Natural Product: NPC165064

Natural Product ID:  NPC165064
Common Name:   Seco-Coccinic Acid E
IUPAC Name:   3-[(3R,3aR,5aS,6S,7S,9bR)-3-[(2R,5R)-5-hydroxy-6-methylhept-6-en-2-yl]-3a,6,9b-trimethyl-7-prop-1-en-2-yl-1,2,3,4,5,5a,7,8-octahydrocyclopenta[a]naphthalen-6-yl]propanoic acid
Synonyms:   Seco-coccinic acid E
Molecular Formula:   C30H48O3
Standard InCHIKey:  ZMCRUDHUTIZNBA-XDZMNQSHSA-N
Standard InCHI:  InChI=1S/C30H48O3/c1-19(2)22-10-11-25-24(28(22,6)16-15-27(32)33)14-18-29(7)23(13-17-30(25,29)8)21(5)9-12-26(31)20(3)4/h11,21-24,26,31H,1,3,9-10,12-18H2,2,4-8H3,(H,32,33)/t21-,22+,23-,24-,26-,28+,29-,30+/m1/s1
Canonical SMILES:  OC(=O)CC[C@@]1(C)[C@@H](CC=C2[C@H]1CC[C@]1([C@@]2(C)CC[C@@H]1[C@@H](CC[C@H](C(=C)C)O)C)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
NPO912 Kadsura coccinea Species Schisandraceae Eukaryota roots PMID[18491866]
NPO17399 Kadsurae coccineae radix et caulis NA NA NA TCMSP*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT116 Cell Line HL-60 Homo sapiens GI50 = 42100 nM 18491866

