Natural Product: NPC99653

Natural Product ID:  NPC99653
Common Name:   Hongdoushan A
IUPAC Name:  
Synonyms:  
Molecular Formula:   C29H44O7
Standard InCHIKey:  HULFDGRJZFOLFD-BNKKXMPWSA-N
Standard InCHI:  InChI=1S/C29H44O7/c1-10-15(2)27(33)36-22-13-16(3)23-20(32)14-29(9)12-11-21(34-18(5)30)17(4)24(29)26(35-19(6)31)25(22)28(23,7)8/h15,20-22,24-26,32H,4,10-14H2,1-3,5-9H3/t15-,20-,21-,22-,24-,25-,26-,29-/m0/s1
Canonical SMILES:  CC[C@@H](C(=O)O[C@H]1CC(=C2C([C@@H]1[C@@H](OC(=O)C)[C@@H]1C(=C)[C@H](CC[C@]1(C[C@@H]2O)C)OC(=O)C)(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
NPO29841 Taxus yunnanensis Species Taxaceae Eukaryota wood PMID[12444707]
NPO29841 Taxus yunnanensis Species Taxaceae Eukaryota TCM_Taiwan*
NPO15125.2 Taxus wallichiana var. wallichiana Varieties Taxaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT453 Cell Line HT-1080 Homo sapiens EC50 = 61 ug/ml 12444707
NPT2 Others Unspecified EC50 = 40.1 ug/ml 12444707

