Natural Product: NPC469872

Natural Product ID:  NPC469872
Common Name:   Subvellerolactones D
IUPAC Name:   (1S,4R,5R,5aR,6R)-1,4,6-trihydroxy-5,7,7-trimethyl-1,4,5,5a,6,8-hexahydroazuleno[5,6-c]furan-3-one
Synonyms:   subvellerolactones D
Molecular Formula:   C15H20O5
Standard InCHIKey:  JPUWZJIHLKKYKJ-FXBUQDJQSA-N
Standard InCHI:  InChI=1S/C15H20O5/c1-6-9-7(5-15(2,3)12(9)17)4-8-10(11(6)16)14(19)20-13(8)18/h4,6,9,11-13,16-18H,5H2,1-3H3/t6-,9-,11-,12-,13+/m1/s1
Canonical SMILES:  C[C@H]1[C@@H](O)C2=C(C=C3[C@@H]1[C@@H](O)C(C3)(C)C)[C@H](OC2=O)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
NPO32977 lactarius subvellereus Species NA Eukaryota PMID[20719504]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT147 Cell Line SK-MEL-2 Homo sapiens IC50 > 30000 nM 20598550
NPT146 Cell Line SK-OV-3 Homo sapiens IC50 > 30000 nM 20598550
NPT81 Cell Line A549 Homo sapiens IC50 = 25100 nM 20598550
NPT148 Cell Line HCT-15 Homo sapiens IC50 = 17800 nM 20739103

