Natural Product: NPC470060

Natural Product ID:  NPC470060
Common Name:   Chisopanin H
IUPAC Name:   [(3R,5R,7R,8R,9R,10S,13S,17R)-17-[(2S,3S,5R)-5-[(1S)-1,2-dihydroxy-2-methylpropyl]-2-ethoxyoxolan-3-yl]-7-hydroxy-4,4,8,10,13-pentamethyl-2,3,5,6,7,9,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
Synonyms:   Chisopanin H
Molecular Formula:   C34H56O7
Standard InCHIKey:  ASHVARJLPTVMFR-LFUNMFHISA-N
Standard InCHI:  InChI=1S/C34H56O7/c1-10-39-29-20(17-22(41-29)28(37)31(5,6)38)21-11-12-23-32(21,7)15-13-24-33(8)16-14-27(40-19(2)35)30(3,4)25(33)18-26(36)34(23,24)9/h12,20-22,24-29,36-38H,10-11,13-18H2,1-9H3/t20-,21+,22+,24+,25-,26+,27+,28-,29-,32-,33+,34-/m0/s1
Canonical SMILES:  CCO[C@H]1O[C@H](C[C@H]1[C@H]1CC=C2[C@@]1(C)CC[C@H]1[C@@]2(C)[C@H](O)C[C@@H]2[C@]1(C)CC[C@H](C2(C)C)OC(=O)C)[C@@H](C(O)(C)C)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
NPO19151 Chisocheton paniculatus Species Meliaceae Eukaryota Twigs Xishuangbanna, Yunnan, China 2007-MAY PMID[21288727]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus IC50 > 50000 nM 19926364
NPT113 Cell Line RAW264.7 Mus musculus IC50 > 100000 nM 2292684