  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 NPC99653 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
0.9884 High Similarity NPC124374
0.9767 High Similarity NPC48732
0.9767 High Similarity NPC220216
0.9651 High Similarity NPC261320
0.9551 High Similarity NPC37603
0.9551 High Similarity NPC471786
0.9419 High Similarity NPC471779
0.931 High Similarity NPC69713
0.9231 High Similarity NPC284194
0.9231 High Similarity NPC471765
0.9231 High Similarity NPC211810
0.9231 High Similarity NPC221801
0.9222 High Similarity NPC472360
0.9222 High Similarity NPC472416
0.9195 High Similarity NPC102640
0.908 High Similarity NPC102996
0.8947 High Similarity NPC137430
0.8866 High Similarity NPC111952
0.8854 High Similarity NPC8196
0.8854 High Similarity NPC99266
0.8804 High Similarity NPC105375
0.8804 High Similarity NPC182826
0.8791 High Similarity NPC477574
0.8778 High Similarity NPC246028
0.8776 High Similarity NPC143609
0.8723 High Similarity NPC473244
0.8646 High Similarity NPC97435
0.8636 High Similarity NPC102048
0.8617 High Similarity NPC129569
0.8557 High Similarity NPC238397
0.8557 High Similarity NPC471363
0.85 High Similarity NPC151393
0.8469 Intermediate Similarity NPC475889
0.8469 Intermediate Similarity NPC134270
0.8469 Intermediate Similarity NPC127933
0.8469 Intermediate Similarity NPC7644
0.8469 Intermediate Similarity NPC7613
0.8421 Intermediate Similarity NPC165632
0.8416 Intermediate Similarity NPC475586
0.84 Intermediate Similarity NPC472390
0.8387 Intermediate Similarity NPC234335
0.8384 Intermediate Similarity NPC470321
0.8384 Intermediate Similarity NPC473207
0.8384 Intermediate Similarity NPC264867
0.8384 Intermediate Similarity NPC81567
0.8384 Intermediate Similarity NPC201880
0.837 Intermediate Similarity NPC314727
0.8351 Intermediate Similarity NPC188968
0.8351 Intermediate Similarity NPC79303
0.8333 Intermediate Similarity NPC35933
0.8316 Intermediate Similarity NPC276110
0.83 Intermediate Similarity NPC252296
0.828 Intermediate Similarity NPC232202
0.828 Intermediate Similarity NPC78973
0.8276 Intermediate Similarity NPC242767
0.8265 Intermediate Similarity NPC475617
0.8247 Intermediate Similarity NPC216478
0.8242 Intermediate Similarity NPC473226
0.8242 Intermediate Similarity NPC329692
0.8229 Intermediate Similarity NPC202833
0.8218 Intermediate Similarity NPC125423
0.8218 Intermediate Similarity NPC184512
0.8218 Intermediate Similarity NPC88013
0.8218 Intermediate Similarity NPC112780
0.8211 Intermediate Similarity NPC474922
0.8211 Intermediate Similarity NPC57117
0.8211 Intermediate Similarity NPC250075
0.8211 Intermediate Similarity NPC105490
0.82 Intermediate Similarity NPC473543
0.8191 Intermediate Similarity NPC41239
0.8182 Intermediate Similarity NPC165250
0.8182 Intermediate Similarity NPC476081
0.8182 Intermediate Similarity NPC295791
0.8182 Intermediate Similarity NPC475038
0.8182 Intermediate Similarity NPC273005
0.8182 Intermediate Similarity NPC31058
0.8182 Intermediate Similarity NPC469606
0.8182 Intermediate Similarity NPC472552
0.8182 Intermediate Similarity NPC469802
0.8182 Intermediate Similarity NPC475344
0.8182 Intermediate Similarity NPC109195
0.8182 Intermediate Similarity NPC476471
0.8172 Intermediate Similarity NPC16265
0.8163 Intermediate Similarity NPC38855
0.8163 Intermediate Similarity NPC251680
0.8163 Intermediate Similarity NPC477972
0.8163 Intermediate Similarity NPC219285
0.8163 Intermediate Similarity NPC477971
0.8163 Intermediate Similarity NPC477968
0.8163 Intermediate Similarity NPC271295
0.8163 Intermediate Similarity NPC20113
0.8163 Intermediate Similarity NPC228251
0.8163 Intermediate Similarity NPC474718
0.8163 Intermediate Similarity NPC161527
0.8152 Intermediate Similarity NPC166857
0.8144 Intermediate Similarity NPC254496
0.8144 Intermediate Similarity NPC472188
0.8144 Intermediate Similarity NPC287668
0.8144 Intermediate Similarity NPC98112
0.8137 Intermediate Similarity NPC128795
0.8137 Intermediate Similarity NPC217921
