Natural Product: NPC279434

Natural Product ID:  NPC279434
Common Name:   Labda-7,14-Dien-13-Ol
IUPAC Name:   (3R)-5-[(1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-1-en-3-ol
Synonyms:  
Molecular Formula:   C20H34O
Standard InCHIKey:  YHUUQRPBUXILLV-QGZVKYPTSA-N
Standard InCHI:  InChI=1S/C20H34O/c1-7-19(5,21)14-11-16-15(2)9-10-17-18(3,4)12-8-13-20(16,17)6/h7,9,16-17,21H,1,8,10-14H2,2-6H3/t16-,17-,19-,20+/m0/s1
Canonical SMILES:  C=C[C@@](CC[C@H]1C(=CC[C@@H]2[C@]1(C)CCCC2(C)C)C)(O)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
NPO3386 Aster spathulifolius Species Asteraceae Eukaryota PMID[16252909]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens ED50 = 2.4 ug/ml 15482936
NPT146 Cell Line SK-OV-3 Homo sapiens ED50 = 8.7 ug/ml 15482936
NPT147 Cell Line SK-MEL-2 Homo sapiens ED50 = 4.4 ug/ml 15482936
NPT574 Cell Line XF498 Homo sapiens ED50 = 9.5 ug/ml 11754613
NPT148 Cell Line HCT-15 Homo sapiens ED50 = 9.1 ug/ml 24697496

  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 NPC279434 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
0.9194 High Similarity NPC174956
0.9032 High Similarity NPC41160
0.8889 High Similarity NPC81615
0.8806 High Similarity NPC475728
0.8806 High Similarity NPC34834
0.8714 High Similarity NPC265588
0.8657 High Similarity NPC476431
0.8636 High Similarity NPC197805
0.8525 High Similarity NPC179024
0.8525 High Similarity NPC39068
0.8507 High Similarity NPC208999
0.8507 High Similarity NPC94192
0.8485 Intermediate Similarity NPC222366
0.8485 Intermediate Similarity NPC476039
0.8485 Intermediate Similarity NPC476406
0.8485 Intermediate Similarity NPC286669
0.8472 Intermediate Similarity NPC275494
0.8472 Intermediate Similarity NPC471409
0.8472 Intermediate Similarity NPC179028
0.8438 Intermediate Similarity NPC282694
0.8438 Intermediate Similarity NPC79576
0.8438 Intermediate Similarity NPC469728
0.8438 Intermediate Similarity NPC194208
0.8429 Intermediate Similarity NPC476366
0.8429 Intermediate Similarity NPC201048
0.8382 Intermediate Similarity NPC474248
0.8382 Intermediate Similarity NPC471560
0.8358 Intermediate Similarity NPC114651
0.8358 Intermediate Similarity NPC68703
0.8358 Intermediate Similarity NPC69649
0.8358 Intermediate Similarity NPC171225
0.8333 Intermediate Similarity NPC64123
0.8333 Intermediate Similarity NPC163678
0.8333 Intermediate Similarity NPC91594
0.831 Intermediate Similarity NPC32832
0.8286 Intermediate Similarity NPC182717
0.8286 Intermediate Similarity NPC130665
0.8286 Intermediate Similarity NPC471799
0.8281 Intermediate Similarity NPC135648
0.8281 Intermediate Similarity NPC176621
0.8261 Intermediate Similarity NPC145498
0.8243 Intermediate Similarity NPC164840
0.8243 Intermediate Similarity NPC209944
0.8243 Intermediate Similarity NPC241290
0.8235 Intermediate Similarity NPC96484
0.8235 Intermediate Similarity NPC216460
0.8235 Intermediate Similarity NPC32055
0.8226 Intermediate Similarity NPC264779
0.8219 Intermediate Similarity NPC167891
0.8219 Intermediate Similarity NPC83351
0.8209 Intermediate Similarity NPC149680
0.8209 Intermediate Similarity NPC202017
0.8194 Intermediate Similarity NPC247325
0.8194 Intermediate Similarity NPC470749
0.8194 Intermediate Similarity NPC244488
0.8169 Intermediate Similarity NPC471797
0.8143 Intermediate Similarity NPC110799
0.8143 Intermediate Similarity NPC242001
0.8143 Intermediate Similarity NPC167706
0.8133 Intermediate Similarity NPC264245
0.8116 Intermediate Similarity NPC9942
0.8088 Intermediate Similarity NPC117607
0.8088 Intermediate Similarity NPC88454
0.8088 Intermediate Similarity NPC101307
0.8082 Intermediate Similarity NPC132542
0.8082 Intermediate Similarity NPC470758
0.8082 Intermediate Similarity NPC470711
