Natural Product: NPC478264

Natural Product ID:  NPC478264
Common Name:   Vulgarisin B
IUPAC Name:  
Synonyms:  
Molecular Formula:   C31H44O6
Standard InCHIKey:  WUGHVSSOZLBGJQ-WOIKJDTKSA-N
Standard InCHI:  InChI=1S/C31H44O6/c1-17(2)21-14-15-31(35)24-23-19(5)12-13-22(23)29(24,6)26(37-27(33)18(3)4)25(32)30(21,31)16-36-28(34)20-10-8-7-9-11-20/h7-11,17-19,21-26,32,35H,12-16H2,1-6H3/t19-,21-,22+,23-,24+,25+,26+,29-,30+,31+/m0/s1
Canonical SMILES:  CC(C(=O)O[C@@H]1[C@@H](O)[C@@]2(COC(=O)c3ccccc3)[C@@H](CC[C@]2([C@H]2[C@]1(C)[C@@H]1CC[C@@H]([C@H]21)C)O)C(C)C)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
NPO17494 Prunella vulgaris Species Lamiaceae Eukaryota whole plant DOI[10.1016/j.tetlet.2016.12.029]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 = 18 µM 10.1016/j.tetlet.2016.12.029

  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 NPC478264 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
0.9927 High Similarity NPC478263
0.9161 High Similarity NPC327031
0.9091 High Similarity NPC312393
0.9071 High Similarity NPC100913
0.9071 High Similarity NPC275592
0.9034 High Similarity NPC476173
0.9021 High Similarity NPC311825
0.9021 High Similarity NPC92867
0.9007 High Similarity NPC291599
0.9007 High Similarity NPC27377
0.9007 High Similarity NPC97947
0.9007 High Similarity NPC41481
0.9007 High Similarity NPC472576
0.9007 High Similarity NPC87448
0.9007 High Similarity NPC118080
0.8986 High Similarity NPC70344
0.8958 High Similarity NPC20255
0.8958 High Similarity NPC240115
0.8951 High Similarity NPC34943
0.8936 High Similarity NPC171207
0.8936 High Similarity NPC472547
0.8936 High Similarity NPC97667
0.8936 High Similarity NPC90614
0.8929 High Similarity NPC39549
0.8889 High Similarity NPC125882
0.8873 High Similarity NPC16912
0.8857 High Similarity NPC472545
0.8857 High Similarity NPC472551
0.8851 High Similarity NPC471135
0.8836 High Similarity NPC76103
0.8819 High Similarity NPC475759
0.8819 High Similarity NPC475122
0.8819 High Similarity NPC470152
0.8819 High Similarity NPC241951
0.8819 High Similarity NPC38696
0.8811 High Similarity NPC192658
0.8811 High Similarity NPC34012
0.8767 High Similarity NPC473760
0.8759 High Similarity NPC96903
0.8759 High Similarity NPC472575
0.8759 High Similarity NPC469349
0.8759 High Similarity NPC158663
0.8759 High Similarity NPC171525
0.8759 High Similarity NPC471104
0.8759 High Similarity NPC29704
0.8759 High Similarity NPC470159
0.8759 High Similarity NPC174982
0.8759 High Similarity NPC472572
0.8759 High Similarity NPC177940
0.8759 High Similarity NPC70403
0.8759 High Similarity NPC184817
0.8759 High Similarity NPC472571
0.8759 High Similarity NPC472568
0.8759 High Similarity NPC200471
0.8759 High Similarity NPC476973
0.8759 High Similarity NPC470157
0.8759 High Similarity NPC473088
0.875 High Similarity NPC163087
0.8733 High Similarity NPC475548
0.8733 High Similarity NPC290683
0.8733 High Similarity NPC475638
0.8732 High Similarity NPC9905
0.8716 High Similarity NPC96308
0.8716 High Similarity NPC469415
0.8714 High Similarity NPC474608
0.8705 High Similarity NPC233692
0.8705 High Similarity NPC239358
0.8699 High Similarity NPC48599
0.8699 High Similarity NPC209592
0.8699 High Similarity NPC473602
0.869 High Similarity NPC11685
0.869 High Similarity NPC472570
0.869 High Similarity NPC25768
0.869 High Similarity NPC95810
0.869 High Similarity NPC188865
0.869 High Similarity NPC70716
0.869 High Similarity NPC163719
0.869 High Similarity NPC57628
0.869 High Similarity NPC125106
0.869 High Similarity NPC95265
0.869 High Similarity NPC472569