  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 NPC469872 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 NPC469864
0.8842 High Similarity NPC96541
0.8557 High Similarity NPC476487
0.8557 High Similarity NPC469873
0.8557 High Similarity NPC476488
0.8431 Intermediate Similarity NPC309190
0.8421 Intermediate Similarity NPC212664
0.82 Intermediate Similarity NPC477949
0.82 Intermediate Similarity NPC475709
0.8137 Intermediate Similarity NPC477950
0.8119 Intermediate Similarity NPC64742
0.8021 Intermediate Similarity NPC475678
0.8 Intermediate Similarity NPC245434
0.7965 Intermediate Similarity NPC470829
0.7965 Intermediate Similarity NPC473228
0.7959 Intermediate Similarity NPC281942
0.7959 Intermediate Similarity NPC232426
0.7941 Intermediate Similarity NPC141191
0.7921 Intermediate Similarity NPC9812
0.7905 Intermediate Similarity NPC121099
0.79 Intermediate Similarity NPC474555
0.79 Intermediate Similarity NPC167219
0.79 Intermediate Similarity NPC53685
0.79 Intermediate Similarity NPC475572
0.7879 Intermediate Similarity NPC141831
0.7872 Intermediate Similarity NPC89555
0.7857 Intermediate Similarity NPC225283
0.7857 Intermediate Similarity NPC13710
0.7843 Intermediate Similarity NPC169205
0.7822 Intermediate Similarity NPC90121
0.7822 Intermediate Similarity NPC275960
0.7822 Intermediate Similarity NPC52044
0.7822 Intermediate Similarity NPC37408
0.7822 Intermediate Similarity NPC48803
0.7822 Intermediate Similarity NPC193645
0.7812 Intermediate Similarity NPC471185
0.7812 Intermediate Similarity NPC165162
0.78 Intermediate Similarity NPC59646
0.7788 Intermediate Similarity NPC116139
0.7788 Intermediate Similarity NPC206079
0.7788 Intermediate Similarity NPC244456
0.7788 Intermediate Similarity NPC469657
0.7778 Intermediate Similarity NPC47951
0.7778 Intermediate Similarity NPC477782
0.7778 Intermediate Similarity NPC129419
0.7778 Intermediate Similarity NPC3436
0.7767 Intermediate Similarity NPC244411
0.7745 Intermediate Similarity NPC17578
0.7745 Intermediate Similarity NPC470801
0.7745 Intermediate Similarity NPC185553
0.7745 Intermediate Similarity NPC240673
0.7727 Intermediate Similarity NPC138757
0.7727 Intermediate Similarity NPC123855
0.7727 Intermediate Similarity NPC76550
0.7723 Intermediate Similarity NPC470521
0.7714 Intermediate Similarity NPC66110
0.77 Intermediate Similarity NPC472814
0.77 Intermediate Similarity NPC470520
0.77 Intermediate Similarity NPC2882
0.77 Intermediate Similarity NPC177037
0.77 Intermediate Similarity NPC477783
0.7692 Intermediate Similarity NPC477720
0.7685 Intermediate Similarity NPC220155
0.7684 Intermediate Similarity NPC471296
0.7677 Intermediate Similarity NPC268298
0.767 Intermediate Similarity NPC161493
0.7658 Intermediate Similarity NPC46269
0.7658 Intermediate Similarity NPC106395
0.7653 Intermediate Similarity NPC237540
0.7653 Intermediate Similarity NPC312561
0.7647 Intermediate Similarity NPC67584
0.7647 Intermediate Similarity NPC170120
0.7647 Intermediate Similarity NPC209355
0.7624 Intermediate Similarity NPC115021
0.7624 Intermediate Similarity NPC472954
0.7619 Intermediate Similarity NPC171759
0.7619 Intermediate Similarity NPC150923
0.7619 Intermediate Similarity NPC62670
0.76 Intermediate Similarity NPC469368
0.76 Intermediate Similarity NPC145666
0.76 Intermediate Similarity NPC475879
0.7596 Intermediate Similarity NPC471610
0.7596 Intermediate Similarity NPC221615
0.7589 Intermediate Similarity NPC67290
0.7589 Intermediate Similarity NPC133677
0.7589 Intermediate Similarity NPC138303
0.7586 Intermediate Similarity NPC287236
0.7579 Intermediate Similarity NPC78677
0.7579 Intermediate Similarity NPC59994
0.7579 Intermediate Similarity NPC470241
0.7576 Intermediate Similarity NPC472810
0.7576 Intermediate Similarity NPC472809
0.7576 Intermediate Similarity NPC476805
0.7573 Intermediate Similarity NPC24956
0.7573 Intermediate Similarity NPC242848
0.7573 Intermediate Similarity NPC213078
0.7573 Intermediate Similarity NPC18019
0.7551 Intermediate Similarity NPC261721
0.7551 Intermediate Similarity NPC475461
