Natural Product: NPC90287

Natural Product ID:  NPC90287
Common Name:   Xanthanthusin H
IUPAC Name:   2-[(4bS)-3-acetyloxy-9-hydroxy-4b,8,8-trimethyl-1,4,10-trioxo-6,7-dihydro-5H-phenanthren-2-yl]propyl acetate
Synonyms:   xanthanthusin H
Molecular Formula:   C24H28O8
Standard InCHIKey:  UUVKKHSAZOSIOH-RQEJEBGASA-N
Standard InCHI:  InChI=1S/C24H28O8/c1-11(10-31-12(2)25)14-17(27)15-16(19(29)21(14)32-13(3)26)24(6)9-7-8-23(4,5)22(24)20(30)18(15)28/h11,30H,7-10H2,1-6H3/t11?,24-/m1/s1
Canonical SMILES:  CC(=O)OC1=C(C(COC(=O)C)C)C(=O)C2=C(C1=O)[C@@]1(C)CCCC(C1=C(C2=O)O)(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
NPO18923 Coleus xanthanthus Species Lamiaceae Eukaryota PMID[12027731]
NPO18923 Coleus xanthanthus Species Lamiaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT111 Cell Line K562 Homo sapiens IC50 = 12.9 ug/ml 12027731

  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 NPC90287 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
0.8734 High Similarity NPC175079
0.8313 Intermediate Similarity NPC475681
0.8202 Intermediate Similarity NPC280833
0.8193 Intermediate Similarity NPC30321
0.8161 Intermediate Similarity NPC132228
0.8161 Intermediate Similarity NPC263997
0.8161 Intermediate Similarity NPC8518
0.8161 Intermediate Similarity NPC474680
0.8132 Intermediate Similarity NPC271652
0.8095 Intermediate Similarity NPC192329
0.809 Intermediate Similarity NPC53454
0.7955 Intermediate Similarity NPC6185
0.7955 Intermediate Similarity NPC241512
0.7952 Intermediate Similarity NPC92080
0.7931 Intermediate Similarity NPC105803
0.7931 Intermediate Similarity NPC258985
0.7917 Intermediate Similarity NPC124211
0.7889 Intermediate Similarity NPC185059
0.7889 Intermediate Similarity NPC475001
0.7849 Intermediate Similarity NPC477439
0.7835 Intermediate Similarity NPC53222
0.7826 Intermediate Similarity NPC174167
0.7826 Intermediate Similarity NPC470036
0.7816 Intermediate Similarity NPC103486
0.7791 Intermediate Similarity NPC474956
0.7766 Intermediate Similarity NPC477437
0.7766 Intermediate Similarity NPC777
0.7766 Intermediate Similarity NPC477438
0.7755 Intermediate Similarity NPC70967
0.7755 Intermediate Similarity NPC33973
0.7753 Intermediate Similarity NPC133652
0.7753 Intermediate Similarity NPC470177
0.7753 Intermediate Similarity NPC32037
0.7742 Intermediate Similarity NPC263780
0.7717 Intermediate Similarity NPC113393
0.7717 Intermediate Similarity NPC475823
0.7717 Intermediate Similarity NPC474209
0.7711 Intermediate Similarity NPC147438
0.7701 Intermediate Similarity NPC55869
0.7701 Intermediate Similarity NPC99308
0.7701 Intermediate Similarity NPC475833
0.7701 Intermediate Similarity NPC474085
0.7692 Intermediate Similarity NPC307298
0.7677 Intermediate Similarity NPC2436
0.7677 Intermediate Similarity NPC216245
0.7677 Intermediate Similarity NPC135854
0.7677 Intermediate Similarity NPC470251
0.7667 Intermediate Similarity NPC229717
0.7653 Intermediate Similarity NPC80781
0.7647 Intermediate Similarity NPC283087
0.7634 Intermediate Similarity NPC248913