0.869 High Similarity NPC472573
0.869 High Similarity NPC476974
0.8675 High Similarity NPC318447
0.8675 High Similarity NPC322048
0.8671 High Similarity NPC87934
0.8671 High Similarity NPC162613
0.8667 High Similarity NPC469422
0.8667 High Similarity NPC34066
0.8667 High Similarity NPC132599
0.8667 High Similarity NPC469730
0.8667 High Similarity NPC469456
0.8667 High Similarity NPC473632
0.8652 High Similarity NPC291638
0.8652 High Similarity NPC200154
0.8652 High Similarity NPC472577
0.8652 High Similarity NPC17877
0.8652 High Similarity NPC195647
0.8652 High Similarity NPC66761
0.8649 High Similarity NPC222102
0.8649 High Similarity NPC303429
0.8643 High Similarity NPC472248
0.8639 High Similarity NPC132652
0.8639 High Similarity NPC217918
0.8633 High Similarity NPC72915
0.863 High Similarity NPC472556
0.8621 High Similarity NPC191387
0.8621 High Similarity NPC131966
0.8621 High Similarity NPC91703
0.8611 High Similarity NPC224491
0.8609 High Similarity NPC323001
0.8609 High Similarity NPC326235
0.8601 High Similarity NPC473301
0.8582 High Similarity NPC48929
0.8582 High Similarity NPC28836
0.8582 High Similarity NPC311492
0.8581 High Similarity NPC270590
0.8581 High Similarity NPC92293
0.8581 High Similarity NPC301556
0.8581 High Similarity NPC471101
0.8581 High Similarity NPC266265
0.8581 High Similarity NPC473215
0.8581 High Similarity NPC476975
0.8571 High Similarity NPC474935
0.8571 High Similarity NPC233860
0.8571 High Similarity NPC478124
0.8562 High Similarity NPC323356
0.8562 High Similarity NPC326328
0.8562 High Similarity NPC309991
0.8562 High Similarity NPC471138
0.8552 High Similarity NPC472546
0.8543 High Similarity NPC473611
0.8543 High Similarity NPC469398
0.8533 High Similarity NPC469648
0.8533 High Similarity NPC469647
0.8533 High Similarity NPC138641
0.8533 High Similarity NPC145649
0.8533 High Similarity NPC283875
0.8533 High Similarity NPC233581
0.8533 High Similarity NPC22571
0.8531 High Similarity NPC283375
0.8531 High Similarity NPC183122
0.8523 High Similarity NPC91730
0.8523 High Similarity NPC473214
0.8523 High Similarity NPC31829
0.8523 High Similarity NPC470245
0.8523 High Similarity NPC469448
0.8521 High Similarity NPC477896
0.8514 High Similarity NPC281717
0.8497 Intermediate Similarity NPC319404
0.8497 Intermediate Similarity NPC476784
0.8493 Intermediate Similarity NPC477894
0.8487 Intermediate Similarity NPC11410
0.8483 Intermediate Similarity NPC266374
0.8477 Intermediate Similarity NPC469477
0.8477 Intermediate Similarity NPC472657
0.8477 Intermediate Similarity NPC133430
0.8477 Intermediate Similarity NPC472658
0.8472 Intermediate Similarity NPC210591
0.8472 Intermediate Similarity NPC475652
0.8472 Intermediate Similarity NPC214550
0.8467 Intermediate Similarity NPC470153
0.8467 Intermediate Similarity NPC197037
0.8467 Intermediate Similarity NPC471103
0.8452 Intermediate Similarity NPC55744
0.8442 Intermediate Similarity NPC477623
0.8429 Intermediate Similarity NPC147561
0.8425 Intermediate Similarity NPC475135
0.8414 Intermediate Similarity NPC43241
0.8414 Intermediate Similarity NPC473758
0.8414 Intermediate Similarity NPC473060
0.8414 Intermediate Similarity NPC473112
0.8414 Intermediate Similarity NPC48017
0.8414 Intermediate Similarity NPC147880
0.8414 Intermediate Similarity NPC184747
0.8414 Intermediate Similarity NPC476094
0.8414 Intermediate Similarity NPC473109
0.8414 Intermediate Similarity NPC473081
0.8414 Intermediate Similarity NPC4341
0.8414 Intermediate Similarity NPC211137
0.8414 Intermediate Similarity NPC200592