  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 NPC470060 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
1.0 High Similarity NPC470059
1.0 High Similarity NPC470057
1.0 High Similarity NPC470064
1.0 High Similarity NPC470061
1.0 High Similarity NPC470043
1.0 High Similarity NPC470058
1.0 High Similarity NPC470062
0.9495 High Similarity NPC470056
0.9495 High Similarity NPC470055
0.9394 High Similarity NPC31430
0.9394 High Similarity NPC85593
0.9286 High Similarity NPC470054
0.9192 High Similarity NPC470053
0.9109 High Similarity NPC473199
0.9082 High Similarity NPC470068
0.9082 High Similarity NPC470066
0.9082 High Similarity NPC470067
0.8942 High Similarity NPC470065
0.8942 High Similarity NPC101450
0.8932 High Similarity NPC38217
0.8932 High Similarity NPC472988
0.8911 High Similarity NPC213190
0.8889 High Similarity NPC216260
0.8889 High Similarity NPC5358
0.8868 High Similarity NPC144068
0.8846 High Similarity NPC154085
0.8846 High Similarity NPC125361
0.8846 High Similarity NPC43976
0.8846 High Similarity NPC296761
0.8846 High Similarity NPC51925
0.8835 High Similarity NPC234160
0.8812 High Similarity NPC136816
0.8713 High Similarity NPC88000
0.8713 High Similarity NPC129372
0.8713 High Similarity NPC309425
0.8713 High Similarity NPC4831
0.8713 High Similarity NPC472023
0.8713 High Similarity NPC47566
0.8713 High Similarity NPC160734
0.87 High Similarity NPC234287
0.87 High Similarity NPC280825
0.8679 High Similarity NPC114188
0.8679 High Similarity NPC65167
0.8673 High Similarity NPC211238
0.8627 High Similarity NPC154452
0.8614 High Similarity NPC324598
0.8614 High Similarity NPC473200
0.8614 High Similarity NPC7341
0.8586 High Similarity NPC230347
0.8586 High Similarity NPC275310
0.8586 High Similarity NPC286612
0.8571 High Similarity NPC220427
0.8558 High Similarity NPC472898
0.8558 High Similarity NPC472899
0.8558 High Similarity NPC472900
0.8558 High Similarity NPC472655
0.8544 High Similarity NPC155010
0.8544 High Similarity NPC120123
0.8544 High Similarity NPC157659
0.8544 High Similarity NPC189852
0.8544 High Similarity NPC473020
0.8544 High Similarity NPC16520
0.8544 High Similarity NPC211879
0.8544 High Similarity NPC114874
0.8544 High Similarity NPC131479
0.8544 High Similarity NPC286969
0.8544 High Similarity NPC31907
0.8544 High Similarity NPC472252
0.8544 High Similarity NPC245280
0.8544 High Similarity NPC8039
0.8544 High Similarity NPC473198
0.8532 High Similarity NPC212660
0.8529 High Similarity NPC21064
0.8529 High Similarity NPC121072
0.8515 High Similarity NPC477928
0.8491 Intermediate Similarity NPC218853
0.8491 Intermediate Similarity NPC206618
0.8485 Intermediate Similarity NPC178949
0.8485 Intermediate Similarity NPC96736
0.8476 Intermediate Similarity NPC226642
0.8468 Intermediate Similarity NPC161065
0.8468 Intermediate Similarity NPC304260
0.8468 Intermediate Similarity NPC268326
0.8468 Intermediate Similarity NPC29639
0.8468 Intermediate Similarity NPC5883
0.8468 Intermediate Similarity NPC44899
0.8468 Intermediate Similarity NPC153085
0.8468 Intermediate Similarity NPC477071
0.8462 Intermediate Similarity NPC470885
0.8462 Intermediate Similarity NPC187400
0.8462 Intermediate Similarity NPC173583
0.8462 Intermediate Similarity NPC221562
0.8462 Intermediate Similarity NPC475365
0.8462 Intermediate Similarity NPC165033
0.8462 Intermediate Similarity NPC273879
0.8455 Intermediate Similarity NPC93883
0.8447 Intermediate Similarity NPC288694
0.8447 Intermediate Similarity NPC312553
0.8447 Intermediate Similarity NPC159036
0.844 Intermediate Similarity NPC69576
0.844 Intermediate Similarity NPC31354
0.844 Intermediate Similarity NPC84949
0.844 Intermediate Similarity NPC471633
0.8431 Intermediate Similarity NPC282669
0.8431 Intermediate Similarity NPC317019
0.8431 Intermediate Similarity NPC146188
