Natural Product: NPC99380

Natural Product ID:  NPC99380
Common Name:   Eriocasin B
IUPAC Name:   2-[(2R,4bR,7R,8aS,9S)-7,9-dihydroxy-4b,8,8-trimethyl-10-oxo-2,3,4,5,6,7,8a,9-octahydro-1H-phenanthren-2-yl]prop-2-enal
Synonyms:   Eriocasin B
Molecular Formula:   C20H28O4
Standard InCHIKey:  KHXPUTCGVCTBNK-IBKORDLPSA-N
Standard InCHI:  InChI=1S/C20H28O4/c1-11(10-21)12-5-6-14-13(9-12)16(23)17(24)18-19(2,3)15(22)7-8-20(14,18)4/h10,12,15,17-18,22,24H,1,5-9H2,2-4H3/t12-,15-,17-,18-,20+/m1/s1
Canonical SMILES:  O=CC(=C)[C@@H]1CCC2=C(C1)C(=O)[C@H]([C@H]1[C@@]2(C)CC[C@H](C1(C)C)O)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
NPO1927 Isodon eriocalyx Species Lamiaceae Eukaryota Aerial parts PMID[20949916]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT139 Cell Line HT-29 Homo sapiens IC50 > 10000 nM 20949916
NPT181 Cell Line Bel-7402 Homo sapiens IC50 > 10000 nM 20949916
NPT146 Cell Line SK-OV-3 Homo sapiens IC50 > 10000 nM 20949916

  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 NPC99380 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
0.8966 High Similarity NPC34190
0.8778 High Similarity NPC183283
0.871 High Similarity NPC96859
0.871 High Similarity NPC305483
0.871 High Similarity NPC192428
0.871 High Similarity NPC328162
0.8696 High Similarity NPC23170
0.8681 High Similarity NPC185936
0.8681 High Similarity NPC168027
0.8667 High Similarity NPC472983
0.8571 High Similarity NPC191684
0.8556 High Similarity NPC473229
0.8556 High Similarity NPC206060
0.8556 High Similarity NPC143767
0.8556 High Similarity NPC131470
0.8556 High Similarity NPC474925
0.8523 High Similarity NPC470812
0.8511 High Similarity NPC5532
0.8511 High Similarity NPC469545
0.8511 High Similarity NPC61369
0.8506 High Similarity NPC103486
0.8495 Intermediate Similarity NPC166906
0.8462 Intermediate Similarity NPC275740
0.8462 Intermediate Similarity NPC86319
0.8438 Intermediate Similarity NPC144956
0.8427 Intermediate Similarity NPC32037
0.8421 Intermediate Similarity NPC18509
0.8421 Intermediate Similarity NPC43747
0.8409 Intermediate Similarity NPC64600
0.8404 Intermediate Similarity NPC470016
0.8404 Intermediate Similarity NPC317586
0.8404 Intermediate Similarity NPC474602
0.8391 Intermediate Similarity NPC119229
0.8391 Intermediate Similarity NPC55869
0.8387 Intermediate Similarity NPC477436
0.8387 Intermediate Similarity NPC477435
0.8352 Intermediate Similarity NPC471722
0.8352 Intermediate Similarity NPC328539
0.8352 Intermediate Similarity NPC230387
0.8352 Intermediate Similarity NPC158778
0.8351 Intermediate Similarity NPC472637
0.8351 Intermediate Similarity NPC163372
0.8351 Intermediate Similarity NPC302537
0.8333 Intermediate Similarity NPC472974
0.8333 Intermediate Similarity NPC94666
0.8333 Intermediate Similarity NPC72133
0.8298 Intermediate Similarity NPC272635
0.8298 Intermediate Similarity NPC472977
0.8298 Intermediate Similarity NPC169751
0.8298 Intermediate Similarity NPC196485
0.8298 Intermediate Similarity NPC245972
0.8298 Intermediate Similarity NPC472976
0.8298 Intermediate Similarity NPC474328
0.8295 Intermediate Similarity NPC48362
0.828 Intermediate Similarity NPC172101
0.828 Intermediate Similarity NPC472978
0.828 Intermediate Similarity NPC63748
0.8276 Intermediate Similarity NPC108955
0.8265 Intermediate Similarity NPC119601
0.8265 Intermediate Similarity NPC308726
0.8261 Intermediate Similarity NPC119416
0.8261 Intermediate Similarity NPC472973
0.8247 Intermediate Similarity NPC472972
0.8242 Intermediate Similarity NPC272039
0.8242 Intermediate Similarity NPC472324
0.8242 Intermediate Similarity NPC220930
0.8222 Intermediate Similarity NPC8518
0.8222 Intermediate Similarity NPC263997
0.8222 Intermediate Similarity NPC197823
0.8222 Intermediate Similarity NPC132228
