Natural Product: NPC239758

Natural Product ID:  NPC239758
Common Name:   Calamusin G
IUPAC Name:   (2S,4aS,5R,8aS)-4a-hydroxy-2,5-dimethyl-8-propan-2-ylidene-2,3,4,5,6,8a-hexahydronaphthalene-1,7-dione
Synonyms:   Calamusin G
Molecular Formula:   C15H22O3
Standard InCHIKey:  VHUWMVDDOUSDKF-VWFLFCASSA-N
Standard InCHI:  InChI=1S/C15H22O3/c1-8(2)12-11(16)7-10(4)15(18)6-5-9(3)14(17)13(12)15/h9-10,13,18H,5-7H2,1-4H3/t9-,10+,13+,15-/m0/s1
Canonical SMILES:  C[C@H]1CC[C@]2([C@@H](C1=O)C(=C(C)C)C(=O)C[C@H]2C)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
NPO25682 Acorus calamus Species Acoraceae Eukaryota Rhizomes PMID[22671987]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT181 Cell Line Bel-7402 Homo sapiens IC50 > 10000 nM 25136754
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 20159656
NPT547 Cell Line BGC-823 Homo sapiens IC50 > 10000 nM 10.6019/CHEMBL1201861
NPT180 Cell Line HCT-8 Homo sapiens IC50 > 10000 nM 20655237
NPT179 Cell Line A2780 Homo sapiens IC50 > 10000 nM 22281186

  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 NPC239758 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
0.8442 Intermediate Similarity NPC207772
0.8182 Intermediate Similarity NPC76966
0.8182 Intermediate Similarity NPC186554
0.8182 Intermediate Similarity NPC7629
0.8182 Intermediate Similarity NPC151622
0.8049 Intermediate Similarity NPC251170
0.8 Intermediate Similarity NPC74445
0.8 Intermediate Similarity NPC287817
0.7949 Intermediate Similarity NPC78935
0.7901 Intermediate Similarity NPC119229
0.7848 Intermediate Similarity NPC34110
0.7778 Intermediate Similarity NPC469637
0.7765 Intermediate Similarity NPC471792
0.775 Intermediate Similarity NPC19443
0.775 Intermediate Similarity NPC476808
0.7722 Intermediate Similarity NPC472305
0.7711 Intermediate Similarity NPC64600
0.7711 Intermediate Similarity NPC66764
0.7711 Intermediate Similarity NPC110150
0.7683 Intermediate Similarity NPC473217
0.7662 Intermediate Similarity NPC84790
0.7647 Intermediate Similarity NPC472479
0.7625 Intermediate Similarity NPC257666
0.7625 Intermediate Similarity NPC266193
0.7619 Intermediate Similarity NPC472480
0.759 Intermediate Similarity NPC469325
0.7568 Intermediate Similarity NPC61473
0.7561 Intermediate Similarity NPC138492
0.7561 Intermediate Similarity NPC824
0.7561 Intermediate Similarity NPC476809
0.7561 Intermediate Similarity NPC233352
0.7531 Intermediate Similarity NPC178852
0.7531 Intermediate Similarity NPC253561
0.7531 Intermediate Similarity NPC80088
0.75 Intermediate Similarity NPC472492
0.75 Intermediate Similarity NPC92080
0.7471 Intermediate Similarity NPC53911
0.747 Intermediate Similarity NPC44963
0.747 Intermediate Similarity NPC472684
0.747 Intermediate Similarity NPC226068
0.747 Intermediate Similarity NPC189237
0.7468 Intermediate Similarity NPC470299
0.7467 Intermediate Similarity NPC103734
0.7444 Intermediate Similarity NPC258674
0.7442 Intermediate Similarity NPC472488
0.7439 Intermediate Similarity NPC475681
0.7436 Intermediate Similarity NPC144627
0.7419 Intermediate Similarity NPC46761
0.7412 Intermediate Similarity NPC470812
0.7386 Intermediate Similarity NPC472688
0.7386 Intermediate Similarity NPC472477
0.7386 Intermediate Similarity NPC472475
0.7386 Intermediate Similarity NPC472676
0.7356 Intermediate Similarity NPC472481
0.7356 Intermediate Similarity NPC472482
0.7356 Intermediate Similarity NPC472484
0.7356 Intermediate Similarity NPC298904
0.7349 Intermediate Similarity NPC2482
0.7342 Intermediate Similarity NPC472813
0.7326 Intermediate Similarity NPC70685
0.7317 Intermediate Similarity NPC275494
0.7317 Intermediate Similarity NPC30321
0.7317 Intermediate Similarity NPC471409
0.7308 Intermediate Similarity NPC163020
