Natural Product: NPC127798

Natural Product ID:  NPC127798
Common Name:   Putranjivadione
IUPAC Name:   (4R,4aS,6aS,6aS,6bR,8aR,12aR,14aS,14bR)-4,4a,6a,6b,8a,11,11,14a-octamethyl-1,2,4,5,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydropicene-3,6-dione
Synonyms:   Putranjivadione
Molecular Formula:   C30H48O2
Standard InCHIKey:  GPIWSGIAALYKPX-CITAGXGHSA-N
Standard InCHI:  InChI=1S/C30H48O2/c1-19-20(31)9-10-22-27(5)14-16-29(7)23-18-25(2,3)11-12-26(23,4)13-15-30(29,8)24(27)21(32)17-28(19,22)6/h19,22-24H,9-18H2,1-8H3/t19-,22-,23+,24-,26+,27-,28+,29-,30+/m0/s1
Canonical SMILES:  O=C1C[C@]2(C)[C@@H](C)C(=O)CC[C@H]2[C@]2([C@H]1[C@@]1(C)CC[C@@]3([C@H]([C@@]1(CC2)C)CC(CC3)(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
NPO20429 Porophyllum riedelii Species Asteraceae Eukaryota UNPD*
NPO23060 Hedeoma pulegioides Species Lamiaceae Eukaryota UNPD*
NPO17883 Salvia infuscata Species Lamiaceae Eukaryota UNPD*
NPO22642 Ardisia virens Species Primulaceae Eukaryota UNPD*
NPO23415 Dalea tinctoria Species Fabaceae Eukaryota UNPD*
NPO25119 Euonymus laxiflorus Species Celastraceae Eukaryota PMID[12713415]
NPO22013 Epithelantha micromeris Species Cactaceae Eukaryota UNPD*
NPO23501 Symphytum asperum Species Boraginaceae Eukaryota UNPD*
NPO22608 Excoecaria agallocha Species Euphorbiaceae Eukaryota UNPD*
NPO26304 Hymenocallis littoralis Species Amaryllidaceae Eukaryota UNPD*
NPO21042 Penstemon richardsonii Species Plantaginaceae Eukaryota UNPD*
NPO22135 Dahlia scapigera Species Asteraceae Eukaryota UNPD*
NPO21744 Aldisa smaragdina Species Dorididae Eukaryota UNPD*
NPO22741 Curcuma kwangsiensis Species Zingiberaceae Eukaryota UNPD*
NPO24294 Lolium cuneatum Species Poaceae Eukaryota UNPD*
NPO6403 Phlegmariurus squarrosus Species Lycopodiaceae Eukaryota UNPD*
NPO27914 Osteospermum imbricatum Species Asteraceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens ED50 > 20 ug/ml 12713415
NPT407 Cell Line COLO 205 Homo sapiens ED50 > 20 ug/ml 12713415