0.8211 Intermediate Similarity NPC473170
0.8211 Intermediate Similarity NPC139570
0.8211 Intermediate Similarity NPC477437
0.8211 Intermediate Similarity NPC477438
0.8191 Intermediate Similarity NPC134826
0.8191 Intermediate Similarity NPC69454
0.8191 Intermediate Similarity NPC211230
0.8182 Intermediate Similarity NPC116797
0.8172 Intermediate Similarity NPC134321
0.8172 Intermediate Similarity NPC128672
0.8163 Intermediate Similarity NPC470184
0.8161 Intermediate Similarity NPC470429
0.8152 Intermediate Similarity NPC471724
0.8144 Intermediate Similarity NPC114274
0.814 Intermediate Similarity NPC197659
0.8132 Intermediate Similarity NPC20688
0.8132 Intermediate Similarity NPC327115
0.8132 Intermediate Similarity NPC158393
0.8132 Intermediate Similarity NPC94755
0.8125 Intermediate Similarity NPC249954
0.8125 Intermediate Similarity NPC117133
0.8125 Intermediate Similarity NPC165616
0.8125 Intermediate Similarity NPC473158
0.8125 Intermediate Similarity NPC219353
0.8119 Intermediate Similarity NPC472925
0.8105 Intermediate Similarity NPC196227
0.8105 Intermediate Similarity NPC160413
0.8105 Intermediate Similarity NPC477439
0.8105 Intermediate Similarity NPC103527
0.8105 Intermediate Similarity NPC471207
0.8105 Intermediate Similarity NPC212812
0.809 Intermediate Similarity NPC470813
0.8085 Intermediate Similarity NPC155304
0.8085 Intermediate Similarity NPC248913
0.8085 Intermediate Similarity NPC472975
0.8085 Intermediate Similarity NPC73457
0.8081 Intermediate Similarity NPC473424
0.8068 Intermediate Similarity NPC2482
0.8065 Intermediate Similarity NPC31985
0.8065 Intermediate Similarity NPC474245
0.8065 Intermediate Similarity NPC1015
0.8065 Intermediate Similarity NPC184663
0.8061 Intermediate Similarity NPC15390
0.8061 Intermediate Similarity NPC316964
0.8061 Intermediate Similarity NPC157787
0.8061 Intermediate Similarity NPC327431
0.8061 Intermediate Similarity NPC88198
0.8046 Intermediate Similarity NPC253561
0.8046 Intermediate Similarity NPC80088
0.8046 Intermediate Similarity NPC178852
0.8046 Intermediate Similarity NPC30321
0.8043 Intermediate Similarity NPC298904
0.8043 Intermediate Similarity NPC174619
0.8043 Intermediate Similarity NPC475740
0.8041 Intermediate Similarity NPC273269
0.8039 Intermediate Similarity NPC295244
0.8023 Intermediate Similarity NPC92080
0.8023 Intermediate Similarity NPC470525
0.8022 Intermediate Similarity NPC470574
0.8022 Intermediate Similarity NPC79573
0.8022 Intermediate Similarity NPC6185
0.8022 Intermediate Similarity NPC36350
0.8022 Intermediate Similarity NPC241512
0.8022 Intermediate Similarity NPC476426
0.8021 Intermediate Similarity NPC259286
0.8021 Intermediate Similarity NPC173875
0.8021 Intermediate Similarity NPC200702
0.8021 Intermediate Similarity NPC142352
0.8021 Intermediate Similarity NPC318282
0.8021 Intermediate Similarity NPC174948
0.8021 Intermediate Similarity NPC29112
0.8021 Intermediate Similarity NPC280725
0.8021 Intermediate Similarity NPC469995
0.8 Intermediate Similarity NPC159442
0.8 Intermediate Similarity NPC275583
0.8 Intermediate Similarity NPC12722
0.8 Intermediate Similarity NPC59350
0.8 Intermediate Similarity NPC472930
0.8 Intermediate Similarity NPC475255
0.8 Intermediate Similarity NPC250575
0.8 Intermediate Similarity NPC95585
0.8 Intermediate Similarity NPC282233
0.798 Intermediate Similarity NPC81530
0.798 Intermediate Similarity NPC60947
0.7979 Intermediate Similarity NPC475823
0.7979 Intermediate Similarity NPC474209
0.7979 Intermediate Similarity NPC129913
0.7979 Intermediate Similarity NPC472325
0.7979 Intermediate Similarity NPC85173
0.7978 Intermediate Similarity NPC328264
0.7978 Intermediate Similarity NPC121984
0.7978 Intermediate Similarity NPC473420
0.7959 Intermediate Similarity NPC478056