0.7551 Intermediate Similarity NPC305475
0.7549 Intermediate Similarity NPC470255
0.7549 Intermediate Similarity NPC474554
0.7545 Intermediate Similarity NPC257240
0.7526 Intermediate Similarity NPC165287
0.7526 Intermediate Similarity NPC114979
0.7526 Intermediate Similarity NPC156485
0.7526 Intermediate Similarity NPC191476
0.7526 Intermediate Similarity NPC82297
0.7525 Intermediate Similarity NPC261607
0.7525 Intermediate Similarity NPC32494
0.7525 Intermediate Similarity NPC175842
0.7525 Intermediate Similarity NPC475925
0.7525 Intermediate Similarity NPC111114
0.7525 Intermediate Similarity NPC300312
0.7524 Intermediate Similarity NPC280963
0.7524 Intermediate Similarity NPC472644
0.75 Intermediate Similarity NPC12872
0.75 Intermediate Similarity NPC251528
0.75 Intermediate Similarity NPC213947
0.75 Intermediate Similarity NPC470734
0.75 Intermediate Similarity NPC108475
0.75 Intermediate Similarity NPC69385
0.75 Intermediate Similarity NPC53844
0.75 Intermediate Similarity NPC170143
0.75 Intermediate Similarity NPC202705
0.75 Intermediate Similarity NPC153095
0.75 Intermediate Similarity NPC471462
0.75 Intermediate Similarity NPC179891
0.75 Intermediate Similarity NPC168679
0.7477 Intermediate Similarity NPC183570
0.7476 Intermediate Similarity NPC304886
0.7476 Intermediate Similarity NPC213698
0.7475 Intermediate Similarity NPC201658
0.7453 Intermediate Similarity NPC471075
0.7451 Intermediate Similarity NPC472812
0.7451 Intermediate Similarity NPC166346
0.7451 Intermediate Similarity NPC242069
0.7449 Intermediate Similarity NPC471300
0.7449 Intermediate Similarity NPC287015
0.7449 Intermediate Similarity NPC255307
0.7449 Intermediate Similarity NPC470755
0.7449 Intermediate Similarity NPC146850
0.7449 Intermediate Similarity NPC78089
0.7449 Intermediate Similarity NPC474860
0.7429 Intermediate Similarity NPC474440
0.7429 Intermediate Similarity NPC222011
0.7426 Intermediate Similarity NPC37607
0.7426 Intermediate Similarity NPC77337
0.7426 Intermediate Similarity NPC51486
0.7426 Intermediate Similarity NPC301969
0.7426 Intermediate Similarity NPC473448
0.7407 Intermediate Similarity NPC100487
0.7407 Intermediate Similarity NPC203659
0.7407 Intermediate Similarity NPC474917
0.74 Intermediate Similarity NPC472378
0.74 Intermediate Similarity NPC260343
0.74 Intermediate Similarity NPC476803
0.7396 Intermediate Similarity NPC325031
0.7396 Intermediate Similarity NPC52861
0.7387 Intermediate Similarity NPC235014
0.7379 Intermediate Similarity NPC470010
0.7379 Intermediate Similarity NPC104925
0.7379 Intermediate Similarity NPC470013
0.7379 Intermediate Similarity NPC474338
0.7379 Intermediate Similarity NPC475927
0.7379 Intermediate Similarity NPC298973
0.7379 Intermediate Similarity NPC127019
0.7379 Intermediate Similarity NPC262133
0.7379 Intermediate Similarity NPC65829
0.7379 Intermediate Similarity NPC323008
0.7379 Intermediate Similarity NPC477131
0.7379 Intermediate Similarity NPC475832
0.7379 Intermediate Similarity NPC469697
0.7379 Intermediate Similarity NPC469632
0.7374 Intermediate Similarity NPC107787
0.7374 Intermediate Similarity NPC474062
0.7374 Intermediate Similarity NPC469483
0.7368 Intermediate Similarity NPC470239
0.7368 Intermediate Similarity NPC470244
0.7364 Intermediate Similarity NPC90946
0.7364 Intermediate Similarity NPC475960
0.7364 Intermediate Similarity NPC308191
0.7364 Intermediate Similarity NPC300614
0.7364 Intermediate Similarity NPC476765
0.7358 Intermediate Similarity NPC474012
0.7358 Intermediate Similarity NPC476299
0.7353 Intermediate Similarity NPC70595
0.7353 Intermediate Similarity NPC123177
0.7353 Intermediate Similarity NPC472811
0.7353 Intermediate Similarity NPC74103
0.7353 Intermediate Similarity NPC472705
0.7353 Intermediate Similarity NPC284185
0.7353 Intermediate Similarity NPC150978
0.7353 Intermediate Similarity NPC131209
0.735 Intermediate Similarity NPC470418
0.7347 Intermediate Similarity NPC158756
0.7347 Intermediate Similarity NPC31086
0.7347 Intermediate Similarity NPC141193
0.7347 Intermediate Similarity NPC476804
0.7347 Intermediate Similarity NPC96259

