Natural Product: NPC241977

Natural Product ID:  NPC241977
Common Name:   Desacetylbufotalin-3-O-Sulfite
IUPAC Name:   [(3S,5R,8R,9S,10S,13R,14S,16S,17R)-14,16-dihydroxy-10,13-dimethyl-17-(6-oxopyran-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl] hydrogen sulfate
Synonyms:  
Molecular Formula:   C24H34O8S
Standard InCHIKey:  AKBDSCBYBRPAMM-QDLCSJEJSA-N
Standard InCHI:  InChI=1S/C24H34O8S/c1-22-9-7-16(32-33(28,29)30)11-15(22)4-5-18-17(22)8-10-23(2)21(19(25)12-24(18,23)27)14-3-6-20(26)31-13-14/h3,6,13,15-19,21,25,27H,4-5,7-12H2,1-2H3,(H,28,29,30)/t15-,16+,17+,18-,19+,21+,22+,23-,24+/m1/s1
Canonical SMILES:  O=c1ccc(co1)[C@H]1[C@@H](O)C[C@]2([C@]1(C)CC[C@H]1[C@H]2CC[C@H]2[C@]1(C)CC[C@@H](C2)OS(=O)(=O)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
NPO32597 bufo melanosticus Species Bufonidae Eukaryota PMID[20361780]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 177 nM 22328583
NPT81 Cell Line A549 Homo sapiens IC50 = 464 nM 25993619
NPT3723 Cell Line CT26 Mus musculus IC50 > 10000 nM 11087588
NPT169 Cell Line B16-F10 Mus musculus IC50 > 10000 nM 11087588
NPT83 Cell Line MCF7 Homo sapiens IC50 = 3289 nM 23282083
NPT2 Others Unspecified IC50 = 525 nM 20540535