0.7959 Intermediate Similarity NPC147954
0.7959 Intermediate Similarity NPC194196
0.7957 Intermediate Similarity NPC185059
0.7957 Intermediate Similarity NPC470524
0.7957 Intermediate Similarity NPC474677
0.7957 Intermediate Similarity NPC472802
0.7957 Intermediate Similarity NPC242864
0.7957 Intermediate Similarity NPC475001
0.7957 Intermediate Similarity NPC307298
0.7955 Intermediate Similarity NPC472490
0.7955 Intermediate Similarity NPC281138
0.7941 Intermediate Similarity NPC144854
0.7941 Intermediate Similarity NPC44063
0.7941 Intermediate Similarity NPC3316
0.7938 Intermediate Similarity NPC157113
0.7938 Intermediate Similarity NPC62516
0.7938 Intermediate Similarity NPC95565
0.7938 Intermediate Similarity NPC471039
0.7938 Intermediate Similarity NPC328371
0.7935 Intermediate Similarity NPC235341
0.7935 Intermediate Similarity NPC95594
0.7935 Intermediate Similarity NPC474733
0.7935 Intermediate Similarity NPC118648
0.7935 Intermediate Similarity NPC222613
0.7935 Intermediate Similarity NPC472985
0.7935 Intermediate Similarity NPC51014
0.7935 Intermediate Similarity NPC31564
0.7935 Intermediate Similarity NPC475022
0.7935 Intermediate Similarity NPC474778
0.7935 Intermediate Similarity NPC145879
0.7935 Intermediate Similarity NPC473226
0.7935 Intermediate Similarity NPC477579
0.7935 Intermediate Similarity NPC474732
0.7935 Intermediate Similarity NPC472986
0.7931 Intermediate Similarity NPC470428
0.7921 Intermediate Similarity NPC96268
0.7921 Intermediate Similarity NPC213366

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC99380 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
0.871 High Similarity NPD4697 Phase 3
0.8511 High Similarity NPD5221 Approved
0.8511 High Similarity NPD5220 Clinical (unspecified phase)
0.8511 High Similarity NPD5222 Approved
0.8438 Intermediate Similarity NPD5285 Approved
0.8438 Intermediate Similarity NPD4696 Approved
0.8438 Intermediate Similarity NPD5286 Approved
0.8421 Intermediate Similarity NPD4755 Approved
0.8421 Intermediate Similarity NPD5173 Approved
0.8351 Intermediate Similarity NPD5223 Approved
0.828 Intermediate Similarity NPD6079 Approved
0.8265 Intermediate Similarity NPD5211 Phase 2
0.8265 Intermediate Similarity NPD5226 Approved
0.8265 Intermediate Similarity NPD5225 Approved
0.8265 Intermediate Similarity NPD5224 Approved
0.8265 Intermediate Similarity NPD4633 Approved
0.8261 Intermediate Similarity NPD5328 Approved
0.8247 Intermediate Similarity NPD4700 Approved
0.8182 Intermediate Similarity NPD5174 Approved
0.8182 Intermediate Similarity NPD5175 Approved
0.8132 Intermediate Similarity NPD3618 Phase 1
0.81 Intermediate Similarity NPD5141 Approved
0.8068 Intermediate Similarity NPD4695 Discontinued
0.8 Intermediate Similarity NPD4754 Approved
0.7941 Intermediate Similarity NPD5697 Approved
0.7935 Intermediate Similarity NPD5279 Phase 3
0.7895 Intermediate Similarity NPD7515 Phase 2
0.7889 Intermediate Similarity NPD3667 Approved
0.7864 Intermediate Similarity NPD4730 Approved
0.7864 Intermediate Similarity NPD4729 Approved
0.7864 Intermediate Similarity NPD6011 Approved
0.7864 Intermediate Similarity NPD5128 Approved
0.7864 Intermediate Similarity NPD6881 Approved
0.7864 Intermediate Similarity NPD6899 Approved
0.7843 Intermediate Similarity NPD6675 Approved
0.7843 Intermediate Similarity NPD5739 Approved
0.7843 Intermediate Similarity NPD4768 Approved
0.7843 Intermediate Similarity NPD4767 Approved
0.7843 Intermediate Similarity NPD6402 Approved
0.7843 Intermediate Similarity NPD7128 Approved
0.7812 Intermediate Similarity NPD4202 Approved
0.7788 Intermediate Similarity NPD6014 Approved
0.7788 Intermediate Similarity NPD6013 Approved
0.7788 Intermediate Similarity NPD6012 Approved
0.7767 Intermediate Similarity NPD5701 Approved
