Natural Product: NPC129434

Natural Product ID:  NPC129434
Common Name:   Withalongolide L
IUPAC Name:   (2R)-2-[(1S)-1-[(3R,6S,8S,9S,13S,14S,17R)-3,6-dihydroxy-13-methyl-1-oxo-3,4,6,7,8,9,11,12,14,15,16,17-dodecahydro-2H-cyclopenta[a]phenanthren-17-yl]ethyl]-5-methyl-4-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3-dihydropyran-6-one
Synonyms:   withalongolide L
Molecular Formula:   C33H48O11
Standard InCHIKey:  DKRAEDZNHJHJAB-YJKJOOOHSA-N
Standard InCHI:  InChI=1S/C33H48O11/c1-14-16(13-42-32-30(40)29(39)28(38)26(12-34)44-32)8-25(43-31(14)41)15(2)21-4-5-22-19-11-23(36)20-9-17(35)10-24(37)27(20)18(19)6-7-33(21,22)3/h15,17-19,21-23,25-26,28-30,32,34-36,38-40H,4-13H2,1-3H3/t15-,17+,18-,19+,21+,22-,23-,25+,26+,28+,29-,30+,32+,33+/m0/s1
Canonical SMILES:  OC[C@H]1O[C@@H](OCC2=C(C)C(=O)O[C@H](C2)[C@H]([C@H]2CC[C@@H]3[C@]2(C)CC[C@H]2[C@H]3C[C@@H](C3=C2C(=O)C[C@@H](C3)O)O)C)[C@@H]([C@H]([C@@H]1O)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
NPO14874 Physalis longifolia Species Solanaceae Eukaryota Aerial parts PMID[22098611]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT169 Cell Line B16-F10 Mus musculus IC50 > 10000 nM 22098611
NPT170 Cell Line SK-MEL-28 Homo sapiens IC50 > 10000 nM 22098611
NPT2 Others Unspecified IC50 > 10000 nM 22098611