0.8416 Intermediate Similarity NPC243728
0.8416 Intermediate Similarity NPC473555
0.8416 Intermediate Similarity NPC473890
0.8416 Intermediate Similarity NPC278939
0.8416 Intermediate Similarity NPC471770
0.8411 Intermediate Similarity NPC250956
0.8396 Intermediate Similarity NPC295389
0.8396 Intermediate Similarity NPC258323
0.8396 Intermediate Similarity NPC295980
0.8396 Intermediate Similarity NPC469845
0.8396 Intermediate Similarity NPC38948
0.8393 Intermediate Similarity NPC241192
0.8381 Intermediate Similarity NPC127801
0.8381 Intermediate Similarity NPC152584
0.8381 Intermediate Similarity NPC470767
0.8381 Intermediate Similarity NPC63023
0.8381 Intermediate Similarity NPC269627
0.8381 Intermediate Similarity NPC95243
0.8381 Intermediate Similarity NPC165405
0.8381 Intermediate Similarity NPC470763
0.8381 Intermediate Similarity NPC26798
0.8381 Intermediate Similarity NPC69737
0.8381 Intermediate Similarity NPC160816
0.8381 Intermediate Similarity NPC208477
0.8381 Intermediate Similarity NPC194842
0.8381 Intermediate Similarity NPC208594
0.8365 Intermediate Similarity NPC475701
0.8365 Intermediate Similarity NPC16573
0.8364 Intermediate Similarity NPC477031
0.8364 Intermediate Similarity NPC63609
0.8364 Intermediate Similarity NPC193382
0.8364 Intermediate Similarity NPC199428
0.8364 Intermediate Similarity NPC99620
0.8364 Intermediate Similarity NPC5311
0.8364 Intermediate Similarity NPC146652
0.8364 Intermediate Similarity NPC310341
0.835 Intermediate Similarity NPC155974
0.8349 Intermediate Similarity NPC476693
0.8333 Intermediate Similarity NPC102426
0.8333 Intermediate Similarity NPC197231
0.8333 Intermediate Similarity NPC263827
0.8333 Intermediate Similarity NPC157739
0.8333 Intermediate Similarity NPC300179
0.8333 Intermediate Similarity NPC250481
0.8333 Intermediate Similarity NPC158088
0.8333 Intermediate Similarity NPC272242
0.8333 Intermediate Similarity NPC285410
0.8319 Intermediate Similarity NPC475219
0.8319 Intermediate Similarity NPC231518
0.8318 Intermediate Similarity NPC476835
0.8318 Intermediate Similarity NPC472901
0.8318 Intermediate Similarity NPC477069
0.8318 Intermediate Similarity NPC477070
0.8317 Intermediate Similarity NPC471903
0.8317 Intermediate Similarity NPC472989
0.8304 Intermediate Similarity NPC236973
0.8304 Intermediate Similarity NPC469756
0.8304 Intermediate Similarity NPC32177
0.8304 Intermediate Similarity NPC55532
0.8304 Intermediate Similarity NPC30483
0.8304 Intermediate Similarity NPC470897
0.8304 Intermediate Similarity NPC292467
0.8302 Intermediate Similarity NPC63368
0.8302 Intermediate Similarity NPC293512
0.8302 Intermediate Similarity NPC14946
0.8302 Intermediate Similarity NPC473469
0.8302 Intermediate Similarity NPC231340
0.8302 Intermediate Similarity NPC208650
0.8302 Intermediate Similarity NPC190395
0.8302 Intermediate Similarity NPC181467
0.8288 Intermediate Similarity NPC99728
0.8288 Intermediate Similarity NPC50305
0.8288 Intermediate Similarity NPC77319
0.8288 Intermediate Similarity NPC157376
0.8288 Intermediate Similarity NPC471353
0.8288 Intermediate Similarity NPC27507
0.8288 Intermediate Similarity NPC471351
0.8288 Intermediate Similarity NPC473852
0.8288 Intermediate Similarity NPC471354
0.8288 Intermediate Similarity NPC244402
0.8288 Intermediate Similarity NPC152615
0.8288 Intermediate Similarity NPC309034
0.8288 Intermediate Similarity NPC243196
0.8288 Intermediate Similarity NPC203862
0.8288 Intermediate Similarity NPC87250
0.8288 Intermediate Similarity NPC34390
0.8288 Intermediate Similarity NPC142066
0.8288 Intermediate Similarity NPC477807
0.8288 Intermediate Similarity NPC196429
0.8288 Intermediate Similarity NPC474418
0.8288 Intermediate Similarity NPC158344
0.8288 Intermediate Similarity NPC290693
0.8288 Intermediate Similarity NPC471355
0.8288 Intermediate Similarity NPC84987