0.8137 Intermediate Similarity NPC322903
0.8137 Intermediate Similarity NPC135015
0.8137 Intermediate Similarity NPC469916
0.8137 Intermediate Similarity NPC472439
0.8137 Intermediate Similarity NPC311223
0.8137 Intermediate Similarity NPC48548
0.8105 Intermediate Similarity NPC472640
0.8105 Intermediate Similarity NPC472641
0.8105 Intermediate Similarity NPC7349
0.81 Intermediate Similarity NPC473523
0.81 Intermediate Similarity NPC474124
0.81 Intermediate Similarity NPC159533
0.8085 Intermediate Similarity NPC209816
0.8081 Intermediate Similarity NPC472554
0.8065 Intermediate Similarity NPC291665
0.8061 Intermediate Similarity NPC472186
0.8061 Intermediate Similarity NPC471366
0.8061 Intermediate Similarity NPC275086
0.8061 Intermediate Similarity NPC476800
0.8061 Intermediate Similarity NPC318917
0.8061 Intermediate Similarity NPC325229
0.8058 Intermediate Similarity NPC316974
0.8058 Intermediate Similarity NPC40728
0.8043 Intermediate Similarity NPC471219
0.8041 Intermediate Similarity NPC54248
0.8041 Intermediate Similarity NPC276103
0.8041 Intermediate Similarity NPC234993
0.8041 Intermediate Similarity NPC57664
0.8041 Intermediate Similarity NPC134072
0.8039 Intermediate Similarity NPC67321
0.8039 Intermediate Similarity NPC473586
0.8039 Intermediate Similarity NPC187435
0.8039 Intermediate Similarity NPC475781
0.8022 Intermediate Similarity NPC83702
0.8021 Intermediate Similarity NPC469491
0.802 Intermediate Similarity NPC473577
0.802 Intermediate Similarity NPC474550
0.802 Intermediate Similarity NPC475585
0.8 Intermediate Similarity NPC72845
0.8 Intermediate Similarity NPC249034
0.8 Intermediate Similarity NPC256112
0.7981 Intermediate Similarity NPC119550
0.798 Intermediate Similarity NPC473204
0.798 Intermediate Similarity NPC473545
0.798 Intermediate Similarity NPC472187
0.798 Intermediate Similarity NPC324841
0.798 Intermediate Similarity NPC47024
0.798 Intermediate Similarity NPC272223
0.7979 Intermediate Similarity NPC474396
0.7979 Intermediate Similarity NPC20946
0.7979 Intermediate Similarity NPC50488
0.7961 Intermediate Similarity NPC470024
0.7961 Intermediate Similarity NPC275539
0.7961 Intermediate Similarity NPC475263
0.7961 Intermediate Similarity NPC476479
0.7961 Intermediate Similarity NPC472218
0.7961 Intermediate Similarity NPC189075
0.7961 Intermediate Similarity NPC472219
0.7961 Intermediate Similarity NPC472217
0.7961 Intermediate Similarity NPC325054
0.7959 Intermediate Similarity NPC285513
0.7959 Intermediate Similarity NPC51499
0.7959 Intermediate Similarity NPC205143
0.7957 Intermediate Similarity NPC131329
0.7941 Intermediate Similarity NPC123726
0.7941 Intermediate Similarity NPC88349
0.7941 Intermediate Similarity NPC475290
0.7941 Intermediate Similarity NPC284365
0.7941 Intermediate Similarity NPC127609
0.7941 Intermediate Similarity NPC469607
0.7938 Intermediate Similarity NPC476720
0.7938 Intermediate Similarity NPC471372
0.7938 Intermediate Similarity NPC471362
0.7938 Intermediate Similarity NPC266899
0.7938 Intermediate Similarity NPC472189
0.7938 Intermediate Similarity NPC157686
0.7938 Intermediate Similarity NPC134067
0.7938 Intermediate Similarity NPC259042
0.7921 Intermediate Similarity NPC95899
0.7921 Intermediate Similarity NPC475623
0.7921 Intermediate Similarity NPC23584
0.7921 Intermediate Similarity NPC478057
0.7921 Intermediate Similarity NPC475334
0.7921 Intermediate Similarity NPC473694
0.7921 Intermediate Similarity NPC36688
0.7921 Intermediate Similarity NPC471208
0.7921 Intermediate Similarity NPC120321
0.7917 Intermediate Similarity NPC199543
0.7917 Intermediate Similarity NPC53555
0.7912 Intermediate Similarity NPC23748
0.7905 Intermediate Similarity NPC317107
0.79 Intermediate Similarity NPC11974
0.79 Intermediate Similarity NPC235920
0.79 Intermediate Similarity NPC476132
0.79 Intermediate Similarity NPC96784
0.79 Intermediate Similarity NPC471412
0.7895 Intermediate Similarity NPC472642
0.7895 Intermediate Similarity NPC158488
0.7895 Intermediate Similarity NPC470817