  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 NPC165064 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
0.9268 High Similarity NPC155011
0.9259 High Similarity NPC476038
0.9259 High Similarity NPC194937
0.9157 High Similarity NPC474684
0.9157 High Similarity NPC159046
0.9157 High Similarity NPC233836
0.9157 High Similarity NPC142361
0.9157 High Similarity NPC187376
0.9146 High Similarity NPC283733
0.9146 High Similarity NPC471224
0.9146 High Similarity NPC474083
0.9114 High Similarity NPC477371
0.9059 High Similarity NPC469400
0.9036 High Similarity NPC55309
0.9036 High Similarity NPC469994
0.9036 High Similarity NPC28252
0.8966 High Similarity NPC469406
0.8941 High Similarity NPC102414
0.8941 High Similarity NPC474704
0.8941 High Similarity NPC84271
0.8941 High Similarity NPC77168
0.8941 High Similarity NPC155479
0.8941 High Similarity NPC475921
0.8941 High Similarity NPC214387
0.8929 High Similarity NPC96496
0.8929 High Similarity NPC167877
0.8929 High Similarity NPC312215
0.8889 High Similarity NPC477372
0.8889 High Similarity NPC201912
0.8889 High Similarity NPC147066
0.8889 High Similarity NPC38350
0.8851 High Similarity NPC243866
0.8837 High Similarity NPC477149
0.8837 High Similarity NPC477147
0.8824 High Similarity NPC242864
0.8824 High Similarity NPC294480
0.881 High Similarity NPC212843
0.8795 High Similarity NPC85774
0.8795 High Similarity NPC221758
0.8795 High Similarity NPC59453
0.8795 High Similarity NPC82902
0.8795 High Similarity NPC214043
0.8795 High Similarity NPC473246
0.8795 High Similarity NPC164577
0.878 High Similarity NPC260956
0.878 High Similarity NPC133391
0.8764 High Similarity NPC472941
0.8764 High Similarity NPC456
0.8764 High Similarity NPC155676
0.875 High Similarity NPC239098
0.875 High Similarity NPC179028
0.8736 High Similarity NPC189520
0.8736 High Similarity NPC154101
0.8736 High Similarity NPC45269
0.8721 High Similarity NPC128496
0.8721 High Similarity NPC54689
0.8721 High Similarity NPC473999
0.8721 High Similarity NPC310236
0.8721 High Similarity NPC309603
0.8721 High Similarity NPC2983
0.8706 High Similarity NPC317590
0.8706 High Similarity NPC136948
0.8706 High Similarity NPC128644
0.869 High Similarity NPC269638
0.869 High Similarity NPC474218
0.8675 High Similarity NPC69279
0.8675 High Similarity NPC278648
0.8675 High Similarity NPC310470
0.8675 High Similarity NPC97913
0.8675 High Similarity NPC215893
0.8675 High Similarity NPC83569
0.8675 High Similarity NPC477373
0.8675 High Similarity NPC476082
0.8667 High Similarity NPC107243
0.8667 High Similarity NPC475894
0.8659 High Similarity NPC473420
0.8652 High Similarity NPC173875
0.8652 High Similarity NPC318282
0.8652 High Similarity NPC174948
0.8652 High Similarity NPC469995
0.8652 High Similarity NPC476174
0.8642 High Similarity NPC158846
0.8636 High Similarity NPC470376
0.8636 High Similarity NPC470224
0.8636 High Similarity NPC66429
0.8636 High Similarity NPC470375
0.8636 High Similarity NPC152897
0.8621 High Similarity NPC471896
0.8621 High Similarity NPC111585
0.8621 High Similarity NPC48010
0.8621 High Similarity NPC148414
0.8621 High Similarity NPC69622
0.8621 High Similarity NPC46281
0.8621 High Similarity NPC175628
0.8605 High Similarity NPC249889
0.8605 High Similarity NPC183546
0.8605 High Similarity NPC193843
0.8605 High Similarity NPC247406
0.8605 High Similarity NPC48866
0.8588 High Similarity NPC474733
0.8588 High Similarity NPC322159
0.8588 High Similarity NPC475007
0.8588 High Similarity NPC94755
0.8588 High Similarity NPC474732
0.8588 High Similarity NPC51014