0.7609 Intermediate Similarity NPC112454
0.7604 Intermediate Similarity NPC216904
0.7586 Intermediate Similarity NPC108955
0.7582 Intermediate Similarity NPC272039
0.7582 Intermediate Similarity NPC220930
0.7579 Intermediate Similarity NPC295347
0.7576 Intermediate Similarity NPC179208
0.7558 Intermediate Similarity NPC23778
0.7553 Intermediate Similarity NPC477436
0.7553 Intermediate Similarity NPC477435
0.7549 Intermediate Similarity NPC250018
0.7529 Intermediate Similarity NPC180886
0.7529 Intermediate Similarity NPC110725
0.7529 Intermediate Similarity NPC26504
0.7528 Intermediate Similarity NPC8091
0.7528 Intermediate Similarity NPC168188
0.7528 Intermediate Similarity NPC470015
0.7527 Intermediate Similarity NPC252737
0.7526 Intermediate Similarity NPC275439
0.7526 Intermediate Similarity NPC112753
0.75 Intermediate Similarity NPC272411
0.75 Intermediate Similarity NPC143025
0.75 Intermediate Similarity NPC225515
0.7474 Intermediate Similarity NPC212812
0.7449 Intermediate Similarity NPC104861
0.7449 Intermediate Similarity NPC88198
0.7449 Intermediate Similarity NPC472972
0.7449 Intermediate Similarity NPC157787
0.7444 Intermediate Similarity NPC209882
0.7442 Intermediate Similarity NPC165711
0.7439 Intermediate Similarity NPC94488
0.7426 Intermediate Similarity NPC292588
0.7423 Intermediate Similarity NPC208094
0.7419 Intermediate Similarity NPC477973
0.7416 Intermediate Similarity NPC327969
0.7416 Intermediate Similarity NPC321289
0.7404 Intermediate Similarity NPC34315
0.7396 Intermediate Similarity NPC147232
0.7391 Intermediate Similarity NPC230016
0.7386 Intermediate Similarity NPC26139
0.7379 Intermediate Similarity NPC77947
0.7379 Intermediate Similarity NPC286174
0.7368 Intermediate Similarity NPC25750
0.7368 Intermediate Similarity NPC476416
0.7363 Intermediate Similarity NPC123319
0.7363 Intermediate Similarity NPC94531
0.7363 Intermediate Similarity NPC311702
0.7356 Intermediate Similarity NPC476808
0.7356 Intermediate Similarity NPC74410
0.7353 Intermediate Similarity NPC202524
0.7347 Intermediate Similarity NPC478056
0.7333 Intermediate Similarity NPC469561
0.7327 Intermediate Similarity NPC213366
0.732 Intermediate Similarity NPC328162
0.732 Intermediate Similarity NPC305483
0.732 Intermediate Similarity NPC96859
0.732 Intermediate Similarity NPC125622
0.7317 Intermediate Similarity NPC134385
0.7308 Intermediate Similarity NPC129689
0.7303 Intermediate Similarity NPC90055
0.7303 Intermediate Similarity NPC327002
0.7303 Intermediate Similarity NPC116797
0.7303 Intermediate Similarity NPC278459
0.7294 Intermediate Similarity NPC264178
0.7292 Intermediate Similarity NPC184870
0.7292 Intermediate Similarity NPC476415
0.7283 Intermediate Similarity NPC202394
0.7283 Intermediate Similarity NPC56588
0.7283 Intermediate Similarity NPC475181
0.7283 Intermediate Similarity NPC203795
0.7283 Intermediate Similarity NPC94666
0.7273 Intermediate Similarity NPC327674
0.7273 Intermediate Similarity NPC27817
0.7263 Intermediate Similarity NPC150383
