Natural Product: NPC130966

Natural Product ID:  NPC130966
Common Name:   3Alpha-Hydroxyilicic Acid
IUPAC Name:   2-[(2R,4aS,7R,8S,8aR)-7,8-dihydroxy-4a,8-dimethyl-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]prop-2-enoic acid
Synonyms:   3Alpha-Hydroxyilicic Acid
Molecular Formula:   C15H24O4
Standard InCHIKey:  SVUDFAVZLCGQAU-FPVZYODXSA-N
Standard InCHI:  InChI=1S/C15H24O4/c1-9(13(17)18)10-4-6-14(2)7-5-12(16)15(3,19)11(14)8-10/h10-12,16,19H,1,4-8H2,2-3H3,(H,17,18)/t10-,11-,12-,14+,15+/m1/s1
Canonical SMILES:  C=C([C@@H]1CC[C@@]2([C@@H](C1)[C@](C)(O)[C@@H](CC2)O)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
NPO4410 Laggera alata Species Asteraceae Eukaryota PMID[12932128]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens IC50 > 100000 nM PubChem BioAssay data set

  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 NPC130966 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
0.9375 High Similarity NPC243347
0.8902 High Similarity NPC107253
0.8846 High Similarity NPC39362
0.8625 High Similarity NPC474433
0.8488 Intermediate Similarity NPC181103
0.8444 Intermediate Similarity NPC53565
0.8415 Intermediate Similarity NPC263951
0.8391 Intermediate Similarity NPC104560
0.8391 Intermediate Similarity NPC50847
0.8372 Intermediate Similarity NPC475069
0.8372 Intermediate Similarity NPC175145
0.8372 Intermediate Similarity NPC475007
0.8372 Intermediate Similarity NPC179591
0.8372 Intermediate Similarity NPC187545
0.8372 Intermediate Similarity NPC185638
0.8333 Intermediate Similarity NPC235586
0.8295 Intermediate Similarity NPC220498
0.8276 Intermediate Similarity NPC305029
0.8222 Intermediate Similarity NPC275809
0.8182 Intermediate Similarity NPC16377
0.8161 Intermediate Similarity NPC9231
0.8161 Intermediate Similarity NPC473226
0.8161 Intermediate Similarity NPC85698
0.8161 Intermediate Similarity NPC73038
0.8152 Intermediate Similarity NPC104568
0.8132 Intermediate Similarity NPC87095
0.8132 Intermediate Similarity NPC24861
0.8111 Intermediate Similarity NPC25299
0.8111 Intermediate Similarity NPC84319
0.8111 Intermediate Similarity NPC235884
0.8111 Intermediate Similarity NPC189520
0.8111 Intermediate Similarity NPC52021
0.8111 Intermediate Similarity NPC71074
0.8111 Intermediate Similarity NPC306541
0.8111 Intermediate Similarity NPC472149
0.8111 Intermediate Similarity NPC300351
0.809 Intermediate Similarity NPC116620
0.809 Intermediate Similarity NPC194642
0.8077 Intermediate Similarity NPC244790
0.8072 Intermediate Similarity NPC269543
0.8072 Intermediate Similarity NPC476810
0.8072 Intermediate Similarity NPC247783
0.8065 Intermediate Similarity NPC470425
0.8022 Intermediate Similarity NPC136313
0.8022 Intermediate Similarity NPC307335
0.8022 Intermediate Similarity NPC474806
0.8022 Intermediate Similarity NPC291373
0.8022 Intermediate Similarity NPC74855
0.8022 Intermediate Similarity NPC147272
0.8022 Intermediate Similarity NPC133579
0.8021 Intermediate Similarity NPC61442
0.8021 Intermediate Similarity NPC72842