0.8588 High Similarity NPC31564
0.8588 High Similarity NPC473226
0.8588 High Similarity NPC145879
0.8588 High Similarity NPC82979
0.8588 High Similarity NPC474778
0.8588 High Similarity NPC70661
0.8571 High Similarity NPC48647
0.8571 High Similarity NPC166745
0.8571 High Similarity NPC235464
0.8571 High Similarity NPC186810
0.8571 High Similarity NPC472865
0.8571 High Similarity NPC100391
0.8571 High Similarity NPC197386
0.8571 High Similarity NPC263974
0.8556 High Similarity NPC328371
0.8554 High Similarity NPC170985
0.8554 High Similarity NPC151519
0.8554 High Similarity NPC320514
0.8539 High Similarity NPC7165
0.8523 High Similarity NPC107690
0.8523 High Similarity NPC86266
0.8523 High Similarity NPC212301
0.8523 High Similarity NPC110657
0.8523 High Similarity NPC297265
0.8523 High Similarity NPC475806
0.8523 High Similarity NPC476187
0.8523 High Similarity NPC473998
0.8523 High Similarity NPC23434
0.8523 High Similarity NPC26888
0.8519 High Similarity NPC321514
0.8506 High Similarity NPC472970
0.8506 High Similarity NPC215029
0.8506 High Similarity NPC474889
0.8506 High Similarity NPC262858
0.8506 High Similarity NPC472971
0.8506 High Similarity NPC472240
0.8506 High Similarity NPC474570
0.8506 High Similarity NPC146554
0.8506 High Similarity NPC476733
0.8506 High Similarity NPC262043
0.8506 High Similarity NPC281524
0.8488 Intermediate Similarity NPC90652
0.8488 Intermediate Similarity NPC475740
0.8488 Intermediate Similarity NPC58063
0.8478 Intermediate Similarity NPC218383
0.8478 Intermediate Similarity NPC51370
0.8478 Intermediate Similarity NPC287833
0.8478 Intermediate Similarity NPC476274
0.8471 Intermediate Similarity NPC52628
0.8471 Intermediate Similarity NPC469948
0.8471 Intermediate Similarity NPC202868
0.8471 Intermediate Similarity NPC29447
0.8462 Intermediate Similarity NPC57416
0.8462 Intermediate Similarity NPC160817
0.8462 Intermediate Similarity NPC320306
0.8452 Intermediate Similarity NPC245866
0.8444 Intermediate Similarity NPC45324
0.8444 Intermediate Similarity NPC469599
0.8444 Intermediate Similarity NPC162001
0.8444 Intermediate Similarity NPC263347
0.8444 Intermediate Similarity NPC222845
0.8434 Intermediate Similarity NPC327002
0.8427 Intermediate Similarity NPC69454
0.8427 Intermediate Similarity NPC470254
0.8427 Intermediate Similarity NPC477855
0.8427 Intermediate Similarity NPC472930
0.8427 Intermediate Similarity NPC170220
0.8427 Intermediate Similarity NPC474736
0.8427 Intermediate Similarity NPC141497
0.8427 Intermediate Similarity NPC107674
0.8427 Intermediate Similarity NPC472942
0.8427 Intermediate Similarity NPC206810
0.8415 Intermediate Similarity NPC196827
0.8415 Intermediate Similarity NPC327674
0.8415 Intermediate Similarity NPC274996
0.8409 Intermediate Similarity NPC44240
0.8409 Intermediate Similarity NPC123854
0.8409 Intermediate Similarity NPC320026
0.8395 Intermediate Similarity NPC74995
0.8391 Intermediate Similarity NPC117122
0.8391 Intermediate Similarity NPC16377
0.8391 Intermediate Similarity NPC328313
0.8391 Intermediate Similarity NPC470417
0.8391 Intermediate Similarity NPC472870
0.8391 Intermediate Similarity NPC471722
0.8387 Intermediate Similarity NPC476240
0.8387 Intermediate Similarity NPC476223
0.8387 Intermediate Similarity NPC224720
0.8387 Intermediate Similarity NPC472924
0.8375 Intermediate Similarity NPC476795
0.8372 Intermediate Similarity NPC472869
0.8372 Intermediate Similarity NPC475022
0.8372 Intermediate Similarity NPC186975
0.8372 Intermediate Similarity NPC325594
0.8372 Intermediate Similarity NPC72133

