Natural Product: NPC238146

Natural Product ID:  NPC238146
Common Name:   Calcaratarin A
IUPAC Name:   (E)-4-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-2-(2,2-dimethoxyethyl)but-2-enal
Synonyms:  
Molecular Formula:   C22H36O3
Standard InCHIKey:  KUJKCZZRNAACDH-IEPFJFGQSA-N
Standard InCHI:  InChI=1S/C22H36O3/c1-16-8-11-19-21(2,3)12-7-13-22(19,4)18(16)10-9-17(15-23)14-20(24-5)25-6/h9,15,18-20H,1,7-8,10-14H2,2-6H3/b17-9+/t18-,19-,22+/m0/s1
Canonical SMILES:  COC(C/C(=CC[C@H]1C(=C)CC[C@@H]2[C@]1(C)CCCC2(C)C)/C=O)OC
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
NPO16667 Curcuma mangga Species Zingiberaceae Eukaryota Rhizomes PMID[16038556]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity = 11.5 % 17950603

  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 NPC238146 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
0.9014 High Similarity NPC144947
0.8406 Intermediate Similarity NPC52449
0.8406 Intermediate Similarity NPC169275
0.8378 Intermediate Similarity NPC168975
0.8378 Intermediate Similarity NPC75485
0.8354 Intermediate Similarity NPC469
0.8101 Intermediate Similarity NPC149237
0.7711 Intermediate Similarity NPC217394
0.7703 Intermediate Similarity NPC155198
0.7674 Intermediate Similarity NPC253186
0.7662 Intermediate Similarity NPC211641
0.7662 Intermediate Similarity NPC128346
0.7662 Intermediate Similarity NPC219232
0.7568 Intermediate Similarity NPC4370
0.7568 Intermediate Similarity NPC290350
0.75 Intermediate Similarity NPC59436
0.7432 Intermediate Similarity NPC185587
0.7407 Intermediate Similarity NPC283789
0.7349 Intermediate Similarity NPC142683
0.7297 Intermediate Similarity NPC268039
0.7294 Intermediate Similarity NPC2709
0.7284 Intermediate Similarity NPC115515
0.725 Intermediate Similarity NPC474463
0.725 Intermediate Similarity NPC469793
0.725 Intermediate Similarity NPC4509
0.725 Intermediate Similarity NPC19907
0.725 Intermediate Similarity NPC469796
0.7229 Intermediate Similarity NPC90055
0.7215 Intermediate Similarity NPC20025
0.7195 Intermediate Similarity NPC476177
0.7195 Intermediate Similarity NPC470429
0.7191 Intermediate Similarity NPC65513
0.7183 Intermediate Similarity NPC60772
0.7179 Intermediate Similarity NPC474539
0.7179 Intermediate Similarity NPC474562
0.7174 Intermediate Similarity NPC204054
0.7174 Intermediate Similarity NPC257726
0.716 Intermediate Similarity NPC470428
0.7143 Intermediate Similarity NPC470813
0.7111 Intermediate Similarity NPC474185
0.7108 Intermediate Similarity NPC474509
0.7097 Intermediate Similarity NPC473154
0.7093 Intermediate Similarity NPC300985
0.7079 Intermediate Similarity NPC159748
0.7079 Intermediate Similarity NPC101651
0.7073 Intermediate Similarity NPC476949
0.7067 Intermediate Similarity NPC107258
0.7059 Intermediate Similarity NPC472440
0.7059 Intermediate Similarity NPC307258
0.7 Intermediate Similarity NPC78527
0.7 Intermediate Similarity NPC166797
0.6988 Remote Similarity NPC170793
0.6988 Remote Similarity NPC90965
0.6966 Remote Similarity NPC469546
0.6966 Remote Similarity NPC251528
0.6951 Remote Similarity NPC219809
0.6951 Remote Similarity NPC472300
0.6941 Remote Similarity NPC94200
0.6941 Remote Similarity NPC200513
0.6933 Remote Similarity NPC329698
0.6923 Remote Similarity NPC151722
0.6914 Remote Similarity NPC65650
0.6905 Remote Similarity NPC474956
0.6905 Remote Similarity NPC2482
0.6905 Remote Similarity NPC473685
0.6897 Remote Similarity NPC30984
0.6897 Remote Similarity NPC329630
0.6897 Remote Similarity NPC472442
0.6889 Remote Similarity NPC328141
0.6883 Remote Similarity NPC193770
0.6882 Remote Similarity NPC319692
0.6882 Remote Similarity NPC325960
0.6882 Remote Similarity NPC73858
0.6875 Remote Similarity NPC476489
0.6875 Remote Similarity NPC303613
0.6875 Remote Similarity NPC134077
0.6875 Remote Similarity NPC12680
0.6875 Remote Similarity NPC476490
0.6875 Remote Similarity NPC474228
0.6867 Remote Similarity NPC228911
0.686 Remote Similarity NPC22611
0.6854 Remote Similarity NPC206060
0.6854 Remote Similarity NPC473229