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC470060 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
0.8319 Intermediate Similarity NPD8033 Approved
0.823 Intermediate Similarity NPD8377 Approved
0.823 Intermediate Similarity NPD8294 Approved
0.8214 Intermediate Similarity NPD7328 Approved
0.8214 Intermediate Similarity NPD7327 Approved
0.8158 Intermediate Similarity NPD8296 Approved
0.8158 Intermediate Similarity NPD8335 Approved
0.8158 Intermediate Similarity NPD8378 Approved
0.8158 Intermediate Similarity NPD8380 Approved
0.8158 Intermediate Similarity NPD8379 Approved
0.8142 Intermediate Similarity NPD7516 Approved
0.775 Intermediate Similarity NPD7736 Approved
0.7731 Intermediate Similarity NPD7507 Approved
0.7667 Intermediate Similarity NPD8293 Discontinued
0.7658 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7544 Intermediate Similarity NPD8133 Approved
0.7542 Intermediate Similarity NPD7503 Approved
0.7541 Intermediate Similarity NPD7319 Approved
0.75 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7479 Intermediate Similarity NPD6370 Approved
0.7477 Intermediate Similarity NPD6412 Phase 2
0.7411 Intermediate Similarity NPD6686 Approved
0.7355 Intermediate Similarity NPD7492 Approved
0.7347 Intermediate Similarity NPD7525 Registered
0.7333 Intermediate Similarity NPD8171 Discontinued
0.7315 Intermediate Similarity NPD7638 Approved
0.7311 Intermediate Similarity NPD6059 Approved
0.7311 Intermediate Similarity NPD6054 Approved
0.7295 Intermediate Similarity NPD6616 Approved
0.7273 Intermediate Similarity NPD8328 Phase 3
0.7248 Intermediate Similarity NPD7640 Approved
0.7248 Intermediate Similarity NPD7639 Approved
0.7236 Intermediate Similarity NPD7078 Approved
0.7107 Intermediate Similarity NPD6016 Approved
0.7107 Intermediate Similarity NPD6015 Approved
0.7059 Intermediate Similarity NPD6009 Approved
0.7049 Intermediate Similarity NPD5988 Approved
0.7019 Intermediate Similarity NPD7524 Approved
0.7009 Intermediate Similarity NPD6399 Phase 3
0.7009 Intermediate Similarity NPD8297 Approved
0.7009 Intermediate Similarity NPD6882 Approved
0.7 Intermediate Similarity NPD4225 Approved
0.6992 Remote Similarity NPD6067 Discontinued
0.6991 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6957 Remote Similarity NPD7320 Approved
0.6949 Remote Similarity NPD4632 Approved
0.693 Remote Similarity NPD6008 Approved
0.693 Remote Similarity NPD7128 Approved
0.693 Remote Similarity NPD6402 Approved
0.693 Remote Similarity NPD6675 Approved
0.693 Remote Similarity NPD5739 Approved
0.6916 Remote Similarity NPD8035 Phase 2
0.6916 Remote Similarity NPD8034 Phase 2
0.6897 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6893 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6885 Remote Similarity NPD6319 Approved
0.6832 Remote Similarity NPD6928 Phase 2
0.6829 Remote Similarity NPD8517 Approved
0.6829 Remote Similarity NPD8515 Approved
0.6829 Remote Similarity NPD8516 Approved
0.6829 Remote Similarity NPD8513 Phase 3
0.6814 Remote Similarity NPD7632 Discontinued
0.681 Remote Similarity NPD6881 Approved
0.681 Remote Similarity NPD6899 Approved
0.6796 Remote Similarity NPD6695 Phase 3
0.6789 Remote Similarity NPD7748 Approved
0.678 Remote Similarity NPD8130 Phase 1
0.6777 Remote Similarity NPD7115 Discovery
0.6772 Remote Similarity NPD6033 Approved
0.6757 Remote Similarity NPD7902 Approved
0.6752 Remote Similarity NPD6372 Approved
0.6752 Remote Similarity NPD6373 Approved
0.6733 Remote Similarity NPD7645 Phase 2
0.6726 Remote Similarity NPD5344 Discontinued
0.6724 Remote Similarity NPD5697 Approved
0.6724 Remote Similarity NPD5701 Approved
0.6698 Remote Similarity NPD7750 Discontinued
0.6695 Remote Similarity NPD6883 Approved
0.6695 Remote Similarity NPD7290 Approved
0.6695 Remote Similarity NPD7102 Approved
0.6692 Remote Similarity NPD8449 Approved
0.6667 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6942 Approved
0.6667 Remote Similarity NPD7339 Approved
0.6667 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6641 Remote Similarity NPD8450 Suspended
0.6639 Remote Similarity NPD6650 Approved
0.6639 Remote Similarity NPD6869 Approved
0.6639 Remote Similarity NPD6617 Approved
0.6639 Remote Similarity NPD6649 Approved
0.6639 Remote Similarity NPD6847 Approved
0.661 Remote Similarity NPD6013 Approved
0.661 Remote Similarity NPD6012 Approved
0.661 Remote Similarity NPD6014 Approved
0.6607 Remote Similarity NPD6084 Phase 2
0.6607 Remote Similarity NPD6083 Phase 2
0.6606 Remote Similarity NPD7515 Phase 2
0.6606 Remote Similarity NPD7637 Suspended
0.66 Remote Similarity NPD6933 Approved
0.6587 Remote Similarity NPD7604 Phase 2
0.6571 Remote Similarity NPD4786 Approved
0.656 Remote Similarity NPD5983 Phase 2
