Natural Product: NPC99487

Natural Product ID:  NPC99487
Common Name:   1(10),4-Germacradiene-2,6,12-Triol
IUPAC Name:   (1R,2E,5S,6E,10S)-10-[(2R)-1-hydroxypropan-2-yl]-3,7-dimethylcyclodeca-2,6-diene-1,5-diol
Synonyms:  
Molecular Formula:   C15H26O3
Standard InCHIKey:  UYYRKGKEJKOKEQ-QRWKESCNSA-N
Standard InCHI:  InChI=1S/C15H26O3/c1-10-4-5-14(12(3)9-16)15(18)8-11(2)7-13(17)6-10/h6,8,12-18H,4-5,7,9H2,1-3H3/b10-6+,11-8+/t12-,13+,14-,15-/m0/s1
Canonical SMILES:  OC[C@@H]([C@@H]1CC/C(=C/[C@H](C/C(=C/[C@@H]1O)/C)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
NPO10467 Resupinatus leightonii Species Tricholomataceae Eukaryota PMID[11000039]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 > 100 ug/ml 25894905
NPT165 Cell Line HeLa Homo sapiens IC50 > 100 ug/ml 25894905
NPT15 Cell Line Jurkat Homo sapiens IC50 = 20 ug/ml 25894905
NPT1198 Organism Magnaporthe grisea Magnaporthe grisea IC50 = 50 ug/ml 19489596
NPT116 Cell Line HL-60 Homo sapiens IC50 = 10 ug/ml 10201821