0.7303 Intermediate Similarity NPC134321
0.7303 Intermediate Similarity NPC128672
0.7303 Intermediate Similarity NPC472476
0.7284 Intermediate Similarity NPC180886
0.7283 Intermediate Similarity NPC272411
0.7273 Intermediate Similarity NPC328539
0.7273 Intermediate Similarity NPC472483
0.7273 Intermediate Similarity NPC471793
0.7273 Intermediate Similarity NPC474677
0.7273 Intermediate Similarity NPC48107
0.7273 Intermediate Similarity NPC471791
0.7273 Intermediate Similarity NPC269677
0.7262 Intermediate Similarity NPC121984
0.7262 Intermediate Similarity NPC116797
0.7262 Intermediate Similarity NPC14151
0.7253 Intermediate Similarity NPC160413
0.7253 Intermediate Similarity NPC103527
0.7253 Intermediate Similarity NPC196227
0.725 Intermediate Similarity NPC38426
0.725 Intermediate Similarity NPC22134
0.7241 Intermediate Similarity NPC472491
0.7241 Intermediate Similarity NPC472494
0.7241 Intermediate Similarity NPC94666
0.7241 Intermediate Similarity NPC179591
0.7234 Intermediate Similarity NPC198880
0.7229 Intermediate Similarity NPC192329
0.7222 Intermediate Similarity NPC116726
0.7222 Intermediate Similarity NPC172101
0.7222 Intermediate Similarity NPC248913
0.7222 Intermediate Similarity NPC73457
0.7209 Intermediate Similarity NPC40687
0.7195 Intermediate Similarity NPC165711
0.7195 Intermediate Similarity NPC197659
0.7191 Intermediate Similarity NPC472973
0.7191 Intermediate Similarity NPC472489
0.7191 Intermediate Similarity NPC119416
0.7191 Intermediate Similarity NPC69627
0.7179 Intermediate Similarity NPC469914
0.7176 Intermediate Similarity NPC227925
0.7176 Intermediate Similarity NPC70479
0.7176 Intermediate Similarity NPC193347
0.7174 Intermediate Similarity NPC473170
0.716 Intermediate Similarity NPC175079
0.7159 Intermediate Similarity NPC475740
0.7159 Intermediate Similarity NPC272039
0.7159 Intermediate Similarity NPC472493
0.7159 Intermediate Similarity NPC220930
0.7143 Intermediate Similarity NPC108955
0.7143 Intermediate Similarity NPC131840
0.7143 Intermediate Similarity NPC472301
0.7143 Intermediate Similarity NPC26139
0.7143 Intermediate Similarity NPC477436
0.7143 Intermediate Similarity NPC18955
0.7143 Intermediate Similarity NPC172013
0.7143 Intermediate Similarity NPC477435
0.7143 Intermediate Similarity NPC474807
0.7143 Intermediate Similarity NPC263161
0.7126 Intermediate Similarity NPC478245
0.7126 Intermediate Similarity NPC197823
0.7126 Intermediate Similarity NPC79573
0.7126 Intermediate Similarity NPC469948
0.7125 Intermediate Similarity NPC247586
0.7111 Intermediate Similarity NPC80401
0.7111 Intermediate Similarity NPC230332
0.7111 Intermediate Similarity NPC180849
0.7108 Intermediate Similarity NPC62336
0.7108 Intermediate Similarity NPC189485
0.7097 Intermediate Similarity NPC472734
0.7097 Intermediate Similarity NPC192428
0.7097 Intermediate Similarity NPC95565
0.7097 Intermediate Similarity NPC61369
0.7097 Intermediate Similarity NPC472733
0.7097 Intermediate Similarity NPC469545
0.7097 Intermediate Similarity NPC5532
0.7093 Intermediate Similarity NPC105173
0.7093 Intermediate Similarity NPC258985
0.7093 Intermediate Similarity NPC105803
0.7079 Intermediate Similarity NPC472802
0.7079 Intermediate Similarity NPC307298
0.7079 Intermediate Similarity NPC143767
0.7079 Intermediate Similarity NPC158778
0.7079 Intermediate Similarity NPC131470
0.7079 Intermediate Similarity NPC230387
0.7073 Intermediate Similarity NPC470525
0.7073 Intermediate Similarity NPC115719
0.7073 Intermediate Similarity NPC141346
0.7073 Intermediate Similarity NPC473437
0.7073 Intermediate Similarity NPC142759
0.7073 Intermediate Similarity NPC263582
0.7073 Intermediate Similarity NPC25908
0.7073 Intermediate Similarity NPC124289