0.8028 Intermediate Similarity NPC474743
0.8028 Intermediate Similarity NPC474140
0.8026 Intermediate Similarity NPC49964
0.8026 Intermediate Similarity NPC87489
0.8 Intermediate Similarity NPC323153
0.8 Intermediate Similarity NPC234193
0.7973 Intermediate Similarity NPC474216
0.7971 Intermediate Similarity NPC160209
0.7969 Intermediate Similarity NPC474769
0.7969 Intermediate Similarity NPC189290
0.7945 Intermediate Similarity NPC134330
0.7945 Intermediate Similarity NPC129165
0.7945 Intermediate Similarity NPC470362
0.7945 Intermediate Similarity NPC253190
0.7945 Intermediate Similarity NPC113733
0.7917 Intermediate Similarity NPC306727
0.7917 Intermediate Similarity NPC243342
0.7917 Intermediate Similarity NPC91858
0.7917 Intermediate Similarity NPC469533
0.7917 Intermediate Similarity NPC100334
0.7917 Intermediate Similarity NPC469593
0.7917 Intermediate Similarity NPC477138
0.7917 Intermediate Similarity NPC469534
0.791 Intermediate Similarity NPC323424
0.791 Intermediate Similarity NPC290367
0.791 Intermediate Similarity NPC225415
0.791 Intermediate Similarity NPC96793
0.791 Intermediate Similarity NPC107540
0.7895 Intermediate Similarity NPC47761
0.7895 Intermediate Similarity NPC249423
0.7895 Intermediate Similarity NPC476646
0.7887 Intermediate Similarity NPC23954
0.7887 Intermediate Similarity NPC164022
0.7887 Intermediate Similarity NPC475077
0.7879 Intermediate Similarity NPC210346
0.7869 Intermediate Similarity NPC181255
0.7869 Intermediate Similarity NPC179169
0.7869 Intermediate Similarity NPC306195
0.7869 Intermediate Similarity NPC157781
0.7869 Intermediate Similarity NPC35519
0.7867 Intermediate Similarity NPC28862
0.7867 Intermediate Similarity NPC209430
0.7867 Intermediate Similarity NPC170394
0.7867 Intermediate Similarity NPC47982
0.7867 Intermediate Similarity NPC109546
0.7867 Intermediate Similarity NPC233295
0.7867 Intermediate Similarity NPC143182
0.7867 Intermediate Similarity NPC81306
0.7867 Intermediate Similarity NPC30986
0.7867 Intermediate Similarity NPC84694
0.7857 Intermediate Similarity NPC473893
0.7846 Intermediate Similarity NPC5698
0.7838 Intermediate Similarity NPC257666
0.7838 Intermediate Similarity NPC318495
0.7838 Intermediate Similarity NPC198968
0.7838 Intermediate Similarity NPC155986
0.7838 Intermediate Similarity NPC266193
0.7838 Intermediate Similarity NPC471798
0.7821 Intermediate Similarity NPC231310
0.7821 Intermediate Similarity NPC238485
0.7821 Intermediate Similarity NPC205845
0.7808 Intermediate Similarity NPC471723
0.7808 Intermediate Similarity NPC162742
0.7808 Intermediate Similarity NPC136188
0.7808 Intermediate Similarity NPC141071
0.7808 Intermediate Similarity NPC230301
0.7808 Intermediate Similarity NPC28657
0.7808 Intermediate Similarity NPC257347
0.7808 Intermediate Similarity NPC285893
0.7808 Intermediate Similarity NPC291503
0.7808 Intermediate Similarity NPC288035
0.7808 Intermediate Similarity NPC471468
0.7808 Intermediate Similarity NPC22105
0.7808 Intermediate Similarity NPC134847
0.7808 Intermediate Similarity NPC304309
0.7808 Intermediate Similarity NPC133580
0.7794 Intermediate Similarity NPC258595
0.7792 Intermediate Similarity NPC296701
0.7792 Intermediate Similarity NPC50964
0.7792 Intermediate Similarity NPC218616
0.7778 Intermediate Similarity NPC220939
0.7778 Intermediate Similarity NPC265485
0.7778 Intermediate Similarity NPC68443
0.7763 Intermediate Similarity NPC96362
0.7763 Intermediate Similarity NPC295131
0.7761 Intermediate Similarity NPC474480
0.7746 Intermediate Similarity NPC92801
0.7733 Intermediate Similarity NPC18603
0.7733 Intermediate Similarity NPC477514
0.7733 Intermediate Similarity NPC76931
0.7733 Intermediate Similarity NPC321514