0.6555 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6547 Remote Similarity NPD7625 Phase 1
0.6525 Remote Similarity NPD6011 Approved
0.6505 Remote Similarity NPD6931 Approved
0.6505 Remote Similarity NPD6930 Phase 2
0.6505 Remote Similarity NPD7509 Discontinued
0.65 Remote Similarity NPD6401 Clinical (unspecified phase)
0.65 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6495 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6486 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6486 Remote Similarity NPD7900 Approved
0.6484 Remote Similarity NPD6336 Discontinued
0.6471 Remote Similarity NPD6118 Approved
0.6471 Remote Similarity NPD6114 Approved
0.6471 Remote Similarity NPD6697 Approved
0.6471 Remote Similarity NPD6115 Approved
0.646 Remote Similarity NPD4755 Approved
0.6436 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6422 Remote Similarity NPD5328 Approved
0.6422 Remote Similarity NPD6051 Approved
0.6417 Remote Similarity NPD4634 Approved
0.6408 Remote Similarity NPD6929 Approved
0.64 Remote Similarity NPD6926 Approved
0.64 Remote Similarity NPD6924 Approved
0.6396 Remote Similarity NPD4202 Approved
0.6389 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6381 Remote Similarity NPD3667 Approved
0.6373 Remote Similarity NPD6116 Phase 1
0.6373 Remote Similarity NPD6932 Approved
0.6364 Remote Similarity NPD3168 Discontinued
0.6348 Remote Similarity NPD5286 Approved
0.6348 Remote Similarity NPD4696 Approved
0.6348 Remote Similarity NPD5285 Approved
0.6348 Remote Similarity NPD6648 Approved
0.6348 Remote Similarity NPD4700 Approved
0.6346 Remote Similarity NPD7332 Phase 2
0.6321 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6321 Remote Similarity NPD3669 Approved
0.6311 Remote Similarity NPD6053 Discontinued
0.6308 Remote Similarity NPD8074 Phase 3
0.6306 Remote Similarity NPD7087 Discontinued
0.6306 Remote Similarity NPD6079 Approved
0.6303 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6303 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6296 Remote Similarity NPD3618 Phase 1
0.629 Remote Similarity NPD6940 Discontinued
0.629 Remote Similarity NPD6274 Approved
0.6288 Remote Similarity NPD5956 Approved
0.6286 Remote Similarity NPD6898 Phase 1
0.6283 Remote Similarity NPD5695 Phase 3
0.6275 Remote Similarity NPD6117 Approved
0.627 Remote Similarity NPD7100 Approved
0.627 Remote Similarity NPD7101 Approved
0.6262 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6261 Remote Similarity NPD5696 Approved
0.6261 Remote Similarity NPD8029 Clinical (unspecified phase)
0.625 Remote Similarity NPD6683 Phase 2
0.6239 Remote Similarity NPD5224 Approved
0.6239 Remote Similarity NPD5211 Phase 2
0.6239 Remote Similarity NPD5226 Approved
0.6239 Remote Similarity NPD5225 Approved
0.6239 Remote Similarity NPD4633 Approved
0.6238 Remote Similarity NPD1811 Approved
0.6238 Remote Similarity NPD1810 Approved
0.6216 Remote Similarity NPD7838 Discovery
0.6214 Remote Similarity NPD5776 Phase 2
0.6214 Remote Similarity NPD6925 Approved
0.6204 Remote Similarity NPD6893 Approved
0.619 Remote Similarity NPD4748 Discontinued
0.619 Remote Similarity NPD7514 Phase 3
0.619 Remote Similarity NPD6335 Approved
0.6186 Remote Similarity NPD5175 Approved
0.6186 Remote Similarity NPD5174 Approved
0.6182 Remote Similarity NPD5737 Approved
0.6182 Remote Similarity NPD6672 Approved
0.6182 Remote Similarity NPD6903 Approved
0.6182 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6172 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6172 Remote Similarity NPD6908 Approved
0.6172 Remote Similarity NPD6909 Approved
0.6161 Remote Similarity NPD6411 Approved
0.6154 Remote Similarity NPD4159 Approved
0.6154 Remote Similarity NPD7145 Approved
0.6154 Remote Similarity NPD5223 Approved
0.6148 Remote Similarity NPD6371 Approved
0.6147 Remote Similarity NPD5330 Approved
0.6147 Remote Similarity NPD6684 Approved
0.6147 Remote Similarity NPD7146 Approved
0.6147 Remote Similarity NPD7521 Approved
0.6147 Remote Similarity NPD6409 Approved
0.6147 Remote Similarity NPD7334 Approved
0.614 Remote Similarity NPD7991 Discontinued
0.6134 Remote Similarity NPD5141 Approved
0.6126 Remote Similarity NPD4753 Phase 2
0.6111 Remote Similarity NPD6317 Approved
0.61 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6091 Remote Similarity NPD4250 Approved

Structure

External Identifiers

PubChem CID   53316986
ChEMBL   CHEMBL1668613
ZINC  

Physicochemical Properties

Molecular Weight:  576.40
ALogP:  1.1739
MLogP:  4.43
XLogP:  5.486
# Rotatable Bonds:  19
Polar Surface Area:  105.45
# H-Bond Aceptor:  7
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  41

Download Data

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