0.8 Intermediate Similarity NPC223330
0.8 Intermediate Similarity NPC469400
0.8 Intermediate Similarity NPC473420
0.8 Intermediate Similarity NPC209318
0.8 Intermediate Similarity NPC49320
0.7978 Intermediate Similarity NPC48107
0.7978 Intermediate Similarity NPC473229
0.7976 Intermediate Similarity NPC476812
0.7957 Intermediate Similarity NPC259733
0.7957 Intermediate Similarity NPC301534
0.7957 Intermediate Similarity NPC250757
0.7957 Intermediate Similarity NPC207922
0.7957 Intermediate Similarity NPC158371
0.7957 Intermediate Similarity NPC93245
0.7955 Intermediate Similarity NPC82979
0.7955 Intermediate Similarity NPC322159
0.7955 Intermediate Similarity NPC477920
0.7955 Intermediate Similarity NPC2783
0.7952 Intermediate Similarity NPC149249
0.7935 Intermediate Similarity NPC472977
0.7935 Intermediate Similarity NPC470957
0.7935 Intermediate Similarity NPC32407
0.7935 Intermediate Similarity NPC148000
0.7935 Intermediate Similarity NPC470958
0.7935 Intermediate Similarity NPC469596
0.7935 Intermediate Similarity NPC20235
0.7935 Intermediate Similarity NPC225474
0.7935 Intermediate Similarity NPC282395
0.7935 Intermediate Similarity NPC88116
0.7935 Intermediate Similarity NPC472976
0.7935 Intermediate Similarity NPC231063
0.7935 Intermediate Similarity NPC145667
0.7935 Intermediate Similarity NPC263548
0.7935 Intermediate Similarity NPC299996
0.7935 Intermediate Similarity NPC277399
0.7931 Intermediate Similarity NPC97505
0.7912 Intermediate Similarity NPC198242
0.7912 Intermediate Similarity NPC471747
0.7912 Intermediate Similarity NPC211403
0.7912 Intermediate Similarity NPC198054
0.7912 Intermediate Similarity NPC116726
0.7907 Intermediate Similarity NPC2524
0.7907 Intermediate Similarity NPC226988
0.7907 Intermediate Similarity NPC170985
0.7895 Intermediate Similarity NPC470074
0.7895 Intermediate Similarity NPC470388
0.7889 Intermediate Similarity NPC253618
0.7889 Intermediate Similarity NPC77001
0.7889 Intermediate Similarity NPC229871
0.7889 Intermediate Similarity NPC469319
0.7875 Intermediate Similarity NPC91369
0.7872 Intermediate Similarity NPC136781
0.7872 Intermediate Similarity NPC474395
0.7872 Intermediate Similarity NPC473963
0.7872 Intermediate Similarity NPC9613
0.7872 Intermediate Similarity NPC259788
0.7872 Intermediate Similarity NPC247139
0.7872 Intermediate Similarity NPC255589
0.7865 Intermediate Similarity NPC477926
0.7865 Intermediate Similarity NPC476932
0.7865 Intermediate Similarity NPC33768
0.7865 Intermediate Similarity NPC269360
0.7865 Intermediate Similarity NPC264005
0.7865 Intermediate Similarity NPC470012
0.7849 Intermediate Similarity NPC90014
0.7849 Intermediate Similarity NPC157686
0.7849 Intermediate Similarity NPC32118
0.7849 Intermediate Similarity NPC259042
0.7849 Intermediate Similarity NPC198245
0.7849 Intermediate Similarity NPC96916
0.7841 Intermediate Similarity NPC294438
0.7841 Intermediate Similarity NPC264317
0.7835 Intermediate Similarity NPC99510
0.7835 Intermediate Similarity NPC475050