  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 NPC99487 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
0.9643 High Similarity NPC155025
0.9322 High Similarity NPC473508
0.918 High Similarity NPC311736
0.9167 High Similarity NPC300593
0.9032 High Similarity NPC163290
0.8966 High Similarity NPC226848
0.8814 High Similarity NPC122239
0.8525 High Similarity NPC225342
0.8525 High Similarity NPC68679
0.8525 High Similarity NPC207007
0.8525 High Similarity NPC321867
0.85 High Similarity NPC475931
0.8413 Intermediate Similarity NPC308844
0.8361 Intermediate Similarity NPC66020
0.8281 Intermediate Similarity NPC267027
0.8281 Intermediate Similarity NPC326310
0.8154 Intermediate Similarity NPC73603
0.8125 Intermediate Similarity NPC61503
0.8095 Intermediate Similarity NPC473759
0.8095 Intermediate Similarity NPC474155
0.8065 Intermediate Similarity NPC240506
0.8033 Intermediate Similarity NPC181872
0.803 Intermediate Similarity NPC224532
0.8 Intermediate Similarity NPC170148
0.8 Intermediate Similarity NPC202017
0.7971 Intermediate Similarity NPC190859
0.7941 Intermediate Similarity NPC472254
0.7931 Intermediate Similarity NPC68014
0.7879 Intermediate Similarity NPC477791
0.7879 Intermediate Similarity NPC114651
0.7833 Intermediate Similarity NPC232247
0.7833 Intermediate Similarity NPC329686
0.7833 Intermediate Similarity NPC148216
0.7833 Intermediate Similarity NPC251666
0.7833 Intermediate Similarity NPC130209
0.7833 Intermediate Similarity NPC148163
0.7833 Intermediate Similarity NPC227135
0.7826 Intermediate Similarity NPC275098
0.7797 Intermediate Similarity NPC474496
0.7761 Intermediate Similarity NPC305698
0.7761 Intermediate Similarity NPC167527
0.7761 Intermediate Similarity NPC471238
0.7705 Intermediate Similarity NPC48891
0.7705 Intermediate Similarity NPC24443
0.7692 Intermediate Similarity NPC309300
0.7681 Intermediate Similarity NPC23954
0.7681 Intermediate Similarity NPC477792
0.7671 Intermediate Similarity NPC86971
0.7647 Intermediate Similarity NPC329989
0.7647 Intermediate Similarity NPC90115
0.7647 Intermediate Similarity NPC74722
0.7647 Intermediate Similarity NPC239373
0.7647 Intermediate Similarity NPC217570
0.7647 Intermediate Similarity NPC473893
0.7647 Intermediate Similarity NPC304690
0.7647 Intermediate Similarity NPC471560
0.7627 Intermediate Similarity NPC35756
0.7612 Intermediate Similarity NPC259299
0.7612 Intermediate Similarity NPC82337
0.7612 Intermediate Similarity NPC136813
0.7576 Intermediate Similarity NPC19569
0.7576 Intermediate Similarity NPC471200
0.7571 Intermediate Similarity NPC220939
0.7571 Intermediate Similarity NPC265485
0.7538 Intermediate Similarity NPC211291
0.7538 Intermediate Similarity NPC133368
0.7538 Intermediate Similarity NPC83200
0.7538 Intermediate Similarity NPC279200
0.7536 Intermediate Similarity NPC34834
0.7536 Intermediate Similarity NPC4299
0.75 Intermediate Similarity NPC471081
0.75 Intermediate Similarity NPC256720
0.75 Intermediate Similarity NPC236228
0.75 Intermediate Similarity NPC24824
0.75 Intermediate Similarity NPC165651
0.75 Intermediate Similarity NPC210560
0.75 Intermediate Similarity NPC272961
0.75 Intermediate Similarity NPC96484
0.7467 Intermediate Similarity NPC52861
0.7463 Intermediate Similarity NPC272125
0.746 Intermediate Similarity NPC475830
0.7458 Intermediate Similarity NPC474495
0.7458 Intermediate Similarity NPC473672
0.7429 Intermediate Similarity NPC471272
0.7429 Intermediate Similarity NPC471662
0.7424 Intermediate Similarity NPC290367
0.7424 Intermediate Similarity NPC110241
0.7424 Intermediate Similarity NPC323424
0.7424 Intermediate Similarity NPC107540
0.7424 Intermediate Similarity NPC96793
0.7391 Intermediate Similarity NPC474248
0.7391 Intermediate Similarity NPC101622
0.7385 Intermediate Similarity NPC475251
0.7385 Intermediate Similarity NPC274704
0.7361 Intermediate Similarity NPC60818
0.7361 Intermediate Similarity NPC474885
0.7361 Intermediate Similarity NPC23231
0.7353 Intermediate Similarity NPC69649
0.7353 Intermediate Similarity NPC68703
