Natural Product: NPC476426

Natural Product ID:  NPC476426
Common Name:   Negundoin G
IUPAC Name:   (2R,4bS,8aS,9R)-2-ethenyl-9-hydroxy-4b-(hydroxymethyl)-2,8,8-trimethyl-3,4,4a,5,6,7,8a,9-octahydrophenanthren-1-one
Synonyms:   Negundoin G
Molecular Formula:   C20H30O3
Standard InCHIKey:  OXNXVJIOIKYEAC-QVYZQTIPSA-N
Standard InCHI:  InChI=1S/C20H30O3/c1-5-19(4)10-7-14-13(17(19)23)11-15(22)16-18(2,3)8-6-9-20(14,16)12-21/h5,11,14-16,21-22H,1,6-10,12H2,2-4H3/t14?,15-,16+,19+,20+/m1/s1
Canonical SMILES:  OC[C@@]12CCCC([C@@H]2[C@@H](C=C2C1CC[C@](C2=O)(C)C=C)O)(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
NPO14602 Vitex negundo Species Lamiaceae Eukaryota Seeds PMID[19931461]

  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 = 700 nM 11325227

  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 NPC476426 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
0.9146 High Similarity NPC476412
0.8929 High Similarity NPC194417
0.8875 High Similarity NPC62336
0.8875 High Similarity NPC475994
0.8837 High Similarity NPC472973
0.878 High Similarity NPC6663
0.8765 High Similarity NPC308038
0.875 High Similarity NPC474736
0.8721 High Similarity NPC471793
0.8721 High Similarity NPC471791
0.8706 High Similarity NPC472986
0.8706 High Similarity NPC470955
0.8706 High Similarity NPC472985
0.8706 High Similarity NPC472974
0.869 High Similarity NPC227132
0.8659 High Similarity NPC472478
0.8659 High Similarity NPC2482
0.8636 High Similarity NPC472978
0.8636 High Similarity NPC475806
0.8625 High Similarity NPC263582
0.8621 High Similarity NPC473999
0.8621 High Similarity NPC309603
0.8621 High Similarity NPC472983
0.8588 High Similarity NPC471224
0.8588 High Similarity NPC274724
0.8554 High Similarity NPC116797
0.8554 High Similarity NPC121984
0.8539 High Similarity NPC109305
0.8537 High Similarity NPC19900
0.8523 High Similarity NPC48010
0.8519 High Similarity NPC74995
0.8506 High Similarity NPC158778
0.8488 Intermediate Similarity NPC327115
0.8488 Intermediate Similarity NPC82979
0.8488 Intermediate Similarity NPC94666
0.8481 Intermediate Similarity NPC186042
0.8471 Intermediate Similarity NPC214043
0.8471 Intermediate Similarity NPC329043
0.8471 Intermediate Similarity NPC321187
0.8471 Intermediate Similarity NPC161423
0.8471 Intermediate Similarity NPC227064
0.8471 Intermediate Similarity NPC85774
0.8471 Intermediate Similarity NPC58841
0.8452 Intermediate Similarity NPC158411
0.8452 Intermediate Similarity NPC38796
0.8452 Intermediate Similarity NPC93590
0.8444 Intermediate Similarity NPC472977
0.8444 Intermediate Similarity NPC8993
0.8444 Intermediate Similarity NPC473162
0.8444 Intermediate Similarity NPC472976
0.8434 Intermediate Similarity NPC172013
0.8434 Intermediate Similarity NPC476809
0.8427 Intermediate Similarity NPC472975
0.8427 Intermediate Similarity NPC473998
0.8415 Intermediate Similarity NPC471409
0.8415 Intermediate Similarity NPC275494
0.8409 Intermediate Similarity NPC2983
0.8391 Intermediate Similarity NPC58063
0.8391 Intermediate Similarity NPC93778
0.8375 Intermediate Similarity NPC215050
0.8372 Intermediate Similarity NPC474083
0.8372 Intermediate Similarity NPC469948
0.8372 Intermediate Similarity NPC255174
0.8353 Intermediate Similarity NPC105173
0.8352 Intermediate Similarity NPC259286
0.8333 Intermediate Similarity NPC476416
0.8333 Intermediate Similarity NPC14151
0.8333 Intermediate Similarity NPC474807
0.8333 Intermediate Similarity NPC69454
0.8333 Intermediate Similarity NPC472930
0.8315 Intermediate Similarity NPC134321
0.8313 Intermediate Similarity NPC170394
0.8313 Intermediate Similarity NPC474113
0.8313 Intermediate Similarity NPC281138
0.8313 Intermediate Similarity NPC472490
0.8313 Intermediate Similarity NPC152061
0.8295 Intermediate Similarity NPC328539
0.8293 Intermediate Similarity NPC197659
0.828 Intermediate Similarity NPC103051
0.8276 Intermediate Similarity NPC118648
0.8276 Intermediate Similarity NPC31564
0.8276 Intermediate Similarity NPC145879
0.8276 Intermediate Similarity NPC475022
0.8276 Intermediate Similarity NPC474732
0.8276 Intermediate Similarity NPC474733
0.8276 Intermediate Similarity NPC222613
0.8276 Intermediate Similarity NPC474778
0.8276 Intermediate Similarity NPC322159
0.8276 Intermediate Similarity NPC469994
0.8261 Intermediate Similarity NPC249954
0.8256 Intermediate Similarity NPC473246
0.8256 Intermediate Similarity NPC237712