0.7831 Intermediate Similarity NPC92489
0.7826 Intermediate Similarity NPC294263
0.7826 Intermediate Similarity NPC139692
0.7826 Intermediate Similarity NPC109305
0.7826 Intermediate Similarity NPC472496
0.7816 Intermediate Similarity NPC471036
0.7816 Intermediate Similarity NPC471037
0.7816 Intermediate Similarity NPC251475
0.7816 Intermediate Similarity NPC291320
0.7816 Intermediate Similarity NPC169941
0.7816 Intermediate Similarity NPC79945
0.7812 Intermediate Similarity NPC282524
0.7805 Intermediate Similarity NPC46610
0.7805 Intermediate Similarity NPC18819
0.7802 Intermediate Similarity NPC473099
0.7789 Intermediate Similarity NPC478056
0.7789 Intermediate Similarity NPC316598
0.7778 Intermediate Similarity NPC52169
0.7778 Intermediate Similarity NPC474719
0.7778 Intermediate Similarity NPC158778
0.7778 Intermediate Similarity NPC182797
0.7778 Intermediate Similarity NPC255176
0.7766 Intermediate Similarity NPC204961
0.7766 Intermediate Similarity NPC305464
0.7766 Intermediate Similarity NPC19376
0.7766 Intermediate Similarity NPC73004
0.7766 Intermediate Similarity NPC230151
0.7766 Intermediate Similarity NPC134072
0.7766 Intermediate Similarity NPC242848
0.7766 Intermediate Similarity NPC201657
0.7766 Intermediate Similarity NPC25848
0.7766 Intermediate Similarity NPC473964
0.7766 Intermediate Similarity NPC173744
0.7766 Intermediate Similarity NPC116457
0.7766 Intermediate Similarity NPC307282
0.7766 Intermediate Similarity NPC256227
0.7766 Intermediate Similarity NPC234993
0.7755 Intermediate Similarity NPC283850
0.7753 Intermediate Similarity NPC70661
0.7753 Intermediate Similarity NPC34190
0.7753 Intermediate Similarity NPC12774
0.7753 Intermediate Similarity NPC324063
0.7753 Intermediate Similarity NPC325594
0.7742 Intermediate Similarity NPC299100
0.7742 Intermediate Similarity NPC470386
0.7742 Intermediate Similarity NPC272635
0.7742 Intermediate Similarity NPC196227
0.7742 Intermediate Similarity NPC188102
0.7742 Intermediate Similarity NPC169751
0.7742 Intermediate Similarity NPC470385
0.7742 Intermediate Similarity NPC47853
0.7727 Intermediate Similarity NPC263974
0.7727 Intermediate Similarity NPC146683
0.7722 Intermediate Similarity NPC263161
0.7717 Intermediate Similarity NPC233345
0.7717 Intermediate Similarity NPC186363
0.7717 Intermediate Similarity NPC145067
0.7717 Intermediate Similarity NPC233455
0.7717 Intermediate Similarity NPC250753
0.7717 Intermediate Similarity NPC472978
0.7717 Intermediate Similarity NPC4036
0.7717 Intermediate Similarity NPC158030
0.7717 Intermediate Similarity NPC65120
0.7711 Intermediate Similarity NPC476795
0.7708 Intermediate Similarity NPC35239
0.7708 Intermediate Similarity NPC316964
0.7708 Intermediate Similarity NPC477655
0.7701 Intermediate Similarity NPC474605
0.7701 Intermediate Similarity NPC475395
0.7701 Intermediate Similarity NPC476292
0.7701 Intermediate Similarity NPC476984
0.7692 Intermediate Similarity NPC472983
0.7692 Intermediate Similarity NPC64872
0.7692 Intermediate Similarity NPC57954