  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 NPC129434 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
0.982 High Similarity NPC232258
0.9554 High Similarity NPC291564
0.9322 High Similarity NPC245094
0.9231 High Similarity NPC318135
0.9091 High Similarity NPC231240
0.9083 High Similarity NPC476966
0.9016 High Similarity NPC316915
0.9008 High Similarity NPC173347
0.8974 High Similarity NPC202051
0.8974 High Similarity NPC476204
0.8974 High Similarity NPC170084
0.885 High Similarity NPC477073
0.8839 High Similarity NPC477069
0.8839 High Similarity NPC477070
0.8772 High Similarity NPC477253
0.8772 High Similarity NPC233003
0.8707 High Similarity NPC207637
0.8696 High Similarity NPC477074
0.8696 High Similarity NPC251309
0.8689 High Similarity NPC311534
0.8644 High Similarity NPC477071
0.8632 High Similarity NPC477252
0.8621 High Similarity NPC220293
0.8618 High Similarity NPC473593
0.8596 High Similarity NPC129340
0.8584 High Similarity NPC195708
0.8571 High Similarity NPC476127
0.8571 High Similarity NPC476150
0.8571 High Similarity NPC470312
0.8559 High Similarity NPC473828
0.8559 High Similarity NPC239293
0.8559 High Similarity NPC473617
0.8509 High Similarity NPC31522
0.8509 High Similarity NPC265655
0.85 High Similarity NPC187950
0.85 High Similarity NPC278163
0.8475 Intermediate Similarity NPC474483
0.8468 Intermediate Similarity NPC471407
0.8462 Intermediate Similarity NPC116024
0.8462 Intermediate Similarity NPC473882
0.8455 Intermediate Similarity NPC42399
0.8443 Intermediate Similarity NPC3381
0.8435 Intermediate Similarity NPC90630
0.8435 Intermediate Similarity NPC475243
0.843 Intermediate Similarity NPC23786
0.843 Intermediate Similarity NPC470265
0.8421 Intermediate Similarity NPC90946
0.8421 Intermediate Similarity NPC300614
0.8376 Intermediate Similarity NPC260665
0.8374 Intermediate Similarity NPC174367
0.8374 Intermediate Similarity NPC47113
0.8362 Intermediate Similarity NPC250481
0.8362 Intermediate Similarity NPC285410
0.8362 Intermediate Similarity NPC292196
0.8362 Intermediate Similarity NPC263827
0.8348 Intermediate Similarity NPC475364
0.8347 Intermediate Similarity NPC159456
0.8347 Intermediate Similarity NPC4021
0.8347 Intermediate Similarity NPC46570
0.8347 Intermediate Similarity NPC67569
0.8333 Intermediate Similarity NPC474179
0.8333 Intermediate Similarity NPC122971
0.8333 Intermediate Similarity NPC475834
0.8333 Intermediate Similarity NPC471855
0.8319 Intermediate Similarity NPC55296
0.8319 Intermediate Similarity NPC223741
0.8306 Intermediate Similarity NPC117702
0.8306 Intermediate Similarity NPC471357
0.8306 Intermediate Similarity NPC146456
0.8306 Intermediate Similarity NPC469757
0.8306 Intermediate Similarity NPC240070
0.8306 Intermediate Similarity NPC470516
0.8306 Intermediate Similarity NPC329784
0.8305 Intermediate Similarity NPC181145
0.8305 Intermediate Similarity NPC74727
0.8305 Intermediate Similarity NPC475163
0.8293 Intermediate Similarity NPC130229
0.8293 Intermediate Similarity NPC7850
0.8293 Intermediate Similarity NPC6615
0.8291 Intermediate Similarity NPC474265
0.8291 Intermediate Similarity NPC210420
0.8291 Intermediate Similarity NPC471967
0.8279 Intermediate Similarity NPC107493
0.8279 Intermediate Similarity NPC28532
0.8279 Intermediate Similarity NPC269642
0.8276 Intermediate Similarity NPC52241
0.8276 Intermediate Similarity NPC475317
0.8276 Intermediate Similarity NPC27551
0.8276 Intermediate Similarity NPC114961
0.8276 Intermediate Similarity NPC154856
0.8276 Intermediate Similarity NPC83005
0.8268 Intermediate Similarity NPC247190
0.8268 Intermediate Similarity NPC146857
0.8268 Intermediate Similarity NPC116075
0.8268 Intermediate Similarity NPC469749
0.8268 Intermediate Similarity NPC32793
0.8264 Intermediate Similarity NPC48692
0.8264 Intermediate Similarity NPC268530
0.8264 Intermediate Similarity NPC251226
0.8264 Intermediate Similarity NPC129393
0.8264 Intermediate Similarity NPC154491
0.8264 Intermediate Similarity NPC281840
