Natural Product: NPC471061

Natural Product ID:  NPC471061
Common Name:   Phorbin A
IUPAC Name:   (4R,5R)-4-hydroxy-5-[(4S,5E,9E)-4-hydroxy-6,10,14-trimethylpentadeca-1,5,9,13-tetraen-2-yl]-2-methylcyclohex-2-en-1-one
Synonyms:   Phorbin A
Molecular Formula:   C25H38O3
Standard InCHIKey:  QDIVBOSSFQXZDN-SUJARYQMSA-N
Standard InCHI:  InChI=1S/C25H38O3/c1-17(2)9-7-10-18(3)11-8-12-19(4)13-22(26)14-20(5)23-16-24(27)21(6)15-25(23)28/h9,11,13,15,22-23,25-26,28H,5,7-8,10,12,14,16H2,1-4,6H3/b18-11+,19-13+/t22-,23-,25-/m1/s1
Canonical SMILES:  C/C(=C[C@H](CC(=C)[C@H]1CC(=O)C(=C[C@H]1O)C)O)/CC/C=C(/CCC=C(C)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
NPO32454 monanchora sp. Species Crambeidae Eukaryota Korea PMID[23360104]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT376 Cell Line A498 Homo sapiens IC50 = 4900 nM 18044832
NPT2 Others Unspecified IC50 = 5200 nM 11708927
NPT461 Cell Line PANC-1 Homo sapiens IC50 = 7800 nM 11708927
NPT369 Cell Line ACHN Homo sapiens IC50 = 10000 nM 12444683