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC130966 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
0.7841 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7717 Intermediate Similarity NPD7515 Phase 2
0.7423 Intermediate Similarity NPD4225 Approved
0.7368 Intermediate Similarity NPD7748 Approved
0.7363 Intermediate Similarity NPD3618 Phase 1
0.734 Intermediate Similarity NPD8035 Phase 2
0.734 Intermediate Similarity NPD8034 Phase 2
0.7222 Intermediate Similarity NPD4788 Approved
0.7209 Intermediate Similarity NPD6117 Approved
0.72 Intermediate Similarity NPD5211 Phase 2
0.7172 Intermediate Similarity NPD7639 Approved
0.7172 Intermediate Similarity NPD7640 Approved
0.7158 Intermediate Similarity NPD6079 Approved
0.7143 Intermediate Similarity NPD7902 Approved
0.713 Intermediate Similarity NPD7115 Discovery
0.7128 Intermediate Similarity NPD5328 Approved
0.7126 Intermediate Similarity NPD6116 Phase 1
0.7115 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD3667 Approved
0.7087 Intermediate Similarity NPD5697 Approved
0.7083 Intermediate Similarity NPD4202 Approved
0.7071 Intermediate Similarity NPD7638 Approved
0.7059 Intermediate Similarity NPD5141 Approved
0.7045 Intermediate Similarity NPD6697 Approved
0.7045 Intermediate Similarity NPD6118 Approved
0.7045 Intermediate Similarity NPD6114 Approved
0.7045 Intermediate Similarity NPD6115 Approved
0.7041 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD5222 Approved
0.7041 Intermediate Similarity NPD5221 Approved
0.7019 Intermediate Similarity NPD6899 Approved
0.7019 Intermediate Similarity NPD6881 Approved
0.7019 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD6011 Approved
0.7009 Intermediate Similarity NPD4632 Approved
0.7 Intermediate Similarity NPD5286 Approved
0.7 Intermediate Similarity NPD4696 Approved
0.7 Intermediate Similarity NPD5285 Approved
0.699 Remote Similarity NPD6402 Approved
0.699 Remote Similarity NPD5739 Approved
0.699 Remote Similarity NPD7128 Approved
0.699 Remote Similarity NPD6675 Approved
0.6977 Remote Similarity NPD6113 Clinical (unspecified phase)
0.697 Remote Similarity NPD5173 Approved
0.697 Remote Similarity NPD4755 Approved
0.6957 Remote Similarity NPD3665 Phase 1
0.6957 Remote Similarity NPD3666 Approved
0.6957 Remote Similarity NPD3133 Approved
0.6957 Remote Similarity NPD4786 Approved
0.6952 Remote Similarity NPD6013 Approved
0.6952 Remote Similarity NPD6012 Approved
0.6952 Remote Similarity NPD6014 Approved
0.6931 Remote Similarity NPD5223 Approved
0.6923 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6923 Remote Similarity NPD5701 Approved
0.6916 Remote Similarity NPD8297 Approved
0.6915 Remote Similarity NPD3573 Approved
0.6907 Remote Similarity NPD6399 Phase 3
0.6887 Remote Similarity NPD7102 Approved
0.6887 Remote Similarity NPD7290 Approved
0.6887 Remote Similarity NPD6883 Approved
0.6869 Remote Similarity NPD4697 Phase 3
0.6863 Remote Similarity NPD5224 Approved
0.6863 Remote Similarity NPD5225 Approved
0.6863 Remote Similarity NPD4633 Approved
0.6863 Remote Similarity NPD5226 Approved
0.6857 Remote Similarity NPD7320 Approved
0.6837 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6837 Remote Similarity NPD7900 Approved
0.6832 Remote Similarity NPD4700 Approved
0.6822 Remote Similarity NPD8130 Phase 1
0.6822 Remote Similarity NPD6617 Approved
0.6822 Remote Similarity NPD6869 Approved
0.6822 Remote Similarity NPD6650 Approved
0.6822 Remote Similarity NPD6649 Approved
0.6822 Remote Similarity NPD6847 Approved
0.6809 Remote Similarity NPD3574 Clinical (unspecified phase)
0.68 Remote Similarity NPD6083 Phase 2
0.68 Remote Similarity NPD6084 Phase 2
0.6796 Remote Similarity NPD5174 Approved
0.6796 Remote Similarity NPD5175 Approved
0.6792 Remote Similarity NPD6373 Approved
0.6792 Remote Similarity NPD6372 Approved
0.6771 Remote Similarity NPD4753 Phase 2
0.6759 Remote Similarity NPD6882 Approved
0.6729 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6729 Remote Similarity NPD4634 Approved
0.6706 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6706 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6703 Remote Similarity NPD7525 Registered
0.6703 Remote Similarity NPD4695 Discontinued
0.6702 Remote Similarity NPD1694 Approved
0.6699 Remote Similarity NPD7632 Discontinued
0.6698 Remote Similarity NPD6686 Approved
0.6697 Remote Similarity NPD8133 Approved
0.6667 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6009 Approved
0.6637 Remote Similarity NPD6319 Approved
0.6636 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6635 Remote Similarity NPD4754 Approved
0.6632 Remote Similarity NPD5330 Approved