0.7733 Intermediate Similarity NPC307965
0.7733 Intermediate Similarity NPC476314
0.7733 Intermediate Similarity NPC11908
0.7733 Intermediate Similarity NPC473943
0.7727 Intermediate Similarity NPC66020
0.7722 Intermediate Similarity NPC274448
0.7714 Intermediate Similarity NPC476945
0.7714 Intermediate Similarity NPC471238
0.7705 Intermediate Similarity NPC214584
0.7705 Intermediate Similarity NPC26906
0.7703 Intermediate Similarity NPC321381
0.7703 Intermediate Similarity NPC202642
0.7703 Intermediate Similarity NPC106364
0.7703 Intermediate Similarity NPC106432
0.7703 Intermediate Similarity NPC290598
0.7703 Intermediate Similarity NPC27765
0.7703 Intermediate Similarity NPC240604
0.7703 Intermediate Similarity NPC120098
0.7703 Intermediate Similarity NPC300324
0.7703 Intermediate Similarity NPC30590
0.7703 Intermediate Similarity NPC189883
0.7703 Intermediate Similarity NPC265328
0.7703 Intermediate Similarity NPC107059
0.7703 Intermediate Similarity NPC321016
0.7703 Intermediate Similarity NPC122418
0.7703 Intermediate Similarity NPC46160
0.7692 Intermediate Similarity NPC474634
0.7692 Intermediate Similarity NPC470384
0.7692 Intermediate Similarity NPC475789
0.7681 Intermediate Similarity NPC250977
0.7671 Intermediate Similarity NPC18819
0.7671 Intermediate Similarity NPC46610
0.7671 Intermediate Similarity NPC22134
0.7662 Intermediate Similarity NPC209620
0.7662 Intermediate Similarity NPC23852
0.7647 Intermediate Similarity NPC309300
0.7647 Intermediate Similarity NPC68656
0.7639 Intermediate Similarity NPC160817
0.7639 Intermediate Similarity NPC471272
0.7632 Intermediate Similarity NPC476610
0.7632 Intermediate Similarity NPC231431
0.7632 Intermediate Similarity NPC291379

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC279434 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
0.8429 Intermediate Similarity NPD4785 Approved
0.8429 Intermediate Similarity NPD4784 Approved
0.8406 Intermediate Similarity NPD4243 Approved
0.7808 Intermediate Similarity NPD5275 Approved
0.7808 Intermediate Similarity NPD7339 Approved
0.7808 Intermediate Similarity NPD6942 Approved
0.7808 Intermediate Similarity NPD4190 Phase 3
0.7632 Intermediate Similarity NPD4195 Approved
0.7568 Intermediate Similarity NPD8264 Approved
0.7467 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7432 Intermediate Similarity NPD6924 Approved
0.7432 Intermediate Similarity NPD6926 Approved
0.7407 Intermediate Similarity NPD4519 Discontinued
0.7407 Intermediate Similarity NPD4623 Approved
0.7403 Intermediate Similarity NPD7645 Phase 2
0.7308 Intermediate Similarity NPD7525 Registered
0.7308 Intermediate Similarity NPD6931 Approved
0.7308 Intermediate Similarity NPD6930 Phase 2
0.7273 Intermediate Similarity NPD7322 Clinical (unspecified phase)
0.726 Intermediate Similarity NPD7144 Approved
0.726 Intermediate Similarity NPD7143 Approved
0.7237 Intermediate Similarity NPD6933 Approved
0.7231 Intermediate Similarity NPD342 Phase 1
0.7179 Intermediate Similarity NPD6929 Approved
0.7162 Intermediate Similarity NPD7151 Approved
0.7162 Intermediate Similarity NPD7152 Approved
0.7162 Intermediate Similarity NPD7150 Approved
0.7125 Intermediate Similarity NPD4221 Approved
0.7125 Intermediate Similarity NPD4223 Phase 3
0.7123 Intermediate Similarity NPD6923 Approved
0.7123 Intermediate Similarity NPD6922 Approved
0.7108 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD368 Approved
0.7089 Intermediate Similarity NPD7514 Phase 3
0.7089 Intermediate Similarity NPD7332 Phase 2
0.7073 Intermediate Similarity NPD5329 Approved
0.7051 Intermediate Similarity NPD7145 Approved
0.7037 Intermediate Similarity NPD6695 Phase 3
0.6988 Remote Similarity NPD5690 Phase 2