0.8414 Intermediate Similarity NPC473085
0.8414 Intermediate Similarity NPC473613
0.8408 Intermediate Similarity NPC477491
0.8408 Intermediate Similarity NPC475567
0.8408 Intermediate Similarity NPC473468
0.8408 Intermediate Similarity NPC473557
0.8403 Intermediate Similarity NPC27721
0.8392 Intermediate Similarity NPC477893
0.8378 Intermediate Similarity NPC127857
0.8377 Intermediate Similarity NPC469399
0.8367 Intermediate Similarity NPC95449
0.8356 Intermediate Similarity NPC242355
0.8355 Intermediate Similarity NPC229545
0.8355 Intermediate Similarity NPC134685
0.8355 Intermediate Similarity NPC248265
0.8355 Intermediate Similarity NPC219419
0.8355 Intermediate Similarity NPC11588
0.8354 Intermediate Similarity NPC475175
0.8354 Intermediate Similarity NPC475531

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC478264 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
0.8378 Intermediate Similarity NPD7236 Approved
0.8105 Intermediate Similarity NPD7239 Suspended
0.7866 Intermediate Similarity NPD7799 Discontinued
0.7832 Intermediate Similarity NPD6007 Clinical (unspecified phase)
0.764 Intermediate Similarity NPD7058 Phase 2
0.764 Intermediate Similarity NPD7057 Phase 3
0.7605 Intermediate Similarity NPD8470 Clinical (unspecified phase)
0.7551 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7471 Intermediate Similarity NPD8368 Discontinued
0.7442 Intermediate Similarity NPD8407 Phase 2
0.7413 Intermediate Similarity NPD7457 Clinical (unspecified phase)
0.741 Intermediate Similarity NPD2629 Approved
0.7405 Intermediate Similarity NPD6273 Approved
0.7356 Intermediate Similarity NPD8434 Phase 2
0.7349 Intermediate Similarity NPD8127 Discontinued
0.7333 Intermediate Similarity NPD6663 Approved
0.7324 Intermediate Similarity NPD7741 Discontinued
0.7308 Intermediate Similarity NPD4628 Phase 3
0.7268 Intermediate Similarity NPD7497 Discontinued
0.7226 Intermediate Similarity NPD5762 Approved
0.7226 Intermediate Similarity NPD5763 Approved
0.7219 Intermediate Similarity NPD7961 Discontinued
0.7195 Intermediate Similarity NPD5760 Phase 2
0.7195 Intermediate Similarity NPD5761 Phase 2
0.7175 Intermediate Similarity NPD8435 Approved
0.7175 Intermediate Similarity NPD8361 Approved
0.7175 Intermediate Similarity NPD8360 Approved
0.7168 Intermediate Similarity NPD6765 Approved
0.7168 Intermediate Similarity NPD6764 Approved
0.7122 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.7113 Intermediate Similarity NPD4198 Discontinued
0.7102 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7086 Intermediate Similarity NPD7008 Discontinued
0.708 Intermediate Similarity NPD6685 Approved
0.7067 Intermediate Similarity NPD5736 Approved
0.7062 Intermediate Similarity NPD8424 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD6858 Approved
0.7021 Intermediate Similarity NPD7094 Approved
0.7006 Intermediate Similarity NPD6784 Approved
0.7006 Intermediate Similarity NPD6785 Approved
0.7006 Intermediate Similarity NPD6002 Phase 3
0.7006 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD6005 Phase 3
0.7006 Intermediate Similarity NPD6004 Phase 3
0.6981 Remote Similarity NPD8166 Discontinued
0.6978 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6978 Remote Similarity NPD2182 Approved
0.6971 Remote Similarity NPD7685 Pre-registration
0.6948 Remote Similarity NPD7966 Clinical (unspecified phase)
0.694 Remote Similarity NPD8485 Approved
0.6937 Remote Similarity NPD7274 Clinical (unspecified phase)
0.6923 Remote Similarity NPD5951 Approved
0.6909 Remote Similarity NPD7028 Phase 2