  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 NPC127798 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
0.9444 High Similarity NPC307063
0.8276 Intermediate Similarity NPC143597
0.8276 Intermediate Similarity NPC151464
0.8246 Intermediate Similarity NPC288296
0.8246 Intermediate Similarity NPC53245
0.8182 Intermediate Similarity NPC290058
0.8103 Intermediate Similarity NPC184819
0.8 Intermediate Similarity NPC475977
0.8 Intermediate Similarity NPC2568
0.8 Intermediate Similarity NPC281203
0.8 Intermediate Similarity NPC103647
0.8 Intermediate Similarity NPC180777
0.8 Intermediate Similarity NPC469724
0.8 Intermediate Similarity NPC100917
0.8 Intermediate Similarity NPC31187
0.8 Intermediate Similarity NPC260319
0.7794 Intermediate Similarity NPC474488
0.7667 Intermediate Similarity NPC474105
0.7647 Intermediate Similarity NPC247195
0.7612 Intermediate Similarity NPC286814
0.7576 Intermediate Similarity NPC20181
0.7576 Intermediate Similarity NPC220210
0.7536 Intermediate Similarity NPC282905
0.7536 Intermediate Similarity NPC68426
0.7536 Intermediate Similarity NPC475230
0.7536 Intermediate Similarity NPC477229
0.7463 Intermediate Similarity NPC39157
0.7463 Intermediate Similarity NPC142754
0.7463 Intermediate Similarity NPC82477
0.7463 Intermediate Similarity NPC296697
0.7463 Intermediate Similarity NPC473225
0.7429 Intermediate Similarity NPC130011
0.7429 Intermediate Similarity NPC168511
0.7429 Intermediate Similarity NPC159325
0.7424 Intermediate Similarity NPC43300
0.7391 Intermediate Similarity NPC190035
0.7324 Intermediate Similarity NPC267753
0.7246 Intermediate Similarity NPC108131
0.7222 Intermediate Similarity NPC108840
0.7206 Intermediate Similarity NPC470956
0.7143 Intermediate Similarity NPC225467
0.7123 Intermediate Similarity NPC112463
0.7101 Intermediate Similarity NPC178541
0.7042 Intermediate Similarity NPC81759
0.7027 Intermediate Similarity NPC26029
0.7015 Intermediate Similarity NPC469791
0.6957 Remote Similarity NPC474954
0.6944 Remote Similarity NPC159497
0.6912 Remote Similarity NPC96812
0.6912 Remote Similarity NPC189917
0.6912 Remote Similarity NPC107704
0.6912 Remote Similarity NPC168824
0.6912 Remote Similarity NPC39462
0.6901 Remote Similarity NPC472309
0.6857 Remote Similarity NPC477857
0.6857 Remote Similarity NPC474962
0.6852 Remote Similarity NPC135077
0.6852 Remote Similarity NPC45270
0.6852 Remote Similarity NPC59570
0.6852 Remote Similarity NPC215118
0.6849 Remote Similarity NPC72444
0.6849 Remote Similarity NPC195155
0.6849 Remote Similarity NPC97534
0.6849 Remote Similarity NPC174964
0.6835 Remote Similarity NPC62572
0.6833 Remote Similarity NPC274182
0.68 Remote Similarity NPC243594
0.68 Remote Similarity NPC31031
0.68 Remote Similarity NPC115515
0.68 Remote Similarity NPC472608
0.6786 Remote Similarity NPC171783
0.6761 Remote Similarity NPC40574
0.6757 Remote Similarity NPC475742
0.6757 Remote Similarity NPC5767
0.6753 Remote Similarity NPC50658
0.6712 Remote Similarity NPC133922
0.6711 Remote Similarity NPC73013
0.6667 Remote Similarity NPC221420
0.6667 Remote Similarity NPC23884
0.6667 Remote Similarity NPC30583
0.6667 Remote Similarity NPC197701
0.6667 Remote Similarity NPC58057
0.6667 Remote Similarity NPC320549
0.6667 Remote Similarity NPC42060
0.6667 Remote Similarity NPC151018
0.6667 Remote Similarity NPC156277
0.6667 Remote Similarity NPC223187
0.6623 Remote Similarity NPC267517
0.6623 Remote Similarity NPC18955
0.6622 Remote Similarity NPC472311
0.662 Remote Similarity NPC131892
0.662 Remote Similarity NPC324607
0.662 Remote Similarity NPC327728
0.662 Remote Similarity NPC6120
0.662 Remote Similarity NPC213178
0.662 Remote Similarity NPC321732
0.6618 Remote Similarity NPC469662
0.6579 Remote Similarity NPC63020
0.6575 Remote Similarity NPC474123
0.6575 Remote Similarity NPC232112
0.6575 Remote Similarity NPC36310
0.6575 Remote Similarity NPC310766
0.6575 Remote Similarity NPC52667
0.6567 Remote Similarity NPC60565
0.6538 Remote Similarity NPC274050
0.6538 Remote Similarity NPC267691
0.6538 Remote Similarity NPC474870
0.6538 Remote Similarity NPC280781
0.6538 Remote Similarity NPC476071
0.6538 Remote Similarity NPC48756
0.6538 Remote Similarity NPC3915
0.6538 Remote Similarity NPC263272
0.6538 Remote Similarity NPC271572
0.6538 Remote Similarity NPC162632
0.6528 Remote Similarity NPC214770
0.6528 Remote Similarity NPC477856
0.6528 Remote Similarity NPC476731
0.6522 Remote Similarity NPC19311
0.6522 Remote Similarity NPC230047
0.65 Remote Similarity NPC293343
0.65 Remote Similarity NPC105895
0.65 Remote Similarity NPC247786
0.65 Remote Similarity NPC34984
0.65 Remote Similarity NPC25037
0.65 Remote Similarity NPC258672
0.6494 Remote Similarity NPC201459
0.6494 Remote Similarity NPC192744
0.6486 Remote Similarity NPC162164
0.6486 Remote Similarity NPC255168
0.6486 Remote Similarity NPC472854
0.6486 Remote Similarity NPC254340
0.6479 Remote Similarity NPC20610
0.6471 Remote Similarity NPC197238
0.6471 Remote Similarity NPC202118
0.6456 Remote Similarity NPC163236
0.6456 Remote Similarity NPC69101
0.6456 Remote Similarity NPC310989
0.6456 Remote Similarity NPC251779
0.6447 Remote Similarity NPC298168
0.6447 Remote Similarity NPC143133
0.6438 Remote Similarity NPC89310
0.6438 Remote Similarity NPC126642
0.6438 Remote Similarity NPC473267
0.6438 Remote Similarity NPC305501
0.6438 Remote Similarity NPC110615
0.6429 Remote Similarity NPC477931
0.6429 Remote Similarity NPC323005
0.6429 Remote Similarity NPC268736
0.641 Remote Similarity NPC287063
0.6406 Remote Similarity NPC200258
0.64 Remote Similarity NPC179858
0.64 Remote Similarity NPC255650
0.64 Remote Similarity NPC21220
0.64 Remote Similarity NPC293803
0.64 Remote Similarity NPC273366
0.64 Remote Similarity NPC125767
0.6389 Remote Similarity NPC476734
0.6389 Remote Similarity NPC295788
0.6389 Remote Similarity NPC196197
0.6389 Remote Similarity NPC319671
0.6389 Remote Similarity NPC182815
0.6389 Remote Similarity NPC252032
0.6389 Remote Similarity NPC139397
0.6389 Remote Similarity NPC469941
0.6375 Remote Similarity NPC70834
0.6375 Remote Similarity NPC269684
0.6364 Remote Similarity NPC141634
0.6351 Remote Similarity NPC177826
0.6351 Remote Similarity NPC303613
0.6351 Remote Similarity NPC474228
0.6338 Remote Similarity NPC472984
0.6338 Remote Similarity NPC130459
0.6338 Remote Similarity NPC478180
0.6338 Remote Similarity NPC474221
0.6338 Remote Similarity NPC41542
0.6333 Remote Similarity NPC294440
0.6333 Remote Similarity NPC20017
0.6329 Remote Similarity NPC103754
0.6329 Remote Similarity NPC475863
0.6329 Remote Similarity NPC474484
0.6316 Remote Similarity NPC472486
0.6316 Remote Similarity NPC472487
0.6316 Remote Similarity NPC471046
0.6301 Remote Similarity NPC159577
0.6301 Remote Similarity NPC2634
0.6301 Remote Similarity NPC251929
0.6301 Remote Similarity NPC35734
0.6301 Remote Similarity NPC307176
0.6301 Remote Similarity NPC260040
0.6301 Remote Similarity NPC282593
0.6301 Remote Similarity NPC477929
0.6301 Remote Similarity NPC265782
0.6296 Remote Similarity NPC96095
0.6296 Remote Similarity NPC312660
0.6296 Remote Similarity NPC180834
0.629 Remote Similarity NPC236623
0.6282 Remote Similarity NPC472310
0.6282 Remote Similarity NPC16394
0.6279 Remote Similarity NPC472147
0.6279 Remote Similarity NPC472148

