Natural Product: NPC137587

Natural Product ID:  NPC137587
Common Name:   Ent-16-Hydroxy-13-Epi-Manoyl Oxide
IUPAC Name:   [(3R,4aS,6aR,10aR,10bS)-3-ethenyl-4a,7,7,10a-tetramethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-3-yl]methanol
Synonyms:  
Molecular Formula:   C20H34O2
Standard InCHIKey:  CMXOSVFYCJCFHE-PPLKHSGQSA-N
Standard InCHI:  InChI=1S/C20H34O2/c1-6-20(14-21)13-9-16-18(4)11-7-10-17(2,3)15(18)8-12-19(16,5)22-20/h6,15-16,21H,1,7-14H2,2-5H3/t15-,16+,18-,19+,20+/m1/s1
Canonical SMILES:  OC[C@]1(C=C)CC[C@@H]2[C@](O1)(C)CC[C@H]1[C@@]2(C)CCCC1(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
NPO13300 Sideritis javalambrensis Species Lamiaceae Eukaryota PMID[2481715]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT32 Organism Mus musculus Mus musculus Inhibition = 55.8 % 22435669
NPT32 Organism Mus musculus Mus musculus Inhibition = 63.5 % 1517742
NPT32 Organism Mus musculus Mus musculus Inhibition = 60.1 % 1517742