  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 NPC471061 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
0.8608 High Similarity NPC38796
0.8608 High Similarity NPC158411
0.8571 High Similarity NPC475994
0.8571 High Similarity NPC231739
0.8228 Intermediate Similarity NPC19900
0.8101 Intermediate Similarity NPC478122
0.8072 Intermediate Similarity NPC15807
0.8049 Intermediate Similarity NPC477784
0.8049 Intermediate Similarity NPC477785
0.8049 Intermediate Similarity NPC477786
0.8 Intermediate Similarity NPC281138
0.7973 Intermediate Similarity NPC106613
0.7952 Intermediate Similarity NPC472326
0.7952 Intermediate Similarity NPC7927
0.7952 Intermediate Similarity NPC230527
0.7922 Intermediate Similarity NPC275098
0.7922 Intermediate Similarity NPC186042
0.7901 Intermediate Similarity NPC470946
0.7901 Intermediate Similarity NPC172013
0.7901 Intermediate Similarity NPC470947
0.7901 Intermediate Similarity NPC470945
0.7901 Intermediate Similarity NPC271104
0.7875 Intermediate Similarity NPC192006
0.7857 Intermediate Similarity NPC476426
0.7857 Intermediate Similarity NPC474853
0.7857 Intermediate Similarity NPC179006
0.7821 Intermediate Similarity NPC215050
0.7778 Intermediate Similarity NPC269737
0.7778 Intermediate Similarity NPC308038
0.7765 Intermediate Similarity NPC472985
0.7765 Intermediate Similarity NPC472986
0.7765 Intermediate Similarity NPC194417
0.7765 Intermediate Similarity NPC472974
0.7763 Intermediate Similarity NPC469914
0.775 Intermediate Similarity NPC7563
0.775 Intermediate Similarity NPC116177
0.775 Intermediate Similarity NPC320630
0.7738 Intermediate Similarity NPC476412
0.7733 Intermediate Similarity NPC269985
0.7727 Intermediate Similarity NPC142838
0.7727 Intermediate Similarity NPC116726
0.7722 Intermediate Similarity NPC474011
0.7703 Intermediate Similarity NPC474304
0.7703 Intermediate Similarity NPC474329
0.7701 Intermediate Similarity NPC472983
0.7692 Intermediate Similarity NPC470522
0.7692 Intermediate Similarity NPC135685
0.7683 Intermediate Similarity NPC2482
0.7674 Intermediate Similarity NPC241054
0.7667 Intermediate Similarity NPC271195
0.7662 Intermediate Similarity NPC107848
0.7654 Intermediate Similarity NPC297996
0.7654 Intermediate Similarity NPC93763
0.7654 Intermediate Similarity NPC108816
0.7654 Intermediate Similarity NPC62336
0.7647 Intermediate Similarity NPC187529
0.764 Intermediate Similarity NPC474736
0.7625 Intermediate Similarity NPC263582
0.7625 Intermediate Similarity NPC7629
0.7625 Intermediate Similarity NPC151622
0.7625 Intermediate Similarity NPC470525
0.7625 Intermediate Similarity NPC469646
0.7625 Intermediate Similarity NPC271070
0.7614 Intermediate Similarity NPC473099
0.7614 Intermediate Similarity NPC48010
0.7609 Intermediate Similarity NPC103051
0.76 Intermediate Similarity NPC100719
0.76 Intermediate Similarity NPC166791
0.76 Intermediate Similarity NPC322035
0.759 Intermediate Similarity NPC6663
0.759 Intermediate Similarity NPC470298
0.7586 Intermediate Similarity NPC106051
0.7586 Intermediate Similarity NPC472011
0.7558 Intermediate Similarity NPC470955
0.7556 Intermediate Similarity NPC196227
0.7532 Intermediate Similarity NPC250928
0.7532 Intermediate Similarity NPC10758
0.7531 Intermediate Similarity NPC34110
0.7531 Intermediate Similarity NPC197659
0.7531 Intermediate Similarity NPC74995
0.7531 Intermediate Similarity NPC97173
0.7531 Intermediate Similarity NPC473536
0.7531 Intermediate Similarity NPC86917
0.7528 Intermediate Similarity NPC233116
0.7528 Intermediate Similarity NPC472010
0.7528 Intermediate Similarity NPC476705
0.75 Intermediate Similarity NPC295312
0.75 Intermediate Similarity NPC122239
0.75 Intermediate Similarity NPC123912
0.75 Intermediate Similarity NPC114236
0.75 Intermediate Similarity NPC473100
0.75 Intermediate Similarity NPC278895
0.75 Intermediate Similarity NPC93590
0.75 Intermediate Similarity NPC473999
0.75 Intermediate Similarity NPC472256
0.75 Intermediate Similarity NPC472973
0.75 Intermediate Similarity NPC309603
0.75 Intermediate Similarity NPC186688
0.75 Intermediate Similarity NPC472875