0.6854 Remote Similarity NPC474629
0.6854 Remote Similarity NPC196407
0.6848 Remote Similarity NPC269729
0.6835 Remote Similarity NPC251929
0.6835 Remote Similarity NPC2634
0.6835 Remote Similarity NPC265782
0.6829 Remote Similarity NPC26504
0.6824 Remote Similarity NPC40228
0.6818 Remote Similarity NPC168248
0.6818 Remote Similarity NPC118266
0.6813 Remote Similarity NPC179517
0.6813 Remote Similarity NPC476187
0.6813 Remote Similarity NPC165904
0.6813 Remote Similarity NPC477783
0.6806 Remote Similarity NPC321568
0.6806 Remote Similarity NPC208749
0.6806 Remote Similarity NPC22019
0.6806 Remote Similarity NPC281986
0.6795 Remote Similarity NPC260474
0.6795 Remote Similarity NPC188292
0.679 Remote Similarity NPC329866
0.679 Remote Similarity NPC147438
0.679 Remote Similarity NPC474796
0.679 Remote Similarity NPC474797
0.679 Remote Similarity NPC309852
0.6786 Remote Similarity NPC190211
0.6782 Remote Similarity NPC472265
0.6778 Remote Similarity NPC474396
0.6778 Remote Similarity NPC50070
0.6778 Remote Similarity NPC50488
0.6778 Remote Similarity NPC79027
0.6778 Remote Similarity NPC471654
0.6778 Remote Similarity NPC477973
0.6774 Remote Similarity NPC274417
0.6771 Remote Similarity NPC63249
0.6757 Remote Similarity NPC127582
0.6753 Remote Similarity NPC259156
0.6753 Remote Similarity NPC242945
0.675 Remote Similarity NPC304983
0.675 Remote Similarity NPC72343
0.675 Remote Similarity NPC257618
0.675 Remote Similarity NPC190035
0.675 Remote Similarity NPC21944
0.675 Remote Similarity NPC54123
0.675 Remote Similarity NPC133253
0.6742 Remote Similarity NPC288952
0.6739 Remote Similarity NPC166346
0.6739 Remote Similarity NPC267266
0.6739 Remote Similarity NPC277721
0.6709 Remote Similarity NPC256846
0.6709 Remote Similarity NPC139397
0.6705 Remote Similarity NPC86316
0.6705 Remote Similarity NPC329738
0.6705 Remote Similarity NPC106416
0.6705 Remote Similarity NPC65661
0.6705 Remote Similarity NPC33881
0.6705 Remote Similarity NPC133652
0.6703 Remote Similarity NPC477782
0.6702 Remote Similarity NPC112654
0.6667 Remote Similarity NPC470906
0.6667 Remote Similarity NPC60565
0.6667 Remote Similarity NPC4827
0.6667 Remote Similarity NPC118423
0.6667 Remote Similarity NPC304968
0.6667 Remote Similarity NPC470165
0.6667 Remote Similarity NPC198240
0.6667 Remote Similarity NPC474976
0.6667 Remote Similarity NPC251705
0.6667 Remote Similarity NPC42476
0.6667 Remote Similarity NPC128488
0.6667 Remote Similarity NPC239098
0.6667 Remote Similarity NPC176107
0.6667 Remote Similarity NPC105197
0.6667 Remote Similarity NPC35574
0.6667 Remote Similarity NPC474790
0.6667 Remote Similarity NPC291665
0.6632 Remote Similarity NPC476768
0.663 Remote Similarity NPC230064
0.663 Remote Similarity NPC72845
0.6629 Remote Similarity NPC195640
0.6629 Remote Similarity NPC211892
0.6629 Remote Similarity NPC220478
0.6628 Remote Similarity NPC170303
0.6628 Remote Similarity NPC229584
0.6628 Remote Similarity NPC278459
0.6628 Remote Similarity NPC474955
0.6628 Remote Similarity NPC121984
0.6628 Remote Similarity NPC475665
0.6628 Remote Similarity NPC159148
0.6628 Remote Similarity NPC474085
0.6628 Remote Similarity NPC14203
0.6627 Remote Similarity NPC41017
0.6627 Remote Similarity NPC899
0.6627 Remote Similarity NPC470525
0.6627 Remote Similarity NPC69408
0.6625 Remote Similarity NPC260040
0.6625 Remote Similarity NPC159577
0.6625 Remote Similarity NPC307176
0.6625 Remote Similarity NPC282593
0.6625 Remote Similarity NPC35734
0.6623 Remote Similarity NPC251118
0.6623 Remote Similarity NPC183422
0.6596 Remote Similarity NPC476519
0.6593 Remote Similarity NPC293044
0.6593 Remote Similarity NPC474844
0.6593 Remote Similarity NPC174342
0.6593 Remote Similarity NPC184663
0.6593 Remote Similarity NPC177141
0.6591 Remote Similarity NPC33913
0.6591 Remote Similarity NPC71626
0.6591 Remote Similarity NPC470812
0.6591 Remote Similarity NPC312660
0.6591 Remote Similarity NPC470800
0.6591 Remote Similarity NPC476412
0.6591 Remote Similarity NPC96055
0.6591 Remote Similarity NPC139566
0.6588 Remote Similarity NPC327674