  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 NPC241977 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
0.9519 High Similarity NPC275060
0.9439 High Similarity NPC154815
0.9434 High Similarity NPC183603
0.9429 High Similarity NPC75389
0.9346 High Similarity NPC247760
0.9167 High Similarity NPC44537
0.9143 High Similarity NPC295843
0.9135 High Similarity NPC171014
0.8981 High Similarity NPC12795
0.8972 High Similarity NPC137462
0.8972 High Similarity NPC304276
0.8879 High Similarity NPC79298
0.8879 High Similarity NPC43063
0.8839 High Similarity NPC185287
0.8839 High Similarity NPC157380
0.8761 High Similarity NPC16701
0.8739 High Similarity NPC171126
0.8684 High Similarity NPC213761
0.8684 High Similarity NPC278681
0.8684 High Similarity NPC35171
0.8636 High Similarity NPC103491
0.8609 High Similarity NPC112936
0.8534 High Similarity NPC312481
0.8475 Intermediate Similarity NPC233041
0.8468 Intermediate Similarity NPC16270
0.8448 Intermediate Similarity NPC145074
0.8448 Intermediate Similarity NPC41123
0.8448 Intermediate Similarity NPC257610
0.8448 Intermediate Similarity NPC114939
0.8407 Intermediate Similarity NPC73050
0.839 Intermediate Similarity NPC6193
0.8381 Intermediate Similarity NPC299654
0.8349 Intermediate Similarity NPC165969
0.8276 Intermediate Similarity NPC146786
0.8273 Intermediate Similarity NPC189863
0.8273 Intermediate Similarity NPC119855
0.8273 Intermediate Similarity NPC220217
0.8197 Intermediate Similarity NPC221414
0.8136 Intermediate Similarity NPC184555
0.8108 Intermediate Similarity NPC266570
0.8099 Intermediate Similarity NPC159499
0.8091 Intermediate Similarity NPC297617
0.8083 Intermediate Similarity NPC55602
0.8037 Intermediate Similarity NPC16967
0.8019 Intermediate Similarity NPC191521
0.7982 Intermediate Similarity NPC238850
0.7928 Intermediate Similarity NPC10232
0.7928 Intermediate Similarity NPC196471
0.7928 Intermediate Similarity NPC189588
0.7928 Intermediate Similarity NPC160583
0.7928 Intermediate Similarity NPC187302
0.7928 Intermediate Similarity NPC97487
0.7917 Intermediate Similarity NPC233500
0.7913 Intermediate Similarity NPC255401
0.7913 Intermediate Similarity NPC284162
0.7909 Intermediate Similarity NPC268829
0.7909 Intermediate Similarity NPC25177
0.7909 Intermediate Similarity NPC247701
0.7909 Intermediate Similarity NPC222875
0.7909 Intermediate Similarity NPC295110
0.7899 Intermediate Similarity NPC219656
0.789 Intermediate Similarity NPC278673
0.789 Intermediate Similarity NPC218107
0.7857 Intermediate Similarity NPC272632
0.7851 Intermediate Similarity NPC196130
0.785 Intermediate Similarity NPC201725
0.7805 Intermediate Similarity NPC179261
0.7798 Intermediate Similarity NPC99726
0.7798 Intermediate Similarity NPC231751
0.7787 Intermediate Similarity NPC219804
0.7768 Intermediate Similarity NPC183570
0.7768 Intermediate Similarity NPC472821
0.7768 Intermediate Similarity NPC112009
0.7759 Intermediate Similarity NPC474315
0.7759 Intermediate Similarity NPC470076
0.7759 Intermediate Similarity NPC262083
0.7759 Intermediate Similarity NPC471484
0.7757 Intermediate Similarity NPC162615
0.7757 Intermediate Similarity NPC152778
0.7757 Intermediate Similarity NPC205034
0.775 Intermediate Similarity NPC5883
0.775 Intermediate Similarity NPC44899
0.775 Intermediate Similarity NPC29639
0.775 Intermediate Similarity NPC304260
0.7739 Intermediate Similarity NPC475030
0.7727 Intermediate Similarity NPC57079
0.7727 Intermediate Similarity NPC92275
0.7727 Intermediate Similarity NPC108368
0.7727 Intermediate Similarity NPC181147
0.7719 Intermediate Similarity NPC475781
0.7706 Intermediate Similarity NPC190713
0.7699 Intermediate Similarity NPC472822
0.7692 Intermediate Similarity NPC75616
0.7686 Intermediate Similarity NPC474370
0.7685 Intermediate Similarity NPC476186
0.7679 Intermediate Similarity NPC32577
0.7679 Intermediate Similarity NPC155332
0.7679 Intermediate Similarity NPC114540
0.7658 Intermediate Similarity NPC227865
0.7658 Intermediate Similarity NPC473510
0.7658 Intermediate Similarity NPC230546