0.8242 Intermediate Similarity NPC471207
0.8242 Intermediate Similarity NPC299100
0.8235 Intermediate Similarity NPC103486
0.8235 Intermediate Similarity NPC238991
0.8235 Intermediate Similarity NPC302661
0.8235 Intermediate Similarity NPC151519
0.8235 Intermediate Similarity NPC279186
0.8222 Intermediate Similarity NPC172101
0.8222 Intermediate Similarity NPC63748
0.8222 Intermediate Similarity NPC272746
0.8214 Intermediate Similarity NPC306095
0.8214 Intermediate Similarity NPC148685
0.8214 Intermediate Similarity NPC157895
0.8214 Intermediate Similarity NPC271104
0.8214 Intermediate Similarity NPC104120
0.8211 Intermediate Similarity NPC87351
0.8202 Intermediate Similarity NPC186688
0.8202 Intermediate Similarity NPC281524
0.8202 Intermediate Similarity NPC123912
0.8202 Intermediate Similarity NPC477943
0.8202 Intermediate Similarity NPC184663
0.8202 Intermediate Similarity NPC119416
0.8193 Intermediate Similarity NPC189485
0.8193 Intermediate Similarity NPC297996
0.8182 Intermediate Similarity NPC471792
0.8182 Intermediate Similarity NPC136548
0.8182 Intermediate Similarity NPC476409
0.8182 Intermediate Similarity NPC287079
0.8182 Intermediate Similarity NPC475740
0.8172 Intermediate Similarity NPC170131
0.8171 Intermediate Similarity NPC470525
0.8161 Intermediate Similarity NPC179006
0.8161 Intermediate Similarity NPC470574
0.8161 Intermediate Similarity NPC474853
0.8152 Intermediate Similarity NPC271195
0.8152 Intermediate Similarity NPC180950
0.8152 Intermediate Similarity NPC472932
0.8152 Intermediate Similarity NPC476174
0.814 Intermediate Similarity NPC307258
0.814 Intermediate Similarity NPC64600
0.814 Intermediate Similarity NPC297398
0.814 Intermediate Similarity NPC49019
0.8125 Intermediate Similarity NPC311612
0.8118 Intermediate Similarity NPC6434
0.8118 Intermediate Similarity NPC3915
0.8118 Intermediate Similarity NPC278459
0.8111 Intermediate Similarity NPC128672
0.8111 Intermediate Similarity NPC320026
0.8111 Intermediate Similarity NPC85173
0.8105 Intermediate Similarity NPC81530
0.8105 Intermediate Similarity NPC476240
0.8105 Intermediate Similarity NPC224720
0.8105 Intermediate Similarity NPC476223
0.8095 Intermediate Similarity NPC476177
0.809 Intermediate Similarity NPC472802
0.809 Intermediate Similarity NPC474925
0.809 Intermediate Similarity NPC206060
0.809 Intermediate Similarity NPC474854
0.809 Intermediate Similarity NPC48107
0.809 Intermediate Similarity NPC104560
0.8085 Intermediate Similarity NPC316598
0.8085 Intermediate Similarity NPC478056
0.8085 Intermediate Similarity NPC197386
0.8072 Intermediate Similarity NPC257666
0.8072 Intermediate Similarity NPC165711
0.8072 Intermediate Similarity NPC203403
0.8072 Intermediate Similarity NPC266193
0.8072 Intermediate Similarity NPC97377
0.8072 Intermediate Similarity NPC325946
0.8068 Intermediate Similarity NPC473226
0.8068 Intermediate Similarity NPC20688
0.8068 Intermediate Similarity NPC158393
0.8065 Intermediate Similarity NPC456
0.8065 Intermediate Similarity NPC250757
0.8065 Intermediate Similarity NPC301534
0.8065 Intermediate Similarity NPC471463
0.8065 Intermediate Similarity NPC117133
0.8065 Intermediate Similarity NPC472941
0.8065 Intermediate Similarity NPC473158
0.8049 Intermediate Similarity NPC476346
0.8049 Intermediate Similarity NPC114236
0.8046 Intermediate Similarity NPC180834
0.8046 Intermediate Similarity NPC82902
0.8046 Intermediate Similarity NPC473157
0.8046 Intermediate Similarity NPC7927
0.8046 Intermediate Similarity NPC472265
0.8046 Intermediate Similarity NPC470812
0.8046 Intermediate Similarity NPC33913
0.8046 Intermediate Similarity NPC230527
0.8046 Intermediate Similarity NPC59453
0.8046 Intermediate Similarity NPC221758
0.8046 Intermediate Similarity NPC40687
0.8043 Intermediate Similarity NPC473172
0.8043 Intermediate Similarity NPC474690
0.8043 Intermediate Similarity NPC474882
0.8043 Intermediate Similarity NPC476415
0.8043 Intermediate Similarity NPC196227
0.8023 Intermediate Similarity NPC310989
0.8023 Intermediate Similarity NPC212083
0.8023 Intermediate Similarity NPC48362
0.8022 Intermediate Similarity NPC168027
0.8022 Intermediate Similarity NPC131872
0.8022 Intermediate Similarity NPC185936
0.8022 Intermediate Similarity NPC99380
0.8022 Intermediate Similarity NPC233116
0.8022 Intermediate Similarity NPC19114
0.8022 Intermediate Similarity NPC116726
0.8021 Intermediate Similarity NPC136289