0.6951 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6951 Remote Similarity NPD4197 Approved
0.6951 Remote Similarity NPD4786 Approved
0.6923 Remote Similarity NPD6925 Approved
0.6923 Remote Similarity NPD5776 Phase 2
0.6923 Remote Similarity NPD6932 Approved
0.6914 Remote Similarity NPD3667 Approved
0.6875 Remote Similarity NPD4695 Discontinued
0.6875 Remote Similarity NPD7509 Discontinued
0.6867 Remote Similarity NPD6893 Approved
0.6866 Remote Similarity NPD4219 Approved
0.679 Remote Similarity NPD6902 Approved
0.679 Remote Similarity NPD6898 Phase 1
0.6786 Remote Similarity NPD4694 Approved
0.6786 Remote Similarity NPD4689 Approved
0.6786 Remote Similarity NPD4688 Approved
0.6786 Remote Similarity NPD4138 Approved
0.6786 Remote Similarity NPD5205 Approved
0.6786 Remote Similarity NPD4693 Phase 3
0.6786 Remote Similarity NPD4690 Approved
0.6786 Remote Similarity NPD5280 Approved
0.6747 Remote Similarity NPD3665 Phase 1
0.6747 Remote Similarity NPD3133 Approved
0.6747 Remote Similarity NPD3666 Approved
0.6706 Remote Similarity NPD7524 Approved
0.6706 Remote Similarity NPD7750 Discontinued
0.6667 Remote Similarity NPD4748 Discontinued
0.6628 Remote Similarity NPD4723 Approved
0.6628 Remote Similarity NPD4722 Approved
0.6625 Remote Similarity NPD3617 Approved
0.6591 Remote Similarity NPD6079 Approved
0.6591 Remote Similarity NPD5281 Approved
0.6591 Remote Similarity NPD5284 Approved
0.6588 Remote Similarity NPD3618 Phase 1
0.6588 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6585 Remote Similarity NPD4692 Approved
0.6585 Remote Similarity NPD4139 Approved
0.6552 Remote Similarity NPD4753 Phase 2
0.6552 Remote Similarity NPD5328 Approved
0.6543 Remote Similarity NPD6683 Phase 2
0.6486 Remote Similarity NPD7331 Phase 2
0.6404 Remote Similarity NPD7515 Phase 2
0.6404 Remote Similarity NPD7087 Discontinued
0.6395 Remote Similarity NPD5279 Phase 3
0.6395 Remote Similarity NPD6098 Approved
0.6393 Remote Similarity NPD1799 Clinical (unspecified phase)
0.6389 Remote Similarity NPD4191 Approved
0.6389 Remote Similarity NPD4193 Approved
0.6389 Remote Similarity NPD4192 Approved
0.6389 Remote Similarity NPD4194 Approved
0.6374 Remote Similarity NPD5210 Approved
0.6374 Remote Similarity NPD4629 Approved
0.6364 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6364 Remote Similarity NPD6051 Approved
0.6353 Remote Similarity NPD3668 Phase 3
0.6351 Remote Similarity NPD7341 Phase 2
0.6333 Remote Similarity NPD6399 Phase 3
0.6333 Remote Similarity NPD4202 Approved
0.6322 Remote Similarity NPD3573 Approved
0.6316 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6316 Remote Similarity NPD5211 Phase 2
0.6308 Remote Similarity NPD8262 Approved
0.6292 Remote Similarity NPD4096 Approved
0.6264 Remote Similarity NPD7748 Approved
0.625 Remote Similarity NPD4518 Approved
0.6237 Remote Similarity NPD6084 Phase 2
0.6237 Remote Similarity NPD6083 Phase 2
0.6235 Remote Similarity NPD4788 Approved
0.6234 Remote Similarity NPD4137 Phase 3
0.6207 Remote Similarity NPD5330 Approved
0.6207 Remote Similarity NPD6409 Approved
0.6207 Remote Similarity NPD6684 Approved
0.6207 Remote Similarity NPD7146 Approved
0.6207 Remote Similarity NPD7521 Approved
0.6207 Remote Similarity NPD7334 Approved
0.6203 Remote Similarity NPD4732 Discontinued
0.6196 Remote Similarity NPD5695 Phase 3
0.6186 Remote Similarity NPD5141 Approved
0.618 Remote Similarity NPD6080 Approved
0.618 Remote Similarity NPD6904 Approved
0.618 Remote Similarity NPD6673 Approved
0.6173 Remote Similarity NPD1346 Approved
0.6154 Remote Similarity NPD5133 Approved
0.6154 Remote Similarity NPD4691 Approved
0.6154 Remote Similarity NPD4747 Approved
0.6129 Remote Similarity NPD5221 Approved