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC165064 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
0.8795 High Similarity NPD4786 Approved
0.8554 High Similarity NPD3667 Approved
0.8427 Intermediate Similarity NPD6399 Phase 3
0.8353 Intermediate Similarity NPD3665 Phase 1
0.8353 Intermediate Similarity NPD3666 Approved
0.8353 Intermediate Similarity NPD3133 Approved
0.8295 Intermediate Similarity NPD5328 Approved
0.8293 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.8256 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.8161 Intermediate Similarity NPD7334 Approved
0.8161 Intermediate Similarity NPD5279 Phase 3
0.8161 Intermediate Similarity NPD7521 Approved
0.8161 Intermediate Similarity NPD5330 Approved
0.8161 Intermediate Similarity NPD7146 Approved
0.8161 Intermediate Similarity NPD6409 Approved
0.8161 Intermediate Similarity NPD6684 Approved
0.8161 Intermediate Similarity NPD3618 Phase 1
0.8111 Intermediate Similarity NPD6079 Approved
0.8065 Intermediate Similarity NPD6083 Phase 2
0.8065 Intermediate Similarity NPD6084 Phase 2
0.7978 Intermediate Similarity NPD5737 Approved
0.7978 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7978 Intermediate Similarity NPD6672 Approved
0.7978 Intermediate Similarity NPD6903 Approved
0.7927 Intermediate Similarity NPD6942 Approved
0.7927 Intermediate Similarity NPD7339 Approved
0.7912 Intermediate Similarity NPD7515 Phase 2
0.7907 Intermediate Similarity NPD4223 Phase 3
0.7907 Intermediate Similarity NPD4221 Approved
0.7889 Intermediate Similarity NPD4753 Phase 2
0.7849 Intermediate Similarity NPD5695 Phase 3
0.7841 Intermediate Similarity NPD5329 Approved
0.7826 Intermediate Similarity NPD4202 Approved
0.7816 Intermediate Similarity NPD5362 Discontinued
0.7753 Intermediate Similarity NPD6098 Approved
0.7727 Intermediate Similarity NPD3668 Phase 3
0.7727 Intermediate Similarity NPD4197 Approved
0.7717 Intermediate Similarity NPD5281 Approved
0.7717 Intermediate Similarity NPD5284 Approved
0.7708 Intermediate Similarity NPD7640 Approved
0.7708 Intermediate Similarity NPD7639 Approved
0.7677 Intermediate Similarity NPD6675 Approved
0.7677 Intermediate Similarity NPD5739 Approved
0.7677 Intermediate Similarity NPD6402 Approved
0.7677 Intermediate Similarity NPD7128 Approved
0.7619 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7614 Intermediate Similarity NPD4788 Approved
0.7604 Intermediate Similarity NPD5696 Approved
0.7604 Intermediate Similarity NPD7638 Approved
0.759 Intermediate Similarity NPD6924 Approved
0.759 Intermediate Similarity NPD6926 Approved
0.759 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7579 Intermediate Similarity NPD5221 Approved
0.7579 Intermediate Similarity NPD5222 Approved
0.7579 Intermediate Similarity NPD4697 Phase 3
0.7579 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7558 Intermediate Similarity NPD6929 Approved
0.7556 Intermediate Similarity NPD4688 Approved
0.7556 Intermediate Similarity NPD4138 Approved
0.7556 Intermediate Similarity NPD5690 Phase 2
0.7556 Intermediate Similarity NPD4689 Approved
0.7556 Intermediate Similarity NPD4690 Approved
0.7556 Intermediate Similarity NPD5280 Approved
0.7556 Intermediate Similarity NPD4693 Phase 3
0.7556 Intermediate Similarity NPD5205 Approved
0.7556 Intermediate Similarity NPD4694 Approved
0.7553 Intermediate Similarity NPD7748 Approved
0.7551 Intermediate Similarity NPD5211 Phase 2
0.7527 Intermediate Similarity NPD8034 Phase 2
0.7527 Intermediate Similarity NPD7637 Suspended
0.7527 Intermediate Similarity NPD8035 Phase 2
0.7526 Intermediate Similarity NPD6404 Discontinued
0.7525 Intermediate Similarity NPD7320 Approved
0.7525 Intermediate Similarity NPD6899 Approved
0.7525 Intermediate Similarity NPD6881 Approved
0.75 Intermediate Similarity NPD6904 Approved
0.75 Intermediate Similarity NPD4269 Approved
0.75 Intermediate Similarity NPD4270 Approved
0.75 Intermediate Similarity NPD5173 Approved
0.75 Intermediate Similarity NPD6080 Approved
0.75 Intermediate Similarity NPD6673 Approved
0.75 Intermediate Similarity NPD4755 Approved
0.7474 Intermediate Similarity NPD4629 Approved
0.7474 Intermediate Similarity NPD5210 Approved
0.7471 Intermediate Similarity NPD6931 Approved
0.7471 Intermediate Similarity NPD7525 Registered
0.7471 Intermediate Similarity NPD6930 Phase 2
0.7451 Intermediate Similarity NPD6372 Approved
0.7451 Intermediate Similarity NPD6373 Approved
0.7442 Intermediate Similarity NPD3617 Approved
0.7426 Intermediate Similarity NPD5697 Approved
0.7426 Intermediate Similarity NPD5701 Approved
0.7416 Intermediate Similarity NPD5331 Approved
0.7416 Intermediate Similarity NPD5332 Approved
0.7412 Intermediate Similarity NPD6933 Approved
0.7412 Intermediate Similarity NPD6117 Approved
0.74 Intermediate Similarity NPD5141 Approved
0.7391 Intermediate Similarity NPD5208 Approved
0.7386 Intermediate Similarity NPD4790 Discontinued
0.7386 Intermediate Similarity NPD4692 Approved
0.7386 Intermediate Similarity NPD4139 Approved