0.8264 Intermediate Similarity NPC476849
0.8261 Intermediate Similarity NPC325054
0.8261 Intermediate Similarity NPC295389
0.8261 Intermediate Similarity NPC285576
0.825 Intermediate Similarity NPC475913
0.825 Intermediate Similarity NPC45475
0.8246 Intermediate Similarity NPC162033
0.824 Intermediate Similarity NPC112492
0.824 Intermediate Similarity NPC472269
0.824 Intermediate Similarity NPC473620
0.824 Intermediate Similarity NPC472268
0.824 Intermediate Similarity NPC472270
0.824 Intermediate Similarity NPC23020
0.8235 Intermediate Similarity NPC469823
0.8235 Intermediate Similarity NPC469820
0.823 Intermediate Similarity NPC159533
0.822 Intermediate Similarity NPC264153
0.822 Intermediate Similarity NPC75167
0.822 Intermediate Similarity NPC473159
0.822 Intermediate Similarity NPC73986
0.822 Intermediate Similarity NPC311592
0.8211 Intermediate Similarity NPC27363
0.8211 Intermediate Similarity NPC469789
0.8211 Intermediate Similarity NPC41129
0.8205 Intermediate Similarity NPC190837
0.8205 Intermediate Similarity NPC11035
0.8205 Intermediate Similarity NPC31839
0.8203 Intermediate Similarity NPC329636
0.8197 Intermediate Similarity NPC131841
0.8197 Intermediate Similarity NPC169727
0.8197 Intermediate Similarity NPC47567
0.8197 Intermediate Similarity NPC412
0.8197 Intermediate Similarity NPC258815
0.8197 Intermediate Similarity NPC194310
0.8197 Intermediate Similarity NPC475182
0.8197 Intermediate Similarity NPC241310
0.8197 Intermediate Similarity NPC258789
0.819 Intermediate Similarity NPC246205
0.819 Intermediate Similarity NPC137917
0.819 Intermediate Similarity NPC118225
0.8189 Intermediate Similarity NPC319719
0.8189 Intermediate Similarity NPC196874
0.8189 Intermediate Similarity NPC322904
0.8189 Intermediate Similarity NPC324933
0.8189 Intermediate Similarity NPC475444
0.8189 Intermediate Similarity NPC473679
0.8189 Intermediate Similarity NPC183816
0.8189 Intermediate Similarity NPC475177
0.8189 Intermediate Similarity NPC233223
0.8182 Intermediate Similarity NPC258592
0.8182 Intermediate Similarity NPC230513
0.8182 Intermediate Similarity NPC178548
0.8182 Intermediate Similarity NPC473274
0.8175 Intermediate Similarity NPC477235
0.8175 Intermediate Similarity NPC469755
0.8175 Intermediate Similarity NPC6108
0.8175 Intermediate Similarity NPC10823
0.8175 Intermediate Similarity NPC471359
0.8175 Intermediate Similarity NPC125077
0.8175 Intermediate Similarity NPC471352
0.8175 Intermediate Similarity NPC251866
0.8175 Intermediate Similarity NPC219085
0.8175 Intermediate Similarity NPC469752
0.8175 Intermediate Similarity NPC232785
0.8175 Intermediate Similarity NPC17896
0.8175 Intermediate Similarity NPC469751
0.8175 Intermediate Similarity NPC471358
0.8175 Intermediate Similarity NPC197707
0.8175 Intermediate Similarity NPC180079
0.8175 Intermediate Similarity NPC469753
0.8175 Intermediate Similarity NPC329986
0.8175 Intermediate Similarity NPC469754
0.8175 Intermediate Similarity NPC276838
0.8175 Intermediate Similarity NPC471361
0.8175 Intermediate Similarity NPC284406
0.8175 Intermediate Similarity NPC86159
0.8175 Intermediate Similarity NPC70542
0.8175 Intermediate Similarity NPC140092
0.8175 Intermediate Similarity NPC89514
0.8175 Intermediate Similarity NPC9499
0.8175 Intermediate Similarity NPC471360
0.8175 Intermediate Similarity NPC188234
0.8167 Intermediate Similarity NPC473405
0.8167 Intermediate Similarity NPC203862
0.8167 Intermediate Similarity NPC473968
0.816 Intermediate Similarity NPC298841
0.8151 Intermediate Similarity NPC474557
0.8151 Intermediate Similarity NPC472274
0.8151 Intermediate Similarity NPC165439
0.8151 Intermediate Similarity NPC110861
0.8145 Intermediate Similarity NPC30188
0.8145 Intermediate Similarity NPC470922
0.8145 Intermediate Similarity NPC177820
0.8145 Intermediate Similarity NPC248202
0.814 Intermediate Similarity NPC194716
0.814 Intermediate Similarity NPC158350
0.8136 Intermediate Similarity NPC48249
0.8136 Intermediate Similarity NPC174836