0.7353 Intermediate Similarity NPC472253
0.7353 Intermediate Similarity NPC472255
0.7324 Intermediate Similarity NPC234527
0.7324 Intermediate Similarity NPC329763
0.7324 Intermediate Similarity NPC14352
0.7313 Intermediate Similarity NPC187619
0.7302 Intermediate Similarity NPC52012
0.7297 Intermediate Similarity NPC475980
0.7288 Intermediate Similarity NPC26960
0.7288 Intermediate Similarity NPC329773
0.7288 Intermediate Similarity NPC182102
0.7286 Intermediate Similarity NPC92801
0.7286 Intermediate Similarity NPC189745
0.7286 Intermediate Similarity NPC470041
0.7258 Intermediate Similarity NPC281590
0.7246 Intermediate Similarity NPC117804
0.7222 Intermediate Similarity NPC215050
0.7222 Intermediate Similarity NPC306727
0.7206 Intermediate Similarity NPC162309
0.72 Intermediate Similarity NPC89128
0.7193 Intermediate Similarity NPC87439
0.7183 Intermediate Similarity NPC471268
0.7183 Intermediate Similarity NPC477086
0.7183 Intermediate Similarity NPC471271
0.7183 Intermediate Similarity NPC477087
0.7179 Intermediate Similarity NPC476804
0.7167 Intermediate Similarity NPC214584
0.7167 Intermediate Similarity NPC244038
0.7167 Intermediate Similarity NPC26906
0.7164 Intermediate Similarity NPC225415
0.7162 Intermediate Similarity NPC91594
0.7162 Intermediate Similarity NPC476007
0.7162 Intermediate Similarity NPC476703
0.7123 Intermediate Similarity NPC313179
0.7123 Intermediate Similarity NPC313185
0.7123 Intermediate Similarity NPC69383
0.7123 Intermediate Similarity NPC171148
0.7123 Intermediate Similarity NPC133580
0.7121 Intermediate Similarity NPC210346
0.7105 Intermediate Similarity NPC470946
0.7105 Intermediate Similarity NPC470945
0.7105 Intermediate Similarity NPC470947
0.7105 Intermediate Similarity NPC96362
0.7101 Intermediate Similarity NPC171225
0.7101 Intermediate Similarity NPC59442
0.7097 Intermediate Similarity NPC256209
0.7097 Intermediate Similarity NPC49059
0.7083 Intermediate Similarity NPC130665
0.7083 Intermediate Similarity NPC186042
0.7083 Intermediate Similarity NPC477085
0.7067 Intermediate Similarity NPC172066
0.7067 Intermediate Similarity NPC476314
0.7067 Intermediate Similarity NPC167891
0.7067 Intermediate Similarity NPC83351
0.7067 Intermediate Similarity NPC196653
0.7067 Intermediate Similarity NPC475994
0.7067 Intermediate Similarity NPC470944
0.7067 Intermediate Similarity NPC471465
0.7059 Intermediate Similarity NPC473722
0.7059 Intermediate Similarity NPC238352
0.7059 Intermediate Similarity NPC287339
0.7059 Intermediate Similarity NPC477009
0.7049 Intermediate Similarity NPC71506
0.7049 Intermediate Similarity NPC40417
0.7049 Intermediate Similarity NPC294358
0.7049 Intermediate Similarity NPC35519
0.7049 Intermediate Similarity NPC179169
0.7049 Intermediate Similarity NPC157781
0.7049 Intermediate Similarity NPC177112
0.7049 Intermediate Similarity NPC306195
0.7049 Intermediate Similarity NPC181255
0.7042 Intermediate Similarity NPC471781
0.7042 Intermediate Similarity NPC286154
0.7042 Intermediate Similarity NPC129630
0.7027 Intermediate Similarity NPC265588
0.7027 Intermediate Similarity NPC253190
0.7027 Intermediate Similarity NPC126969
0.7027 Intermediate Similarity NPC310643
0.7015 Intermediate Similarity NPC174956
0.7013 Intermediate Similarity NPC476646
0.7013 Intermediate Similarity NPC24417
0.7 Intermediate Similarity NPC474460
0.7 Intermediate Similarity NPC208999
0.6986 Remote Similarity NPC309178
0.6986 Remote Similarity NPC471525
0.6986 Remote Similarity NPC471659
0.6986 Remote Similarity NPC201048
0.6986 Remote Similarity NPC227814
0.6986 Remote Similarity NPC476366
0.6986 Remote Similarity NPC144995
0.6984 Remote Similarity NPC84824
0.6984 Remote Similarity NPC67508
0.6974 Remote Similarity NPC98557
0.6974 Remote Similarity NPC84694
0.6974 Remote Similarity NPC47982
0.6974 Remote Similarity NPC143182
0.6974 Remote Similarity NPC476701
0.6974 Remote Similarity NPC167881
0.6974 Remote Similarity NPC109546
0.6974 Remote Similarity NPC28862
0.6974 Remote Similarity NPC81306