0.7656 Intermediate Similarity NPC248703
0.7647 Intermediate Similarity NPC232564
0.7647 Intermediate Similarity NPC199428
0.7647 Intermediate Similarity NPC5311
0.7647 Intermediate Similarity NPC193382
0.7647 Intermediate Similarity NPC310341
0.7647 Intermediate Similarity NPC470075
0.7647 Intermediate Similarity NPC113425
0.7647 Intermediate Similarity NPC99620
0.7642 Intermediate Similarity NPC473647
0.7636 Intermediate Similarity NPC141401
0.7636 Intermediate Similarity NPC210337
0.7632 Intermediate Similarity NPC186668
0.7627 Intermediate Similarity NPC122056
0.7623 Intermediate Similarity NPC231518
0.7623 Intermediate Similarity NPC475219
0.7615 Intermediate Similarity NPC276110
0.7611 Intermediate Similarity NPC45897
0.7611 Intermediate Similarity NPC85742
0.7611 Intermediate Similarity NPC180204
0.7611 Intermediate Similarity NPC280566
0.7603 Intermediate Similarity NPC264954
0.7603 Intermediate Similarity NPC270850
0.7603 Intermediate Similarity NPC305260
0.7603 Intermediate Similarity NPC5292
0.7597 Intermediate Similarity NPC158350
0.7593 Intermediate Similarity NPC214697
0.7593 Intermediate Similarity NPC476304
0.7589 Intermediate Similarity NPC168319
0.7589 Intermediate Similarity NPC194028
0.7583 Intermediate Similarity NPC309034
0.7583 Intermediate Similarity NPC99728
0.7583 Intermediate Similarity NPC50305
0.7583 Intermediate Similarity NPC142066
0.7583 Intermediate Similarity NPC152615
0.7583 Intermediate Similarity NPC244402
0.7583 Intermediate Similarity NPC157376
0.7583 Intermediate Similarity NPC93883
0.7583 Intermediate Similarity NPC203862
0.7583 Intermediate Similarity NPC471353
0.7583 Intermediate Similarity NPC87250
0.7583 Intermediate Similarity NPC473852
0.7583 Intermediate Similarity NPC471355
0.7583 Intermediate Similarity NPC243196
0.7583 Intermediate Similarity NPC474418
0.7583 Intermediate Similarity NPC77319
0.7583 Intermediate Similarity NPC27507
0.7583 Intermediate Similarity NPC34390
0.7583 Intermediate Similarity NPC471354
0.7583 Intermediate Similarity NPC471351
0.7583 Intermediate Similarity NPC196429
0.7583 Intermediate Similarity NPC158344
0.7583 Intermediate Similarity NPC84987
0.757 Intermediate Similarity NPC310479
0.757 Intermediate Similarity NPC302280
0.757 Intermediate Similarity NPC78973
0.7565 Intermediate Similarity NPC329048
0.7565 Intermediate Similarity NPC330011
0.7563 Intermediate Similarity NPC471633
0.7563 Intermediate Similarity NPC84949
0.7563 Intermediate Similarity NPC69576
0.7563 Intermediate Similarity NPC147912
0.7563 Intermediate Similarity NPC31354
0.7563 Intermediate Similarity NPC216665
0.7563 Intermediate Similarity NPC67259
0.7561 Intermediate Similarity NPC471082
0.7561 Intermediate Similarity NPC193893
0.7561 Intermediate Similarity NPC153700
0.7561 Intermediate Similarity NPC115349
0.7561 Intermediate Similarity NPC88326
0.7547 Intermediate Similarity NPC471952
0.7547 Intermediate Similarity NPC473879
0.7545 Intermediate Similarity NPC253115
0.7545 Intermediate Similarity NPC195366
0.7545 Intermediate Similarity NPC88009
0.7545 Intermediate Similarity NPC304899
0.7545 Intermediate Similarity NPC114743
0.7544 Intermediate Similarity NPC200861
0.7544 Intermediate Similarity NPC473543
0.7542 Intermediate Similarity NPC475524
0.7542 Intermediate Similarity NPC476163
0.7542 Intermediate Similarity NPC100267
0.7541 Intermediate Similarity NPC79579
0.7538 Intermediate Similarity NPC62172
0.7538 Intermediate Similarity NPC289700
0.7523 Intermediate Similarity NPC3359
0.7523 Intermediate Similarity NPC119562
0.7523 Intermediate Similarity NPC279410
0.7522 Intermediate Similarity NPC476471
0.7522 Intermediate Similarity NPC273668
0.7522 Intermediate Similarity NPC475344
0.7521 Intermediate Similarity NPC153440
0.7521 Intermediate Similarity NPC83287
0.7521 Intermediate Similarity NPC709
0.7521 Intermediate Similarity NPC50774
0.7521 Intermediate Similarity NPC177047
0.7521 Intermediate Similarity NPC257457
0.7521 Intermediate Similarity NPC311554
0.75 Intermediate Similarity NPC201406