0.7065 Intermediate Similarity NPC472977
0.7065 Intermediate Similarity NPC212812
0.7065 Intermediate Similarity NPC477439
0.7065 Intermediate Similarity NPC472976
0.7059 Intermediate Similarity NPC278459
0.7059 Intermediate Similarity NPC474353
0.7059 Intermediate Similarity NPC471898
0.7059 Intermediate Similarity NPC55869
0.7059 Intermediate Similarity NPC171665
0.7045 Intermediate Similarity NPC472974
0.7045 Intermediate Similarity NPC31564
0.7045 Intermediate Similarity NPC476043
0.7045 Intermediate Similarity NPC229717
0.7045 Intermediate Similarity NPC158393
0.7045 Intermediate Similarity NPC471737
0.7045 Intermediate Similarity NPC474778
0.7045 Intermediate Similarity NPC475181
0.7045 Intermediate Similarity NPC474733
0.7045 Intermediate Similarity NPC470955
0.7045 Intermediate Similarity NPC145879
0.7045 Intermediate Similarity NPC474732
0.7041 Intermediate Similarity NPC85529
0.7041 Intermediate Similarity NPC32006
0.7037 Intermediate Similarity NPC162164
0.7033 Intermediate Similarity NPC472975
0.7033 Intermediate Similarity NPC472978
0.7033 Intermediate Similarity NPC278106
0.7033 Intermediate Similarity NPC168027
0.7033 Intermediate Similarity NPC99380
0.7033 Intermediate Similarity NPC185936
0.7033 Intermediate Similarity NPC476168
0.7024 Intermediate Similarity NPC215843
0.7024 Intermediate Similarity NPC170394
0.7024 Intermediate Similarity NPC474113
0.7024 Intermediate Similarity NPC281138
0.7021 Intermediate Similarity NPC477268
0.7021 Intermediate Similarity NPC472690
0.7021 Intermediate Similarity NPC472732
0.7021 Intermediate Similarity NPC472689
0.7021 Intermediate Similarity NPC472731
0.7021 Intermediate Similarity NPC477267
0.7013 Intermediate Similarity NPC197089
0.7011 Intermediate Similarity NPC144258
0.7011 Intermediate Similarity NPC209882
0.7011 Intermediate Similarity NPC146683

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC239758 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
0.7647 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7568 Intermediate Similarity NPD7341 Phase 2
0.7317 Intermediate Similarity NPD3617 Approved
0.7241 Intermediate Similarity NPD3618 Phase 1
0.7237 Intermediate Similarity NPD7331 Phase 2
0.7191 Intermediate Similarity NPD5328 Approved
0.7176 Intermediate Similarity NPD4221 Approved
0.7176 Intermediate Similarity NPD4223 Phase 3
0.7143 Intermediate Similarity NPD4695 Discontinued
0.7097 Intermediate Similarity NPD4697 Phase 3
0.7033 Intermediate Similarity NPD6079 Approved
0.7011 Intermediate Similarity NPD4197 Approved
0.6977 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6977 Remote Similarity NPD3667 Approved
0.6966 Remote Similarity NPD3573 Approved
0.6932 Remote Similarity NPD5329 Approved
0.6854 Remote Similarity NPD4689 Approved
0.6854 Remote Similarity NPD5205 Approved
0.6854 Remote Similarity NPD4519 Discontinued
0.6854 Remote Similarity NPD4623 Approved
0.6854 Remote Similarity NPD4690 Approved
0.6854 Remote Similarity NPD4138 Approved
0.6854 Remote Similarity NPD4693 Phase 3
0.6854 Remote Similarity NPD4688 Approved
0.6842 Remote Similarity NPD4755 Approved
0.6818 Remote Similarity NPD3665 Phase 1
0.6818 Remote Similarity NPD4786 Approved
0.6818 Remote Similarity NPD3666 Approved
0.6818 Remote Similarity NPD3133 Approved
0.6774 Remote Similarity NPD4202 Approved
0.6737 Remote Similarity NPD5222 Approved
0.6737 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6737 Remote Similarity NPD5221 Approved
0.6701 Remote Similarity NPD5286 Approved
0.6701 Remote Similarity NPD4700 Approved
0.6701 Remote Similarity NPD4696 Approved
0.6701 Remote Similarity NPD5285 Approved
0.6667 Remote Similarity NPD5690 Phase 2
0.6667 Remote Similarity NPD5280 Approved