0.7262 Intermediate Similarity NPC474539
0.7253 Intermediate Similarity NPC320801
0.7253 Intermediate Similarity NPC474359
0.7245 Intermediate Similarity NPC170131
0.7245 Intermediate Similarity NPC121339
0.7245 Intermediate Similarity NPC43747
0.7241 Intermediate Similarity NPC472300
0.7238 Intermediate Similarity NPC115303
0.7238 Intermediate Similarity NPC43775
0.7234 Intermediate Similarity NPC474918
0.7234 Intermediate Similarity NPC5509
0.7234 Intermediate Similarity NPC474700
0.7228 Intermediate Similarity NPC320154
0.7228 Intermediate Similarity NPC275583
0.7222 Intermediate Similarity NPC73882
0.7216 Intermediate Similarity NPC473648
0.7216 Intermediate Similarity NPC241156
0.7216 Intermediate Similarity NPC470016
0.7216 Intermediate Similarity NPC317586
0.7216 Intermediate Similarity NPC31021
0.7212 Intermediate Similarity NPC304495
0.7204 Intermediate Similarity NPC472007
0.72 Intermediate Similarity NPC473514
0.72 Intermediate Similarity NPC472643
0.7195 Intermediate Similarity NPC243272
0.7191 Intermediate Similarity NPC18955
0.7191 Intermediate Similarity NPC2482
0.7188 Intermediate Similarity NPC109414
0.7188 Intermediate Similarity NPC211230
0.7174 Intermediate Similarity NPC473038
0.717 Intermediate Similarity NPC193948
0.717 Intermediate Similarity NPC221144
0.7159 Intermediate Similarity NPC476810
0.7159 Intermediate Similarity NPC321514
0.7159 Intermediate Similarity NPC189485
0.7158 Intermediate Similarity NPC223093
0.7143 Intermediate Similarity NPC472734
0.7143 Intermediate Similarity NPC173321
0.7143 Intermediate Similarity NPC271784
0.7143 Intermediate Similarity NPC328371
0.7143 Intermediate Similarity NPC3772
0.7143 Intermediate Similarity NPC7124
0.7143 Intermediate Similarity NPC470948
0.7143 Intermediate Similarity NPC269492
0.7143 Intermediate Similarity NPC472733
0.7143 Intermediate Similarity NPC49019
0.7143 Intermediate Similarity NPC53733
0.7143 Intermediate Similarity NPC95565
0.7129 Intermediate Similarity NPC308726
0.7129 Intermediate Similarity NPC56498
0.7129 Intermediate Similarity NPC163249
0.7129 Intermediate Similarity NPC119601
0.7128 Intermediate Similarity NPC473229
0.7128 Intermediate Similarity NPC230387
0.7128 Intermediate Similarity NPC474474
0.7126 Intermediate Similarity NPC1254
0.7126 Intermediate Similarity NPC470525
0.7113 Intermediate Similarity NPC474328
0.7113 Intermediate Similarity NPC166906
0.7113 Intermediate Similarity NPC474882
0.7113 Intermediate Similarity NPC74751
0.7113 Intermediate Similarity NPC23170
0.7111 Intermediate Similarity NPC474955
0.7111 Intermediate Similarity NPC121984
0.7111 Intermediate Similarity NPC471898
0.7111 Intermediate Similarity NPC475665
0.7108 Intermediate Similarity NPC125578
0.7108 Intermediate Similarity NPC146376
0.7108 Intermediate Similarity NPC263382
0.7103 Intermediate Similarity NPC472929
0.71 Intermediate Similarity NPC307954
0.71 Intermediate Similarity NPC205899
0.71 Intermediate Similarity NPC327431
0.7097 Intermediate Similarity NPC472009
0.7097 Intermediate Similarity NPC322159