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC238146 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
0.6941 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6835 Remote Similarity NPD4691 Approved
0.6709 Remote Similarity NPD4137 Phase 3
0.6629 Remote Similarity NPD7521 Approved
0.6629 Remote Similarity NPD6409 Approved
0.6629 Remote Similarity NPD7334 Approved
0.6629 Remote Similarity NPD6684 Approved
0.6629 Remote Similarity NPD7146 Approved
0.6629 Remote Similarity NPD5330 Approved
0.6625 Remote Similarity NPD4747 Approved
0.6585 Remote Similarity NPD4058 Approved
0.6512 Remote Similarity NPD4695 Discontinued
0.6484 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6484 Remote Similarity NPD6903 Approved
0.6484 Remote Similarity NPD5737 Approved
0.6484 Remote Similarity NPD6672 Approved
0.6386 Remote Similarity NPD5733 Approved
0.6341 Remote Similarity NPD5276 Approved
0.6316 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6316 Remote Similarity NPD7900 Approved
0.6264 Remote Similarity NPD3618 Phase 1
0.6224 Remote Similarity NPD4225 Approved
0.6222 Remote Similarity NPD3666 Approved
0.6222 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6222 Remote Similarity NPD3665 Phase 1
0.6222 Remote Similarity NPD4786 Approved
0.6222 Remote Similarity NPD3133 Approved
0.6214 Remote Similarity NPD6686 Approved
0.6211 Remote Similarity NPD6399 Phase 3
0.6196 Remote Similarity NPD3573 Approved
0.619 Remote Similarity NPD4687 Approved
0.618 Remote Similarity NPD3667 Approved
0.6173 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6146 Remote Similarity NPD7748 Approved
0.6122 Remote Similarity NPD7902 Approved
0.6117 Remote Similarity NPD6412 Phase 2
0.6105 Remote Similarity NPD6079 Approved
0.6105 Remote Similarity NPD7515 Phase 2
0.6098 Remote Similarity NPD6923 Approved
0.6098 Remote Similarity NPD6922 Approved
0.6082 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6076 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6067 Remote Similarity NPD8028 Phase 2
0.6064 Remote Similarity NPD6904 Approved
0.6064 Remote Similarity NPD5328 Approved
0.6064 Remote Similarity NPD6080 Approved
0.6064 Remote Similarity NPD6673 Approved
0.6053 Remote Similarity NPD287 Approved
0.6044 Remote Similarity NPD3668 Phase 3
0.6024 Remote Similarity NPD7143 Approved
0.6024 Remote Similarity NPD7144 Approved
0.6023 Remote Similarity NPD4195 Approved
0.602 Remote Similarity NPD4697 Phase 3
0.6 Remote Similarity NPD4221 Approved
0.6 Remote Similarity NPD6924 Approved
0.6 Remote Similarity NPD4223 Phase 3
0.6 Remote Similarity NPD6926 Approved
0.5978 Remote Similarity NPD1694 Approved
0.5978 Remote Similarity NPD5329 Approved
0.596 Remote Similarity NPD6083 Phase 2
0.596 Remote Similarity NPD6084 Phase 2
0.5957 Remote Similarity NPD5208 Approved
0.5955 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5952 Remote Similarity NPD7150 Approved
0.5952 Remote Similarity NPD7151 Approved
0.5952 Remote Similarity NPD7152 Approved
0.5938 Remote Similarity NPD7637 Suspended
0.593 Remote Similarity NPD8039 Approved
0.593 Remote Similarity NPD6942 Approved
0.593 Remote Similarity NPD7339 Approved
0.5918 Remote Similarity NPD5210 Approved
0.5918 Remote Similarity NPD4629 Approved
0.5914 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5914 Remote Similarity NPD5279 Phase 3