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC127798 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
0.7143 Intermediate Similarity NPD6081 Approved
0.6957 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6957 Remote Similarity NPD5360 Phase 3
0.6912 Remote Similarity NPD4224 Phase 2
0.6761 Remote Similarity NPD4244 Approved
0.6761 Remote Similarity NPD4789 Approved
0.6761 Remote Similarity NPD4245 Approved
0.6667 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5777 Approved
0.6667 Remote Similarity NPD4809 Clinical (unspecified phase)
0.662 Remote Similarity NPD3699 Clinical (unspecified phase)
0.662 Remote Similarity NPD3698 Phase 2
0.662 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6522 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6438 Remote Similarity NPD4758 Discontinued
0.6389 Remote Similarity NPD4137 Phase 3
0.6329 Remote Similarity NPD8028 Phase 2
0.6301 Remote Similarity NPD4747 Approved
0.6301 Remote Similarity NPD4691 Approved
0.6267 Remote Similarity NPD6113 Clinical (unspecified phase)
0.625 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6184 Remote Similarity NPD3703 Phase 2
0.6167 Remote Similarity NPD343 Approved
0.6167 Remote Similarity NPD345 Approved
0.6167 Remote Similarity NPD344 Approved
0.6154 Remote Similarity NPD4776 Phase 2
0.6154 Remote Similarity NPD4777 Suspended
0.6154 Remote Similarity NPD5364 Discontinued
0.6104 Remote Similarity NPD6117 Approved
0.6053 Remote Similarity NPD4058 Approved
0.6053 Remote Similarity NPD5733 Approved
0.6026 Remote Similarity NPD6116 Phase 1
0.5949 Remote Similarity NPD6115 Approved
0.5949 Remote Similarity NPD6118 Approved
0.5949 Remote Similarity NPD6114 Approved
0.5949 Remote Similarity NPD3671 Phase 1
0.5949 Remote Similarity NPD6697 Approved
0.5844 Remote Similarity NPD4687 Approved
0.5833 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5795 Remote Similarity NPD7515 Phase 2
0.5789 Remote Similarity NPD5276 Approved
0.5783 Remote Similarity NPD4788 Approved
0.5769 Remote Similarity NPD3702 Approved
0.575 Remote Similarity NPD3617 Approved
0.5747 Remote Similarity NPD7285 Clinical (unspecified phase)
0.5714 Remote Similarity NPD7732 Phase 3
0.5714 Remote Similarity NPD7614 Phase 1
0.5667 Remote Similarity NPD7748 Approved
0.5667 Remote Similarity NPD7900 Approved
0.5667 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5632 Remote Similarity NPD7513 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   21596176
ChEMBL   CHEMBL460550
ZINC  

Physicochemical Properties

Molecular Weight:  440.37
ALogP:  2.6567
MLogP:  4.54
XLogP:  10.115
# Rotatable Bonds:  8
Polar Surface Area:  34.14
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  32

Download Data

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