0.7717 Intermediate Similarity NPD4786 Approved
0.7717 Intermediate Similarity NPD3133 Approved
0.7717 Intermediate Similarity NPD3666 Approved
0.7717 Intermediate Similarity NPD3665 Phase 1
0.7714 Intermediate Similarity NPD6883 Approved
0.7714 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7714 Intermediate Similarity NPD4634 Approved
0.7714 Intermediate Similarity NPD7102 Approved
0.7714 Intermediate Similarity NPD5135 Approved
0.7714 Intermediate Similarity NPD7290 Approved
0.7714 Intermediate Similarity NPD5249 Phase 3
0.7714 Intermediate Similarity NPD5169 Approved
0.7714 Intermediate Similarity NPD5248 Approved
0.7714 Intermediate Similarity NPD5251 Approved
0.7714 Intermediate Similarity NPD5247 Approved
0.7714 Intermediate Similarity NPD5250 Approved
0.7692 Intermediate Similarity NPD7320 Approved
0.7692 Intermediate Similarity NPD5168 Approved
0.7684 Intermediate Similarity NPD4753 Phase 2
0.7642 Intermediate Similarity NPD8130 Phase 1
0.7642 Intermediate Similarity NPD5216 Approved
0.7642 Intermediate Similarity NPD6650 Approved
0.7642 Intermediate Similarity NPD6869 Approved
0.7642 Intermediate Similarity NPD5127 Approved
0.7642 Intermediate Similarity NPD6847 Approved
0.7642 Intermediate Similarity NPD5217 Approved
0.7642 Intermediate Similarity NPD5215 Approved
0.7642 Intermediate Similarity NPD6649 Approved
0.7642 Intermediate Similarity NPD6617 Approved
0.7619 Intermediate Similarity NPD6372 Approved
0.7619 Intermediate Similarity NPD6373 Approved
0.757 Intermediate Similarity NPD8297 Approved
0.757 Intermediate Similarity NPD6882 Approved
0.7553 Intermediate Similarity NPD5690 Phase 2
0.7551 Intermediate Similarity NPD7748 Approved
0.75 Intermediate Similarity NPD7902 Approved
0.75 Intermediate Similarity NPD4632 Approved
0.7477 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7475 Intermediate Similarity NPD4629 Approved
0.7475 Intermediate Similarity NPD5210 Approved
0.7473 Intermediate Similarity NPD8259 Clinical (unspecified phase)
0.7444 Intermediate Similarity NPD3617 Approved
0.7431 Intermediate Similarity NPD5167 Approved
0.7368 Intermediate Similarity NPD5280 Approved
0.7368 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD4694 Approved
0.7364 Intermediate Similarity NPD6274 Approved
0.734 Intermediate Similarity NPD3668 Phase 3
0.734 Intermediate Similarity NPD4197 Approved
0.732 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.73 Intermediate Similarity NPD5695 Phase 3
0.7297 Intermediate Similarity NPD6009 Approved
0.7297 Intermediate Similarity NPD6317 Approved
0.7292 Intermediate Similarity NPD3573 Approved
0.7273 Intermediate Similarity NPD6399 Phase 3
0.7263 Intermediate Similarity NPD5329 Approved
0.7232 Intermediate Similarity NPD6313 Approved
0.7232 Intermediate Similarity NPD6314 Approved
0.7232 Intermediate Similarity NPD6335 Approved
0.7207 Intermediate Similarity NPD6868 Approved
0.72 Intermediate Similarity NPD7900 Approved
0.72 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD6411 Approved
0.7168 Intermediate Similarity NPD7100 Approved
0.7168 Intermediate Similarity NPD7101 Approved
0.7157 Intermediate Similarity NPD6084 Phase 2
0.7157 Intermediate Similarity NPD6083 Phase 2
0.7128 Intermediate Similarity NPD4221 Approved
0.7128 Intermediate Similarity NPD4223 Phase 3
0.7105 Intermediate Similarity NPD6054 Approved
0.7105 Intermediate Similarity NPD6319 Approved
0.7083 Intermediate Similarity NPD1696 Phase 3
0.7043 Intermediate Similarity NPD6015 Approved
0.7043 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.7043 Intermediate Similarity NPD6016 Approved
0.7043 Intermediate Similarity NPD5983 Phase 2
0.7041 Intermediate Similarity NPD6672 Approved
0.7041 Intermediate Similarity NPD5737 Approved