0.6129 Remote Similarity NPD5222 Approved
0.6129 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6125 Remote Similarity NPD4058 Approved
0.6125 Remote Similarity NPD4687 Approved
0.6125 Remote Similarity NPD5733 Approved
0.6111 Remote Similarity NPD7136 Phase 2
0.6111 Remote Similarity NPD5207 Approved
0.6111 Remote Similarity NPD4001 Clinical (unspecified phase)
0.6105 Remote Similarity NPD5286 Approved
0.6105 Remote Similarity NPD4696 Approved
0.6105 Remote Similarity NPD5285 Approved
0.6105 Remote Similarity NPD7639 Approved
0.6105 Remote Similarity NPD6404 Discontinued
0.6105 Remote Similarity NPD7640 Approved
0.6092 Remote Similarity NPD1696 Phase 3
0.6087 Remote Similarity NPD5771 Approved
0.6067 Remote Similarity NPD5737 Approved
0.6067 Remote Similarity NPD6672 Approved
0.6067 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6067 Remote Similarity NPD5208 Approved
0.6067 Remote Similarity NPD6903 Approved
0.6064 Remote Similarity NPD4755 Approved
0.6064 Remote Similarity NPD7902 Approved
0.6064 Remote Similarity NPD5173 Approved
0.6044 Remote Similarity NPD6411 Approved
0.6044 Remote Similarity NPD5694 Approved
0.6044 Remote Similarity NPD6050 Approved
0.6044 Remote Similarity NPD5693 Phase 1
0.6044 Remote Similarity NPD7637 Suspended
0.6042 Remote Similarity NPD5223 Approved
0.6026 Remote Similarity NPD791 Approved
0.6026 Remote Similarity NPD15 Approved
0.6024 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6 Remote Similarity NPD5696 Approved
0.6 Remote Similarity NPD7638 Approved
0.6 Remote Similarity NPD5290 Discontinued
0.5979 Remote Similarity NPD5225 Approved
0.5979 Remote Similarity NPD4633 Approved
0.5979 Remote Similarity NPD5091 Approved
0.5979 Remote Similarity NPD5224 Approved
0.5979 Remote Similarity NPD5226 Approved
0.5978 Remote Similarity NPD5779 Approved
0.5978 Remote Similarity NPD5778 Approved
0.5972 Remote Similarity NPD287 Approved
0.5957 Remote Similarity NPD4697 Phase 3
0.5957 Remote Similarity NPD7614 Phase 1
0.5949 Remote Similarity NPD6939 Phase 2
0.5949 Remote Similarity NPD6938 Clinical (unspecified phase)
0.5938 Remote Similarity NPD4700 Approved
0.5934 Remote Similarity NPD5692 Phase 3
0.593 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5918 Remote Similarity NPD5174 Approved
0.5918 Remote Similarity NPD5175 Approved
0.5914 Remote Similarity NPD5707 Approved
0.5909 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5882 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5882 Remote Similarity NPD4822 Approved
0.5882 Remote Similarity NPD4820 Approved
0.5882 Remote Similarity NPD4819 Approved
0.5882 Remote Similarity NPD4821 Approved
0.5875 Remote Similarity NPD5276 Approved
0.5854 Remote Similarity NPD8039 Approved
0.5851 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5846 Remote Similarity NPD388 Approved
0.5846 Remote Similarity NPD386 Approved
0.5842 Remote Similarity NPD6881 Approved
0.5842 Remote Similarity NPD6899 Approved
0.5833 Remote Similarity NPD4225 Approved
0.5824 Remote Similarity NPD6101 Approved
0.5824 Remote Similarity NPD5764 Clinical (unspecified phase)
0.58 Remote Similarity NPD6675 Approved
0.58 Remote Similarity NPD6402 Approved
0.58 Remote Similarity NPD7128 Approved
0.58 Remote Similarity NPD5739 Approved
0.5795 Remote Similarity NPD6400 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   15923774
ChEMBL   CHEMBL500040
ZINC  

Physicochemical Properties

Molecular Weight:  290.26
ALogP:  2.651
MLogP:  3.55
XLogP:  7.199
# Rotatable Bonds:  10
Polar Surface Area:  20.23
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  21

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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