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476426 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
0.8471 Intermediate Similarity NPD3666 Approved
0.8471 Intermediate Similarity NPD3133 Approved
0.8471 Intermediate Similarity NPD3665 Phase 1
0.8427 Intermediate Similarity NPD6079 Approved
0.8276 Intermediate Similarity NPD4519 Discontinued
0.8276 Intermediate Similarity NPD3618 Phase 1
0.8276 Intermediate Similarity NPD4623 Approved
0.8235 Intermediate Similarity NPD3667 Approved
0.8211 Intermediate Similarity NPD5211 Phase 2
0.8202 Intermediate Similarity NPD5328 Approved
0.8065 Intermediate Similarity NPD5222 Approved
0.8065 Intermediate Similarity NPD5221 Approved
0.8065 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.8046 Intermediate Similarity NPD4786 Approved
0.8041 Intermediate Similarity NPD5141 Approved
0.8 Intermediate Similarity NPD5286 Approved
0.8 Intermediate Similarity NPD4695 Discontinued
0.8 Intermediate Similarity NPD4696 Approved
0.8 Intermediate Similarity NPD5285 Approved
0.7979 Intermediate Similarity NPD5173 Approved
0.7935 Intermediate Similarity NPD4202 Approved
0.7917 Intermediate Similarity NPD5223 Approved
0.7865 Intermediate Similarity NPD5279 Phase 3
0.7835 Intermediate Similarity NPD5226 Approved
0.7835 Intermediate Similarity NPD4633 Approved
0.7835 Intermediate Similarity NPD5225 Approved
0.7835 Intermediate Similarity NPD5224 Approved
0.7826 Intermediate Similarity NPD7515 Phase 2
0.7816 Intermediate Similarity NPD4223 Phase 3
0.7816 Intermediate Similarity NPD4221 Approved
0.7802 Intermediate Similarity NPD4753 Phase 2
0.7789 Intermediate Similarity NPD4755 Approved
0.7766 Intermediate Similarity NPD4629 Approved
0.7766 Intermediate Similarity NPD5210 Approved
0.7755 Intermediate Similarity NPD5175 Approved
0.7755 Intermediate Similarity NPD5174 Approved
0.7684 Intermediate Similarity NPD4697 Phase 3
0.7667 Intermediate Similarity NPD5690 Phase 2
0.764 Intermediate Similarity NPD4197 Approved
0.7629 Intermediate Similarity NPD4700 Approved
0.7561 Intermediate Similarity NPD4691 Approved
0.7558 Intermediate Similarity NPD3617 Approved
0.7556 Intermediate Similarity NPD5329 Approved
0.7525 Intermediate Similarity NPD5697 Approved
0.75 Intermediate Similarity NPD4058 Approved
0.7474 Intermediate Similarity NPD7748 Approved
0.7473 Intermediate Similarity NPD4138 Approved
0.7473 Intermediate Similarity NPD4688 Approved
0.7473 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7473 Intermediate Similarity NPD7146 Approved
0.7473 Intermediate Similarity NPD4693 Phase 3
0.7473 Intermediate Similarity NPD5205 Approved
0.7473 Intermediate Similarity NPD4690 Approved
0.7473 Intermediate Similarity NPD7521 Approved
0.7473 Intermediate Similarity NPD7334 Approved
0.7473 Intermediate Similarity NPD6409 Approved
0.7473 Intermediate Similarity NPD6684 Approved
0.7473 Intermediate Similarity NPD4689 Approved
0.7473 Intermediate Similarity NPD5330 Approved
0.7471 Intermediate Similarity NPD4195 Approved
0.7451 Intermediate Similarity NPD4730 Approved
0.7451 Intermediate Similarity NPD6899 Approved
0.7451 Intermediate Similarity NPD6011 Approved
0.7451 Intermediate Similarity NPD6881 Approved
0.7451 Intermediate Similarity NPD4729 Approved
0.7444 Intermediate Similarity NPD3668 Phase 3