0.75 Intermediate Similarity NPC310236
0.75 Intermediate Similarity NPC474885
0.75 Intermediate Similarity NPC279186
0.75 Intermediate Similarity NPC471054
0.7473 Intermediate Similarity NPC476245
0.7471 Intermediate Similarity NPC287079
0.7471 Intermediate Similarity NPC312561
0.7471 Intermediate Similarity NPC470523
0.747 Intermediate Similarity NPC45495
0.747 Intermediate Similarity NPC306095
0.747 Intermediate Similarity NPC472301
0.7468 Intermediate Similarity NPC201562
0.7468 Intermediate Similarity NPC323437
0.7468 Intermediate Similarity NPC29542
0.7465 Intermediate Similarity NPC268185
0.7444 Intermediate Similarity NPC273579
0.7444 Intermediate Similarity NPC288240
0.7444 Intermediate Similarity NPC162205
0.7444 Intermediate Similarity NPC109305
0.7444 Intermediate Similarity NPC295204
0.7442 Intermediate Similarity NPC471224
0.7442 Intermediate Similarity NPC21469
0.7442 Intermediate Similarity NPC474083
0.7442 Intermediate Similarity NPC274724
0.7442 Intermediate Similarity NPC28887
0.7442 Intermediate Similarity NPC137033
0.7439 Intermediate Similarity NPC267231
0.7439 Intermediate Similarity NPC275494
0.7439 Intermediate Similarity NPC471465
0.7439 Intermediate Similarity NPC196653
0.7439 Intermediate Similarity NPC178852
0.7439 Intermediate Similarity NPC471409
0.7436 Intermediate Similarity NPC318766
0.7432 Intermediate Similarity NPC477830
0.7419 Intermediate Similarity NPC478056
0.7416 Intermediate Similarity NPC471399
0.7416 Intermediate Similarity NPC477684
0.7416 Intermediate Similarity NPC265856
0.7416 Intermediate Similarity NPC166554
0.7412 Intermediate Similarity NPC40746
0.7412 Intermediate Similarity NPC297398
0.7412 Intermediate Similarity NPC105173
0.7412 Intermediate Similarity NPC69469
0.7412 Intermediate Similarity NPC250315
0.7412 Intermediate Similarity NPC169575
0.7407 Intermediate Similarity NPC477708
0.7407 Intermediate Similarity NPC279537
0.7407 Intermediate Similarity NPC472305
0.7403 Intermediate Similarity NPC117804
0.7391 Intermediate Similarity NPC117133
0.7386 Intermediate Similarity NPC193843
0.7386 Intermediate Similarity NPC470524
0.7386 Intermediate Similarity NPC476708
0.7386 Intermediate Similarity NPC249889
0.7386 Intermediate Similarity NPC474854
0.7381 Intermediate Similarity NPC121984
0.7381 Intermediate Similarity NPC136150
0.7381 Intermediate Similarity NPC116797
0.7375 Intermediate Similarity NPC227396
0.7368 Intermediate Similarity NPC137163
0.7368 Intermediate Similarity NPC293753
0.7368 Intermediate Similarity NPC472072
0.7363 Intermediate Similarity NPC472976
0.7363 Intermediate Similarity NPC472977
0.7361 Intermediate Similarity NPC226848
0.7356 Intermediate Similarity NPC474733
0.7356 Intermediate Similarity NPC475461
0.7356 Intermediate Similarity NPC31564
0.7356 Intermediate Similarity NPC145879
0.7356 Intermediate Similarity NPC474732
0.7356 Intermediate Similarity NPC164393
0.7356 Intermediate Similarity NPC94666
0.7356 Intermediate Similarity NPC474778
0.7356 Intermediate Similarity NPC118648
0.7356 Intermediate Similarity NPC316426
0.7356 Intermediate Similarity NPC305475
0.7356 Intermediate Similarity NPC222613
0.7356 Intermediate Similarity NPC475022
0.7356 Intermediate Similarity NPC315395
0.7349 Intermediate Similarity NPC152061
0.7349 Intermediate Similarity NPC7232
0.7342 Intermediate Similarity NPC67076
0.7342 Intermediate Similarity NPC319163
0.7342 Intermediate Similarity NPC95863
0.7342 Intermediate Similarity NPC84790
0.7342 Intermediate Similarity NPC474884
0.734 Intermediate Similarity NPC154072
0.7333 Intermediate Similarity NPC131872
0.7333 Intermediate Similarity NPC475806
0.7333 Intermediate Similarity NPC472978
0.7333 Intermediate Similarity NPC473998
0.7333 Intermediate Similarity NPC150162
0.7333 Intermediate Similarity NPC7029
0.7333 Intermediate Similarity NPC471059
0.7333 Intermediate Similarity NPC73457
0.7326 Intermediate Similarity NPC85774
0.7326 Intermediate Similarity NPC31086
0.7326 Intermediate Similarity NPC472957
0.7326 Intermediate Similarity NPC141193
0.7326 Intermediate Similarity NPC214043
0.7326 Intermediate Similarity NPC473246