  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 NPC137587 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
0.9067 High Similarity NPC169994
0.859 High Similarity NPC72755
0.859 High Similarity NPC476367
0.8493 Intermediate Similarity NPC2648
0.8472 Intermediate Similarity NPC42630
0.8442 Intermediate Similarity NPC470766
0.8415 Intermediate Similarity NPC477578
0.8378 Intermediate Similarity NPC210323
0.8353 Intermediate Similarity NPC474249
0.8353 Intermediate Similarity NPC261990
0.8293 Intermediate Similarity NPC15534
0.8272 Intermediate Similarity NPC471408
0.8256 Intermediate Similarity NPC289361
0.8243 Intermediate Similarity NPC139785
0.8171 Intermediate Similarity NPC477978
0.8148 Intermediate Similarity NPC70927
0.8125 Intermediate Similarity NPC233295
0.8025 Intermediate Similarity NPC474592
0.8 Intermediate Similarity NPC476948
0.7978 Intermediate Similarity NPC8774
0.7952 Intermediate Similarity NPC470558
0.7927 Intermediate Similarity NPC20096
0.7927 Intermediate Similarity NPC48673
0.7895 Intermediate Similarity NPC9942
0.7889 Intermediate Similarity NPC98457
0.7889 Intermediate Similarity NPC12103
0.7889 Intermediate Similarity NPC227583
0.7867 Intermediate Similarity NPC101307
0.7867 Intermediate Similarity NPC117607
0.7867 Intermediate Similarity NPC88454
0.7865 Intermediate Similarity NPC65402
0.7865 Intermediate Similarity NPC127718
0.7857 Intermediate Similarity NPC470077
0.7848 Intermediate Similarity NPC66566
0.7848 Intermediate Similarity NPC477923
0.7831 Intermediate Similarity NPC155521
0.7816 Intermediate Similarity NPC20946
0.7778 Intermediate Similarity NPC167891
0.7778 Intermediate Similarity NPC83351
0.7765 Intermediate Similarity NPC157257
0.7765 Intermediate Similarity NPC274448
0.7763 Intermediate Similarity NPC244790
0.7753 Intermediate Similarity NPC307776
0.775 Intermediate Similarity NPC198473
0.775 Intermediate Similarity NPC91573
0.775 Intermediate Similarity NPC470749
0.775 Intermediate Similarity NPC265588
0.7733 Intermediate Similarity NPC476406
0.7722 Intermediate Similarity NPC476366
0.7722 Intermediate Similarity NPC201048
0.7722 Intermediate Similarity NPC477138
0.7722 Intermediate Similarity NPC243342
0.7692 Intermediate Similarity NPC131506
0.7692 Intermediate Similarity NPC288970
0.7692 Intermediate Similarity NPC157777
0.7692 Intermediate Similarity NPC167706
0.7674 Intermediate Similarity NPC125399
0.7654 Intermediate Similarity NPC477924
0.7654 Intermediate Similarity NPC91594
0.7654 Intermediate Similarity NPC471798
0.7654 Intermediate Similarity NPC470750
0.7654 Intermediate Similarity NPC470711
0.7654 Intermediate Similarity NPC470758
0.764 Intermediate Similarity NPC471453
0.7625 Intermediate Similarity NPC291503
0.7619 Intermediate Similarity NPC304285
0.7619 Intermediate Similarity NPC470049
0.7614 Intermediate Similarity NPC59682
0.7614 Intermediate Similarity NPC82876
0.7609 Intermediate Similarity NPC26307
0.76 Intermediate Similarity NPC258595
0.76 Intermediate Similarity NPC64123
0.7595 Intermediate Similarity NPC182717
0.7595 Intermediate Similarity NPC471799
0.7595 Intermediate Similarity NPC95165
0.759 Intermediate Similarity NPC287749
0.759 Intermediate Similarity NPC13554
0.7586 Intermediate Similarity NPC131329
0.7586 Intermediate Similarity NPC149224
0.7586 Intermediate Similarity NPC245004
0.7586 Intermediate Similarity NPC189777
0.7561 Intermediate Similarity NPC148977
0.7561 Intermediate Similarity NPC11908
0.7558 Intermediate Similarity NPC164424
0.7532 Intermediate Similarity NPC276616
0.7531 Intermediate Similarity NPC274079
0.7531 Intermediate Similarity NPC477925
0.7531 Intermediate Similarity NPC63958
0.7531 Intermediate Similarity NPC106432
0.7529 Intermediate Similarity NPC49208
0.7529 Intermediate Similarity NPC23748
0.7528 Intermediate Similarity NPC77796
0.7528 Intermediate Similarity NPC476226
0.7528 Intermediate Similarity NPC92885
0.7528 Intermediate Similarity NPC295668
0.75 Intermediate Similarity NPC474731
0.75 Intermediate Similarity NPC476646
0.75 Intermediate Similarity NPC82986
0.75 Intermediate Similarity NPC116202