0.7439 Intermediate Similarity NPD4137 Phase 3
0.7423 Intermediate Similarity NPD7902 Approved
0.74 Intermediate Similarity NPD4754 Approved
0.7391 Intermediate Similarity NPD3573 Approved
0.7379 Intermediate Similarity NPD6014 Approved
0.7379 Intermediate Similarity NPD6013 Approved
0.7379 Intermediate Similarity NPD6012 Approved
0.7368 Intermediate Similarity NPD6399 Phase 3
0.7363 Intermediate Similarity NPD1696 Phase 3
0.7349 Intermediate Similarity NPD4747 Approved
0.7333 Intermediate Similarity NPD4788 Approved
0.7312 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7312 Intermediate Similarity NPD6903 Approved
0.7308 Intermediate Similarity NPD5248 Approved
0.7308 Intermediate Similarity NPD5250 Approved
0.7308 Intermediate Similarity NPD5251 Approved
0.7308 Intermediate Similarity NPD6883 Approved
0.7308 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD7102 Approved
0.7308 Intermediate Similarity NPD5169 Approved
0.7308 Intermediate Similarity NPD4634 Approved
0.7308 Intermediate Similarity NPD5247 Approved
0.7308 Intermediate Similarity NPD7290 Approved
0.7308 Intermediate Similarity NPD5135 Approved
0.7308 Intermediate Similarity NPD5249 Phase 3
0.7283 Intermediate Similarity NPD4694 Approved
0.7283 Intermediate Similarity NPD5280 Approved
0.7282 Intermediate Similarity NPD5128 Approved
0.7282 Intermediate Similarity NPD5168 Approved
0.7263 Intermediate Similarity NPD5281 Approved
0.7263 Intermediate Similarity NPD5284 Approved
0.7255 Intermediate Similarity NPD7128 Approved
0.7255 Intermediate Similarity NPD4767 Approved
0.7255 Intermediate Similarity NPD6675 Approved
0.7255 Intermediate Similarity NPD4768 Approved
0.7255 Intermediate Similarity NPD6402 Approved
0.7255 Intermediate Similarity NPD5739 Approved
0.7245 Intermediate Similarity NPD6084 Phase 2
0.7245 Intermediate Similarity NPD6083 Phase 2
0.7238 Intermediate Similarity NPD6617 Approved
0.7238 Intermediate Similarity NPD6869 Approved
0.7238 Intermediate Similarity NPD5216 Approved
0.7238 Intermediate Similarity NPD6650 Approved
0.7238 Intermediate Similarity NPD6847 Approved
0.7238 Intermediate Similarity NPD6649 Approved
0.7238 Intermediate Similarity NPD5217 Approved
0.7238 Intermediate Similarity NPD5215 Approved
0.7238 Intermediate Similarity NPD5127 Approved
0.7238 Intermediate Similarity NPD8130 Phase 1
0.7222 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7184 Intermediate Similarity NPD5701 Approved
0.7174 Intermediate Similarity NPD1694 Approved
0.717 Intermediate Similarity NPD8297 Approved
0.717 Intermediate Similarity NPD6882 Approved
0.7159 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7128 Intermediate Similarity NPD5737 Approved
0.7128 Intermediate Similarity NPD6672 Approved
0.7126 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD7320 Approved
0.7113 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7113 Intermediate Similarity NPD7900 Approved
0.7103 Intermediate Similarity NPD4632 Approved
0.71 Intermediate Similarity NPD7640 Approved
0.71 Intermediate Similarity NPD7639 Approved
0.7093 Intermediate Similarity NPD4687 Approved
0.7073 Intermediate Similarity NPD7331 Phase 2
0.7064 Intermediate Similarity NPD7115 Discovery
0.7053 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD6372 Approved