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC90287 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
0.7766 Intermediate Similarity NPD5695 Phase 3
0.7609 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7586 Intermediate Similarity NPD4695 Discontinued
0.7526 Intermediate Similarity NPD5696 Approved
0.75 Intermediate Similarity NPD3704 Approved
0.75 Intermediate Similarity NPD5737 Approved
0.75 Intermediate Similarity NPD6672 Approved
0.7423 Intermediate Similarity NPD6083 Phase 2
0.7423 Intermediate Similarity NPD6084 Phase 2
0.7356 Intermediate Similarity NPD3617 Approved
0.7188 Intermediate Similarity NPD6399 Phase 3
0.7158 Intermediate Similarity NPD5692 Phase 3
0.7113 Intermediate Similarity NPD7748 Approved
0.7097 Intermediate Similarity NPD5279 Phase 3
0.7083 Intermediate Similarity NPD5694 Approved
0.7083 Intermediate Similarity NPD6050 Approved
0.7071 Intermediate Similarity NPD7902 Approved
0.7053 Intermediate Similarity NPD6904 Approved
0.7053 Intermediate Similarity NPD6673 Approved
0.7053 Intermediate Similarity NPD6080 Approved
0.7048 Intermediate Similarity NPD6372 Approved
0.7048 Intermediate Similarity NPD6373 Approved
0.7045 Intermediate Similarity NPD4756 Discovery
0.6923 Remote Similarity NPD6402 Approved
0.6923 Remote Similarity NPD7128 Approved
0.6923 Remote Similarity NPD5739 Approved
0.6923 Remote Similarity NPD6675 Approved
0.6916 Remote Similarity NPD6649 Approved
0.6916 Remote Similarity NPD6650 Approved
0.6915 Remote Similarity NPD6409 Approved
0.6915 Remote Similarity NPD7334 Approved
0.6915 Remote Similarity NPD7146 Approved
0.6915 Remote Similarity NPD5330 Approved
0.6915 Remote Similarity NPD6684 Approved
0.6915 Remote Similarity NPD7521 Approved
0.6907 Remote Similarity NPD5284 Approved
0.6907 Remote Similarity NPD5693 Phase 1
0.6907 Remote Similarity NPD7515 Phase 2
0.6907 Remote Similarity NPD5281 Approved
0.6875 Remote Similarity NPD4753 Phase 2
0.6869 Remote Similarity NPD5654 Approved
0.6857 Remote Similarity NPD5697 Approved
0.6857 Remote Similarity NPD5701 Approved
0.6792 Remote Similarity NPD7320 Approved
0.6792 Remote Similarity NPD6011 Approved
0.6792 Remote Similarity NPD6881 Approved
0.6792 Remote Similarity NPD6899 Approved
0.6771 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6771 Remote Similarity NPD6903 Approved
0.6768 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6768 Remote Similarity NPD5282 Discontinued
0.6768 Remote Similarity NPD7900 Approved
0.6737 Remote Similarity NPD4694 Approved
0.6737 Remote Similarity NPD3618 Phase 1
0.6737 Remote Similarity NPD5690 Phase 2
0.6737 Remote Similarity NPD6098 Approved
0.6737 Remote Similarity NPD5280 Approved
0.6735 Remote Similarity NPD6411 Approved
0.6733 Remote Similarity NPD5959 Approved
0.6729 Remote Similarity NPD6014 Approved
0.6729 Remote Similarity NPD6013 Approved
0.6729 Remote Similarity NPD6012 Approved
0.6707 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6702 Remote Similarity NPD3665 Phase 1
0.6702 Remote Similarity NPD3133 Approved
0.6702 Remote Similarity NPD3666 Approved
0.6702 Remote Similarity NPD4197 Approved
0.67 Remote Similarity NPD4629 Approved
0.67 Remote Similarity NPD5210 Approved
0.6697 Remote Similarity NPD6882 Approved
0.6697 Remote Similarity NPD8297 Approved
0.6667 Remote Similarity NPD6883 Approved
0.6667 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7290 Approved
0.6667 Remote Similarity NPD7102 Approved
0.6667 Remote Similarity NPD3667 Approved
0.6634 Remote Similarity NPD4697 Phase 3
0.6633 Remote Similarity NPD5207 Approved
0.6632 Remote Similarity NPD1694 Approved
0.6632 Remote Similarity NPD5329 Approved
0.663 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6606 Remote Similarity NPD6847 Approved
0.6606 Remote Similarity NPD6617 Approved
0.6606 Remote Similarity NPD6869 Approved
0.6606 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6606 Remote Similarity NPD8130 Phase 1
0.6562 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6548 Remote Similarity NPD7341 Phase 2
0.6535 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6531 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6531 Remote Similarity NPD6101 Approved
0.6526 Remote Similarity NPD4786 Approved
0.6495 Remote Similarity NPD3573 Approved
0.6489 Remote Similarity NPD4221 Approved
0.6489 Remote Similarity NPD4223 Phase 3
0.6471 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6471 Remote Similarity NPD7614 Phase 1
0.6471 Remote Similarity NPD5222 Approved
0.6471 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6471 Remote Similarity NPD5221 Approved
0.6429 Remote Similarity NPD5208 Approved