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC129434 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
0.8348 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.8175 Intermediate Similarity NPD7319 Approved
0.808 Intermediate Similarity NPD7507 Approved
0.8049 Intermediate Similarity NPD8033 Approved
0.8017 Intermediate Similarity NPD7115 Discovery
0.8017 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7967 Intermediate Similarity NPD8377 Approved
0.7967 Intermediate Similarity NPD8294 Approved
0.7949 Intermediate Similarity NPD6686 Approved
0.792 Intermediate Similarity NPD8328 Phase 3
0.7917 Intermediate Similarity NPD8133 Approved
0.7903 Intermediate Similarity NPD8380 Approved
0.7903 Intermediate Similarity NPD8379 Approved
0.7903 Intermediate Similarity NPD7503 Approved
0.7903 Intermediate Similarity NPD8335 Approved
0.7903 Intermediate Similarity NPD8378 Approved
0.7903 Intermediate Similarity NPD8513 Phase 3
0.7903 Intermediate Similarity NPD8296 Approved
0.7863 Intermediate Similarity NPD6412 Phase 2
0.7805 Intermediate Similarity NPD7328 Approved
0.7805 Intermediate Similarity NPD7327 Approved
0.776 Intermediate Similarity NPD8516 Approved
0.776 Intermediate Similarity NPD8517 Approved
0.776 Intermediate Similarity NPD8515 Approved
0.7742 Intermediate Similarity NPD7516 Approved
0.7674 Intermediate Similarity NPD7736 Approved
0.7597 Intermediate Similarity NPD8293 Discontinued
0.7438 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7422 Intermediate Similarity NPD6370 Approved
0.735 Intermediate Similarity NPD7640 Approved
0.735 Intermediate Similarity NPD7639 Approved
0.7308 Intermediate Similarity NPD7492 Approved
0.7266 Intermediate Similarity NPD6059 Approved
0.7266 Intermediate Similarity NPD6319 Approved
0.7266 Intermediate Similarity NPD6054 Approved
0.7265 Intermediate Similarity NPD7638 Approved
0.7252 Intermediate Similarity NPD6616 Approved
0.7236 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7227 Intermediate Similarity NPD7632 Discontinued
0.7197 Intermediate Similarity NPD7078 Approved
0.7177 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.712 Intermediate Similarity NPD8297 Approved
0.712 Intermediate Similarity NPD6882 Approved
0.7119 Intermediate Similarity NPD4225 Approved
0.7107 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7077 Intermediate Similarity NPD6016 Approved
0.7077 Intermediate Similarity NPD6015 Approved
0.7031 Intermediate Similarity NPD6009 Approved
0.7023 Intermediate Similarity NPD5988 Approved
0.6992 Remote Similarity NPD5954 Clinical (unspecified phase)
0.694 Remote Similarity NPD8074 Phase 3
0.6935 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6929 Remote Similarity NPD4632 Approved
0.6923 Remote Similarity NPD7748 Approved
0.6911 Remote Similarity NPD6675 Approved
0.6911 Remote Similarity NPD7128 Approved
0.6911 Remote Similarity NPD5739 Approved
0.6911 Remote Similarity NPD6402 Approved
0.6891 Remote Similarity NPD7902 Approved
0.688 Remote Similarity NPD6373 Approved
0.688 Remote Similarity NPD6372 Approved
0.685 Remote Similarity NPD6053 Discontinued
0.6842 Remote Similarity NPD6067 Discontinued
0.6838 Remote Similarity NPD6399 Phase 3
0.6825 Remote Similarity NPD6371 Approved
0.681 Remote Similarity NPD6698 Approved
0.681 Remote Similarity NPD46 Approved
0.68 Remote Similarity NPD6899 Approved
0.68 Remote Similarity NPD7320 Approved
0.68 Remote Similarity NPD6881 Approved
0.6772 Remote Similarity NPD8130 Phase 1
0.6772 Remote Similarity NPD6649 Approved
0.6772 Remote Similarity NPD6650 Approved
0.6765 Remote Similarity NPD6033 Approved
0.6752 Remote Similarity NPD7515 Phase 2
0.672 Remote Similarity NPD5697 Approved
0.672 Remote Similarity NPD5701 Approved
0.6693 Remote Similarity NPD6883 Approved
0.6693 Remote Similarity NPD7290 Approved
0.6693 Remote Similarity NPD4634 Approved
0.6693 Remote Similarity NPD7102 Approved
0.6641 Remote Similarity NPD6869 Approved
0.6641 Remote Similarity NPD6847 Approved
0.6641 Remote Similarity NPD6617 Approved
0.664 Remote Similarity NPD6008 Approved
0.6639 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6639 Remote Similarity NPD7900 Approved
0.6619 Remote Similarity NPD7260 Phase 2
0.6614 Remote Similarity NPD6014 Approved
0.6614 Remote Similarity NPD6013 Approved
0.6614 Remote Similarity NPD6012 Approved
0.6612 Remote Similarity NPD6083 Phase 2
0.6612 Remote Similarity NPD6084 Phase 2
0.661 Remote Similarity NPD8035 Phase 2
0.661 Remote Similarity NPD8034 Phase 2
0.6593 Remote Similarity NPD7604 Phase 2
0.6587 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6583 Remote Similarity NPD5695 Phase 3
0.6581 Remote Similarity NPD5328 Approved
0.6571 Remote Similarity NPD6845 Suspended
0.6567 Remote Similarity NPD5983 Phase 2