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC99653 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
0.8163 Intermediate Similarity NPD7639 Approved
0.8163 Intermediate Similarity NPD7640 Approved
0.8061 Intermediate Similarity NPD7638 Approved
0.77 Intermediate Similarity NPD4225 Approved
0.7647 Intermediate Similarity NPD7632 Discontinued
0.7551 Intermediate Similarity NPD5779 Approved
0.7551 Intermediate Similarity NPD5778 Approved
0.7449 Intermediate Similarity NPD7637 Suspended
0.7383 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7379 Intermediate Similarity NPD5344 Discontinued
0.7374 Intermediate Similarity NPD6399 Phase 3
0.729 Intermediate Similarity NPD6686 Approved
0.7172 Intermediate Similarity NPD46 Approved
0.7172 Intermediate Similarity NPD6698 Approved
0.7156 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7129 Intermediate Similarity NPD7748 Approved
0.7115 Intermediate Similarity NPD6648 Approved
0.71 Intermediate Similarity NPD7515 Phase 2
0.71 Intermediate Similarity NPD6411 Approved
0.7087 Intermediate Similarity NPD7902 Approved
0.7083 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.708 Intermediate Similarity NPD7115 Discovery
0.7027 Intermediate Similarity NPD6053 Discontinued
0.7 Intermediate Similarity NPD7838 Discovery
0.6979 Remote Similarity NPD6695 Phase 3
0.6944 Remote Similarity NPD7128 Approved
0.6944 Remote Similarity NPD6675 Approved
0.6944 Remote Similarity NPD6402 Approved
0.6944 Remote Similarity NPD5739 Approved
0.6915 Remote Similarity NPD7645 Phase 2
0.6909 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6907 Remote Similarity NPD4786 Approved
0.69 Remote Similarity NPD6051 Approved
0.69 Remote Similarity NPD5764 Clinical (unspecified phase)
0.69 Remote Similarity NPD6101 Approved
0.6881 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6875 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6875 Remote Similarity NPD3667 Approved
0.687 Remote Similarity NPD7328 Approved
0.687 Remote Similarity NPD7327 Approved
0.6869 Remote Similarity NPD4251 Approved
0.6869 Remote Similarity NPD4250 Approved
0.6857 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6848 Remote Similarity NPD8264 Approved
0.6842 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6838 Remote Similarity NPD8033 Approved
0.6818 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6818 Remote Similarity NPD7320 Approved
0.6818 Remote Similarity NPD6881 Approved
0.6818 Remote Similarity NPD6899 Approved
0.6814 Remote Similarity NPD8133 Approved
0.681 Remote Similarity NPD7516 Approved
0.6796 Remote Similarity NPD7900 Approved
0.6796 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6768 Remote Similarity NPD4249 Approved
0.6765 Remote Similarity NPD7983 Approved
0.6765 Remote Similarity NPD8034 Phase 2
0.6765 Remote Similarity NPD8035 Phase 2
0.6762 Remote Similarity NPD6084 Phase 2
0.6762 Remote Similarity NPD6083 Phase 2
0.6757 Remote Similarity NPD6372 Approved
0.6757 Remote Similarity NPD6373 Approved
0.6752 Remote Similarity NPD8294 Approved
0.6752 Remote Similarity NPD8377 Approved
0.675 Remote Similarity NPD7507 Approved
0.6737 Remote Similarity NPD6929 Approved
0.6727 Remote Similarity NPD6412 Phase 2
0.6727 Remote Similarity NPD5701 Approved
0.6727 Remote Similarity NPD5697 Approved
0.67 Remote Similarity NPD7750 Discontinued
0.67 Remote Similarity NPD7524 Approved
0.67 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6696 Remote Similarity NPD6883 Approved
0.6696 Remote Similarity NPD6371 Approved
0.6696 Remote Similarity NPD7290 Approved
0.6696 Remote Similarity NPD7102 Approved
0.6695 Remote Similarity NPD8335 Approved
0.6695 Remote Similarity NPD7503 Approved
0.6695 Remote Similarity NPD8380 Approved
0.6695 Remote Similarity NPD8296 Approved
0.6695 Remote Similarity NPD8379 Approved
0.6695 Remote Similarity NPD8378 Approved
0.6667 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4821 Approved
0.6667 Remote Similarity NPD6930 Phase 2
0.6667 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6942 Approved
0.6667 Remote Similarity NPD4822 Approved
0.6667 Remote Similarity NPD7339 Approved
0.6667 Remote Similarity NPD4820 Approved
0.6667 Remote Similarity NPD7525 Registered
0.6667 Remote Similarity NPD1694 Approved
0.6667 Remote Similarity NPD6931 Approved
0.6667 Remote Similarity NPD4819 Approved
0.6638 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6637 Remote Similarity NPD6650 Approved
0.6637 Remote Similarity NPD8130 Phase 1
0.6637 Remote Similarity NPD6617 Approved
0.6637 Remote Similarity NPD6869 Approved
0.6637 Remote Similarity NPD6649 Approved
0.6637 Remote Similarity NPD6847 Approved