0.6667 Remote Similarity NPD4139 Approved
0.6667 Remote Similarity NPD4694 Approved
0.6667 Remote Similarity NPD7902 Approved
0.6667 Remote Similarity NPD5173 Approved
0.6667 Remote Similarity NPD4692 Approved
0.6667 Remote Similarity NPD7515 Phase 2
0.6633 Remote Similarity NPD5223 Approved
0.663 Remote Similarity NPD7285 Clinical (unspecified phase)
0.663 Remote Similarity NPD4753 Phase 2
0.6596 Remote Similarity NPD6399 Phase 3
0.6566 Remote Similarity NPD5211 Phase 2
0.6566 Remote Similarity NPD5224 Approved
0.6566 Remote Similarity NPD4633 Approved
0.6566 Remote Similarity NPD5225 Approved
0.6566 Remote Similarity NPD5226 Approved
0.6543 Remote Similarity NPD4137 Phase 3
0.6526 Remote Similarity NPD7748 Approved
0.6505 Remote Similarity NPD6372 Approved
0.6505 Remote Similarity NPD6373 Approved
0.65 Remote Similarity NPD5174 Approved
0.65 Remote Similarity NPD4754 Approved
0.65 Remote Similarity NPD5175 Approved
0.6489 Remote Similarity NPD5284 Approved
0.6489 Remote Similarity NPD5281 Approved
0.6463 Remote Similarity NPD4747 Approved
0.6463 Remote Similarity NPD4691 Approved
0.6458 Remote Similarity NPD4629 Approved
0.6458 Remote Similarity NPD5210 Approved
0.6444 Remote Similarity NPD3668 Phase 3
0.6442 Remote Similarity NPD4634 Approved
0.6437 Remote Similarity NPD4195 Approved
0.6436 Remote Similarity NPD5141 Approved
0.6381 Remote Similarity NPD6650 Approved
0.6381 Remote Similarity NPD6649 Approved
0.6374 Remote Similarity NPD1696 Phase 3
0.6373 Remote Similarity NPD7128 Approved
0.6373 Remote Similarity NPD5739 Approved
0.6373 Remote Similarity NPD6402 Approved
0.6373 Remote Similarity NPD6675 Approved
0.6373 Remote Similarity NPD4768 Approved
0.6373 Remote Similarity NPD4767 Approved
0.6354 Remote Similarity NPD7900 Approved
0.6354 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6333 Remote Similarity NPD4788 Approved
0.6311 Remote Similarity NPD5697 Approved
0.6311 Remote Similarity NPD5701 Approved
0.6304 Remote Similarity NPD5279 Phase 3
0.6263 Remote Similarity NPD5696 Approved
0.625 Remote Similarity NPD6011 Approved
0.625 Remote Similarity NPD6881 Approved
0.625 Remote Similarity NPD7320 Approved
0.625 Remote Similarity NPD5133 Approved
0.625 Remote Similarity NPD6899 Approved
0.625 Remote Similarity NPD5128 Approved
0.625 Remote Similarity NPD4730 Approved
0.625 Remote Similarity NPD4729 Approved
0.6235 Remote Similarity NPD4058 Approved
0.6224 Remote Similarity NPD7614 Phase 1
0.622 Remote Similarity NPD5360 Phase 3
0.622 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6216 Remote Similarity NPD615 Clinical (unspecified phase)
0.6214 Remote Similarity NPD6008 Approved
0.6211 Remote Similarity NPD4096 Approved
0.6203 Remote Similarity NPD2664 Clinical (unspecified phase)
0.619 Remote Similarity NPD6014 Approved
0.619 Remote Similarity NPD6012 Approved
0.619 Remote Similarity NPD6013 Approved
0.6186 Remote Similarity NPD6001 Approved
0.617 Remote Similarity NPD5208 Approved
0.617 Remote Similarity NPD4518 Approved
0.6163 Remote Similarity NPD3703 Phase 2
0.6162 Remote Similarity NPD6084 Phase 2
0.6162 Remote Similarity NPD6083 Phase 2
0.6132 Remote Similarity NPD7102 Approved
0.6132 Remote Similarity NPD7290 Approved
0.6132 Remote Similarity NPD5135 Approved
0.6132 Remote Similarity NPD6883 Approved
0.6132 Remote Similarity NPD5169 Approved
0.6132 Remote Similarity NPD5247 Approved
0.6132 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6132 Remote Similarity NPD5249 Phase 3
0.6132 Remote Similarity NPD5251 Approved
0.6132 Remote Similarity NPD5250 Approved
0.6132 Remote Similarity NPD5248 Approved
0.6129 Remote Similarity NPD7521 Approved
0.6129 Remote Similarity NPD5330 Approved
0.6129 Remote Similarity NPD7146 Approved