0.75 Intermediate Similarity NPC142163
0.75 Intermediate Similarity NPC474531
0.75 Intermediate Similarity NPC474759
0.75 Intermediate Similarity NPC7505
0.75 Intermediate Similarity NPC91858
0.75 Intermediate Similarity NPC471952
0.75 Intermediate Similarity NPC474752
0.75 Intermediate Similarity NPC72204
0.75 Intermediate Similarity NPC471797
0.75 Intermediate Similarity NPC474683
0.75 Intermediate Similarity NPC476736
0.7471 Intermediate Similarity NPC255143
0.747 Intermediate Similarity NPC291379
0.747 Intermediate Similarity NPC328714
0.7468 Intermediate Similarity NPC8004
0.7468 Intermediate Similarity NPC127283
0.7468 Intermediate Similarity NPC242001
0.7468 Intermediate Similarity NPC110799
0.7467 Intermediate Similarity NPC101128
0.7467 Intermediate Similarity NPC144650
0.7447 Intermediate Similarity NPC473510
0.7439 Intermediate Similarity NPC130136
0.7439 Intermediate Similarity NPC470751
0.7439 Intermediate Similarity NPC472746
0.7419 Intermediate Similarity NPC210337
0.7416 Intermediate Similarity NPC97103
0.7416 Intermediate Similarity NPC115607
0.7412 Intermediate Similarity NPC30166
0.7412 Intermediate Similarity NPC49964
0.7412 Intermediate Similarity NPC296701
0.7412 Intermediate Similarity NPC218616
0.7407 Intermediate Similarity NPC144075
0.7407 Intermediate Similarity NPC32832
0.7407 Intermediate Similarity NPC3403
0.7407 Intermediate Similarity NPC185536
0.7407 Intermediate Similarity NPC103822
0.7403 Intermediate Similarity NPC185874
0.7403 Intermediate Similarity NPC269077
0.7403 Intermediate Similarity NPC253303
0.7403 Intermediate Similarity NPC139207
0.7386 Intermediate Similarity NPC233744
0.7381 Intermediate Similarity NPC241290
0.7381 Intermediate Similarity NPC236112
0.7381 Intermediate Similarity NPC209944
0.7381 Intermediate Similarity NPC164840
0.7381 Intermediate Similarity NPC96362
0.7375 Intermediate Similarity NPC211009
0.7368 Intermediate Similarity NPC208198
0.7368 Intermediate Similarity NPC2728
0.7368 Intermediate Similarity NPC260116
0.7368 Intermediate Similarity NPC60837
0.7368 Intermediate Similarity NPC282619
0.7368 Intermediate Similarity NPC172613
0.7368 Intermediate Similarity NPC11555
0.7363 Intermediate Similarity NPC53555
0.7363 Intermediate Similarity NPC119379
0.7363 Intermediate Similarity NPC474835
0.7363 Intermediate Similarity NPC91654
0.7363 Intermediate Similarity NPC474792
0.7363 Intermediate Similarity NPC27531
0.7363 Intermediate Similarity NPC67398
0.7361 Intermediate Similarity NPC135438
0.7356 Intermediate Similarity NPC266511
0.7356 Intermediate Similarity NPC290731
0.7356 Intermediate Similarity NPC35933
0.7349 Intermediate Similarity NPC472501
0.7349 Intermediate Similarity NPC472342
0.7349 Intermediate Similarity NPC285761
0.7349 Intermediate Similarity NPC474989
0.7349 Intermediate Similarity NPC102708
0.7349 Intermediate Similarity NPC22955
0.7349 Intermediate Similarity NPC52755
0.7349 Intermediate Similarity NPC99168
0.7349 Intermediate Similarity NPC476314
0.7349 Intermediate Similarity NPC301707
0.7349 Intermediate Similarity NPC470396
0.7342 Intermediate Similarity NPC145498
0.7342 Intermediate Similarity NPC45296
0.734 Intermediate Similarity NPC471784
0.734 Intermediate Similarity NPC303777
0.734 Intermediate Similarity NPC476895
0.7333 Intermediate Similarity NPC11216
0.7333 Intermediate Similarity NPC80561
0.7333 Intermediate Similarity NPC291484
0.7333 Intermediate Similarity NPC329596
0.7333 Intermediate Similarity NPC204188
0.7333 Intermediate Similarity NPC3345
0.7326 Intermediate Similarity NPC52108
0.7326 Intermediate Similarity NPC317458
0.7326 Intermediate Similarity NPC134481
0.7326 Intermediate Similarity NPC474789
0.7326 Intermediate Similarity NPC474634
0.7326 Intermediate Similarity NPC82623
0.7326 Intermediate Similarity NPC132635
0.7326 Intermediate Similarity NPC207013
0.7312 Intermediate Similarity NPC88009
0.7312 Intermediate Similarity NPC103165
0.7312 Intermediate Similarity NPC90583
0.7312 Intermediate Similarity NPC210717
0.7308 Intermediate Similarity NPC94192
0.7308 Intermediate Similarity NPC245795

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC137587 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
0.7262 Intermediate Similarity NPD7645 Phase 2
0.7176 Intermediate Similarity NPD7525 Registered
0.71 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.6988 Remote Similarity NPD7339 Approved
0.6988 Remote Similarity NPD6942 Approved
0.6905 Remote Similarity NPD6933 Approved
0.6905 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6837 Remote Similarity NPD4159 Approved
0.6813 Remote Similarity NPD7524 Approved
0.6804 Remote Similarity NPD4225 Approved
0.6667 Remote Similarity NPD4784 Approved
0.6667 Remote Similarity NPD6926 Approved
0.6667 Remote Similarity NPD4785 Approved
0.6667 Remote Similarity NPD6924 Approved
0.6633 Remote Similarity NPD7638 Approved
0.6588 Remote Similarity NPD8264 Approved
0.6582 Remote Similarity NPD371 Approved
0.6574 Remote Similarity NPD7115 Discovery
0.6566 Remote Similarity NPD7639 Approved
0.6566 Remote Similarity NPD7640 Approved
0.6556 Remote Similarity NPD6695 Phase 3
0.6484 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6484 Remote Similarity NPD4786 Approved
0.6452 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6444 Remote Similarity NPD3667 Approved
0.6429 Remote Similarity NPD7152 Approved
0.6429 Remote Similarity NPD7150 Approved
0.6429 Remote Similarity NPD4243 Approved
0.6429 Remote Similarity NPD7151 Approved
0.6413 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6404 Remote Similarity NPD7509 Discontinued
0.6404 Remote Similarity NPD4748 Discontinued
0.6404 Remote Similarity NPD6931 Approved
0.6404 Remote Similarity NPD6930 Phase 2
0.6364 Remote Similarity NPD7328 Approved
0.6364 Remote Similarity NPD7327 Approved
0.6364 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6354 Remote Similarity NPD6079 Approved
0.6344 Remote Similarity NPD3618 Phase 1
0.6339 Remote Similarity NPD6921 Approved
0.6339 Remote Similarity NPD8033 Approved
0.6337 Remote Similarity NPD5344 Discontinued
0.6316 Remote Similarity NPD5328 Approved
0.631 Remote Similarity NPD7143 Approved
0.631 Remote Similarity NPD7144 Approved
0.631 Remote Similarity NPD4787 Phase 1
0.6306 Remote Similarity NPD7516 Approved
0.6296 Remote Similarity NPD8133 Approved
0.6292 Remote Similarity NPD6929 Approved
0.6277 Remote Similarity NPD7750 Discontinued
0.625 Remote Similarity NPD8294 Approved
0.625 Remote Similarity NPD6932 Approved
0.625 Remote Similarity NPD8377 Approved
0.6226 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6224 Remote Similarity NPD7748 Approved
0.6222 Remote Similarity NPD7332 Phase 2
0.6222 Remote Similarity NPD7514 Phase 3
0.6196 Remote Similarity NPD4788 Approved
0.6195 Remote Similarity NPD8378 Approved
0.6195 Remote Similarity NPD8335 Approved
0.6195 Remote Similarity NPD8296 Approved
0.6195 Remote Similarity NPD8380 Approved
0.6195 Remote Similarity NPD8379 Approved
0.6195 Remote Similarity NPD7503 Approved
0.619 Remote Similarity NPD6922 Approved
0.619 Remote Similarity NPD6923 Approved
0.6186 Remote Similarity NPD8035 Phase 2
0.6186 Remote Similarity NPD8034 Phase 2
0.6186 Remote Similarity NPD7515 Phase 2
0.618 Remote Similarity NPD7145 Approved
0.6146 Remote Similarity NPD6051 Approved
0.6132 Remote Similarity NPD6686 Approved
0.6122 Remote Similarity NPD6399 Phase 3
0.6122 Remote Similarity NPD4202 Approved
0.6117 Remote Similarity NPD7632 Discontinued
0.6111 Remote Similarity NPD4195 Approved
0.6105 Remote Similarity NPD3573 Approved
0.6092 Remote Similarity NPD1810 Approved
0.6092 Remote Similarity NPD1811 Approved
0.6067 Remote Similarity NPD5776 Phase 2
0.6067 Remote Similarity NPD6925 Approved
0.6064 Remote Similarity NPD6893 Approved
0.6055 Remote Similarity NPD8297 Approved
0.6047 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6047 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6044 Remote Similarity NPD6928 Phase 2
0.604 Remote Similarity NPD7902 Approved
0.6023 Remote Similarity NPD5275 Approved
0.6023 Remote Similarity NPD4190 Phase 3
0.602 Remote Similarity NPD7087 Discontinued
0.602 Remote Similarity NPD6411 Approved
0.6 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6 Remote Similarity NPD1145 Discontinued
0.6 Remote Similarity NPD3699 Clinical (unspecified phase)
0.5983 Remote Similarity NPD7507 Approved
0.5981 Remote Similarity NPD6881 Approved
0.5981 Remote Similarity NPD6899 Approved
0.5978 Remote Similarity NPD6902 Approved
0.5978 Remote Similarity NPD6898 Phase 1
0.5962 Remote Similarity NPD5211 Phase 2
0.5957 Remote Similarity NPD3666 Approved
0.5957 Remote Similarity NPD3665 Phase 1
0.5957 Remote Similarity NPD3133 Approved
0.5955 Remote Similarity NPD6117 Approved
0.5943 Remote Similarity NPD5739 Approved
0.5943 Remote Similarity NPD6402 Approved
0.5943 Remote Similarity NPD6675 Approved
0.5943 Remote Similarity NPD7128 Approved
0.5941 Remote Similarity NPD5222 Approved
0.5941 Remote Similarity NPD5221 Approved
0.5941 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5934 Remote Similarity NPD6683 Phase 2
0.5926 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5922 Remote Similarity NPD5285 Approved
0.5922 Remote Similarity NPD5286 Approved
0.5922 Remote Similarity NPD4696 Approved
0.5922 Remote Similarity NPD6648 Approved
0.5909 Remote Similarity NPD6113 Clinical (unspecified phase)
0.5889 Remote Similarity NPD6116 Phase 1
0.5888 Remote Similarity NPD6412 Phase 2
0.5888 Remote Similarity NPD5697 Approved
0.5882 Remote Similarity NPD6084 Phase 2
0.5882 Remote Similarity NPD6083 Phase 2
0.5882 Remote Similarity NPD5360 Phase 3
0.5882 Remote Similarity NPD5173 Approved
0.5882 Remote Similarity NPD5361 Clinical (unspecified phase)
0.5882 Remote Similarity NPD4755 Approved
0.5872 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5872 Remote Similarity NPD7290 Approved
0.5872 Remote Similarity NPD6883 Approved
0.5872 Remote Similarity NPD7102 Approved
0.5865 Remote Similarity NPD5223 Approved
0.5856 Remote Similarity NPD4632 Approved
0.5849 Remote Similarity NPD5141 Approved
0.5843 Remote Similarity NPD3703 Phase 2
0.5843 Remote Similarity NPD3702 Approved
0.5833 Remote Similarity NPD6011 Approved
0.5833 Remote Similarity NPD7319 Approved
0.5833 Remote Similarity NPD7320 Approved
0.5833 Remote Similarity NPD4519 Discontinued
0.5833 Remote Similarity NPD4623 Approved
0.5833 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5825 Remote Similarity NPD5290 Discontinued
0.5824 Remote Similarity NPD6115 Approved
0.5824 Remote Similarity NPD6697 Approved
0.5824 Remote Similarity NPD6114 Approved
0.5824 Remote Similarity NPD6118 Approved
0.5818 Remote Similarity NPD6847 Approved
0.5818 Remote Similarity NPD6649 Approved
0.5818 Remote Similarity NPD6869 Approved
0.5818 Remote Similarity NPD8130 Phase 1
0.5818 Remote Similarity NPD6650 Approved
0.5818 Remote Similarity NPD6617 Approved
0.5816 Remote Similarity NPD4753 Phase 2
0.5816 Remote Similarity NPD6101 Approved
0.5816 Remote Similarity NPD5764 Clinical (unspecified phase)
0.581 Remote Similarity NPD5225 Approved
0.581 Remote Similarity NPD4633 Approved
0.581 Remote Similarity NPD5226 Approved
0.581 Remote Similarity NPD5224 Approved
0.58 Remote Similarity NPD8171 Discontinued
0.5794 Remote Similarity NPD6640 Phase 3
0.5789 Remote Similarity NPD3668 Phase 3
0.5784 Remote Similarity NPD4697 Phase 3
0.578 Remote Similarity NPD6372 Approved
0.578 Remote Similarity NPD6014 Approved
0.578 Remote Similarity NPD6013 Approved
0.578 Remote Similarity NPD6373 Approved
0.578 Remote Similarity NPD6012 Approved
0.5769 Remote Similarity NPD4700 Approved
0.5766 Remote Similarity NPD6882 Approved
0.5755 Remote Similarity NPD5175 Approved
0.5755 Remote Similarity NPD5174 Approved
0.5753 Remote Similarity NPD385 Approved
0.5753 Remote Similarity NPD384 Approved
0.5747 Remote Similarity NPD4245 Approved
0.5747 Remote Similarity NPD2254 Approved
0.5747 Remote Similarity NPD2687 Approved
0.5747 Remote Similarity NPD4244 Approved
0.5747 Remote Similarity NPD2686 Approved
0.5747 Remote Similarity NPD4789 Approved
0.5745 Remote Similarity NPD4223 Phase 3
0.5745 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5745 Remote Similarity NPD4221 Approved
0.5743 Remote Similarity NPD7900 Approved
0.5743 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5741 Remote Similarity NPD5701 Approved
0.5732 Remote Similarity NPD368 Approved
0.5729 Remote Similarity NPD5329 Approved
0.5729 Remote Similarity NPD1694 Approved
0.5727 Remote Similarity NPD4634 Approved
0.5714 Remote Similarity NPD3171 Clinical (unspecified phase)
0.5702 Remote Similarity NPD8295 Clinical (unspecified phase)
0.57 Remote Similarity NPD7637 Suspended
0.5699 Remote Similarity NPD4695 Discontinued
0.569 Remote Similarity NPD6054 Approved
0.569 Remote Similarity NPD6319 Approved
0.5686 Remote Similarity NPD5210 Approved
0.5686 Remote Similarity NPD4629 Approved

Structure

External Identifiers

PubChem CID   195370
ChEMBL   CHEMBL484020
ZINC  

Physicochemical Properties

Molecular Weight:  306.26
ALogP:  1.8548
MLogP:  3.44
XLogP:  5.875
# Rotatable Bonds:  7
Polar Surface Area:  29.46
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  22

Download Data

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