0.6557 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6555 Remote Similarity NPD5778 Approved
0.6555 Remote Similarity NPD5779 Approved
0.6555 Remote Similarity NPD8171 Discontinued
0.6535 Remote Similarity NPD6011 Approved
0.6532 Remote Similarity NPD5211 Phase 2
0.6522 Remote Similarity NPD8336 Approved
0.6522 Remote Similarity NPD8337 Approved
0.6512 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6496 Remote Similarity NPD6336 Discontinued
0.6475 Remote Similarity NPD4755 Approved
0.6471 Remote Similarity NPD6079 Approved
0.6471 Remote Similarity NPD6411 Approved
0.6471 Remote Similarity NPD7983 Approved
0.6471 Remote Similarity NPD7637 Suspended
0.6466 Remote Similarity NPD3618 Phase 1
0.6454 Remote Similarity NPD8338 Approved
0.6452 Remote Similarity NPD5344 Discontinued
0.6444 Remote Similarity NPD6921 Approved
0.6443 Remote Similarity NPD7625 Phase 1
0.6442 Remote Similarity NPD7799 Discontinued
0.6435 Remote Similarity NPD4786 Approved
0.6435 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6429 Remote Similarity NPD5141 Approved
0.6417 Remote Similarity NPD4202 Approved
0.6397 Remote Similarity NPD8080 Discontinued
0.6387 Remote Similarity NPD5785 Approved
0.6379 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6371 Remote Similarity NPD5285 Approved
0.6371 Remote Similarity NPD4700 Approved
0.6371 Remote Similarity NPD4696 Approved
0.6371 Remote Similarity NPD5286 Approved
0.6356 Remote Similarity NPD6672 Approved
0.6356 Remote Similarity NPD5737 Approved
0.6356 Remote Similarity NPD7513 Clinical (unspecified phase)
0.635 Remote Similarity NPD7830 Approved
0.635 Remote Similarity NPD7829 Approved
0.6325 Remote Similarity NPD5330 Approved
0.6325 Remote Similarity NPD7334 Approved
0.6325 Remote Similarity NPD7146 Approved
0.6325 Remote Similarity NPD6684 Approved
0.6325 Remote Similarity NPD6409 Approved
0.6325 Remote Similarity NPD7521 Approved
0.6316 Remote Similarity NPD6274 Approved
0.6316 Remote Similarity NPD6940 Discontinued
0.6312 Remote Similarity NPD5956 Approved
0.6303 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6303 Remote Similarity NPD6101 Approved
0.6296 Remote Similarity NPD7101 Approved
0.6296 Remote Similarity NPD7100 Approved
0.629 Remote Similarity NPD5696 Approved
0.627 Remote Similarity NPD5225 Approved
0.627 Remote Similarity NPD4633 Approved
0.627 Remote Similarity NPD5224 Approved
0.627 Remote Similarity NPD5226 Approved
0.6269 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6261 Remote Similarity NPD3667 Approved
0.626 Remote Similarity NPD4697 Phase 3
0.626 Remote Similarity NPD5222 Approved
0.626 Remote Similarity NPD5221 Approved
0.626 Remote Similarity NPD5220 Clinical (unspecified phase)
0.625 Remote Similarity NPD4767 Approved
0.625 Remote Similarity NPD7838 Discovery
0.625 Remote Similarity NPD4768 Approved
0.6239 Remote Similarity NPD1694 Approved
0.6232 Remote Similarity NPD7642 Approved
0.6222 Remote Similarity NPD6335 Approved
0.622 Remote Similarity NPD5174 Approved
0.622 Remote Similarity NPD5175 Approved
0.6218 Remote Similarity NPD6903 Approved
0.621 Remote Similarity NPD5173 Approved
0.6204 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6204 Remote Similarity NPD6908 Approved
0.6204 Remote Similarity NPD6909 Approved
0.6204 Remote Similarity NPD8444 Approved
0.6198 Remote Similarity NPD5281 Approved
0.6198 Remote Similarity NPD5693 Phase 1
0.6198 Remote Similarity NPD5284 Approved
0.6197 Remote Similarity NPD6914 Discontinued
0.6195 Remote Similarity NPD6114 Approved
0.6195 Remote Similarity NPD6697 Approved
0.6195 Remote Similarity NPD6115 Approved
0.6195 Remote Similarity NPD6118 Approved
0.6194 Remote Similarity NPD6868 Approved
0.619 Remote Similarity NPD5223 Approved
0.6186 Remote Similarity NPD5279 Phase 3
0.6186 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6179 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6167 Remote Similarity NPD4753 Phase 2
0.6167 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6154 Remote Similarity NPD4729 Approved
0.6154 Remote Similarity NPD3665 Phase 1
0.6154 Remote Similarity NPD4730 Approved
0.6154 Remote Similarity NPD3666 Approved
0.6154 Remote Similarity NPD3133 Approved
0.6148 Remote Similarity NPD6317 Approved
0.6143 Remote Similarity NPD8451 Approved
0.6129 Remote Similarity NPD7839 Suspended
0.6111 Remote Similarity NPD8449 Approved

Structure

External Identifiers

PubChem CID   56926208
ChEMBL   CHEMBL1934464
ZINC  

Physicochemical Properties

Molecular Weight:  620.32
ALogP:  -1.5861
MLogP:  3.88
XLogP:  1.158
# Rotatable Bonds:  15
Polar Surface Area:  183.21
# H-Bond Aceptor:  11
# H-Bond Donor:  6
# Rings:  6
# Heavy Atoms:  44

Download Data

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Similar NPs/Drugs