0.6422 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6421 Remote Similarity NPD7154 Phase 3
0.6408 Remote Similarity NPD5173 Approved
0.6408 Remote Similarity NPD4755 Approved
0.6383 Remote Similarity NPD4139 Approved
0.6383 Remote Similarity NPD4692 Approved
0.6372 Remote Similarity NPD6868 Approved
0.6372 Remote Similarity NPD6274 Approved
0.6364 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6364 Remote Similarity NPD5328 Approved
0.6354 Remote Similarity NPD3668 Phase 3
0.6337 Remote Similarity NPD5133 Approved
0.6316 Remote Similarity NPD6317 Approved
0.6316 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6311 Remote Similarity NPD7732 Phase 3
0.63 Remote Similarity NPD5785 Approved
0.63 Remote Similarity NPD46 Approved
0.63 Remote Similarity NPD6698 Approved
0.6296 Remote Similarity NPD6008 Approved
0.6293 Remote Similarity NPD6319 Approved
0.6286 Remote Similarity NPD4696 Approved
0.6286 Remote Similarity NPD4700 Approved
0.6286 Remote Similarity NPD5285 Approved
0.6286 Remote Similarity NPD5286 Approved
0.6279 Remote Similarity NPD7331 Phase 2
0.6275 Remote Similarity NPD6001 Approved
0.6271 Remote Similarity NPD8328 Phase 3
0.6261 Remote Similarity NPD6314 Approved
0.6261 Remote Similarity NPD6313 Approved
0.6261 Remote Similarity NPD6335 Approved
0.6239 Remote Similarity NPD6614 Approved
0.6238 Remote Similarity NPD8035 Phase 2
0.6238 Remote Similarity NPD6079 Approved
0.6238 Remote Similarity NPD8034 Phase 2
0.6226 Remote Similarity NPD5223 Approved
0.6224 Remote Similarity NPD4689 Approved
0.6224 Remote Similarity NPD5205 Approved
0.6224 Remote Similarity NPD4519 Discontinued
0.6224 Remote Similarity NPD4623 Approved
0.6224 Remote Similarity NPD4138 Approved
0.6224 Remote Similarity NPD4693 Phase 3
0.6224 Remote Similarity NPD4690 Approved
0.6224 Remote Similarity NPD4688 Approved
0.6214 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6211 Remote Similarity NPD5369 Approved
0.6207 Remote Similarity NPD7101 Approved
0.6207 Remote Similarity NPD7100 Approved
0.6195 Remote Similarity NPD4632 Approved
0.619 Remote Similarity NPD4225 Approved
0.619 Remote Similarity NPD7638 Approved
0.6182 Remote Similarity NPD6686 Approved
0.6176 Remote Similarity NPD5778 Approved
0.6176 Remote Similarity NPD5779 Approved
0.6176 Remote Similarity NPD4202 Approved
0.6174 Remote Similarity NPD7115 Discovery
0.6174 Remote Similarity NPD6009 Approved
0.6168 Remote Similarity NPD5211 Phase 2
0.6168 Remote Similarity NPD5226 Approved
0.6168 Remote Similarity NPD4633 Approved
0.6168 Remote Similarity NPD5225 Approved
0.6168 Remote Similarity NPD5224 Approved
0.6147 Remote Similarity NPD4767 Approved
0.6147 Remote Similarity NPD4768 Approved
0.6146 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6139 Remote Similarity NPD4096 Approved
0.6132 Remote Similarity NPD7640 Approved
0.6132 Remote Similarity NPD7639 Approved
0.6126 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6122 Remote Similarity NPD5363 Approved
0.6111 Remote Similarity NPD4754 Approved
0.6111 Remote Similarity NPD5174 Approved
0.6111 Remote Similarity NPD5175 Approved
0.6111 Remote Similarity NPD5276 Approved
0.6102 Remote Similarity NPD6909 Approved
0.6102 Remote Similarity NPD6908 Approved
0.6102 Remote Similarity NPD5983 Phase 2
0.6102 Remote Similarity NPD6291 Clinical (unspecified phase)
0.61 Remote Similarity NPD4518 Approved
0.6091 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6091 Remote Similarity NPD6412 Phase 2
0.6087 Remote Similarity NPD8039 Approved
0.6082 Remote Similarity NPD6110 Phase 1
0.6082 Remote Similarity NPD4788 Approved
0.6067 Remote Similarity NPD4137 Phase 3
0.6064 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6061 Remote Similarity NPD6422 Discontinued
0.6055 Remote Similarity NPD5141 Approved
0.6048 Remote Similarity NPD7260 Phase 2
0.6036 Remote Similarity NPD4729 Approved
0.6036 Remote Similarity NPD4730 Approved
0.6019 Remote Similarity NPD5091 Approved
0.6019 Remote Similarity NPD7632 Discontinued
0.6 Remote Similarity NPD7604 Phase 2
0.6 Remote Similarity NPD4691 Approved
0.6 Remote Similarity NPD6845 Suspended
0.6 Remote Similarity NPD4747 Approved
0.5979 Remote Similarity NPD4269 Approved
0.5979 Remote Similarity NPD4270 Approved
0.5979 Remote Similarity NPD6435 Approved

Structure

External Identifiers

PubChem CID   10094991
ChEMBL   CHEMBL464227
ZINC  

Physicochemical Properties

Molecular Weight:  444.18
ALogP:  -0.1745
MLogP:  3.22
XLogP:  3.193
# Rotatable Bonds:  13
Polar Surface Area:  124.04
# H-Bond Aceptor:  8
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  32

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
Similar NPs/Drugs