0.6903 Remote Similarity NPD5735 Approved
0.6903 Remote Similarity NPD6355 Discontinued
0.6897 Remote Similarity NPD5844 Phase 1
0.6897 Remote Similarity NPD7610 Discontinued
0.6887 Remote Similarity NPD6085 Phase 2
0.6887 Remote Similarity NPD5740 Clinical (unspecified phase)
0.6879 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6871 Remote Similarity NPD5126 Approved
0.6871 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6871 Remote Similarity NPD5125 Phase 3
0.6861 Remote Similarity NPD5765 Approved
0.6859 Remote Similarity NPD6653 Approved
0.6839 Remote Similarity NPD4140 Approved
0.6832 Remote Similarity NPD6190 Approved
0.6828 Remote Similarity NPD8486 Clinical (unspecified phase)
0.6818 Remote Similarity NPD3764 Approved
0.6807 Remote Similarity NPD6599 Discontinued
0.6806 Remote Similarity NPD690 Clinical (unspecified phase)
0.6805 Remote Similarity NPD4967 Phase 2
0.6805 Remote Similarity NPD4966 Approved
0.6805 Remote Similarity NPD4965 Approved
0.6786 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6779 Remote Similarity NPD6287 Discontinued
0.6778 Remote Similarity NPD8150 Discontinued
0.6772 Remote Similarity NPD7305 Phase 1
0.677 Remote Similarity NPD4109 Clinical (unspecified phase)
0.677 Remote Similarity NPD4110 Phase 3
0.677 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6747 Remote Similarity NPD7458 Discontinued
0.6747 Remote Similarity NPD6591 Clinical (unspecified phase)
0.6744 Remote Similarity NPD7199 Phase 2
0.6739 Remote Similarity NPD5738 Clinical (unspecified phase)
0.6735 Remote Similarity NPD7009 Phase 2
0.673 Remote Similarity NPD2935 Discontinued
0.6726 Remote Similarity NPD37 Approved
0.6725 Remote Similarity NPD6234 Discontinued
0.6713 Remote Similarity NPD6912 Phase 3
0.6711 Remote Similarity NPD3094 Phase 2
0.6707 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6701 Remote Similarity NPD8462 Phase 1
0.6691 Remote Similarity NPD164 Approved
0.6688 Remote Similarity NPD230 Phase 1
0.6687 Remote Similarity NPD7702 Clinical (unspecified phase)
0.6686 Remote Similarity NPD7819 Suspended
0.6667 Remote Similarity NPD7003 Approved
0.6667 Remote Similarity NPD7075 Discontinued
0.6648 Remote Similarity NPD7228 Approved
0.6647 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6646 Remote Similarity NPD6353 Approved
0.6644 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6642 Remote Similarity NPD1238 Approved
0.663 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6625 Remote Similarity NPD7137 Phase 2
0.6619 Remote Similarity NPD1929 Approved
0.6619 Remote Similarity NPD1931 Clinical (unspecified phase)
0.6619 Remote Similarity NPD1930 Approved
0.6619 Remote Similarity NPD6647 Phase 2
0.6608 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6607 Remote Similarity NPD4380 Phase 2
0.6606 Remote Similarity NPD2532 Approved
0.6606 Remote Similarity NPD2533 Approved
0.6606 Remote Similarity NPD2534 Approved
0.6599 Remote Similarity NPD4230 Clinical (unspecified phase)
0.6591 Remote Similarity NPD7473 Discontinued
0.6584 Remote Similarity NPD2346 Discontinued
0.6584 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6581 Remote Similarity NPD7055 Discontinued
0.6573 Remote Similarity NPD2067 Discontinued
0.6571 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6566 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6562 Remote Similarity NPD2799 Discontinued
0.6561 Remote Similarity NPD8032 Phase 2
0.6558 Remote Similarity NPD5647 Approved
0.6556 Remote Similarity NPD4807 Approved
0.6556 Remote Similarity NPD3092 Approved