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471061 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
0.7647 Intermediate Similarity NPD5363 Approved
0.76 Intermediate Similarity NPD7331 Phase 2
0.7412 Intermediate Similarity NPD6110 Phase 1
0.7294 Intermediate Similarity NPD4270 Approved
0.7294 Intermediate Similarity NPD4269 Approved
0.7262 Intermediate Similarity NPD4252 Approved
0.7237 Intermediate Similarity NPD7341 Phase 2
0.7222 Intermediate Similarity NPD5785 Approved
0.7222 Intermediate Similarity NPD46 Approved
0.7222 Intermediate Similarity NPD6698 Approved
0.72 Intermediate Similarity NPD2664 Clinical (unspecified phase)
0.7159 Intermediate Similarity NPD3618 Phase 1
0.7126 Intermediate Similarity NPD3665 Phase 1
0.7126 Intermediate Similarity NPD4786 Approved
0.7126 Intermediate Similarity NPD3666 Approved
0.7126 Intermediate Similarity NPD3133 Approved
0.7108 Intermediate Similarity NPD4756 Discovery
0.7093 Intermediate Similarity NPD3667 Approved
0.7065 Intermediate Similarity NPD5779 Approved
0.7065 Intermediate Similarity NPD5778 Approved
0.7024 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD7154 Phase 3
0.7011 Intermediate Similarity NPD5362 Discontinued
0.6966 Remote Similarity NPD5786 Approved
0.6957 Remote Similarity NPD6079 Approved
0.6944 Remote Similarity NPD342 Phase 1
0.6923 Remote Similarity NPD3704 Approved
0.6923 Remote Similarity NPD5328 Approved
0.6923 Remote Similarity NPD6108 Clinical (unspecified phase)
0.686 Remote Similarity NPD8259 Clinical (unspecified phase)
0.686 Remote Similarity NPD4695 Discontinued
0.6854 Remote Similarity NPD1696 Phase 3
0.6842 Remote Similarity NPD368 Approved
0.6824 Remote Similarity NPD4271 Approved
0.6824 Remote Similarity NPD4268 Approved
0.6782 Remote Similarity NPD5369 Approved
0.6778 Remote Similarity NPD4623 Approved
0.6778 Remote Similarity NPD4519 Discontinued
0.6778 Remote Similarity NPD5279 Phase 3
0.6774 Remote Similarity NPD7515 Phase 2
0.6774 Remote Similarity NPD7983 Approved
0.6701 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4821 Approved
0.6667 Remote Similarity NPD7839 Suspended
0.6667 Remote Similarity NPD1694 Approved
0.6667 Remote Similarity NPD4819 Approved
0.6667 Remote Similarity NPD4820 Approved
0.6667 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4822 Approved
0.6632 Remote Similarity NPD5282 Discontinued
0.6629 Remote Similarity NPD5331 Approved
0.6629 Remote Similarity NPD5332 Approved
0.6625 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6596 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6591 Remote Similarity NPD4790 Discontinued
0.6562 Remote Similarity NPD5210 Approved
0.6562 Remote Similarity NPD4629 Approved
0.6559 Remote Similarity NPD4753 Phase 2
0.6559 Remote Similarity NPD5370 Suspended
0.6538 Remote Similarity NPD6371 Approved
0.6526 Remote Similarity NPD6399 Phase 3
0.6526 Remote Similarity NPD4202 Approved
0.6522 Remote Similarity NPD4251 Approved
0.6522 Remote Similarity NPD4250 Approved
0.6517 Remote Similarity NPD4223 Phase 3
0.6517 Remote Similarity NPD4221 Approved
0.65 Remote Similarity NPD5211 Phase 2
0.6495 Remote Similarity NPD5222 Approved
0.6495 Remote Similarity NPD5221 Approved
0.6495 Remote Similarity NPD4697 Phase 3
0.6495 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6494 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6489 Remote Similarity NPD7838 Discovery
0.6486 Remote Similarity NPD4627 Clinical (unspecified phase)
0.6484 Remote Similarity NPD5329 Approved
0.6477 Remote Similarity NPD5368 Approved
0.6471 Remote Similarity NPD8264 Approved
0.6465 Remote Similarity NPD7639 Approved
0.6465 Remote Similarity NPD7640 Approved
0.6458 Remote Similarity NPD7748 Approved
0.6456 Remote Similarity NPD3197 Phase 1
0.6429 Remote Similarity NPD7902 Approved
0.6429 Remote Similarity NPD5173 Approved
0.6413 Remote Similarity NPD5690 Phase 2
0.6413 Remote Similarity NPD7521 Approved
0.6413 Remote Similarity NPD7334 Approved
0.6413 Remote Similarity NPD6409 Approved
0.6413 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6413 Remote Similarity NPD7146 Approved
0.6413 Remote Similarity NPD5330 Approved
0.6413 Remote Similarity NPD6684 Approved
0.6413 Remote Similarity NPD4249 Approved
0.6392 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6383 Remote Similarity NPD6101 Approved
0.6383 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6374 Remote Similarity NPD4197 Approved
0.6374 Remote Similarity NPD3668 Phase 3
0.6373 Remote Similarity NPD5141 Approved
0.6364 Remote Similarity NPD7638 Approved
0.6364 Remote Similarity NPD6929 Approved
0.6333 Remote Similarity NPD6435 Approved
0.633 Remote Similarity NPD7115 Discovery
0.6322 Remote Similarity NPD6925 Approved