0.6129 Remote Similarity NPD6409 Approved
0.6129 Remote Similarity NPD7334 Approved
0.6129 Remote Similarity NPD5786 Approved
0.6129 Remote Similarity NPD6684 Approved
0.6122 Remote Similarity NPD5695 Phase 3
0.6122 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6111 Remote Similarity NPD5369 Approved
0.6105 Remote Similarity NPD6904 Approved
0.6105 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6105 Remote Similarity NPD6080 Approved
0.6105 Remote Similarity NPD6101 Approved
0.6105 Remote Similarity NPD6673 Approved
0.61 Remote Similarity NPD4225 Approved
0.6095 Remote Similarity NPD5168 Approved
0.6091 Remote Similarity NPD7115 Discovery
0.6078 Remote Similarity NPD5091 Approved
0.6075 Remote Similarity NPD5215 Approved
0.6075 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6075 Remote Similarity NPD6869 Approved
0.6075 Remote Similarity NPD5127 Approved
0.6075 Remote Similarity NPD6847 Approved
0.6075 Remote Similarity NPD6617 Approved
0.6075 Remote Similarity NPD5216 Approved
0.6075 Remote Similarity NPD8130 Phase 1
0.6075 Remote Similarity NPD5217 Approved
0.6049 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6047 Remote Similarity NPD5733 Approved
0.6047 Remote Similarity NPD4687 Approved
0.6042 Remote Similarity NPD5207 Approved
0.6024 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6022 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6022 Remote Similarity NPD1694 Approved
0.6022 Remote Similarity NPD5363 Approved
0.602 Remote Similarity NPD5282 Discontinued
0.6019 Remote Similarity NPD8297 Approved
0.6019 Remote Similarity NPD6882 Approved
0.6 Remote Similarity NPD5737 Approved
0.6 Remote Similarity NPD6903 Approved
0.6 Remote Similarity NPD4758 Discontinued
0.6 Remote Similarity NPD6672 Approved
0.6 Remote Similarity NPD5276 Approved
0.6 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5981 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5979 Remote Similarity NPD6411 Approved
0.5979 Remote Similarity NPD5693 Phase 1
0.5979 Remote Similarity NPD8034 Phase 2
0.5979 Remote Similarity NPD8035 Phase 2
0.5976 Remote Similarity NPD3704 Approved
0.5976 Remote Similarity NPD4224 Phase 2
0.5963 Remote Similarity NPD4632 Approved
0.596 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5957 Remote Similarity NPD6098 Approved
0.5952 Remote Similarity NPD3700 Clinical (unspecified phase)
0.5952 Remote Similarity NPD3699 Clinical (unspecified phase)
0.5929 Remote Similarity NPD6054 Approved
0.5929 Remote Similarity NPD6059 Approved
0.5929 Remote Similarity NPD6319 Approved
0.5918 Remote Similarity NPD5778 Approved
0.5918 Remote Similarity NPD5779 Approved
0.5909 Remote Similarity NPD5167 Approved
0.5909 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5897 Remote Similarity NPD287 Approved
0.5877 Remote Similarity NPD6016 Approved
0.5877 Remote Similarity NPD6015 Approved
0.5876 Remote Similarity NPD5692 Phase 3
0.587 Remote Similarity NPD4269 Approved
0.587 Remote Similarity NPD4752 Clinical (unspecified phase)
0.587 Remote Similarity NPD4270 Approved
0.5862 Remote Similarity NPD4785 Approved
0.5862 Remote Similarity NPD4784 Approved
0.5856 Remote Similarity NPD6274 Approved
0.5826 Remote Similarity NPD5988 Approved
0.5826 Remote Similarity NPD6370 Approved
0.5824 Remote Similarity NPD8259 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   60156149
ChEMBL   CHEMBL2063123
ZINC  

Physicochemical Properties

Molecular Weight:  250.16
ALogP:  0.9173
MLogP:  2.78
XLogP:  0.724
# Rotatable Bonds:  5
Polar Surface Area:  54.37
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  18

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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