0.6556 Remote Similarity NPD4806 Approved
0.6554 Remote Similarity NPD7516 Approved
0.655 Remote Similarity NPD5402 Approved
0.6545 Remote Similarity NPD6799 Approved
0.6536 Remote Similarity NPD1876 Approved
0.6533 Remote Similarity NPD5306 Approved
0.6533 Remote Similarity NPD5305 Approved
0.6532 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6531 Remote Similarity NPD7115 Discovery
0.6529 Remote Similarity NPD6801 Discontinued
0.6522 Remote Similarity NPD2438 Suspended
0.6522 Remote Similarity NPD2066 Phase 3
0.6519 Remote Similarity NPD8313 Approved
0.6519 Remote Similarity NPD3620 Phase 2
0.6519 Remote Similarity NPD8312 Approved
0.6519 Remote Similarity NPD3619 Clinical (unspecified phase)
0.6514 Remote Similarity NPD6232 Discontinued
0.6513 Remote Similarity NPD7507 Approved
0.651 Remote Similarity NPD9545 Approved
0.6503 Remote Similarity NPD7421 Clinical (unspecified phase)
0.65 Remote Similarity NPD7240 Approved
0.65 Remote Similarity NPD6559 Discontinued
0.6494 Remote Similarity NPD5494 Approved
0.6494 Remote Similarity NPD7319 Approved
0.6494 Remote Similarity NPD6362 Approved
0.6491 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6486 Remote Similarity NPD7327 Approved
0.6486 Remote Similarity NPD7328 Approved
0.6481 Remote Similarity NPD7266 Discontinued
0.6463 Remote Similarity NPD3750 Approved
0.6463 Remote Similarity NPD4766 Approved
0.6456 Remote Similarity NPD6233 Phase 2
0.6454 Remote Similarity NPD1237 Approved
0.6453 Remote Similarity NPD3817 Phase 2
0.6446 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6442 Remote Similarity NPD970 Clinical (unspecified phase)
0.6438 Remote Similarity NPD3528 Clinical (unspecified phase)
0.6433 Remote Similarity NPD7095 Approved
0.6433 Remote Similarity NPD1934 Approved
0.6432 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6429 Remote Similarity NPD1283 Approved
0.6429 Remote Similarity NPD5403 Approved
0.6424 Remote Similarity NPD2932 Approved
0.6424 Remote Similarity NPD3095 Discontinued
0.6424 Remote Similarity NPD3019 Approved
0.642 Remote Similarity NPD7315 Approved
0.642 Remote Similarity NPD5408 Approved
0.642 Remote Similarity NPD5404 Approved
0.642 Remote Similarity NPD5405 Approved
0.642 Remote Similarity NPD5406 Approved
0.6416 Remote Similarity NPD7768 Phase 2
0.6415 Remote Similarity NPD2979 Phase 3
0.641 Remote Similarity NPD3663 Approved
0.641 Remote Similarity NPD3662 Phase 3
0.641 Remote Similarity NPD3661 Approved
0.641 Remote Similarity NPD3664 Approved
0.641 Remote Similarity NPD7084 Phase 3
0.6407 Remote Similarity NPD5401 Approved
0.6407 Remote Similarity NPD8389 Clinical (unspecified phase)
0.64 Remote Similarity NPD8404 Phase 2
0.64 Remote Similarity NPD3091 Approved
0.6395 Remote Similarity NPD8455 Phase 2
0.6395 Remote Similarity NPD6010 Discontinued
0.6392 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6392 Remote Similarity NPD2313 Discontinued
0.6392 Remote Similarity NPD6798 Discontinued
0.6389 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6382 Remote Similarity NPD4136 Approved
0.6382 Remote Similarity NPD4106 Approved
0.6382 Remote Similarity NPD4135 Approved
0.6379 Remote Similarity NPD4381 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID  
ChEMBL  
ZINC  

Physicochemical Properties

Molecular Weight:  512.31
ALogP:  0.6547
MLogP:  4.21
XLogP:  7.812
# Rotatable Bonds:  16
Polar Surface Area:  93.06
# H-Bond Aceptor:  6
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  37

Download Data

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