0.6322 Remote Similarity NPD5776 Phase 2
0.6321 Remote Similarity NPD7116 Clinical (unspecified phase)
0.6304 Remote Similarity NPD1733 Clinical (unspecified phase)
0.63 Remote Similarity NPD5286 Approved
0.63 Remote Similarity NPD5285 Approved
0.63 Remote Similarity NPD4696 Approved
0.6292 Remote Similarity NPD6931 Approved
0.6292 Remote Similarity NPD7514 Phase 3
0.6292 Remote Similarity NPD6930 Phase 2
0.6292 Remote Similarity NPD7332 Phase 2
0.6279 Remote Similarity NPD8039 Approved
0.6277 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6277 Remote Similarity NPD6903 Approved
0.6264 Remote Similarity NPD4788 Approved
0.6263 Remote Similarity NPD4755 Approved
0.6263 Remote Similarity NPD6083 Phase 2
0.6263 Remote Similarity NPD6084 Phase 2
0.6262 Remote Similarity NPD6053 Discontinued
0.625 Remote Similarity NPD7637 Suspended
0.625 Remote Similarity NPD6411 Approved
0.625 Remote Similarity NPD7899 Clinical (unspecified phase)
0.625 Remote Similarity NPD6412 Phase 2
0.625 Remote Similarity NPD7145 Approved
0.625 Remote Similarity NPD3617 Approved
0.6238 Remote Similarity NPD5223 Approved
0.6237 Remote Similarity NPD5205 Approved
0.6237 Remote Similarity NPD4138 Approved
0.6237 Remote Similarity NPD4694 Approved
0.6237 Remote Similarity NPD4693 Phase 3
0.6237 Remote Similarity NPD5280 Approved
0.6237 Remote Similarity NPD4688 Approved
0.6237 Remote Similarity NPD4690 Approved
0.6237 Remote Similarity NPD4689 Approved
0.6235 Remote Similarity NPD4732 Discontinued
0.6222 Remote Similarity NPD6902 Approved
0.6211 Remote Similarity NPD7285 Clinical (unspecified phase)
0.62 Remote Similarity NPD4225 Approved
0.6196 Remote Similarity NPD6400 Clinical (unspecified phase)
0.619 Remote Similarity NPD4691 Approved
0.619 Remote Similarity NPD6686 Approved
0.6182 Remote Similarity NPD7500 Approved
0.6176 Remote Similarity NPD5225 Approved
0.6176 Remote Similarity NPD5224 Approved
0.6176 Remote Similarity NPD4633 Approved
0.6176 Remote Similarity NPD5226 Approved
0.617 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6154 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6154 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6139 Remote Similarity NPD4700 Approved
0.6133 Remote Similarity NPD4266 Approved
0.6133 Remote Similarity NPD3194 Approved
0.6133 Remote Similarity NPD3195 Phase 2
0.6133 Remote Similarity NPD3196 Approved
0.6129 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6122 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6122 Remote Similarity NPD7900 Approved
0.6117 Remote Similarity NPD5174 Approved
0.6117 Remote Similarity NPD5175 Approved
0.6117 Remote Similarity NPD6647 Phase 2
0.6105 Remote Similarity NPD6672 Approved
0.6105 Remote Similarity NPD5737 Approved
0.6105 Remote Similarity NPD4518 Approved
0.6092 Remote Similarity NPD6942 Approved
0.6092 Remote Similarity NPD7339 Approved
0.6087 Remote Similarity NPD6695 Phase 3
0.6082 Remote Similarity NPD5284 Approved
0.6082 Remote Similarity NPD5281 Approved
0.6078 Remote Similarity NPD5344 Discontinued
0.6075 Remote Similarity NPD4634 Approved
0.6071 Remote Similarity NPD4137 Phase 3
0.6067 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6064 Remote Similarity NPD6422 Discontinued
0.6061 Remote Similarity NPD5695 Phase 3
0.6044 Remote Similarity NPD6898 Phase 1
0.6042 Remote Similarity NPD1695 Approved
0.604 Remote Similarity NPD5696 Approved
0.6038 Remote Similarity NPD6881 Approved
0.6038 Remote Similarity NPD6899 Approved
0.6023 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6022 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6019 Remote Similarity NPD6650 Approved
0.6019 Remote Similarity NPD6649 Approved
0.6019 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6 Remote Similarity NPD3172 Approved
0.6 Remote Similarity NPD6675 Approved
0.6 Remote Similarity NPD5739 Approved
0.6 Remote Similarity NPD4747 Approved
0.6 Remote Similarity NPD7128 Approved
0.6 Remote Similarity NPD6402 Approved
0.6 Remote Similarity NPD4195 Approved
0.5981 Remote Similarity NPD6372 Approved
0.5981 Remote Similarity NPD6373 Approved
0.598 Remote Similarity NPD6404 Discontinued
0.5978 Remote Similarity NPD5209 Approved
0.5977 Remote Similarity NPD6926 Approved
0.5977 Remote Similarity NPD4058 Approved
0.5977 Remote Similarity NPD6924 Approved

Structure

External Identifiers

PubChem CID   71578201
ChEMBL   CHEMBL2338631
ZINC  

Physicochemical Properties

Molecular Weight:  386.28
ALogP:  3.9526
MLogP:  3.88
XLogP:  4.428
# Rotatable Bonds:  17
Polar Surface Area:  57.53
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  1
# Heavy Atoms:  28

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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