0.6632 Remote Similarity NPD7146 Approved
0.6632 Remote Similarity NPD6409 Approved
0.6632 Remote Similarity NPD6684 Approved
0.6632 Remote Similarity NPD7521 Approved
0.6632 Remote Similarity NPD4623 Approved
0.6632 Remote Similarity NPD4519 Discontinued
0.6632 Remote Similarity NPD7334 Approved
0.66 Remote Similarity NPD5210 Approved
0.66 Remote Similarity NPD5695 Phase 3
0.66 Remote Similarity NPD4629 Approved
0.6596 Remote Similarity NPD3668 Phase 3
0.6577 Remote Similarity NPD6274 Approved
0.6569 Remote Similarity NPD5696 Approved
0.6559 Remote Similarity NPD4223 Phase 3
0.6559 Remote Similarity NPD4221 Approved
0.6552 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6552 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6542 Remote Similarity NPD4729 Approved
0.6542 Remote Similarity NPD5128 Approved
0.6542 Remote Similarity NPD4730 Approved
0.6518 Remote Similarity NPD6317 Approved
0.6517 Remote Similarity NPD3703 Phase 2
0.6509 Remote Similarity NPD4767 Approved
0.6509 Remote Similarity NPD4768 Approved
0.6495 Remote Similarity NPD6903 Approved
0.6495 Remote Similarity NPD6672 Approved
0.6495 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6495 Remote Similarity NPD5737 Approved
0.6484 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6465 Remote Similarity NPD6411 Approved
0.6465 Remote Similarity NPD5281 Approved
0.6465 Remote Similarity NPD5284 Approved
0.646 Remote Similarity NPD6314 Approved
0.646 Remote Similarity NPD6335 Approved
0.646 Remote Similarity NPD6313 Approved
0.6458 Remote Similarity NPD5279 Phase 3
0.6449 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6442 Remote Similarity NPD5344 Discontinued
0.6436 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6435 Remote Similarity NPD5983 Phase 2
0.6429 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6868 Approved
0.6429 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6422 Remote Similarity NPD5135 Approved
0.6422 Remote Similarity NPD5250 Approved
0.6422 Remote Similarity NPD5249 Phase 3
0.6422 Remote Similarity NPD5247 Approved
0.6422 Remote Similarity NPD5169 Approved
0.6422 Remote Similarity NPD5248 Approved
0.6422 Remote Similarity NPD5251 Approved
0.6422 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6421 Remote Similarity NPD4197 Approved
0.6413 Remote Similarity NPD7645 Phase 2
0.6404 Remote Similarity NPD7101 Approved
0.6404 Remote Similarity NPD7100 Approved
0.64 Remote Similarity NPD5779 Approved
0.64 Remote Similarity NPD5778 Approved
0.6389 Remote Similarity NPD5168 Approved
0.6364 Remote Similarity NPD5127 Approved
0.6364 Remote Similarity NPD5216 Approved
0.6364 Remote Similarity NPD5217 Approved
0.6364 Remote Similarity NPD5215 Approved
0.6356 Remote Similarity NPD7507 Approved
0.6355 Remote Similarity NPD6008 Approved
0.6354 Remote Similarity NPD1696 Phase 3
0.6354 Remote Similarity NPD5329 Approved
0.6353 Remote Similarity NPD4224 Phase 2
0.6333 Remote Similarity NPD3702 Approved
0.6325 Remote Similarity NPD7604 Phase 2
0.6322 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6322 Remote Similarity NPD3698 Phase 2
0.6304 Remote Similarity NPD3617 Approved
0.63 Remote Similarity NPD5693 Phase 1
0.6296 Remote Similarity NPD6412 Phase 2
0.6293 Remote Similarity NPD6921 Approved
0.6293 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6289 Remote Similarity NPD4693 Phase 3
0.6289 Remote Similarity NPD5205 Approved
0.6289 Remote Similarity NPD5690 Phase 2
0.6289 Remote Similarity NPD4688 Approved
0.6289 Remote Similarity NPD4690 Approved
0.6289 Remote Similarity NPD4689 Approved
0.6289 Remote Similarity NPD4138 Approved
0.6271 Remote Similarity NPD7492 Approved
0.6264 Remote Similarity NPD6933 Approved
0.6264 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6263 Remote Similarity NPD6101 Approved
0.6263 Remote Similarity NPD6673 Approved
0.6263 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6263 Remote Similarity NPD6080 Approved
0.6263 Remote Similarity NPD6904 Approved
0.625 Remote Similarity NPD4245 Approved
0.625 Remote Similarity NPD4244 Approved
0.6224 Remote Similarity NPD7524 Approved
0.6218 Remote Similarity NPD6336 Discontinued
0.6218 Remote Similarity NPD6616 Approved
0.6214 Remote Similarity NPD7614 Phase 1
0.6207 Remote Similarity NPD5360 Phase 3
0.6207 Remote Similarity NPD6054 Approved

Structure

External Identifiers

PubChem CID   23246193
ChEMBL   CHEMBL510334
ZINC  

Physicochemical Properties

Molecular Weight:  268.17
ALogP:  -0.4577
MLogP:  2.67
XLogP:  2.457
# Rotatable Bonds:  7
Polar Surface Area:  77.76
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  19

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs