Natural Product: NPC471797

Natural Product ID:  NPC471797
Common Name:   (3S, 4S, 5R, 8R, 9R, 13R)-3,19-Dihydroxy-1(10),15-Rosadiene
IUPAC Name:   (1S,2S,4bR,7R,8aR,10aR)-7-ethenyl-1-(hydroxymethyl)-1,4b,7-trimethyl-3,5,6,8,8a,9,10,10a-octahydro-2H-phenanthren-2-ol
Synonyms:  
Molecular Formula:   C20H32O2
Standard InCHIKey:  LOMPYCNRFSPPGT-SNHWRCJTSA-N
Standard InCHI:  InChI=1S/C20H32O2/c1-5-18(2)10-11-19(3)14(12-18)6-7-16-15(19)8-9-17(22)20(16,4)13-21/h5,8,14,16-17,21-22H,1,6-7,9-13H2,2-4H3/t14-,16-,17+,18-,19-,20-/m1/s1
Canonical SMILES:  C=C[C@]1(C)CC[C@@]2([C@@H](C1)CC[C@@H]1C2=CC[C@@H]([C@]1(C)CO)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
NPO299 Euphorbia ebracteolata Species Euphorbiaceae Eukaryota roots PMID[24660966]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 7290 nM 25096296

  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 NPC471797 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
0.9853 High Similarity NPC471799
0.9429 High Similarity NPC477138
0.9429 High Similarity NPC91858
0.9429 High Similarity NPC243342
0.942 High Similarity NPC242001
0.9306 High Similarity NPC471798
0.9296 High Similarity NPC291503
0.9286 High Similarity NPC182717
0.9275 High Similarity NPC145498
0.9265 High Similarity NPC208999
0.9178 High Similarity NPC167891
0.9178 High Similarity NPC83351
0.9167 High Similarity NPC107059
0.9167 High Similarity NPC113733
0.9167 High Similarity NPC321381
0.9167 High Similarity NPC321016
0.9118 High Similarity NPC197805
0.9054 High Similarity NPC53744
0.9041 High Similarity NPC318495
0.9041 High Similarity NPC91594
0.9041 High Similarity NPC155986
0.9041 High Similarity NPC477924
0.9041 High Similarity NPC198968
0.9028 High Similarity NPC230301
0.9028 High Similarity NPC304309
0.9028 High Similarity NPC288035
0.9028 High Similarity NPC28657
0.9028 High Similarity NPC477923
0.9028 High Similarity NPC162742
0.9028 High Similarity NPC136188
0.9028 High Similarity NPC134847
0.9028 High Similarity NPC66566
0.9028 High Similarity NPC22105
0.9028 High Similarity NPC285893
0.8971 High Similarity NPC286669
0.8971 High Similarity NPC476039
0.8971 High Similarity NPC222366
0.8933 High Similarity NPC234193
0.8933 High Similarity NPC209944
0.8933 High Similarity NPC241290
0.8933 High Similarity NPC164840
0.8919 High Similarity NPC474989
0.8919 High Similarity NPC76931
0.8919 High Similarity NPC196753
0.8919 High Similarity NPC158662
0.8919 High Similarity NPC99168
0.8919 High Similarity NPC470396
0.8919 High Similarity NPC474216
0.8919 High Similarity NPC253807
0.8919 High Similarity NPC230295
0.8919 High Similarity NPC18603
0.8919 High Similarity NPC87604
0.8919 High Similarity NPC98386
0.8919 High Similarity NPC22955
0.8919 High Similarity NPC477522
0.8919 High Similarity NPC473943
0.8919 High Similarity NPC307965
0.8904 High Similarity NPC106364
0.8904 High Similarity NPC300324
0.8904 High Similarity NPC134330
0.8904 High Similarity NPC274079
0.8904 High Similarity NPC96319
0.8904 High Similarity NPC129165
0.8904 High Similarity NPC477925
0.8904 High Similarity NPC265588
0.8904 High Similarity NPC106432
0.8904 High Similarity NPC240604
0.8889 High Similarity NPC100334
0.8873 High Similarity NPC167706
0.8873 High Similarity NPC110799
0.8831 High Similarity NPC237795
0.8831 High Similarity NPC82538
0.8816 High Similarity NPC264245
0.8816 High Similarity NPC476646
0.8816 High Similarity NPC47761
0.8816 High Similarity NPC470383
0.88 High Similarity NPC291379
0.88 High Similarity NPC47982
0.88 High Similarity NPC143182
0.88 High Similarity NPC84694
0.88 High Similarity NPC328714
0.88 High Similarity NPC109546
0.88 High Similarity NPC28862
0.88 High Similarity NPC81306
0.8784 High Similarity NPC34019
0.8784 High Similarity NPC40394
0.8784 High Similarity NPC90979
0.8784 High Similarity NPC34177
0.8784 High Similarity NPC472805
0.8784 High Similarity NPC101475
0.8784 High Similarity NPC157996
0.8767 High Similarity NPC471723
0.8767 High Similarity NPC257347
0.8767 High Similarity NPC141071
0.875 High Similarity NPC68443
0.8732 High Similarity NPC92801
0.8732 High Similarity NPC34834
0.8718 High Similarity NPC205845
0.8714 High Similarity NPC32055
0.8701 High Similarity NPC49964
0.8701 High Similarity NPC50964
0.8701 High Similarity NPC101462
0.8684 High Similarity NPC287749
0.8684 High Similarity NPC26117
0.8684 High Similarity NPC96362
0.8676 High Similarity NPC290367
0.8667 High Similarity NPC148977
0.8667 High Similarity NPC476314
0.8667 High Similarity NPC275910
0.8667 High Similarity NPC300499
0.8649 High Similarity NPC122418
0.8649 High Similarity NPC290598
0.8649 High Similarity NPC253190
0.8649 High Similarity NPC265328
0.8649 High Similarity NPC470362
0.8649 High Similarity NPC27765
0.8649 High Similarity NPC189883
0.8649 High Similarity NPC120098
0.8649 High Similarity NPC30590
0.8571 High Similarity NPC474752
0.8571 High Similarity NPC7505
0.8571 High Similarity NPC209620
0.8571 High Similarity NPC82986
0.8571 High Similarity NPC474759
0.8571 High Similarity NPC474531
0.8571 High Similarity NPC474683
0.8571 High Similarity NPC23852
0.8571 High Similarity NPC474731
0.8571 High Similarity NPC249423
0.8571 High Similarity NPC242350
0.8571 High Similarity NPC142163
0.8553 High Similarity NPC472463
0.8553 High Similarity NPC1319
0.8553 High Similarity NPC30986
0.8553 High Similarity NPC209430
0.8553 High Similarity NPC100906
0.8551 High Similarity NPC163678
0.8533 High Similarity NPC214570
0.8533 High Similarity NPC470758
0.8533 High Similarity NPC470711
0.8533 High Similarity NPC130136
0.8514 High Similarity NPC34700
0.8514 High Similarity NPC138374
0.8493 Intermediate Similarity NPC474140
0.8481 Intermediate Similarity NPC238992
0.8481 Intermediate Similarity NPC185568
0.8481 Intermediate Similarity NPC33913
0.8462 Intermediate Similarity NPC248886
0.8462 Intermediate Similarity NPC47763
0.8462 Intermediate Similarity NPC5985
0.8462 Intermediate Similarity NPC470614
0.8462 Intermediate Similarity NPC1272
0.8462 Intermediate Similarity NPC189972
0.8462 Intermediate Similarity NPC30166
0.8451 Intermediate Similarity NPC216460
0.8442 Intermediate Similarity NPC295131
0.8442 Intermediate Similarity NPC236112
0.8429 Intermediate Similarity NPC149680
0.8421 Intermediate Similarity NPC6978
0.8421 Intermediate Similarity NPC138621
0.8421 Intermediate Similarity NPC72507
0.8421 Intermediate Similarity NPC285761
0.8421 Intermediate Similarity NPC167037
0.8421 Intermediate Similarity NPC11908
0.8421 Intermediate Similarity NPC477514
0.8421 Intermediate Similarity NPC244385
0.84 Intermediate Similarity NPC237460
0.84 Intermediate Similarity NPC73875
0.84 Intermediate Similarity NPC202642
0.84 Intermediate Similarity NPC244488
0.84 Intermediate Similarity NPC46160
0.84 Intermediate Similarity NPC470749
0.84 Intermediate Similarity NPC247325
0.8395 Intermediate Similarity NPC149224
0.8378 Intermediate Similarity NPC469534
0.8378 Intermediate Similarity NPC306727
0.8378 Intermediate Similarity NPC469593
0.8378 Intermediate Similarity NPC476366
0.8378 Intermediate Similarity NPC201048
0.8378 Intermediate Similarity NPC469533
0.8375 Intermediate Similarity NPC474349
0.8375 Intermediate Similarity NPC157257
0.8375 Intermediate Similarity NPC474189
0.8375 Intermediate Similarity NPC266511
0.8375 Intermediate Similarity NPC274448
0.8356 Intermediate Similarity NPC164022
0.8354 Intermediate Similarity NPC317458
0.8354 Intermediate Similarity NPC474634
0.8354 Intermediate Similarity NPC253402
0.8354 Intermediate Similarity NPC159168
0.8354 Intermediate Similarity NPC475789
0.8354 Intermediate Similarity NPC470384
0.8333 Intermediate Similarity NPC471560
0.8333 Intermediate Similarity NPC116202
0.8333 Intermediate Similarity NPC9942
0.8333 Intermediate Similarity NPC14151
0.8333 Intermediate Similarity NPC210323
0.8312 Intermediate Similarity NPC80530
0.8312 Intermediate Similarity NPC273410
0.831 Intermediate Similarity NPC69649

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471797 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
0.9028 High Similarity NPD7339 Approved
0.9028 High Similarity NPD6942 Approved
0.8904 High Similarity NPD3701 Clinical (unspecified phase)
0.88 High Similarity NPD7645 Phase 2
0.825 Intermediate Similarity NPD4786 Approved
0.8228 Intermediate Similarity NPD3667 Approved
0.8205 Intermediate Similarity NPD7525 Registered
0.8133 Intermediate Similarity NPD6926 Approved
0.8133 Intermediate Similarity NPD4785 Approved
0.8133 Intermediate Similarity NPD6924 Approved
0.8133 Intermediate Similarity NPD4784 Approved
0.8108 Intermediate Similarity NPD7151 Approved
0.8108 Intermediate Similarity NPD7150 Approved
0.8108 Intermediate Similarity NPD7152 Approved
0.8026 Intermediate Similarity NPD8264 Approved
0.7973 Intermediate Similarity NPD7144 Approved
0.7973 Intermediate Similarity NPD7143 Approved
0.7922 Intermediate Similarity NPD6933 Approved
0.7867 Intermediate Similarity NPD4243 Approved
0.7848 Intermediate Similarity NPD6929 Approved
0.7838 Intermediate Similarity NPD6922 Approved
0.7838 Intermediate Similarity NPD6923 Approved
0.7821 Intermediate Similarity NPD6932 Approved
0.775 Intermediate Similarity NPD6930 Phase 2
0.775 Intermediate Similarity NPD6931 Approved
0.7738 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7722 Intermediate Similarity NPD7145 Approved
0.7619 Intermediate Similarity NPD3618 Phase 1
0.7595 Intermediate Similarity NPD5776 Phase 2
0.7595 Intermediate Similarity NPD6925 Approved
0.759 Intermediate Similarity NPD3665 Phase 1
0.759 Intermediate Similarity NPD3666 Approved
0.759 Intermediate Similarity NPD3133 Approved
0.7586 Intermediate Similarity NPD6079 Approved
0.7558 Intermediate Similarity NPD5328 Approved
0.7531 Intermediate Similarity NPD7509 Discontinued
0.7531 Intermediate Similarity NPD7332 Phase 2
0.7531 Intermediate Similarity NPD4748 Discontinued
0.7531 Intermediate Similarity NPD7514 Phase 3
0.75 Intermediate Similarity NPD7322 Clinical (unspecified phase)
0.747 Intermediate Similarity NPD6695 Phase 3
0.7439 Intermediate Similarity NPD6902 Approved
0.7407 Intermediate Similarity NPD4195 Approved
0.7407 Intermediate Similarity NPD6683 Phase 2
0.7386 Intermediate Similarity NPD7515 Phase 2
0.7381 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD3668 Phase 3
0.7342 Intermediate Similarity NPD5275 Approved
0.7342 Intermediate Similarity NPD4190 Phase 3
0.7303 Intermediate Similarity NPD6399 Phase 3
0.7294 Intermediate Similarity NPD6893 Approved
0.7229 Intermediate Similarity NPD6898 Phase 1
0.7159 Intermediate Similarity NPD4753 Phase 2
0.7126 Intermediate Similarity NPD7750 Discontinued
0.7126 Intermediate Similarity NPD7524 Approved
0.7111 Intermediate Similarity NPD4202 Approved
0.7108 Intermediate Similarity NPD4695 Discontinued
0.7065 Intermediate Similarity NPD5222 Approved
0.7065 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7065 Intermediate Similarity NPD5221 Approved
0.7033 Intermediate Similarity NPD7748 Approved
0.7021 Intermediate Similarity NPD5285 Approved
0.7021 Intermediate Similarity NPD5286 Approved
0.7021 Intermediate Similarity NPD4696 Approved
0.7011 Intermediate Similarity NPD5279 Phase 3
0.7 Intermediate Similarity NPD6411 Approved
0.6989 Remote Similarity NPD4755 Approved
0.6989 Remote Similarity NPD5173 Approved
0.6957 Remote Similarity NPD5210 Approved
0.6957 Remote Similarity NPD4629 Approved
0.6941 Remote Similarity NPD4223 Phase 3
0.6941 Remote Similarity NPD4221 Approved
0.6915 Remote Similarity NPD5290 Discontinued
0.6897 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6897 Remote Similarity NPD5329 Approved
0.6892 Remote Similarity NPD368 Approved
0.6882 Remote Similarity NPD4697 Phase 3
0.6875 Remote Similarity NPD5225 Approved
0.6875 Remote Similarity NPD5226 Approved
0.6875 Remote Similarity NPD5211 Phase 2
0.6875 Remote Similarity NPD5224 Approved
0.6875 Remote Similarity NPD4633 Approved
0.6842 Remote Similarity NPD4700 Approved
0.6818 Remote Similarity NPD6409 Approved
0.6818 Remote Similarity NPD7521 Approved
0.6818 Remote Similarity NPD5330 Approved
0.6818 Remote Similarity NPD6684 Approved
0.6818 Remote Similarity NPD7146 Approved
0.6818 Remote Similarity NPD4623 Approved
0.6818 Remote Similarity NPD4519 Discontinued
0.6818 Remote Similarity NPD7334 Approved
0.6813 Remote Similarity NPD7087 Discontinued
0.6809 Remote Similarity NPD6084 Phase 2
0.6809 Remote Similarity NPD7902 Approved
0.6809 Remote Similarity NPD6083 Phase 2
0.6804 Remote Similarity NPD5175 Approved
0.6804 Remote Similarity NPD5174 Approved
0.6782 Remote Similarity NPD4197 Approved
0.6778 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6778 Remote Similarity NPD6101 Approved
0.6771 Remote Similarity NPD5223 Approved
0.6761 Remote Similarity NPD342 Phase 1
0.6737 Remote Similarity NPD7638 Approved
0.6735 Remote Similarity NPD5141 Approved
0.6709 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6706 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6703 Remote Similarity NPD7136 Phase 2
0.67 Remote Similarity NPD6881 Approved
0.67 Remote Similarity NPD6899 Approved
0.6667 Remote Similarity NPD7639 Approved
0.6667 Remote Similarity NPD5739 Approved
0.6667 Remote Similarity NPD3617 Approved
0.6667 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4788 Approved
0.6667 Remote Similarity NPD6675 Approved
0.6667 Remote Similarity NPD7640 Approved
0.6667 Remote Similarity NPD6402 Approved
0.6667 Remote Similarity NPD6903 Approved
0.6667 Remote Similarity NPD7128 Approved
0.663 Remote Similarity NPD7637 Suspended
0.6629 Remote Similarity NPD5205 Approved
0.6629 Remote Similarity NPD4690 Approved
0.6629 Remote Similarity NPD4138 Approved
0.6629 Remote Similarity NPD4693 Phase 3
0.6629 Remote Similarity NPD4688 Approved
0.6629 Remote Similarity NPD4689 Approved
0.6629 Remote Similarity NPD5690 Phase 2
0.66 Remote Similarity NPD5697 Approved
0.6593 Remote Similarity NPD6051 Approved
0.6593 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6569 Remote Similarity NPD7290 Approved
0.6569 Remote Similarity NPD7102 Approved
0.6569 Remote Similarity NPD6883 Approved
0.6562 Remote Similarity NPD4225 Approved
0.6535 Remote Similarity NPD4729 Approved
0.6535 Remote Similarity NPD4730 Approved
0.6535 Remote Similarity NPD7320 Approved
0.6505 Remote Similarity NPD6869 Approved
0.6505 Remote Similarity NPD6617 Approved
0.6505 Remote Similarity NPD6649 Approved
0.6505 Remote Similarity NPD6847 Approved
0.6505 Remote Similarity NPD6650 Approved
0.6505 Remote Similarity NPD8130 Phase 1
0.65 Remote Similarity NPD4767 Approved
0.65 Remote Similarity NPD4768 Approved
0.6489 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6489 Remote Similarity NPD7900 Approved
0.6484 Remote Similarity NPD6672 Approved
0.6484 Remote Similarity NPD4722 Approved
0.6484 Remote Similarity NPD4723 Approved
0.6484 Remote Similarity NPD5737 Approved
0.6471 Remote Similarity NPD6014 Approved
0.6471 Remote Similarity NPD6372 Approved
0.6471 Remote Similarity NPD6012 Approved
0.6471 Remote Similarity NPD6013 Approved
0.6471 Remote Similarity NPD6373 Approved
0.6465 Remote Similarity NPD4754 Approved
0.6463 Remote Similarity NPD4732 Discontinued
0.6444 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6444 Remote Similarity NPD4694 Approved
0.6444 Remote Similarity NPD5280 Approved
0.6442 Remote Similarity NPD8297 Approved
0.6442 Remote Similarity NPD6882 Approved
0.6438 Remote Similarity NPD4219 Approved
0.6436 Remote Similarity NPD6412 Phase 2
0.6436 Remote Similarity NPD5701 Approved
0.6429 Remote Similarity NPD4159 Approved
0.6421 Remote Similarity NPD5695 Phase 3
0.642 Remote Similarity NPD4787 Phase 1
0.6408 Remote Similarity NPD4634 Approved
0.6408 Remote Similarity NPD5247 Approved
0.6408 Remote Similarity NPD5248 Approved
0.6408 Remote Similarity NPD5251 Approved
0.6408 Remote Similarity NPD5249 Phase 3
0.6408 Remote Similarity NPD5250 Approved
0.6392 Remote Similarity NPD5696 Approved
0.6383 Remote Similarity NPD5779 Approved
0.6383 Remote Similarity NPD5778 Approved
0.6374 Remote Similarity NPD3573 Approved
0.6373 Remote Similarity NPD5168 Approved
0.6373 Remote Similarity NPD5128 Approved
0.6373 Remote Similarity NPD6011 Approved
0.6355 Remote Similarity NPD7115 Discovery
0.6346 Remote Similarity NPD5216 Approved
0.6346 Remote Similarity NPD5217 Approved
0.6346 Remote Similarity NPD5215 Approved
0.6341 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6341 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6296 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6296 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6296 Remote Similarity NPD4137 Phase 3
0.6277 Remote Similarity NPD5281 Approved
0.6277 Remote Similarity NPD8035 Phase 2
0.6277 Remote Similarity NPD8034 Phase 2
0.6277 Remote Similarity NPD5284 Approved
0.6264 Remote Similarity NPD6098 Approved
0.625 Remote Similarity NPD4139 Approved
0.625 Remote Similarity NPD5169 Approved
0.625 Remote Similarity NPD4692 Approved
0.625 Remote Similarity NPD5135 Approved

Structure

External Identifiers

PubChem CID   90670337
ChEMBL   CHEMBL3234214
ZINC  

Physicochemical Properties

Molecular Weight:  304.24
ALogP:  1.6127
MLogP:  3.44
XLogP:  5.402
# Rotatable Bonds:  7
Polar Surface Area:  40.46
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  22

Download Data

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