0.7379 Intermediate Similarity NPD7290 Approved
0.7379 Intermediate Similarity NPD7102 Approved
0.7379 Intermediate Similarity NPD6883 Approved
0.7363 Intermediate Similarity NPD4623 Approved
0.7363 Intermediate Similarity NPD4519 Discontinued
0.7353 Intermediate Similarity NPD6011 Approved
0.7349 Intermediate Similarity NPD4243 Approved
0.7347 Intermediate Similarity NPD5286 Approved
0.7347 Intermediate Similarity NPD4700 Approved
0.7347 Intermediate Similarity NPD4696 Approved
0.7347 Intermediate Similarity NPD5285 Approved
0.734 Intermediate Similarity NPD5693 Phase 1
0.734 Intermediate Similarity NPD6050 Approved
0.734 Intermediate Similarity NPD6411 Approved
0.7326 Intermediate Similarity NPD5776 Phase 2
0.7326 Intermediate Similarity NPD6925 Approved
0.7326 Intermediate Similarity NPD6116 Phase 1
0.732 Intermediate Similarity NPD7902 Approved
0.7317 Intermediate Similarity NPD6923 Approved
0.7317 Intermediate Similarity NPD6922 Approved
0.7312 Intermediate Similarity NPD6051 Approved
0.7308 Intermediate Similarity NPD6869 Approved
0.7308 Intermediate Similarity NPD6650 Approved
0.7308 Intermediate Similarity NPD6847 Approved
0.7308 Intermediate Similarity NPD6649 Approved
0.7308 Intermediate Similarity NPD8130 Phase 1
0.7308 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD6617 Approved
0.7303 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.729 Intermediate Similarity NPD7115 Discovery
0.7283 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7282 Intermediate Similarity NPD6014 Approved
0.7282 Intermediate Similarity NPD6013 Approved
0.7282 Intermediate Similarity NPD6012 Approved
0.7273 Intermediate Similarity NPD4252 Approved
0.7273 Intermediate Similarity NPD4819 Approved
0.7273 Intermediate Similarity NPD4821 Approved
0.7273 Intermediate Similarity NPD4822 Approved
0.7273 Intermediate Similarity NPD5368 Approved
0.7273 Intermediate Similarity NPD5223 Approved
0.7273 Intermediate Similarity NPD4820 Approved
0.7263 Intermediate Similarity NPD5778 Approved
0.7263 Intermediate Similarity NPD5779 Approved
0.7253 Intermediate Similarity NPD5363 Approved
0.725 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD6115 Approved
0.7241 Intermediate Similarity NPD6114 Approved
0.7241 Intermediate Similarity NPD6697 Approved
0.7241 Intermediate Similarity NPD4271 Approved
0.7241 Intermediate Similarity NPD7145 Approved
0.7241 Intermediate Similarity NPD6118 Approved
0.7241 Intermediate Similarity NPD4268 Approved
0.7238 Intermediate Similarity NPD6882 Approved
0.7238 Intermediate Similarity NPD8297 Approved
0.7234 Intermediate Similarity NPD5785 Approved
0.7234 Intermediate Similarity NPD5692 Phase 3
0.7234 Intermediate Similarity NPD5207 Approved
0.7229 Intermediate Similarity NPD4747 Approved
0.7229 Intermediate Similarity NPD7144 Approved
0.7229 Intermediate Similarity NPD7143 Approved
0.7222 Intermediate Similarity NPD7154 Phase 3
0.7222 Intermediate Similarity NPD6695 Phase 3
0.72 Intermediate Similarity NPD5225 Approved
0.72 Intermediate Similarity NPD4633 Approved
0.72 Intermediate Similarity NPD5226 Approved
0.72 Intermediate Similarity NPD5224 Approved
0.7191 Intermediate Similarity NPD5369 Approved
0.7176 Intermediate Similarity NPD4785 Approved
0.7176 Intermediate Similarity NPD4784 Approved
0.7176 Intermediate Similarity NPD5733 Approved
0.7174 Intermediate Similarity NPD5786 Approved
0.7174 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7159 Intermediate Similarity NPD4195 Approved
0.7158 Intermediate Similarity NPD5694 Approved
0.7143 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7150 Approved
0.7143 Intermediate Similarity NPD7152 Approved
0.7143 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7151 Approved
0.7129 Intermediate Similarity NPD4754 Approved
0.7129 Intermediate Similarity NPD5175 Approved
0.7129 Intermediate Similarity NPD5174 Approved
0.7128 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7128 Intermediate Similarity NPD6101 Approved
0.7128 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD6435 Approved
0.7108 Intermediate Similarity NPD4137 Phase 3
0.7087 Intermediate Similarity NPD6412 Phase 2
0.7079 Intermediate Similarity NPD7514 Phase 3
0.7079 Intermediate Similarity NPD5790 Clinical (unspecified phase)
0.7079 Intermediate Similarity NPD4695 Discontinued
0.7065 Intermediate Similarity NPD1694 Approved
0.7065 Intermediate Similarity NPD6893 Approved
0.7053 Intermediate Similarity NPD4096 Approved
0.7045 Intermediate Similarity NPD7322 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD6868 Approved
0.703 Intermediate Similarity NPD7632 Discontinued

Structure

External Identifiers

PubChem CID   24896697
ChEMBL   CHEMBL486082
ZINC  

Physicochemical Properties

Molecular Weight:  456.36
ALogP:  3.2466
MLogP:  4.43
XLogP:  9.09
# Rotatable Bonds:  17
Polar Surface Area:  57.53
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  33

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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