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC99487 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
0.8525 High Similarity NPD368 Approved
0.7833 Intermediate Similarity NPD342 Phase 1
0.7123 Intermediate Similarity NPD8264 Approved
0.6897 Remote Similarity NPD4265 Approved
0.6883 Remote Similarity NPD4819 Approved
0.6883 Remote Similarity NPD4822 Approved
0.6883 Remote Similarity NPD4821 Approved
0.6883 Remote Similarity NPD4820 Approved
0.6842 Remote Similarity NPD4271 Approved
0.6842 Remote Similarity NPD4268 Approved
0.6842 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6757 Remote Similarity NPD6926 Approved
0.6757 Remote Similarity NPD6924 Approved
0.6753 Remote Similarity NPD6929 Approved
0.6711 Remote Similarity NPD5776 Phase 2
0.6711 Remote Similarity NPD6925 Approved
0.6667 Remote Similarity NPD6931 Approved
0.6667 Remote Similarity NPD7514 Phase 3
0.6667 Remote Similarity NPD6930 Phase 2
0.6667 Remote Similarity NPD7332 Phase 2
0.6667 Remote Similarity NPD6922 Approved
0.6667 Remote Similarity NPD6923 Approved
0.6667 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6625 Remote Similarity NPD5332 Approved
0.6625 Remote Similarity NPD5362 Discontinued
0.6625 Remote Similarity NPD5331 Approved
0.6623 Remote Similarity NPD7145 Approved
0.6622 Remote Similarity NPD4732 Discontinued
0.6582 Remote Similarity NPD6902 Approved
0.6582 Remote Similarity NPD4790 Discontinued
0.6579 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6579 Remote Similarity NPD6933 Approved
0.6575 Remote Similarity NPD7144 Approved
0.6575 Remote Similarity NPD7143 Approved
0.6543 Remote Similarity NPD7338 Clinical (unspecified phase)
0.65 Remote Similarity NPD4269 Approved
0.65 Remote Similarity NPD4270 Approved
0.6486 Remote Similarity NPD7151 Approved
0.6486 Remote Similarity NPD7150 Approved
0.6486 Remote Similarity NPD7152 Approved
0.6456 Remote Similarity NPD7509 Discontinued
0.6447 Remote Similarity NPD7339 Approved
0.6447 Remote Similarity NPD6942 Approved
0.642 Remote Similarity NPD7154 Phase 3
0.642 Remote Similarity NPD6695 Phase 3
0.641 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6375 Remote Similarity NPD6898 Phase 1
0.6364 Remote Similarity NPD4219 Approved
0.631 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6282 Remote Similarity NPD6932 Approved
0.6265 Remote Similarity NPD5363 Approved
0.6265 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6265 Remote Similarity NPD6893 Approved
0.625 Remote Similarity NPD4252 Approved
0.625 Remote Similarity NPD7525 Registered
0.6232 Remote Similarity NPD4246 Clinical (unspecified phase)
0.619 Remote Similarity NPD5786 Approved
0.619 Remote Similarity NPD4249 Approved
0.6125 Remote Similarity NPD6683 Phase 2
0.6125 Remote Similarity NPD7645 Phase 2
0.6118 Remote Similarity NPD7524 Approved
0.6118 Remote Similarity NPD4251 Approved
0.6118 Remote Similarity NPD7750 Discontinued
0.6118 Remote Similarity NPD4250 Approved
0.6111 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6098 Remote Similarity NPD3667 Approved
0.6049 Remote Similarity NPD5368 Approved
0.6023 Remote Similarity NPD7983 Approved
0.5976 Remote Similarity NPD5369 Approved
0.5955 Remote Similarity NPD5779 Approved
0.5955 Remote Similarity NPD5778 Approved
0.5952 Remote Similarity NPD4786 Approved
0.5909 Remote Similarity NPD46 Approved
0.5909 Remote Similarity NPD7838 Discovery
0.5909 Remote Similarity NPD5785 Approved
0.5909 Remote Similarity NPD6698 Approved
0.5904 Remote Similarity NPD6435 Approved
0.5882 Remote Similarity NPD1696 Phase 3
0.5843 Remote Similarity NPD7087 Discontinued
0.5843 Remote Similarity NPD7637 Suspended
0.5833 Remote Similarity NPD6110 Phase 1
0.5811 Remote Similarity NPD7331 Phase 2
0.5765 Remote Similarity NPD3133 Approved
0.5765 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5765 Remote Similarity NPD3666 Approved
0.5765 Remote Similarity NPD3665 Phase 1
0.5733 Remote Similarity NPD4247 Clinical (unspecified phase)
0.573 Remote Similarity NPD7136 Phase 2
0.5714 Remote Similarity NPD385 Approved
0.5714 Remote Similarity NPD585 Clinical (unspecified phase)
0.5714 Remote Similarity NPD384 Approved
0.5696 Remote Similarity NPD4785 Approved
0.5696 Remote Similarity NPD4784 Approved
0.5684 Remote Similarity NPD5344 Discontinued
0.5663 Remote Similarity NPD4748 Discontinued
0.5652 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5641 Remote Similarity NPD4243 Approved
0.5638 Remote Similarity NPD4225 Approved
0.5638 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5632 Remote Similarity NPD3618 Phase 1
0.5632 Remote Similarity NPD5279 Phase 3
0.5618 Remote Similarity NPD5370 Suspended
0.5618 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5618 Remote Similarity NPD6101 Approved
0.5616 Remote Similarity NPD3210 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   21606666
ChEMBL   CHEMBL487790
ZINC  

Physicochemical Properties

Molecular Weight:  254.19
ALogP:  0.566
MLogP:  2.78
XLogP:  1.175
# Rotatable Bonds:  8
Polar Surface Area:  60.69
# H-Bond Aceptor:  3
# H-Bond Donor:  3
# Rings:  1
# Heavy Atoms:  18

Download Data

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