote Similarity NPD5988 Approved
0.6238 Remote Similarity NPD8171 Discontinued
0.6216 Remote Similarity NPD6869 Approved
0.6216 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6216 Remote Similarity NPD6847 Approved
0.6216 Remote Similarity NPD6617 Approved
0.6216 Remote Similarity NPD8130 Phase 1
0.6207 Remote Similarity NPD229 Approved
0.6198 Remote Similarity NPD7319 Approved
0.6186 Remote Similarity NPD7604 Phase 2
0.6182 Remote Similarity NPD4061 Clinical (unspecified phase)
0.618 Remote Similarity NPD6081 Approved
0.618 Remote Similarity NPD4758 Discontinued
0.6161 Remote Similarity NPD6882 Approved
0.6154 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6154 Remote Similarity NPD4755 Approved
0.6129 Remote Similarity NPD3671 Phase 1
0.6126 Remote Similarity NPD4634 Approved
0.6118 Remote Similarity NPD7909 Approved
0.6117 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6106 Remote Similarity NPD8133 Approved
0.61 Remote Similarity NPD5328 Approved
0.6095 Remote Similarity NPD7638 Approved
0.6083 Remote Similarity NPD6336 Discontinued
0.6078 Remote Similarity NPD6399 Phase 3
0.6078 Remote Similarity NPD4202 Approved
0.6067 Remote Similarity NPD4787 Phase 1
0.6038 Remote Similarity NPD7640 Approved
0.6038 Remote Similarity NPD4696 Approved
0.6038 Remote Similarity NPD5285 Approved
0.6038 Remote Similarity NPD7639 Approved
0.6038 Remote Similarity NPD5286 Approved
0.6038 Remote Similarity NPD8418 Phase 2
0.6038 Remote Similarity NPD4700 Approved
0.6036 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6019 Remote Similarity NPD6001 Approved
0.6 Remote Similarity NPD6274 Approved
0.6 Remote Similarity NPD6083 Phase 2
0.6 Remote Similarity NPD6084 Phase 2
0.5984 Remote Similarity NPD6033 Approved
0.5982 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5981 Remote Similarity NPD5223 Approved
0.598 Remote Similarity NPD6079 Approved
0.5979 Remote Similarity NPD3669 Approved
0.5979 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5979 Remote Similarity NPD4788 Approved
0.5962 Remote Similarity NPD5695 Phase 3
0.596 Remote Similarity NPD3618 Phase 1
0.5948 Remote Similarity NPD7115 Discovery
0.5948 Remote Similarity NPD6317 Approved
0.5943 Remote Similarity NPD5696 Approved
0.5943 Remote Similarity NPD4225 Approved
0.5926 Remote Similarity NPD7632 Discontinued
0.5926 Remote Similarity NPD5211 Phase 2
0.5926 Remote Similarity NPD5226 Approved
0.5926 Remote Similarity NPD5224 Approved
0.5926 Remote Similarity NPD5225 Approved
0.5926 Remote Similarity NPD4633 Approved
0.5905 Remote Similarity NPD4697 Phase 3
0.5897 Remote Similarity NPD6313 Approved
0.5897 Remote Similarity NPD6335 Approved
0.5897 Remote Similarity NPD6314 Approved
0.5889 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5882 Remote Similarity NPD6921 Approved
0.5882 Remote Similarity NPD5207 Approved
0.5876 Remote Similarity NPD6435 Approved
0.5872 Remote Similarity NPD5175 Approved
0.5872 Remote Similarity NPD4754 Approved
0.5872 Remote Similarity NPD5174 Approved
0.5862 Remote Similarity NPD9496 Clinical (unspecified phase)
0.5862 Remote Similarity NPD6940 Discontinued
0.5856 Remote Similarity NPD6412 Phase 2
0.5847 Remote Similarity NPD7516 Approved
0.5847 Remote Similarity NPD7100 Approved
0.5847 Remote Similarity NPD7101 Approved
0.5842 Remote Similarity NPD6903 Approved
0.5818 Remote Similarity NPD5141 Approved
0.5812 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5802 Remote Similarity NPD615 Clinical (unspecified phase)
0.5802 Remote Similarity NPD3729 Clinical (unspecified phase)
0.58 Remote Similarity NPD7146 Approved
0.58 Remote Similarity NPD6684 Approved
0.58 Remote Similarity NPD6409 Approved
0.58 Remote Similarity NPD5330 Approved
0.58 Remote Similarity NPD7334 Approved
0.58 Remote Similarity NPD7521 Approved
0.5789 Remote Similarity NPD5364 Discontinued
0.5773 Remote Similarity NPD5369 Approved
0.5766 Remote Similarity NPD4768 Approved
0.5766 Remote Similarity NPD4767 Approved
0.5763 Remote Similarity NPD7328 Approved
0.5763 Remote Similarity NPD7327 Approved
0.5758 Remote Similarity NPD3665 Phase 1
0.5758 Remote Similarity NPD3133 Approved
0.5758 Remote Similarity NPD3666 Approved
0.5758 Remote Similarity NPD4786 Approved
0.5755 Remote Similarity NPD5222 Approved
0.5755 Remote Similarity NPD5221 Approved
0.5755 Remote Similarity NPD5220 Clinical (unspecified phase)
0.575 Remote Similarity NPD6908 Approved
0.575 Remote Similarity NPD6909 Approved
0.5739 Remote Similarity NPD6053 Discontinued
0.5714 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5714 Remote Similarity NPD3667 Approved
0.5701 Remote Similarity NPD5173 Approved
0.5686 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5673 Remote Similarity NPD5281 Approved
0.5673 Remote Similarity NPD5284 Approved
0.567 Remote Similarity NPD5368 Approved
0.5667 Remote Similarity NPD8294 Approved
0.5667 Remote Similarity NPD8377 Approved
0.5664 Remote Similarity NPD5128 Approved
0.5664 Remote Similarity NPD4730 Approved
0.5664 Remote Similarity NPD4729 Approved
0.5657 Remote Similarity NPD5362 Discontinued
0.5656 Remote Similarity NPD6067 Discontinued
0.5644 Remote Similarity NPD6098 Approved
0.5644 Remote Similarity NPD5786 Approved
0.5631 Remote Similarity NPD4753 Phase 2
0.562 Remote Similarity NPD8380 Approved
0.562 Remote Similarity NPD8335 Approved
0.562 Remote Similarity NPD8033 Approved
0.562 Remote Similarity NPD8296 Approved
0.562 Remote Similarity NPD8379 Approved
0.562 Remote Similarity NPD8378 Approved

Structure

External Identifiers

PubChem CID   10656064
ChEMBL   CHEMBL505527
ZINC  

Physicochemical Properties

Molecular Weight:  210.13
ALogP:  -0.147
MLogP:  2.45
XLogP:  1.595
# Rotatable Bonds:  3
Polar Surface Area:  46.53
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  15

Download Data

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