0.6636 Remote Similarity NPD6008 Approved
0.6633 Remote Similarity NPD7154 Phase 3
0.6632 Remote Similarity NPD4271 Approved
0.6632 Remote Similarity NPD4268 Approved
0.6607 Remote Similarity NPD6012 Approved
0.6607 Remote Similarity NPD6014 Approved
0.6607 Remote Similarity NPD6013 Approved
0.66 Remote Similarity NPD3618 Phase 1
0.66 Remote Similarity NPD7334 Approved
0.66 Remote Similarity NPD7521 Approved
0.66 Remote Similarity NPD6409 Approved
0.66 Remote Similarity NPD6684 Approved
0.66 Remote Similarity NPD5330 Approved
0.66 Remote Similarity NPD7146 Approved
0.6596 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6585 Remote Similarity NPD7319 Approved
0.6579 Remote Similarity NPD8297 Approved
0.6579 Remote Similarity NPD6882 Approved
0.6571 Remote Similarity NPD5695 Phase 3
0.6569 Remote Similarity NPD5328 Approved
0.6555 Remote Similarity NPD8517 Approved
0.6555 Remote Similarity NPD8513 Phase 3
0.6555 Remote Similarity NPD8516 Approved
0.6555 Remote Similarity NPD8515 Approved
0.6526 Remote Similarity NPD6925 Approved
0.6526 Remote Similarity NPD5776 Phase 2
0.6522 Remote Similarity NPD4632 Approved
0.6518 Remote Similarity NPD6011 Approved
0.6514 Remote Similarity NPD5211 Phase 2
0.6505 Remote Similarity NPD5785 Approved
0.6495 Remote Similarity NPD7514 Phase 3
0.6495 Remote Similarity NPD7332 Phase 2
0.6491 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6491 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6489 Remote Similarity NPD8039 Approved
0.6471 Remote Similarity NPD6672 Approved
0.6471 Remote Similarity NPD5737 Approved
0.6471 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6471 Remote Similarity NPD6319 Approved
0.6471 Remote Similarity NPD6903 Approved
0.6465 Remote Similarity NPD5362 Discontinued
0.6458 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6458 Remote Similarity NPD7145 Approved
0.6449 Remote Similarity NPD4755 Approved
0.6446 Remote Similarity NPD8328 Phase 3
0.6442 Remote Similarity NPD6079 Approved
0.6442 Remote Similarity NPD7087 Discontinued
0.6429 Remote Similarity NPD6902 Approved
0.6415 Remote Similarity NPD1698 Clinical (unspecified phase)
0.64 Remote Similarity NPD3665 Phase 1
0.64 Remote Similarity NPD3133 Approved
0.64 Remote Similarity NPD3668 Phase 3
0.64 Remote Similarity NPD3666 Approved
0.6396 Remote Similarity NPD5141 Approved
0.6393 Remote Similarity NPD7492 Approved
0.6389 Remote Similarity NPD5696 Approved
0.6381 Remote Similarity NPD4202 Approved
0.6356 Remote Similarity NPD6009 Approved
0.6355 Remote Similarity NPD7839 Suspended
0.6341 Remote Similarity NPD6616 Approved
0.6337 Remote Similarity NPD6893 Approved
0.6333 Remote Similarity NPD6059 Approved
0.6333 Remote Similarity NPD6054 Approved
0.633 Remote Similarity NPD5286 Approved
0.633 Remote Similarity NPD5285 Approved
0.633 Remote Similarity NPD4696 Approved
0.633 Remote Similarity NPD4700 Approved
0.6311 Remote Similarity NPD7604 Phase 2
0.63 Remote Similarity NPD5332 Approved
0.63 Remote Similarity NPD5331 Approved
0.629 Remote Similarity NPD8074 Phase 3
0.629 Remote Similarity NPD7078 Approved
0.629 Remote Similarity NPD8293 Discontinued
0.6289 Remote Similarity NPD6118 Approved
0.6289 Remote Similarity NPD6115 Approved
0.6289 Remote Similarity NPD6114 Approved
0.6289 Remote Similarity NPD6697 Approved
0.6286 Remote Similarity NPD5693 Phase 1
0.6283 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6281 Remote Similarity NPD5983 Phase 2
0.6271 Remote Similarity NPD6274 Approved
0.6263 Remote Similarity NPD6898 Phase 1
0.6263 Remote Similarity NPD4790 Discontinued
0.625 Remote Similarity NPD7285 Clinical (unspecified phase)
0.625 Remote Similarity NPD4753 Phase 2
0.625 Remote Similarity NPD7101 Approved
0.625 Remote Similarity NPD7100 Approved
0.624 Remote Similarity NPD7736 Approved
0.623 Remote Similarity NPD6370 Approved
0.6216 Remote Similarity NPD5224 Approved
0.6216 Remote Similarity NPD5226 Approved
0.6216 Remote Similarity NPD5225 Approved
0.6216 Remote Similarity NPD4633 Approved
0.6214 Remote Similarity NPD3573 Approved
0.6211 Remote Similarity NPD6924 Approved
0.6211 Remote Similarity NPD6926 Approved
0.621 Remote Similarity NPD6336 Discontinued
0.6204 Remote Similarity NPD4697 Phase 3

Structure

External Identifiers

PubChem CID   637453
ChEMBL   CHEMBL465484
ZINC  

Physicochemical Properties

Molecular Weight:  504.31
ALogP:  1.0218
MLogP:  3.88
XLogP:  4.086
# Rotatable Bonds:  17
Polar Surface Area:  99.13
# H-Bond Aceptor:  7
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  36

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
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