0.7009 Intermediate Similarity NPD6008 Approved
0.7 Intermediate Similarity NPD5284 Approved
0.7 Intermediate Similarity NPD5281 Approved
0.6983 Remote Similarity NPD6370 Approved
0.6983 Remote Similarity NPD5988 Approved
0.697 Remote Similarity NPD5764 Clinical (unspecified phase)
0.697 Remote Similarity NPD6101 Approved
0.6957 Remote Similarity NPD6059 Approved
0.6923 Remote Similarity NPD5696 Approved
0.6923 Remote Similarity NPD7604 Phase 2
0.6915 Remote Similarity NPD7525 Registered
0.6907 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6897 Remote Similarity NPD6909 Approved
0.6897 Remote Similarity NPD6908 Approved
0.6875 Remote Similarity NPD4788 Approved
0.6864 Remote Similarity NPD7492 Approved
0.6848 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6837 Remote Similarity NPD4689 Approved
0.6837 Remote Similarity NPD4693 Phase 3
0.6837 Remote Similarity NPD4688 Approved
0.6837 Remote Similarity NPD7521 Approved
0.6837 Remote Similarity NPD4138 Approved
0.6837 Remote Similarity NPD6684 Approved
0.6837 Remote Similarity NPD4690 Approved
0.6837 Remote Similarity NPD6409 Approved
0.6837 Remote Similarity NPD4519 Discontinued
0.6837 Remote Similarity NPD7334 Approved
0.6837 Remote Similarity NPD5205 Approved
0.6837 Remote Similarity NPD4623 Approved
0.6837 Remote Similarity NPD5330 Approved
0.6837 Remote Similarity NPD7146 Approved
0.6809 Remote Similarity NPD7645 Phase 2
0.6807 Remote Similarity NPD6616 Approved
0.6807 Remote Similarity NPD6336 Discontinued
0.678 Remote Similarity NPD8328 Phase 3
0.6765 Remote Similarity NPD5133 Approved
0.6762 Remote Similarity NPD7638 Approved
0.675 Remote Similarity NPD7078 Approved
0.6739 Remote Similarity NPD6942 Approved
0.6739 Remote Similarity NPD3703 Phase 2
0.6739 Remote Similarity NPD7339 Approved
0.6733 Remote Similarity NPD5692 Phase 3
0.6731 Remote Similarity NPD7614 Phase 1
0.67 Remote Similarity NPD7513 Clinical (unspecified phase)
0.67 Remote Similarity NPD6903 Approved
0.6698 Remote Similarity NPD7640 Approved
0.6698 Remote Similarity NPD7639 Approved
0.6696 Remote Similarity NPD7115 Discovery
0.6694 Remote Similarity NPD7736 Approved
0.6667 Remote Similarity NPD7341 Phase 2
0.6667 Remote Similarity NPD8034 Phase 2
0.6667 Remote Similarity NPD8035 Phase 2
0.6667 Remote Similarity NPD6050 Approved
0.6667 Remote Similarity NPD4139 Approved
0.6667 Remote Similarity NPD5694 Approved
0.6667 Remote Similarity NPD4692 Approved
0.6667 Remote Similarity NPD4691 Approved
0.6636 Remote Similarity NPD6412 Phase 2
0.6634 Remote Similarity NPD6673 Approved
0.6634 Remote Similarity NPD6080 Approved
0.6634 Remote Similarity NPD6904 Approved
0.6632 Remote Similarity NPD4195 Approved
0.6612 Remote Similarity NPD8293 Discontinued
0.6604 Remote Similarity NPD4225 Approved
0.6604 Remote Similarity NPD5290 Discontinued
0.6602 Remote Similarity NPD5778 Approved
0.6602 Remote Similarity NPD5779 Approved
0.6591 Remote Similarity NPD7331 Phase 2
0.6574 Remote Similarity NPD5091 Approved
0.6569 Remote Similarity NPD4096 Approved
0.6566 Remote Similarity NPD1694 Approved
0.6562 Remote Similarity NPD4748 Discontinued
0.6557 Remote Similarity NPD6033 Approved
0.6556 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6556 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6556 Remote Similarity NPD4137 Phase 3
0.6552 Remote Similarity NPD8295 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   50901031
ChEMBL   CHEMBL1641887
ZINC  

Physicochemical Properties

Molecular Weight:  332.20
ALogP:  0.1672
MLogP:  3.22
XLogP:  1.526
# Rotatable Bonds:  7
Polar Surface Area:  74.6
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  24

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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