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC241977 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
0.8067 Intermediate Similarity NPD7503 Approved
0.7623 Intermediate Similarity NPD8033 Approved
0.7568 Intermediate Similarity NPD7638 Approved
0.7521 Intermediate Similarity NPD7328 Approved
0.7521 Intermediate Similarity NPD7327 Approved
0.75 Intermediate Similarity NPD7640 Approved
0.75 Intermediate Similarity NPD7639 Approved
0.7459 Intermediate Similarity NPD7516 Approved
0.7438 Intermediate Similarity NPD7115 Discovery
0.7398 Intermediate Similarity NPD8377 Approved
0.7398 Intermediate Similarity NPD8294 Approved
0.735 Intermediate Similarity NPD6899 Approved
0.735 Intermediate Similarity NPD6881 Approved
0.7339 Intermediate Similarity NPD8380 Approved
0.7339 Intermediate Similarity NPD8335 Approved
0.7339 Intermediate Similarity NPD8378 Approved
0.7339 Intermediate Similarity NPD8379 Approved
0.7339 Intermediate Similarity NPD8296 Approved
0.7311 Intermediate Similarity NPD6650 Approved
0.7311 Intermediate Similarity NPD6649 Approved
0.7265 Intermediate Similarity NPD5697 Approved
0.725 Intermediate Similarity NPD8297 Approved
0.725 Intermediate Similarity NPD6882 Approved
0.7227 Intermediate Similarity NPD6883 Approved
0.7227 Intermediate Similarity NPD7102 Approved
0.7227 Intermediate Similarity NPD7290 Approved
0.7179 Intermediate Similarity NPD6675 Approved
0.7179 Intermediate Similarity NPD6402 Approved
0.7179 Intermediate Similarity NPD7128 Approved
0.7179 Intermediate Similarity NPD5739 Approved
0.7167 Intermediate Similarity NPD6847 Approved
0.7167 Intermediate Similarity NPD8130 Phase 1
0.7167 Intermediate Similarity NPD6869 Approved
0.7167 Intermediate Similarity NPD6617 Approved
0.7143 Intermediate Similarity NPD6373 Approved
0.7143 Intermediate Similarity NPD6372 Approved
0.7143 Intermediate Similarity NPD6014 Approved
0.7143 Intermediate Similarity NPD6013 Approved
0.7143 Intermediate Similarity NPD6012 Approved
0.7115 Intermediate Similarity NPD7525 Registered
0.7109 Intermediate Similarity NPD7507 Approved
0.7107 Intermediate Similarity NPD6053 Discontinued
0.7069 Intermediate Similarity NPD5211 Phase 2
0.7059 Intermediate Similarity NPD7320 Approved
0.7059 Intermediate Similarity NPD6011 Approved
0.7043 Intermediate Similarity NPD5286 Approved
0.7043 Intermediate Similarity NPD4696 Approved
0.7043 Intermediate Similarity NPD5285 Approved
0.7 Intermediate Similarity NPD6051 Approved
0.6975 Remote Similarity NPD5701 Approved
0.6957 Remote Similarity NPD4225 Approved
0.6949 Remote Similarity NPD5141 Approved
0.6947 Remote Similarity NPD7319 Approved
0.6923 Remote Similarity NPD5224 Approved
0.6923 Remote Similarity NPD7632 Discontinued
0.6923 Remote Similarity NPD5226 Approved
0.6923 Remote Similarity NPD5225 Approved
0.6923 Remote Similarity NPD4633 Approved
0.6885 Remote Similarity NPD6401 Clinical (unspecified phase)
0.687 Remote Similarity NPD4755 Approved
0.687 Remote Similarity NPD6083 Phase 2
0.687 Remote Similarity NPD6084 Phase 2
0.6864 Remote Similarity NPD5175 Approved
0.6864 Remote Similarity NPD5174 Approved
0.6838 Remote Similarity NPD5223 Approved
0.6814 Remote Similarity NPD4202 Approved
0.6777 Remote Similarity NPD4730 Approved
0.6777 Remote Similarity NPD4729 Approved
0.6774 Remote Similarity NPD4632 Approved
0.6772 Remote Similarity NPD7101 Approved
0.6772 Remote Similarity NPD7100 Approved
0.6752 Remote Similarity NPD4700 Approved
0.6746 Remote Similarity NPD6317 Approved
0.6726 Remote Similarity NPD5284 Approved
0.6726 Remote Similarity NPD6079 Approved
0.6726 Remote Similarity NPD5281 Approved
0.6726 Remote Similarity NPD7515 Phase 2
0.6726 Remote Similarity NPD7637 Suspended
0.6719 Remote Similarity NPD6319 Approved
0.6698 Remote Similarity NPD4195 Approved
0.6697 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6693 Remote Similarity NPD6335 Approved
0.6667 Remote Similarity NPD5248 Approved
0.6667 Remote Similarity NPD5247 Approved
0.6667 Remote Similarity NPD6399 Phase 3
0.6667 Remote Similarity NPD6274 Approved
0.6667 Remote Similarity NPD5251 Approved
0.6667 Remote Similarity NPD5250 Approved
0.6667 Remote Similarity NPD5249 Phase 3
0.6636 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6617 Remote Similarity NPD7736 Approved
0.6614 Remote Similarity NPD6009 Approved
0.6612 Remote Similarity NPD4767 Approved
0.6612 Remote Similarity NPD4768 Approved
0.661 Remote Similarity NPD6648 Approved
0.6609 Remote Similarity NPD7748 Approved
0.6607 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6606 Remote Similarity NPD6695 Phase 3
0.6583 Remote Similarity NPD4754 Approved
0.6581 Remote Similarity NPD7902 Approved
0.6579 Remote Similarity NPD8035 Phase 2