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC469872 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
0.7822 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD5785 Approved
0.7545 Intermediate Similarity NPD6371 Approved
0.7245 Intermediate Similarity NPD5362 Discontinued
0.7207 Intermediate Similarity NPD6686 Approved
0.7172 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.71 Intermediate Similarity NPD5363 Approved
0.7019 Intermediate Similarity NPD7637 Suspended
0.697 Remote Similarity NPD4270 Approved
0.697 Remote Similarity NPD5209 Approved
0.697 Remote Similarity NPD4269 Approved
0.6964 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6952 Remote Similarity NPD5778 Approved
0.6952 Remote Similarity NPD5779 Approved
0.6944 Remote Similarity NPD4225 Approved
0.6939 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6935 Remote Similarity NPD7319 Approved
0.6931 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6907 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6863 Remote Similarity NPD5786 Approved
0.6857 Remote Similarity NPD6411 Approved
0.6857 Remote Similarity NPD7983 Approved
0.6829 Remote Similarity NPD7507 Approved
0.681 Remote Similarity NPD6053 Discontinued
0.68 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6768 Remote Similarity NPD4820 Approved
0.6768 Remote Similarity NPD4821 Approved
0.6768 Remote Similarity NPD4252 Approved
0.6768 Remote Similarity NPD4822 Approved
0.6768 Remote Similarity NPD4819 Approved
0.6762 Remote Similarity NPD46 Approved
0.6762 Remote Similarity NPD6698 Approved
0.6759 Remote Similarity NPD7839 Suspended
0.6735 Remote Similarity NPD4268 Approved
0.6735 Remote Similarity NPD4271 Approved
0.6733 Remote Similarity NPD7154 Phase 3
0.6733 Remote Similarity NPD5332 Approved
0.6733 Remote Similarity NPD5331 Approved
0.6723 Remote Similarity NPD7115 Discovery
0.67 Remote Similarity NPD4790 Discontinued
0.67 Remote Similarity NPD5369 Approved
0.6699 Remote Similarity NPD4249 Approved
0.6667 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6101 Approved
0.6667 Remote Similarity NPD1695 Approved
0.6635 Remote Similarity NPD4250 Approved
0.6635 Remote Similarity NPD4251 Approved
0.6634 Remote Similarity NPD6435 Approved
0.6604 Remote Similarity NPD7838 Discovery
0.6577 Remote Similarity NPD7640 Approved
0.6577 Remote Similarity NPD7639 Approved
0.6574 Remote Similarity NPD5282 Discontinued
0.6545 Remote Similarity NPD6083 Phase 2
0.6545 Remote Similarity NPD6084 Phase 2
0.6529 Remote Similarity NPD7327 Approved
0.6529 Remote Similarity NPD7328 Approved
0.6522 Remote Similarity NPD6412 Phase 2
0.6514 Remote Similarity NPD5695 Phase 3
0.6504 Remote Similarity NPD8513 Phase 3
0.6504 Remote Similarity NPD8033 Approved
0.6504 Remote Similarity NPD8516 Approved
0.6504 Remote Similarity NPD8517 Approved
0.6504 Remote Similarity NPD8515 Approved
0.6486 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6486 Remote Similarity NPD7638 Approved
0.6481 Remote Similarity NPD6399 Phase 3
0.6475 Remote Similarity NPD7516 Approved
0.6466 Remote Similarity NPD7320 Approved
0.6442 Remote Similarity NPD1694 Approved
0.6436 Remote Similarity NPD5368 Approved
0.6435 Remote Similarity NPD6402 Approved
0.6435 Remote Similarity NPD5739 Approved
0.6435 Remote Similarity NPD7128 Approved
0.6435 Remote Similarity NPD6675 Approved
0.6423 Remote Similarity NPD8294 Approved
0.6423 Remote Similarity NPD8377 Approved
0.6389 Remote Similarity NPD5281 Approved
0.6389 Remote Similarity NPD5284 Approved
0.6387 Remote Similarity NPD6882 Approved
0.6381 Remote Similarity NPD5279 Phase 3
0.6379 Remote Similarity NPD5697 Approved
0.6379 Remote Similarity NPD5701 Approved
0.6378 Remote Similarity NPD8293 Discontinued
0.6371 Remote Similarity NPD7503 Approved
0.6371 Remote Similarity NPD8296 Approved
0.6371 Remote Similarity NPD8380 Approved
0.6371 Remote Similarity NPD8335 Approved
0.6371 Remote Similarity NPD8379 Approved
0.6371 Remote Similarity NPD8378 Approved
0.6346 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6339 Remote Similarity NPD5696 Approved
0.6328 Remote Similarity NPD7736 Approved
0.6325 Remote Similarity NPD6881 Approved
0.6325 Remote Similarity NPD6899 Approved
0.632 Remote Similarity NPD6370 Approved
0.6271 Remote Similarity NPD6014 Approved
0.6271 Remote Similarity NPD6012 Approved
0.6271 Remote Similarity NPD6373 Approved
0.6271 Remote Similarity NPD6013 Approved
0.6271 Remote Similarity NPD6372 Approved
0.6263 Remote Similarity NPD8039 Approved
0.6262 Remote Similarity NPD6903 Approved
0.625 Remote Similarity NPD6695 Phase 3