0.5914 Remote Similarity NPD6098 Approved
0.59 Remote Similarity NPD5696 Approved
0.59 Remote Similarity NPD7638 Approved
0.5895 Remote Similarity NPD4753 Phase 2
0.5895 Remote Similarity NPD7285 Clinical (unspecified phase)
0.587 Remote Similarity NPD4197 Approved
0.5862 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5862 Remote Similarity NPD6933 Approved
0.5859 Remote Similarity NPD7732 Phase 3
0.5843 Remote Similarity NPD7645 Phase 2
0.5842 Remote Similarity NPD7639 Approved
0.5842 Remote Similarity NPD7640 Approved
0.5833 Remote Similarity NPD5207 Approved
0.5823 Remote Similarity NPD4193 Approved
0.5823 Remote Similarity NPD4191 Approved
0.5823 Remote Similarity NPD4192 Approved
0.5823 Remote Similarity NPD4194 Approved
0.5816 Remote Similarity NPD6001 Approved
0.5795 Remote Similarity NPD6932 Approved
0.5795 Remote Similarity NPD5776 Phase 2
0.5795 Remote Similarity NPD6925 Approved
0.5773 Remote Similarity NPD5693 Phase 1
0.5773 Remote Similarity NPD6050 Approved
0.5761 Remote Similarity NPD3527 Clinical (unspecified phase)
0.5761 Remote Similarity NPD4788 Approved
0.5758 Remote Similarity NPD5695 Phase 3
0.5747 Remote Similarity NPD8264 Approved
0.5745 Remote Similarity NPD4693 Phase 3
0.5745 Remote Similarity NPD4519 Discontinued
0.5745 Remote Similarity NPD4623 Approved
0.5745 Remote Similarity NPD4138 Approved
0.5745 Remote Similarity NPD4690 Approved
0.5745 Remote Similarity NPD4689 Approved
0.5745 Remote Similarity NPD5690 Phase 2
0.5745 Remote Similarity NPD5205 Approved
0.5745 Remote Similarity NPD4688 Approved
0.573 Remote Similarity NPD7145 Approved
0.573 Remote Similarity NPD7322 Clinical (unspecified phase)
0.573 Remote Similarity NPD3617 Approved
0.5729 Remote Similarity NPD6051 Approved
0.5714 Remote Similarity NPD6008 Approved
0.5714 Remote Similarity NPD4202 Approved
0.57 Remote Similarity NPD5220 Clinical (unspecified phase)
0.57 Remote Similarity NPD5221 Approved
0.57 Remote Similarity NPD5222 Approved
0.5688 Remote Similarity NPD6882 Approved
0.567 Remote Similarity NPD5785 Approved
0.567 Remote Similarity NPD5692 Phase 3
0.5667 Remote Similarity NPD6929 Approved
0.5667 Remote Similarity NPD6683 Phase 2
0.5652 Remote Similarity NPD5209 Approved
0.5644 Remote Similarity NPD5173 Approved
0.5632 Remote Similarity NPD4784 Approved
0.5632 Remote Similarity NPD4785 Approved
0.5612 Remote Similarity NPD5284 Approved
0.5612 Remote Similarity NPD5281 Approved
0.5612 Remote Similarity NPD5694 Approved
0.5612 Remote Similarity NPD6411 Approved
0.561 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5607 Remote Similarity NPD6881 Approved
0.5607 Remote Similarity NPD6899 Approved
0.5604 Remote Similarity NPD7525 Registered
0.5604 Remote Similarity NPD7509 Discontinued
0.5604 Remote Similarity NPD6931 Approved
0.5604 Remote Similarity NPD6930 Phase 2
0.5604 Remote Similarity NPD7514 Phase 3
0.5604 Remote Similarity NPD7332 Phase 2

Structure

External Identifiers

PubChem CID   10689094
ChEMBL   CHEMBL508115
ZINC  

Physicochemical Properties

Molecular Weight:  348.27
ALogP:  2.0177
MLogP:  3.55
XLogP:  6.651
# Rotatable Bonds:  12
Polar Surface Area:  35.53
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  25

Download Data

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