0.6579 Remote Similarity NPD8034 Phase 2
0.6571 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6562 Remote Similarity NPD6313 Approved
0.6562 Remote Similarity NPD6314 Approved
0.6555 Remote Similarity NPD5344 Discontinued
0.6552 Remote Similarity NPD7236 Approved
0.6552 Remote Similarity NPD5210 Approved
0.6552 Remote Similarity NPD5695 Phase 3
0.6552 Remote Similarity NPD4629 Approved
0.6549 Remote Similarity NPD5328 Approved
0.6549 Remote Similarity NPD4753 Phase 2
0.6542 Remote Similarity NPD7645 Phase 2
0.6538 Remote Similarity NPD6924 Approved
0.6538 Remote Similarity NPD6926 Approved
0.6538 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6532 Remote Similarity NPD4634 Approved
0.6532 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6532 Remote Similarity NPD5135 Approved
0.6525 Remote Similarity NPD5696 Approved
0.6518 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6515 Remote Similarity NPD7492 Approved
0.6504 Remote Similarity NPD5128 Approved
0.6504 Remote Similarity NPD6686 Approved
0.6496 Remote Similarity NPD5222 Approved
0.6496 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6496 Remote Similarity NPD5221 Approved
0.6491 Remote Similarity NPD5785 Approved
0.6481 Remote Similarity NPD4821 Approved
0.6481 Remote Similarity NPD6931 Approved
0.6481 Remote Similarity NPD6930 Phase 2
0.6481 Remote Similarity NPD4822 Approved
0.6481 Remote Similarity NPD4820 Approved
0.6481 Remote Similarity NPD4819 Approved
0.6481 Remote Similarity NPD7514 Phase 3
0.648 Remote Similarity NPD5215 Approved
0.648 Remote Similarity NPD5217 Approved
0.648 Remote Similarity NPD5216 Approved
0.6476 Remote Similarity NPD7339 Approved
0.6476 Remote Similarity NPD6942 Approved
0.6475 Remote Similarity NPD6008 Approved
0.6466 Remote Similarity NPD6616 Approved
0.6462 Remote Similarity NPD6054 Approved
0.6455 Remote Similarity NPD4788 Approved
0.6443 Remote Similarity NPD7239 Suspended
0.6441 Remote Similarity NPD5173 Approved
0.6439 Remote Similarity NPD7604 Phase 2
0.6435 Remote Similarity NPD5693 Phase 1
0.6429 Remote Similarity NPD6684 Approved
0.6429 Remote Similarity NPD6409 Approved
0.6429 Remote Similarity NPD3618 Phase 1
0.6429 Remote Similarity NPD7521 Approved
0.6429 Remote Similarity NPD5330 Approved
0.6429 Remote Similarity NPD7334 Approved
0.6429 Remote Similarity NPD7146 Approved
0.6418 Remote Similarity NPD7078 Approved
0.6415 Remote Similarity NPD6933 Approved
0.6412 Remote Similarity NPD5983 Phase 2
0.6412 Remote Similarity NPD6909 Approved
0.6412 Remote Similarity NPD6908 Approved
0.641 Remote Similarity NPD6356 Clinical (unspecified phase)
0.64 Remote Similarity NPD5169 Approved
0.6396 Remote Similarity NPD3666 Approved
0.6396 Remote Similarity NPD4786 Approved
0.6396 Remote Similarity NPD3133 Approved
0.6396 Remote Similarity NPD3668 Phase 3
0.6396 Remote Similarity NPD3665 Phase 1
0.6389 Remote Similarity NPD6929 Approved
0.6381 Remote Similarity NPD4785 Approved
0.6381 Remote Similarity NPD4784 Approved
0.6378 Remote Similarity NPD8133 Approved
0.6372 Remote Similarity NPD7524 Approved
0.6372 Remote Similarity NPD7750 Discontinued
0.6364 Remote Similarity NPD7058 Phase 2
0.6364 Remote Similarity NPD7057 Phase 3
0.6364 Remote Similarity NPD6370 Approved
0.6355 Remote Similarity NPD6932 Approved
0.6349 Remote Similarity NPD5127 Approved
0.6348 Remote Similarity NPD7838 Discovery
0.6346 Remote Similarity NPD7150 Approved
0.6346 Remote Similarity NPD7151 Approved
0.6346 Remote Similarity NPD7152 Approved
0.6343 Remote Similarity NPD6336 Discontinued
0.633 Remote Similarity NPD5790 Clinical (unspecified phase)
0.633 Remote Similarity NPD7332 Phase 2
0.633 Remote Similarity NPD7509 Discontinued
0.6325 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6325 Remote Similarity NPD7900 Approved
0.632 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6316 Remote Similarity NPD6903 Approved
0.6296 Remote Similarity NPD4271 Approved
0.6296 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6296 Remote Similarity NPD7145 Approved
0.6296 Remote Similarity NPD4268 Approved
0.6293 Remote Similarity NPD6050 Approved
0.6293 Remote Similarity NPD5694 Approved
0.629 Remote Similarity NPD6412 Phase 2
0.6288 Remote Similarity NPD6016 Approved
0.6288 Remote Similarity NPD6015 Approved
0.6281 Remote Similarity NPD4159 Approved

Structure

External Identifiers

PubChem CID   46210591
ChEMBL   CHEMBL1094625
ZINC  

Physicochemical Properties

Molecular Weight:  482.20
ALogP:  -0.9124
MLogP:  3.11
XLogP:  1.798
# Rotatable Bonds:  8
Polar Surface Area:  138.74
# H-Bond Aceptor:  8
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  33

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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