0.7048 Intermediate Similarity NPD6373 Approved
0.7041 Intermediate Similarity NPD5695 Phase 3
0.7037 Intermediate Similarity NPD5167 Approved
0.7019 Intermediate Similarity NPD6412 Phase 2
0.7011 Intermediate Similarity NPD7339 Approved
0.7011 Intermediate Similarity NPD6942 Approved
0.7011 Intermediate Similarity NPD8264 Approved
0.7 Intermediate Similarity NPD8259 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD5696 Approved
0.7 Intermediate Similarity NPD7638 Approved
0.6989 Remote Similarity NPD5363 Approved
0.6979 Remote Similarity NPD5785 Approved
0.697 Remote Similarity NPD7614 Phase 1
0.6952 Remote Similarity NPD6686 Approved
0.6916 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6909 Remote Similarity NPD6317 Approved
0.6909 Remote Similarity NPD6009 Approved
0.6907 Remote Similarity NPD6411 Approved
0.6905 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6897 Remote Similarity NPD5733 Approved
0.6889 Remote Similarity NPD7645 Phase 2
0.686 Remote Similarity NPD5276 Approved
0.6847 Remote Similarity NPD6313 Approved
0.6847 Remote Similarity NPD6314 Approved
0.6847 Remote Similarity NPD6335 Approved
0.6842 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6837 Remote Similarity NPD5779 Approved
0.6837 Remote Similarity NPD5778 Approved
0.6832 Remote Similarity NPD4225 Approved
0.6832 Remote Similarity NPD5290 Discontinued
0.6818 Remote Similarity NPD6868 Approved
0.6818 Remote Similarity NPD6274 Approved
0.6813 Remote Similarity NPD7525 Registered
0.6809 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6804 Remote Similarity NPD4096 Approved
0.6796 Remote Similarity NPD5091 Approved
0.679 Remote Similarity NPD368 Approved
0.6786 Remote Similarity NPD7100 Approved
0.6786 Remote Similarity NPD7101 Approved
0.6778 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6771 Remote Similarity NPD5208 Approved
0.6771 Remote Similarity NPD4518 Approved
0.6765 Remote Similarity NPD6404 Discontinued
0.6747 Remote Similarity NPD7341 Phase 2
0.6739 Remote Similarity NPD4139 Approved
0.6739 Remote Similarity NPD4692 Approved
0.6735 Remote Similarity NPD5693 Phase 1
0.6726 Remote Similarity NPD6054 Approved
0.6726 Remote Similarity NPD6319 Approved
0.6701 Remote Similarity NPD6080 Approved
0.6701 Remote Similarity NPD6904 Approved
0.6701 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6701 Remote Similarity NPD6101 Approved
0.6701 Remote Similarity NPD6673 Approved
0.67 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5133 Approved
0.6667 Remote Similarity NPD6016 Approved
0.6667 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5983 Phase 2
0.6667 Remote Similarity NPD4270 Approved
0.6667 Remote Similarity NPD4269 Approved
0.6667 Remote Similarity NPD6015 Approved
0.6637 Remote Similarity NPD4522 Approved
0.6634 Remote Similarity NPD7732 Phase 3
0.6633 Remote Similarity NPD5207 Approved

Structure

External Identifiers

PubChem CID   46229332
ChEMBL   CHEMBL602034
ZINC  

Physicochemical Properties

Molecular Weight:  318.22
ALogP:  0.4661
MLogP:  3.33
XLogP:  3.872
# Rotatable Bonds:  7
Polar Surface Area:  57.53
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  23

Download Data

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Structure MOL file  
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