0.6239 Remote Similarity NPD5693 Phase 1
0.6226 Remote Similarity NPD7521 Approved
0.6226 Remote Similarity NPD7334 Approved
0.6226 Remote Similarity NPD6684 Approved
0.6226 Remote Similarity NPD6409 Approved
0.6226 Remote Similarity NPD7146 Approved
0.6226 Remote Similarity NPD5330 Approved
0.622 Remote Similarity NPD7492 Approved
0.6218 Remote Similarity NPD7290 Approved
0.6218 Remote Similarity NPD6883 Approved
0.6218 Remote Similarity NPD7102 Approved
0.6204 Remote Similarity NPD4753 Phase 2
0.6204 Remote Similarity NPD5370 Suspended
0.619 Remote Similarity NPD3133 Approved
0.619 Remote Similarity NPD3666 Approved
0.619 Remote Similarity NPD3665 Phase 1
0.6186 Remote Similarity NPD6011 Approved
0.6174 Remote Similarity NPD5211 Phase 2
0.6172 Remote Similarity NPD6616 Approved
0.6167 Remote Similarity NPD6617 Approved
0.6167 Remote Similarity NPD6649 Approved
0.6167 Remote Similarity NPD6650 Approved
0.6167 Remote Similarity NPD6869 Approved
0.6167 Remote Similarity NPD6847 Approved
0.6167 Remote Similarity NPD8130 Phase 1
0.6167 Remote Similarity NPD8413 Clinical (unspecified phase)
0.616 Remote Similarity NPD6059 Approved
0.616 Remote Similarity NPD6054 Approved
0.6147 Remote Similarity NPD5692 Phase 3
0.6147 Remote Similarity NPD5207 Approved
0.6142 Remote Similarity NPD7830 Approved
0.6142 Remote Similarity NPD7829 Approved
0.6134 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6124 Remote Similarity NPD7078 Approved
0.6116 Remote Similarity NPD8297 Approved
0.6111 Remote Similarity NPD6672 Approved
0.6111 Remote Similarity NPD6015 Approved
0.6111 Remote Similarity NPD6016 Approved
0.6111 Remote Similarity NPD5737 Approved
0.6111 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6106 Remote Similarity NPD4755 Approved
0.6091 Remote Similarity NPD6050 Approved
0.6091 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6091 Remote Similarity NPD5694 Approved
0.6068 Remote Similarity NPD5141 Approved
0.6066 Remote Similarity NPD8133 Approved
0.6063 Remote Similarity NPD5988 Approved
0.6038 Remote Similarity NPD4786 Approved
0.6036 Remote Similarity NPD4202 Approved
0.6034 Remote Similarity NPD7632 Discontinued
0.6033 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6032 Remote Similarity NPD6319 Approved
0.6019 Remote Similarity NPD7524 Approved
0.6019 Remote Similarity NPD6929 Approved
0.6019 Remote Similarity NPD7750 Discontinued
0.6017 Remote Similarity NPD6008 Approved
0.6 Remote Similarity NPD3667 Approved
0.6 Remote Similarity NPD4700 Approved
0.6 Remote Similarity NPD6648 Approved
0.6 Remote Similarity NPD5286 Approved
0.6 Remote Similarity NPD4696 Approved
0.6 Remote Similarity NPD5285 Approved
0.6 Remote Similarity NPD8074 Phase 3
0.5984 Remote Similarity NPD8444 Approved
0.5982 Remote Similarity NPD7748 Approved
0.5981 Remote Similarity NPD1733 Clinical (unspecified phase)
0.598 Remote Similarity NPD4756 Discovery
0.5968 Remote Similarity NPD6274 Approved
0.5965 Remote Similarity NPD7902 Approved
0.5963 Remote Similarity NPD4518 Approved
0.5962 Remote Similarity NPD6930 Phase 2
0.5962 Remote Similarity NPD6931 Approved
0.595 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5948 Remote Similarity NPD5344 Discontinued
0.5946 Remote Similarity NPD7515 Phase 2
0.5929 Remote Similarity NPD4629 Approved
0.5929 Remote Similarity NPD5210 Approved
0.5929 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5926 Remote Similarity NPD5280 Approved
0.5926 Remote Similarity NPD4694 Approved
0.5926 Remote Similarity NPD3618 Phase 1
0.5923 Remote Similarity NPD8451 Approved
0.592 Remote Similarity NPD6009 Approved
0.5909 Remote Similarity NPD5328 Approved
0.5909 Remote Similarity NPD6051 Approved
0.5909 Remote Similarity NPD6080 Approved
0.5909 Remote Similarity NPD6904 Approved
0.5909 Remote Similarity NPD6673 Approved
0.5897 Remote Similarity NPD4633 Approved
0.5897 Remote Similarity NPD5224 Approved
0.5897 Remote Similarity NPD5225 Approved
0.5897 Remote Similarity NPD5226 Approved
0.5891 Remote Similarity NPD8328 Phase 3
0.5878 Remote Similarity NPD8448 Approved
0.5862 Remote Similarity NPD6404 Discontinued
0.5849 Remote Similarity NPD4223 Phase 3
0.5849 Remote Similarity NPD4221 Approved

Structure

External Identifiers

PubChem CID   46933997
ChEMBL   CHEMBL1223948
ZINC  

Physicochemical Properties

Molecular Weight:  280.13
ALogP:  0.3777
MLogP:  2.56
XLogP:  -0.467
# Rotatable Bonds:  6
Polar Surface Area:  86.99
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  20

Download Data

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